To see the other types of publications on this topic, follow the link: Pyrazole derivates.
Dissertations / Theses on the topic 'Pyrazole derivates'
Create a spot-on reference in APA, MLA, Chicago, Harvard, and other styles
Consult the top 50 dissertations / theses for your research on the topic 'Pyrazole derivates.'
Next to every source in the list of references, there is an 'Add to bibliography' button. Press on it, and we will generate automatically the bibliographic reference to the chosen work in the citation style you need: APA, MLA, Harvard, Chicago, Vancouver, etc.
You can also download the full text of the academic publication as pdf and read online its abstract whenever available in the metadata.
Browse dissertations / theses on a wide variety of disciplines and organise your bibliography correctly.
1
Zouikri, Mohamed. "Le résidu aza-prolyle, son introduction dans un peptide : modifications structurales dues à la substitution AzPRO/PRO." Vandoeuvre-les-Nancy, INPL, 1996. http://www.theses.fr/1996INPL079N.
Full textAbstract:
Les azapeptides constituent une famille de pseudopeptides dans laquelle le groupe CHalpha d'un ou plusieurs résidus a été substitué par un atome d'azote isoélectronique. Bien que de nombreux analogues de peptides bioactifs aient été synthétisés et biologiquement testés, peu de travaux concernant leur structure spatiale ont été rapportés jusqu'a ce jour. Un des avantages de cette substitution est de garder intacte la nature chimique de la chaine latérale dont le rôle est si important, comme par exemple, dans les processus de reconnaissance moléculaire. De plus, nous avons choisi d'étudier l'analogue azaproline de la proline qui fait partie des acides aminés protéinogènes et qui, en tant qu'iminoacide, présente une forte singularité au sein de ces derniers. Pour introduire le résidu azaprolyle dans un peptide, nous avons mis au point un protocole de synthèse faisant appel au triphosgène. Contrairement aux méthodes utilisées et décrites dans la littérature, et qui préconisent l'emploi d'uréthanes activés nécessitant des conditions sévères (reflux pendant plusieurs heures), ce réactif permet de travailler à faible température et avec des temps de réaction raccourcis, en effectuant la chlorocarbonylation, soit de l'hydrazine précurseur (cycle pyrazolidine), soit de l'extrémité N-terminale du peptide en cours d'élongation par synthèse récurrente. Du point de vue conformationnel, AzPro se comporte à l'opposé de Pro. En effet, il induit un repliement (beta cis) avec le résidu qui le précède et non pas avec celui qui le suit. D’autre part, les atomes d'azote du cycle pyrazolidine, bien qu'acylés, sont partiellement sp3 et acquièrent ainsi une prochiralité. C’est le résidu qui précède AzPro qui impose sa propre chiralité à Nalpha du résidu AzPro et non pas la chaine C-terminale. Enfin, l'abolition de la contrainte de cycle dans le résidu N-méthyl-aza-alanyle, n'entraine pas un profond changement structural, mais l'apparition minoritaire de conformères plus flexibles
2
Nakhai, Azadeh. "Synthetic studies of nitrogen containing heterocycles, particularly pyrazole and benzotriazine derivatives." Stockholm, 2009. http://diss.kib.ki.se/2009/978-91-7409-687-3/.
Full text
3
Gormen, Meral. "Synthesis Of Ferrocenyl Substituted Pyrazoles." Master's thesis, METU, 2005. http://etd.lib.metu.edu.tr/upload/3/12606358/index.pdf.
Full textAbstract:
Pyrazoles have been studied for over a century as an important class of heterocyclic compounds and continue to attract considerable interest due to the broad range of biological activities they possess. The incorporation of the essential structural features of pyrazoles with a ferrocene moiety could provide new derivatives with unexpected and/or enhanced biological activities since several ferrocene derivatives have already been shown to be active against a number of tumors. For this reason, we investigated the synthesis of ferrocenyl-substituted pyrazoles, such as 1-alkyl/aryl-5-ferrocenylpyrazoles, by employing the reaction between (2-formyl-1-chlorovinyl)ferrocene and hydrazine derivatives. Although this reaction is known, it was not studied in much detail and the low yields of ferrocenyl pyrazoles were obtained. Thus, we have reinvestigated this reaction and improved the yields of pyrazoles by optimizing the reaction conditions. (2-Formyl-1-chloro vinyl)ferrocene was first reacted with the excess amount (3 equivalents) of hydrazine derivative at 25 0C in dioxane under argon for 2 hours, and the resulting mixture was then heated at 100 0C for 6 hours in the same solvent. Under our optimized conditions, these reactions afforded 1-alkyl/aryl-5-ferrocenylpyrazole derivatives in moderate to good yields as a single or major product of the reaction. In some cases, 1-alkyl/aryl-3-ferrocenylpyrazole derivatives resulted from these reactions as very minor products.
4
Dias, Sandra Isabel Godinho. "Synthesis and supramolecular phenomenon of novel pyrazine derivatives." Thesis, University of Kent, 2006. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.429799.
Full text
5
Yazici, Ceyda. "Synthesis Of 4-iodopyrazole Derivatives." Master's thesis, METU, 2008. http://etd.lib.metu.edu.tr/upload/3/12609750/index.pdf.
Full textAbstract:
Pyrazoles have been studied for over a century as an important class of
heterocyclic compounds and continue to attract considerable interest due to the
broad range of biological activities they possess. The electrophilic cyclization of
the acetylenic hydrazones initiated by molecular iodine could provide new ways of
synthesizing biologically active 4-iodopyrazole derivatives, which are important
precursors for the synthesis of highly substituted pyrazole derivatives. For this
reason, we investigated the synthesis of 4-iodopyrazole derivatives, such as 1-aryl-
5-alkyl/aryl-4-iodopyrazoles, starting from phenylhydrazine and ,-acetylenic
aldehyde derivatives. Initially, ,-acetylenic aldehydes were synthesized by
formylation reaction of corresponding alkynes with DMF. Then, hydrazone
derivatives of these aldehydes were prepared by heating them with
phenylhydrazine in a neat manner at 55 °C for 5 h. Finally, acetylenic phenyl hydrazone derivatives were subjected to electrophilic cyclization by treating with excess molecular iodine at 80 °
C for 3 h. Although electrophilic cyclization is commonly used in organic chemistry, it has not been employed for the cyclization of acetylenic phenyl hydrazones to pyrazole derivatives. Under optimized conditions, these reactions afforded 1-aryl-5-alkyl/aryl-4-iodopyrazole derivatives in moderate to good yields as the single or the major product of the reactions. In some cases, 1-aryl-5-alkyl/arylpyrazole derivatives resulted from these reactions as minor products. In conclusion, 4-iodopyrazole derivatives were synthesized for the first time directly from acyclic starting materials, ,-acetylenic phenylhydrazones and iodine, via electrophilic cyclization.
6
Vetica, Fabrizio [Verfasser]. "Organocatalytic Asymmetric Synthesis of Isochromanones, Tetranortriterpenoids and Pyrazolone Derivatives / Fabrizio Vetica." München : Verlag Dr. Hut, 2018. http://d-nb.info/1155056213/34.
Full text
7
Despotopoulou, Christina. "Br/Mg-Exchange on 1,2-Dibromocyclopentene Derivatives and Regio- and Chemoselective Functionalizations of Pyrazoles and Related Heterocycles." Diss., lmu, 2009. http://nbn-resolving.de/urn:nbn:de:bvb:19-104233.
Full text
8
Pasin, Juliana Saibt Martins. "Atividade antipirética e antiinflamatória de derivados 5-trifluormetil-4,5-diidro-1H-1-carboxiamida pirazol em ratos." reponame:Biblioteca Digital de Teses e Dissertações da UFRGS, 2010. http://hdl.handle.net/10183/28004.
Full textAbstract:
A febre é um aumento regulado da temperatura corporal central, caracterizada por uma alteração no centro termorregulatório, a qual resulta da interação entre o sistema nervoso central e o imunológico. Enquanto a febre caracteriza lesão celular, infecção e inflamação, ela tem sido considerada o mais importante componente da resposta de fase aguda. Embora existam evidências de que a febre aumenta a defesa do hospedeiro, alguns estudos têm sugerido que o aumento da temperatura central a níveis febris pode ser prejudicial. Portanto, nas situações clínicas nas quais os riscos associados com a febre superam os benefícios, o tratamento antipirético é formalmente indicado. Os derivados pirazolínicos constituem um importante grupo de compostos orgânicos que têm sido extensivamente estudados devido às suas inúmeras atividades biológicas, que incluem atividade antipirética. Recentemente uma série de derivados pirazolínicos inéditos foi avaliada quanto à atividade antiedematogênica e antinociceptiva em camundongos. Estes compostos causam antinocicepção no teste da formalina e no modelo de artrite induzida por adjuvante de Freund, bem como diminuem o edema induzido por carragenina. Dados os efeitos antiinflamatórios descritos para estes compostos, o objetivo do estudo foi investigar o efeito de oito derivados 5-trifluormetil-4,5-diidro- 1H-1-pirazol-1-carboxiamida (TFDPs) sobre a temperatura corporal basal, a febre induzida por S. cerevisiae (0.135 g/Kg, i.p.) e a inflamação peritoneal em ratos Wistar machos de 28 dias de idade. Somente os compostos 3Et- e 3Pr-TFDP (140 e 200 μmol/kg respectivamente, s.c., 4 h após a injeção do S. cerevisiae) atenuaram a febre em 61.0% e 82.4%, respectivamente. Estes dois compostos foram selecionados para a investigação dos mecanismos de ação. Os efeitos sobre a atividade da ciclooxigenase-1 e -2 (COX-1 e COX-2), a oxidação in vitro do 1,1-difenil-2- picrilhidrazil (DPPH), os níveis de TNF-a e IL-1b e influxo de leucócitos na cavidade peritoneal dos ratos injetados com S. cerevisiae foram determinados. Enquanto 3Et- e 3Pr-TFDP não alteraram o aumento nos níveis de TNF-a e IL-1b induzido por S. cerevisiae, o derivado 3Et- TFDP causou uma redução de 42% na contagem de leucócitos na cavidade peritoneal. 3Et- e 3Pr-TFDP não alteraram a atividade da COX-1 e COX-2 in vitro, mas apresentaram atividade antioxidante no ensaio do DPPH, com CI50 de 39.3 (25.0-62.0) mM e 162.9 (135.6-195.7) mM, respectivamente. Em outro grupo de experimentos, foi avaliado o efeito do pré-tratamento dos animais com os compostos 3Et- e 3Pr-TFDP sobre a inflamação peritoneal induzida por S.cerevisiae em ratos. O pré-tratamento com 3Et-TFDP (140 μmol/kg, 5 mL/Kg, s.c.) preveniu significativamente o aumento no influxo de leucócitos, a permeabilidade vascular peritoneal e a atividade da mieloperoxidase (MPO), mas não teve efeito sobre os níveis de TNF-a e IL-1b. Por outro lado, 3Pr-TFDP (200 μmol/kg, 5 mL/Kg, s.c.) não apresentou efeito sobre nenhum desses parâmetros inflamatórios. O presente estudo descreve dois novos derivados pirazolínicos com atividade antipirética, cujos mecanismos de ação não envolvem inibição da COX ou inibição da liberação de citocinas pirogênicas. Além disso, foi demonstrado que o composto 3Et-TFDP apresenta potencial antiinflamatório, atuando sobre o influxo de leucócitos, permeabilidade vascular peritoneal e aumento da atividade da MPO induzidos por S. cerevisiae. Em conjunto, nossos dados sugerem que os derivados pirazolínicos 3Et- e 3Pr-TFDP parecem ser compostos antipiréticos e antiinflamatórios promissores.Fever is a regulated increase of body core temperature characterized by a raised thermoregulatory set point, which results from the interaction of the central nervous and immune systems. While fever is a hallmark of injury, infection and inflammation, it has also been considered the most important component of acute-phase response. Although there is evidence supporting the idea that fever enhances host defenses, some studies have suggested that raising core temperature to the febrile range may be harmful. Therefore, in the clinical situations in which fever-associated risks outweigh benefits, antipyretic treatment is formally indicated. Pyrazoles constitute an important group of organic compounds that have been extensively studied due to their numerous biological activities. Recently a series of pyrazole derivatives have been screened for antinociceptive and antiedematogenic activity in mice. These compounds cause antinociception in the formalin test and in the Freund's adjuvant (CFA) animal model of arthritis and decrease carrageenin-induced edema. Given the effects reported for these compounds, we decided to investigate the effect of eight 5-hydroxy-5-trifluoromethyl-4,5-dihydro- 1H-1-carboxyamidepyrazoles (TFDPs) on body temperature, baker´s yeast-induced fever and peritoneal inflammation in 28 days-old male Wistar rats. Only 3ethyl- and 3propyl-TFDP (140 and 200 μmol/kg, respectively, s.c., 4 h after S. cerevisiae injection) attenuated baker’s yeastinduced fever by 61.0% and 82.4%, respectively. These two effective antipyretics were selected to investigate the mechanisms of action. The effects on cyclooxygenase-1 and -2 (COX-1 and COX-2) activities, on 1,1-diphenyl-2-picrylhydrazyl (DPPH) oxidation in vitro, on TNF-a and IL- 1b levels and on leukocyte counts in the washes of peritoneal cavities of rats injected with baker’s yeast were determined. While 3ethyl- and 3propyl-TFDP did not reduce baker’s yeastinduced increases of IL-1 or TNF- levels, 3ethyl-TFDP caused a 42% reduction in peritoneal leukocyte count. 3ethyl- and 3propyl-TFDP did not alter COX-1 and COX-2 activities in vitro, but presented antioxidant activity in the DPPH assay with an IC50 of 39.3 (25.0-62.0) mM and 162.9 (135.6-195.7) mM, respectively. In a other set of the experiments, we investigate the effect of 3- ethyl- and 3-propyl-5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-1-carboxyamidepyrazoles on S.cerevisiae-induced peritoneal inflammation in rats. Pre-treatment with 3ethyl-TFDP (140 μmol/kg, 5 mL/Kg) significantly prevented S.cerevisiae-induced increase in leukocyte influx, peritoneal vascular permeability and myeloperoxidase activity, but had no effect on TNF-a and IL-1b levels. On the other hand, 3propyl-TFDP (200 μmol/kg, 5 mL/Kg) had no effect on these inflammatory parameters. The current study describes two novel antipyretic pyrazole derivatives, whose mechanisms of action do not involve the classic inhibition of the COX pathway or pyrogenic cytokine release. In addition, it is shown that 3ethyl-TFDP presents antiinflammatory potential, since it reduces leukocyte influx, peritoneal vascular permeability and MPO activity. Taken together, our data suggest that the pyrazole derivatives 3ethyl- and 3propyl-TFDP seems a promising antipyretic and anti-inflammatory compounds.
9
Frigo, Leandro Marcon. "Obtenção de novos heterociclos derivados do ácido levulínico." Universidade Federal de Santa Maria, 2013. http://repositorio.ufsm.br/handle/1/4263.
Full textAbstract:
Conselho Nacional de Desenvolvimento Científico e TecnológicoThis study describes the attainment of twenty three (23) bis-heterocycles derived from the Levulinic Acid: Bis-Pyrazoles (6a-k) by the reaction of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-il)propanohidrazidamand a series of replaced β-alcoxiviniltrifluorometilcetonas. 1,3,4-oxadiazole 2-5-disubstituted (8-11) by reactions like [4 + 1] [OCNN+C], through the reactions of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-yl)propanohidrazida with different orthoesters as well as with carbon disulfide. It was also produced hydrazides (16c-d, g-h e 17c-d, g-h) derived of synthesized pyrimidines, to be used as precursorsn in the synthesis of bis-heterocycles, derivatizated of the reaction of those with some β- Ketones alcoxiviniltrifluormetil. The bis-heterocycles were obtained by the ordinary methodology, with efficiency between 61-97%.It was also gotten other original compounds (3i-k, 5), used as precursors in this study. The structure of these synthesized compounds were confirmed by the data of RMN 1H, 13C, besides the data of mass spectrometry.
Este trabalho descreve a obtenção de 23 novos bis-heterociclos derivados do Ácido Levulínico: Bis-Pirazóis (6a-k) a partir da reação de ciclocondensação entre o 3-(5-(trifluorometil)-4,5-dihidro-1H-pirazol-3-il)propanohidrazida e uma série de β-alcoxiviniltrifluorometilcetonas substituídas; 1,3,4-oxadiazóis 2-5-dissubstituídos (8-11) via reações do tipo [4 + 1] [OCNN+C], através de reações de ciclocondensação entre a 3-(5-(trifluorometil)-4,5-dihidro-1H-pirazol-3-il)propanohidrazida com diferentes ortoésteres, bem como com dissulfeto de carbono. Foram produzidas ainda, hidrazidas( 16c-d, g-h e 17c-d, g-h) derivadas de pirimidinas sintetizadas, para serem utilizadas como precursores na síntese de bis-heterociclos, derivatizados da reação destas com algumas β-alcoxiviniltrifluormetil cetonas. Os bis-heterociclos foram obtidos por metodologia convencional, com rendimentos entre 61-97%. Foram obtidos ainda outros compostos inéditos (3i-k, 5) utilizados como precursores nesse trabalho. As estruturas dos compostos sintetizados foram confirmadas por dados de RMN 1H, 13C, além de dados de espectrometria de massas.
10
Friedein, Alynne Alegre Souto. "Síntese de novos azóis derivados da 1,1- difenilacetona." Universidade Federal de Santa Maria, 2014. http://repositorio.ufsm.br/handle/1/10591.
Full textAbstract:
This work describes an efficient method to obtaining new heterocycles from the reaction of acetalization of the ketonic carbonyl, followed by acylation of the enolether, generated in situ from the acetal derivative of 1,1-diphenylacetone, with trifluoroacetic anhydride, tricloroacetila of chloride, clorodiflúoracético anhydride, pentaflúorpropiônico anhydride in the absence of solvents. There were performed reactions of cyclocondensation between 1,1,1-trialo-4-alkoxy-3-alquen-2-ones and hydroxylamine hydrochloride, forming, in general, the 5-trialometil-5-hydroxy-4,5-diidroisoxazóis. To obtaining pyrazoline compounds, was proposed the cyclocondensation between the β-ketones alcoxivinil (ou é β-alcoxivinil ketones?) and four different dinucleophiles: monohydrate hydrazine, phenylhydrazine, thiosemicarbazide and aminoguanidine carbonate. All compounds synthesized on this work, since the acetal to the final heterocycles are inedited and their structures were confirmed by RMN 1H e 13C data. In this work, were also performed antimicrobial activity tests of some compounds against microorganisms, wherein some showed significant result for bacteria of great clinical interest, Staphylococcus aureus.Este trabalho descreve um método eficiente para a obtenção de novos heterociclos a partir da reação de acetalização da carbonila cetônica, seguida pela acilação do enoléter, gerado in situ a partir do acetal derivado da 1,1-difenilacetona, com anidrido trifluoracético, cloreto de tricloroacetila, anidrido clorodiflúoracético e anidrido pentaflúorpropiônico na ausência de solventes. Foram realizadas reações de ciclocondensação entre as 1,1,1-trialo-4-alcoxi-3-alquen-2-onas e cloridrato de hidroxilamina, formando, de maneira geral, os 5-trialometil-5-hidroxi-4,5-diidroisoxazóis. Para obtenção dos compostos pirazolínicos, foi proposta a ciclocondensação entre as β-alcoxivinil cetonas e quatro diferentes dinucleófilos: monohidrato de hidrazina, fenilhidrazina, tiosemicarbazida e carbonato de aminoguanidina. Todos os compostos sintetizados neste trabalho, desde o acetal até os heterociclos finais são inéditos e suas estruturas foram confirmadas por dados de RMN 1H e 13C. Neste trabalho, também foram realizados testes de atividade antimicrobiana de alguns compostos contra microorganismos, sendo que alguns apresentaram significativo resultado para a bactéria de grande interesse clínico, Staphylococcus aureus.
11
Crotti, Simone. "Computer assisted synthesis and in-vitro cytotoxic evaluation of new pyrazole-fused isoquinolinoquinones derivatives as PI3K receptor antagonist with promising antitumoral activity." Master's thesis, Alma Mater Studiorum - Università di Bologna, 2016. http://amslaurea.unibo.it/11206/.
Full textAbstract:
The importance of pyrazole and isoquinoline-5,8-dione scaffolds in medical chemistry is underlined by the high number of drugs currently on trading that contains these active ingredients. Due to their cytotoxic capability, the interest of medicinal chemists in these heterocyclic rings has grown exponentially especially, for cancer therapy. In this project, the first synthesis of pyrazole-fused isoquinoline-5,8-diones has been developed. 1,3-Dipolar cycloaddition followed by oxidative aromatization, established by our research group, has been employed. Screening of reaction conditions and characterization studies about the regioselectivity have been successfully performed. A remote control of regioselectivity, to achieve the two possible regioisomers has been accomplished. Through Molecular Docking studies, Structure-Activity relationship of differently substituted scaffolds containing our central core proved that a family of PI3K inhibitors have been discovered. Finally, in order to verify the promising antitumor activity, a first test of cell viability in vitro on T98G cell line of a solid brain tumor, the Glioblastoma Multiforme, showed cytotoxic inhibition comparable to currently trade anticancer drugs.
12
Chandanshive, Jay Zumbar <1983>. "Regiocontrolled Synthesis of Pyrazole Derivatives Through 1,3-Dipolar Cycloaddition Reaction And Synthesis of Helicene-Thiourea based and Polymer Supported Soos's Catalyst for Asymmetric Synthesis." Doctoral thesis, Alma Mater Studiorum - Università di Bologna, 2013. http://amsdottorato.unibo.it/5826/.
Full textAbstract:
In first part we have developed a simple regiocontrolled protocol of
1,3-DC to get ring fused pyrazole derivatives. These pyrazole derivatives were synthesized using
1,3-DC between nitrile imine and various dipolarophiles such as alkynes, cyclic α,β-ketones,
lactones, thiocatones and lactums. The reactions were found to be highly regiospecific.
In second part we have discussed about helicene, its properties, synthesis and applications
as asymmetric catalyst.Due to inherent chirality, herein we have made an
attempt to synthesize the helicene-thiourea based catalyst for asymmetric catalysis. The synthesis
involved formation of two key intermediates viz, bromo-phenanthrene 5 and a vinyl-naphthalene
10. The coupling of these two intermediates leads to formation of hexahelicene.
13
Roberts, Thomas David. "Novel ligands based on 2,6-di(1H-pyrazol-5-yl)pyridine derivatives and applications in spin crossover and transfer hydrogenation complexes." Thesis, University of Leeds, 2015. http://etheses.whiterose.ac.uk/9418/.
Full textAbstract:
This thesis is an account of the synthesis of novel iron(II) and ruthenium(II) complexes using 2,6-di(1H-pyrazol-3-yl)pyridine based ligands and their efficacy as spin crossover complexes and transfer hydrogenation catalysts respectively. Chapter 1 is an introduction to the spin crossover and transfer hydrogenation detailing significant literature examples, important influencing factors and applications. Chapter 2 details the synthetic pathways towards all novel ligands used in this work, including numerous attempted pathways and problems which were overcome. Chapter 3 describes the properties of a number of iron(II) complexes made using 2,6-di(alkylpyrazol-3-yl)pyridine ligands. It is shown here that subtle steric and electronic factors about the iron(II) coordination sphere hinder spin crossover. Chapter 4 is a comparison of spin crossover properties of iron(II) complexes containing 2,6-di(1H-pyrazol-3-yl)pyridine ligands bearing a number of different substituents on different positions. The spin crossover behaviour of these complexes is rationalised based on crystal structures, powder x-ray diffraction and magnetic susceptibility measurements. Chapter 5 is an explanation of the differing magnetic susceptibilities of a number of solid solutions of the complex [FeL2]X2 (L = 2,6-di(1H-5-methylpyrazol-3-yl)pyridine). Chapter 6 shows the effectiveness of a number of ruthenium(II) pincer type complexes as catalysts for the transfer hydrogenation of acetophenone derivatives. Chapter 7 is an account of all the synthetic procedures used in this work and includes the full analysis of all novel compounds synthesised.
14
Cieślikiewicz-Bouet, Monika. "Synthesis, structural investigations and evaluation of pyrazine sensitizers for lanthanides emitting in near-infrared and novel phosphine derivatives." Thesis, Orléans, 2012. http://www.theses.fr/2012ORLE2088.
Full textAbstract:
En raison de l’omniprésence des hétérocycles azotés et de leurs propriétés biologiques, une attention particulière est accordée au développement de méthodologie pour leur synthèse et leur fonctionnalisation. L’étude de la fonctionnalisation d’énamides constitue une thématique importante car ces motifs s’avèrent être des outils synthétiques polyvalents permettant d’accéder à des dérivés hétérocycliques complexes. Les réactions de couplage Pd-catalysées constituent une méthode de choix rapide et efficace pour la synthèse d'énamides, notamment à partir de phosphates d'énols issus de lactames, d’imides ou d’amides. Le premier chapitre de ce travail porte sur le couplage organopalladié C-P de phosphines boranes secondaires chirales ou achirales avec des phosphates d’énols. Ce couplage C-P original, réalisé dans des conditions douces, conduit aux énamido-phosphines boranes correspondantes et offre de nombreuses possibilités pour la constitution d’une librairie de phosphines originales. Parallèlement à ce travail, l’addition nucléophile d’anions phosphures sur divers ène-carbamates acycliques conduit à des acides alpha-aminés béta-phosphorés originaux, porteurs d’un carbone quaternaire en alpha de l’azote. Le deuxième chapitre de la thèse porte sur la préparation et la caractérisation de chromophores organiques originaux basés sur un noyau pyrazinique et qui sont susceptibles de présenter des propriétés de fluorescence. Ces composés sont conçus pour former des nouveaux systèmes sensibilisateurs de cations de lanthanides, et être utilisés comme sensibilisateurs organiques pour l'imagerie moléculaire dans le proche infrarougeOn account of the ubiquity of nitrogen heterocycles and their biological properties, the great attention is paid to developing methodologies of their synthesis and functionalization. For this purpose, the study of functionalization of enamides constitutes an important topic due to the utility of these motifs in the construction of complex heterocyclic derivatives. Palladium-catalyzed reactions of cross- coupling are rapid and efficient methods of choice for synthesis of enamides particularly starting from enol phosphates derived from lactams, imides or amides. The first chapter of the thesis evokes the original C-P coupling reaction of chiral and achiral secondary phosphine boranes with different enol phosphates in mild reaction conditions, leading to corresponding enamido-phosphine boranes. This methodology permits the construction of libraries of novels phosphines. Also, the reaction of nucleophilic addition of phosphide anions onto various enecarbamates acyclic was elaborated, giving an access to original beta-phosphino alpha-amino acids, bearing the quaternary carbon on alpha position to nitrogen. The second chapter is devoted to the preparation and characterization of organic chromophores based on the pyrazinic core, which are likely to exhibit the fluorescence properties. These compounds were designed to form new sensitizing systems for lanthanide cations and could be used as organic sensitizers for molecular imaging in near infrared
15
Martins, Daniele Moreira. "Ação Antioxidante e Neuroprotetora de Derivados Pirazolínicos Inéditos." Universidade Federal de Santa Maria, 2008. http://repositorio.ufsm.br/handle/1/8944.
Full textAbstract:
Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorOxidative stress is involved in several neurodegenerative diseases, such as Alzheimer's disease, Parkinson's disease and amyotrophic lateral sclerosis. Oxidative stress seems to be involved in the pathology of dementia/amnesia. It has been suggested that oxidative stress impairs the muscarinic cholinergic system triggering Alzheimer's disease. The muscarinic antagonist scopolamine has been used to induce amnesia in animals. This experimental model has been used in screening anti-amnesic drugs that could be useful for the treatment of dementia. The aim of this study was to evaluate the possible in vitro antioxidant effect of a series of pyrazoline derivatives newly synthesized: (1) 5-hydroxy-3-methyl-5-trifluoromethyl-4,5-dihydro-1H-carbaldehyde-pyrazole, (2) 5-hydroxy-3-methyl-5- trifluoromethyl-4,5-dihydro-1H-1-acetyl-pyrazole, (3) 5-hydroxy-3-methyl-5-trifluoromethyl-4,5-dihydro-1H-carboxyamide-pyrazole, (4) 5-hydroxy-3-methyl-5-trifluoromethyl-4,5-dihydro-1H-1-benzoyl-pyrazole, (5) 5-hydroxy-3-methyl-5-trifluoromethyl-4,5-dihydro-1H-1-(2- hydroxybenzoyl)-pyrazole and (6) 5-hydroxy-3-methyl-5-trifluoromethyl-4,5-dihydro-1H-1-(4-methoxybenzoyl)-pyrazole. Besides, considering the possible involvement of oxidative stress in dementia, the compound that was the most effective in vitro was assessed concerning to its ability to prevent the memory deficit and oxidative stress in a scopolamine-induced amnesia model. Compound (5) had the highest antioxidant capacity in vitro, since it reduced lipid peroxidation (TBARS) basal and stimulated by the pro-oxidants iron, hydrogen peroxide and sodium nitroprusside, having significant effects from 15 μM onwards (p<0.05). Compound (5) also protected against hydrogen peroxide-induced glutathione oxidation, with a significant effect at the concentration of 150 μM (p<0.05). This compound also had the highest total antioxidant activity, demonstrated by its ability to remove the radical 1,1-dyphenyl-2-pycrylhydrazyl (DPPH). Compounds (1) and (4) also reduced lipid peroxidation basal and stimulated by iron and sodium nitroprusside, having significant effects from 15 μM onwards (p<0.05). Compound (2) had the highest ability to reduce iron (p<0.05). Scopolamine administration 30 min before training session resulted in shorter latency to step-down during the test session of the inhibitory avoidance task (p<0.05). Pretreatment with pyrazole compound (5) had no effect per se on the step-down latency. However, pretreatment with compound (5) (100 μmol/kg) 30 min before scopolamine did prevent the amnesic effect of scopolamine (p<0.05). No significant effect of scopolamine or pyrazole treatment was observed on any of the oxidative stress markers evaluated (thiobarbituric acid reactive substances, non-protein sulfhydrylic groups content and activity of enzymes superoxide dismutase and catalase) suggesting that the protective effect of compound (5) was not related to a possible antioxidant activity. Results revealed that pyrazole compound (5) has in vitro antioxidant activity as well as neuroprotective activity in a model of amnesia. These findings suggest that compound (5) could be a promising drug for the treatment of Alzheimer´s disease. However, further studies are needed to elucidate the mechanisms involved in the antiamnesic effect of this compound, as well as its effect on other dementia models.
O estresse oxidativo está envolvido em diversas doenças neurodegenerativas importantes, tais como a doença de Alzheimer, a doença de Parkinson e a esclerose lateral amiotrófica. O estresse oxidativo parece estar envolvido na patologia da demência/amnésia, tendo sido sugerido que as alterações cerebrais decorrentes deste causam danos ao sistema colinérgico muscarínico e que desta forma desencadeiam a doença de Alzheimer. A escopolamina, um antagonista muscarínico, tem sido usado para induzir amnésia em animais, em um modelo experimental para a triagem de drogas que poderiam ser úteis no tratamento da demência. O principal objetivo deste estudo foi avaliar o possível efeito antioxidante in vitro de uma série de derivados pirazolínicos recém sintetizados: (1) 5-hidroxi-3-metil-5-trifluorometil-4,5-diidro-1H-carbaldeido-pirazol, (2) 5-hidroxi-3-metil-5- trifluorometil-4,5-diidro-1H-1-acetil-pirazol, (3) 5-hidroxi-3-metil-5-trifluorometil-4,5-diidro-1Hcarboxiamida- pirazol, (4) 5-hidroxi-3-metil-5-trifluorometil-4,5-diidro-1H-1-benzoil-pirazol, (5) 5-hidroxi-3-metil-5-trifluorometil-4,5-diidro-1H-1-(2-hidroxibenzoil)-pirazol e (6) 5-hidroxi-3-metil-5-trifluorometil-4,5-diidro-1H-1-(4-methoxibenzoil)-pirazol. Além disso, considerando o possível envolvimento do estresse oxidativo na demência, foi avaliada a capacidade do composto mais efetivo in vitro, em prevenir o déficit de memória e o estresse oxidativo em um modelo de amnésia induzida por escopolamina. O derivado pirazolínico (5) apresentou maior capacidade antioxidante in vitro, pois foi o mais efetivo para reduzir a lipoperoxidação (TBARS) basal e induzida pelos pró-oxidantes ferro, peróxido de hidrogênio e nitroprussiato de sódio, tendo efeitos significativos a partir de 15 μM (p<0,05). O composto (5) também protegeu a glutationa da oxidação induzida por peróxido de hidrogênio, tendo efeito significativo na concentração de 150 μM (p<0,05). Este composto também foi o que teve maior atividade antioxidante total, demonstrada pela sua capacidade de remover o radical 1,1-difenil-2-picrilhidrazil (DPPH). Os compostos (1) e (4) também reduziram a lipoperoxidação basal e induzida por ferro e nitroprussiato de sódio, tendo efeitos significativos a partir de 15 μM (p<0,05). O composto (2) apresentou a maior capacidade de redução de ferro (p<0,05). A administração de escopolamina 30 min antes do treino provocou amnésia, medida como a redução na latência para descer da plataforma no teste de esquiva inibitória (p<0.05). O pré-tratamento com o composto (5) 30 min antes da escopolamina não apresentou efeito per se na latência, mas preveniu o efeito amnésico da escopolamina, na dose de 100 μmol/kg (p<0.05). Não foi observado efeito significativo da escopolamina ou do composto (5) em qualquer dos marcadores de estresse oxidativo avaliados (substâncias reativas ao ácido tiobarbitúrico, grupos tiólicos não protéicos e atividade das enzimas superóxido dismutase e catalase), sugerindo que o efeito protetor do composto (5) não está relacionado à sua atividade antioxidante. Os resultados obtidos demonstram que o composto (5) apresenta atividade antioxidante in vitro e neuroprotetora em um modelo de amnésia, sugerindo que este composto pode ser promissor para o tratamento da doença de Alzheimer. No entanto, outros estudos são necessários para elucidar os mecanismos envolvidos na ação anti-amnésica deste composto, bem como o seu efeito em outros modelos de demência.
16
Kuhn, Bruna Pereira. "Síntese de 1,1,1-trifluoro-4-metoxi-3-alquen-2-onas funcionalizadas e 1,2-azóis derivados." Universidade Federal de Santa Maria, 2014. http://repositorio.ufsm.br/handle/1/10587.
Full textAbstract:
Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorThis work describes the application of the method of trifluoroacetic anhydride acetal acylation to four new functionalized ketones: 6-methyl-5-hepten-2-one, 4-phenyl-4- oxobutanoic acid (3-benzoylpropionic acid), 5-bromo-2-acetylthiophene and 2- propionylthiophene. The acylated products were obtained as β-trifluoromethyl ketones alkoxyvinyl and β-diketones. The product derived from 2-propionylthiophene was obtained as dihydrate, 3,3-dihydroxy-4,4,4-trifluoro-1-(2-thienyl)-2-butanone, its structure was confirmed by X-ray diffraction crystallography. The acylated dielectrophilic precursors were cyclized with dinucleophiles hydroxylamine, hydrazine, semicarbazide and thiosemicarbazide to form the corresponding 5-trifluoromethyl-4,5-dihydroisoxazoles, 5-trifluoromethyl-4,5-dihydro-1H-pyrazoles and trifluoromethyl-1H-pyrazole in good yields (>80%). The molecular structure of the synthesized products were assigned based on the data of 1H NMR, 13C and X-ray diffraction.
Este trabalho descreve a aplicação do método de acilação de cetais com anidrido trifluoracético, (CF3CO)2O, a quatro novas cetonas funcionalizadas: 6-metil-5-hepten-2- ona, ácido 4-fenil-4-oxobutanóico (ácido 3-benzoilpropiônico), 5-bromo-2-acetiltiofeno e 2-propioniltiofeno. Foram obtidos os produtos acilados na forma de β-alcoxivinil trifluormetil cetonas e β-dicetonas. O produto derivado do 2-propioniltiofeno foi obtido na forma de hidrato, o 3,3-dihidroxi-4,4,4-trifluor-1-(2-tienil)-2-butanona, sua estrutura foi confirmada por difração de raio-X em monocristal. Os precursores acilados dieletrofílicos foram ciclizados com dinucleofilos hidroxilamina, hidrazina, semicarbazida e tiosemicarbazida formando os respectivos 5-trifluorometil-4,5-diidroisoxazóis, 5- trifluorometil-4,5-diidro-1H-pirazóis e trifluorometil-1H-pirazóis em bons rendimentos (>80%). As estruturas moleculares dos produtos sintetizados foram atribuídas a partir dos dados de RMN 1H, 13C e difração de raios-X.
17
Oliveira, Lanussy Porfiro de. "Atividade analgésica, anti-inflamatóriae vasorelaxante de dois derivados pirazólicos: 5-[1-(4- fluorfenil)-1H-pirazol-4-IL]-2H-tetrazola(LQFM 020) e 5- [1-(2-fluorofenil)-1H-pirazol-4-IL]-2H-tetrazola (LQFM 039)." Universidade Federal de Goiás, 2014. http://repositorio.bc.ufg.br/tede/handle/tede/4876.
Full textAbstract:
Submitted by Cláudia Bueno (claudiamoura18@gmail.com) on 2015-11-11T20:45:46Z
No. of bitstreams: 2
Dissertação - Lanussy Porfiro de Oliveira - 2014.pdf: 1478536 bytes, checksum: 2646f221282c9b288ef2da403ef374d4 (MD5)
license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5)Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2015-11-12T09:40:17Z (GMT) No. of bitstreams: 2 Dissertação - Lanussy Porfiro de Oliveira - 2014.pdf: 1478536 bytes, checksum: 2646f221282c9b288ef2da403ef374d4 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5)
Made available in DSpace on 2015-11-12T09:40:17Z (GMT). No. of bitstreams: 2 Dissertação - Lanussy Porfiro de Oliveira - 2014.pdf: 1478536 bytes, checksum: 2646f221282c9b288ef2da403ef374d4 (MD5) license_rdf: 23148 bytes, checksum: 9da0b6dfac957114c6a7714714b86306 (MD5) Previous issue date: 2014-10-31
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPES
Inflammation is a complex process that aims to protect the body eliminating the harmful agent and to promote tissue repair is characterized by classic signs: pain, heat, redness and swelling as a result of failure to resolve the inflammatory process may occur loss of function. Control of pain and inflammation leads to the search for new drugs both analgesic and antiinflammatory drugs with good efficacy to aid in the treatment of these deseases. The aim of this study was to evaluate the pharmacological effects of two pyrazole derivatives. In acute nociception tests LQFM 020 (9, 17.5 and 35 mg/kg) and LQFM 039 (17.5, 35 and 70 mg/kg) reduced the number of writhing dose dependent manner to 53, 48 and 35; and 57, 52, 42, respectively, while the control group the number of writhes was 88. In the formalin test this antinociceptive effect was confirmed by the reduction in time reactivity to pain in both test phases, the time in the control group was 78 and 72s in the first phase and 150 and 128s in the second phase, with LQFM for 020 and 039 LQFM in the first phase was to reduce 50 and 47s and the second phase to 97 and 74s respectively. In bending the tail the groups of mice treated with LQFM 020 and LQFM 039 test were not able to increase the latency to thermal stimulus demonstrated that the analgesic effect does not involve central mechanisms. Furthermore, the results of the enzymatic activity of cyclooxygenase (COX) and phospholipase (PLA2) in vitro tests indicated no part of the mechanism of action involved in the activity of these compounds. In vascular reactivity tests LQFM 020 promoted vasorelaxant effect presenting maximum effect (Emax) of 93% in aortic preparations with endothelium and maximum effect (Emax) of 91% without endothelium . LQFM 039 also promoted vasorelaxant effect with maximum effect (Emax) of 80% when tested in preparations with endothelium and maximum effect (Emax) of 76% without endothelium, given this result, we investigated the mechanism of action of these compounds. Our results showed that LQFM 020 and LQFM 039 demonstrated the involvement of NO/cGMP pathway and suggest also the involvement of sensitive Ca2+ channels in the plasma membrane voltage.
A inflamação é um processo complexo que tem como objetivo proteger o organismo, eliminando o agente lesivo, e promover a reparação tecidual sendo caracterizada por: dor, calor, rubor, edema e como consequência da não resolução do processo inflamatório pode ocorrer a perda da função. O controle da dor e inflamação leva a busca por novos fármacos tanto analgésicos quanto anti-inflamatórios com boa eficácia para auxiliar no tratamento destas doenças. O objetivo desse trabalho foi avaliar os efeitos farmacológicos de dois derivados pirazólicos. Nos testes de nocicepção aguda, LQFM 020 (9, 17,5 e 35 mg/kg) e LQFM 039 (17,5, 35 e 70 mg/kg), reduziram o número de contorções abdominais de maneira dose dependente para 53, 48 e 35 e para 57, 52 e 42, respectivamente, enquanto que no grupo controle o número de contorções foi de 88. No teste da formalina este efeito antinociceptivo foi confirmado com a redução no tempo de reatividade à dor nas duas fases do teste, o tempo no grupo controle foi de 78 e 72s na primeira fase e de 150 e 128s na segunda fase sendo que para LQFM 020 e LQFM 039 na primeira fase a redução foi para 50 e 47s e na segunda fase para 97 e 74s respectivamente. No teste de flexão de cauda os grupos de camundongos tratados com LQFM 020 e LQFM 039 não aumentaram a latência ao estímulo térmico demonstrando que o efeito analgésico não envolve mecanismos centrais. Os resultados dos testes de atividade enzimática de cicloxigenase (COX) e fosfolipase (PLA2) in vitro sugere que a inibição destas enzimas não faz parte do mecanismo de ação envolvido na atividade desses compostos. Nos testes de reatividade vascular LQFM 020 promoveu efeito vasorrelaxante apresentando efeito máximo (Emax) de 93% em preparações de aorta com endotélio e efeito máximo (Emax) de 91% sem o endotélio. LQFM 039 também promoveu efeito vasorrelaxante com efeito máximo (Emax) de 80% quando testadas em preparações com endotélio e efeito máximo (Emax) de 76% sem o endotélio, dado este resultado, foi investigado o mecanismo de ação desses compostos. Os resultados mostraram que LQFM 020 e 039 LQFM demonstram o envolvimento da via NO / GMPc e também sugerem o envolvimento de canais de Ca2+ sensíveis à voltagem na membrana plasmática.
18
Davis, Matthew Christopher 1970. "Chemical syntheses of rationally-designed pyridine and pyrazine derivatives and boron-containing compounds for inhibition of Mycobacterium tuberculosis in vitro." Diss., The University of Arizona, 1997. http://hdl.handle.net/10150/282393.
Full textAbstract:
Since tuberculosis incidence has been increasing world-wide due, in part, to infection from drug-resistant strains of Mycobacterium tuberculosis, there is a need for new, more effective drugs for treatment (Bloom and Murray 1992). To this end, the strategies of medicinal chemistry were applied this problem and a group of 22 small organic molecules were prepared as inhibitors of mycobacterial growth. The group is comprised of pyridines and pyrazines, boronic acids and esters, and diazaborines. The 10 pyridine and pyrazine compounds are composed of 5 pyridine derivatives (3PYSO, 4PYSO, 3PYS, 4PYS, 3PYA) including 3 unreported (3PYS, 4PYS, 3PYA), and 5 pyrazine derivatives (PZSO, PZS, POAH, PZUREA, PZCS) including 2 unreported (PZUREA, PZCS). These 10 compounds have a rationale for antimycobacterial activity that involves mycobacterial penetration, then bioactivation by enzyme systems known to exists in mycobacteria to metabolites expected to be toxic to the organism. The 6 boronic acids and esters are composed of 3 boronic acids (3PYB, 4PYB, NPBA) and 3 boronic acid esters (NPOB, DEPYB, BDPYB), with BDPYB unreported. The compounds were expected to have antimycobacterial activity due to the ability of boron to form charged, reversible tetrahedral complexes and compete for enzyme active-sites. Since diazaborines were shown to inhibit bacterial growth by a novel mechanism, 6 benzodiazaborines were also synthesized, composed of 2 [2,3,1] -benzo-e-diazaborines (SDZB, PDZB) and 4 new [2,4,1] -benzo-e-diazaborines (OBDZB, OPDZB, TPDZB, PZDZB; Baldock, Rafferty et al. 1996). In order to prepare aza-analogs of ASDZB and APDZB, a lesser-known synthetic strategy relying on a dilithiated intermediate was used in an attempt of their preparation as well its successful application for SDZB and PDZB (Sharp and Skinner 1986). All of the compounds were then evaluated in vitro for growth inhibition of wild-type M. tuberculosis H₃₇Rᵥ by Dr. Scott G. Franzblau at LSU. Of the compounds tested, the diazaborines were the most active, although much less than one of the best available drugs, isoniazid. The majority of the group had activities comparable to or better than another widely used drug, pyrazinamide.
19
Malavolta, Juliana Limana. "Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados." Universidade Federal de Santa Maria, 2012. http://repositorio.ufsm.br/handle/1/10501.
Full textAbstract:
Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorAn efficient method to obtain pyrimidinones and pyrimidines trialomethylated from the cyclocondensation reaction of compounds of methyl 7,7,7-trihalo-4-methoxy-6-oxoheptenoate with urea and differents amidines providing the series of compounds pyrimidines and pyrimidinones trifluoromethylated and trichloromerthylated is reported.Some compounds of the series were selected and brought to reaction with hydrazine monohydrate obtaining the series of new 6-(trifluoromethyl)pyrimidin-4-propanehydrazide, of which two were later brought to reaction with a series of β-alkoxyvinyltrifluoromethyl ketones giving the new series of bis-heterocyclic 4-[(5-(trifluoromethyl)-5-hydroxy-4,5-dihydro-1H-pyrazol-1-yl)-1-propan-1-one-3-yl]-6- (trifluoromethyl)pyrimidine compounds. The structures of all synthesized compounds were confirmed by 1H and 13C NMR data, and two-dimensional NMR techniques like HETCOR and COLOC, ans mass spectrometry data.
Este trabalho descreve um método eficiente para a obtenção de pirimidinonas e pirimidinas trialometiladas a partir da reação de ciclocondensação [3+3] dos compostos (7,7,7-trialo-4-metoxi-6-oxo-4-heptenoatos de metila com uréia e diferentes amidinas fornecendo a série de pirimidinas e pirimidinonas 6-trifluormetil substituídas e 6-triclorometil substituídas. Alguns compostos da série de pirimidinas trifluormetiladas foram selecionados e levados à reação com monohidrato de hidrazina obtendo-se a série de novas 6-trifluormetilpirimidina-4-propanohidrazida, das quais, duas posteriormente foram levadas à reação de ciclocondensação com uma série de β-alcoxivniltrifluormetil cetonas alquil e aril substituídas dando a nova série de compostos bi-heterocíclicos 4-[(5-(trifluormetil)-5-hidroxi-4,5-diidro-1H-pirazol-1-il)-1-propan-1-ona-3-il]-6-(trifluormetil)pirimidinas. As estruturas de todos os compostos sintetizados foram confirmadas por dados de RMN 1H, 13C e técnicas de RMN bidimensionais como HETCOR e COLOC, além de dados de espectrometria de massas.
20
Miguel, Fábio Balbino. "Síntese, caracterização e avaliação biológica de derivados pirazolínicos obtidos a partir de chalconas e curcuminas." Universidade Federal de Juiz de Fora (UFJF), 2016. https://repositorio.ufjf.br/jspui/handle/ufjf/4407.
Full textAbstract:
Submitted by Renata Lopes (renatasil82@gmail.com) on 2017-05-04T15:08:33Z
No. of bitstreams: 1
fabiobalbinomiguel.pdf: 17785036 bytes, checksum: 49c69e67c12d3558b393617795b80d6e (MD5)Approved for entry into archive by Adriana Oliveira (adriana.oliveira@ufjf.edu.br) on 2017-05-17T13:31:50Z (GMT) No. of bitstreams: 1 fabiobalbinomiguel.pdf: 17785036 bytes, checksum: 49c69e67c12d3558b393617795b80d6e (MD5)
Made available in DSpace on 2017-05-17T13:31:50Z (GMT). No. of bitstreams: 1 fabiobalbinomiguel.pdf: 17785036 bytes, checksum: 49c69e67c12d3558b393617795b80d6e (MD5) Previous issue date: 2016-07-29
CAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
Este trabalho descreve a síntese de pirazolinas, hidrazonas, chalconas, enonas e curcuminas, resultando em sessenta e nove novos compostos. O interesse pela obtenção de chalconas, enonas, curcuminas, e de seus análogos sintéticos se deve às inúmeras propriedades farmacológicas descritas para essas classes de compostos. Trinta e sete análogos de chalconas, nove análogos de curcuminas e treze enonas foram obtidos por meio da reação de Claisen Schmidt. Aldeídos e cetonas de cadeia longa foram obtidos via síntese de éteres de Williamson. Dezesseis chalconas tiveram sua atividade esquistossomicida in vitro avaliada frente a vermes adultos de Schistosoma mansoni. Os resultados demostraram que algumas delas foram capazes de causar a morte e a redução na atividade motora em 100% dos parasitos. As pirazolinas sintetizadas foram avaliadas quanto à suas atividades antitubercular, antibacteriana, anti-Trypanosoma cruzi, anticandidal e antitumoral. Um estudo vibracional do tautomerismo a partir dos derivados de pirazolina foi realizado por espectroscopia Raman na forma sólida e em solução de CHCl3, sugerindo a existência de tautômeros, no estado sólido ou em solução.
This work describes the synthesis of pyrazolines, hydrazones, chalcones, enones and curcumines, resulting in sixty-nine new compounds. The interest in obtaining chalcones, enones, curcumines, and their synthetic analogues is due to numerous pharmacological properties described for these classes of compounds. Thirty-seven chalcone, nine curcumin analogues and thirteen enones were obtained via a Claisen-Schmidt reaction. Long-chain aldehydes and ketones were obtained via Williamson ether synthesis. Sixteen chalcone derivatives were evaluated in vitro for their schistosomicidal activity. The results showed that some compounds were able to cause death and reduction in motor activity in 100% of the parasites. The synthesized pyrazolines were evaluated for their antitubercular, antibacterial, anti-Trypanosoma cruzi, anticandidal, antitumor activities. A vibrational study of tautomerism from pyrazoline derivatives has been performed by Raman spectroscopy in solid form and CHCl3 solution. This study suggests the existence of tautomers, in the solid state or in solution.
21
Moreira, Dayse das Neves. "Síntese de pirazóis e desenvolvimento de novos líquidos iônicos derivados de componentes farmacologicamente ativos." Universidade Federal de Santa Maria, 2011. http://repositorio.ufsm.br/handle/1/4214.
Full textAbstract:
Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorThe synthesis of two series of N-substituted pyrazoles from the cyclocondensation reaction of β-enaminones ([R1C(O)C(R2)=CHN(Me2)], where R1 = Me, C6H5, 3-MeOC6H4, 4-Me-C6H4, 4-MeO-C6H4, 4-F-C6H4, 4-Cl-C6H4, 4-Br-C6H4, 4-O2N-C6H4, fur-2-il, thien-2-il; R2 = H, 2-MeO-C6H4) and 2-hydroxyethylhydrazine or 1-pentafluorophenylhydrazine was demonstrated. The reactions were performed in five ionic liquids ([BMIM][BF4], [BMIM][Br], [BMIM][OH], [HMIM][HSO4] e [BPy][BF4]) with different physical and chemical properties to establish the best reaction conditions. In addition, a Brönsted (HCl) and a Lewis catalyst (BF3●OEt2) and two molecular solvents (ethanol and water) were evaluated. The best ionic liquid found for all reactions was [BMIM][BF4]; molecular solvent ethanol for reaction with 2- hydroxyethylhydrazine; and water for reaction with 1-pentafluorophenylhydrazine. On the other hand, in the case of the reaction with 2-hydroxyethylhydrazine, BF3●OEt2 was found to be the best catalyst, while with 1- pentafluorophenylhydrazine, HCl, was found to be the best one, when comparing both reactions in [BMIM][BF4]. In general, the results showed it is advantage in yields and reaction time the use of ionic liquids in relation to molecular solvents. This work also shows the synthesis and characterization of a series of ionic liquids containing a pharmacological cation and/or anion. The new ionic liquids were synthesized from the metathesis reaction between the lidochaine, benzalkonium or didecyldimethylamonium salts, to furnish the cation part; and sodium diclofenac, sodium flurbiprofenate, sodium flufenamicate, sodium salicylate, sodium saccharinate and potassium acesulfamate, to furnish the anion part. The new ionic liquids were obtained in moderate to good yields (56-89%) and were identified and characterized through the NMR, DSC and TGA data.
Este trabalho descreve a síntese de duas séries de pirazóis N-substituídos, a partir da reação de ciclocondensação entre β-enaminonas ([R1C(O)C(R2)=CHN(Me2)], onde R1 = Me, C6H5, 3-MeO-C6H4, 4-Me-C6H4, 4-MeO-C6H4, 4-F-C6H4, 4-Cl-C6H4, 4- Br-C6H4, 4-O2N-C6H4, fur-2-il, tien-2-il; R2 = H, 2-MeO-C6H4) e 2-hidroxietilidrazina ou 1-pentafluorfenilidrazina. As reações foram realizadas em diferentes líquidos iônicos ([BMIM][BF4], [BMIM][Br], [BMIM][OH], [HMIM][HSO4] e [BPy][BF4]) com propriedades físicas e químicas diferentes a fim de estabelecer as melhores condições para a obtenção dos 1-hidroxietilpirazóis e dos 1-pentafluorfenilpirazóis. Além disso, também foram avaliados diferentes catalisadores (HCl e BF3●OEt2) e dois solventes moleculares (etanol e água). Em ambos os casos, o líquido iônico [BMIM][BF4] apresentou os melhores resultados. No entanto, quanto ao catalisador avaliado, foi verificado um comportamento distinto. A reação entre hidroxietilidrazina e enaminonas [BMIM][BF4] foi melhor quando BF3●OEt2 foi utilizado como catalisador, enquanto que para a reação da pentafluorfenilidrazina, HCl se mostrou mais adequado. Além disso, o melhor solvente molecular encontrado para a reação com a 2-hidroxietilidrazina foi o etanol enquanto que no caso da 1- pentafluorfenilidrazina, a água apresentou resultados superiores em termos de tempo reacional e rendimento. Através dos resultados obtidos foi possível observar que a utilização de líquidos iônicos apresenta vantagens em relação a utilização de solventes moleculares. Nesta tese, também foram sintetizadas series de líquidos iônicos contendo componentes farmacologicamente ativos, tanto no cátion quanto no ânion do referido composto. Os novos líquidos iônicos duais foram sintetizados através de uma reação de metátese entre sais de lidocaína, benzalcônio ou didecildimetilamônio, os quais forneceram a parte catiônica, com diferentes sais como, diclofenaco de sódio, flurbiprofenato de sódio, flufenamicato de sódio, salicilato de sódio, sacarinato de sódio e acesulfamato de potássio. Esses compostos foram obtidos em rendimentos moderados a bons (56-89%), e foram identificados e caraterizados através de dados de RMN, DSC e TGA.
22
Nesfu, Nadirah Zawani Binti Mohd. "Les études sur les fruits de Momordica charantia et la synthèse de dérivés de benzylidène indanone pyrazolyl substitués comme inhibiteurs de la protéase NS2B/NS3 du virus de la dengue de type 2." Electronic Thesis or Diss., Université de Lorraine, 2020. http://www.theses.fr/2020LORR0092.
Full textAbstract:
Il n'existe pas de thérapies curatives ou préventives de la dengue (DF). Seuls des soins médicaux complémentaires et une thérapie par les fluides sont disponibles pour lutter contre la dengue. Certains patients optent pour des mesures de prévention et de traitement utilisées par les peuples anciens ou des remèdes populaires pour traiter la maladie. L'un des remèdes populaires utilisés par les patients atteints de dengue à l'hôpital de Malaisie est la consommation de soupe de viande de grenouille au melon amer (Momordica charantia). La chair des fruits et les graines du Momordica charantia (M. charantia) ont été utilisées dans cette étude. L'huile des graines de M. charantia a été extraite par extraction enzymatique aqueuse (AEE) et le rendement en huile a augmenté avec la condition optimale pour extraire l'huile de graines était d'utiliser HEL1:X7 (5:1.25). L'huile de graines ainsi que la teneur en lignine, hémicelullose, sucres solubles et acides uroniques étaient différentes selon le type de cocktail enzymatique. D'autre part, l'extrait d'acétate d'éthyle de la chair du fruit de M. charantia a inhibé 38.11±1.06 % de la DENV-2 protéase NS2B/NS3. Sur la base de l'analyse GC-MS, on a trouvé la trace d'acide gallique et on a sélectionné les cadres structurels de base pour la synthèse de l'inhibiteur de protéase DENV-2 NS2B/NS3. Les dérivés de l'indanone substituée par le pyrazolyle, 90a-t, ont été synthétisés et caractérisés par analyse FTIR, RMN et LC-MS. Un pourcentage approprié de rendement des composés a été obtenu. Les composés 90a-t ont été soumis à une étude in silico en utilisant AutoDock4.2 pour identifier le mode de liaison et la conformation avec la structure cristalline de la protéine d'homologie de Wichapong. Cinq composés ont obtenu une énergie libre de liaison (FEB) inférieure à -7.55 kcal/mol. Le composé 90p a montré huit interactions de liaison hydrogène, une interaction d'empilement π-π, et une interaction π-alkyle avec le résidu d'acide aminé dans la DENV-2protéase NS2B/NS3. Enfin, les études in vitro des cinq principaux composés synthétisés par ancrage vers la DENV-2 protéase NS2B/NS3 en utilisant le substrat peptidique fluorogène Boc-Gly-Arg-7-amino-4-méthylcoumarine ont été menées. La panduratine A a été utilisée comme témoin positif. Le composé 90p a montré une forte activité d'inhibiteur de la DENV-2 protéase NS2B/NS3 (65.61±0.98 %), tandis que la panduratine A (47.59±1.03 %) et l'acide gallique (25.11±1.11 %) ont été utilisés comme témoins positifs. La valeur de la CI50 pour le composé 90p a été observée à 78.87 µM, ce qui est inférieur à la valeur de 290.27 µM pour la panduratine A. Le composé 90p est considéré comme un puissant composé de type "hit-to-led" dans le développement de l'inhibiteur de DENV-2 protéase NS2B/NS3There are neither curative nor preventive therapies of dengue fever (DF). Only supplemental medical care and fluid therapy are available to fight DF. Some patients opt for prevention and treatment measure used by the ancient people or folk remedy to treat sickness. One of folk remedy used among patients with dengue fever in the Malaysia hospital is consumption of frog meat soup with bitter melon (Momordica charantia). The fruits flesh and seeds of Momordica charantia (M. charantia) were utilized in this study. The oil of M. charantia seeds were extracted via aqueous enzymatic extraction (AEE) and the oil yield increased with optimum condition to extract the seed oil was to use HEL1:X7 (5:1.25). The seeds oil as well as the lignin, hemicelullose, soluble sugars, and uronic acids content were different accordance to the type of enzyme cocktail ratio. On the other hand, the M. charantia fruits flesh ethyl acetate extract was found to inhibit 38.11 ± 1.06 % of the DENV-2 NS2B/NS3 protease. Based on the GC-MS analysis the trace of gallic acid was found and was selected the basic structural frameworks for synthesis of the DENV-2 NS2B/NS3 protease inhibitor. The pyrazolyl substituted indanone derivatives, 90a-t were synthesized and characterized using FTIR, NMR, and LC-MS analysis. An appropriate percentage of yield of the compounds were obtained. The compounds 90a-t underwent in silico study using AutoDock4.2 to identify the binding mode and conformation with the Wichapong homology protein crystal structure. Five compounds were found to obtained free energy of binding (FEB) less than -7.55 kcal/mol. Compound 90p showed eight hydrogen bond interactions, one π-π stacking interaction, and one π-alkyl interaction with the amino acid residue in the DENV-2 NS2B/NS3 protease. Lastly, the in vitro studies of top five docked synthesized compound towards DENV-2 NS2B/NS3 protease by using fluorogenic peptide substrate Boc-Gly-Arg-7-amino-4-methylcoumarin were conducted. The panduratin A was used as the positive control. Compound 90p showed a high DENV-2 NS2B/NS3 protease inhibitor activity (65.61 ± 0.98 %), while panduratin A (47.59 ± 1.03 %), and gallic acid (25.11 ± 1.11 %). The IC50 value for compound 90p was observed to be 78.87 µM which is lower compared to the panduratin A, 290.27 µM. The compound 90p is concluded to be a potent hit-to-led compound in the development of DENV-2 NS2B/NS3 protease inhibitor
23
Garcia, Fábio Dutra. "Novos Espirocromenil-Trifluoretanonas a partir de Reações de Trifluoracetilação de Adutos de Kabbe e seus Espiro[diidrocromeno-cicloalcan]pirazóis e Isoxazóis Derivados." Universidade Federal de Santa Maria, 2013. http://repositorio.ufsm.br/handle/1/10564.
Full textAbstract:
Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorThis work describes firstly an efficient and regioselective method for the synthesis of a new series of 2,2,2-trifluoro-1-[4-methoxy-spiro(2H-chromen-2,1 -cycloalkan)-3-yl]ethanones from the Kabbe adducts (spiro[chroman-2,1 -cycloalkan]-4-ones). Yields of 38 % to 61 % were obtained when trifluoroacetylation reactions of mixtures of enolethers and/or acetals derived from four spiro ketones (Kabbe adducts) were performed at a temperature of 45 oC and employing anhydrous chloroform as the solvent. Subsequently, when the respective trifluoroacetylated Kabbe adducts reacted with phenylhydrazine and methylhydrazine at a 1:1 molar ratio in refluxing ethanol for 24 hours, a new series of seven examples of a novel spiro-condensed heterocyclic system, namely 1(2)-methyl(phenyl)-3-(trifluoromethyl)-1,4(2,4)-dihydro-spiro(chromen[4,3-c]pyrazole-4,n -cycloalkanes) where cycloalkanes are cyclopentane, cyclohexane and cycloheptane (n = 1) and tetrahydro-2H-pyran (n = 2) were isolated at yields of between 35 % and 51 %. NMR and X-ray diffraction techniques demonstrated clearly that reactions from methylhydrazine and phenylhydrazine were regioselective and allowed to isolate separately the 1,3- and 2,3-trifluoromethylated isomers, respectively. Subsequently, two examples of new 3-hydroxy-3-(trifluoromethyl)-3,3a-dihydro-4H-spiro(chromen[4,3-c]isoxazole-4,1 -cycloalkanes), derivated from cyclopentanone and cyclopentanone, were obtained from the reaction of 2,2,2-trifluoro-1-[4-methoxy-spiro(2H-chromen-2,1 -cycloalkan)-3-yl]ethanones with hydroxylamine hydrochloride in yields of 42% and 58%, respectively. Finally, the structures of new spiro heterocycles were determined with the aid and simultaneous application of 1H-, 13C{1H}- and 19F-NMR, X-ray monocrystal diffraction, Mass Spectrometry and DFT calculation techniques and their purity were proved by elemental analysis or High Resolution Mass Spectrometry (HRMS).
O presente trabalho descreve inicialmente um método eficiente e regiosseletivo para a síntese de uma nova série de 2,2,2-triflúor-1-[4-metóxi-espiro(2H-cromen-2,1 -cicloalcan)-3-il]etanonas a partir de adutos de Kabbe (espiro[croman-2,1 -cicloalcan]-4-onas). Rendimentos de 38% a 61% foram obtidos quando reações de trifluoracetilação de misturas de enoléteres e/ou acetais derivados de quatro espiro cetonas (adutos de Kabbe) foram realizadas a 45 ºC usando clorofórmio anidro como solvente. Subsequentemente, quando os respectivos adutos de Kabbe trifluoracetilados foram reagidos com fenilhidrazina ou metilhidrazina, em relação molar de 1:1, sob refluxo de etanol por 24 horas, uma série de sete exemplares de um novo sistema heterocíclico espiro-condensado, denominado 1(2)-metil(fenil)-3-(trifluormetil)-1,4(2,4)-diidro-espiro(chromen[4,3-c]pirazol-4,n -cicloalcanos) onde os cicloalcanos são ciclopentano, ciclohexano e cicloheptano (n = 1) e tetraidro-2H-pirano (n = 2), foi isolada em rendimentos entre 35 % e 51 %. Técnicas de RMN e de difração de raios-X demonstraram claramente que as reações a partir da metilhidrazina e da fenilhidrazina foram regiosseletivas e permitiram isolar separadamente os isômeros trifluormetilados 1,3 e 2,3, respectivamente. Em sequência, dois exemplares de novas 3-hidróxi-3-(trifluormetil)-3,3a-diidro-4H-espiro(cromen[4,3-c]isoxazol-4,1 -cicloalcanos), derivados da ciclopentanona e ciclohexanona, foram obtidos a partir da reação de 2,2,2-triflúor-1-[4-metóxi-espiro(2H-cromen-2,1 -cicloalcan)-3-il]etanonas com cloridrato de hidroxilamina em rendimentos de 42% e 58%, respectivamente. Finalmente, as estruturas dos novos espiro heterociclos foram determinadas com o auxílio e aplicação simultânea de experimentos de RMN de 1H, 13C{1H}, 19F, difração de raios-X em monocristais, Espectrometria de Massas e cálculos DFT e, a sua pureza comprovada por Análise Elementar ou por Espectrometria de Massas de Alta Resolução (HRMS).
24
Krajčovič, Jozef. "Studium thiofenových oligo-kopolymerů: syntéza a optoelektronické vlastnosti." Doctoral thesis, Vysoké učení technické v Brně. Fakulta chemická, 2010. http://www.nusl.cz/ntk/nusl-233316.
Full textAbstract:
Thesis presents synthesis and study of thiophene monomers, oligomers and polymers. The new series of thieno[3,4-b]pyrazine copolymers based on 3-dodecylthiophene and pyrazine monomers were prepared by oxidative polymerization with FeCl3. The effective synthetic method for preparation of 3-alkylthiophenes and thiophene oligomers was developed by optimizing of Kumada cross-couplig. The mentioned method could be realized for multikilos scale with possibility of transfer to pilot plant production. The second part of thesis focuses on synthesis and study of new thiophene compounds, which consist of both 2,3-diazo-1,3-butadiene bridge with two terminal chromophores and two thiophene units linked together via -position by pyrazine or hydrazine bridge. Finally, the new type of regular alternating copolymer consists of 2,2´:5´,2´´-terthiophene-5,5´-dicarboxylic acid (TEDA) and polyethyleneoxide (PEO) was prepared. Formation of polymer nano-subunits as separated phases in solid state was confirmed by TEM.
25
Yu-TsungLiu and 呂侑聰. "Novel Pyrazole Derivatives for Treating Osteoporosis." Thesis, 2018. http://ndltd.ncl.edu.tw/handle/ew9k4v.
Full textAbstract:
碩士國立成功大學
生物化學暨分子生物學研究所
106
Osteoporosis is known as an age-related disease that result from an imbalance between the generation and decomposition of the bone matrix. It is caused by either the degeneration of osteoblasts leading to weaker bone forming activity or the promotion of osteoclasts increasing bone resorption activity. To treat osteoporosis, several drugs are available now. However, there are still some drawbacks of the drugs such as many side effects and high cost. According to the situation, we would like to research and synthesize new compounds to treat osteoporosis. 3-(5’-Hydroxymethyl-2’-furyl)-1-benzyl indazole (YC-1) (1) is a pyrazole derivative that has been demonstrated with many potent biological and pathological activities. YC-1 was also exhibited anti-osteoporosis effects through promoting cGMP by activating sGC, and then reducing osteoclast activity and inducing osteoblast activity. According to the above-mentioned feature, many YC-1 derivatives had been synthesized with different side chains to study structure-activity relationship. Among them, 2-(dimethylamino)ethyl group showed obvious inhibition of osteoclast both in vitro and in vivo. However, previous researches did not include variable side chains; therefore, there is still much room for new YC-1 derivatives to figure out structure-activity relationship (SAR) of YC-1 derivatives. In this study, we would like to synthesize novel YC-1 derivatives that are effective in treating osteoporosis without many side effects and high cost. Based on the previous research, we modified the side chains on indazole, such as replacement of the furan with pyridine and thiophene. On the other hand, we also transformed the 1-benzyl group with 3-fluorobenzyl group. Then, we characterized the compound structures with 1H and 13C NMR to check that three target compounds were synthesized successfully.
26
Tsai, Meng-Ju, and 蔡孟儒. "Design and Synthesis of 1,3-Diaryl Pyrazole Derivatives." Thesis, 2014. http://ndltd.ncl.edu.tw/handle/4v24x2.
Full textAbstract:
碩士高雄醫學大學
醫藥暨應用化學研究所
102
In recent years, with the evolution of bacteria and abuse of antibiotics, bacteria’s resistance to drugs becomes an important issue in the chemotherapy. Therefore, search for newer and stronger antibiotics are becoming more and more urgent. The present research describes preparation and evaluation of certain novel agents by using 1,3 - diaryl pyrazole as a core structure, introducing various substituent on the C-4 position and the para position of the C-1 aromatic ring. These compounds were evaluated in vitro against S.aureus. Results indicated that rhodanine substituted at C-4 and a fluoro group substituted at the para position of the C-1 aromatic ring is the most favorable in which compound 13b exhibited the strongest antibacterial activity.
27
Chun-YenChen and 陳俊言. "Development of New Synthetic Methodologies for Guanidine and Pyrazole Derivatives." Thesis, 2010. http://ndltd.ncl.edu.tw/handle/80255199794902181722.
Full textAbstract:
博士國立成功大學
化學系碩博士班
98
The guanidinium group is present in many natural and synthetic biologically active compounds. Due to its broad spectrum of activity, the guanidine unit has been intensively studied as a synthetic goal and a diversity of new methods has been developed. Cyanamides are important precursors in the synthesis of guanidines. They also exhibit apparent tumor growth inhibition activity. Many of reagents are developed as a cyano cation (CN+) agent to synthesize the cyanamide products. Although their syntheses are straightforward, they do not produce quantitative yields and require tedious purification procedures. Herein, we report a transformation method of isothiocyanates to cyanamides using the commercially available alkali amide NaN(SiMe3)2. Additionally, we expanded the reaction to one pot synthesis of guanidines hydrochloride by using catalyst. Screening data indicated that several compounds exhibited significant in vitro activities against numerous human tumor cell. Pyrazoles are an important family of heterocyclic compounds due to their wide range of pharmacological proprieties. In particular, modified pyrazoles are also the basis of various active material. For this reason, we report the use of palladium chloride in the presence of triphenylphosphine to remove the halogen atom in pyrazoles. The reaction went rapidly and efficiently. Finally, we have developed a new and efficient copper-catalyzed C-N bond formation for 5-aminopyrazoles with arylhalides. The reaction conditions for the copper-mediated N-arylation of heteroarylamines were optimized. The desired compounds of N-monoarylation or N-diarylation of 5-aminopyrazoles were synthesized in different reaction conditions.
28
Carreira, Ana Rita Futre. "Synthesis and evaluation of novel pyrazole derivatives for cytotoxic activity." Master's thesis, 2018. http://hdl.handle.net/10773/24248.
Full textAbstract:
The growing number of cancer patients worldwide has led the scientific community to strengthen research efforts in this field. The development of novel drug candidates for cancer treatment has been largely studied. Among these, pyrazoles derivatives are a promising class for their wide range of pharmacological activities, including antitumoral action.
This work describes the preparation of (E)-3(5)-(2-hydroxyphenyl)-4-styryl-1H-pirazole derivatives, either by glycosylation reactions or by the formation of ruthenium trithiacyclononane complexes. The new compounds aim at having antitumoral activity. Full characterization of the compounds is carried out by NMR 1D (1H and 13C) and 2D (HSQC, HMBC, COSY and NOESY) spectroscopies and by mass spectrometry. The new ruthenium-pyrazoles are also studied by infrared spectroscopy. Whenever appropriate, the purity of the synthesized compounds is evaluated by melting point measurements.
The compounds are evaluated against a gastric cancer cell line (AGS) and against a lung fibroblast cell line (MRC-5) to roughly assess their selectivity. The most potent compound is the ruthenium complex with the pyrazole having a -para-OCH3 substituted styryl. This compound features an IC50 value of 18.3 μM against the cancer cell line AGS and an IC50 value of 62.2 μM on the healthy cell line MRC-5. Furthermore, the selectivity of this complex with this ligand is higher in comparison to that of ligand aloneO número crescente de pessoas afetadas mundialmente pelo cancro tem levado a comunidade científica a ampliar os esforços de pesquisa nesta área. O desenvolvimento de novos fármacos com potencial aplicação no tratamento do cancro tem sido amplamente estudado. Os pirazóis e os seus derivados são uma classe promissora devido ao seu variado espectro de atividades, que inclui a ação anticancerígena. Neste trabalho são preparados derivados de uma família de (E)-3(5)-(2-hidroxifenil)-4-estiril-1H-pirazóis através de reações de glicosilação ou pela formação de complexos de coordenação de ruténio tritiaciclononano, com o objetivo de obter novos compostos com ação citotóxica contra células tumorais. Os compostos sintetizados são caracterizados recorrendo a técnicas espetroscópicas de RMN 1D (1H e 13C) e 2D (HSQC, HMBC, COSY e NOESY), espectrometria de massa e espectroscopia de infravermelho no caso dos complexos de ruténio. Sempre que possível, a pureza dos compostos foi ainda avaliada através da determinação do ponto de fusão. Os compostos sintetizados são avaliados contra uma linha celular de cancro do estômago (AGS) e contra uma linha celular saudável de fibroblastos do pulmão (MRC-5), de modo a averiguar tangencialmente a sua seletividade. Dos compostos sintetizados, o mais potente é o complexo de ruténio contendo o ligando pirazol com um grupo metoxilo na posição -para- do estirilo. Este composto apresentou um IC50 de 18.3 μM contra a linha celular tumoral AGS e um IC50 de 62.2 μM contra a linha celular saudável MRC-5. A inserção do ligando no complexo de ruténio melhorou a seletividade quando comparada com o ligando isolado
Mestrado em Bioquímica
29
Chiou, Yu-Ting, and 邱昱婷. "Efficient Synthesis of Pyrazole Derivatives in a Continuous Flow System." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/63872017113267319198.
Full textAbstract:
碩士高雄醫學大學
醫藥暨應用化學系碩士班
105
Ynones are considered as highly reactive molecules and have been widely used in modern synthetic organic chemistry. There are various methods for synthesis of ynones which usually take a long time. The feature with continuous flow system is to derive desired compound in a very short period due to the unstable reactive intermediate being able to transferred to another location before their decomposition and allowed to react with another reactive reagent. Thus, the synthesis of pyrazole from phenylacetylene or the derivatives as the starting materials, which will be deprotonated by n-butyllithium to form ynones with anhydride derivatives and successively with the addition of hydrazine via microfluidic devices will be described in this work. Furthermore, the system could be carried out under ambient temperature or subzero Celsius degree and gain the expected products efficiently with moderate to high yields.
30
Wang, Li-Ya, and 王麗雅. "Synthesis of 1,2,4-triazole and pyrazole derivatives and biological activity study." Thesis, 2014. http://ndltd.ncl.edu.tw/handle/20653168332065861292.
Full text
31
Chen, Tsai Pi, and 蔡弼丞. "Synthesis and Characterization of pyrazolo[1,5-a] Pyrimidine Derivatives." Thesis, 2004. http://ndltd.ncl.edu.tw/handle/73267789211679603689.
Full textAbstract:
碩士國立臺灣科技大學
高分子工程系
92
ABSTRACT In this study, 4-arylazo-3,5-diaminopyrazole compounds have been synthesized by reaction of arylazomalononitrile with hydrazine hydrate. The symmetrical and asymmetrical 3,6-diarylazo-2,5,7- triaminopyrazolo[1,5-a]pyrimidine heterocyclic disazo dyes have been prepared by the cyclization of 4-arylazo-3,5-diaminopyrazoles with different arylazomalononitriles. The solvatochromic behaviour of these disazo dyes in various solvents was evaluated. The structures of these compounds were determined by spectrometry（UV、FT-IR、1H-NMR）and element analysis（EA）.
32
Kuo, Ting-Hao, and 郭廷濠. "Novel Pyrazole Derivatives Effectively Inhibit Osteoclastogenesis, a Potential Target for Treating Osteoporosis." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/02135079789878535306.
Full textAbstract:
碩士國立臺灣大學
藥理學研究所
103
As human beings live longer, age-related diseases such as osteoporosis will become more prevalent. Intolerant side effects and poor responses to current treatments are observed. Therefore, novel effective therapeutic agents are greatly needed. Here, pyrazole derivatives were designed and synthesized, and their osteoclastogenesis inhibitory effects both in vitro and in vivo were evaluated. The most promising compound 13 with a 2- (dimethylamino)ethyl group inhibited markedly in vitro osteoclastogenesis as well as the bone resorption activity of osteoclasts. Compound 13 affected osteoclast’s early proliferation and differentiation more than later fusion and maturation stages. In ovariectomized (OVX) mice, compound 13 can inhibit the loss of trabecular bone volume, trabecular bone number, and trabecular thickness. Moreover, compound 13 can antagonize OVX-induced reduction of serum bone resorption marker and then compensatory increase of the bone formation marker. To sum up, compound 13 has high potential to be developed into a novel therapeutic agent for treating osteoporosis in the future.
33
Chang, Chun-Hsi, and 張濬璽. "The study of selective synthesis and biological activity of pyrazolo[3,4-d]pyrimidine, N-(1H-pyrazol-5-yl)formamide, or N-(1H-pyrazol-5-yl)formamidine derivatives from N-1-Substituted-5-aminopyrazoles with new Vilsmeier-type reagents." Thesis, 2013. http://ndltd.ncl.edu.tw/handle/95634777776867134802.
Full textAbstract:
碩士中國醫藥大學
藥物化學研究所碩士班
102
Various halomethyleniminium salts as novel Vilsmeier reagents were synthesized from the reaction of formamide or N-methylformamide with phosphoryl chloride. Treatment of N-1-substituted-aminopyrazoles including, N-1-(2-pyridinyl)-5-aminopyrazoles and N-1-(2-quinolinyl)-5-aminopyrazoles with these Vilsmeier reagents to obtain the corresponding pyrazolo[3,4-d]pyrimidine, N-(1H-pyrazol-5-yl)formamide, or N-(1H-pyrazol-5-yl)formamidine products. The experimentant results were different with our previous data which the formylated amidylpyazole and formamidine products were obtained under the similar reaction conditions.
34
Chung, Shi Chan, and 許占中. "Synthesis of azamerocarbocyanine dyes from pyrazolone derivatives." Thesis, 1998. http://ndltd.ncl.edu.tw/handle/64588963452708359594.
Full textAbstract:
碩士國立臺灣科技大學
纖維及高分子研究所
86
The pyrazolone derivatives were prepared by the reaction of ethyl acetoacetatewith hydrazine hydrate,methylhydrazine and phenylhydrazine,respectively.Theazamerocarbocyanine dyes were synthesised from pyrazolone intermediates and1,3,3-trimethyl-2-methylene indoline.The structure of the dyes was confirmedby E.A,IR,MS,H-NMR spectral analysis.Azamerocarbocyanine dyes were applied to dying on polyester fabrics and shown red to reddish-purple hues.The sublimation and light fastness of dyes on pol-yester fabrics were measured and shown in the range among 3-5 grade and 3-7grade,respectively.The photofading rate of the dyes shown 1 and 2 order respectively.
35
Xu, Zhan-Zhong, and 許占中. "Synthesis of azamerocarbocyanine dyes from pyrazolone derivatives." Thesis, 1998. http://ndltd.ncl.edu.tw/handle/48609096380898483033.
Full text
36
ZHOU, ZHANG-GUAN, and 周張銓. "Molybdenum carbonyl derivatives of pyrazol-and phenyl-derived nitrogen bidentate." Thesis, 1989. http://ndltd.ncl.edu.tw/handle/00914072666519570427.
Full text
37
Tsai, Shao-Ling, and 蔡韶玲. "β-Diketone, Pyrazole and Isoxazole Derivatives with Polar Groups: Liquid Crystalline and Thermodynamic Properties." Thesis, 2007. http://ndltd.ncl.edu.tw/handle/66543881468988295014.
Full textAbstract:
碩士國立中央大學
化學研究所
95
In this serie, we report the synthesis, characterization and mesomorphic properties of two series of new mesogenic derivatives based on pyrazole and isoxazole structures. All compounds were characterized by 1H, 13C-NMR spectroscopy and elemental analysis. The phase behaviors of these mesogenic compounds were characterized and studied by differential scanning calorimeter (DSC) and polarization optical microscope. In serie one, a new type of mesogenic compounds derived from heterocyclic pyrazole and isoxazole (Iz-Cn) were prepared and studied. All compounds exhibited smectic phases depending on the carbon length attached. Replacing hydrogen atom of pyrazole by methyl group (Mpz-Cn), ethanol group (Epz-Cn) and pyridinal group (Ppz-Cn) were carried out and the mesomorphic behavior studied. In serie two, we designed and characterized a series of asymmetrical of organic molecules Hpz-Cn-OH derived from pyrazole with one side chains. These compounds exhibited smectic phases.
38
Chang, En-Ming, and 張恩銘. "Development and Application of Pyrazole Derivatives in Medicinal Syntheses and Organic Light-Emiting Diodes." Thesis, 2008. http://ndltd.ncl.edu.tw/handle/77416158491514837742.
Full textAbstract:
博士國立成功大學
化學系碩博士班
96
In this thesis, we developed the new synthesis and application for pyrazole-based derivatives as the DHODase inhibitors, and the organic electronic-transporting and electronic-hole electroluminescent materials derivatives. In the first part, we developed a new efficient and convenient synthetic method from 3-(p-aryl)-4-cyanosydnone for Pyrazole-based DHODase inhibitors via chemoselective 1,3-diploar cycloaddition, amidation, and Ritter reaction. Overall yields was in 51–60% yield in three steps. In the second part, 1,3,4-oxadiazole-based pyrazole derivatives have been synthesized and characterized as blue-greenish electroluminescent materials. Those compounds are successfully inducted a pyrazole chromophore and multiple 1,3,4-oxadiazole moieties by 1,3-dipolar-cyclization and dehydration-cyclization to promote the conjugation range and exhibit high thermal stability and good physical properties. Spectroscopic studies, the measurements of cyclic voltammogram, thermal characterization and electroluminescent properties have revealed that 1,3,4-oxadiazole-based pyrazole derivatives are efficient blue-greenish electroluminescent materials In the third part, we have also prepared the double-layer OLED devices containing new organic electronic-transporting and electronic-hole electroluminescent materials under vacuum onto the ITO-coated glass substrate. The device showed the blue-greenish emission.
39
Zhong, Ren Hua, and 鍾仁華. "Studies on the reaction of ��-chloroformylarylhydrazine hydrochloride with pyrazole, imidazoles and 1,2,4-triazoles derivatives." Thesis, 1996. http://ndltd.ncl.edu.tw/handle/85706865936867611512.
Full text
40
Lin, Chi-Jen, and 林祺臻. "Studies on the Synthesis and Light-Emitting Properties of Pyrazole Derivatives Including 1,3,4-Oxadiazole." Thesis, 2005. http://ndltd.ncl.edu.tw/handle/14058259639664843553.
Full textAbstract:
碩士國立成功大學
化學系碩博士班
93
Organic materials have been expected to be applicable for practical electroluminescent (EL) devices because of their high florescence efficiency and semiconducting properties. One of the most fascinating advantage of organic materials is the possibility of a wide selection of emission colors, particularly in the blue region, in EL displays through molecular design of organic materials. In this study, we explored a series of new blue emission materials. Compounds derived from 1,3,4-oxadiazoles had been reported having good electron-transporting properties and the pyrazole moietie is an electron-rich heterocycle. We established to introduce pyrazole units into the main chain conjugate with two or three 1,3,4-oxadiazole moieties to improve the electroluminiecent properties of 1,3,4-oxadiazole-based pyrazole derivatives by using convenient synthesis strategy. The electroluminiecent properties and thermal stability for the obtained products were studied by analyzing UV-VIS, PL,CV,and DSC spectra. And finally, a double-layer OLED devices were constructed by vapor deposition of the materials under vacuum onto the ITO-coated glass substrate.The I-V curves and EL spectra had proven that our new synthetic compounds were new efficient blue electroluminescent materials.
41
Chen, Shiang-Chi, and 陳祥麒. "Microwave-mediated cycloaddition of 1,3-diphenylprop-2-yn-1-one to pyrazole and naphothofuran derivatives." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/27362676310213208760.
Full textAbstract:
碩士國立臺灣師範大學
化學系
103
This thesis is divided into three chapters. The first Chapter illustrates a convenient procedure for the one-pot synthesis of pyrazole derivatives. In this strategy, the initial step is the Michael addition of morpholine to 1,3-diphenylprop-2-yn-1-one to form an intermediate, and followed by the cycloaddition with phenylhydrazine under acidic condition. Here, we disclosed the reaction in traditional heating as well as microwave heating method. Chapter two, discribes the method for the synthesis of pyrazole under “on water” condition, supported by microwave heating method under 150 oC. Chapter three deals with the synthesis of naphthofuran derivatives. This reaction involves two steps. In the first step, the reaction of of 1,3-diphenylprop-2-yn-1-one and 2- naphthol catalyzed by Lewis acid. And the the second step is the intramolecular cycloaddition catalyzed by base and copper(II) reagents to afford naphthofuran derivatives in good yields. Keywords: 1,3-diphenylprop-2-yn-1-one、pyrazole、naphothofuran、Microwave-mediated、one-pot synthesis.
42
Chih-Wen, Su, and 蘇志文. "Synthesis of 5-Methyl-2-substituted-2H-pyrazol-3-yl-amine Derivatives." Thesis, 2001. http://ndltd.ncl.edu.tw/handle/67023478991124518308.
Full textAbstract:
碩士國立臺灣科技大學
纖維及高分子工程系
89
In this study, the reaction of acetoacetamide with hydrazine hydrate and phenyl hydrazine was shown to give compounds 3a and 3b. First, the reaction of compounds 7a~7b and 11a~11b with a solution of compounds 3a and 3b in water by nitrosation at position 4 in low temperature, and were coupled with aromatic benzylamine derivatives. Second, the reaction of compound 3a with ethyl acetoacetate, acetoacetamide, phthalic anhydride and nitric acid was shown to give compounds 17, 23, 27 and 30. Third, a solution of compound 3b in ethanol was condensed with aromatic aldehyde derivatives and aromatic nitrosobenzene derivatives by presence of basic catalyst was shown to give compounds 32a~32d and 34a~34b. Finally, these compound were determined the structure by spectrometry（UV、FTIR、1H-NMR） and element analysis（EA）.
43
Zheng, Bei-Chen, and 丁北辰. "Synthesis and allylation of molybdenum carbonyl derivatives of pyrazol-derived neutral nitrogen tridentate." Thesis, 1990. http://ndltd.ncl.edu.tw/handle/29097680037578532133.
Full text
44
Hou, Chong, and 鍾浩. "Studies on the Synthesis of Pyrazolyl-thiazolidinedione Derivatives as Antibacterial Agents." Thesis, 2014. http://ndltd.ncl.edu.tw/handle/wznmup.
Full textAbstract:
碩士高雄醫學大學
醫藥暨應用化學研究所
102
In recent years, with the evolution of bacteria and abuse of antibiotics, bacteria’s resistance to drugs becomes an important issue in the chemotherapy. Therefore, search for newer and stronger antibiotics are becoming more and more urgent. The present research describes preparation and evaluation of certain potential antibacterial agents by the structural modification of biologically active 1,3-diaryl pyrazole derivatives. We have replaced C-3 aryl group with a versatile quninoline ring, introduced a substituent at C-4 position, and a substituted group on the para position of the C-1 aromatic ring. These compounds were evaluated in vitro against S.aureus and P. acnes. Results indicated that (1) C-4 position prefer to be the 2,4-thiazolidinedione bearing the acid side chain or the rhodanine moiety; (2) C-1 position prefer to be the phenyl ring with a fluoro group substituted at the para position.
45
Chang, En-Chiuan, and 張恩銓. "Synthesis of the Pyrazole Derivatives Containing Carbazole and 1,3,4-Oxadiazole Rings and Applied to Organic Electro-Luminescence Devices." Thesis, 2007. http://ndltd.ncl.edu.tw/handle/60169640570777845151.
Full textAbstract:
碩士國立成功大學
化學系碩博士班
95
In this study, I had synthesized a series of pyrazole derivatives, and applied in organic electro-luminescence devices. The series of pyrazole derivatives were all synthesized from sydnone via 1,3-dipolar cycloaddition. Organic light-emitting diode (OLED) is a novel technology. The large size display can be made via this technology. Because of some organic materials have high fluorescence efficiency and semiconducting properties, they often applicable to electro-luminescence (EL) devices. The other hand, the emission colors can be determine via modify organic compounds. Hence, the organic material plays a decisive role in OLED technology. Compounds derived from 1,3,4-oxadiazoles had been reported having good electron-transporting properties and the pyrazole moiety is an electron-rich heterocycle. So we introduced 1,3,4-oxadiazoles into pyrazole derivatives. In order to improve thermostabilities and electro-luminescence properties, we introduced carcazole and phenyl into 1,3,4-oxadiazole-based pyrazole derivatives. The physical 、 chemical and electro-luminescence properties were studied by DSC 、 UV-Vis 、 CV and PL spectra. The OLED device was constructed by vapor deposition of the materials under vacuum onto the ITO-coated glass substrate. The I-V curves and EL spectra had proven that our new synthetic compounds were new efficient blue electroluminescent materials.
46
Lee, Cheng-Tien, and 李承典. "Studies on Synthesis and Light-Emitting Properties of ConjugatedPoly(p-phenylenevinylene) Derivatives Containing Pyrazole and 1,3,4-Oxadiazole Rings." Thesis, 2005. http://ndltd.ncl.edu.tw/handle/67855487208244512188.
Full textAbstract:
碩士國立成功大學
化學系碩博士班
94
Six poly(p-phenylenevinylene) derivatives, P1~P2 with oxadiazole along the main chain and P3~P6 bearing two 1,3,4-oxadiazole rings and pyrazole rings from sydnone along the main chain were synthesized via Heck coupling. The new polymer are studied on their structure,physical and photoelectronic properties. The polymers dissolved readily in common organic solvents and had high glass-transition temperature values of 149°C ~ 167 °C for P3 ~P6.They were stable up to approximately 260°C ~ 350°C in N2 and the anaerobic char yield was around 28 ~ 35% at 800 °C except P1. UV-Vis spectra show three peaks at 374 ~ 410 nm ,296~344 nm and 240 nm that correspond to the π-π* transition of the conjugated polymer backbone, oxadiazole and aromatic, respectively. They emitted greenish- blue or yellow light in solution and emitted green or orange light with PL emission maxima at 485 ~ 573 nm. The energy gap and electron affinity of the polymers were estimated as 2.32~2.54 eV and 2.44~2.81eV, respectively. Electrochemical behavior of the polymers demonstrates that introducing the high electron affinity oxadiazole moiety and pyrazole into the backbone lowers both the HOMO and LUMO energy levels of the polymers, thus mitigating the problem of charge injection imbalance in polymer LEDs.
47
Huang, Chun-Sheng, and 黃俊昇. "Amphiphatic Pyrazine, Pyridine and Piperazine Derivaties as the Thermal Latency for Epoxy-Phenolic Resins." Thesis, 2008. http://ndltd.ncl.edu.tw/handle/00894868796996959698.
Full textAbstract:
碩士國立成功大學
化學系碩博士班
96
Novel amphiphatic piperazine, pyrazine, and pyridine compounds were evaluated as thermal latent catalysts for the polymerization of diglycidyl ether of bisphenol A (DGEBA). Amphiphatic piperazine, pyrazine, and pyridine compounds 18-23 were used to cure epoxy resin systems to investigate their thermal latency and storage stability. Cationic latent thermal BHP (3, N-benzylpyrazinium hexafluoroantimonate) was investigated as model reaction of epoxy resin systems with respect to the thermal latency and storage stability of the amphiphatic piperazine, pyrazine, and pyridine derivatives catalysts. To characterize the viscosity-storage time, amphiphatic piperazine, pyrazine, and pyridine compounds were indicated to exhibit good toexcellent latency properties at room temperature. Results from the cure activation energy and the viscosity-storage time of the catalysts, the order of thermally latent activity was piperazine-2-carboxylic acid (22) > 3-aminopyrazine-2-carboxylic acid (20) > 3-piperazin-1-yl-propionic acid (23) > 2-pyrazinecarboxylic acid (18) > picolinic acid (21) > 2,3-pyrazinedicarboxylic acid (19). In comparison of physical properties including the cure activation energy, exothermic heats and viscosity-storage time with cationic latent catalyst N-benzylpyrazinium hexafluoroantimonate (BPH, 3) as the standard compounds, 2-pyrazinecarboxylic acid (18), piperazine-2-carboxylic acid (22), and 3-piperazin-1-yl-propionic acid (23) revealed better the curing reactivity and the thermal latency for polymerization of epoxy resin. From the conversions results, catalysts 3,18-20 rapidly rose at specific and narrow temperature ranges. Concerning the glass transition temperature (Tg), the use of amphiphatic pyrazine, pyridine, and piperazine catalysts 18-23 indicate that complete or near complete curing systems were obtained in the range of about 52-82 °C, 3-aminopyrazine-2-carboxylic acid (82 °C, 20) was similar to N-benzylpyrazinium hexafluoroantimonate (85 °C, 3, BHP).
48
Hsieh, Wei Ting, and 謝維庭. "Pyrazine Quinoxaline Derivatives as Charge Generation Layer Materials in Tandem Organic Electroluminescent Device." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/4scfzb.
Full text
49
Ke, Fang-Ying, and 柯方盈. "Studies on the Syntheses of Pyrazoline､Thiazoline Derivatives and their Antimicrobial､Antioxidative Activity." Thesis, 2003. http://ndltd.ncl.edu.tw/handle/06836031465387714444.
Full textAbstract:
碩士南台科技大學
化學工程系
91
Many heterocyclic compounds have been known for special physiological activity. Therefore, sydnonyl-substituted pyrazolines, thiazolines and thiazolidines were synthesized in this study. The text is divided into two parts: In the first part, the sydnonyl-substituted pyrazoline derivatives were prepared successfully through the reactions of sydnonyl-substituted α, β-unsaturated ketones and hydrazine hydrate. The new series of sydnonyl-substituted pyrazolines were evaluated for their antimicrobial activity. The results indicated that the antifungal activity of these compounds exhibited more potence then antibacterial activity. In the second part, 3-aryl-4-formylsydnone thiosemicarbazones reacted with cyclic reagents, such as ethyl chloroacetate, ethyl 2-chloroacetoacetate and 2-bromoacetophenone to give heterocyclic substituted sydnones that possess 4-oxo-thiazolidine, thiazoline groups. The synthesized compounds were evaluated for the antioxidant activities. The results indicated that almost all the newly synthesized compounds exhibit significant scavenging effects on DPPH (α,α-diphenyl-β-picrylhydrazyl) free redical. Among these compounds, 4-phenyl-2-[(3-arylsydnon-4-yl-methylene)hydrazono]-2,3-dihydrothiazoles possess the potent radical scavenging activities comparable with that of vitamin E.
50
Liu, Wei-Hsin, and 劉瑋鑫. "Dye-sensitized Solar Cell Based on Pyrazolate Ru(II) Complexes and Triphenylamine Derivatives." Thesis, 2008. http://ndltd.ncl.edu.tw/handle/94741096946004249987.
Full textAbstract:
博士國立臺灣大學
化學研究所
96
Chapter 1~2. New Family of Ruthenium-Dye-Sensitized Nanocrystalline TiO2 Solar cell A new series of ruthenium complexes with tridentate bipyridine-pyrazolate ancillary ligands has been synthesized in an attempt to elongate the π-conjugated system as well as to increase the optical extinction coefficient, possible dye uptake on TiO2 and photostability. As for the DSSC application, it was found that the complexes possess highly conversion efficiency under standard AM 1.5 irradiation (100 mW cm-2). Chapter 3. Strategic Design and Synthesis of Novel Trident Bipyridine Pyrazolate Coupled Ru(II) Complexes to Achieve Superior Solar Conversion Efficiency A new series of trident bipyridine pyrazolate coupled Ru(II) complexes CK7, CK9, HYH052 and HYH060 were strategically synthesized. In comparison to N719, CK7 and HYH060 achieved the original proposal of gaining absorption extinction coefficient ranging from 350 to ~550 nm, accompanied by lowering of the lowest lying energy gap. These advantages allow us to reduce the thickness of TiO2 layer, resulting in great suppress of dark current and hence increase of Voc. Upon optimization, HYH060 has attained η= 8.07, Jsc= 15.8 mA cm-2, Voc = 753 mV and FF = 0.678, the results of which are superior to that of N719 prepared in this study. Chapter 4. Simple Organic Molecules Bearing 3,4-Ethylene dioxythiophene Linker for Efficient Dye-Sensitized Solar Cells 3,4-Ethylenedioxythiophene and bis[2-(2-methoxyethoxy) exthoxy]thiophene bridged donor-acceptor molecules LJ1 ~ LJ4 for dye-sensitized solar cells have been synthesized, among which LJ1 achieved a solar-to-energy conversion efficiency of 7.3%, compared to 7.7% optimized for N719 dye