Click chemistry-based synthesis and anticancer activity evaluation of novel C-14 1,2,3-triazole dehydroabietic acid hybrids

doi:10.1016/j.ejmech.2017.07.049

	Click chemistry-based synthesis and anticancer activity evaluation of novel C-14 1,2,3-triazole dehydroabietic acid hybrids
	Hou, Wei 3; Luo, Zhi 4; Zhang, Guanjun 5; Cao, Danhui 3; Li, Di 3; Ruan, Haoqiang 3; Ruan, Benfang Helen 3; Su, Lin 3; Xu, Hongtao 1,2
刊名	EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
	2017-09-29
卷号	138 页码:1042-1052
关键词	Terpenoids Dehydroabietic acid Cancer 1,2,3-triazole Synthesis Click chemistry Drug resistance
ISSN号	0223-5234
DOI	10.1016/j.ejmech.2017.07.049
文献子类	Article
英文摘要	A concise and efficient synthetic approach has been established to readily access a series of novel C-14 1,2,3-triazole-tethered dehydroabietic acid derivatives in moderate to high yields. In vitro anti proliferative activity evaluation indicated that most of the hybrids exhibited potent inhibitory activities in a variety of cancer cell lines with low micromolar to submicromolar IC50 values. Further studies demonstrated that some of these analogues such as 20, 21, and 24 were also effective against adriamycin-resistant MCF-7 clone at low concentrations in a dose-dependent manner. Notably, the most potent compound 24, which possesses a 3-(tert-butoxycarbonylamino)phenyl-substituted triazole moiety, not only exhibited obviously improved IC50 values ranging from 0.7 to 1.2 mu M against a panel of tested cancer cells, but also showed very weak cytotoxicity on normal cells. Preliminary mechanism studies indicated that compound 24 could induce apoptosis in MDA-MB-231 cells and was worth developing into a novel natural product-like anticancer lead by proper structure modification. (C) 2017 Elsevier Masson SAS. All rights reserved.
资助项目	National Natural Science Foundation of NFSC, China[21502114] ; China Post-doctoral Science Foundation, China[2015M581677] ; Open Foundation of the State Key Laboratory of Drug Research, China[SIMM1601KF-05]
WOS关键词	NATURAL-PRODUCTS ; DRUG DISCOVERY ; ABIETIC ACID ; IN-VITRO ; DERIVATIVES ; TRIPTOLIDE ; CANCER ; ANALOGS ; DESIGN ; RING
WOS研究方向	Pharmacology & Pharmacy
语种	英语
出版者	ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
WOS记录号	WOS:000411297000080
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/272476]
专题	药物化学研究室中科院受体结构与功能重点实验室新药研究国家重点实验室
通讯作者	Su, Lin; Xu, Hongtao
作者单位	1.ShanghaiTech Univ, Shanghai Inst Adv Immunochem Studies, Shanghai 201210, Peoples R China; 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 3.Zhejiang Univ Technol, Coll Pharmaceut Sci, Collaborat Innovat Ctr Yangtza River Delta Reg Gr, Hangzhou 310014, Zhejiang, Peoples R China; 4.Shanghai Evergene Biotech Co Ltd, Shanghai 201499, Peoples R China; 5.Tianjin Univ Sci & Technol, Coll Chem Engn & Mat Sci, Tianjin 300457, Peoples R China;
推荐引用方式 GB/T 7714	Hou, Wei,Luo, Zhi,Zhang, Guanjun,et al. Click chemistry-based synthesis and anticancer activity evaluation of novel C-14 1,2,3-triazole dehydroabietic acid hybrids[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2017,138:1042-1052.
APA	Hou, Wei.,Luo, Zhi.,Zhang, Guanjun.,Cao, Danhui.,Li, Di.,...&Xu, Hongtao.(2017).Click chemistry-based synthesis and anticancer activity evaluation of novel C-14 1,2,3-triazole dehydroabietic acid hybrids.EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,138,1042-1052.
MLA	Hou, Wei,et al."Click chemistry-based synthesis and anticancer activity evaluation of novel C-14 1,2,3-triazole dehydroabietic acid hybrids".EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 138(2017):1042-1052.