Synthesis and anti-mycobacterial activity of (E)-N′-(monosubstituted-benzylidene)isonicotinohydrazide derivatives

被引：99

作者：

da Silva Lourenco, Maria Cristina ^{[2
]}

Ferreira, Marcelle de Lima ^{[1
]}

Nora de Souza, Marcus Vinicius ^{[1
]}

Peralta, Monica Amado ^{[1
]}

Alves Vasconcelos, Thatyana Rocha ^{[3
]}

Henriques, Maria das Gracas M. O. ^{[1
]}

机构：

[1] Inst Tecnol Farmacos, Fundacao Oswaldo Cruz, BR-21041250 Rio De Janeiro, Brazil

[2] Inst Pesquisas Clin Evandro Chagas, Dept Bacteriol, Fundacao Oswaldo Cruz, Rio De Janeiro, Brazil

[3] Univ Fed Fluminense, Inst Quim, Dept Quim Organ, BR-24020150 Rio De Janeiro, Brazil

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2008年 / 43卷 / 06期

关键词：

isoniazid; derivatives; anti-mycobacterial; Mycobacterium tuberculosis;

D O I：

10.1016/j.ejmech.2007.08.003

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 22 (E)-N'-(monosubstituted-benzylidene)isonicotinohydrazide derivatives have been synthesized and evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H37RV using Alamar Blue susceptibility test and the activity expressed as the minimum inhibitory concentration (MIC) in mu g/mL. Compounds 2f, 2g, 2j, 2k and 2q exhibited a significant activity (0.31-0.62 mu g/mL) when compared with first line drugs such as isoniazid (INH) and rifampicin (RIP) and could be a good starting point to develop new lead compounds in the fight against multi-drug resistant tuberculosis. (c) 2007 Elsevier Masson SAS. All rights reserved.

引用

页码：1344 / 1347

页数：4

共 34 条

[1] New small-molecule synthetic antimycobacterials [J].

Ballell, L ;

Field, RA ;

Duncan, K ;

Young, RJ .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2005, 49 (06) :2153-2163

[2] Nickel(II) 2,6-diacetylpyridine bis(isonicotinoylhydrazonate) and bis(benzoylhydrazonate) complexes:: Structure and antimycobacterial evaluation.: Part XI [J].

Bottari, B ;

Maccari, R ;

Monforte, F ;

Ottanà, R ;

Vigorita, MG ;

Bruno, G ;

Nicolò, F ;

Rotondo, A ;

Rotondo, E .

BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (08) :2203-2211

[3]

CANETTI G, 1963, Rev Tuberc Pneumol (Paris), V27, P217

[4]

de Souza Marcus Vinicius Nora, 2006, Recent Pat Antiinfect Drug Discov, V1, P33, DOI 10.2174/157489106775244163

[5]

FENECH G, 1958, Farmaco Sci, V13, P681

[6] SYNTHETIC TUBERCULOSTATS .9. DIALKYL DERIVATIVES OF ISONICOTINYLHYDRAZINE [J].

FOX, HH ;

GIBAS, JT .

JOURNAL OF ORGANIC CHEMISTRY, 1955, 20 (01) :60-69

[7] Rapid, low-technology MIC determination with clinical Mycobacterium tuberculosis isolates by using the microplate Alamar Blue assay [J].

Franzblau, SG ;

Witzig, RS ;

McLaughlin, JC ;

Torres, P ;

Madico, G ;

Hernandez, A ;

Degnan, MT ;

Cook, MB ;

Quenzer, VK ;

Ferguson, RM ;

Gilman, RH .

JOURNAL OF CLINICAL MICROBIOLOGY, 1998, 36 (02) :362-366

[8] Understanding the action of INH on a highly INH-resistant Mycobacterium tuberculosis strain using GeneChips [J].

Fu, Li M. ;

Shinnick, Thomas M. .

TUBERCULOSIS, 2007, 87 (01) :63-70

[9] Isonicotinoylhydrazone analogs of isoniazid: Relationship between superoxide scavenging and tuberculostatic activities [J].

Georgieva, N ;

Gadjeva, V .

BIOCHEMISTRY-MOSCOW, 2002, 67 (05) :588-591

[10]

ISHIKAWA M, 1953, ANN REP SHIONOGI RES, P1

← 1 2 3 4 →