Synthesis of furostanol glycosides: discovery of a potent α-glucosidase inhibitor

被引：6

作者：

Wang, Peng ^{[1
]}

Hao, Jiejie ^{[1
]}

Zhang, Xiuli ^{[1
]}

Wang, Cong ^{[1
]}

Guan, Huashi ^{[1
]}

Li, Ming ^{[1
]}

机构：

[1] Ocean Univ China, Sch Med & Pharm, Chinese Minist Educ, Key Lab Marine Med, 5 Yushan Rd, Qingdao 266003, Shandong, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 39期

关键词：

STEROIDAL SAPONINS; CHEMOENZYMATIC SYNTHESIS; METHYL PROTODIOSCIN; ANTITUMOR-ACTIVITY; ACID SAPONINS; EFFICIENT; DRUGS; GLYCOSYLATION; CONSTITUENTS; SAPOGENINS;

D O I：

10.1039/c6ob01766e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient approach to the synthesis of furostanol glycosides has been developed with the features of both highly efficient incorporation of a 26-O-beta-D-glucopyranosyl unit and ready formation of hemiketal ring E. The total syntheses of seven furostanol saponins including funlioside B, lilioglycoside, protobioside I, protodioscin, pallidifloside I, coreajaponins A and parisaponin I are efficiently achieved using an easily available 16 beta-acetoxy-22-oxo-26-hydroxy-cholestanic derivative as a powerful building block. The alpha-glucosidase inhibitory activity of the synthesized saponins is also evaluated, which reveals that funlioside B is a highly potential lead for developing alpha-glucosidase inhibitors.

引用

页码：9362 / 9374

页数：13

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