Antioxidant phenylpropanoid-substituted epicatechins from Trichilia catigua

J Nat Prod. 2007 Dec;70(12):2010-3. doi: 10.1021/np0703895. Epub 2007 Nov 20.

Abstract

Two new phenylpropanoid-substituted epicatechins, namely, catiguanin A ( 1) and catiguanin B ( 2), were isolated from the bark of Trichilia catigua along with four known compounds, cinchonain Ia ( 3), cinchonain Ib ( 4), cinchonain Ic ( 5), and cinchonain Id ( 6). The structures of 1 and 2 were elucidated by analysis of spectroscopic data and by comparison of their NMR data with those of previously reported cinchonains. The isolated compounds exhibited potent antioxidant activity in the alpha,alpha-diphenyl-beta-picrylhydrazyl (DPPH) radical scavenging test, with IC 50 values in the 2.3-9.4 microM range.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants* / chemistry
  • Antioxidants* / isolation & purification
  • Antioxidants* / pharmacology
  • Biphenyl Compounds
  • Brazil
  • Catechin* / analogs & derivatives
  • Catechin* / chemistry
  • Catechin* / isolation & purification
  • Catechin* / pharmacology
  • Free Radical Scavengers* / chemistry
  • Free Radical Scavengers* / isolation & purification
  • Free Radical Scavengers* / pharmacology
  • Meliaceae / chemistry*
  • Molecular Structure
  • Phenylpropionates* / chemistry
  • Phenylpropionates* / isolation & purification
  • Phenylpropionates* / pharmacology
  • Picrates / pharmacology
  • Plant Bark / chemistry

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Phenylpropionates
  • Picrates
  • catiguanin A
  • catiguanin B
  • Catechin
  • 1,1-diphenyl-2-picrylhydrazyl