Дисертації з теми "Pyrroles – Synthèse (chimie)"
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Naud, Sébastien. "Synthèse de dérivés pyrroliques par régression de cycles pyridaziniques : application à la synthèse de nouveaux C-nucléosides pyrroliques, tétrahydro-pyranopyrroles et pyrrolo-dihydroquinoléinones : nouvelle voie de synthèse vers des analogues d' indolines tricycliques à visée thérapeutique." Nantes, 2006. http://www.theses.fr/2006NANT2035.
This thesis highlights the synthesis of new pyrrole derivatives by using ring contraction of pyridazines. This methodology was first combined with carbohydrate chemistry and thus, we got new pyrrole C-nucleosides in ribofuranose and deoxyribofuranose series. We also synthesized different pyrano-pyrroles, compounds owning a pyrrole ring fused to an -pyrone, showing potential biological activities. This pyrrole synthesis was also employed to allow the access to new dihydroquinolinones. The different steps to synthesize a key pyridazinic intermediate are described in this manuscript. Some tricyclic indolines with promising biological activities were at last prepared according to a short and efficient synthetic plan
Khatimi, Nadia. "Synthèse d'hétérocycles substitués par un groupe trifluorométhyle (isoxazoles, aziridines, thiophènes, pyrroles)." Lyon 1, 1996. http://www.theses.fr/1996LYO10177.
Tabatchnik-Rebillon, Alexandra. "Synthèse de dérivés pyrroliques par régression de cycles et applications biologiques." Nantes, 2009. http://www.theses.fr/2009NANT2102.
For many years, our team has been particularly interested in the electrochemical reduction of monopyridazines into monopyrroles. This original and smooth methodology allows the access to monopyrrolic compounds, by extrusion of a nitrogen atom from the correspondent pyridazinic precursor. During the course of this thesis, we made the most of this strategy for synthesizing bipyrrolic chains from bipyridazinic precursors. Except for the synthetic challenge represented by those two families of polyazaheterocycles, their interest lays in their numerous potential applications in fields like biology or supramolecular chemistry. Two series of bipyrrolic structures were therefore studied :The a a'-bipyrrolic series, called linear, in which pyrrolic systems are directly linked to each other The bipyrrolic series, called alternate, in which pyrrolic units are linked by a spacer, like a pyridine Each series of compound ends by a pyridyl functionali sewith one more methyl groups. For each targeted compound, our study took place in the following order :I Preparation of « linear and alternate » bipyridazinic precursors II – Study of their reduction into the correspondent bipyrrolic derivative by an electrochemical way III Experimental and theoretical study of the conformations of the two kinds of families and their preferred complexation sites IV Evaluation of their potential for biological applications and a supramolecular perspective
Desvergnes, Valérie. "Addition 1,2 du méthoxyallène lithié sur les hydrazones : aspects synthétique et mécanistique." Lyon 1, 1999. http://www.theses.fr/1999LYO10320.
Bouteau, Brigitte. "Synthèse et étude physicochimique de pyrrolyl-pyridines, pyrido (2,3-c) pyrrolo (1,2-e) triazépines-1,2,5, triazolo-1,2,4 (4,5-a) pyridines, triazolo (1,2,4) (2,3-a) pyridines." Caen, 1989. http://www.theses.fr/1989CAEN4051.
Berini, Christophe. "Réaction des nitrones avec des pyrroles : accès à des N-hydroxylamines chirales. Applications à la synthèse d'acides alpha aminés." Université Joseph Fourier (Grenoble), 2008. http://www.theses.fr/2008GRE10102.
The chemistry of pyrrole and its derivatives is of great interest due to their abundance in many natural and biologically active compounds. The development of new methods to access to functionalized heterocyclic compounds is therefore a promising area. In this context, we have developed a method, in which pyrroles are added onto nitrones in the presence of hydrogen chloride. According to the experimental procedure, either pyrrolic N benzylhydroxylamines or 2,2’ bispyrrolylalkanes could be selectively and efficiently produced. In order to obtain chiral pyrrolic N benzylhydroxylamines, a stereoselective version of this reaction has been developed. Asymmetric inductions from chiral nitrones allow the access to pyrrolic N hydroxylamines with high levels of diastereoselectivities and good yields. The use of a glyoxylate based cyclic chiral nitrone leads to two enantio‐enriched non natural alpha amino acids, the 2’ and 3’ pyrrolylglycines in 22% and 50% overall yield respectively. Moreover, this method has been successfully applied to the total synthesis of Penmacric Acid, a natural product isolated from the seeds of Pentaclethra macrophylla, a leguminous tree, in 11 steps and 17% overall yield. Finally, the results of several biological assays have been performed. The properties as inhibitory of NorA efflux pump and anti‐angiogenic, as well as the activity on the microtubular cytoskeleton are presented
Declerck, Valérie. "β-aminoesters insaturés obtenus par réaction d'Aza-Baylis–Hillman : des synthons multifonctionnels pour la synthèse d'hétérocycles originaux". Montpellier 2, 2006. http://www.theses.fr/2006MON20024.
This work was dedicated to the synthesis of original heterocyclic structures starting from Beta-aminoesters obtained via the multicomponent aza-Baylis–Hillman reaction. First of all, we have developed new conditions for the aza-Baylis–Hillman of trimethylsilylethanesulfonamide (SES–NH2), methyl acrylate and an aromatic aldehyde. This methode allowed us the preparation of a large variety of unsaturated Beta-aminoesters. These unsaturated Beta-aminoesters are multifunctional synthons for the preparation of heterocyclic structures. We have prepared five membered ring heterocycles by ring closing metathesis. The different deprotection conditions of the SES group (dehydrodesulfinyaltion and Beta-elimination) allowed the synthesis of pyrroles, pyrrolidines and pyrrolines from the same cyclic precursor. We have also prepared triazolodiazepines by the Huisgen reaction and benzazepines by the Heck reaction under microwave activation
Bouyazza, Lahboub. "Synthèse et étude physicochimique des 9H-pyrrolo (1,2-A) indoliminiums-9, 9H-pyrrolo (1,2-A) indolimines-9, 9H-pyrrolo (1,2-A) indoles-9, pyrrolo (1,2-A) quinoléines." Caen, 1989. http://www.theses.fr/1989CAEN4022.
Murat-Onana, Marie Laure. "N-hydroxylamines pyrroliques : precurseurs de bis(pyrrolyl)alcanes non symetriques et de α-n-hydroxyamino esters". Grenoble, 2010. http://www.theses.fr/2010GRENV060.
The pyrrole ring is present in many natural and biologically active compounds. Therefore, its intensive study in organic synthesis is of a great interest. Thus, the first acid-catalyzed reaction of pyrroles onto nitrones was reported by our team. According to the experimental procedure, either pyrrolic Nbenzylhydroxylamines or 2,2'-bis(pyrrolyl)alkanes were selectively produced. Pyrrolic Nhydroxylamines are important compounds and have been used as starting building blocks for the two methodologies described in this manuscript. Unsymmetrical bis(pyrrolyl)alkanes were obtained efficiently in one step, with high molecular diversity, by the reaction of pyrrolic N-hydroxylamines and various pyrroles. This method also allowed the preparation of symmetrical and unsymmetrical tripyrromethanes. Our results were applied to the preparation of unsymmetrical F-Bodipy® probes. They were obtained, in high yields and for the first time, directly from unsymmetrical 2,2'-bis(pyrrolyl)alkanes. Moreover, an axially chiral F-Bodipy® has been prepared. A-N-Hydroxyamino acids which are N-hydroxylated analogues of a-amino acids have been synthesized. A highly diastereoselective reaction between pyrrole and a suitable cyclic chiral nitrone yielded a pyrrolic N-hydroxylamine. A three-step sequence afforded the expected a-N-hydroxyamino ester in a good yield and a good enantiomeric excess (80%). This method has been applied to other pyrrolic, indolic and furanic heteroaromatics. No a-N-hydroxyamino acids holding these heterocycles in their structures were described. Good overall yields (36-62%) were obtained and good enantiomeric excesses, up to 98%
Guieu, Benjamin. "Synthèse de pyrroles polysubstitués par cyclisation à l'or : évaluation de l'activité de 3-arylpyrroles sur les microtubules." Thesis, Rennes 1, 2017. http://www.theses.fr/2017REN1S084/document.
A family of 3-arylpyrroles named pyakols have shown antimitotic properties on murine cell lines, displaying in particular an effect on microtubules. Given the interest of these properties in cancerology, this work is focused on these heterocycles. The objective of the first part was to develop a synthetic strategy based on the gold-catalysed cyclisation of α-amino-ynols intermediates in order to access the lead (Pyakol I). Then, the evaluation of the biological activity of this molecule on the cell cycle and on the cytoskeleton of various human tumoral cell lines was carried out. The first results revealed an original effect on the organization of the microtubules network and the positioning of the mitotic spindle. The developed strategy was then validated by modulating the 3-arylpyrrole moiety on diverse positions, and used for the synthesis of labelled derivatives. The second part of this manuscript focused on the development of a methodology to synthesize new polysubstituted 3-trifluoromethylpyrroles, based on the gold-catalyzed cyclisation reaction. Using trifluoroacetaldehyde as building-block, various trifluoromethylated pyrroles were obtained in mild conditions with good yields
Bénard, Sébastien. "Synthèse et fonctionnalisation d'hétérocycles azotés catalysées par les métaux de transition. Approche vers la synthèse totale de la (-)-norsuavéoline." Phd thesis, Université Paris Sud - Paris XI, 2011. http://tel.archives-ouvertes.fr/tel-00912326.
Aubé, Christophe. "Synthèse de nouveaux systèmes polyaza-hétérocycliques pyridaziniques et pyrroliques : nouvelles méthodologies de synthèse et application en chimie supramoléculaire." Nantes, 2012. http://archive.bu.univ-nantes.fr/pollux/show.action?id=effb683e-361f-4a47-b3b3-bb75fd3756f9.
The nitrogen heterocycles, pyridazine and pyrrole, are present in many molecules with interests in field such as biology (antifungal, anti-inflammatory, anticancer agents. . . ), electronic (organic transistors), supramolecular chemistry (self-organizing architectures like grid and helix) and organic catalysis. We first focused on the development of a new methodology for the synthesis of dissymmetrical 3,6-diaryl- and triheteroaryl-pyridazines involving the formation of two successive C-C bonds by the use of triaryl- and triheteroaryl-bismuths reagents. Then, biological tests will be conducted to assess their potential, particularly in oncology. The second part of our work concerns the synthesis of new polyaza-heteroaromatic compounds, based on pyridazinic and pyrrolic cycles, inserted in the middle of an oligoamidic sequence to form a helical foldamer, able to encapsulate substrates. The role of this ”central linker” is to modulate the volume of the foldamer cavity in order to trap molecules with different sizes. The strategies used for the synthesis of the linkers based on pyridazines pass through C-C cross-coupling reactions and those based on pyrrolic cycles involve an electrochemical reduction of pyridazines
Sayah, Ghassemi Babak. "Chimie et réactivité des hexahydropyrroloindolizines : application à la synthèse des myrmicarines." Université Joseph Fourier (Grenoble), 2001. http://www.theses.fr/2001GRE10114.
Gratais, Alexandre. "Chimie des acrylamides chiraux : nouvelles méthodologies et application à la synthèse de nouvelles architectures moléculaires." Thesis, Rouen, INSA, 2014. http://www.theses.fr/2014ISAM0013/document.
Reactions allowing carbon-carbon bond creation are essential tools in the field of organic synthesis. These reactions are used to access to more and more complex structures. However their control in the case of highly functionnalized partners is still a serious concern.Development of new methodologies based on the reactivity of aminoacid derivating chiral acrylamides is reported. A new version of pyrrole alkylation reaction was developed using the electrophilic behaviour of highly functionnalized chiral acrylamides. Pyrrole can be selectivly monoalkylated or dialkylated leading to new heterocyclic structures bearing peptidic sequences containing up to four aminoacids residues. Chiral acrylamides bearing a conjuguated allyltrimethylsilane moiety have been used as new reagent in highly diastereoselective and chemospecific towards aldehydes allylation reactions. This methodology was extended to α-aminoaldehydes allowing easy access to γ-aminoacidsanalogues
Rault, Isabelle. "Synthèse et étude physicochimique de nouvelles pyrrolo (1,2-a) thieno (3,2-f) (1,4) diazépines à visée thérapeutique." Caen, 1993. http://www.theses.fr/1993CAEN4055.
Berlot, Isabelle. "Synthèse, caractérisation et étude électrochimique de tensioactifs dérivés du pyrrole." Université Joseph Fourier (Grenoble), 1998. http://www.theses.fr/1998GRE10087.
Truel, Isabelle. "Synthèses d'hétérocycles phosphoniques dans les séries de l'indole, du furane, du pyrrole et de la pyridazine." Rouen, 1998. http://www.theses.fr/1998ROUES062.
Pinto, Nathalie. "Organocatalyse énantiosélective par les phosphines chirales : synthèse d'hétérocycles azotés et de cycles carbonés par cyclisation [3+2]." Paris 11, 2010. http://www.theses.fr/2010PA112253.
Ln the last decade, the use of trivalent phosphines as nucleophilic organocatalysts has been widely developed, allowing a number of synthetically useful, original transformations to be disclosed. However, only a few enantioselective phosphine promoted reactions have been reported so far. Ln this context, we have been interested in the development of new enantioselective [3+2] cyclisation reactions catalysed by chiral phosphines. The two phosphines which were screened during this study are the (S)-tBu-Binepine and the (S,S)-FerroPHANE. (S)-tBu-Binepine proved to be a good catalyst for the enantioselective [3+2] cyclisations between allenoates and imines bearing a diphenylphosphinoyl unit (DPP) as the nitrogen protecting group. The corresponding pyrrolines were obtained with enantiomeric excesses between 73 and 88%. (S,S)-FerroPHANE was successfully used in the cyclizations between allenes and enones, allowing the highly enantioselective synthesis of a wide variety of functionalized cyclopentenes, including spirocyclic derivatives (e. E. >80%). The same methodology was applied to the synthesis of spirooxindoles by using both Binepine and FerroPHANE as chiral catalysts. Finally, we have carried out the highly diastereo- and enantioselective desymetrisations of prochiral dibenzylidene cyclohexanones by means of organocatalytic [3+2] cyclisations. These studies have demonstrated the high efficiency of chiral phosphines for the enantioselective construction of comple molecular scaffolds, starting from simple and easily available starting material
Clément, Jean-Louis. "Synthèse et études RPE dans la série des pyrrolines n-oxyde b-phosphorées." Aix-Marseille 3, 1998. http://www.theses.fr/1998AIX30096.
Depature, Michae͏̈l. "Cyclisation radicalaire de composés alléniques b-fonctionnalisés : application à la synthèse d'hétérocycles azotés." Aix-Marseille 3, 1999. http://www.theses.fr/1999AIX30061.
Schroif-Grégoire, Cosima. "Synthèse et évaluation biologique de métabolites marins de type pyrrole-2-aminoimidazole et de leurs analogues." Paris 11, 2005. http://www.theses.fr/2005PA112229.
This manuscript presents our work on the biomimetic inspired synthesis of pyrrole-2-aminoimidazole metabolites from marine sponges and their analogues. The new methodology developed in our laboratory offers a practical entry to compounds that show interesting biological activities. Starting from very simple dihydropyridines, a chemical library of pyrrole-2-aminoimidazole analogues was prepared in few steps. The manuscript is divided into three parts: Short synthesis of oroïdin, hymenidin and clathrodin from N-acyl-1,2-dihydropyridines. Stereo- and regioselective synthesis of keramadine and preparation of a chemical library using various alkylated guanidines. Biological evaluation of all the prepared derivatives on the central nervous system with a view to study their agonist-antagonist effect on serotonin and melatonin receptors
Barale, Karine. "Synthèse d'analogues de pyrrole-2-aminoimidazoles marins et évaluations biologiques sur les récepteurs sérotoninergiques 5-HT2c et mélatoninergiques MT1 et MT2." Paris 11, 2008. http://www.theses.fr/2008PA112170.
The work described in this manuscript deals with the synthesis of analogues of keramadine, a molecule isolated from a marine sponge, in order to find a molecule with 5-HT2C antagonist and melatoninergic agonist activities comparable to the ones of agomelatine, an antidepressant developed by Servier research’s Institute. The aim of this work was to develop a new and original skeleton that could lead to an antidepressant candidate. The synthesis of the desired analogues was accomplished according to a biomimetic pathway developed in the laboratory for the synthesis of pyrrole-2-aminoimidazoles, a family to which belongs keramadine. This method presents the advantage of being straightforward and versatile compared to the non-biomimetic methods described in the literature. This medicinal chemistry’s work was articulated around three structural modulations: the one of the substituant on the 2-aminoimidazole ring, the one of the pyrrole and the conception of hybrids between keramadine and agomelatine. Most of the synthesized analogues possess only modest affinity for the aimed receptors; some compounds showed interesting biological affinities, measured below the micromolar. The various structural modulations revealed that hybrids are much more potent than compounds obtained from other structural modifications. Modulations on the 2-aminoimidazole ring and on the pyrrole gave indications for future researches. In order to continue structure-activity relationship, molecules modified on the 2-aminoimidazole ring and on the pyrrole should be synthesised: these molecules, could lead to the required affinities towards 5-HT2C, MT1 and MT2 receptors for an antidepressant candidate
Nasr, El Dine Assaad. "Développement de nouvelles méthodes de synthèse en chimie de fluor et préparation de molécules bioactives." Thesis, Rennes 1, 2015. http://www.theses.fr/2015REN1S158/document.
This work is a part of a collaboration program between Lebanese University and University of Rennes 1. The thesis is divided into two parts: fluorine chemistryv : synthesis of new heterocycles bearing fluorine-containing side chains ; medicinal chemistry : research towards new anticancer molecules. The first part consists of three chapters: in the first chapter, gem-difluoro enone-type intermediates were synthesized through a new route and their cyclocondensation reactions were studied to get pyrazolines and pyrrolines with fluorinated side chains. In the second chapter, type-chroman-4-one heterocycles were prepared using the previous difluorinated intermediates. In the third chapter, the Kinugasa reaction was applied for the first time on gem-difluoro propargylic derivatives. This reaction has allowed us to discover a pathway to a new family of molecules, the fluorine-containing exoalkylidene β-lactames. In the second part, our goal was to reinduce the proapoptotic properties in cancer cells in order to obtain new antitumor compounds. Starting from data obtained through molecular modeling studies, we designed and prepared several series of analogs for a known inhibitor (MIM-1) of the anti-apoptotic protein Mcl-1. Over 40 analogs have been synthetized and screened towards three types of cancer cells (breast, ovarian and melanoma). Some of these derivatives have demonstrated promising data in these areas
Christen, Aude. "Synthèses de bis(hétéroaryl)alcanes et de pyrrolyl méthanamines chirales." Thesis, Université Grenoble Alpes (ComUE), 2015. http://www.theses.fr/2015GREAV023.
Heteroaromatics are present in many natural products. Since several years, our group is particularly interested in the reactivity of pyrroles and indoles towards nitrones to give bis(pyrrolyl)alkanes and bis (indolyl)alkanes that could be present in natural compounds such as vibrindole A or in synthetic compounds. These structural patterns are interesting because they could display either anticancer or antibacterial activities. The first part of the present research starts from these previous results. The method developed in the laboratory was extended to new mixed molecules containing either "indole-pyrrole", "indole-furan" or "pyrrole-furan" moieties, in order to test their activities as antibacterial agents. A second part of this manuscript focuses on the development of a "green" preparation of symmetrical 2,2' bis(pyrrolyl)alkanes and 3,3' bis(indolyl) alkanes respectively. Finally, the catalytic enantioselective addition of pyrroles onto several nitrogen-containing electrophiles yielding pyrrolyl methanamines has been developed in the presence of an organic catalyst such as a phosphoric acid with an axial chirality. This method is currently applied to the synthesis of a natural molecule, the (+)-absouline
Gendron, David. "Synthèse et étude de nouveaux dérivés du 2,7-carbazole et du 1,4-dicétopyrrolopyrrole pour applications en dispositifs photovoltaïques." Thesis, Université Laval, 2012. http://www.theses.ulaval.ca/2012/28838/28838.pdf.
Munoz, Julie. "Extraction de l'éponge marine Axinella donnani et synthèse d'une chimiothèque d'analogues du dispacamide A." Phd thesis, Université Paris Sud - Paris XI, 2011. http://tel.archives-ouvertes.fr/tel-00919535.
Munoz, Julie. "Extraction de l’éponge marine Axinella donnani et synthèse d’une chimiothèque d’analogues du dispacamide A." Thesis, Paris 11, 2011. http://www.theses.fr/2011PA112245/document.
Pyrrole-2-aminoimidazoles (P-2-AIs) are secondary metabolites specifically encountered in marine sponges. They are mainly found in Agelasidae, Halichondridae and Axinellidae families. Thus, the chemical study of the marine sponge Axinella donnani has led to the extension of the current knowledge about the diversity of the family and a better understanding of their biogenesis. Two batches of the sponges have been studied to lead to the isolation of 29 compounds: among them six P-2-AIs new dimers, a new mazacidin molecule and a new 3,5-bromotyrosine dimer. Their structures have been determined with 1D and 2D NMR spectroscopy experiments. Their absolute configuration has also been studied with circular dichroïsm. Additionally, 29 analogues of dipacamide A have been synthetized in order to test these molecules on various biological targets
AlHaddad, Nancy. "Synthèse de nouvelles entités complexantes à base de calix[4]pyrrole pour la décontamination des milieux aquatiques en radionucléides naturels." Thesis, Littoral, 2020. https://documents.univ-littoral.fr/access/content/group/50b76a52-4e4b-4ade-a198-f84bc4e1bc3c/BULCO/Th%C3%A8ses/Toxicologie/Version_finale_These_Nancy_AlHaddad.pdf.
Radionuclides are found naturally in air, soil and water and generate radioactivity in the environment. As a result of recent anthropogenic activities such as uranium mining or the production of oil and natural gaz, larger quantities of natural radionucleides have been released and induce a risk to Human Health. One of the most important routes for Human contamination with radionucleides, other than inhalation, is water contamination that results from the high hydro-solubility of certain radionuclide salts. In fact, maximum contaminant levels for radionuclides contamination, especially in public water supplies, have been internationally regulated. In order to comply with these requirements, methods for decontaminating water from radionuclides have been developes, among which macrocyclic extractants such as calixpyrroles. With a preorganized cyclic structure, these macrocycles exhibit chelating properties that are also found in their phenoxycalix[4]pyrrole (PCP) homologs. However, the latter has an increased potential for chemical functionalization allowing the introduction of additional chelation sites due to the presence of four phenolic entities. In this context, the synthesis of PCP derivatives and the study of their ability to complex and extract stable or radioactive elements have been studied. For this, the functionalization of the PCP was carried out by functional groups such as : carboxylic acid, hydroxamic acid, azide, amine and heteroaryl-extended derivatives. At the end of these syntheses, the study of the chelation capacities of the derivative 2-pyridino-1,2,3-triazolo-PCP was carried out and the existence of a selective complexation of ferrous and ferric iron in DMSO was demonstrated by molecular fluorescence. As for the chelation capacities for halides, they were studied by ¹H NMR and molecular fluorescence titrations and showed a selectivity for fluoride. A second part of this work was devoted to the synthesis and study of the properties of a new polymerof PCP crosslinked by epichlorohydrin (PCP-EP), in the aim of engaging it into solid/liquid extractions, applied for the decontamination of aqueous effluents containing radionuclides. In this series of polymers, PCP-EP is the first to be reported in literature. Accordingly, its structure was determined by NMR, FTIR and TGA, then its chelation capacities towards halides was tested by ion chromatography after solid/liquid extractions. The results demonstrated that this polymer, unlike its monomeric structure, has a higher affinity for iodide. The solid/liquid extraction capacities of radionuclides by PCP-EP were then studied by a gamma spectrometer coupled to a High Purity Germanium detector, using aqueous solutions containing radionuclides and resulted in an extraction rate of 22% for Ra-226. The development of a Doehlert experimental design was then carried out in order to optimize the experimental extraction conditions. During this step, the study of BA²⁺, a stable metal with a chemical behavior similar to RA²⁺, was prioritized in order to reduce the production of radioactive waste. The results of this experimental design led to optimal extraction conditions of pH, temperature and time, which translated to an aqueous radionuclides-containing solution, showed the ability of PCP-EP to extract 89% Ra-226
Duflos, Jack. "Synthèse et réactions de cycloadditions sur des systèmes pyrroliques à noyaux condensés." Rouen, 1987. http://www.theses.fr/1987ROUES003.
Dalençon, Sylvain. "Synthèse d'analogues de nucléosides à quatre et six chaînons et incorporation d'analogues cyclobutyliques dans un motif oligonucléotidique antisens : approche vers la synthèse de composés galactosyl-pyrrolo-pyridinones." Le Mans, 2010. http://cyberdoc.univ-lemans.fr/theses/2010/2010LEMA1021.pdf.
This Ph. D thesis focused on the theme of nucleosides analogues. It was divided into three parts. First, the enantioselective synthesis of cyclobutyl nucleosides, and their incorporation into oligonucleotides chains, was performed. The preparation of new cyclohexenyl nucleosides derivatives was then accomplished. Finally, the approach toward the synthesis of galactosyl-pyrrolo pyridinones compounds was studied. In the first chapter we have highlighted the important role of nucleosides, nucleotides and nucleic acids (DNA and RNA) in physiological processes. Furthermore, different structural modifications that led to the development of new nucleosides analogues have been described. The interest of oligonucleotides in gene therapy was then highlighted before outlining the synthesis methods and the different structural modifications performed on these compounds. In the second chapter, the enantioselective synthesis of cyclobutyl nucleosides analogues, using a strategy initially developed in our team, was accomplished. These derivatives, after conversion to nucleotides, allowed the preparation of new and originals oligonucleotides chains. The developpement of new cyclohexenyl nucleosides analogues was described in chapter three. A strategy involving, among others, an asymmetric [4 +2] cycloaddition and the construction of heterocyclic bases, allowed us access to cyclohexenyl derivatives. The structure of those compounds prefigures access to new constrained cyclohexanyl nucleosies analogues. The last chapter, in continuation of our work on nucleoside analogues, outlines the approach toward the synthesis of galactosyl-pyrrolo pyridinones compounds. -C-glycosyl acetylene derivatives were first prepared. Those key compounds in the synthesis should enable us to subsequently access to variously substituted pyrrolo-pyridinones via an inverse demand Diels Alder Reaction, the regression of pyridazine compounds and an intramolecular lactamization
Mondière, Aurélie. "Réactions multicomposants et applications : synthèse de cyclopent[b]indoles et pyrrolo[1,2-a]indoles : synthèse diastéréosélective de lignanes tétrahydrofuraniques trisubstitués." Phd thesis, Université Claude Bernard - Lyon I, 2010. http://tel.archives-ouvertes.fr/tel-00837814.
Bacos, Daniel. "Composition du venin de la fourmi Monomorium minutum : synthèse et réduction stéréospécifique de dialkyl et dialkenyl delta-1-pyrrolines." Paris 6, 1986. http://www.theses.fr/1986PA066382.
Letellier, Marie-Anne. "Synthèse et évaluation pharmacologique de dérivés des noyaux 4,4-dyméthil-3,4-dihydro-1H-quinoléin-2-one et 1H-pyrrolo[2,3-b]pyridin-2(3H)-one en tant qu'inhibiteurs de la Rho-kinase en vue d'un traitement contre l'hypertension." Tours, 2007. http://www.theses.fr/2007TOUR3803.
Over a billion people are suffering from arterial hypertension, a disease defined by a rise in the blood pressure in the arteries due to the abnormal contraction of the smooth-muscle. The contraction is regulated by the cytosolic calcium concentration to which the Rho/Rho-kinase intracellular pathway is associated. Designing compounds that inhibit the enzyme is of great interest. We have elaborated new potential Rho-kinase inhibitors. Various molecules were synthesized based on the 4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one and the 1H-pyrrolo[2,3-b]pyridin-2(3H)-one chemistry. The new compounds were then studied by our collaborators, les laboratories SERVIER, for their activity on Rho-kinase inhibition
Estel, Lionel. "Fonctionnalisation d'aminopyridines par métallation : application à la synthèse d'hétérocycles." Rouen, 1988. http://www.theses.fr/1988ROUES035.
Tber, Zahira. "L'imidazo[1,2-a]pyridine : fonctionnalisation et synthèse des nouveaux polyhétérocycles." Thesis, Orléans, 2016. http://www.theses.fr/2016ORLE2021.
The preparations of imidazo[1,2-a]pyridine is one of important research topic in organic synthesis, This entitie present some interesting biological activities. First, we devoleped a new rapid and efficient strategies to functionalize position 6 of the imidazo[1,2-a]pyridine with various amines and thiols catalysed by copper and iron. Then we applied this procedure to the preparation of symmetric and asymmetric thioethers using 2 mercaptobenzooxasole, which is an economical reagent and which presents no chemical risk. The last part of this work concerns the development of new multicomponent reactions for the synthesis of various pyrrolo[3',2':4,5]imidazo[1,2-a]pyridine and 5-amino pyrido[2’,1’:2,3] imidazo [4,5-c]isoquinoléines
Tingry, Sophie. "Synthèse et application en hydrogénation électrocatalytique de films de polypyrrole fonctionnalisés par des complexes du rhodium et de l'iridium." Université Joseph Fourier (Grenoble ; 1971-2015), 1996. http://www.theses.fr/1996GRE10137.
Le, Quang Long. "Nanomatériaux hybrides TiO2/[Ru(bpy)3]2+ associés à [Cr(ttpy)2]3+ ou [Mn(ttpy)(CO)3Br] ou au pyrrole : synthèse, études spectroscopiques et applications pour la conversion de l'énergie solaire." Thesis, Université Grenoble Alpes (ComUE), 2017. http://www.theses.fr/2017GREAV085/document.
This thesis aims to investigate the possibility of using TiO2 nanoparticles (NPs) as a platform to immobilize proximal coordination complexes that can interact with each other by photoinduced electron transfer. We have studied hybrid nanomaterials combining [Ru(bpy)3]2+ (bpy = 2,2'-bipyridine) as a photosensitizer and [Cr(ttpy)2]3+ or [Mn(ttpy)(CO)3Br (ttpy = 4'-(p-tolyl)-2,2':6',2''-terpyridine) as electron acceptors. To immobilize the various complexes on the surface of TiO2, a phosphonic acid functional group was introduced on one of the bipyridines of the [Ru(bpy)3]2+ center and on the terpyridines of the [Cr(ttpy)2]3+ complex. Under visible light, the TiO2/RuII colloid undergoes a photo-induced charge transfer process leading to a long-lived charge separation state (e )TiO2/RuIII, which makes it possible to be engaged in successive oxidation or reduction reactions. In particular, the visible irradiation of the TiO2/RuII colloid in the presence of [Cr(ttpy)2]3+ and triethanolamine (TEOA) as a sacrificial electron donor allows the two-electron reduction of [Cr(ttpy)2]3+. Subsequently, the [Cr(ttpy)2]3+ complex has been immobilized on the TiO2/RuII NPs to form a RuII/TiO2/CrIII assembly in which the photoinduced electron transfer processes were investigated. In order to propose a system for the photocatalytic reduction of CO2, the [Mn(ttpy)(CO)3Br] and [Ru(bpy)3]2+ complexes were co-immobilized on TiO2 NPs following a chemistry on surface approach to form a RuII/TiO2/MnI triad. Under irradiation at 470 nm, this system exhibits excellent selectivity towards HCOOH as the only product of CO2 photoreduction in DMF/TEOA solvent mixture, in the presence of 1-benzyl-1,4-dihydronicotinamide (BNAH) as a sacrificial electron donor. Another hybrid system linking a [Ru(bpy)3]2+ unit to two pyrrole functions and being immobilized on TiO2 has also been synthesized and studied. Under visible light, the transient (e-)TiO2/[Ru-pyr]3+ species induce the polymerization of pyrrole to form a TiO2/poly(Ru-pyr) nanocomposite. The nanocomposite deposited on an electrode generates, in the presence of TEOA, a stable anodic photocurrent of more than 10 μA.cm-2. All the results show that TiO2 NPs can be used to associate different complexes in a close environment by limiting the interactions in the ground state but allow photoinduced electron transfer processes between them. Depending on the redox potentials of the different components, the electron transfer takes place either through the semiconducting NPs or on the surface
Haelters, Jean-Pierre. "Synthèse de dérivés phosphono-indoliques-benzofuranniques et -pyrroliques à partir d'hydrazones phosphonates." Brest, 1987. http://www.theses.fr/1987BRES2002.
Benoit, Rémy. "Synthèse de pyridines à noyaux condensés : application à des modèles de NADH chiraux." Rouen, 1988. http://www.theses.fr/1988ROUES002.
Bédat, Joëlle. "Synthèses et études spectroscopiques de modèles biomimétiques chiraux du NADH : évaluation des facteurs conformationnels qui gouvernent le transfert énantiosélectif de l'hydrogène." Rouen, 1995. http://www.theses.fr/1995ROUES024.
Fabre, Bruno. "Synthèse et étude de films de polymères conducteurs électroniques dopés par des hétéropolyanions : application à la réduction électrocatalytique de NO2- et à la détection du NO in vivo." Université Joseph Fourier (Grenoble ; 1971-2015), 1994. http://www.theses.fr/1994GRE10158.
Hamdar, Alaa. "Procédés innovants pour la production de dithiolopyrrolones par Saccharothrix algeriensis NRRLB-24137." Thesis, Toulouse 3, 2018. http://www.theses.fr/2018TOU30289/document.
Saccharothrix algeriensis is a rare Actinobacterium that produces a variety of dithiolopyrrolone derivatives (DTPs). These biocidal compounds are used as plant and crop- protection products. The aim of this thesis is to develop new strategies for DTPs production by regulating bacterial metabolism as an alternative to the chemical synthesis of these compounds. Two strategies were used : * the first strategy consist of using chemical elicitors such as ethanol, butan-1-ol, dimethylsulfoxide and homoserine lactones (C4-HSL, 3-oxo-C12-HSL and 3-OH-C12-HSL). The effects of concentration and time addition of these compounds were studied and ethanol mode of action was investigated. * the second strategy is a physico-chemical innovative approach that modifies bacterial metabolism using a polarized electrod. Platinum, carbon and stainless steel electrodes with varied topographies were used to study the effect of the potential, versus a saturated calomel electrode (SCE), on the growth of S. algeriensis and DTPs production. Our results show that the addition of pure ethanol and dimethylsulfoxide, at the beginning of the culture (t0), in respective concentrations of 1,74 % v/v and 3 % v/v increases DTPs specific production. This one was multiplied by nineteen-fold in presence of ethanol and by six-fold in presence of dimethylsulfoxide. In the case of ethanol, the induction of DTPs biosynthesis is mediated by reactive oxygen species (ROS). Furthermore, simultaneous addition of C4-HSL and 3-oxo-C12-HSL in multiple doses of 500 µM increases DTPs specific production by 2,5 fold. In presence of polarized platinum and carbon electrodes mycelium development of S. algeriensis is thicker than that grown on stainless steel electrode. Although, under - 0,3 V/SCE, high DTPs concentrations were quantified in comparison to other conditions tested
Daire, Fabrice. "Etude d'electrodes modifiees par fixation de composes de coordination sur un support conducteur du type polypyrrole : application en electrosynthese organique." Paris 6, 1988. http://www.theses.fr/1988PA066176.
Dufour-Gallant, Julien. "Synthèse en phase solide de pyrrolo[3,2-e][1,4]diazépin-2-ones modulateurs du système urotensinergétique." Thèse, 2016. http://hdl.handle.net/1866/18417.
The pyrrolodiazepinones have interesting biological activities on various biological receptors, which makes them a prime target for developing new biologically active small molecules. A methodology in solution had been developed for synthesizing pyrrolo[3,2-e][1,4]diazepin-2-ones, which utilized the Pictet-Spengler condensation as the key reaction to form the diazepinone ring. Pyrrolo[3,2-e][1,4]diazepin-2-ones were found to mimic an inverse γ-turn conformation by X-ray crystallographic analysis. The methodology was subsequently implemented on three types of support: Merrifield resin, Wang resin and the soluble TAP support. The urotensinergic system plays a role in certain diseases of the cardiovascular system, such as hypertension, heart failure and atherosclerosis. The urotensinergic system is expressed in the circulatory system, excretory and central nervous systems and includes the endogenous ligands urotensin II (UII) and urotensin II-related peptide (URP), and the urotensin receptor UT. The ligands UII and human URP are composed of the respective amino acid sequences: H-Glu-Thr-Pro-Asp-c[Cys-Phe-Trp-Lys-Tyr-Cys]-Val-OH and H-Ala-c[Cys-Phe-Lys-Tyr-Trp-Cys]-Val-OH. The peptide UII is the most potent vasoconstrictor known to date. The two peptides have different biological effects and may exhibit distinct roles in certain diseases. Their common Trp-Lys-Tyr sequence is believed to play an important role in the activity of UII and URP, and has been suggested to adopt an inverse γ-turn conformation. Notably, the laboratory of Professor David Chatenet developed the UT receptor antagonist peptide urocontrin by replacing the Trp residue by biphenylalanine (Bip) in URP. A library of pyrrolo[3,2-e][1,4]diazepin-2-one analogs was thus designed to mimic the inverse γ-turn sequence and targeted against UT. The pyrrolo[3,2-e][1,4]diazepin-2-one library was designed based on the Trp-Lys-Tyr sequence of UII and URP, and Trp-Lys-Bip sequence of urocontrin. The synthesis of the pyrrolo[3,2-e][1,4]diazepin-2-one library was achieved on Wang resin. The side chain of Tyr was mimicked using tyramine, Lys and Orn were used as the basic amino acid component, and the side chain of Trp was replicated using biphenyl (as in urocontrin) 1-naphthyl and 2-naphthyl groups that were introduced by employing their respective aldehydes in a Pictet-Spengler reaction, which furnished unsaturated and saturated S- and R-pyrrolo[3,2-e][1,4]diazepin-2-ones. Evaluation of the biological activity of the pyrrolo[3,2-e][1,4]diazepin-2-ones on the UT receptor was performed in vitro and ex vivo. Tests in vitro measured binding in CHO-cells which expressed UT by employing hUII-125I as radiolabeled control. In rat aorta, ex vivo tests measured capacity to induce contraction, or modulate the contractions induced by hUII and URP. Certain R-pyrrolo[3,2-e][1,4]diazepin-2-ones caused an up to 50% reduction of the radioactive signal of hUII-125I. Pyrrolo[3,2-e][1,4]diazepin-2-ones exhibited little activity ex vivo; however, they modulated contractions induced by hUII and URP. For example, the saturated R-analog possessing lysine and a biphenyl side chain inhibited completely hUII-induced contractions of the aorta at 14 µM with a pKb of 5.54 at 4 µM, without influencing URP-induced contractions. Pyrrolo[3,2-e][1,4]diazepin-2-ones were selective for the urotensinergic system and inactive on the related receptor endothelin-1. Pyrrolo[3,2-e][1,4]diazepin-2-ones represent the first small molecules that can differently modulate the biological activities of UII and URP, and offer interesting potential as tools for studying the urotensinergic system.