Design and synthesis of 1H-1,2,3-triazoles derived from econazole as antitubercular agents

被引：50

作者：

Kim, Suhyun ^{[1
,2
]}

Cho, Sang-Nae ^{[3
,4
]}

Ohc, Taegwon ^{[3
,4
]}

Kim, Pilho ^{[1
]}

机构：

[1] Korea Res Inst Chem Technol, Canc & Infect Dis Therapeut Res Grp, Taejon 305606, South Korea

[2] Kyung Hee Univ, Coll Pharm, Seoul, South Korea

[3] Yonsei Univ, Coll Med, Dept Microbiol, Seoul 120749, South Korea

[4] Yonsei Univ, Coll Med, Inst Immunol & Immunol Dis, Seoul 120749, South Korea

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2012年 / 22卷 / 22期

基金：

新加坡国家研究基金会;

关键词：

Tuberculosis; Econazole; Triazole; Click chemistry; Microwave-assisted reactions; INHIBITORS; TUBERCULOSIS;

D O I：

10.1016/j.bmcl.2012.09.041

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Econazole has been known to be active against Mycobacterium tuberculosis. We have designed and synthesized 1H-1,2,3-triazoles derived from econazole as antitubercular agents. The majority of triazole derivatives have been prepared by microwave-assisted click chemistry. It turned out that all of the prepared triazoles had no antifungal activities. However, most of the hydroxy-triazoles (6a and 10) apparently turned out to have antitubercular activities. Overall, hydroxy-triazoles 10 were more active than their corresponding ether-triazoles 11. While the MIC value of hydroxy-triazole 10d was as good as econazole (16 mu g/mL), the MIC value of 10a was two-fold more active than econazole, suggesting that this 1H-1,2,3-triazole scaffold (3) could be further optimized to develop Mtb specific agents. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：6844 / 6847

页数：4

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