Citation: ZHAO Shun-Sheng, LI Lan-Lan, LIU Xiang-Rong, DING Zuo-Cheng, YANG Zai-Wen. Crystal Structure, Thermal Decomposition and Interaction with CT-DNA of Three 2-Hydroxy-1-naphthaldehyde Acyl Hydrazones[J]. Acta Physico-Chimica Sinica, ;2017, 33(2): 356-363. doi: 10.3866/PKU.WHXB201610191 shu

Crystal Structure, Thermal Decomposition and Interaction with CT-DNA of Three 2-Hydroxy-1-naphthaldehyde Acyl Hydrazones

College of Chemistry and Chemical Engineering, Xi′an University of Science and Technology, Xi′an 710054, P. R. China

Received Date: 5 September 2016
Revised Date: 19 October 2016

Fund Project: The project was supported by the National Natural Science Foundation of China (21103135, 21073139, 21301139), Natural Science Basic Research Plan in Shaanxi Province, China (2016JM2011), and Scientific Research Program Funded by Shaanxi Provincial Education Commission, China (15JK1492).

Three acyl hydrazones N'-((2-hydroxynaphthalen-1-yl)methylene)-2-phenylacetohydrazide (1), N'-((2-hydroxynaphthalen-1-yl) methylene)-2-(4-hydroxyphenyl)acetohydrazide hydrate (2), and N'-((2-hydroxynaphthalen-1-yl) methylene)-2-(2-methoxyphenyl) acetohydrazide hydrate (3) were synthesized and then characterized by elemental analysis and single-crystal X-ray diffraction. The crystallographic data indicated that both compounds 2 and 3 crystallized in the monoclinic crystal lattice, space group C2/c, while compound 1 crystallized in the orthorhombic space group Pbca. The thermal decomposition processes of the three hydrazones were studied by thermogravimetry. The thermal decomposition temperatures of compounds 1, 2, and 3 were 318.23, 319.04, and 323.01℃, respectively. Meanwhile, the apparent activation energies for thermal decomposition for compounds 1, 2, and 3 were 115.90, 145.18, and 129.38 kJ·mol^-1, respectively, calculated according to the Kissinger and Ozawa equations. The interactions of compounds 1-3 with calf thymus (CT)-DNA were evaluated by microcalorimetry. The results indicated these interactions were homogenous endothermic processes with non-identical interaction time (1.00-50.0 min) and interaction enthalpies (0.47-15.50 kJ·mol^-1). The interaction enthalpies of compounds 1 and 2 were higher than those of their precursors, while the interaction enthalpy of compound 3 was lower than that of its precursor.
- Acyl hydrazone,
- Crystal structure,
- Thermogravimetry,
- Microcalorimetry,
- DNA binding
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