An inelastic neutron scattering study of dietary phenolic acids

Detalhes bibliográficos
Autor(a) principal: Marques, M. P. M.
Data de Publicação: 2014
Outros Autores: Carvalho, Luís A. E. Batista de, Valero, Rosendo, Machado, Nelson F. L., Parker, Stewart F.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/25640
https://doi.org/10.1039/c4cp00338a
Resumo: The conformational preferences and hydrogen-bonding motifs of several potential chemopreventive hydroxycinnamic derivatives were determined by inelastic neutron scattering spectroscopy. The aim is to understand their recognized beneficial activity and establish reliable structure–activity relationships for these types of dietary phytochemicals. A series of phenolic acids with different hydroxyl/methoxyl ring substitution patterns were studied: trans-cinnamic, p-coumaric, m-coumaric, trans-caffeic and ferulic acids. Their INS spectra were completely assigned by theoretical calculations performed at the Density Functional Theory level, for the isolated molecule, dimeric centrosymmetric species and the solid (using plane-wave expansion approaches). Access to the low energy vibrational region of the spectra enabled the identification of particular modes associated with intermolecular hydrogen-bonding interactions, which are the determinants of the main conformational preferences and antioxidant capacity of these systems.
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spelling An inelastic neutron scattering study of dietary phenolic acidsAntioxidantsHydrogen BondingHydroxybenzoatesNeutron DiffractionQuantum TheoryThe conformational preferences and hydrogen-bonding motifs of several potential chemopreventive hydroxycinnamic derivatives were determined by inelastic neutron scattering spectroscopy. The aim is to understand their recognized beneficial activity and establish reliable structure–activity relationships for these types of dietary phytochemicals. A series of phenolic acids with different hydroxyl/methoxyl ring substitution patterns were studied: trans-cinnamic, p-coumaric, m-coumaric, trans-caffeic and ferulic acids. Their INS spectra were completely assigned by theoretical calculations performed at the Density Functional Theory level, for the isolated molecule, dimeric centrosymmetric species and the solid (using plane-wave expansion approaches). Access to the low energy vibrational region of the spectra enabled the identification of particular modes associated with intermolecular hydrogen-bonding interactions, which are the determinants of the main conformational preferences and antioxidant capacity of these systems.The authors are thankful for financial support from the Portuguese Foundation for Science and Technology – PEst-OE/QUI/UI0070/ 2014. The INS work was supported by the European Commission under the 7th Framework Programme through the Key Action: Strengthening the European Research Area, Research Infrastructures. Contract no. CP-CSA_INFRA-2008-1.1.1 Number 226507- NMI3.the Owner Societies2014info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/25640http://hdl.handle.net/10316/25640https://doi.org/10.1039/c4cp00338aenghttp://pubs.rsc.org/en/Content/ArticleLanding/2014/CP/c4cp00338a#!divAbstractMarques, M. P. M.Carvalho, Luís A. E. Batista deValero, RosendoMachado, Nelson F. L.Parker, Stewart F.info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2022-08-24T13:21:21Zoai:estudogeral.uc.pt:10316/25640Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:56:06.391484Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv An inelastic neutron scattering study of dietary phenolic acids
title An inelastic neutron scattering study of dietary phenolic acids
spellingShingle An inelastic neutron scattering study of dietary phenolic acids
Marques, M. P. M.
Antioxidants
Hydrogen Bonding
Hydroxybenzoates
Neutron Diffraction
Quantum Theory
title_short An inelastic neutron scattering study of dietary phenolic acids
title_full An inelastic neutron scattering study of dietary phenolic acids
title_fullStr An inelastic neutron scattering study of dietary phenolic acids
title_full_unstemmed An inelastic neutron scattering study of dietary phenolic acids
title_sort An inelastic neutron scattering study of dietary phenolic acids
author Marques, M. P. M.
author_facet Marques, M. P. M.
Carvalho, Luís A. E. Batista de
Valero, Rosendo
Machado, Nelson F. L.
Parker, Stewart F.
author_role author
author2 Carvalho, Luís A. E. Batista de
Valero, Rosendo
Machado, Nelson F. L.
Parker, Stewart F.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Marques, M. P. M.
Carvalho, Luís A. E. Batista de
Valero, Rosendo
Machado, Nelson F. L.
Parker, Stewart F.
dc.subject.por.fl_str_mv Antioxidants
Hydrogen Bonding
Hydroxybenzoates
Neutron Diffraction
Quantum Theory
topic Antioxidants
Hydrogen Bonding
Hydroxybenzoates
Neutron Diffraction
Quantum Theory
description The conformational preferences and hydrogen-bonding motifs of several potential chemopreventive hydroxycinnamic derivatives were determined by inelastic neutron scattering spectroscopy. The aim is to understand their recognized beneficial activity and establish reliable structure–activity relationships for these types of dietary phytochemicals. A series of phenolic acids with different hydroxyl/methoxyl ring substitution patterns were studied: trans-cinnamic, p-coumaric, m-coumaric, trans-caffeic and ferulic acids. Their INS spectra were completely assigned by theoretical calculations performed at the Density Functional Theory level, for the isolated molecule, dimeric centrosymmetric species and the solid (using plane-wave expansion approaches). Access to the low energy vibrational region of the spectra enabled the identification of particular modes associated with intermolecular hydrogen-bonding interactions, which are the determinants of the main conformational preferences and antioxidant capacity of these systems.
publishDate 2014
dc.date.none.fl_str_mv 2014
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10316/25640
http://hdl.handle.net/10316/25640
https://doi.org/10.1039/c4cp00338a
url http://hdl.handle.net/10316/25640
https://doi.org/10.1039/c4cp00338a
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv http://pubs.rsc.org/en/Content/ArticleLanding/2014/CP/c4cp00338a#!divAbstract
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv the Owner Societies
publisher.none.fl_str_mv the Owner Societies
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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