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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Main Authors: Shiuh-Tsuen Huang, Yi-An Hung, Meei-Ju Yang, Iou-Zen Chen, Jeu-Ming P. Yuann, Ji-Yuan Liang
Format: Article
Language:English
Published: MDPI AG 2019-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/4/787
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spelling doaj-87e5ffacc4eb4d6182db07788fcde3672020-11-25T01:33:15ZengMDPI AGMolecules1420-30492019-02-0124478710.3390/molecules24040787molecules24040787Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic ProcessShiuh-Tsuen Huang0Yi-An Hung1Meei-Ju Yang2Iou-Zen Chen3Jeu-Ming P. Yuann4Ji-Yuan Liang5Department of Science Education and Application, National Taichung University of Education, Taichung 40306, TaiwanDepartment of Biotechnology, Ming-Chuan University, Gui-Shan 33343, TaiwanTea Research and Extension Station, Taoyuan 32654, TaiwanDepartment of Horticulture and Landscape Architecture, National Taiwan University, Taipei 10617, TaiwanDepartment of Biotechnology, Ming-Chuan University, Gui-Shan 33343, TaiwanDepartment of Biotechnology, Ming-Chuan University, Gui-Shan 33343, TaiwanCatechins 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<sub>2</sub>&#8226;<sup>&#8722;</sup>) 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<sub>2</sub>&#8226;<sup>&#8722;</sup> 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.https://www.mdpi.com/1420-3049/24/4/787blue lightcatechinepicatechinEGCGgallic acid
collection DOAJ
language English
format Article
sources DOAJ
author Shiuh-Tsuen Huang
Yi-An Hung
Meei-Ju Yang
Iou-Zen Chen
Jeu-Ming P. Yuann
Ji-Yuan Liang
spellingShingle Shiuh-Tsuen Huang
Yi-An Hung
Meei-Ju Yang
Iou-Zen Chen
Jeu-Ming P. Yuann
Ji-Yuan Liang
Effects of Epigallocatechin Gallate on the Stability of Epicatechin in a Photolytic Process
Molecules
blue light
catechin
epicatechin
EGCG
gallic acid
author_facet Shiuh-Tsuen Huang
Yi-An Hung
Meei-Ju Yang
Iou-Zen Chen
Jeu-Ming P. Yuann
Ji-Yuan Liang
author_sort Shiuh-Tsuen Huang
title 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_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_sort effects of epigallocatechin gallate on the stability of epicatechin in a photolytic process
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-02-01
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<sub>2</sub>&#8226;<sup>&#8722;</sup>) 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<sub>2</sub>&#8226;<sup>&#8722;</sup> 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.
topic blue light
catechin
epicatechin
EGCG
gallic acid
url https://www.mdpi.com/1420-3049/24/4/787
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