Antiviral stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-1,2, 4-thiadiazole from the roots of Isatis indigotica

By Ming-Hua Chen, Sheng Lin, Ya-Nan Wang, Cheng-Gen Zhu, Yu-Huan Li, Jian-Dong Jiang, Jian-Gong Shi

July 28, 2017

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Title

Antiviral stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-1,2, 4-thiadiazole from the roots of Isatis indigotica

Author

Ming-Hua Chen, Sheng Lin, Ya-Nan Wang, Cheng-Gen Zhu, Yu-Huan Li, Jian-Dong Jiang, Jian-Gong Shi

Year

2016

Journal

Chinese Chemical Letters

Abstract

Four stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-1,2,4-thiadiazole, named insatindigothiadiazoles A–D (1a–1d), were isolated from the roots of Isatis indigotica. Their structures were determined by spectroscopic analysis; specifically, the absolute configurations were assigned by using the MPA determination rule based on ΔδRS values of MPA esters, and supported by electronic CD (ECD) calculations. Proposed biosynthetic pathways and preliminary investigations of the biological activities of 1a–1dagainst influenza virus A (H3N2), Coxsackie virus B3, and/or HSV-1 are also discussed.

Full Article

http://www.sciencedirect.com/science/article/pii/S1001841716000577

Instrument

J-815

Keywords

Circular dichroism, Absolute configuration, Medicinal