Metal coordination protocol for the synthesis of-2,3-dehydrosilybin and 19-O-demethy1-2,3-dehydrosilybin from silybin and their antitumor activities

doi:10.1016/j.tetlet.2018.03.052

CORC > 成都生物研究所 > 中国科学院成都生物研究所 > 国家天然药物工程技术研究中心 > 天然产物研究

	Metal coordination protocol for the synthesis of-2,3-dehydrosilybin and 19-O-demethy1-2,3-dehydrosilybin from silybin and their antitumor activities
	Wen, Yong-ju 1,2,4; Zhou, Zong-yuan 2,4; Zhang, Guo-lin 4; Lu, Xiao-xia 3,4
刊名	TETRAHEDRON LETTERS
	2018
卷号	59 期号:17 页码:1666-1669
关键词	Silybin 2,3-Dehydrosilybin 19-O-Demethy1-2,3-dehydrosilybin Synthesis Metal chelating Antitumor
ISSN号	0040-4039
DOI	10.1016/j.tetlet.2018.03.052
产权排序	1
文献子类	Article
英文摘要	An efficient and practical method to access bioactive 2,3-dehydrosilybin and 19-O-demethy1-2,3-dehydrosilybin using naturally abundant flavonolignan silybin in the presence of metal salt as a chelating agent is described. The procedure presented here has several advantages including one-pot, synthetic ease, and products in high yields with no side reactions, and large-scale feasibility. The dehydrogenation and demethylation proceed smoothly via a one-pot process using the AlCl3/Pyridine system and 12 as the additive. Furthermore, 2,3-dehydrosilybin and 19-O-demethy1-2,3-dehydrosilybin can inhibit the expression of intracellular mature miRNA-21 with IC50 values of 4.46 mu M and 8.25 mu M, respectively, and show moderate anticancer activities against HeLa cell lines. (C) 2018 Elsevier Ltd. All rights reserved.
学科主题	Chemistry ; Analysis
URL标识	查看原文
WOS关键词	ANTIOXIDANT ACTION ; 2,3-DEHYDROSILYBIN ; FLAVONOLIGNANS ; DERIVATIVES ; CLEAVAGE ; DEMETHYLATION ; MECHANISM ; ETHERS ; ESTER ; DNA
WOS研究方向	Chemistry
语种	英语
出版者	PERGAMON-ELSEVIER SCIENCE LTD
WOS记录号	WOS:000430524700013
内容类型	期刊论文
源URL	[http://210.75.237.14/handle/351003/30715]
专题	国家天然药物工程技术研究中心_天然产物研究
作者单位	1.Yichun Univ, Chem & Biol Bioengn Coll, Yichun 336000, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China; 3.Hainan Normal Univ, Minist Educ, Key Lab Trop Med Plant Chem, Haikou 571127, Hainan, Peoples R China; 4.Chinese Acad Sci, Chengdu Inst Biol, Chengdu 610041, Sichuan, Peoples R China;
推荐引用方式 GB/T 7714	Wen, Yong-ju,Zhou, Zong-yuan,Zhang, Guo-lin,et al. Metal coordination protocol for the synthesis of-2,3-dehydrosilybin and 19-O-demethy1-2,3-dehydrosilybin from silybin and their antitumor activities[J]. TETRAHEDRON LETTERS,2018,59(17):1666-1669.
APA	Wen, Yong-ju,Zhou, Zong-yuan,Zhang, Guo-lin,&Lu, Xiao-xia.(2018).Metal coordination protocol for the synthesis of-2,3-dehydrosilybin and 19-O-demethy1-2,3-dehydrosilybin from silybin and their antitumor activities.TETRAHEDRON LETTERS,59(17),1666-1669.
MLA	Wen, Yong-ju,et al."Metal coordination protocol for the synthesis of-2,3-dehydrosilybin and 19-O-demethy1-2,3-dehydrosilybin from silybin and their antitumor activities".TETRAHEDRON LETTERS 59.17(2018):1666-1669.