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 λmax 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.