Four flavonoids from Echinosophora koreensis and their effects on alcohol metabolizing enzymes

Arch Pharm Res. 2009 Jun;32(6):851-5. doi: 10.1007/s12272-009-1606-2. Epub 2009 Jun 26.

Abstract

A new prenylated dihydroflavonol, 3-hydroxy-kenusanone B 1, as well as three other known isoflavanones, sophoronol 2, sophoraisoflavanone A 3 and kenusanone H 4, were isolated from the rhizomes of Echinosophora koreensis. The structures of these compounds were elucidated using spectroscopic analyses that included extensive 2D NMR, optical rotation spectrometry and mass spectrometry. All four flavonoids enhanced the activities of alcohol metabolizing enzymes such as alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH) at micromolar concentrations. Sophoronol 2 showed a nine-fold increased activation of alcohol dehydrogenase and aldehyde dehydrogenase than a negative control group at concentrations of 100 microg/mL and 50 microg/mL, respectively. This study suggests that prenylated flavonoids have the potential to prevent 'hangovers' after alcohol intake.

Publication types

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

MeSH terms

  • Alcohol Dehydrogenase / metabolism*
  • Aldehyde Dehydrogenase / metabolism*
  • Enzyme Reactivators / chemistry
  • Enzyme Reactivators / isolation & purification
  • Enzyme Reactivators / pharmacology*
  • Flavonols / chemistry
  • Flavonols / isolation & purification
  • Flavonols / pharmacology*
  • In Vitro Techniques
  • Isoflavones / chemistry
  • Isoflavones / isolation & purification
  • Isoflavones / pharmacology*
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Prenylation
  • Sophora / chemistry*

Substances

  • 3-hydroxy-kenusanone B
  • Enzyme Reactivators
  • Flavonols
  • Isoflavones
  • Plant Extracts
  • Alcohol Dehydrogenase
  • Aldehyde Dehydrogenase