Zhuang Yingjun, Quan Wei, Wang Xufeng, Cheng Yunhui, Jiao Ye
School of Food Science and Bioengineering, Changsha University of Science & Technology, Changsha 410114, China.
College of Food Science and Technology, Hunan Agricultural University, Changsha 410128, China.
Foods. 2024 Apr 17;13(8):1232. doi: 10.3390/foods13081232.
Epigallocatechin gallate (EGCG), the key constituent of tea polyphenols, presents challenges in terms of its lipid solubility, stability, and bioavailability because of its polyhydroxy structure. Consequently, structural modifications are imperative to enhance its efficacy. This paper comprehensively reviews the esterification techniques applied to EGCG over the past two decades and their impacts on bioactivities. Both chemical and enzymatic esterification methods involve catalysts, solvents, and hydrophobic groups as critical factors. Although the chemical method is cost-efficient, it poses challenges in purification; on the other hand, the enzymatic approach offers improved selectivity and simplified purification processes. The biological functions of EGCG are inevitably influenced by the structural changes incurred through esterification. The antioxidant capacity of EGCG derivatives can be compromised under certain conditions by reducing hydroxyl groups, while enhancing lipid solubility and stability can strengthen their antiviral, antibacterial, and anticancer properties. Additionally, esterification broadens the utility of EGCG in food applications. This review provides critical insights into developing cost-effective and environmentally sustainable selective esterification methods, as well as emphasizes the elucidation of the bioactive mechanisms of EGCG derivatives to facilitate their widespread adoption in food processing, healthcare products, and pharmaceuticals.
表没食子儿茶素没食子酸酯(EGCG)是茶多酚的关键成分,由于其多羟基结构,在脂溶性、稳定性和生物利用度方面存在挑战。因此,进行结构修饰以提高其功效势在必行。本文全面综述了过去二十年应用于EGCG的酯化技术及其对生物活性的影响。化学和酶促酯化方法都涉及催化剂、溶剂和疏水基团等关键因素。虽然化学方法成本效益高,但在纯化方面存在挑战;另一方面,酶促方法具有更高的选择性和简化的纯化过程。EGCG的生物学功能不可避免地受到酯化引起的结构变化的影响。EGCG衍生物的抗氧化能力在某些条件下可能会因羟基减少而受到损害,而增强脂溶性和稳定性则可以增强其抗病毒、抗菌和抗癌特性。此外,酯化拓宽了EGCG在食品应用中的用途。本综述为开发具有成本效益和环境可持续性的选择性酯化方法提供了关键见解,并强调了对EGCG衍生物生物活性机制的阐释,以促进其在食品加工、保健品和制药领域的广泛应用。