N-(1,5-二芳基-3-戊酮-1-基)-4-氨基苯甲酸的合成与α-葡糖苷酶抑制活性初步研究

由Mannich反应直接合成了16个β-氨基酮化合物, 制备方法简单、反应条件温和、产品易纯化, 收率达到45%～90%。所制备的化合物通过IR、ESI-MS、¹H NMR、¹³C NMR和HR-MS等方法进行了结构表征。α-葡糖苷酶抑制活性检测表明, 所合成的化合物对该酶的抑制活性顺序为: 2c最强, 2b、2h、1a、1f有一定的抑制活性。在此基础上, 对合成化合物的构-效关系进行了讨论。

Synthesis and α-glucosidase inhibitory activity of N-(1,5-diaryl-3- pentone-1-yl)-4-aminobenzoic acid

In order to find highly active antidiabetic lead compound, sixteen 4-aminobenzoic acid derivatives were designed and synthesized directly through Mannich reaction in the solution of ethanol at 15-35 ℃ with facile method, mild reaction condition and high yield (45%-90%).  Fifteen of them are new compounds.  Their structures were confirmed by ¹H NMR, ¹³C NMR, IR, ESI-MS and HR-MS.  α-Glucosidase inhibitory activity of these compounds indicated that most of these compounds possess the activity with the order: 2c > 2b > 2h > 1a > 1f.  The structure-activity relationship of these 4-aminobenzoic acid derivatives was also discussed.