Isolation and structural characterization of anthocyanin-furfuryl pigments

J Agric Food Chem. 2010 May 12;58(9):5664-9. doi: 10.1021/jf1000327.

Abstract

Condensation reactions of malvidin-3-glucoside with two representative oak wood furanic aldehydes (furfural and methylfurfural) were conducted in wine-like model solutions. Methylfurfural led to the formation of malvidin-3-glucoside-methylfurfural (603 m/z), whereas furfural led to the formation of malvidin-3-glucoside-furfural (589 m/z). The latter was structurally characterized by 1D and 2D NMR, allowing an elucidation of the formation mechanism of these anthocyanin-furanic aldehyde adducts in the absence of flavanols.

MeSH terms

  • Anthocyanins / analysis*
  • Chromatography, High Pressure Liquid
  • Magnetic Resonance Spectroscopy
  • Pigments, Biological / analysis*
  • Spectrometry, Mass, Electrospray Ionization
  • Wine / analysis

Substances

  • Anthocyanins
  • Pigments, Biological