A new vinylpyranoanthocyanin pigment occurring in aged red wine

A new pyranoanthocyanin-vinylphenol pigment was detected in an aged Port red wine. The UV-Vis spectrum of this pigment was found to have a lambda(max) of 538 nm that is bathochromically shifted from that of original anthocyanins, exhibiting a more purple hue in acidic solution. This newly formed pigment was synthesized in model solution through the reaction between malvidin 3-O-glucoside-pyruvic acid adduct and vinylphenol and its structure was assigned by NMR and mass spectrometry. This pigment is reported herein for the first time. (c) 2005 Elsevier Ltd. All rights reserved.