title: Synthesis of furostanol glycosides: discovery of a potent α-glucosidase inhibitor.
abstract: A convenient approach to the synthesis of furostanol glycosides has been developed with the features of both highly efficient incorporation of a 26-O-β-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 16β-acetoxy-22-oxo-26-hydroxy-cholestanic derivative as a powerful building block. The α-glucosidase inhibitory activity of the synthesized saponins is also evaluated, which reveals that funlioside B is a highly potential lead for developing α-glucosidase inhibitors.
authors.affiliation: Key Laboratory of Marine Medicine, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, China. lmsnouc@ouc.edu.cn.
authors.forename: Peng
authors.initials: P
authors.lastname: Wang
authors.affiliation: Key Laboratory of Marine Medicine, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, China. lmsnouc@ouc.edu.cn.
authors.forename: Jiejie
authors.initials: J
authors.lastname: Hao
authors.affiliation: Key Laboratory of Marine Medicine, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, China. lmsnouc@ouc.edu.cn.
authors.forename: Xiuli
authors.initials: X
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Marine Medicine, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, China. lmsnouc@ouc.edu.cn.
authors.forename: Cong
authors.initials: C
authors.lastname: Wang
authors.affiliation: Key Laboratory of Marine Medicine, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, China. lmsnouc@ouc.edu.cn.
authors.forename: Huashi
authors.initials: H
authors.lastname: Guan
authors.affiliation: Key Laboratory of Marine Medicine, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, China. lmsnouc@ouc.edu.cn.
authors.forename: Ming
authors.initials: M
authors.lastname: Li
mesh_terms: D004144:Diosgenin / Q000031:analogs & derivatives / Q000138:chemical synthesis; D004353:Drug Evaluation, Preclinical / Q000379:methods; D065089:Glycoside Hydrolase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D012503:Saponins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013261:Sterols / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides; D012503:Saponins; D013261:Sterols; C574436:furostanol glycoside; C459619:protodioscin; D004144:Diosgenin