Phenolic compounds obtained from stems of Couepia ulei with the potential to induce quinone reductase

Arch Pharm Res. 2004 Feb;27(2):169-72. doi: 10.1007/BF02980101.

Abstract

Activity-guided fractionation of the EtOAc-soluble extract of the stems of Couepia ulei, using a bioassay based on the induction of quinone reductase (QR) in cultured Hepa 1c1c7 mouse hepatoma cells led to the isolation of two active compounds, a new natural product, erythro-2,3-bis(4-hydroxy-3-methoxyphenyl)-3-ethoxypropan-1-ol (1), and a known compound, evofolin-B (2), along with five inactive compounds all of known structure, viz., betulinic acid, oleanolic acid, pomolic acid, (+/-)-syringaresinol, and ursolic acid. These isolates were identified by analysis of physical and spectral data. Compounds 1 and 2 exhibited QR inducing activity, with observed CD (concentration required to double induction) values of 16.7 and 16.4 microM, respectively.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Carcinoma, Hepatocellular / drug therapy
  • Chemical Phenomena
  • Chemistry, Physical
  • Chromatography, Thin Layer
  • Enzyme Induction / drug effects
  • Mice
  • NAD(P)H Dehydrogenase (Quinone) / biosynthesis*
  • Phenols / isolation & purification*
  • Phenols / pharmacology*
  • Plant Extracts / pharmacology
  • Plant Stems / chemistry
  • Rosaceae / chemistry*
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Phenols
  • Plant Extracts
  • NAD(P)H Dehydrogenase (Quinone)