Literature DB >> 12008050

Novel substituted quinoxaline 1,4-dioxides with in vitro antimycobacterial and anticandida activity.

Antonio Carta1, Giuseppe Paglietti, Mohammad E Rahbar Nikookar, Paolo Sanna, Leonardo Sechi, Stefania Zanetti.   

Abstract

Thirty-six 6(7)-substituted-3-methyl- or 3-halogenomethyl-2-phenylthio-phenylsulphonyl-chloro-quinoxaline 1,4-dioxides belonging to series 3-6 were synthesised and submitted to a preliminary in vitro evaluation for antimycobacterial, anticandida and antibacterial activities. Antitubercular screening showed a generally good activity of 3-methyl-2-phenylthioquinoxaline 1,4-dioxides (3d,e,h-j) against Mycobacterium tuberculosis, and exhibited MIC between 0.39 and 0.78 microg mL(-1) (rifampicin MIC=0.25 microg mL(-1)), whereas in compounds 4d,e, 5a,b,d,e,l and 6b-e,j,l MIC ranged between 1.56 and 6.25 microg mL(-1). Results of the antibacterial and anticandida screening showed that 6e and 6l exhibited MIC=0.4 and 1.9 microg mL(-1), respectively, against Candida krusei (miconazole MIC=0.9 microg mL(-1)), and 4i, 5b,d, 6e, MIC=3.9 microg mL(-1) against Candida glabrata (miconazole MIC=0.4 microg mL(-1)), while compounds 3d,l, 5e,l, and 6b,d,e,l showed MIC=15.6 microg mL(-1) against Vibrio alginolyticus.

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Year:  2002        PMID: 12008050     DOI: 10.1016/s0223-5234(02)01346-6

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  13 in total

1.  E-2-[3-(3,4-dichlorophenyl)-1-oxo-2-propenyl]-3-methylquinoxaline-1,4-dioxide: a lead antitubercular agent which alters mitochondrial respiration in rat liver.

Authors:  Umashankar Das; Swagatika Das; Brian Bandy; Dennis K J Gorecki; Jonathan R Dimmock
Journal:  Eur J Med Chem       Date:  2010-07-24       Impact factor: 6.514

Review 2.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

3.  Anti-Mycobacterium tuberculosis Activity of Esters of Quinoxaline 1,4-Di-N-Oxide.

Authors:  Isidro Palos; Julieta Luna-Herrera; Edgar E Lara-Ramírez; Alejandra Loera-Piedra; Emanuel Fernández-Ramírez; Ma Guadalupe Aguilera-Arreola; Alma D Paz-González; Antonio Monge; Baojie Wan; Scott Franzblau; Gildardo Rivera
Journal:  Molecules       Date:  2018-06-15       Impact factor: 4.411

4.  Studies on log Po/w of quinoxaline di-N-oxides: a comparison of RP-HPLC experimental and predictive approaches.

Authors:  Elsa Moreno; Elisabetta Gabano; Enrique Torres; James A Platts; Mauro Ravera; Ignacio Aldana; Antonio Monge; Silvia Pérez-Silanes
Journal:  Molecules       Date:  2011-09-13       Impact factor: 4.411

5.  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

Review 6.  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

7.  In vitro antimicrobial activities of animal-used quinoxaline 1,4-di-N-oxides against mycobacteria, mycoplasma and fungi.

Authors:  Yan Zhao; Guyue Cheng; Haihong Hao; Yuanhu Pan; Zhenli Liu; Menghong Dai; Zonghui Yuan
Journal:  BMC Vet Res       Date:  2016-09-06       Impact factor: 2.741

8.  Synthesis, In-Vitro Activity and Metabolic Properties of Quinocetone and Structurally Similar Compounds.

Authors:  Keyu Zhang; Chunmei Wang; Xiaoyang Wang; Haihong Zheng; Juan Zhao; Mi Wang; Sui Xiao; Chenzhong Fei; Wenli Zheng; Lifang Zhang; Feiqun Xue
Journal:  Iran J Pharm Res       Date:  2017       Impact factor: 1.696

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

Authors:  Lidia M Lima; Esther Vicente; Beatriz Solano; Silvia Pérez-Silanes; Ignacio Aldana; Antonio Monge
Journal:  Molecules       Date:  2008-01-17       Impact factor: 4.411

10.  Voltammetric Study of Some 3-Aryl-quinoxaline-2-carbonitrile 1,4-di-N-oxide Derivatives with Anti-Tumor Activities.

Authors:  Eric M Miller; Qing Xia; Mariah E Cella; Austin W Nenninger; Monica N Mruzik; Krystina A Brillos-Monia; Yong Zhou Hu; Rong Sheng; Christina M Ragain; Philip W Crawford
Journal:  Molecules       Date:  2017-08-31       Impact factor: 4.411

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