PMID: 11929281Apr 4, 2002Paper

Changes in proanthocyanidin chain length in winelike model solutions

Journal of Agricultural and Food Chemistry
Stéphane VidalVeronique Cheynier

Abstract

Reactions of seed and skin proanthocyanidins in the presence or absence of (-)-epicatechin were followed in winelike solutions over 53 days at 30 degrees C. Proanthocyanidins were separated from flavanol monomers by sequential elution from a Sep Pak cartridge, and changes in proanthocyanidin composition were monitored by thiolysis analysis of the proanthocyanidin fraction. In solutions containing no free (-)-epicatechin, trace amounts of monomers were released and important losses of proanthocyanidins were measured, but their average composition and mean degree of polymerization (mDP) were hardly modified. In the presence of (-)-epicatechin, the mDP value decreased and oligomeric proanthocyanidins accumulated throughout the incubation while losses of total units were dramatically reduced. Our data indicate that interflavanic bond cleavage of proanthocyanidins occurred under mild acidic conditions such as encountered in wine and that the resulting carbocation proceeded to unknown species. The latter reaction did not take place in the presence of (-)-epicatechin. Epicatechin added to the intermediate carbocation, thus being incorporated as the end unit of a shorter proanthocyanidin chain. The results of this study are discussed i...Continue Reading

References

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Citations

Jan 9, 2013·Journal of Agricultural and Food Chemistry·Baoshan SunIsabel Spranger
Jun 5, 2013·Journal of Agricultural and Food Chemistry·Carine Le BourvellecCatherine M G C Renard
Feb 18, 2011·Critical Reviews in Food Science and Nutrition·Leigh M SchmidtkeGeoff R Scollary
Jun 9, 2005·Critical Reviews in Food Science and Nutrition·María MonagasCarmen Gómez-Cordovés
Feb 22, 2005·The New Phytologist·Richard A DixonShashi B Sharma
Apr 17, 2015·Journal of Agricultural and Food Chemistry·Jacqui M McRaePaul A Smith
Oct 31, 2008·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Fei HeChang-Qing Duan
Dec 5, 2008·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Fei HeChang-Qing Duan
Mar 7, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Kai PengYuxi Wang
Feb 28, 2013·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Fei HeChang-Qing Duan
Sep 22, 2017·Critical Reviews in Food Science and Nutrition·Lingxi Li, Baoshan Sun
Jun 20, 2020·Critical Reviews in Food Science and Nutrition·Xiaofeng WeiXiangyu Sun
Aug 1, 2020·Scientific Reports·Federico BonaldoPanagiotis Arapitsas
Jan 11, 2005·The American Journal of Clinical Nutrition·Véronique Cheynier
Sep 15, 2005·Journal of Agricultural and Food Chemistry·Jessica DrinkineCédric Saucier
Feb 19, 2004·Journal of Agricultural and Food Chemistry·María C LlaudyFernando Zamora
Jun 29, 2021·Journal of Agricultural and Food Chemistry·James R CampbellAndrew L Waterhouse
Jan 23, 2003·Journal of Agricultural and Food Chemistry·Tibor Fuleki, Jorge M Ricardo-Da-Silva
Nov 8, 2013·Journal of Agricultural and Food Chemistry·Jacqui M McRaePaul A Smith
Nov 13, 2010·Journal of Agricultural and Food Chemistry·Jacqui M McRaeJames A Kennedy
May 25, 2018·Journal of Agricultural and Food Chemistry·Lingjun MaAndrew L Waterhouse
Dec 24, 2003·Journal of Agricultural and Food Chemistry·Erika SalasVéronique Cheynier
Sep 14, 2006·Journal of Agricultural and Food Chemistry·David FournandVeronique Cheynier
Feb 16, 2007·Journal of Agricultural and Food Chemistry·Jessica DrinkineCedric Saucier
Jul 3, 2007·Journal of Agricultural and Food Chemistry·Jessica DrinkineCedric Saucier
Jul 3, 2007·Journal of Agricultural and Food Chemistry·Jianxiong TaoPaul A Kilmartin
Jun 19, 2008·Journal of Agricultural and Food Chemistry·Marta Cano-LópezEncarna Gómez-Plaza
Mar 5, 2004·Journal of Agricultural and Food Chemistry·Gad G YousefMary Ann Lila
Mar 5, 2004·Journal of Agricultural and Food Chemistry·M Angeles Pozo-BayónCarmen Gómez-Cordovés
Jun 8, 2006·Journal of Agricultural and Food Chemistry·María del Carmen LlaudyFernando Zamora
Jun 8, 2006·Journal of Agricultural and Food Chemistry·Cécile Morel-SalmiVéronique Cheynier

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