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)[C22:6n-3] in order to increase its lipophilicity. Monoesters were identified as the predominant products (~40%) followed by diesters (~33%), triesters (~9%) and trace amounts of tetra- and pentaesters. 1H NMR, 13C NMR and HPLC-DAD-MS were used to elucidate the acylation sites and structures of new EGC esters. According to the HPLC-MS analysis of the caprylate esters, EGC-4'-O-caprylate (27%), EGC-3'-O-caprylate or EGC-5'-O-caprylate (12%) and EGC-3',5'-O-dicaprylate (16%) were the major compounds generated upon the acylation reaction of EGC. The acylation significantly increased the lipophilicity of EGC. In addition, EGC and its esters showed radical scavenging activities against DPPH radical and ABTS radical cation. Therefore, EGC esters could serve as potential sources of antioxidants for application in both hydrophilic and lipophilic media.
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【Epigallocatechin (EGC) esters as potential sources of antioxidants.].
【表没食子儿茶素（EGC）酯是抗氧化剂的潜在来源。】
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DOI：10.1016/j.foodchem.2019.125609文章类型：杂志文章
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：Epigallocatechin（EGC）被选定的脂肪酸酰化，即丙酸[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） ）[C22：6n-3]，以增加其亲脂性。单酯被确定为主要产物（约40％），其次是二酯（约33％），三酯（约9％）和痕量的四酯和五酯。 1 H NMR，13 C NMR和HPLC-DAD-MS用于阐明新EGC酯的酰化位点和结构。根据辛酸酯的HPLC-MS分析，EGC-4'-O-辛酸酯（27％），EGC-3'-O-辛酸酯或EGC-5'-O-辛酸酯（12％）和EGC-3 '，5'-O-二辛酸酯（16％）是EGC酰化反应生成的主要化合物。酰化显着增加了EGC的亲脂性。另外，EGC及其酯显示出对DPPH自由基和ABTS自由基阳离子的自由基清除活性。因此，EGC酯可作为潜在的抗氧化剂来源，用于亲水性和亲脂性介质。
