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Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids

The antioxidant activity of gentisic (GA) and α-resorcylic (α-RA) acids was investigated by considering their molecular structures in various oxidative environments, including DPPH(·) scavenging assay, stripped olive and soybean oils, and the corresponding oil-in-water emulsions. The mechanism of ac...

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Autores principales: Mardani-Ghahfarokhi, Azadeh, Farhoosh, Reza
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7656251/
https://www.ncbi.nlm.nih.gov/pubmed/33173139
http://dx.doi.org/10.1038/s41598-020-76620-2
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author Mardani-Ghahfarokhi, Azadeh
Farhoosh, Reza
author_facet Mardani-Ghahfarokhi, Azadeh
Farhoosh, Reza
author_sort Mardani-Ghahfarokhi, Azadeh
collection PubMed
description The antioxidant activity of gentisic (GA) and α-resorcylic (α-RA) acids was investigated by considering their molecular structures in various oxidative environments, including DPPH(·) scavenging assay, stripped olive and soybean oils, and the corresponding oil-in-water emulsions. The mechanism of action in the oils was evaluated in the presence of different concentrations of the antioxidants at 60 °C, using the kinetic parameters the stabilization factor (F), the oxidation rate ratio (ORR), the activity (A), and the average rate of antioxidant consumption ([Formula: see text] ). GA was significantly more potent antioxidant than α-RA in all the environments. Although the less polar α-RA showed better activity in the emulsions rather than in the bulk oils, GA with an ortho-hydroxy structure had higher capacity to scavenge DPPH(·), and LOO(·) in the oils and emulsions. The lower performance of α-RA was attributed to its participation in side reactions of chain initiation (AH + LOOH → A(·) + L(·) + H(2)O) and propagation (A(·) + LH → AH + L(·)) as competed with the main chain termination reaction (LOO(·) + AH → LOOH + A(·)).
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spelling pubmed-76562512020-11-12 Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids Mardani-Ghahfarokhi, Azadeh Farhoosh, Reza Sci Rep Article The antioxidant activity of gentisic (GA) and α-resorcylic (α-RA) acids was investigated by considering their molecular structures in various oxidative environments, including DPPH(·) scavenging assay, stripped olive and soybean oils, and the corresponding oil-in-water emulsions. The mechanism of action in the oils was evaluated in the presence of different concentrations of the antioxidants at 60 °C, using the kinetic parameters the stabilization factor (F), the oxidation rate ratio (ORR), the activity (A), and the average rate of antioxidant consumption ([Formula: see text] ). GA was significantly more potent antioxidant than α-RA in all the environments. Although the less polar α-RA showed better activity in the emulsions rather than in the bulk oils, GA with an ortho-hydroxy structure had higher capacity to scavenge DPPH(·), and LOO(·) in the oils and emulsions. The lower performance of α-RA was attributed to its participation in side reactions of chain initiation (AH + LOOH → A(·) + L(·) + H(2)O) and propagation (A(·) + LH → AH + L(·)) as competed with the main chain termination reaction (LOO(·) + AH → LOOH + A(·)). Nature Publishing Group UK 2020-11-10 /pmc/articles/PMC7656251/ /pubmed/33173139 http://dx.doi.org/10.1038/s41598-020-76620-2 Text en © The Author(s) 2020 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Mardani-Ghahfarokhi, Azadeh
Farhoosh, Reza
Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids
title Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids
title_full Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids
title_fullStr Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids
title_full_unstemmed Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids
title_short Antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids
title_sort antioxidant activity and mechanism of inhibitory action of gentisic and α-resorcylic acids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7656251/
https://www.ncbi.nlm.nih.gov/pubmed/33173139
http://dx.doi.org/10.1038/s41598-020-76620-2
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