N-苄基-3,5-二(芳亚甲基)-4-哌啶酮衍生物的合成及其细胞毒性初步研究

Synthesis and Cytotoxicity Study of N-Benzyl-3,5-Bis(Arylmethylene)-4-Piperidones

目的合成一类新颖的、具有多药耐药逆转活性的细胞毒剂并对其细胞毒性进行初步研究。方法以N-苄基-4-哌啶酮、苯甲醛衍生物为原料,通过羟醛缩合反应,以干燥的HCl气体为催化剂,20℃反应7～8 h,用TCL检测反应进程,最后经重结晶得到目标化合物。结果合成了5种N-苄基-3,5-二(芳亚甲基)-4-哌啶酮衍生物,收率达到49%以上,采用1H-NMR、ESI-MS结合熔点对其结构进行了表征,并对其活性进行了初步的研究。结论该合成路线操作简便,反应条件温和,所得化合物对几种肿瘤细胞具有良好的抑制作用。

OBJECTIVE To synthesize a kind of novel cytotoxin with multi-drug-resistance reverting properties and study their cytotoxicity. METHODS The target compounds were obtained from N-benzyl-4-piperidones and benzaldehyde derivatives on the condition of 20℃ , 7 - 8 h, taking dry hydrogen chloride as catalyst, using aldol condensation reaction, inspected by TLC and purified through reerystallization. RESULTS Five N-benzyl-3,5-bis （arylmethylene） -4-piperidone derivatives were synthesized. The yield was over 49%. Their structures were characterized by 1H-NMR,ESI-MS with melting points. The data of cytotoxicity was obtained. CON- CLUSION The synthetic route is convenient and efficient ; The compounds had good inhibiting activity for a few kinds of tumor cells.