含氟1,3,4-噁唑啉和1,3,4-噁二唑类化合物的合成及其抗癌活性  

Synthesis of 1,3,4-Oxadiazolines and 1,3,4-Oxadiazone Containing Fluorine and Their Anticancer Activity

作　　者：李少磊[1] 罗妍[1] 王莉华[1] 李德江[1] 

机构地区：[1]三峡大学化学与生命科学学院,湖北宜昌443002

出　　处：《合成化学》2010年第5期611-613,共3页Chinese Journal of Synthetic Chemistry

基　　金：湖北省2010年高校产学研合作资助项目(C2010027)

摘　　要：对氟苯甲酰腙与乙酸酐或丙酸酐反应后再脱水环化制得2-苯基-3-乙酰基-5-对氟苯基-1,3,4-噁唑啉(3)或2-苯基-3-丙酰基-5-对氟苯基-1,3,4-噁唑啉(4)。N-对氟苯甲酰基-N′-苯甲酰肼在POCl3存在下脱水环化制得2-苯基-5-对氟苯基-1,3,4-噁二唑(6)。新化合物3,4和6的结构经1HNMR,IR,MS和元素分析表征。用MTT方法评价了其对HepG-2,A549-1和231-2癌细胞株的体外生长抑制活性。结果表明,3,4和6均具有潜在的体外抑制癌细胞生长活性,其中3的活性最强。2-Phenyl-3-acetyl-5-p-florobenzoyl-1,3,4-oxadiazoline（3） or 2-phenyl-3-propionyl-5-p-fluorobenzoyl-1,3,4-oxadiazoline（4） were synthesized by the reaction of p-florobenzoylhydrazone with acetic anhydride or propionic anhydride,then dehydration cyclization.2-Phenyl-5-p-fluorophenyl-1,3,4-oxadiazole（6） was synthesized by cyclization of N-p-florobenzoyl-N′-benzoylhydrazine in the presence of POCl3.The structures of 3,4 and 6 were characterized by 1H NMR,IR,MS and elemental analysis.Their in vitro anticancer activity against the three cancer celllines of HepG-2,A549-1 and 231-2 were evaluated by MTT method.The results showed that they exhibited potential anticancer activity,especially 3 exhibited a significant anticancer activity.

关 键 词：1 3 4-噁唑啉 1 3 4-噁二唑 合成 抗癌活性 

分 类 号：O626.24[理学—有机化学]