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

Enantiomers of an Indole Alkaloid Containing Unusual Dihydrothiopyran and 1,2,4-Thiadiazole Rings from the Root of Isatis indigotica
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DOI:
10.1021/ol302660t
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发表时间:
2012-11-16
期刊:
影响因子:
5.2
通讯作者:
Shi, Jiangong
Shi, Jiangong
中科院分区:
化学1区
文献类型:
--
作者:
Chen, Minghua;Lin, Sheng;Shi, Jiangong

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从板蓝根的水提物中分离出含有二氢硫吡喃和1,2,4-噻二唑环的吲哚类生物碱对映体la和1b。对映体的结构和绝对构型通过广泛的波谱分析,特别是二维核磁共振、改进的Mosher法和电子CD (ECD)测定。本文还讨论了化合物la和1b抗流感病毒A/Hanfang/359/95 (H3N2)和HSV-1生物活性的初步研究。
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.