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Mass spectrometric evidence for the existence of oligomeric anthocyanins in grape skins

Abstract : The fractionation of a grape skin extract by multilayer countercurrent chromatography coupled with step gradient elution allowed the preparation of a fraction almost devoid of free anthocyanins. This fraction appeared to be almost exclusively polymeric, as judged by liquid chromatographic-mass spectrometric (LC-MS) analysis, color-bleaching tests with sulfur dioxide, and thiolysis. Electrospray mass spectrometric analysis indicated that the pigmented material in this fraction was chiefly composed of direct condensation products of anthocyanin extending up to trimers. With regard to their linkages, the anthocyanin units in the oligomers were possibly linked by either an A-type (by both carbon-carbon and ether bonds) or B-type (by carbon-carbon bond) linkage, like proanthocyanidins. The terminal anthocyanin unit of the oligomers is consistently in the flavylium form but the extension units are in the flavan form for the A-type oligomers and in the flavene form for the B-type oligomers. Although their linkages still need to be defined rigorously, this is the first mass spectrometric evidence confirming the existence of anthocyanin oligomers in the grape skin extract
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https://hal.inrae.fr/hal-02683392
Déposant : Migration Prodinra <>
Soumis le : lundi 1 juin 2020 - 03:10:30
Dernière modification le : jeudi 12 novembre 2020 - 10:06:06

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Stéphane Vidal, Emmanuelle Meudec, Veronique Cheynier, George Skouroumounis, Yoji Hayasaka. Mass spectrometric evidence for the existence of oligomeric anthocyanins in grape skins. Journal of Agricultural and Food Chemistry, American Chemical Society, 2004, 52 (23), pp.7144-7151. ⟨10.1021/jf048939h⟩. ⟨hal-02683392⟩

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