Literature DB >> 17049253

Synthesis, analytical behaviour and biological evaluation of new 4-substituted pyrrolo[1,2-a]quinoxalines as antileishmanial agents.

Jean Guillon1, Isabelle Forfar, Maria Mamani-Matsuda, Vanessa Desplat, Marion Saliège, Denis Thiolat, Stéphane Massip, Anais Tabourier, Jean-Michel Léger, Benoit Dufaure, Gilbert Haumont, Christian Jarry, Djavad Mossalayi.   

Abstract

An original series of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives, new structural analogues of Galipea species quinoline alkaloids, was synthesized from various substituted 2-nitroanilines via multistep heterocyclizations and tested for in vitro antiparasitic activity upon Leishmania amazonensis and Leishmania infantum strains. Structure-activity relationships enlighten the importance of the 4-substituted alkenyl side chain on the pyrrolo[1,2-a]quinoxaline moiety to modulate the antileishmanial activity.

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Year:  2006        PMID： 17049253     DOI： 10.1016/j.bmc.2006.09.068

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  12 in total

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Authors:  Advait S Nagle; Shilpi Khare; Arun Babu Kumar; Frantisek Supek; Andriy Buchynskyy; Casey J N Mathison; Naveen Kumar Chennamaneni; Nagendar Pendem; Frederick S Buckner; Michael H Gelb; Valentina Molteni
Journal:  Chem Rev       Date:  2014-11-03       Impact factor: 60.622

2.  Isopropyl quinoxaline-7-carboxylate 1,4-di-N-oxide derivatives induce regulated necrosis-like cell death on Leishmania (Leishmania) mexicana.

Authors:  Karla Fabiola Chacón-Vargas; Sergio Andrade-Ochoa; Benjamín Nogueda-Torres; Dulce Carolina Juárez-Ramírez; Edgar E Lara-Ramírez; Ricardo Mondragón-Flores; Antonio Monge; Gildardo Rivera; Luvia Enid Sánchez-Torres
Journal:  Parasitol Res       Date:  2017-11-20       Impact factor: 2.289

3.  In Vitro and In Vivo Activities of 2,3-Diarylsubstituted Quinoxaline Derivatives against Leishmania amazonensis.

Authors:  Vanessa Kaplum; Juliana Cogo; Diego Pereira Sangi; Tânia Ueda-Nakamura; Arlene Gonçalves Corrêa; Celso Vataru Nakamura
Journal:  Antimicrob Agents Chemother       Date:  2016-05-23       Impact factor: 5.191

4.  Design, synthesis, and antiprotozoal evaluation of new 2,4-bis[(substituted-aminomethyl)phenyl]quinoline, 1,3-bis[(substituted-aminomethyl)phenyl]isoquinoline and 2,4-bis[(substituted-aminomethyl)phenyl]quinazoline derivatives.

Authors:  Jean Guillon; Anita Cohen; Clotilde Boudot; Alessandra Valle; Vittoria Milano; Rabindra Nath Das; Aurore Guédin; Stéphane Moreau; Luisa Ronga; Solène Savrimoutou; Maxime Demourgues; Elodie Reviriego; Sandra Rubio; Sandie Ferriez; Patrice Agnamey; Cécile Pauc; Serge Moukha; Pascale Dozolme; Sophie Da Nascimento; Pierre Laumaillé; Anne Bouchut; Nadine Azas; Jean-Louis Mergny; Catherine Mullié; Pascal Sonnet; Bertrand Courtioux
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5.  Development of Small Molecules that Specifically Inhibit the D-loop Activity of RAD51.

Authors:  Wei Lv; Brian Budke; Michal Pawlowski; Philip P Connell; Alan P Kozikowski
Journal:  J Med Chem       Date:  2016-04-21       Impact factor: 7.446

6.  Activity of Cuban Plants Extracts against Leishmania amazonensis.

Authors:  Marley García; Lianet Monzote; Ramón Scull; Pedro Herrera
Journal:  ISRN Pharmacol       Date:  2012-03-15

7.  Design, synthesis and antimalarial activity of novel bis{N-[(pyrrolo[1,2-a]quinoxalin-4-yl)benzyl]-3-aminopropyl}amine derivatives.

Authors:  Jean Guillon; Anita Cohen; Nassima Meriem Gueddouda; Rabindra Nath Das; Stéphane Moreau; Luisa Ronga; Solène Savrimoutou; Louise Basmaciyan; Alix Monnier; Myriam Monget; Sandra Rubio; Timothée Garnerin; Nadine Azas; Jean-Louis Mergny; Catherine Mullié; Pascal Sonnet
Journal:  J Enzyme Inhib Med Chem       Date:  2017-12       Impact factor: 5.051

8.  Eco-friendly approach to access of quinoxaline derivatives using nanostructured pyrophosphate Na2PdP2O7 as a new, efficient and reusable heterogeneous catalyst.

Authors:  Karim Dânoun; Younes Essamlali; Othmane Amadine; Hassan Mahi; Mohamed Zahouily
Journal:  BMC Chem       Date:  2020-02-03

9.  A one-pot catalyst-free synthesis of functionalized pyrrolo[1,2-a]quinoxaline derivatives from benzene-1,2-diamine, acetylenedicarboxylates and ethyl bromopyruvate.

Authors:  Mohammad Piltan; Loghman Moradi; Golaleh Abasi; Seyed Amir Zarei
Journal:  Beilstein J Org Chem       Date:  2013-03-11       Impact factor: 2.883

10.  Synthesis and Biological Evaluation of Some [1,2,4]Triazolo[4,3-a]quinoxaline Derivatives as Novel Anticonvulsant Agents.

Authors:  Mohamed Alswah; Adel Ghiaty; Ahmed El-Morsy; Kamal El-Gamal
Journal:  ISRN Org Chem       Date:  2013-09-12
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