以4-羟基苯乙酸甲酯、水合肼为原料合成4-羟基苯乙酰肼,再与卤代苯甲醛(X=F、Cl、Br)反应,获得3种含有卤素原子的新型酰腙化合物4-氟苯甲醛-4-羟基苯乙酰腙(Ⅰ)、4-氯苯甲醛-4-羟基苯乙酰腙(Ⅱ)和4-溴苯甲醛-4-羟基苯乙酰腙(Ⅲ),并培养得到上述化合物的单晶。通过元素分析和X-射线单晶衍射对它们进行了表征。结果表明,它们均属三斜晶系,P1空间点群,分子之间通过氢键相互作用,交错排列堆积。利用热重分析研究了它们的热稳定性,并分别计算了它们热分解过程的表观活化能(Ea),结果显示它们的热稳定性都较高。采用紫外光谱研究了它们与ct-DNA的相互作用,发现它们均是以插入模式与ct-DNA作用。通过微量热实验研究了化合物与ct-DNA相互作用过程的热效应(ΔH),化合物Ⅰ、Ⅱ和Ⅲ的ΔH分别为1.87、2.86和5.54 k J·mol-1,说明它们与ct-DNA相互作用的大小为:Ⅲ〉Ⅱ〉Ⅰ。
4-Hydroxy phenylacetyl hydrazine was synthesized by methyl 4-hydroxyphenylacetate and hydrazine hydrate,then reacted with halogenated benzaldehyde( X = F,Cl,Br) to form three new kinds of compoundsⅠ,Ⅱand Ⅲ. Their single crystals were respectively obtained. The structures of three new compounds were determined by element analysis and X-ray single crystal diffraction. The X-ray single crystal diffraction showed that three new compounds all belonged to the triclinic,P 1 space group,and each molecular staggered to pile up through hydrogen bond. Thermal gravity analyses were used to investigate the stabilities of three new compounds,and the apparent activation energy Eaof the decompositions were also calculated. UV-Vis spectrum was used to explore the interaction of the three kinds of compounds with ct-DNA. The results showed that the three acetyl hydrazone compounds can combine with ct-DNA by the mode of insertion. The heating effects of the interaction process between compounds and ct-DNA were also analyzed by microcalorimetric method,the enthalpy change values ΔH of Ⅰ、Ⅱ and Ⅲ were 1. 87,2. 86 and 5. 54 k J·mol- 1. The strength order for interactions of compounds with ct-DNA was Ⅲ Ⅱ Ⅰ. CCDC:1402717,Ⅰ; 1063026,Ⅱ; 1061929,Ⅲ.