Phloretamide及其衍生物的合成与抗氧化活性

以3-(4-羟基苯基)丙烯酰胺（Phloretamide）为先导化合物，取代苯丙烯酸为原料，经取代反应和酰胺化反应制得苯丙烯酰胺类化合物(2a~2d)； 2经氢化还原反应合成了4个Phloretamide衍生物(3a~3d); 1, 2和3经去甲基化反应分别制得〖WTHZ〗〖STHZ〗1e, 2e~2f和3e~3f〖STBZ〗〖WTBZ〗。其中，3-(3,4,5-三羟基苯基)丙烯酰胺(2f), 3-(2,3,4-三羟基苯基)丙酰胺(3e)和3-(3,4,5-三羟基苯基)丙酰胺(3f)为新化合物，其结构经¹H NMR, ¹³C NMR和ESI-MS表征。初步抗氧化活性测定结果表明：c为10 μmol·L^-1时，2b, 2f和3f具有较好的自由基清除活性，其清除率分别为66.8%, 59.8%和69.4%，均优于阳性对照咖啡酸,咖啡酸苯乙酯和Vc。

Synthesis of Phloretamide and Its Derivatives and Their Antioxidant Activities

A series of Phloretamide derivatives were designed and synthesized using 3-( 4-hydroxyphe-nyl) propan-amide as the lead compound.They were synthesized by amidation reaction, using cinna-mon acids as the raw materials.3-(3,4,5-trihydroxyphenyl)acrylamide(2f), 3-(2,3,4-trihydroxy-phenyl) propanamide(3e) and 3-(3,4,5-trihydroxyphenyl) propanamide(3f) are new compounds. The structures were characterized by 1 H NMR, 13 C NMR and ESI-MS.The antioxidant activities of these compounds were investigated.The results showed that 3-( 3, 4-dihydroxyphenyl ) acrylamide (2b), 2f and 3f had good antioxidant activities with radical scavenging ratio of 66.8%, 59.8%and 69.4%at 10 μmol· L-1 , respectively, better than caffeic acid, caffeic acid phenethyl ester and Vc.