A convenient synthesis of 2β,3α-dihydroxyurs-12-en-28-oic acid as a natural diastereoisomer of corosolic acid  

作　　者：Shi-Sheng Wang Li-Juan Luo Zhi-Gang Gao Tong-Wei Guan Wei-Jie Zhao 

机构地区：[1]School of Pharmaceutical Science and Technology,Dalian University of Technology

出　　处：《Chinese Chemical Letters》2013年第7期617-618,共2页中国化学快报（英文版）

基　　金：Financial support from the Fundamental Research Funds for the Central Universities(No.DUT12JB08)

摘　　要：2β,3α--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, 1H NMR and 13C NMR data,2β,3α--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, 1H NMR and 13C NMR data,

关 键 词：2β 3α--Dihydroxyurs-12-en-28-oic acid Ursolic acid Glycogen phosphorylase Corosolic acid 

分 类 号：O621.3[理学—有机化学]