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合成了2-羟基萘醛苯乙酰腙(1)、2-羟基萘醛-4-羟基苯乙酰腙(2)和2-羟基萘醛-2-甲氧基苯乙酰腙(3)三种新型酰腙化合物,通过单晶X射线衍射(XRD)、元素分析和傅里叶变换红外(FTIR)光谱对化合物结构进行了表征。单晶X射线衍射结果表明,化合物2和3结晶为单斜晶系,空间群C2/c。而化合物1结晶为正交晶系,空间群为Pbca。热重(TG)分析结果表明,化合物1、2、3分子骨架热分解的温度分别为318.23、319.04、323.01°C,对应的热分解过程表观活化能分别为115.90、145.18、129.38 k J?mol-1。微量热研究表明,三种酰腙及其前驱体酰肼与小牛胸腺脱氧核糖核酸(CT-DNA)相互作用均为吸热作用,但作用时间(1.00-50.0 min)和反应熵变(0.47-15.50 k J?mol-1)有较大的差异。化合物1和2与CT-DNA的反应焓变均大于其前驱体酰肼a和b与CT-DNA的反应焓变,而化合物3与CT-DNA的反应焓变却小于其前驱体酰肼c与CT-DNA的反应焓变。
Three new types of 2-hydroxynaphthoaldehyde phenylacetylhydrazone (1), 2-hydroxynaphthoaldehyde-4-hydroxyphenylacetylhydrazone (2) and 2- Acylhydrazone compounds were synthesized and characterized by single crystal X-ray diffraction (XRD), elemental analysis and Fourier transform infrared (FTIR) spectroscopy. Single crystal X-ray diffraction results show that the compounds 2 and 3 are monoclinic with space group C2 / c. While compound 1 crystallizes in orthorhombic system with space group Pbca. Thermogravimetry (TG) results showed that the thermal decomposition temperatures of the compounds 1, 2 and 3 were 318.23, 319.04 and 323.01 ° C, respectively. The corresponding apparent activation energies of thermal decomposition were 115.90, 145.18 and 129.38 kJ, respectively. mol-1. The microcalorimetric studies showed that the interaction between the three acylhydrazones and their precursor hydrazides and calf thymus DNA (CT-DNA) were endothermic, but the effect time (1.00-50.0 min) and entropy change of reaction (0.47 -15.50 kJ mol-1). The enthalpy change of compound 1 and 2 with CT-DNA was larger than that of its precursor hydrazide a and b with CT-DNA, while the enthalpy change of compound 3 and CT-DNA was less than that of precursor hydrazide c Enthalpy change with CT-DNA.