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

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• 作者：Ming-Hua Chen^a ; ^b ; Sheng Lin^a ; Ya-Nan Wang^a ; Cheng-Gen Zhu^a ; Yu-Huan Li^b ; Jian-Dong Jiang^a ; ^b ; Jian-Gong Shi^a ; ^{shijg@imm.ac.cn" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Isatis indigotica ; Cruciferae ; 3 ; 5-Bis(2-hydroxybut-3-en-1-yl)-1 ; 2 ; 4-thiadiazole ; Stereoisomer ; Insatindigothiadiazoles A&ndash ; D ; Antiviral activity
• 刊名：Chinese Chemical Letters
• 出版年：2016
• 出版时间：May 2016
• 年：2016
• 卷：27
• 期：5
• 页码：643-648
• 全文大小：939 K

文摘

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 Δδ^RS values of MPA esters, and supported by electronic CD (ECD) calculations. Proposed biosynthetic pathways and preliminary investigations of the biological activities of 1a–1d against influenza virus A (H3N2), Coxsackie virus B3, and/or HSV-1 are also discussed.