Flavan-3-ols having a gamma-lactam from the roots of Actinidia arguta inhibit the formation of advanced glycation end products in vitro

Chem Pharm Bull (Tokyo). 2009 Apr;57(4):397-400. doi: 10.1248/cpb.57.397.

Abstract

Two new flavan-3-ols, 6-(2-pyrrolidinone-5-yl)-(-)-epicatechin (1) and 8-(2-pyrrolidinone-5-yl)-(-)-epicatechin (2), as well as five known compounds, (-)-epicatechin (3), (+)-catechin (4), proanthocyanidin B-4 (5), (+)-pinoresinol, and p-hydroxybenzoic acid, were isolated from an EtOAc-soluble extract of the roots of Actinidia arguta. The structures of compounds 1 and 2 were elucidated by spectroscopic data interpretation, particularly by extensive 1D- and 2D-NMR studies. All the isolates were evaluated in vitro for inhibitory activity on the formation of advanced glycation end products (AGEs). Of these, compounds 1-5 exhibited significant inhibitory activity against AGEs formation with IC(50) values ranging from 10.1 to 125.2 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinidia / chemistry*
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology
  • Glycation End Products, Advanced / antagonists & inhibitors*
  • Lactams / chemistry*
  • Molecular Structure
  • Plant Roots / chemistry

Substances

  • Flavonoids
  • Glycation End Products, Advanced
  • Lactams
  • flavan-3-ol