Synthesis of esters of ginsenoside metabolite M1 and their cytotoxicity on MGC80-3 cells

Molecules. 2013 Mar 25;18(4):3689-702. doi: 10.3390/molecules18043689.

Abstract

Monoesters of ginsenoside metabolite M1 at the 3-OH, 4-OH and 6-OH positions of the glucose moiety at M1 were synthesized via the reaction of M1 with acyl chloride, or acid-N,N'-diisopropylcarbodiimide in the presence of DMAP. Their structures were fully characterized by spectral methods. The cytotoxicity of these compounds against then MGC80-3 human gastric cancer cell line was also assessed. High inhibitory effects were found at a concentration of 100 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Carbodiimides / analysis
  • Carbodiimides / chemistry
  • Cell Line, Tumor
  • Ginsenosides / chemical synthesis*
  • Ginsenosides / pharmacology*
  • Humans
  • Molecular Structure
  • Pyridines / analysis
  • Pyridines / chemistry

Substances

  • 4-(dimethylamine)pyridine
  • Antineoplastic Agents
  • Carbodiimides
  • Ginsenosides
  • Pyridines
  • 1,3-diisopropylcarbodiimide
  • ginsenoside M1