喹啉酮荧光探针的合成及性能研究  

Studies on the Synthesis and Properties of Quinolinone-based Fluorescent Probe

作　　者：王会镇[1] 肖梅杰 张军庆[1] 肖学建[1] 杨海君[1] 

机构地区：[1]西南科技大学材料科学与工程学院//四川省非金属复合与功能材料重点实验室培育基地,四川绵阳621010

出　　处：《中山大学学报（自然科学版）》2014年第2期94-100,共7页Acta Scientiarum Naturalium Universitatis Sunyatseni

基　　金：国家自然科学基金资助项目(90713002);四川省非金属复合与功能材料重点实验室-省部共建国家重点实验室培育基地开放基金资助项目(11zxfk10)

摘　　要：通过乙酰乙酸乙酯与间苯二胺反应制得4-甲基-7-氨基-2-喹啉酮(3),进一步与氨三乙酸反应制得新的喹啉酮酰胺衍生物5,其结构经红外、核磁氢谱、质谱等表征。5与La(NO3)3配位得到新的配合物6。元素分析、红外、质谱、热重-差热分析和摩尔电导等确定配合物6的分子式为[La(C16H15N3O6)NO3]·4H2O。荧光测试表明,化合物5与稀土金属La配位后,荧光发光强度明显增加,荧光区间变窄。此外,化合物5与不同浓度鲱鱼精DNA作用的荧光变化情况表明:化合物5与鲱鱼精DNA有较强的相互作用,荧光光谱变化明显;鲱鱼精DNA对化合物5有荧光增强作用,DNA浓度为4.02×10-6mol/L时,增幅最大可达40%。实验结果表明,化合物5在DNA检测或疾病防治等方面有潜在的应用价值。7-Amino-4-methyl-2 （1 H）-quinolinone was synthesized by the reaction of m-phenylenedia-mine with ethyl acetoacetate （3）,which was further reacted with nitrilotriacetic acid and produced a new amide compound 5.The chemical structure of compound 5 was characterized by IR,1 H-NMR,and MS analyses.Coordination of compound 5 with La （NO3 ）3 produced a new La complex 6 with a molecular formula of [La（C16H15N3O6）NO3]＆#183;4H2O,which was analyzed by IR,MS,TG-DTA,elemental analy-sis,and molar conductivity.The result of fluorescence analysis showed that the La-complex had a stron-ger fluorescence and narrower frequency-domain.The interaction of compound 5 with herring DNA solu-tion was also studied by fluorescent spectroscopy at different concentrations.An obvious change of the flu-orescent spectroscopy was observed,showing that there is a strong interaction between the DNA and com-pound 5.Addition of herring DNA could effectively enhance the luminescence intensity,and an intensity increased to 40% was observed at a DNA concentration of 4.02 ＆#215;10 -6 mol/L.Therefore,compound 5 has potential applications in DNA analysis and/or prevention and treatment of diseases.

关 键 词：荧光物质 镧配合物 生物检测 合成 

分 类 号：TQ216[化学工程—有机化工]