Prenylated flavanones with anti-tyrosinase activity from Dalea boliviana

J Nat Prod. 2011 Feb 25;74(2):158-62. doi: 10.1021/np1004664. Epub 2011 Jan 12.

Abstract

Three new prenylated flavanones, (2S)-5,7,2'-trihydroxy-5'-(1''',1'''-dimethylallyl)-8-prenylflavanone (1), (2S)-5,7,2'-trihydroxy-8,3'-diprenylflavanone (2), and (2S)-5,2'-dihydroxy-6'',6''-dimethylchromeno-(7,8:2'',3'')-3'-prenylflavanone (3), and a known chromeno (dimethylpyrano) flavanone, obovatin (4), were isolated from the n-hexane extract of Dalea boliviana roots. The compounds were evaluated in vitro in relation to their inhibitory effect on the tyrosinase activity by using a spectrophotometric method.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Argentina
  • Fabaceae / chemistry*
  • Flavanones / chemistry
  • Flavanones / isolation & purification*
  • Flavanones / pharmacology*
  • Inhibitory Concentration 50
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Stereoisomerism

Substances

  • (2S)-5,7,2'-trihydroxy-5'-(1''',1'''-dimethylallyl)-8-prenylflavanone
  • 5,2'-dihydroxy-6'',6''-dimethylchromeno-(7,8:2'',3'')-3'-prenylflavanone
  • 5,7,2'-trihydroxy-8,3'-diprenylflavanone
  • Flavanones
  • Monophenol Monooxygenase