一锅法合成B-降胆甾-3,5-二烯-α-氨基磷酸酯及细胞活性研究

One Pot Synthesis of B-norcholesteric-3,5-diene-α-aminophosphate and its Cytotoxicity

从胆甾醇(1)出发,通过臭氧氧化、羟醛缩合等反应,合成了B-降-3,5-二羟基胆甾-6-醛(2),然后采用一锅法,与不同结构的伯胺及亚磷酸二乙酯合成了8个结构新颖的B-降胆甾-3,5-二烯-α-氨基磷酸酯(3a~3h)。采用IR、NMR及HR-MS等分析手段进行了结构表征。体外抗肿瘤活性测试结果显示,3a~3h对人体人肝癌细胞(HEPG2)、人鼻咽癌细胞(CNE-2)及宫颈癌细胞株(HeLa)无明显的抑制作用。

Started from cholesterol(1),b-norcholestane(2)was synthesized by ozonation and aldol condensation.Then,eight novel B-norcholesteric-3,5-diene-α-aminophosphates(3a~3h)were synthesized with different primary amines and phosphites in one pot.The structures of compounds 3a~3h were characterized by IR,NMR and HRMS.The antitumor activity test in vitro showed that 3a~3h had no obvious inhibitory effect to human hepatoma cell line(HepG2),human nasopharyngeal carcinoma cell line(CNE-2)and human cervical cancer cell lines(Hela).