Tea Research Institute, Chinese Academy of Agricultural Sciences, Hangzhou, 310008, China.
Tea Research Institute, Hangzhou Academy of Agricultural Sciences, Hangzhou, 310024, China.
Sci Rep. 2023 Nov 28;13(1):20964. doi: 10.1038/s41598-023-48387-9.
Acetylation could improve the bioavailability of (-)-Epigallocatechin-3-Gallate (EGCG), but the relationship of substitution degree and antioxidant capacity of acetylated EGCG was unclear. The acetylated EGCG products were separated by preparation high performance liquid chromatography (HPLC). Two mono substituted acetylated EGCG, three substituted acetylated EGCG (T-AcE), eight substituted acetylated EGCG (E-AcE) and (-)-Epigallocatechin gallate (EGCG) were isolated. The 7-acetyl-EGCG (S7-ACEGCG) and 7-acetyl-EGCG (T-AcE) were identified for the first time. The antioxidant capacity, superoxide anion radical scavenging capacities, and hydroxyl radical scavenging capacities of EGCG decreased significantly after acetylation modification. The more EGCG acetylation modification sites, the lower the total antioxidant capacity, superoxide anion radical scavenging capacities, and hydroxyl radical scavenging capacities. The antioxidant capacity, superoxide anion radical scavenging capacities, and hydroxyl radical scavenging capacities of 5-acetyl-EGCG (S5-ACE) were higher than 7-acetyl-EGCG (S7-AcE). Combining all the results in this and previous studies, acetylation modification is not conducive to the performance of EGCG antioxidant capacity.
乙酰化可以提高(-)-表没食子儿茶素没食子酸酯(EGCG)的生物利用度,但乙酰化 EGCG 的取代度与抗氧化能力的关系尚不清楚。通过制备高效液相色谱(HPLC)分离乙酰化 EGCG 产物。分离出两种单取代乙酰化 EGCG、三种取代乙酰化 EGCG(T-AcE)、八种取代乙酰化 EGCG(E-AcE)和(-)-表儿茶素没食子酸酯(EGCG)。首次鉴定出 7-乙酰-EGCG(S7-ACEGCG)和 7-乙酰-EGCG(T-AcE)。乙酰化修饰后,EGCG 的抗氧化能力、超氧阴离子自由基清除能力和羟基自由基清除能力显著下降。EGCG 乙酰化修饰位点越多,总抗氧化能力、超氧阴离子自由基清除能力和羟基自由基清除能力越低。5-乙酰-EGCG(S5-ACE)的抗氧化能力、超氧阴离子自由基清除能力和羟基自由基清除能力均高于 7-乙酰-EGCG(S7-AcE)。结合本研究和以往研究的所有结果,乙酰化修饰不利于 EGCG 抗氧化能力的发挥。