Discovery of novel phenoxyacetic acid derivatives as antimycobacterial agents

被引：48

作者：

Ali, Mohamed Ashraf ^{[1
]}

Shaharyar, Mohammad ^{[1
]}

机构：

[1] Jamia Hamdard, Dept Pharmaceut Chem, Fac Pharm, New Delhi 110062, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2007年 / 15卷 / 05期

关键词：

mycobacterial agents; phenoxy acetic acid;

D O I：

10.1016/j.bmc.2007.01.006

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of 2-{4-[1-amino(thioxo)methyl-5-(substituted phenyl)-4,5-dihydro-1H-3-pyrazolyl]-2-methoxyphenoxy) acetic acid and 2-{4-[1-carbamoyl-5-(substituted phenyl)-4,5-dihydro-1H-3-pyrazolyl]-2-methoxyphenoxy acetic acid were synthesized and the in vitro activity of the synthesized compounds against Mycobacterium tuberculosis H37Rv (MTB) and INH-resistant M. tuberculosis (INHR-MTB) was studied. Among the synthesized compounds, compound (3f) 2{-[4-(1-carbamoyl-5-(chlorophenyl)-4,5-dihydro-1H-3-pyrazolyl]-2-methoxyphenoxy acetic acid was found to be the most active against M. tuberculosis H37Rv (MTB) and INH-resistant M. tuberculosis (INHR-MTB) with minimum inhibitory concentration of 0.06 mu g/ml. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：1896 / 1902

页数：7

共 12 条

[1] TUBERCULOSIS IN PATIENTS WITH HUMAN-IMMUNODEFICIENCY-VIRUS INFECTION [J].

BARNES, PF ;

BLOCH, AB ;

DAVIDSON, PT ;

SNIDER, DE .

NEW ENGLAND JOURNAL OF MEDICINE, 1991, 324 (23) :1644-1650

[2] TUBERCULOSIS - COMMENTARY ON A REEMERGENT KILLER [J].

BLOOM, BR ;

MURRAY, CJL .

SCIENCE, 1992, 257 (5073) :1055-1064

[3] Microplate Alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium [J].

Collins, LA ;

Franzblau, SG .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1997, 41 (05) :1004-1009

[4] A continuing survey of drug-resistant tuberculosis, New York City, April 1994 [J].

Fujiwara, PI ;

Cook, SV ;

Rutherford, CM ;

Crawford, JT ;

Glickman, SE ;

Kreiswirth, BN ;

Sachdev, PS ;

Osahan, SS ;

Ebrahimzadeh, A ;

Frieden, TR .

ARCHIVES OF INTERNAL MEDICINE, 1997, 157 (05) :531-536

[5] Synthesis and antimycobacterial activity of 6-arylpurines:: The requirements for the N-9 substituent in active antimycobacterial purines [J].

Gundersen, LL ;

Nissen-Meyer, J ;

Spilsberg, B .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (06) :1383-1386

[6] DOES PYRAZINOIC ACID AS AN ACTIVE MOIETY OF PYRAZINAMIDE HAVE SPECIFIC ACTIVITY AGAINST MYCOBACTERIUM-TUBERCULOSIS [J].

HEIFETS, LB ;

FLORY, MA ;

LINDHOLMLEVY, PJ .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1989, 33 (08) :1252-1254

[7] Synthesis, characterization of novel coupling products and 4-arylhydrazono-2-pyrazoline-5-ones as potential antimycobacterial agents [J].

Küçükgüzel, SG ;

Rollas, S .

FARMACO, 2002, 57 (07) :583-587

[8]

Nauduri D, 1998, CHEM PHARM BULL, V46, P1254, DOI 10.1248/cpb.46.1254

[9] ANTITUBERCULAR ACTIVITY OF SUBSTITUTED 5-OXO-1-THIOCARBAMOYL-3-PYRAZOLINE-4-ALKANOIC ACID-DERIVATIVES [J].

SANTILLI, AA ;

KIM, DH ;

GREGORY, FJ .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1975, 64 (06) :1057-1058

[10] 'Multidrug'-resistant tuberculosis - It is time to focus on the private sector of medicine [J].

Sbarbaro, JA .

CHEST, 1997, 111 (05) :1149-1151

← 1 2 →