Synthesis and antiglycation potentials of bergenin derivatives

Bioorg Med Chem Lett. 2011 Aug 15;21(16):4928-31. doi: 10.1016/j.bmcl.2011.04.131. Epub 2011 May 5.

Abstract

Bergenin (1), major bioactive compound isolated from methanolic extract of Mallotus philippinensis, displayed moderate AGE inhibition activity (IC(50)=186.73 μM). A series of derivatives of bergenin (3a-k) containing variety of aromatic acids were synthesized under mild conditions by modification of sugar part. Selective esterification of hydroxyl groups on the sugar part enhanced antiglycation potential of bergenin. Compounds 3j and 3k exhibited potent antiglycation activity with the IC(50) values of 60.75 and 12.28 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzopyrans / chemical synthesis
  • Benzopyrans / chemistry
  • Benzopyrans / pharmacology*
  • Dose-Response Relationship, Drug
  • Glycation End Products, Advanced / antagonists & inhibitors*
  • Mallotus Plant / chemistry
  • Molecular Structure
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Benzopyrans
  • Glycation End Products, Advanced
  • bergenin