Department of Science Education and Application, National Taichung University of Education, Taichung 40306, Taiwan.
Department of Biotechnology, Ming-Chuan University, Gui-Shan 33343, Taiwan.
Molecules. 2019 Feb 22;24(4):787. doi: 10.3390/molecules24040787.
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 (O₂•) 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, O₂• 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.
儿茶素属于多羟基多酚类化合物,是绿茶中主要的化合物。它们与许多生理特性有关。表儿茶素(EC)是非没食子酸型儿茶素,有四个酚羟基。本研究通过色谱和质谱分析,研究了碱性条件下有色光照射下 EC 的变化。特别是在 EC 光解过程中研究了超氧阴离子自由基(O₂•)。在碱性溶液中,EC 在蓝光照射下不稳定。当 EC 在碱性溶液中用蓝光照射时,通过光敏氧化还原反应发现了 O₂•的产生。此外,还研究了单体、二聚体和三聚体化合物的生成。另一方面,没食子酸酯型儿茶素表没食子儿茶素没食子酸酯(EGCG)在碱性溶液中蓝光照射下稳定。在 EC 的蓝光照射处理中加入 EGCG 可减少光解形成,表明没食子酸酯型儿茶素可以抑制 EC 的光敏感氧化。没食子酸酯型儿茶素是由非没食子酸型儿茶素和没食子酸(GA)酯化形成的。没食子酸酯型儿茶素的没食子酸部分上的羰基基团似乎对其在蓝光照射引起的光敏感氧化稳定性产生影响。