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Paper | Regular issue | Vol 102, No. 1, 2021, pp.44-68
Published online, 13th November, 2020
DOI: 10.3987/COM-20-14355
■ Synthesis, Structures, and Interactions with CT-DNA/BSA of Three New Acylhydrazones Containing Oxazole Ring

Lingling Chang, Xiangrong Liu,* Zaiwen Yang, Shunsheng Zhao, Xinjuan Chen, and Bosen Dai

*College of Chemistry and Chemical Engineering, Xi’an University of Science and Technology, Xi’an 710054, China

Abstract

Three new acylhydrazones containing oxazole ring C11H8N3O2X (X = F, 1; Br, 2; I, 3) have been synthesized. The single crystal XRD presented that 1 belonged to the monoclinic system, while 2 and 3 belonged to the triclinic systems. TG-DTG results showed that the maximum thermal decomposition temperatures of 1-3 were more than 260 °C. The UV-vis spectra, fluorescence spectra and microcalorimetry measurements indicated that each acylhydrazone bound to calf thymus DNA (CT-DNA) via groove binding mode and interacted with bovine serum albumin (BSA) by static quenching effect and the corresponding interaction processes were all exothermic. The molecular docking showed that each acylhydrazone bound to CT-DNA and BSA mainly through hydrogen bonding. The minimum inhibitory concentrations of 1-3 against Escherichia coli, Staphylococcus aureus, Bacillus subtilis, and Pseudomonas aeruginosa were all about 0.25 mg·mL-1.