Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach

The objective of this study was to assess how in vitro gastrointestinal digestion influenced the bioaccessibility and potential bioavailability of phenolic compounds and methylxanthines in the cocoa shell (CS) in the form of flour (CSF) and aqueous extract (CSE). To comprehend how these phytochemica...

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Autores: Cañas, Silvia, Rebollo-Hernanz, Miguel, Braojos, Cheyenne, Benítez, Vanessa, Ferreras Charro, Rebeca, Dueñas Patón, Montserrat, Aguilera, Yolanda, Martín-Cabrejas, María A
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:España
Recursos:Universidad de Salamanca (USAL)
Repositorio:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:gredos.usal.es:10366/161878
Acesso em linha:http://hdl.handle.net/10366/161878
Access Level:acceso abierto
Palavra-chave:Cocoa shell
Cocoa by-products
Phenolic compounds
N-phenylpropenoyl-L-amino acids
Methylxanthines
In vitro digestion
Bioaccessibility
Bioavailability
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spelling Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approachCañas, SilviaRebollo-Hernanz, MiguelBraojos, CheyenneBenítez, VanessaFerreras Charro, RebecaDueñas Patón, MontserratAguilera, YolandaMartín-Cabrejas, María ACocoa shellCocoa by-productsPhenolic compoundsN-phenylpropenoyl-L-amino acidsMethylxanthinesIn vitro digestionBioaccessibilityBioavailabilityThe objective of this study was to assess how in vitro gastrointestinal digestion influenced the bioaccessibility and potential bioavailability of phenolic compounds and methylxanthines in the cocoa shell (CS) in the form of flour (CSF) and aqueous extract (CSE). To comprehend how these phytochemicals behaved during gastrointestinal digestion, we also modeled in silico the colonic microbial biotransformation of the phenolic compounds in the CS. Different groups of phenolic compounds (mainly gallic and protocatechuic acids, and catechin) and methylxanthines (theobromine and caffeine) could be found in the CS. Methylxanthines and phenolic compounds were released differently during gastrointestinal digestion. Whereas digestion triggered the release of hydroxybenzoic acids (67–73%) and flavan-3-ols (73–88%) during the intestinal phase, it also caused the degradation of flavonols and flavones. Besides, the release of phytochemicals was significantly influenced by the CS matrix type. Phenolic compounds were protected by the CSF matrix. Phenolic acids from CSF were more bioaccessible in the intestinal (1.2-fold, p < 0.05) and colonic (1.3-fold, p < 0.05) phases than those from the CSE. Methylxanthines were also more bioaccessible in the intestinal (1.8-fold, p < 0.01) and colonic phases (1.3-fold, p < 0.001) and bioavailable (1.8-fold, p < 0.001) in the CSF. Colonic metabolism demonstrated that the gut microbiota could biotransform non-absorbed phenolic compounds into other lower molecular weight and more bioavailable metabolites. These findings support the CS’s potential as a source of bioaccessible, bioavailable, and active phytochemicals.Elsevier202520252022info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10366/161878reponame:GREDOS. Repositorio Institucional de la Universidad de Salamancainstname:Universidad de Salamanca (USAL)InglésRTI 2018-097504-B-I00CLU-2018-04Attribution-NonCommercial-NoDerivatives 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:gredos.usal.es:10366/1618782026-06-07T06:28:51Z
dc.title.none.fl_str_mv Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
title Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
spellingShingle Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
Cañas, Silvia
Cocoa shell
Cocoa by-products
Phenolic compounds
N-phenylpropenoyl-L-amino acids
Methylxanthines
In vitro digestion
Bioaccessibility
Bioavailability
title_short Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
title_full Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
title_fullStr Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
title_full_unstemmed Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
title_sort Gastrointestinal fate of phenolic compounds and amino derivatives from the cocoa shell: An in vitro and in silico approach
dc.creator.none.fl_str_mv Cañas, Silvia
Rebollo-Hernanz, Miguel
Braojos, Cheyenne
Benítez, Vanessa
Ferreras Charro, Rebeca
Dueñas Patón, Montserrat
Aguilera, Yolanda
Martín-Cabrejas, María A
author Cañas, Silvia
author_facet Cañas, Silvia
Rebollo-Hernanz, Miguel
Braojos, Cheyenne
Benítez, Vanessa
Ferreras Charro, Rebeca
Dueñas Patón, Montserrat
Aguilera, Yolanda
Martín-Cabrejas, María A
author_role author
author2 Rebollo-Hernanz, Miguel
Braojos, Cheyenne
Benítez, Vanessa
Ferreras Charro, Rebeca
Dueñas Patón, Montserrat
Aguilera, Yolanda
Martín-Cabrejas, María A
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Cocoa shell
Cocoa by-products
Phenolic compounds
N-phenylpropenoyl-L-amino acids
Methylxanthines
In vitro digestion
Bioaccessibility
Bioavailability
topic Cocoa shell
Cocoa by-products
Phenolic compounds
N-phenylpropenoyl-L-amino acids
Methylxanthines
In vitro digestion
Bioaccessibility
Bioavailability
description The objective of this study was to assess how in vitro gastrointestinal digestion influenced the bioaccessibility and potential bioavailability of phenolic compounds and methylxanthines in the cocoa shell (CS) in the form of flour (CSF) and aqueous extract (CSE). To comprehend how these phytochemicals behaved during gastrointestinal digestion, we also modeled in silico the colonic microbial biotransformation of the phenolic compounds in the CS. Different groups of phenolic compounds (mainly gallic and protocatechuic acids, and catechin) and methylxanthines (theobromine and caffeine) could be found in the CS. Methylxanthines and phenolic compounds were released differently during gastrointestinal digestion. Whereas digestion triggered the release of hydroxybenzoic acids (67–73%) and flavan-3-ols (73–88%) during the intestinal phase, it also caused the degradation of flavonols and flavones. Besides, the release of phytochemicals was significantly influenced by the CS matrix type. Phenolic compounds were protected by the CSF matrix. Phenolic acids from CSF were more bioaccessible in the intestinal (1.2-fold, p < 0.05) and colonic (1.3-fold, p < 0.05) phases than those from the CSE. Methylxanthines were also more bioaccessible in the intestinal (1.8-fold, p < 0.01) and colonic phases (1.3-fold, p < 0.001) and bioavailable (1.8-fold, p < 0.001) in the CSF. Colonic metabolism demonstrated that the gut microbiota could biotransform non-absorbed phenolic compounds into other lower molecular weight and more bioavailable metabolites. These findings support the CS’s potential as a source of bioaccessible, bioavailable, and active phytochemicals.
publishDate 2022
dc.date.none.fl_str_mv 2022
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10366/161878
url http://hdl.handle.net/10366/161878
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv RTI 2018-097504-B-I00
CLU-2018-04
dc.rights.none.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 Internacional
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 Internacional
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:GREDOS. Repositorio Institucional de la Universidad de Salamanca
instname:Universidad de Salamanca (USAL)
instname_str Universidad de Salamanca (USAL)
reponame_str GREDOS. Repositorio Institucional de la Universidad de Salamanca
collection GREDOS. Repositorio Institucional de la Universidad de Salamanca
repository.name.fl_str_mv
repository.mail.fl_str_mv
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