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学科主题: 生命有机化学
题名: Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families
其他题名: Total synthesis and antiviral activity of indolosesquiterpenoids from the xiamycin and oridamycin families
作者: 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 J1; Zhong J(钟劲)1; Li A(李昂)1
通讯作者: 李昂
刊名: Nat. Commun.
发表日期: 2015
DOI: 10.1038/ncomms7096
卷: 6, 页:6096
收录类别: SCI
文章类型: 论文
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.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000350196900002
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39490
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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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

Recommended Citation:
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.
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