Crystal Structures,Thermal Behaviors and Biological Activities of Acylhydrazone Compounds Containing Pyrazine Rings and Halogen Atoms  

作　　者：杨杰 刘向荣 岳无思 杨再文 赵顺省 杨征 

机构地区：[1]College of Chemistry and Chemical Engineering, Xi'an University of Science and Technology

出　　处：《Chinese Journal of Structural Chemistry》2018年第2期248-261,共14页结构化学（英文）

基　　金：supported by the National Natural Science Foundation of China(Nos.21073139,21103135 and 21301139)

摘　　要：Three new kinds of acylhydrazone compounds （C12H10FN5O？H2O, 1; C12H10ClN5O？2CH3COOH, 2; C12H10BrN5O, 3） were synthesized by the reaction of 2-amino-3- pyrazinecarbohydrazide （C5H7N5O） with halogenated benzaldehyde （C7H5OX, X = F, Cl, Br）. The structures of the three compounds were characterized by elemental analysis, 1H NMR, IR and X-ray diffraction. X-ray single-crystal diffraction presents that the three compounds all belong to triclinic system, P space group. Thermal gravity analyses show that three compounds have excellent thermal stabilities and all the thermal decomposition temperature of maximum weight loss was around 300 °C. The interactions of the compounds with CT-DNA were investigated by UV-Vis spectrum, fluorescence spectrum and viscosity measurement. All the results suggest that three compounds could bind with CT-DNA through intercalation. The fluorescence spectrum was also used to study the interactions of three compounds with BSA. It was proved that all the compounds could quench the intrinsic fluorescence of BSA via a static quenching process. Compound 2 displays the strongest binding ability both in the reaction with CT-DNA or BSA. Antimicrobial test was carried on Escherichia coli, Staphylococcus aureus and Salmonella, and 2 is more effective against S. aureus. But in MTT assay, 1 shows better cytotoxity activity against A549 cells.Three new kinds of acylhydrazone compounds （C12H10FN5O？H2O, 1; C12H10ClN5O？2CH3COOH, 2; C12H10BrN5O, 3） were synthesized by the reaction of 2-amino-3- pyrazinecarbohydrazide （C5H7N5O） with halogenated benzaldehyde （C7H5OX, X = F, Cl, Br）. The structures of the three compounds were characterized by elemental analysis, 1H NMR, IR and X-ray diffraction. X-ray single-crystal diffraction presents that the three compounds all belong to triclinic system, P space group. Thermal gravity analyses show that three compounds have excellent thermal stabilities and all the thermal decomposition temperature of maximum weight loss was around 300 °C. The interactions of the compounds with CT-DNA were investigated by UV-Vis spectrum, fluorescence spectrum and viscosity measurement. All the results suggest that three compounds could bind with CT-DNA through intercalation. The fluorescence spectrum was also used to study the interactions of three compounds with BSA. It was proved that all the compounds could quench the intrinsic fluorescence of BSA via a static quenching process. Compound 2 displays the strongest binding ability both in the reaction with CT-DNA or BSA. Antimicrobial test was carried on Escherichia coli, Staphylococcus aureus and Salmonella, and 2 is more effective against S. aureus. But in MTT assay, 1 shows better cytotoxity activity against A549 cells.

关 键 词：ACYLHYDRAZONE crystal structure CT-DNA/BSA antibacterial activities anticancer 

分 类 号：O641.4[理学—物理化学]