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

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
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https://hal.inrae.fr/hal-02681173
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Submitted on : Sunday, May 31, 2020 - 11:05:49 PM
Last modification on : Thursday, November 12, 2020 - 10:06:06 AM

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E. Salas, Vessela Atanasova, Celine Poncet-Legrand, Emmanuelle Meudec, Jean Paul Mazauric, et al.. Demonstration of the occurrence of flavanol–anthocyanin adducts in wine and in model solutions. Analytica Chimica Acta, Elsevier Masson, 2004, 513 (1), pp.325-332. ⟨10.1016/j.aca.2003.11.084⟩. ⟨hal-02681173⟩

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