Chemical constituents of red Mexican propolis

J Agric Food Chem. 2010 Feb 24;58(4):2209-13. doi: 10.1021/jf100070w.

Abstract

Chemical investigation of a red-type Mexican propolis sample has led to the isolation of three new compounds, 1-(3',4'-dihydroxy-2'-methoxyphenyl)-3-(phenyl)propane (1), (Z)-1-(2'-methoxy-4',5'-dihydroxyphenyl)-2-(3-phenyl)propene (2) and 3-hydroxy-5,6-dimethoxyflavan (3), together with seven known flavanones, isoflavans, and pterocarpans. Structural determination, was accomplished by spectroscopic analysis, particularly 2D NMR and ESI-MS/MS techniques. The present study appears to be the first report on the occurrence of isoflavonoids in Mexican propolis. In addition, the presence of compounds with a 1,3-diarylpropane and 1,3-diarylpropene carbon skeleton were found for the first time in propolis. Isolated compounds 1-10 indicated the possible relation between red Mexican propolis and the genus Dalbergia.

MeSH terms

  • Bridged Bicyclo Compounds / isolation & purification
  • Dalbergia / chemistry
  • Ecosystem
  • Flavanones / isolation & purification
  • Free Radical Scavengers / isolation & purification
  • Isoflavones / isolation & purification
  • Magnetic Resonance Spectroscopy / methods
  • Mexico
  • Propolis / chemistry*
  • Species Specificity
  • Spectrometry, Mass, Electrospray Ionization / methods

Substances

  • Bridged Bicyclo Compounds
  • Flavanones
  • Free Radical Scavengers
  • Isoflavones
  • mucronulatol
  • pinocembrin
  • Propolis