Literature DB >> 11879061

Stability of the flavan-3-ols epicatechin and catechin and related dimeric procyanidins derived from cocoa.

Qin Yan Zhu1, Roberta R Holt, Sheryl A Lazarus, Jodi L Ensunsa, John F Hammerstone, Harold H Schmitz, Carl L Keen.   

Abstract

Cocoa flavanols and procyanidins possess wide-ranging biological activities. The present study investigated the stability of the cocoa monomers, (-)-epicatechin and (+)-catechin, and the dimers, epicatechin-(4beta-8)-epicatechin (Dimer B2) and epicatechin-(4beta- 6)-epicatechin (Dimer B5), in simulated gastric and intestinal juice and at different pH values. The dimers were less stable than the monomers at both acidic and alkaline pH. Incubation of Dimer B2 and Dimer B5 in simulated gastric juice (pH 1.8) or acidic pH resulted in degradation to epicatechin and isomerization to Dimer B5 and Dimer B2, respectively. When incubated in simulated intestinal juice or at alkaline pH, all four compounds degraded almost completely within several hours. These results suggest that the amount, and type, of flavanols and procyanidins in the gastrointestinal tract following the consumption of cocoa can be influenced by the stability of these compounds in both acidic and alkaline environments.

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Year:  2002        PMID: 11879061     DOI: 10.1021/jf011228o

Source DB:  PubMed          Journal:  J Agric Food Chem        ISSN: 0021-8561            Impact factor:   5.279


  23 in total

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2.  Inhibition of key digestive enzymes by cocoa extracts and procyanidins.

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Journal:  J Agric Food Chem       Date:  2011-04-26       Impact factor: 5.279

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4.  Effects of (-)-epicatechin and derivatives on nitric oxide mediated induction of mitochondrial proteins.

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5.  Distribution of procyanidins and their metabolites in rat plasma and tissues in relation to ingestion of procyanidin-enriched or procyanidin-rich cocoa creams.

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Journal:  Eur J Nutr       Date:  2012-07-11       Impact factor: 5.614

Review 6.  Biological activities of polyphenols from grapes.

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Journal:  Int J Mol Sci       Date:  2010-02-04       Impact factor: 5.923

Review 7.  Cocoa, chocolate, and cardiovascular disease.

Authors:  Monica Galleano; Patricia I Oteiza; Cesar G Fraga
Journal:  J Cardiovasc Pharmacol       Date:  2009-12       Impact factor: 3.105

8.  Unveiling structure-activity relationships of proanthocyanidins with dentin collagen.

Authors:  Mariana Reis; Bin Zhou; Yvette Alania; Ariene A Leme-Kraus; Shuxi Jing; James B McAlpine; Shao-Nong Chen; Guido F Pauli; Ana K Bedran-Russo
Journal:  Dent Mater       Date:  2021-09-23       Impact factor: 5.304

9.  Urinary excretion and metabolism of procyanidins in pigs.

Authors:  Sebastian Rzeppa; Katharina Bittner; Susanne Döll; Sven Dänicke; Hans-Ulrich Humpf
Journal:  Mol Nutr Food Res       Date:  2012-04       Impact factor: 5.914

10.  Simultaneous determination of seven hydrophilic bioactive compounds in water extract of Polygonum multiflorum using pressurized liquid extraction and short-end injection micellar electrokinetic chromatography.

Authors:  Ka-Meng Lao; Dong-Qi Han; Xiao-Jia Chen; Jing Zhao; Tie-Jie Wang; Shao-Ping Li
Journal:  Chem Cent J       Date:  2013-03-04       Impact factor: 4.215

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