Synthesis and evaluation of benzimidazole carbamates bearing indole moieties for antiproliferative and antitubulin activities

被引：145

作者：

Guan, Qi ^{[1
]}

Han, Chunming ^{[1
]}

Zuo, Daiying ^{[2
]}

Zhai, Min'an ^{[1
]}

Li, Zengqiang ^{[2
]}

Zhang, Qian ^{[1
]}

Zhai, Yanpeng ^{[1
]}

Jiang, Xuewei ^{[2
]}

Bao, Kai ^{[1
,3
,4
]}

Wu, Yingliang ^{[2
]}

Zhang, Weige ^{[1
]}

机构：

[1] Shenyang Pharmaceut Univ, Minist Educ, Key Lab Struct Based Drug Design & Discovery, Shenyang 110016, Peoples R China

[2] Shenyang Pharmaceut Univ, Dept Pharmacol, Shenyang 110016, Peoples R China

[3] Beth Israel Deaconess Med Ctr, Dept Med, Div Hematol Oncol, Boston, MA 02215 USA

[4] Harvard Univ, Sch Med, Boston, MA 02215 USA

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 87卷

基金：

中国国家自然科学基金;

关键词：

Synthesis; Antiproliferative activity; Tubulin; Benzimidazole carbamates; Indole; Docking; IN-VITRO; BETA-TUBULIN; BINDING-SITE; CANCER; DESIGN; INHIBITORS;

D O I：

10.1016/j.ejmech.2014.09.071

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel benzimidazole carbamates bearing indole moieties with sulphur or selenium atoms connecting the aromatic rings were synthesised and evaluated for their antiproliferative activities against three human cancer cell lines (SGC-7901. A-549 and HT-1080) using an MTT assay. Compounds 10a, 10b, 7a, 7b and 7f showed significant activities against these cell lines. The most potent compound in this series, 10a, was selected to investigate its antitumour mechanism. In addition, molecular docking studies suggested that compound 10a interacts very closely with the nocodazole docking pose through hydrogen bonds at the colchicine binding site of tubulin. (C) 2014 Elsevier Masson SAS. All rights reserved.

引用

页码：306 / 315

页数：10

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