新型3-芳甲基-5-芳氧甲基丁内酯的合成及其抑制肺癌细胞生长活性评价有机化学.pdfVIP

2006 年第 26 卷 有 机 化 学 Vol. 26, 2006 第 4 期, 537～541 Chinese Journal of Organic Chemistry No. 4, 537～541 ·研究简报· 新型 3-芳甲基-5-芳氧甲基丁内酯的合成及其抑制肺癌细胞 生长活性评价 沙 磊 a 赵宝祥*,a 范传东 b 谭 伟 a 李 勋 a 苗俊英*,b (a 山东大学化学与化工学院有机化学研究所 济南 250100) (b 山东大学生命科学学院发育生物学研究所 济南 250100) 摘要 通过 2-芳氧甲基环氧烷与 α-芳甲基丙二酸二乙酯在乙醇钠条件下反应, 合成了 8 个新型 3-芳甲基-5-芳氧甲基丁 内酯, 收率为 13%～81%. 由IR, 1H NMR 和 MS 波谱数据进行了结构表征. 所得化合物均具有抑制 A549 肺癌细胞生长 的活性, 其抑制效果具有浓度依赖性. 关键词 2-芳氧甲基环氧烷; α-芳甲基丙二酸二乙酯; 3-芳甲基-5-芳氧甲基丁内酯; A549 肺癌细胞; 生长抑制活性 Synthesis and Primary Evaluation of Lung Cancer Cell Growth Inhi- bitory Activity of Novel 3-Arylmethyl-5-aroxymethylbutyrolactones SHA, Leia ZHAO, Bao-Xiang*,a FAN, Chuan-Dongb TAN, Weia LI, Xuna MIAO, Jun-Ying*,b (a Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100) (b Institute of Developmental Biology, School of Life Science, Shandong University, Jinan 250100) Abstract A series of novel 3-arylmethyl-5-aroxymethylbutyrolactone derivatives were synthesized by the reaction of 2-aroxymethyloxirane derivatives with sodium diethyl α-arylmethylmalonates in yields of 13%～ 81%. These compounds were assayed for inhibitory activity against A549 lung cancer cell growth, and the inhibitory effects on the cell viability were dose-dependent. Keywords 2-aroxymethyloxirane derivative; diethyl α-arylmethylmalonate derivative; 3-arylmethyl-5- aroxymethylbutyrolactone; A549 lung cancer cell; growth inhibitory activity 丁内酯是许多天然产物和合成药物中的重要结构