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.

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