含4-噻唑啉酮环的新金刚烷类化合物的合成及抗癌活性研究  

Synthesis and antibacterial activity of new adamantanes containing 4-thiazolidinone

作　　者：陈义兴[1] 王艳玲[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：《化学试剂》2013年第7期604-606,644,共4页Chemical Reagents

基　　金：2011年湖北省自然科学基金资助项目(2011-CDB186);湖北省2010年高校产学研合作资助项目(C201-0027)

摘　　要：以1-金刚烷甲酸为原料,通过酯化、肼解制得1-金刚烷甲酰肼,1-金刚烷甲酰肼再与芳香醛反应得到相应的酰腙,最后以苯和DMF为溶剂,酰腙与巯基乙酸脱水环化成2-芳基-3-(1-金刚烷甲酰胺基)-4-噻唑啉酮类化合物,并利用IR、1HNMR、13CNMR、ESI-MS和元素分析对7个目标化合物的结构进行了表征。用MTT方法评价了它们在体外对HepG-2,A549-1和231-2 3种癌细胞株的体外生长抑制活性。结果表明,所合成的7个新化合物均具有潜在的体外抑制癌细胞生长活性。l-Adamantane carboxylic acid hydrazide was pre- pared by esterification and hydrazino]ysis of 1-adamantane carboxylic acid. Arylcarboxylic acid hydrazide reacted with ar- omatic formaldehydes to give 1-adamantane carboxylic acid hydrazone. The cyclization dehydration of arylcarboxy]ic acid hydrazones with mercaptoaeetic acid afforded 2-aryl-3-（ 1-ad- amantylcarbonylamino）-d-thiazolidinones. The structures ofthe seven target compounds were confirmed by elementary analyses, IR, 1HNMR,13 CNMR, and MS spectra, and the in vitro anticancer activity against the three cancer cell lines of HepG- 2,A549-1 and 231-2 was evaluated. The bioactive assay indi cated that the seven new products exhibited a significant anticancer activity.

关 键 词：4 噻唑啉酮 金刚烷 合成 抗癌活性 

分 类 号：O626.24[理学—有机化学]