Chemical constituents from the aerial parts of Aster koraiensis with protein glycation and aldose reductase inhibitory activities

J Nat Prod. 2012 Feb 24;75(2):267-70. doi: 10.1021/np200646e. Epub 2012 Jan 20.

Abstract

Two new eudesmane-type sesquiterpene glucosides, 9β-O-(E-p-hydroxycinnamoyl)-1β,6β-dihydroxy-trans-eudesm-3-en-6-O-β-D-glucopyranoside (1) and 9α-O-(E-p-hydroxycinnamoyl)-1α,6α-11-trihydroxy-trans-eudesm-3-en-6-O-β-D-glucopyranoside (2), were isolated by the activity-guidedfractionation of an EtOAc-soluble fraction from the aerial parts of Aster koraiensis. A new dihydrobenzofuran glucoside, (2R,3S)-6-acetyl-2-[1-O-(β-D-glucopyranosyl)-2-propenyl]-5-hydroxy-3-methoxy-2,3-dihydrobenzofuran (3), was also isolated, in addition to 15 known compounds. The structures of 1-3 were determined by spectroscopic data interpretation. All of the isolates were evaluated for in vitro inhibitory activity against the formation of advanced glycation end-products and rat lens aldose reductase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehyde Reductase / antagonists & inhibitors*
  • Animals
  • Aster Plant / chemistry*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology*
  • Glycation End Products, Advanced / antagonists & inhibitors
  • Molecular Structure
  • Rats
  • Republic of Korea
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology*
  • Stereoisomerism

Substances

  • 9alpha-O-(E-p-hydroxycinnamoyl)-1alpha,6alpha-11-trihydroxy-trans-eudesm-3-en-6-O-beta-D-glucopyranoside
  • 9beta-O-(E-p-hydroxycinnamoyl)-1beta,6beta-dihydroxy-trans-eudesm-3-en-6-O-beta-D-glucopyranoside
  • Glucosides
  • Glycation End Products, Advanced
  • Sesquiterpenes
  • Aldehyde Reductase