Literature DB >> 12713824

Synthesis and antimycobacterial activity of new quinoxaline-2-carboxamide 1,4-di-N-oxide derivatives.

Belén Zarranz1, Andrés Jaso, Ignacio Aldana, Antonio Monge.   

Abstract

As a continuation of our research and with the aim of obtaining new antituberculosis agents which can improve the current chemotherapeutic antituberculosis treatments, new series of quinoxaline-2-carboxamide 1,4-di-N-oxide derivatives were synthesized and evaluated for in vitro antituberculosis activity against Mycobacterium tuberculosis strain H(37)Rv, using the radiometric BACTEC 460-TB methodology. Active compounds were also screened by serial dilution to assess toxicity to a VERO cell line. The results indicate that some compounds exhibited a good antituberculosis activity and the arylcarboxamide analogues 3, 8, and 9 were the most active compounds (EC(90)/MIC1). Also, the cytotoxic effects indicate that these compounds have a good Selectivity Index (SI).

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Year:  2003        PMID: 12713824     DOI: 10.1016/s0968-0896(03)00119-6

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


  17 in total

Review 1.  Some nontoxic metal-based drugs for selected prevalent tropical pathogenic diseases.

Authors:  Saliu A Amolegbe; Caroline A Akinremi; Sheriff Adewuyi; Amudat Lawal; Mercy O Bamigboye; Joshua A Obaleye
Journal:  J Biol Inorg Chem       Date:  2016-11-30       Impact factor: 3.358

2.  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

3.  Efficacy of quinoxaline-2-carboxylate 1,4-di-N-oxide derivatives in experimental tuberculosis.

Authors:  Esther Vicente; Raquel Villar; Asunción Burguete; Beatriz Solano; Silvia Pérez-Silanes; Ignacio Aldana; Joseph A Maddry; Anne J Lenaerts; Scott G Franzblau; Sang-Hyun Cho; Antonio Monge; Robert C Goldman
Journal:  Antimicrob Agents Chemother       Date:  2008-07-14       Impact factor: 5.191

4.  In vitro and in vivo antimycobacterial activities of ketone and amide derivatives of quinoxaline 1,4-di-N-oxide.

Authors:  Raquel Villar; Esther Vicente; Beatriz Solano; Silvia Pérez-Silanes; Ignacio Aldana; Joseph A Maddry; Anne J Lenaerts; Scott G Franzblau; Sang-Hyun Cho; Antonio Monge; Robert C Goldman
Journal:  J Antimicrob Chemother       Date:  2008-05-23       Impact factor: 5.790

Review 5.  New small-molecule synthetic antimycobacterials.

Authors:  Lluis Ballell; Robert A Field; Ken Duncan; Robert J Young
Journal:  Antimicrob Agents Chemother       Date:  2005-06       Impact factor: 5.191

6.  Ethyl 1''-benzyl-2''-oxo-2',3',5',6',7',7a'-hexa-hydro-1'H-di-spiro-[indeno-[1,2-b]quinoxaline-11,2'-pyrrolizine-3',3''-indoline]-1'-carboxyl-ate monohydrate.

Authors:  Piskala Subburaman Kannan; Srinu Lanka; Sathiah Thennarasu; Gopal Vimala; Arunachalathevar Subbiahpandi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-05-11

7.  Ethyl 1''-benzyl-1'-methyl-2''-oxodi-spiro-[indeno-[1,2-b]quinoxaline-11,3'-pyrrolidine-2',3''-indoline]-4'-carboxyl-ate.

Authors:  Piskala Subburaman Kannan; Srinu Lanka; Sathiah Thennarasu; Elumalai Govindan; Arunachalathevar Subbiahpandi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-05-04

8.  In vitro inhibitory and cytotoxic activity of MFM 501, a novel codonopsinine derivative, against Methicillin-Resistant Staphylococcus aureus clinical isolates.

Authors:  Saiful Azmi Johari; Mastura Mohtar; Sharifah Aminah Syed Mohammad; Rohana Sahdan; Zurina Shaameri; Ahmad Sazali Hamzah; Mohd Fazli Mohammat
Journal:  Biomed Res Int       Date:  2015-02-01       Impact factor: 3.411

9.  Crystal structure of ethyl (2S,2'R)-1'-benzyl-3-oxo-3H-di-spiro-[1-benzo-thio-phene-2,3'-pyrrolidine-2',11''-indeno[1,2-b]quinoxaline]-4'-carboxyl-ate.

Authors:  J Govindaraj; R Raja; M Suresh; R Raghunathan; A SubbiahPandi
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-02-21

10.  {1'-Phenyl-1',2',5',6',7',7a'-hexa-hydro-spiro-[indeno-[1,2-b]quinoxaline-11,3'-pyrrolizin]-2'-yl}(p-tol-yl)methanone.

Authors:  T Srinivasan; S Suhitha; S Purushothaman; R Raghunathan; D Velmurugan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-07-18
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