Synthesis and antitumor activity of aza-brazilan derivatives containing imidazolium salt pharmacophores

doi:10.1039/c9md00112c

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 aza-brazilan derivatives containing imidazolium salt pharmacophores
	Huang, Mingqin 1; Duan, Shengzu 1; Ma, Xueqiong 1; Cai, Bicheng 1,2; Wu, Dongmei 1,2; Li, Yan2 ; Li, Liang 1; Zhang, Hongbin 1; Yang, Xiaodong 1
刊名	MEDCHEMCOMM
	2019-06-01
卷号	10 期号:6 页码:1027-1036
ISSN号	2040-2503
DOI	10.1039/c9md00112c
通讯作者	Li, Yan(liyanb@mail.kib.ac.cn) ; Li, Liang(liliang5758@sina.com) ; Yang, Xiaodong(xdyang@ynu.edu.cn)
英文摘要	The synthesis of a series of novel aza-brazilan derivatives containing imidazolium salt pharmacophores is presented. The biological activity of such imidazolium salts was further evaluated in vitro against a panel of human tumor cell lines. The results suggest that the electron-withdrawing group on the aza-brazilan moiety, substituted 5,6-dimethyl-benzimidazole ring and substitution of the imidazolyl-3-position with a 4-methylbenzyl group were essential for modulating the cytotoxic activity. Compounds 55 and 39, bearing a 4-methylbenzyl substituent at position-3 of 5,6-dimethyl-benzimidazole, were found to be the most potent compounds with IC50 values of 0.52-1.30 mu M and 0.56-1.51 mu M against four human tumor cell lines investigated. Particularly, compound 57 exhibited inhibitory activity against the MCF-7 cell line with an IC50 value of 0.35 mu M and was 56-fold more sensitive than DDP. Moreover, compound 55 inhibited cell proliferation through inducing G0/G1 cell cycle arrest and apoptosis in SMMC-7721 cells.
WOS研究方向	Biochemistry & Molecular Biology ; Pharmacology & Pharmacy
语种	英语
WOS记录号	WOS:000472215900017
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/67183]
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; Li, Liang; Yang, Xiaodong
作者单位	1.Yunnan Univ, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource, Minist Educ & Yunnan Prov, Kunming 650091, Yunnan, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Yunnan, Peoples R China
推荐引用方式 GB/T 7714	Huang, Mingqin,Duan, Shengzu,Ma, Xueqiong,et al. Synthesis and antitumor activity of aza-brazilan derivatives containing imidazolium salt pharmacophores[J]. MEDCHEMCOMM,2019,10(6):1027-1036.
APA	Huang, Mingqin.,Duan, Shengzu.,Ma, Xueqiong.,Cai, Bicheng.,Wu, Dongmei.,...&Yang, Xiaodong.(2019).Synthesis and antitumor activity of aza-brazilan derivatives containing imidazolium salt pharmacophores.MEDCHEMCOMM,10(6),1027-1036.
MLA	Huang, Mingqin,et al."Synthesis and antitumor activity of aza-brazilan derivatives containing imidazolium salt pharmacophores".MEDCHEMCOMM 10.6(2019):1027-1036.