Synthesis of the Diverse Glycosides in Traditional Chinese Medicine

作     者：Dapeng Zhu Biao Yu 

作者机构：State Key Laboratory of Bioorganic and Natural Products Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences345 Lingling Road Shanghai 20032 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2018年第36卷第8期

页      面：681-691页

核心收录：

学科分类：0832[工学-食品科学与工程（可授工学、农学学位）] 08[工学] 080402[工学-测试计量技术及仪器] 0804[工学-仪器科学与技术] 0703[理学-化学] 083201[工学-食品科学] 

基　　金：BY. is grateful to his co-workers whose names appear in the references for their invaluable contributions to this topic of researches  and to the current financial support from the National Natural Science Foundation of China (21432012 & 21621002)  the Strategic Priority Research Program of the Chinese Academy of Sciences (XDB20020000)  and the K. C. Wong Education Foundation (E09013) 

主　　题：synthesis glycoside traditional Chinese medicine glycosylation saponin flavonoid 

摘      要：CT Traditional Chinese medicine （TCM） is a huge treasure trove for the discovery and development of modern pharmaceuticals. Indeed, numerous biologically and pharmacologically significant molecules have been identified from TCM; among them, a considerable portion belongs to glycosides. These glycosides are extremely diverse in structures, consisting of a large variety of aglycones, glycans, as well as glycosidic linkages. In addition, these glycosides occur frequently as a complicated mixture of congeners in the nature sources. This micro-heterogeneity leads to the isolation of a ho- mogeneous glycoside in an appreciable amount a formidable task. Therefore, development of synthetic approaches toward these nature glycosides has received great attention. In this account, we summarize our twenty-year efforts spent on this topic. Fifty five representative TCM-relevant glycosides synthesized by our group are highlighted. Based on the aglycone structure, these glycosides are categorized into three groups, i.e., steroid glycosides, triterpene glycosides, and flavonoid and phenolic glycosides. Typical synthetic approaches are discussed, showing the demanding tactics for regio- and stereo-controlled installation of glycans and overall manipulation of protecting groups. These expedient and scalable synthetic approaches have provided practical alternatives to the accessibility of these TCM components and thus opportunities for their in depth biological and pharmacological studies.