Phloretamide及其衍生物的合成与抗氧化活性  

Synthesis of Phloretamide and Its Derivatives and Their Antioxidant Activities

作　　者：吴冬冬[1] 樊志强[1] 任杰[1] 胡昆[1] 

机构地区：[1]常州大学制药与生命科学学院,江苏常州213164

出　　处：《合成化学》2016年第3期211-214,222,共5页Chinese Journal of Synthetic Chemistry

摘　　要：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1e,2e^2f和3e^3f。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10μmol·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。A series of Phloretamide derivatives were designed and synthesized using 3-（ 4-hydroxyphenyl） propan- amide as the lead compound. They were synthesized by amidation reaction,using cinnamon acids as the raw materials. 3-（ 3,4,5-trihydroxyphenyl） acrylamide（ 2f）,3-（ 2,3,4-trihydroxyphenyl） propanamide（ 3e） and 3-（ 3,4,5-trihydroxyphenyl） propanamide（ 3f） are new compounds.The structures were characterized by1 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% and69. 4% at 10 μmol·L- 1,respectively,better than caffeic acid,caffeic acid phenethyl ester and Vc.

关 键 词：Phloretamide 抗氧化剂 DPPH 合成 抗氧化活性 

分 类 号：O625[理学—有机化学] O621.3[理学—化学]