[A simple method of synthesis of triterpene glycosides similar to glycyrrhizic acid and their hepatoprotective activity in vitro]

Bioorg Khim. 2009 Sep-Oct;35(5):686-95. doi: 10.1134/s1068162009050136.
[Article in Russian]

Abstract

A simplified method of synthesis of triterpene l,2-trans-glycosides was developed using the glycosylation of glycyrrhetic acid (GLA) and 18,19-dehydro-GLA by beta-pyranose peracetates in the presence of SnCl(4) and molecular sieves 4 A. The synthesized glycosides exhibited hepatoprotective activity toward the human hepatoma HepG2 cell line on the model of alcohol hepatitis and decreased the level of TNF-alpha protein.

Publication types

  • English Abstract
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Glycosides / chemical synthesis*
  • Glycosides / chemistry
  • Glycosides / pharmacology*
  • Glycyrrhizic Acid*
  • Hepatitis, Alcoholic / drug therapy*
  • Hepatocytes / metabolism*
  • Hepatocytes / pathology
  • Humans
  • Models, Biological
  • Triterpenes / chemical synthesis*
  • Triterpenes / chemistry
  • Triterpenes / pharmacology*
  • Tumor Necrosis Factor-alpha / biosynthesis

Substances

  • Glycosides
  • Triterpenes
  • Tumor Necrosis Factor-alpha
  • Glycyrrhizic Acid