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Cited by 290

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Procyanidin Dimers Are Metabolized by Human Microbiota with 2-(3,4-Dihydroxyphenyl)acetic Acid and 5-(3,4-Dihydroxyphenyl)-γ-valerolactone as the Major Metabolites

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Appeldoorn, Maaike M., Vincken, Jean-Paul, Aura, Anna-Marja, Hollman, Peter C. H., Gruppen, Harry·2009·Journal of Agricultural and Food Chemistry

Abstract

Procyanidins (PCs) are highly abundant phenolic compounds in the human diet and might be responsible for the health effects of chocolate and wine. Due to low absorption of intact PCs, microbial metabolism might play an important role. So far, only a few studies, with crude extracts rich in PCs but also containing a multitude of other phenolic compounds, have been performed to reveal human microbial PC metabolites. Therefore, the origin of the metabolites remains questionable. This study included in vitro fermentation of purified PC dimers with human microbiota. The main metabolites identified were 2-(3,4-dihydroxyphenyl)acetic acid and 5-(3,4-dihydroxyphenyl)-gamma-valerolactone. Other metabolites detected were 3-hydroxyphenylacetic acid, 4-hydroxyphenylacetic acid, 3-hydroxyphenylpropionic acid, phenylvaleric acids, monohydroxylated phenylvalerolactone, and 1-(3',4'-dihydroxyphenyl)-3-(2'',4'',6''-trihydroxyphenyl)propan-2-ol. Metabolites that could be quantified accounted for at least 12 mol % of the dimers, assuming 1 mol of dimers is converted into 2 mol of metabolite. A degradation pathway, partly different from that of monomeric flavan-3-ols, is proposed.

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Metadata

Authors
Appeldoorn, M. M., Vincken, J.-P., Aura, A.-M., Hollman, P. C. H., & Gruppen, H.
Venue
Journal of Agricultural and Food Chemistry
Published
2009-01-14
Volume
57
Issue
3
Pages
1084-1092
ISSN
  • 0021-8561 (ISSN-L)
  • 1520-5118
OpenAlex
W1972473451
Cited by
290
References
40
FWCI
12.33
Type
journal article
Language
en
Open access
green

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CoChat. (2026). Citation check: Procyanidin Dimers Are Metabolized by Human Microbiota with 2-(3,4-Dihydroxyphenyl)acetic Acid and 5-(3,4-Dihydroxyphenyl)-γ-valerolactone as the Major Metabolites. https://app.cochat.ai/papers/10.1021/jf803059z
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Appeldoorn, M. M., Vincken, J.-P., Aura, A.-M., Hollman, P. C. H., & Gruppen, H. (2009). Procyanidin Dimers Are Metabolized by Human Microbiota with 2-(3,4-Dihydroxyphenyl)acetic Acid and 5-(3,4-Dihydroxyphenyl)-γ-valerolactone as the Major Metabolites. Journal of Agricultural and Food Chemistry. https://doi.org/10.1021/jf803059z

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