Design, synthesis and antifungal activity of isosteric analogues of benzoheterocyclic N-myristoyltransferase inhibitors

被引：50

作者：

Sheng, Chunquan ^{[1
]}

Xu, Hui ^{[1
]}

Wang, Wenya ^{[1
]}

Cao, Yongbing ^{[1
]}

Dong, Guoqiang ^{[1
]}

Wang, Shengzheng ^{[1
]}

Che, Xiaoying ^{[1
]}

Ji, Haitao ^{[2
,3
,4
]}

Miao, Zhenyuan ^{[1
]}

Yao, Jianzhong ^{[1
]}

Zhang, Wannian ^{[1
]}

机构：

[1] Second Mil Med Univ, Sch Pharm, Shanghai 200433, Peoples R China

[2] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA

[3] Northwestern Univ, Dept Biochem Mol Biol & Chem Biol, Evanston, IL 60208 USA

[4] Northwestern Univ, Ctr Drug Discovery & Chem Biol, Evanston, IL 60208 USA

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 09期

基金：

中国国家自然科学基金;

关键词：

Benzoxazole; Indole; N-Myristoyltransferase inhibitors; Antifungal activity; CANDIDA-ALBICANS; SELECTIVE INHIBITORS; MOLECULAR DOCKING; DIPEPTIDE AMIDES; MYRISTIC ACID; AGENTS; POTENT; BENZOFURANS; MYRISTOYLATION; DERIVATIVES;

D O I：

10.1016/j.ejmech.2010.03.007

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

N-myristoyltransferase (NMT) has been a promising new target for the design of novel antifungal agents with new mode of action. A series of benzoxazole and indole derivatives were designed and synthesized as isosteric analogues of benzoheterocyclic NMT Inhibitors. In vitro antifungal assay indicated that the benzoxazole derivatives were far more potent than the indoles. Molecular docking studies revealed that the hydrogen bonding interaction between the benzoheterocyclic core and NMT might be essential in the orientation of the inhibitor to a proper position. The antifungal activity of benzoxazole derivative 8f was comparable or superior to that of fluconazole, which can serve as a good starting point for further studies of structural diversity of the benzoheterocyclic NMT inhibitors. (C) 2010 Elsevier Masson SAS. All rights reserved.

引用

页码：3531 / 3540

页数：10

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