Enantiomers of an Indole Alkaloid Containing Unusual Dihydrothiopyran and 1,2,4-Thiadiazole Rings from the Root of Isatis indigotica

被引：87

作者：

Chen, Minghua ^{[1
,2
]}

Lin, Sheng ^{[1
,2
]}

Li, Li ^{[1
,2
]}

Zhu, Chenggen ^{[1
,2
]}

Wang, Xiaoliang ^{[1
,2
]}

Wang, Yanan ^{[1
,2
]}

Jiang, Bingya ^{[1
,2
]}

Wang, Sujuan ^{[1
,2
]}

Li, Yuhuan ^{[2
,3
]}

Jiang, Jiandong ^{[1
,2
,3
]}

Shi, Jiangong ^{[1
,2
]}

机构：

[1] Chinese Acad Med Sci, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China

[2] Peking Union Med Coll, Beijing 100050, Peoples R China

[3] Chinese Acad Med Sci, Inst Med Biotechnol, Beijing 100050, Peoples R China

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 22期

关键词：

ELECTRONIC CIRCULAR-DICHROISM; ABSOLUTE-CONFIGURATION; CHEMICAL-CONSTITUENTS;

D O I：

10.1021/ol302660t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A pair of enantiomers (la and 1b) of an indole alkaloid containing dihydrothiopyran and 1,2,4-thiadiazole rings was isolated from an aqueous extract of the root of Isatis indigotica. The structures and absolute configurations of the enantiomers were determined by extensive spectroscopic analysis, especially 2D NMR, modified Mosher's method, and electronic CD (ECD). The proposed biosynthetic pathway and preliminary investigations of the biological activity of compounds la and 1b against influenza virus A/Hanfang/359/95 (H3N2) and HSV-1 are also discussed.

引用

页码：5668 / 5671

页数：4

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