Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families

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	Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families
	Meng ZC(孟占朝)1; Yu HX(于海昕)1; Li L(李莉)1; Tao WY(陶万银)1; Chen H(陈浩)1; Wan M(万明)1; Yang P(杨鹏)1; EDMONDS DAVID J 1; Zhong J(钟劲)1; Li A(李昂)1
刊名	Nat. Commun.
	2015
卷号	6 页码:6096
其他题名	Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families
通讯作者	李昂
英文摘要	Indolosesquiterpenoids are a growing class of natural products that exhibit a wide range of biological activities. Here, we report the total syntheses of xiamycin A and oridamycins A and B, indolosesquiterpenoids isolated from Streptomyces. Two parallel strategies were exploited to forge the carbazole core: 6p-electrocyclization/aromatization and indole C2-H bond activation/Heck annulation. The construction of their trans-decalin motifs relied on two diastereochemically complementary radical cyclization reactions mediated by Ti(III) and Mn(III), respectively. The C23 hydroxyl of oridamycin B was introduced by an sp(3) C-H bond oxidation at a late stage. On the basis of the chemistry developed, the dimeric congener dixiamycin C has been synthesized for the first time. Evaluation of the antiviral activity of these compounds revealed that xiamycin A is a potent agent against herpes simplex virus-1 (HSV-1) in vitro.
学科主题	生命有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1038/ncomms7096
语种	英语
WOS记录号	WOS:000350196900002
内容类型	期刊论文
源URL	[http://ir.sioc.ac.cn/handle/331003/39490]
专题	上海有机化学研究所_生命有机化学国家重点实验室
作者单位	1.中科院上海有机化学研究所, 生命有机化学国家重点实验室 2.中科院上海生命科学研究院 3.辉瑞全球研发中心 4.南京化学生命科学协同创新中心
推荐引用方式 GB/T 7714	Meng ZC,Yu HX,Li L,et al. Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families[J]. Nat. Commun.,2015,6:6096.
APA	孟占朝.,于海昕.,李莉.,陶万银.,陈浩.,...&李昂.(2015).Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families.Nat. Commun.,6,6096.
MLA	孟占朝,et al."Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families".Nat. Commun. 6(2015):6096.