Synthesis and biological screening of 2′-aryl/benzy1-2-aryl-4-methyl-4′,5-bithiazolyls as possible anti-tubercular and antimicrobial agents

被引：35

作者：

Abhale, Yogita K. ^{[1
,2
]}

Sasane, Amit V. ^{[3
]}

Chavan, Abhijit P. ^{[3
]}

Deshmukh, Keshav K. ^{[1
,2
]}

Kotapalli, Sudha Sravanti ^{[4
]}

Ummanni, Ramesh ^{[4
]}

Sayyad, Sadikali F. ^{[5
]}

Mhaske, Pravin C. ^{[3
]}

机构：

[1] DJM Commerce & BNS Sci Coll, SN Arts, Postgrad Dept Chem, Sangamner 422605, India

[2] DJM Commerce & BNS Sci Coll, SN Arts, Res Ctr, Sangamner 422605, India

[3] SP Mandalis Sir Parashurambhau Coll, Post Grad Dept Chem, Pune 411030, Maharashtra, India

[4] CSIR, Indian Inst Chem Technol, Ctr Chem Biol, Hyderabad 500007, Andhra Pradesh, India

[5] Amrutvahini Coll Pharm, Sangamner 422608, Maharashtra, India

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2015年 / 94卷

关键词：

Bithiazoles; Mycobacterium smegmatis; Antibacterial activity; MYXOBACTERIUM CYSTOBACTER-FUSCUS; BITHIAZOLE-TYPE ANTIBIOTICS; MYCOBACTERIUM-TUBERCULOSIS; 2,4-DISUBSTITUTED THIAZOLES; DERIVATIVES; ACID; CYSTOTHIAZOLES; INHIBITORS; SMEGMATIS; ANALOGS;

D O I：

10.1016/j.ejmech.2015.03.016

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 2'-aryl/benzyl-2-aryl-4-methyl-4',5-bithiazolyl derivatives, 25-64 were synthesized and evaluated for inhibitory activity against Mycobacterium smegmatis MC2 155 strain and antimicrobial activities against four pathogenic bacteria Bacillus subtilis, Staphylococcus aureus, Escherichia coli. and Proteus vulgaris. Among them, compounds 40, 49, 50, and 54 exhibited moderate to good inhibition on the growth of the bacteria Mycobacterium smegmatis at the concentration of 30 mu M. Compounds 26, 40, 44, 54 and 56 exhibited moderate to good antibacterial activity. Compound 5-(2'-(4-fluorobenzyl)thiazol-4'-yl)-2-(4-fluorophenyl)-4-methyl-thiazole (54) exhibited both antitubercular as well as antimicrobial activity against all tested strains. (C) 2015 Elsevier Masson SAS. All rights reserved.

引用

页码：340 / 347

页数：8

共 50 条

[1] Synthesis and reactions of 2-chloro-2-(hydroximino)-1-(4-methyl-2-phenylthiazol-5-yl)ethanone [J].

Abdelhamid, AO ;

Elghandour, AH ;

Ahmed, SA ;

Zaki, YH .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2006, 43 (02) :249-254

[2] Evaluation of the Mycobacterium smegmatis and BCG models for the discovery of Mycobacterium tuberculosis inhibitors [J].

Altaf, Mudassar ;

Miller, Christopher H. ;

Bellows, David S. ;

O'Toole, Ronan .

TUBERCULOSIS, 2010, 90 (06) :333-337

[3] Synthesis and antitubercular activity of imidazo[2,1-b] thiazoles [J].

Andreani, A ;

Granaiola, M ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (09) :743-746

[4]

[Anonymous], 2012, GLOBAL TUBERCULOSIS

[5]

[Anonymous], EUR J MED CHEM

[6]

[Anonymous], 2000, M2A7 NCCLS

[7] Synthesis and biological evaluation of some thiazolyl and thiadiazolyl derivatives of 1H-pyrazole as anti-inflammatory antimicrobial agents [J].

Bekhit, Adnan A. ;

Ashour, Hayam M. A. ;

Ghany, Yasser S. Abdel ;

Bekhit, Alaa El-Din A. ;

Baraka, Azza .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (03) :456-463

[8]

Böhlendorf B, 1999, EUR J ORG CHEM, V1999, P2601

[9] Tuberculosis - Metabolism and respiration in the absence of growth [J].

Boshoff, HIM ;

Barry, CE .

NATURE REVIEWS MICROBIOLOGY, 2005, 3 (01) :70-80

[10] Evaluation of Mycobacterium smegmatis as a possible surrogate screen for selecting molecules active against multi-drug resistant Mycobacterium tuberculosis [J].

Chaturvedi, Vinita ;

Dwivedi, Namrata ;

Tripathi, Rama P. ;

Sinha, Sudhir .

JOURNAL OF GENERAL AND APPLIED MICROBIOLOGY, 2007, 53 (06) :333-337

← 1 2 3 4 5 →