Synthesis and biological evaluation of novel 3-benzylcoumarin-imidazolium salts

被引：10
作者：
Wang, Xue-Quan [1 ]
Chen, Xue-Bing [1 ]
Ye, Ping-Ting [1 ]
Yang, Zhi-Xin [1 ]
Bai, Meng-Jiao [1 ]
Duan, Su-Yue [1 ]
Li, Yan [3 ]
Yang, Xiao-Dong [2 ]
机构：
[1] Honghe Univ, Sch Sci, Key Lab Nat Pharmaceut & Chem Biol Yunnan Prov, Mengzi 661100, Yunnan, Peoples R China
[2] Yunnan Univ, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource, Minist Educ & Yunnan Prov, Kunming 650091, Yunnan, Peoples R China
[3] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Yunnan, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2020年 / 30卷 / 04期
基金：
中国国家自然科学基金;
关键词：
3-Benzylcoumarin; Imidazolium salts; Biological evaluation; Cytotoxic activity; Structure-activity relationships; CYTOTOXIC ACTIVITY; ANTITUMOR-ACTIVITY; COUMARIN DERIVATIVES; RECEPTOR; ANTAGONISTS; SCAFFOLD; DESIGN; POTENT; SERIES;
D O I：
10.1016/j.bmcl.2019.126896
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of novel 3-benzylcoumarin-imidazolium salts were prepared and evaluated in vitro against a panel of human tumor cell lines. The results showed that the existence of 5,6-dimethyl-benzimidazole ring and substitution of the imidazolyl-3-position with a naphthylacyl group were vital for modulating cytotoxic activity. Notably, compound 38 was found to be the most potent derivative with IC50 values of 2.04-4.51 mu M against five human tumor cell lines, while compound 34 were more selective to SW-480 cell lines with IC50 value 40.0-fold lower than DDP. Mechanism of action studies indicated that compound 38 can cause the G0/G1 phase cell cycle arrest and apoptosis in SMMC-7721 cell lines.
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页数：6
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