摘要
以4-氯-2-甲硫基-6-丙炔氧基嘧啶为原料,依次经Williamson醚合成、氧化和聚合反应制得新型四氧杂杯[2]芳烃[2]嘧啶母体(4),并通过点击化学反应合成了4个结构新颖的含1,2,3-三氮唑基团的四氧杂杯[2]芳烃[2]嘧啶衍生物(5a^5d),其结构经1H MNR,13C MNR和HR-MS(ESI)表征。采用MTT法研究了5a^5d对人宫颈癌细胞(Hela),人乳腺癌细胞(MCF-7),人肝癌细胞(HepG2)和人肺癌细胞(A549)的体外抗肿瘤活性。结果表明:化合物5a对MCF-7具有明显的抑制活性,在50μM浓度下抑制率可达82%,优于阳性对照药5-氟尿嘧啶。
Four novel tetraoxacalix[2]arene[2]pyrimidine parent substance was prepared from 4-chloro-2-methylthio-6-propynyloxypyrimidine via Williamson ether synthesis,oxidation and polymerization reactions,which finally afforded four novel tetraoxacalix[2]arene[2]pyrimidine derivatives(5 a^5 d)containing 1,2,3-triazole groups via click chemistry.The structures were characterized by 1H MNR,13C MNR and HR-MS(ESI).The antitumor activities of 5 a^5 d against human cervical cancer cells(Hela),human breast cancer cells(MCF-7),human hepatoma cells(HepG2),and human lung cancer cells(A549)were evaluated by MTT assays.The results showed that 5 a exhibited significant inhibitory activity against MCF-7 with 82%inhibition rate at a concentration of 50μM,which was superior to the positive control 5-Fluorouracil.
作者
吴鑫
余永波
安琳
黄统辉
WU Xin;YU Yong-bo;AN Lin;HUANG Tong-hui(Jiangsu Key Laboratory of New Drug Research and Clinical Pharmacy,Xuzhou Medical University,Xuzhou 221000,China)
出处
《合成化学》
CAS
北大核心
2020年第5期393-397,共5页
Chinese Journal of Synthetic Chemistry
基金
江苏省自然科学基金资助项目(BK20171184)
江苏省研究生科研与实践创新项目(KYCX18-2203)。
关键词
芳烃[2]嘧啶
点击化学
合成
1
2
3-三氮唑
抗肿瘤活性
tetraoxo[2]arene[2]pyrimidine
click chemistry
synthesis
1,2,3-triazole
antitumor activity
