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Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process

Catechins belonging to polyhydroxylated polyphenols are the primary compounds found in green tea. They are associated with many physiological properties. Epicatechin (EC) is a non-gallate-type catechin with four phenolic hydroxyl groups attached. The changes in EC treated with color light illuminati...

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Autores principales: Huang, Shiuh-Tsuen, Hung, Yi-An, Yang, Meei-Ju, Chen, Iou-Zen, Yuann, Jeu-Ming P., Liang, Ji-Yuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6413119/
https://www.ncbi.nlm.nih.gov/pubmed/30813243
http://dx.doi.org/10.3390/molecules24040787
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author Huang, Shiuh-Tsuen
Hung, Yi-An
Yang, Meei-Ju
Chen, Iou-Zen
Yuann, Jeu-Ming P.
Liang, Ji-Yuan
author_facet Huang, Shiuh-Tsuen
Hung, Yi-An
Yang, Meei-Ju
Chen, Iou-Zen
Yuann, Jeu-Ming P.
Liang, Ji-Yuan
author_sort Huang, Shiuh-Tsuen
collection PubMed
description Catechins belonging to polyhydroxylated polyphenols are the primary compounds found in green tea. They are associated with many physiological properties. Epicatechin (EC) is a non-gallate-type catechin with four phenolic hydroxyl groups attached. The changes in EC treated with color light illumination in an alkaline condition were investigated by chromatographic and mass analyses in this study. In particular, the superoxide anion radical (O(2)•(−)) was investigated during the EC photolytic process. EC is unstable under blue light illumination in an alkaline solution. When EC was treated with blue light illumination in an alkaline solution, O(2)•(−) was found to occur via a photosensitive redox reaction. In addition, the generation of monomeric, dimeric, and trimeric compounds is investigated. On the other hand, epigallocatechin gallate (EGCG), which is a gallate-type catechin, is stable under blue light illumination in an alkaline solution. Adding EGCG, during the blue light illumination treatment of EC decreased photolytic formation, suggesting that gallate-type catechins can suppress the photosensitive oxidation of EC. Gallate-type catechins are formed via the esterification of non-gallate-type catechins and gallic acid (GA). The carbonyl group on the gallate moiety of gallate-type catechins appears to exhibit its effect on the stability against the photosensitive oxidation caused by blue light illumination.
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spelling pubmed-64131192019-03-29 Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process Huang, Shiuh-Tsuen Hung, Yi-An Yang, Meei-Ju Chen, Iou-Zen Yuann, Jeu-Ming P. Liang, Ji-Yuan Molecules Article Catechins belonging to polyhydroxylated polyphenols are the primary compounds found in green tea. They are associated with many physiological properties. Epicatechin (EC) is a non-gallate-type catechin with four phenolic hydroxyl groups attached. The changes in EC treated with color light illumination in an alkaline condition were investigated by chromatographic and mass analyses in this study. In particular, the superoxide anion radical (O(2)•(−)) was investigated during the EC photolytic process. EC is unstable under blue light illumination in an alkaline solution. When EC was treated with blue light illumination in an alkaline solution, O(2)•(−) was found to occur via a photosensitive redox reaction. In addition, the generation of monomeric, dimeric, and trimeric compounds is investigated. On the other hand, epigallocatechin gallate (EGCG), which is a gallate-type catechin, is stable under blue light illumination in an alkaline solution. Adding EGCG, during the blue light illumination treatment of EC decreased photolytic formation, suggesting that gallate-type catechins can suppress the photosensitive oxidation of EC. Gallate-type catechins are formed via the esterification of non-gallate-type catechins and gallic acid (GA). The carbonyl group on the gallate moiety of gallate-type catechins appears to exhibit its effect on the stability against the photosensitive oxidation caused by blue light illumination. MDPI 2019-02-22 /pmc/articles/PMC6413119/ /pubmed/30813243 http://dx.doi.org/10.3390/molecules24040787 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Huang, Shiuh-Tsuen
Hung, Yi-An
Yang, Meei-Ju
Chen, Iou-Zen
Yuann, Jeu-Ming P.
Liang, Ji-Yuan
Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process
title Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process
title_full Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process
title_fullStr Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process
title_full_unstemmed Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process
title_short Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process
title_sort effects of epigallocatechin gallate on the stability of epicatechin in a photolytic process
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6413119/
https://www.ncbi.nlm.nih.gov/pubmed/30813243
http://dx.doi.org/10.3390/molecules24040787
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