DFT Calculations and In Silico Studies on the Schiff base derivatives with Antibacterial Activities

Abstract The heterocyclic Schiff bases (N1Z,N4Z)-N1,N4-bis(3,4-methoxyphenyl)methylidene) benzene-1,4-diamine (1), (N1Z,N4Z)-N1,N4-bis(4-bromobenzylidene)benzene-1,4-diamine (2) and (N1Z,N4Z)-N1,N4-bis(furan-2-ylmethyliden)benzene-1,4-diamine (1) were synthesized by the reported procedure. The molecular structure of the compounds (1‒3) was characterized by FT‒IR and 1H NMR. The bond length, bond angle and HOMO‒LUMO energy gap were calculated out by DFT calculations. The synthesized heterocyclic compounds (1‒3) were screened for their antibacterial activity against Staphylococcus aureus and Escherichia coli. The compound 3 displays superior antibacterial activity compared to standard drug Streptomycin. All the compounds significantly interact with antibacterial protein beta-ketoacyl-acp synthase III and anticancer protein c-Kit tyrosine kinase via p–p, σ–p, hydrogen bonding, electrostatic and van der Waals interactions.