Chemical constituents of red Mexican propolis.
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.
Lotti
Cinzia
C
Dipartimento di Scienze Farmaceutiche, University of Salerno, Via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy.
Campo Fernandez
Mercedes
M
Piccinelli
Anna Lisa
AL
Cuesta-Rubio
Osmany
O
Márquez Hernández
Ingrid
I
Rastrelli
Luca
L
D001643:Bridged Bicyclo Compounds / Q000302:isolation & purification; D035782:Dalbergia / Q000737:chemistry; D017753:Ecosystem; D044950:Flavanones / Q000302:isolation & purification; D016166:Free Radical Scavengers / Q000302:isolation & purification; D007529:Isoflavones / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008800:Mexico; D011429:Propolis / Q000737:chemistry*; D013045:Species Specificity; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods
D001643:Bridged Bicyclo Compounds; D044950:Flavanones; D016166:Free Radical Scavengers; D007529:Isoflavones; C530737:mucronulatol; C016063:pinocembrin; D011429:Propolis