Synthesis, Characterization, Molecular Modeling and Investigation of Biological Activity of the Novel Schiff Base (E)-2-(((4-Bromothiophen-2-Yl)Methylene)Amino)-5-Methylphenol

Abstract

The novel Schiff base derivative (E)-2-(((4-bromothiophen-2-yl)methylene)amino)-5-methylphenol (HL) was synthesized and characterized via FTIR, elemental analysis, UV-Vis, ¹H NMR and ¹³C NMR techniques. Quantum chemical calculations were performed with the density functional theory at the B3LYP level with the 6-311++G(d,p) basis tuned in the gas phase of the isolated compounds in the ground state. The HL Schiff base crystallizes in the monoclinic crystal system with C2/c (no. 15) space group, Z = 8, a = 14.286(2) Å, b = 6.4736(9) Å, c = 26.256(4) Å. The thermal properties of HL Schiff base were investigated via DTA/TGA/TG curves. The antibacterial activity of the HL Schiff base against ESBL E. coli and MRSA was investigated. In the disk diffusion test, the zone of inhibition was determined against MRSA while it was not determined against ESBL E.coli. In addition, different levels of antibacterial activity were observed against all bacteria in the broth microdilution test.