4-(N-取代苯基)氨基喹唑啉类化合物的合成及抗磷酸化活性研究有机化学.pdfVIP

2006 年第 26 卷 有 机 化 学 Vol. 26, 2006 第 10 期, 1429～1433 Chinese Journal of Organic Chemistry No. 10, 1429～1433 ·研究简报· 4-(N-取代苯基)氨基喹唑啉类化合物的合成及抗磷酸化活性研究 杨 松 刘 刚 宋宝安* 金林红 胡德禹 张素梅 (贵州大学精细化工研究开发中心 绿色农药和农业生物工程教育部重点实验室 贵阳 550025) 摘要 以 4-氯喹唑啉为起始原料, 经环化、氯化、取代三步反应, 合成了 8 个新的 4-取代苯基氨基喹唑啉类化合物. 采 用 1H NMR, 13C NMR, MS, IR 及元素分析对目标化合物的结构进行了表征. 生物活性测试表明, 化合物 1f 在 1 µmol• L－ 1 浓度下对 PC3 细胞增殖抑制活性达到 88.6%, 进一步研究表明该化合物具有较高的抑制细胞外信号调节激酶 (ERK)磷酸化的活性. 关键词 喹唑啉; 生物活性; 抗磷酸化活性 Synthesis and Anti-phosphorylation Activity of 4-Substitutedanilinoquinazoline Compounds YANG, Song LIU, Gang SONG, Bao-An* JIN, Lin-Hong HU, De-Yu ZHANG, Su-Mei (Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025) Abstract Eight new 4-substitutedquinazoline compounds were synthesized by three-step reaction using 4-chloroquinazoline as starting material. The structures of the title compounds were characterized by ele- 1 13 mental analyses, IR, H NMR, C NMR and MS spectra. The results of bioassay showed that compound 1f had good antiproliferation activity against cancer cell PC3 with rate of 88.6% at the concentration of 1 －1 µmol•L and inhibits ERK (extracellular signal-regulated kinase) phosphorylation in cells PC3 induced by EGFR (epidermal growth factor receptor). Keywords