Identification of anthocyanin-flavanol pigments in red wines by NMR and mass spectrometry

J Agric Food Chem. 2002 Mar 27;50(7):2110-6. doi: 10.1021/jf0111561.

Abstract

Three newly formed Port wine pigments were isolated by Toyopearl HW-40(s) gel chromatography and semipreparative HPLC. Furthermore, the pigments were identified by mass spectrometry (LC/MS) and NMR techniques (1D and 2D). These anthocyanin-derived pigments showed UV-visible spectra different from those of the original grape anthocyanins. These pigments correspond to malvidin 3-glucoside linked through a vinyl bond to either (+)-catechin, (-)-epicatechin, or procyanidin dimer B3 [(+)-catechin-(+)-catechin]. NMR data of these pigments are reported for the first time.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthocyanins / analysis*
  • Anthocyanins / chemistry
  • Biflavonoids*
  • Catechin / chemistry
  • Flavonoids / analysis*
  • Flavonols
  • Glucosides
  • Magnetic Resonance Spectroscopy*
  • Mass Spectrometry*
  • Pigments, Biological / analysis*
  • Pigments, Biological / chemistry
  • Proanthocyanidins*
  • Vitis / chemistry
  • Wine / analysis*

Substances

  • Anthocyanins
  • Biflavonoids
  • Flavonoids
  • Flavonols
  • Glucosides
  • Pigments, Biological
  • Proanthocyanidins
  • procyanidin
  • malvidin-3-glucoside
  • Catechin