Demonstration of the occurrence of flavanol–anthocyanin adducts in wine and in model solutions

E. Salas; Vessela Atanasova; Celine Poncet-Legrand; Emmanuelle Meudec; Jean Paul Mazauric; Veronique Cheynier

doi:10.1016/j.aca.2003.11.084

Journal articles

Demonstration of the occurrence of flavanol–anthocyanin adducts in wine and in model solutions

E. Salas ¹ Vessela Atanasova ¹ Celine Poncet-Legrand ¹ Emmanuelle Meudec ¹ Jean Paul Mazauric ¹ Veronique Cheynier ¹

Abstract : Flavanol-anthocyanin (F-A(+)) adducts were detected in red wine. A mechanism involving acid-catalysed cleavage of flavanol oligomers followed by nucleophilic addition of the anthocyanin moiety (in its hemiketal form) to the resulting carbocation (F+) was postulated. To confirm this mechanism, reactions between malvidin3-O-glucoside (Mv3glc) and procyanidin dimerepicatechin-(4-8)-epicatechin 3-O-gallate (B2-3'OG) were studied in a model solution system at pH 2. A new pigment with a UV-Vis spectrum similar to that of Mv3glc and a signal at m/z = 781 in the positive ion mode was detected and was attributed to Ec-Mv3glc, in agreement with the proposed reaction pathway

Keywords : ANTHOCYANIN FLAVANOL ADDUCT THIOLYSIS WINE HPLC/MS

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Journal articles

Domain :

Chemical Sciences / Analytical chemistry

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Demonstration of the occurrence of flavanol–anthocyanin adducts in wine and in model solutions

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Demonstration of the occurrence of flavanol–anthocyanin adducts in wine and in model solutions

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