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Role of vinylcatechin in the formation of pyranomalvidin-3-glucoside-+-catechin
Authors:Cruz Luis  Teixeira Natércia  Silva Artur M S  Mateus Nuno  Borges Jose  de Freitas Victor
Institution:Departamento de Quimica, Faculdade de Ciencias, Centro de Investigacao em Quimica, Universidade do Porto, Porto, Portugal.
Abstract:Reactions between malvidin-3-glucoside (mv3glc) and 8-vinylcatechin were carried out to synthesize pyranomv3glc-(+)-catechin pigment and to study the formation of intermediates. A rapid decrease of mv3glc content concomitant with the formation of more complex structures such as mv3glc-vinylcatechin precursor of pyranomv3glc-(+)-catechin pigment] and mv3glc-divinylcatechin was observed. On the other hand, 8-vinylcatechin undergoes acid-catalyzed dimerization in model wine solution, giving rise to 8-vinylcatechin dimers. These compounds were also found in the reaction between mv3glc and (+)-catechin mediated by acetaldehyde, which provides evidence for the formation of 8-vinylcatechin and its involvement in the formation of pyranoanthocyanins in aged red wines.
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