Ambigaipalan Priyatharini, Oh Won Young, Shahidi Fereidoon
Department of Biochemistry, Memorial University of Newfoundland, St. John's, NL, A1B 3X9, Canada.
J Food Drug Anal. 2020 Sep 15;28(3):356-364. doi: 10.38212/2224-6614.1240.
Tea epigallocatechin (EGC) was acylated with selected fatty acids, namely propionic acid [C3:0], caprylic acid [C8:0], lauric acid [C12:0], stearic acid [C18:0] and docosahexaenoic acid (DHA; C22:6 n-3). Antioxidant activity of EGC and its lipophilized derivatives were examined in various food (β-carotene-linoleate oil-in-water emulsion and bulk oil) and biological (supercoiled DNA and LDL) systems in vitro in order to evaluate the effect of increased lipophilicity on their antioxidant capacity. Lipophilized EGC derivatives were more effective in β-carotene-linoleate oil-in-water emulsion and bulk oil than their parent EGC molecule. Meanwhile, EGC and its derivatives showed more than 60% inhibition against DNA strand scission induced by hydroxyl or peroxyl radical. Moreover, lipophilization of EGC had a negative effect on the inhibition of human LDL cholesterol peroxidation. Overall, this study revealed that EGC and its lipophilized derivatives could potentially be used as health promoting and disease preventing compounds.
茶表没食子儿茶素（EGC）与选定的脂肪酸进行酰化反应，这些脂肪酸分别为丙酸[C3:0]、辛酸[C8:0]、月桂酸[C12:0]、硬脂酸[C18:0]和二十二碳六烯酸（DHA；C22:6 n-3）。为了评估亲脂性增加对其抗氧化能力的影响，在体外各种食品（β-胡萝卜素-亚油酸水包油乳液和散装油）和生物（超螺旋DNA和低密度脂蛋白）体系中检测了EGC及其亲脂化衍生物的抗氧化活性。亲脂化的EGC衍生物在β-胡萝卜素-亚油酸水包油乳液和散装油中比其母体EGC分子更有效。同时，EGC及其衍生物对羟基或过氧自由基诱导的DNA链断裂具有超过60%的抑制作用。此外，EGC的亲脂化对抑制人低密度脂蛋白胆固醇过氧化有负面影响。总体而言，本研究表明EGC及其亲脂化衍生物有可能用作促进健康和预防疾病的化合物。
