首页> 中文期刊> 《化学研究与应用》 >双卤代萘甲酰腙的合成、晶体结构及其与BSA和ct-DNA的相互作用

双卤代萘甲酰腙的合成、晶体结构及其与BSA和ct-DNA的相互作用

         

摘要

6-bromo-2-naphthoyl hydrazine was synthesized by the condensation reaction of methyl 6-bromo-2-naphthoate and hydra-zine hydrate,then reacted with halogenated benzaldehyde to get three novel double halogenated naphthoyl hydrazones(C18H12 BrXN2O,X=F,1;Cl,2;Br,3).The results of X-ray single crystal diffraction showed that three acylhydrazone compounds all be-longed to the monoclinic,P21space group.The temperatures at the maximum thermal decomposition of three acylhydrazone com-pounds were all beyond 330 ℃,which proved that all of them had higher thermal stabilities.The fluorescence spectra showed each aclyhydrazone compound reacted with bovine serum albumin(BSA)to form a complex by static quenching effect,the binding con-stants KAof three compounds with BSA were all around 105L·mol-1,which indicated that they had strong combining abilities.UV-Vis spectra showed that three acylhydrazone compounds reacted with ct-DNA by the modes of insertion,the binding constants Kbfor 1,2 and 3 were 5.94×108L·mol-1,4.29×108L·mol-1and 5.96×108L·mol-1,respectively.%利用6-溴-2-萘甲酸甲酯和水合肼缩合生成6-溴-2-萘甲酰肼,再与卤代苯甲醛反应得到三种新型双卤代萘甲酰腙(C18H12BrXN2O,X=F、1,Cl、2,Br、3).X-射线单晶衍射表明三种酰腙化合物均属单斜晶系,P21空间群.三种酰腙化合物最大热分解处的温度均超过330 ℃,说明它们都具有较高的热稳定性.荧光光谱显示每个酰腙化合物都与牛血清蛋白(BSA)通过静态猝灭的方式形成了复合物,与BSA的结合常数KA均在105 L·mol-1左右,表明它们之间的结合能力较强.紫外-可见光谱表明三种酰腙化合物与小牛胸腺 DNA(ct-DNA)的作用模式均为嵌插互入作用,1、2、3与ct-DNA的结合常数Kb分别为5.94×108L·mol-1、4.29×108 L·mol-1和5.96×108L·mol-1.

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