Isolation and structural characterization of anthocyanin-furfuryl pigments.

Research paper by André A Sousa, Nuno N Mateus, Artur Manuel Soares AM Silva, Nicolas N Vivas, Marie-Françoise MF Nonier, Isabelle I Pianet, Victor V de Freitas

Indexed on: 17 Apr '10Published on: 17 Apr '10Published in: Journal of Agricultural and Food Chemistry


Condensation reactions of malvidin-3-glucoside with two representative oak wood furanic aldehydes (furfural and methylfurfural) were conducted in wine-like model solutions. Methylfurfural led to the formation of malvidin-3-glucoside-methylfurfural (603 m/z), whereas furfural led to the formation of malvidin-3-glucoside-furfural (589 m/z). The latter was structurally characterized by 1D and 2D NMR, allowing an elucidation of the formation mechanism of these anthocyanin-furanic aldehyde adducts in the absence of flavanols.