Synthesis and antitumor activity of novel steroidal imidazolium salt derivatives

doi:10.1016/j.ejmech.2019.02.025

CORC > 昆明植物研究所 > 中国科学院昆明植物研究所 > 植物化学与西部植物资源持续利用国家重点实验室

	Synthesis and antitumor activity of novel steroidal imidazolium salt derivatives
	Deng, Guogang 1,2; Zhou, Bei 1,2,4; Wang, Jing 1,2; Chen, Zhuo 1,2; Gong, Liang 3; Gong, Yaxiao 3; Wu, Dongmei 3; Li, Yan3 ; Zhang, Hongbin 1,2; Yang, Xiaodong 1,2
刊名	EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
	2019-04-15
卷号	168 页码:232-252
关键词	Diosgenin Cholesterol Dehydroepiandrosterone Imidazolium salt Antitumor activities Structure-activity relationships
ISSN号	0223-5234
DOI	10.1016/j.ejmech.2019.02.025
通讯作者	Li, Yan(liyanb@mail.kib.ac.cn) ; Zhang, Hongbin(zhanghb@ynu.edu.cn) ; Yang, Xiaodong(xdyang@ynu.edu.cn)
英文摘要	Sixty-one novel steroidal imidazolium salt derivatives were synthesized and evaluated in vitro against a panel of human tumor cell lines. The results showed that diosgenin-imidazolium salt derivatives displayed much higher cytotoxic activities than cholesterol-imidazolium salts and dehydroepiandrosterone-imidazolium salts. The SARs results suggested that the existence of substituted 5,6-dimethyl-benzimidazoles or benzimidazole ring and substitution of the imidazolyl-3 alpha-position with a 2-bromobenzyl or 2-naphthylmethyl group could be critical for promoting cytotoxic activity. Diosgenin-imidazolium salt a30 was found to be the most potent compound with IC(50 )values of 0.44-0.79 mu M against five human tumor cell lines. Compound a24 showed inhibitory activity selectively against SMMC7721 cell lines with IC50 value of 0.21 mu M and 54-fold more sensitive to DDP. Moreover, compound a30 inhibited cell proliferation through inducing the G0/G1 cell cycle arrest and apoptosis in SMMC-7721 cells. (C) 2019 Elsevier Masson SAS. All rights reserved.
WOS研究方向	Pharmacology & Pharmacy
语种	英语
WOS记录号	WOS:000463120300018
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/67597]
专题	昆明植物研究所_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, Yan; Zhang, Hongbin; Yang, Xiaodong
作者单位	1.Yunnan Univ, Key Lab Med Chem Nat Resource, Minist Educ, Kunming 650091, Yunnan, Peoples R China 2.Yunnan Univ, Sch Chem Sci & Technol, 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 4.Southwest Forestry Univ, Key Lab Forest Resources Conservat & Utilisat Sou, Minist Educ, Kunming, Yunnan, Peoples R China
推荐引用方式 GB/T 7714	Deng, Guogang,Zhou, Bei,Wang, Jing,et al. Synthesis and antitumor activity of novel steroidal imidazolium salt derivatives[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2019,168:232-252.
APA	Deng, Guogang.,Zhou, Bei.,Wang, Jing.,Chen, Zhuo.,Gong, Liang.,...&Yang, Xiaodong.(2019).Synthesis and antitumor activity of novel steroidal imidazolium salt derivatives.EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,168,232-252.
MLA	Deng, Guogang,et al."Synthesis and antitumor activity of novel steroidal imidazolium salt derivatives".EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 168(2019):232-252.