含噻唑啉酮环的氟苯甲酰胺类化合物的合成及抗癌活性  

Synthesis and Anticancer Activity of Fluorobenzamides Containing 4-Thiazolidinone

作　　者：王艳玲[1] 陈义兴[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：《精细化工》2013年第7期753-756,780,共5页Fine Chemicals

基　　金：湖北省自然科学基金项目(2011CDB186);湖北省2010年高校产学研合作资助项目(C2010027)~~

摘　　要：以4-氟苯甲酸(Ⅰ)为原料,通过酯化、肼解制得4-氟苯甲酰肼(Ⅱ),Ⅱ再与芳香醛反应得到相应的酰腙(Ⅲa～Ⅲh),最后以苯和二甲基甲酰胺(DMF)为溶剂,Ⅲa～Ⅲh与巯基乙酸脱水环化成2-芳基-3-(4-氟苯甲酰胺基)-4-噻唑啉酮类化合物(Ⅳa～Ⅳh),并利用IR、1HNMR、13CNMR、ESI-MS和元素分析对Ⅳa～Ⅳh的结构进行了表征,用MTT法评价了体外对HepG-2、A549-1和231-2的3种癌细胞株的体外生长抑制活性。结果表明,Ⅳa～Ⅳh均具有潜在的体外抑制癌细胞生长活性,其中,Ⅳb,Ⅳf活性最强。4-Fluorobenzoylhydrazide（Ⅱ） was prepared by esterification and hydrazinolysis of 4-fluorobenzoic acid（Ⅰ）.4-Fluorobenzoylhydrazide（Ⅱ） then reacted with aromatic formaldehydes to give 4-fluorobenzoylhydrazones（Ⅲa-Ⅲh）.The cyclization dehydration of 4-fluorobenzoylhydra-zones with mercaptoacetic acid afforded 2-aryl-3-（4-fluorobenzoylamino）-4-thiazolidinones（Ⅳa-Ⅳh）.The structures of Ⅳa-Ⅳh were confirmed by elementary analyses,IR,1HNMR,13CNMR,and MS spectra,and their in vitro anticancer activity against the three cancer cell lines of HepG-2,A549-1 and 231-2 was evaluated.The bioactive assay shows that Ⅳb and Ⅳf exhibited a significant anticancer activity.

关 键 词：4-噻唑啉酮 氟苯甲酰胺 抗癌活性 医药与日化原料 

分 类 号：R979.1[医药卫生—药品] TQ25[医药卫生—药学]