Pentacyclic triterpenes. Part 5: synthesis and SAR study of corosolic acid derivatives as inhibitors of glycogen phosphorylases

Xiaoan Wen; Jun Xia; Keguang Cheng; Liying Zhang; Pu Zhang; Jun Liu; Luyong Zhang; Peizhou Ni; Hongbin Sun

doi:10.1016/j.bmcl.2007.08.057

Pentacyclic triterpenes. Part 5: synthesis and SAR study of corosolic acid derivatives as inhibitors of glycogen phosphorylases

Bioorg Med Chem Lett. 2007 Nov 1;17(21):5777-82. doi: 10.1016/j.bmcl.2007.08.057. Epub 2007 Aug 28.

Authors

Xiaoan Wen¹, Jun Xia, Keguang Cheng, Liying Zhang, Pu Zhang, Jun Liu, Luyong Zhang, Peizhou Ni, Hongbin Sun

Affiliation

¹ Center for Drug Discovery, College of Pharmacy, China Pharmaceutical University, 24 Tongjia Xiang, Nanjing 210009, China.

PMID: 17869102
DOI: 10.1016/j.bmcl.2007.08.057

Abstract

The synthesis and biological evaluation of corosolic acid derivatives and related compounds as inhibitors of rabbit muscle glycogen phosphorylase a is described. Within this series of compounds, 8 (IC(50)=7.31 microM), 12d (IC(50)=3.26 microM), and 12e (IC(50)=5.1 microM) exhibited more potent activities than the parent compound 1 (IC(50)=20 microM). SAR of these compounds is also discussed.

Publication types

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

MeSH terms

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

Substances

Enzyme Inhibitors
Triterpenes
corosolic acid
Glycogen Phosphorylase