Characterization and structures of anthocyanin pigments generated in rosé cider during vinification

Phytochemistry. 2002 Jan;59(2):183-9. doi: 10.1016/s0031-9422(01)00427-7.

Abstract

Anthocyanin pigments, which are not found in apple juice, were detected in rosé cider. We confirmed by HPLC/DAD and LC/ESI-MS analyses that some of these anthocyanin pigments generated in rosé cider during vinification corresponded to those formed in model cider containing anthocyanin and flavan-3-ol in the presence of acetaldehyde. To confirm their structures, two anthocyanin pigments formed in a model cider containing cyanidin-3-galactoside and (-)-epicatechin in the presence of acetaldehyde were isolated and purified, and their structures were elucidated by high resolution FAB-MS and (1)H and (13)C NMR analyses. These two pigments were found to consist of cyanidin-3-galactoside and (-)-epicatechin linked by a CH(3)-CH bridge at the 8-position. They were diastereomers that differed in the configuration of the asymmetric methine carbon.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthocyanins / chemistry
  • Anthocyanins / isolation & purification*
  • Beverages / analysis*
  • Chromatography, High Pressure Liquid
  • Fermentation / physiology
  • Galactosides / chemistry
  • Galactosides / isolation & purification*
  • Magnetic Resonance Spectroscopy
  • Malus / chemistry*
  • Mass Spectrometry

Substances

  • Anthocyanins
  • Galactosides