新型大豆苷元-8-胺甲基化衍生物的合成研究

SYNTHESIS OF NOVEL DAIDZEIN-8-AMINOMETHYLATED DERIVATIVES

为了进一步提高大豆苷元的生物利用度和生物活性,以大豆苷元、甲醛和一级胺或二级胺为原料,通过Mannich反应合成了一系列大豆苷元的胺甲基化衍生物,该反应具有明显的区域选择性,通过IR、1H NMR、13C NMR和HR MS对目标产物的结构进行了确证.对反应溶剂、温度、时间和反应物的比例等影响因素进行了考察,得出最佳反应条件:大豆苷元与胺的物质的量的比为1∶1,在65℃DMF溶剂中反应6 h,最高产率可达84.0%.

In order to improve the bioavailability and biological activities of daidzein,a series of daidzein -8-aminomethylated derivatives were synthesized using the material of daidzein, formaldehyde and primary or secondary amines via the Mannich reaction, and this reaction has obvious regioselectivity. The structures of the title compounds were elucidated by IR 1H NMR, ℃ NMR and HR MS. Furthermore, the reaction conditions were optimized as follows： reaction temperature 65 ℃, reaction time 6 h, the molar ratio of daidzein and primary or secondary amine 1：1, and DMF as the solvent. Under the optimized conditions ,the highest yield of target product reached 84.0%.