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

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• 作者：Minghua Chen ; Sheng Lin ; Li Li ; Chenggen Zhu ; Xiaoliang Wang ; Yanan Wang ; Bingya Jiang ; Sujuan Wang ; Yuhuan Li ; Jiandong Jiang ; Jiangong Shi
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：November 16, 2012
• 年：2012
• 卷：14
• 期：22
• 页码：5668-5671
• 全文大小：236K
• 年卷期：v.14,no.22(November 16, 2012)
• ISSN：1523-7052

文摘

A pair of enantiomers (1a 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鈥檚 method, and electronic CD (ECD). The proposed biosynthetic pathway and preliminary investigations of the biological activity of compounds 1a and 1b against influenza virus A/Hanfang/359/95 (H3N2) and HSV-1 are also discussed.