Relevant bibliographies by topics / Pyrrolidine carboxamides

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  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters
  4. Conference papers

Academic literature on the topic 'Pyrrolidine carboxamides'

Author: Grafiati
Published: 4 June 2021
Last updated: 17 February 2022

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Journal articles on the topic "Pyrrolidine carboxamides"

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Slobodyanyuk, Evgeniy Y., Oleksiy S. Artamonov, Irene B. Kulik, Eduard Rusanov, Dmitriy M. Volochnyuk, and Oleksandr O. Grygorenko. "A bio-inspired approach to proline-derived 2,4-disubstituted oxazoles." Heterocyclic Communications 24, no. 1 (February 23, 2018): 11–17. http://dx.doi.org/10.1515/hc-2017-0235.

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Abstract A convenient four-step approach to the synthesis of (S)-4-alkyl-2-(pyrrolidin-2-yl)oxazoles starting from l-Boc-proline inspired by naturally occurring oxazole-containing peptidomimetics is described. The key step is the cyclization of 1-Boc-N-(1-oxoalkan-2-yl)pyrrolidine-2-carboxamides – aldehyde intermediates which demonstrate low to moderate stability – under Appel reaction conditions. This method furnishes the target compounds with more than 98% ee and in a 17–51% overall yield and has been used at up to a 45-g scale.
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Young, Jonathan R., Ronsar Eid, Cherilyn Turner, Robert J. DeVita, Marc M. Kurtz, Kwei-Lan C. Tsao, Gary G. Chicchi, Alan Wheeldon, Emma Carlson, and Sander G. Mills. "Pyrrolidine-carboxamides and oxadiazoles as potent hNK1 antagonists." Bioorganic & Medicinal Chemistry Letters 17, no. 19 (October 2007): 5310–15. http://dx.doi.org/10.1016/j.bmcl.2007.08.028.

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Smolobochkin, Andrey, Almir Gazizov, Marina Sazykina, Nurgali Akylbekov, Elena Chugunova, Ivan Sazykin, Anastasiya Gildebrant, et al. "Synthesis of Novel 2-(Het)arylpyrrolidine Derivatives and Evaluation of Their Anticancer and Anti-Biofilm Activity." Molecules 24, no. 17 (August 25, 2019): 3086. http://dx.doi.org/10.3390/molecules24173086.

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A library of novel 2-(het)arylpyrrolidine-1-carboxamides were obtained via a modular approach based on the intramolecular cyclization/Mannich-type reaction of N-(4,4-diethoxybutyl)ureas. Their anti-cancer activities both in vitro and in vivo were tested. The in vitro activity of some compounds towards M-Hela tumor cell lines was twice that of the reference drug tamoxifen, whereas cytotoxicity towards normal Chang liver cell did not exceed the tamoxifen toxicity. In vivo studies showed that the number of surviving animals on day 60 of observation was up to 83% and increased life span (ILS) was up to 447%. Additionally, some pyrrolidine-1-carboxamides possessing a benzofuroxan moiety obtained were found to effectively suppress bacterial biofilm growth. Thus, these compounds are promising candidates for further development both as anti-cancer and anti-bacterial agents.
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Valenta, Vladimír, Karel Dobrovský, Ivan Krejčí, and Zdeněk Polívka. "Potential Antagonists of Excitatory Amino Acids and Anticonvulsants: Some Heterocyclic (±)-Pyrrolidine-2-carboxamides." Collection of Czechoslovak Chemical Communications 61, no. 7 (1996): 1077–84. http://dx.doi.org/10.1135/cccc19961077.

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The benzylpyrrolidine amides 1a-1d, 3a-3e, 5a, and 5b were prepared from N-benzyl-L-proline methyl ester with corresponding diamines. Compounds 2a-2d, 4b, and 4e have similarly been synthesized from L-proline methyl ester and the corresponding diamines in refluxing methanol. In both cases, the reactions were accompanied by racemization. Prepared amides were transformed to salts, suitable for pharmacological testing (hydrogen maleates, hydrogen oxalates and hydrochlorides). The products were tested by selected methods of biochemical and behavioural pharmacology.
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Sonia, George, and Thengungal Kochupappy Ravi. "Oxadiazolo pyrrolidine carboxamides as enoyl-ACP reductase inhibitors: design, synthesis and antitubercular activity screening." Medicinal Chemistry Research 22, no. 7 (November 23, 2012): 3428–33. http://dx.doi.org/10.1007/s00044-012-0340-3.

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VALENTA, V., K. DOBROVSKY, I. KREJCI, and Z. POLIVKA. "ChemInform Abstract: Potential Antagonists of Excitatory Amino Acids and Anticonvulsants: Some Heterocyclic (.+-.)-Pyrrolidine-2-carboxamides." ChemInform 27, no. 46 (August 4, 2010): no. http://dx.doi.org/10.1002/chin.199646215.

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Hari, Swetha, Toreshettahally R. Swaroop, Habbanakuppe D. Preetham, Chakrabhavi D. Mohan, Umashakara Muddegowda, Salundi Basappa, Israel Vlodavsky, Gautam Sethi, and Kanchugarakoppal S. Rangappa. "Synthesis, Cytotoxic and Heparanase Inhibition Studies of 5-oxo-1-arylpyrrolidine-3- carboxamides of Hydrazides and 4-amino-5-aryl-4H-1,2,4-triazole-3-thiol." Current Organic Synthesis 17, no. 3 (June 9, 2020): 243–50. http://dx.doi.org/10.2174/1570179417666200225123329.

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Design of chemically novel, biologically potent small heterocyclic molecules with anticancer activities, which targets the enzyme heparanase has gained prominent clinical interest. We have synthesized a novel class of carboxamide derivatives by coupling various substituted aromatic acid hydrazides and triazoleamine with pyrrolidine carboxylic acid by using coupling agents. The synthesized compounds are characterized by spectroscopic techniques such as FT-IR, HRMS and NMR. These compounds are investigated for cytotoxicity on different cancer cell lines and heparanase inhibitory activity. Most of them showed moderate heparanase inhibitory activity and good cytotoxicity.
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He, Xin, Akram Alian, Robert Stroud, and Paul R. Ortiz de Montellano. "Pyrrolidine Carboxamides as a Novel Class of Inhibitors of Enoyl Acyl Carrier Protein Reductase fromMycobacterium tuberculosis." Journal of Medicinal Chemistry 49, no. 21 (October 2006): 6308–23. http://dx.doi.org/10.1021/jm060715y.

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Gazizov, А. S., А. V. Smolobochkin, J. K. Voronina, А. R. Burilov, and М. А. Pudovik. "Acid-catalyzed ring opening in 2-(2-hydroxynaphthalene-1-yl)-pyrrolidine-1-carboxamides: formation of dibenzoxanthenes, diarylmethanes, and calixarenes." Tetrahedron 71, no. 3 (January 2015): 445–50. http://dx.doi.org/10.1016/j.tet.2014.12.011.

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Smolobochkin, A. V., R. A. Turmanov, A. S. Gazizov, N. O. Appazov, A. R. Burilov, and M. A. Pudovik. "Synthesis of 2-(Diphenylphosphoryl)pyrrolidine-1-carboxamides Based on the Reaction of 1-(4,4-Diethoxybutyl)ureas with Diphenyl Chlorophosphine." Russian Journal of General Chemistry 89, no. 10 (October 2019): 2143–46. http://dx.doi.org/10.1134/s1070363219100244.

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Dissertations / Theses on the topic "Pyrrolidine carboxamides"

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Silva, Bárbara Athayde Vaz Galvão da. "Aplicação de metodologias do CADD (Computer-Aided Drug Design) a um conjunto de pirrolidina carboxamidas: mapeamento do farmacóforo e planejamento de novos protótipos tuberculostáticos potenciais." Universidade de São Paulo, 2012. http://www.teses.usp.br/teses/disponiveis/9/9138/tde-10032013-232818/.

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A situação da tuberculose (TB) foi alterada de forma significativa pela síndrome de imunodeficiência adquirida (SIDA ou AIDS) e pelo aparecimento de novas cepas do Mycobacterium tuberculosis resistentes ao tratamento quimioterápico, que justificariam a pesquisa de novos agentes antimicobacterianos. Alvos interessantes têm emergido para o planejamento racional de novos fármacos contra a TB, particularmente, considerando processos metabólicos específicos que ocorrem durante a biossíntese da parede celular micobacteriana e que envolvem a síntese de ácidos graxos (FAS-II, fatty acid synthase). O sistema FAS-II constitui diferença bioquímica importante entre mamíferos e micobatérias. A enzima enoil-acp (acyl carrier protein, proteína acil-carregadora) redutase (ENR) é alvo determinante no sistema FAS-II, responsável pela etapa de alongamento dos ácidos micólicos, que são os principais componentes da parede celular do M. tuberculosis. O presente projeto tem como objetivo a aplicação de metodologias do planejamento de fármacos auxiliado por computador, CADD (Computer-Aided Drug Design), em um conjunto de derivados pirrolidina carboxamidas descritos como inibidores potenciais da ENR do M. tuberculosis (InhA) com intuito de mapear o farmacóforo, investigar a orientação dos ligantes no sítio ativo e os tipos de interações que se estabelecem com os resíduos de aminoácidos do sítio de interação. Inicialmente, investigaram-se as relações quantitativas entre estrutura química e atividade biológica (QSAR, quantitative structure-activity relationships) com aplicação de abordagem multivariada. O melhor modelo QSAR indicou que propriedades estruturais, termodinâmicas e eletrônicas devem ser consideradas no processo de planejamento e proposição de novos protótipos potencialmente tuberculostáticos.
The incidence of tuberculosis (TB) disease has significantly changed considering the acquired immunodeficiency syndrome (AIDS) co-infection as well as the emergence of new Mycobacterium tuberculosis strains resistant to the currently chemotherapy. These facts support the search for novel antimycobacterial agents. Interesting targets have been elucidated and could be used for the rational design of new drugs against TB, primarily those related to specific biochemical metabolic pathways that occur during the cell wall biosynthesis, specially involved in the fatty acid synthase (FAS) system. The FAS-II system is an important biochemical difference between mammals and mycobacteria. The enoyl-ACP reductase (ENR) is the key enzyme in the FAS-II system, responsible for the elongation step of mycolic acids, which are the major components in the M. tuberculosis cell wall. This research project aims the application of computer-aided drug design (CADD) methodologies to a set of pyrrolidine carboxamide derivatives, which were previously reported as potential M. tuberculosis ENR (InhA) inhibitors, for mapping the pharmacophore, investigating the ligands\' orientation at the active site and also the interaction types regarding the amino acid residues in the active site. Initially, the quantitative structure-activity relationships (QSAR) were performed applying a multivariate approach. The best QSAR model indicated the structural, thermodynamic, and electronic properties must be taken into account in the design of novel leads as potential antituberculosis agents.
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Narkhede, Yogesh [Verfasser], Christoph [Gutachter] Sotriffer, Caroline [Gutachter] Kisker, and Tanja [Gutachter] Schirmeister. "In silico structure-based optimisation of pyrrolidine carboxamides as Mycobacterium tuberculosis enoyl-ACP reductase inhibitors / Yogesh Narkhede ; Gutachter: Christoph Sotriffer, Caroline Kisker, Tanja Schirmeister." Würzburg : Universität Würzburg, 2018. http://d-nb.info/1160876991/34.

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Narkhede, Yogesh. "In silico structure-based optimisation of pyrrolidine carboxamides as Mycobacterium tuberculosis enoyl-ACP reductase inhibitors." Doctoral thesis, 2018. https://nbn-resolving.org/urn:nbn:de:bvb:20-opus-152468.

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The high infection rates and recent emergence of extremely drug resistant forms of Mycobacterium tuberculosis pose a significant challenge for global health. The NADH- dependent enoyl-ACP-reductase InhA of the type II mycobacterial fatty acid biosynthesis pathway is a well-validated target for inhibiting mycobacterial growth. InhA has been shown to be inhibited by a variety of compound series. Prominent classes of InhA inhibitors from literature include diaryl ethers, pyrrolidine carboxamides and arylamides which can be subjected to further development. Despite the progress in this area, very few compounds are in clinical development phase. The present work involves a detailed computational investigation of the binding modes and structure-based optimisation of pyrrolidine carboxamides as InhA inhibitors. With substituents of widely varying bulkiness, the pyrrolidine carboxamide dataset presented a challenge for prediction of binding mode as well as affinity. Using advanced docking protocols and in-house developed pose selection procedures, the binding modes of 44 compounds were predicted. The poses from docking were used in short molecular dynamics (MD) simulations to ascertain the dominant binding conformations for the bulkier members of the series. Subsequently, an activity-based classification strategy could be developed to circumvent the affinity prediction problems observed with this dataset. The prominent motions of the bound ligand and the active site residues were then ascertained using Essential Dynamics (ED). The information from ED and literature was subsequently used to design a total of 20 compounds that were subjected to extensive in-silico evaluations. Finally, the molecular determinants of rapid-reversible binding of pyrrolidine carboxamides were investigated using long MD simulations
Hohe Infektionsraten und das Auftreten von multiresistenten Formen von Mycobacterium tuberculosis stellen eine große Herausforderung f ̈ ur das globale Gesundsheitswesen dar. Die NADH-abh ̈angige Enoyl-ACP-Reduktase des mykobakteriellen Fetts ̈aure-Biosynthesewegs II, InhA, ist ein gut validiertes Target zur Hemmung des mykobakteriellen Wachstums. Es wurde gezeigt, dass InhA durch eine Vielzahl von unterschiedlichen Verbindungs- klassen gehemmt wird. Zu den bekanntesten Klassen von InhA-Inhibitoren aus der Literatur geh ̈ oren Diphenylether, Pyrrolidincarboxamide und Arylamide, die zur weiteren Entwicklung verwendet werden k ̈onnen. Trotz der Fortschritte in diesem Bereich sind sehr wenige Verbindungen in einer klinischen Entwicklungsphase. Die vorliegende Arbeit beinhaltet eine detaillierte computergest ̈ utzte Untersuchung der Bindungsmodi und die strukturbasierte Optimierung von Pyrrolidincarboxamiden als InhA-Inhibitoren. Aufgrund von Substituenten mit stark variierendem Raumanspruch stellt der Pyrrolidin- carboxamid-Datensatz eine Herausforderung f ̈ ur die Vorhersage von Bindungsmodi und Affinitit ̈aten dar. Mit aufw ̈andigen Docking-Protokollen und speziell zu diesem Zweck entwickelten Posen-Auswahlverfahren wurden die Bindungsmodi f ̈ ur 44 Verbindungen vorhergesagt. Die Posen des Dockings wurden in kurzen Molekulardynamik (MD) Sim- ulationen verwendet, um die bevorzugten Bindungskonformationen f ̈ ur die r ̈ aumlich anspruchsvollen Vertreter des Datensatzes zu ermitteln. Anschließend konnte eine akt- ivit ̈atsbasierte Klassifizierungsstrategie entwickelt werden, um die in diesem Datensatz beobachteten Probleme in der Affinit ̈ atsvorhersage zu umgehen. Die wesentlichen Bewe- gungen des gebundenen Liganden und der Aminos ̈auren der Bindetasche wurden daraufhin mit Essential Dynamics (ED) ermittelt. Informationen aus der ED-Analyse und der Literatur wurden anschließend verwendet, um insgesamt 20 Verbindungen zu entwerfen, die umfangreichen in-silico-Bewertungen unterzogen wurden. Schließlich wurden die molekularen Determinanten der schnell-reversiblen Bindung von Pyrrolidincarboxamiden unter Verwendung von langen MD Simulationen untersucht
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Book chapters on the topic "Pyrrolidine carboxamides"

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Sartori, G., and R. Maggi. "Oxidation of Pyrrolidine- and Piperidine-1-carboxamides." In Four Carbon-Heteroatom Bonds, 1. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-018-00890.

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Conference papers on the topic "Pyrrolidine carboxamides"

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Zhou, Zhihui, Yiling Zhang, Jie He, Jianqing Zhang, Qinrong Jiang, and Shan Xu. "Synthesis of N-(4-fluorophenyl)-1-(pyrrolidine-1-carbonyl) cyclopropane-1-carboxamide." In 3RD INTERNATIONAL CONFERENCE ON FRONTIERS OF BIOLOGICAL SCIENCES AND ENGINEERING (FBSE 2020). AIP Publishing, 2021. http://dx.doi.org/10.1063/5.0048414.

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Journal articles
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