Pentacyclic triterpenes. Part 1: the first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases

Xiaoan Wen; Hongbin Sun; Jun Liu; Guanzhong Wu; Luyong Zhang; Xiaoming Wu; Peizhou Ni

doi:10.1016/j.bmcl.2005.08.026

Pentacyclic triterpenes. Part 1: the first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases

Bioorg Med Chem Lett. 2005 Nov 15;15(22):4944-8. doi: 10.1016/j.bmcl.2005.08.026.

Authors

Xiaoan Wen¹, Hongbin Sun, Jun Liu, Guanzhong Wu, Luyong Zhang, Xiaoming Wu, Peizhou Ni

Affiliation

¹ Department of Medicinal Chemistry, College of Pharmacy, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, China.

PMID: 16169219
DOI: 10.1016/j.bmcl.2005.08.026

Abstract

The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (1) and maslinic acid (2) are described. Compounds 1 and 2 represent a new class of inhibitors of glycogen phosphorylases. Both 1 and 2 inhibit the increase of fasted plasma glucose of diabetic mice induced by adrenaline. It is therefore proposed that naturally occurring pentacyclic triterpenes 1 and 2 might reduce blood glucose, at least in part, through inhibiting hepatic glycogen degradation.

MeSH terms

Animals
Blood Glucose / metabolism
Cyclization
Enzyme Inhibitors / chemistry*
Enzyme Inhibitors / classification*
Enzyme Inhibitors / pharmacology
Fasting
Glycogen Phosphorylase / antagonists & inhibitors*
Glycogen Phosphorylase / metabolism
Liver / drug effects
Liver / enzymology
Mice
Molecular Structure
Muscles / drug effects
Muscles / enzymology
Rats
Triterpenes / chemistry*
Triterpenes / pharmacology*

Substances

Blood Glucose
Enzyme Inhibitors
Triterpenes
Glycogen Phosphorylase