title: Identification of anthocyanin-flavanol pigments in red wines by NMR and mass spectrometry.
abstract: Three newly formed Port wine pigments were isolated by Toyopearl HW-40(s) gel chromatography and semipreparative HPLC. Furthermore, the pigments were identified by mass spectrometry (LC/MS) and NMR techniques (1D and 2D). These anthocyanin-derived pigments showed UV-visible spectra different from those of the original grape anthocyanins. These pigments correspond to malvidin 3-glucoside linked through a vinyl bond to either (+)-catechin, (-)-epicatechin, or procyanidin dimer B3 [(+)-catechin-(+)-catechin]. NMR data of these pigments are reported for the first time.
authors.affiliation: Faculdade de Ciências, Universidade do Porto, Centro de Investigação em Química, Rua do Campo Alegre, 687, 4169-007 Porto, Portugal.
authors.forename: Nuno
authors.initials: N
authors.lastname: Mateus
authors.forename: Artur M S
authors.initials: AM
authors.lastname: Silva
authors.forename: Celestino
authors.initials: C
authors.lastname: Santos-Buelga
authors.forename: Julian C
authors.initials: JC
authors.lastname: Rivas-Gonzalo
authors.forename: Victor
authors.initials: V
authors.lastname: de Freitas
mesh_terms: D000872:Anthocyanins / Q000032:analysis* / Q000737:chemistry; D044946:Biflavonoids; D002392:Catechin / Q000737:chemistry; D005419:Flavonoids / Q000032:analysis*; D044948:Flavonols; D005960:Glucosides; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010860:Pigments, Biological / Q000032:analysis* / Q000737:chemistry; D044945:Proanthocyanidins; D027843:Vitis / Q000737:chemistry; D014920:Wine / Q000032:analysis*
chemical_list: D000872:Anthocyanins; D044946:Biflavonoids; D005419:Flavonoids; D044948:Flavonols; D005960:Glucosides; D010860:Pigments, Biological; D044945:Proanthocyanidins; C017674:procyanidin; C458419:malvidin-3-glucoside; D002392:Catechin