Structure of a new dimeric acetaldehyde malvidin 3-glucoside condensation product

✍ Scribed by Vessela Atanasova; Hélène Fulcrand; Christine Le Guernevé; Véronique Cheynier; Michel Moutounet

• Book ID: 104251673
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 164 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)01294-7

✦ Synopsis

A new pigment was detected in wine-like model solution containing malvidin 3-O-glucoside and acetaldehyde. This compound was isolated, and its structure was investigated by UV, MS and NMR spectroscopies. The analytical data allowed identification of it to 8,8 methyl methine-linked malvidin 3-O-glucoside dimer. The occurrence of this pigment was demonstrated in red wine. A polymeric fraction was also isolated from the model solution and analysed by LC/MS. Detection of methyl methine-linked malvidin 3-O-glucoside oligomers proved that acetaldehyde mediated self-condensation of anthocyanins is possible, and that the C6 position of anthocyanins seems reactive as the C8 although to a lesser extent.