Role of Vinylcatechin in the Formation of Pyranomalvidin-3-glucoside-(+)-Catechin

• Type: Article in International Scientific Journal
• Date: 2008

Authors

Luis Cruz (Author) Other; Natercia Teixeira (Author) Other; Artur M S Silva (Author) Other; Nuno Mateus (Author) FCUP; Jose Borges (Author) FCUP; Victor de Freitas (Author) FCUP

Journal

Title: Journal of Agricultural and Food Chemistry

Vol. 56 No. 24

Pages: 10980-10987

ISSN: 0021-8561

Publisher: American Chemical Society

Indexing

ISI Web of Knowledge - 57 Citations

Scopus - 62 Citations

Scientific classification

FOS: Agrarian Sciences > Other Agrarian Sciences

Other information

Authenticus ID: P-003-TTY

DOI: 10.1021/jf8021496

Abstract (EN): 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 mv3g1c 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.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 8