Isolation and structural characterization of anthocyanin-furfuryl pigments.
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.
Sousa
André
A
Departamento de Química, Faculdade de Ciências, Universidade do Porto, Centro de Investigação em Química, Porto, Portugal.
Mateus
Nuno
N
Silva
Artur Manuel Soares
AM
Vivas
Nicolas
N
Nonier
Marie-Françoise
MF
Pianet
Isabelle
I
de Freitas
Victor
V
D000872:Anthocyanins / Q000032:analysis*; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D010860:Pigments, Biological / Q000032:analysis*; D021241:Spectrometry, Mass, Electrospray Ionization; D014920:Wine / Q000032:analysis
D000872:Anthocyanins; D010860:Pigments, Biological