title: Isolation of flavanol-anthocyanin adducts by countercurrent chromatography.
abstract: Pigments of the flavanol-anthocyanin (F-A+) type detected earlier in wine are synthesized using a protocol adapted from the synthesis of procyanidin dimers. The F-A+ adduct thus obtained is purified by countercurrent liquid-liquid partition, currently referred to as countercurrent chromatography (CCC). The solvent system consists of tert-butyl methyl ether-n-butanol-acetonitrile-water (2:2:1:5, acidified with 0.1% trifluoroacetyl) with the light organic phase acting as a stationary phase and the aqueous phase as the mobile phase. Four fractions are recovered and analyzed by high-performance liquid chromatography coupled to a diode-array detector and electrospray ionization mass spectrometer. The multilayer CCC method allowed the separation of pigments in three different groups. The first group consists of hydrosoluble pigments present in fraction 1; the second group consists of the F-A+ adducts [catechin-malvidin 3 glucoside (Mv3glc), along with some (catechin)2-Mv3glc]; and the third group is their anthocyanin precursor, Mv3glc.
authors.affiliation: UMR sciences pour l'oenologie, INRA, 2 Place Viala, 34060 Montpellier, France.
authors.forename: E
authors.initials: E
authors.lastname: Salas
authors.forename: H
authors.initials: H
authors.lastname: Fulcrand
authors.forename: C
authors.initials: C
authors.lastname: Poncet-Legrand
authors.forename: E
authors.initials: E
authors.lastname: Meudec
authors.forename: N
authors.initials: N
authors.lastname: Köhler
authors.forename: P
authors.initials: P
authors.lastname: Winterhalter
authors.forename: V
authors.initials: V
authors.lastname: Cheynier
mesh_terms: D000872:Anthocyanins / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D003377:Countercurrent Distribution / Q000379:methods*; D044948:Flavonols / Q000737:chemistry / Q000302:isolation & purification*; D021241:Spectrometry, Mass, Electrospray Ionization; D014920:Wine / Q000032:analysis
chemical_list: D000872:Anthocyanins; D044948:Flavonols