Synthesis and cytotoxic activity of novel 1-((indol-3-yl)methyl)-1H-imidazolium salts
Xu, Xiao-Liang1; Wang, Jia1; Yu, Chun-Lei2; Chen, Wen1; Li, Ying-Chao1; Li, Yan2; Zhang, Hong-Bin1; Yang, Xiao-Dong1; Li,Y (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650204,Peoples R China.; liyanb@mail.kib.ac.cn; zhanghbyd@gmail.com; xdyang@ynu.edu.cn
2014-11-01
发表期刊BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN0960-894X
卷号24期号:21页码:4926-4930
摘要A series of novel 1-((indol-3-yl) methyl)-1H-imidazolium salts were prepared and evaluated in vitro against a panel of human tumor cell lines. The results suggest that the 5,6-dimethyl-benzimidazole ring, and substitution of the imidazolyl-3-position with a naphthylacyl or 4-bromophenacyl group, were vital for modulating inhibitory activity of cell growth. In particular, 1-((N-Boc-indol-3-yl)methyl)-3-(2-naphthylacyl)-1H-5,6-dimethyl-benzimidazolium bromide was found to be the most potent derivative and more selective against myeloid liver carcinoma (SMMC-7721), lung carcinoma (A549) and breast carcinoma (MCF-7), with IC50 values 1.9-fold, 1.7-fold and 4.8-fold lower than DDP. This compound can induce significant cell apoptosis in SMMC-7721 cells. (C) 2014 Elsevier Ltd. All rights reserved. NH
关键词Indole Imidazolium Salts Structure-activity Relationships Cell Apoptosis
资助信息Program for Changjiang Scholars and Innovative Research Team in University [IRT13095]; Natural Science Foundation of China [21462049, 21332007]; Yunnan Province [2013FA028, 2012FB113, 2010GA014]; Project of Recruited Top Talent of Sciences and Technology of Yunnan Province [2009C1120]; 100 Talents Program of Chinese Academy of Science
收录类别SCI ; IC
语种英语
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文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/18379
专题植物化学与西部植物资源持续利用国家重点实验室
通讯作者Li,Y (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650204,Peoples R China.; liyanb@mail.kib.ac.cn; zhanghbyd@gmail.com; xdyang@ynu.edu.cn
作者单位1.Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Peoples R China
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Xu, Xiao-Liang,Wang, Jia,Yu, Chun-Lei,et al. Synthesis and cytotoxic activity of novel 1-((indol-3-yl)methyl)-1H-imidazolium salts[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,2014,24(21):4926-4930.
APA Xu, Xiao-Liang.,Wang, Jia.,Yu, Chun-Lei.,Chen, Wen.,Li, Ying-Chao.,...&xdyang@ynu.edu.cn.(2014).Synthesis and cytotoxic activity of novel 1-((indol-3-yl)methyl)-1H-imidazolium salts.BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,24(21),4926-4930.
MLA Xu, Xiao-Liang,et al."Synthesis and cytotoxic activity of novel 1-((indol-3-yl)methyl)-1H-imidazolium salts".BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 24.21(2014):4926-4930.
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