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Literature DB >> 16430030

Synthesis and antimalarial activity of new 3-arylquinoxaline-2-carbonitrile derivatives.

Belén Zarranz¹, Andrés Jaso, Ignacio Aldana, Antonio Monge, Séverine Maurel, Eric Deharo, Valérie Jullian, Michel Sauvain.

Abstract

New series of 3-arylquinoxaline-carbonitrile derivatives have been synthesized from various 5-substituted or 5,6-disubstituted benzofuroxanes and tested for their in vitro and in vivo activity against the erythrocytic development of Plasmodium falciparum strain with different chloroquine-resistance status. Quinoxaline 1,4-dioxide derivatives showed superior antimalarial activity in respect to reduced quinoxaline analogues. The best activity was observed with nonsubstituted quinoxaline 1,4-dioxides in positions 6 and 7 of the aromatic ring and with a hydrogen or chloro substituent in para position of the phenyl group.

Entities: Chemical Species

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Year: 2005 PMID： 16430030 DOI： 10.1055/s-0031-1296926

Source DB: PubMed Journal: Arzneimittelforschung ISSN： 0004-4172

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Cited

7 in total

1. Synthesis and biological evaluation of 3-aryl-quinoxaline-2-carbonitrile 1,4-di-N-oxide derivatives as hypoxic selective anti-tumor agents.

Authors: Yunzhen Hu; Qing Xia; Shihao Shangguan; Xiaowen Liu; Yongzhou Hu; Rong Sheng
Journal: Molecules Date: 2012-08-13 Impact factor: 4.411

2. Antiplasmodial and leishmanicidal activities of 2-cyano-3-(4-phenylpiperazine-1-carboxamido) quinoxaline 1,4-dioxide derivatives.

Authors: Carlos Barea; Adriana Pabón; Silvia Galiano; Silvia Pérez-Silanes; German Gonzalez; Chloe Deyssard; Antonio Monge; Eric Deharo; Ignacio Aldana
Journal: Molecules Date: 2012-08-07 Impact factor: 4.411

Review 3. Quinoxaline 1,4-di-N-Oxides: Biological Activities and Mechanisms of Actions.

Authors: Guyue Cheng; Wei Sa; Chen Cao; Liangliang Guo; Haihong Hao; Zhenli Liu; Xu Wang; Zonghui Yuan
Journal: Front Pharmacol Date: 2016-03-21 Impact factor: 5.810

4. Design, Synthesis, and Characterization of N-Oxide-Containing Heterocycles with in Vivo Sterilizing Antitubercular Activity.

Authors: Guilherme Felipe Dos Santos Fernandes; Paula Carolina de Souza; Elsa Moreno-Viguri; Mery Santivañez-Veliz; Rocio Paucar; Silvia Pérez-Silanes; Konstantin Chegaev; Stefano Guglielmo; Loretta Lazzarato; Roberta Fruttero; Chung Man Chin; Patricia Bento da Silva; Marlus Chorilli; Mariana Cristina Solcia; Camila Maríngolo Ribeiro; Caio Sander Paiva Silva; Leonardo Biancolino Marino; Priscila Longhin Bosquesi; Debbie M Hunt; Luiz Pedro S de Carvalho; Carlos Alberto de Souza Costa; Sang Hyun Cho; Yuehong Wang; Scott Gary Franzblau; Fernando Rogério Pavan; Jean Leandro Dos Santos
Journal: J Med Chem Date: 2017-10-16 Impact factor: 7.446

Synthesis and antimalarial activity of new 3-arylquinoxaline-2-carbonitrile derivatives.

1. Synthesis and biological evaluation of 3-aryl-quinoxaline-2-carbonitrile 1,4-di-N-oxide derivatives as hypoxic selective anti-tumor agents.

2. Antiplasmodial and leishmanicidal activities of 2-cyano-3-(4-phenylpiperazine-1-carboxamido) quinoxaline 1,4-dioxide derivatives.

Review 3. Quinoxaline 1,4-di-N-Oxides: Biological Activities and Mechanisms of Actions.

4. Design, Synthesis, and Characterization of N-Oxide-Containing Heterocycles with in Vivo Sterilizing Antitubercular Activity.

5. Unexpected reduction of ethyl 3-phenylquinoxaline-2- carboxylate 1,4-di-N-oxide derivatives by amines.

6. Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.

7. Synthesis and antiplasmodial activity of 3-furyl and 3-thienylquinoxaline-2-carbonitrile 1,4-di-N-oxide derivatives.