Chemistry and photochemistry of anthocyanins and related compounds

Detalhes bibliográficos
Autor(a) principal: Basílio, Nuno
Data de Publicação: 2016
Outros Autores: Pina, Fernando
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: https://doi.org/10.3390/molecules21111502
Resumo: This work was supported by the Associated Laboratory for Sustainable Chemistry-Clean Processes and Technologies-LAQV. The latter is financed by national funds from FCT/MEC (UID/QUI/50006/2013) and co-financed by the ERDF under the PT2020 Partnership Agreement (POCI-01-0145-FEDER-007265). The NMR equipment is part of The National NMR Facility, supported by the Portuguese FCT (RECI/BBB-BQB/0230/2012). N.B. gratefully acknowledges a postdoctoral grant from FCT/MEC (SFRH/BPD/84805/2012).
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spelling Chemistry and photochemistry of anthocyanins and related compoundsA thermodynamic and kinetic approachAnthocyaninsCucurbiturilsCyclodextrinsEnergy level diagramFlavylium compoundsMultistate chemistryMedicine(all)Organic ChemistryThis work was supported by the Associated Laboratory for Sustainable Chemistry-Clean Processes and Technologies-LAQV. The latter is financed by national funds from FCT/MEC (UID/QUI/50006/2013) and co-financed by the ERDF under the PT2020 Partnership Agreement (POCI-01-0145-FEDER-007265). The NMR equipment is part of The National NMR Facility, supported by the Portuguese FCT (RECI/BBB-BQB/0230/2012). N.B. gratefully acknowledges a postdoctoral grant from FCT/MEC (SFRH/BPD/84805/2012).Anthocyanins are identified by the respective flavylium cation, which is only one species of a multistate of different molecules reversibly interconverted by external inputs such as pH, light and temperature. The flavylium cation (acidic form) is involved in an apparent acid-base reaction, where the basic species is the sum of quinoidal base, hemiketal and cis- and trans-chalcones, their relative fraction depending on the substitution pattern of the flavylium cation. The full comprehension of this complex system requires a thermodynamic and kinetic approach. The first consists in drawing an energy level diagram where the relative positions of the different species are represented as a function of pH. On the other hand, the kinetic approach allows measuring the rates of the reactions that interconnect reversibly the multistate species. The kinetics is greatly dependent on the existence or not of a high cis-trans isomerization barrier. In this work, the procedure to obtain the energy level diagram and the rates of inter-conversion in the multistate in both cases (low or high isomerization barrier) are described. Practical examples of this approach are presented to illustrate the theory, and recently reported applications based on host-guest complexes are reviewed.DQ - Departamento de QuímicaLAQV@REQUIMTERUNBasílio, NunoPina, Fernando2017-09-05T22:04:41Z2016-112016-11-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttps://doi.org/10.3390/molecules21111502eng1420-3049PURE: 2613858http://www.scopus.com/inward/record.url?scp=84997124336&partnerID=8YFLogxKhttps://doi.org/10.3390/molecules21111502info: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:RCAAP2024-03-11T04:11:09Zoai:run.unl.pt:10362/23086Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:27:39.043950Repositório 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 Chemistry and photochemistry of anthocyanins and related compounds
A thermodynamic and kinetic approach
title Chemistry and photochemistry of anthocyanins and related compounds
spellingShingle Chemistry and photochemistry of anthocyanins and related compounds
Basílio, Nuno
Anthocyanins
Cucurbiturils
Cyclodextrins
Energy level diagram
Flavylium compounds
Multistate chemistry
Medicine(all)
Organic Chemistry
title_short Chemistry and photochemistry of anthocyanins and related compounds
title_full Chemistry and photochemistry of anthocyanins and related compounds
title_fullStr Chemistry and photochemistry of anthocyanins and related compounds
title_full_unstemmed Chemistry and photochemistry of anthocyanins and related compounds
title_sort Chemistry and photochemistry of anthocyanins and related compounds
author Basílio, Nuno
author_facet Basílio, Nuno
Pina, Fernando
author_role author
author2 Pina, Fernando
author2_role author
dc.contributor.none.fl_str_mv DQ - Departamento de Química
LAQV@REQUIMTE
RUN
dc.contributor.author.fl_str_mv Basílio, Nuno
Pina, Fernando
dc.subject.por.fl_str_mv Anthocyanins
Cucurbiturils
Cyclodextrins
Energy level diagram
Flavylium compounds
Multistate chemistry
Medicine(all)
Organic Chemistry
topic Anthocyanins
Cucurbiturils
Cyclodextrins
Energy level diagram
Flavylium compounds
Multistate chemistry
Medicine(all)
Organic Chemistry
description This work was supported by the Associated Laboratory for Sustainable Chemistry-Clean Processes and Technologies-LAQV. The latter is financed by national funds from FCT/MEC (UID/QUI/50006/2013) and co-financed by the ERDF under the PT2020 Partnership Agreement (POCI-01-0145-FEDER-007265). The NMR equipment is part of The National NMR Facility, supported by the Portuguese FCT (RECI/BBB-BQB/0230/2012). N.B. gratefully acknowledges a postdoctoral grant from FCT/MEC (SFRH/BPD/84805/2012).
publishDate 2016
dc.date.none.fl_str_mv 2016-11
2016-11-01T00:00:00Z
2017-09-05T22:04:41Z
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 https://doi.org/10.3390/molecules21111502
url https://doi.org/10.3390/molecules21111502
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 1420-3049
PURE: 2613858
http://www.scopus.com/inward/record.url?scp=84997124336&partnerID=8YFLogxK
https://doi.org/10.3390/molecules21111502
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