Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2013-07-01

Journal: CHINESE CHEMICAL LETTERS

Included Journals: ISTIC、SCIE

Volume: 24

Issue: 7

Page Number: 617-618

ISSN: 1001-8417

Key Words: 2 beta,3 alpha-Dihydroxyurs-12-en-28-oic acid; Ursolic acid; Glycogen phosphorylase; Corosolic acid

Abstract: 2 beta,3 alpha-Dihydroxyurs-12-en-28-oic acid (6) is a naturally occurring diastereoisomer of corosolic acid with glycogen phosphorylase inhibitory activity. A new strategy for the semi-synthesis of 6 was developed. Using the commercially available ursolic acid (1) as the starting materials, 6 was synthesized through five facile reactions with a high stereoselectivity and an overall yield of 47.3%. The structure of 6 was confirmed by optical rotation, ESI-MS, H-1 NMR and C-13 NMR data. (C) 2013 Shi-Sheng Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.