Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes

[Image: see text] Intermolecular copigmentation of malvidin-3-O-glucoside with caffeine was studied using a holistic procedure that includes the extension to basic pH values. In moderately basic solutions (7.5 < pH < 9.5) and independently of the copigment presence, there is a pH region where...

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Autores principales: Camuenho, Ambrósio, Seco, André, Parola, A. Jorge, Basílio, Nuno, Pina, Fernando
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9330165/
https://www.ncbi.nlm.nih.gov/pubmed/35910157
http://dx.doi.org/10.1021/acsomega.2c02571
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author Camuenho, Ambrósio
Seco, André
Parola, A. Jorge
Basílio, Nuno
Pina, Fernando
author_facet Camuenho, Ambrósio
Seco, André
Parola, A. Jorge
Basílio, Nuno
Pina, Fernando
author_sort Camuenho, Ambrósio
collection PubMed
description [Image: see text] Intermolecular copigmentation of malvidin-3-O-glucoside with caffeine was studied using a holistic procedure that includes the extension to basic pH values. In moderately basic solutions (7.5 < pH < 9.5) and independently of the copigment presence, there is a pH region where degradation of the quinoidal base and anionic quinoidal bases is faster than hydration and OH(–) nucleophilic addition, preventing the system from reaching the equilibrium. Intermolecular copigmentation with caffeine reduces significantly the degradation rate of quinoidal bases. In a more basic medium, the equilibrium is reached and degradation occurs from the anionic chalcones. In this case, the addition of caffeine also reduces the degradation rate in the interval 10 < pH < 11.5.
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spelling pubmed-93301652022-07-29 Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes Camuenho, Ambrósio Seco, André Parola, A. Jorge Basílio, Nuno Pina, Fernando ACS Omega [Image: see text] Intermolecular copigmentation of malvidin-3-O-glucoside with caffeine was studied using a holistic procedure that includes the extension to basic pH values. In moderately basic solutions (7.5 < pH < 9.5) and independently of the copigment presence, there is a pH region where degradation of the quinoidal base and anionic quinoidal bases is faster than hydration and OH(–) nucleophilic addition, preventing the system from reaching the equilibrium. Intermolecular copigmentation with caffeine reduces significantly the degradation rate of quinoidal bases. In a more basic medium, the equilibrium is reached and degradation occurs from the anionic chalcones. In this case, the addition of caffeine also reduces the degradation rate in the interval 10 < pH < 11.5. American Chemical Society 2022-07-12 /pmc/articles/PMC9330165/ /pubmed/35910157 http://dx.doi.org/10.1021/acsomega.2c02571 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Camuenho, Ambrósio
Seco, André
Parola, A. Jorge
Basílio, Nuno
Pina, Fernando
Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes
title Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes
title_full Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes
title_fullStr Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes
title_full_unstemmed Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes
title_short Intermolecular Copigmentation of Malvidin-3-O-glucoside with Caffeine in Water: The Effect of the Copigment on the pH-Dependent Reversible and Irreversible Processes
title_sort intermolecular copigmentation of malvidin-3-o-glucoside with caffeine in water: the effect of the copigment on the ph-dependent reversible and irreversible processes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9330165/
https://www.ncbi.nlm.nih.gov/pubmed/35910157
http://dx.doi.org/10.1021/acsomega.2c02571
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