2-甲基-3-取代苯基吡咯并吡嗪酮类化合物的合成及抗癌活性研究  

Synthesis and anticancer activity of 2-methyl-3-substituted phenyl pyrazinone compounds

作　　者：马鹤[1] 张智勇[1] 田康[1] 李岩松[1] 张丽娟[1] 

机构地区：[1]沈阳药科大学制药工程学院,辽宁沈阳110016

出　　处：《中国药物化学杂志》2010年第3期171-175,共5页Chinese Journal of Medicinal Chemistry

摘　　要：目的寻找具有抗癌活性的新吡咯并吡嗪酮类化合物。方法以吡咯、对氨基苯乙酮为原料,经Friedel-Crafts酰化、醇解、亲核取代、环合及醇解反应制得母体化合物2-甲基-3-对氨基苯基吡咯并[1,2-a]吡嗪-1(2H)-酮,再通过酰基化/磺酰基化和烷基化反应引入酰基和烷基即制得系列吡咯并吡嗪酮类化合物。结果合成了8个未见文献报道的吡咯并吡嗪酮类化合物,其结构经1H-NMR、MS和IR谱确证。结论8个目标化合物的体外抗乳腺癌细胞、肝癌细胞和肺癌细胞的活性试验结果显示,化合物4、5具有明显的抗癌活性。Aim To find new pyrazinone compounds with anticancer activities.Methods Parent compound 2-methyl-3-（4-aminophenyl）-pyrrole- pyrazine-1（2H）-ketone was prepared from pyrrole and p-aminoacetophenone as raw materials by Friedel-Crafts acylation,alcoholysis,nucleophilic substitution,cyclization,and alcoholysis reaction,and then a series of pyrazinone compounds were synthesized by introducing acyl,sulfonyl and alkyl groups,respectively.Results Eight new 2-methyl-3-substituted phenyl pyrazinone compounds were obtained,and their structures were confirmed by ^1H-NMR,MS and IR.Conclusion The eight target compounds were performed by anti-breast cancer,anti-liver cancer,and anti-lung cancer activity tests in vitro,among which two compounds（4,5） had strong anticancer activity.

关 键 词：非甾体抗炎药 吡咯并吡嗪酮 合成 抗癌活性 

分 类 号：R914[医药卫生—药物化学]