Terpenoids. III: Synthesis and biological evaluation of 23-hydroxybetulinic acid derivatives as novel inhibitors of glycogen phosphorylase

Peiqing Zhu; Yi Bi; Jinyi Xu; Zan Li; Jun Liu; Luyong Zhang; Wencai Ye; Xiaoming Wu

doi:10.1016/j.bmcl.2009.10.055

Terpenoids. III: Synthesis and biological evaluation of 23-hydroxybetulinic acid derivatives as novel inhibitors of glycogen phosphorylase

Bioorg Med Chem Lett. 2009 Dec 15;19(24):6966-9. doi: 10.1016/j.bmcl.2009.10.055. Epub 2009 Nov 2.

Authors

Peiqing Zhu¹, Yi Bi, Jinyi Xu, Zan Li, Jun Liu, Luyong Zhang, Wencai Ye, Xiaoming Wu

Affiliation

¹ Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tongjia Xiang, Nanjing, Jiangsu 210009, China.

PMID: 19889536
DOI: 10.1016/j.bmcl.2009.10.055

Abstract

A series of 23-hydroxybetulinic acid derivatives were prepared and tested in vitro as a new class of inhibitors of glycogen phosphorylase (GP). Within this series of compounds, 12b (IC(50)=3.5 microM) is the most potent GPa inhibitor. The preliminary SAR results of the 23-hydroxybetulinic acid derivatives are discussed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Drug Design
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / chemistry*
Enzyme Inhibitors / pharmacology
Glycogen Phosphorylase / antagonists & inhibitors*
Humans
Rabbits
Structure-Activity Relationship
Triterpenes / chemical synthesis
Triterpenes / chemistry*
Triterpenes / pharmacology

Substances

23-hydroxybetulinic acid
Enzyme Inhibitors
Triterpenes
Glycogen Phosphorylase