First total syntheses of four natural bioactive glucosides. Issue 8 (18th April 2021)

• Record Type: Journal Article
• Authors: Xu, Guangya; Wu, Min; Yao, Zhongquan; Lou, Hongbin; Du, Weihong; Song, Mingwei; He, Yujiao; Dong, Hongbo
• Is Part Of: Synthetic communications. Volume 51:Issue 8(2021)
• Page Start: 1266
• Page End: 1271
• Publication Date: 2021-04-18
• Subjects: Balajaponin B -- 2'-Butoxyethylconiferin -- butylconiferin -- Ethylconiferin -- total synthesis; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2021.1879151
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: The efficient total syntheses of four biologically interesting natural glucosides Ethylconiferin, Butylconiferin, 2'-Butoxyethylconiferin and Balajaponin B, have been achieved for the first time starting from commercially available Vanilline via concise reaction sequence of 8–10 steps with the overall yield of 26–41%. This work definitely laid the foundation for the further pharmacological study of this kind of natural compounds. Meanwhile, currently developed approach could be used as a general synthetic strategy for the syntheses of other monolignol glucosides and their derivatives, and provides an opportunity for further study of the structure-activity relationship of this kind of glucosides. Graphical Abstract: UF0001