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表没食子儿茶素没食子酸酯衍生物的茶歇——具有巨大医学潜力的强效多酚。

Tea-break with epigallocatechin gallate derivatives - Powerful polyphenols of great potential for medicine.

机构信息

Chair and Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, Poznań, 60-780, Poland.

Chair and Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, Poznań, 60-780, Poland.

出版信息

Eur J Med Chem. 2023 Dec 5;261:115820. doi: 10.1016/j.ejmech.2023.115820. Epub 2023 Sep 14.

Abstract

Epigallocatechin gallate (EGCG) is a polyphenol present in green tea (Camellia sinensis), which has revealed anti-cancer effects toward a variety of cancer cells in vitro and protective potential against neurodegenerative diseases such as Alzheimer's and Parkinson's. Unfortunately, EGCG presents disappointing bioavailability after oral administration, primarily due to its chemical instability and poor absorption. Due to these limitations, EGCG is currently not used in medication, but only as a dietary supplement in the form of green tea extract. Therefore, it needs further modifications before being considered suitable for extensive medical applications. In this article, we review the scientific literature about EGCG derivatives focusing on their biological properties and potential medical applications. The most common chemical modifications of epigallocatechin gallate rely on introducing fatty acid chains or sugar molecules to its chemical structure to modify solubility. Another frequently employed procedure is based on blocking EGCG's hydroxyl groups with various substituents. Novel derivatives reveal interesting properties, of which, antioxidant, anti-inflammatory, antitumor and antimicrobial, are especially important. It is worth noting that the most promising EGCG derivatives present higher stability and activity than base EGCG.

摘要

没食子酸表没食子儿茶素酯(EGCG)是绿茶(Camellia sinensis)中的一种多酚,已被证明对体外多种癌细胞具有抗癌作用,并对阿尔茨海默病和帕金森病等神经退行性疾病具有保护潜力。不幸的是,EGCG 经口服后生物利用度令人失望,主要是由于其化学不稳定性和吸收不良。由于这些限制,EGCG 目前未在药物中使用,仅以绿茶提取物的膳食补充剂形式存在。因此,在考虑广泛的医疗应用之前,还需要进一步修改。本文综述了关于 EGCG 衍生物的科学文献,重点介绍了它们的生物学特性和潜在的医学应用。EGCG 最常见的化学修饰方法是在其化学结构中引入脂肪酸链或糖分子以改变其溶解性。另一种常用的方法是用各种取代基封闭 EGCG 的羟基。新型衍生物具有有趣的特性,其中抗氧化、抗炎、抗肿瘤和抗微生物特性尤为重要。值得注意的是,最有前途的 EGCG 衍生物比基础 EGCG 具有更高的稳定性和活性。

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