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Chemical constituents of red Mexican propolis

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. © 2010 American Chemical Society.