3,5-Di-O-caffeoyl-epi-quinic acid from the leaves and stems of Erigeron annuus inhibits protein glycation, aldose reductase, and cataractogenesis

Biol Pharm Bull. 2010;33(2):329-33. doi: 10.1248/bpb.33.329.

Abstract

In our ongoing project directed toward the discovery of novel treatments for diabetic complications from herbal medicines, sixteen compounds including three caffeoylquinic acids and four flavonoids were isolated from an EtOAc-soluble extract of the stems and leaves of Erigeron annuus. All the isolates were evaluated in vitro for inhibitory activity on the formation of advanced glycation end products (AGEs) and rat lens aldose reductase (RLAR). Of these, 3,5-di-O-caffeoyl-epi-quinic acid (3) exhibited the most potent inhibitory activity in both the AGEs and aldose reductase (AR) assays. Compound 3 markedly reduced AGEs-bovin serum albumin (BSA) cross-linking in a dose-dependent manner. Furthermore, opacity of lenses was significantly prevented when they were treated with 3 in an ex vivo experiment.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehyde Reductase / antagonists & inhibitors*
  • Aldehyde Reductase / metabolism
  • Animals
  • Cataract / enzymology
  • Cataract / metabolism*
  • Cataract / prevention & control*
  • Dose-Response Relationship, Drug
  • Erigeron* / chemistry
  • Glycation End Products, Advanced / antagonists & inhibitors*
  • Glycation End Products, Advanced / metabolism
  • Lens, Crystalline / drug effects
  • Lens, Crystalline / metabolism
  • Male
  • Monosaccharides / pharmacology*
  • Monosaccharides / therapeutic use
  • Organ Culture Techniques
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Quinic Acid / analogs & derivatives*
  • Quinic Acid / pharmacology
  • Quinic Acid / therapeutic use
  • Rats
  • Rats, Sprague-Dawley

Substances

  • 3,5-di-O-(E)-caffeoylquinic acid
  • Glycation End Products, Advanced
  • Monosaccharides
  • Plant Extracts
  • Quinic Acid
  • Aldehyde Reductase