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Isolation and Structural Characterization of Anthocyanin-furfuryl Pigments

2010; American Chemical Society; Volume: 58; Issue: 9 Linguagem: Inglês

10.1021/jf1000327

1520-5118

André Sousa, Nuno Mateus, Artur M. S. Silva, Nicolás Vivas, Marie‐Françoise Nonier, Isabelle Pianet, Víctor de Freitas,

Biochemical and biochemical processes

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.