1-芳甲基-3-芳基吡唑-5-羧酸乙酯衍生物的合成与生物活性评价  

Synthesis and Bioactivity Evaluation of Ethyl 1-Arylmethyl-3-aryl-1H-pyrazole-5-carboxylate Derivatives

作　　者：丁晓玲[1] 孟宁[2] 夏永[1] 王丽娟[1] 张晓峰[1] 赵宝祥[1] 苗俊英[2] 

机构地区：[1]山东大学化学与化工学院有机化学研究所 [2]山东大学生命科学学院发育生物学研究所,济南250100

出　　处：《有机化学》2007年第12期1542-1546,共5页Chinese Journal of Organic Chemistry

基　　金：山东省自然科学基金(No.Y2005B12)资助项目.

摘　　要：在碳酸钾存在下,以丙酮或乙腈为溶剂,3-芳基吡唑-5-羧酸乙酯与芳甲基氯发生亲核取代反应,以较好收率得到1-芳甲基-3-芳基吡唑-5-羧酸乙酯衍生物.取代基以及溶剂对反应收率有较大影响.1HNMR,13CNMR,IR和MS表征了化合物的结构.通过X射线衍射分析测定了化合物3c的晶体结构.所得化合物3a～3d在5～20μmol?L-1浓度范围对血管内皮细胞(HUVEC)凋亡具有促进活性,其效果具有浓度依赖性.Ethyl 3-aryl-1H-pyrazole-5-carboxylate reacted with arylmethyl chloride in acetone or acetonitrile in the presence of potassium carbonate to afford 1-arylmethyl-3-aryl-lH-pyrazole-5-carboxylate derivatives in good yields. The substituent on aryl moiety and solvent can influence on the yields of the reactions. The structures of all products were confirmed by ^1H NMR, ^13C NMR, IR and MS spectra. The structure of compound 3c was determined by X-ray single crystal diffraction method. The compounds 3a-3d promoted HUVEC apoptosis at the concentrations of 5-20 μmol·L^-1 to a certain extent and the effect on the cell viability was dosedependent.

关 键 词：吡唑衍生物 合成 结构表征 内皮细胞 凋亡 

分 类 号：O626.21[理学—有机化学]