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

被引:26
作者
Chen, Ming-Hua [1 ,2 ,3 ]
Lin, Sheng [1 ,2 ]
Wang, Ya-Nan [1 ,2 ,3 ]
Zhu, Cheng-Gen [1 ,2 ]
Li, Yu-Huan [2 ]
Jiang, Jian-Dong [1 ,2 ,3 ]
Shi, Jian-Gong [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
基金
中国国家自然科学基金;
关键词
Isatis indigotica; Cruciferae; 3,5-Bis(2-hydroxybut-3-en-1-yl)-1,2,4-thiadiazole; Stereoisomer; Insatindigothiadiazoles A-D; Antiviral activity; LONICERA-JAPONICA; FLOWER BUDS; ABSOLUTE-CONFIGURATION; EUPHORBIA-MICRACTINA; CYTOTOXIC ACTIVITY; SKELETON; ALKALOIDS; DERIVATIVES; EXTRACT;
D O I
10.1016/j.cclet.2016.01.042
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 Delta delta(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. (C) 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:643 / 648
页数:6
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