Synthesis of Heterocyclic Schiff Bases and Evaluation of Their Antibacterial Activities and Physicochemical Properties

Over the past few decades different Schiff bases have been studied which show that these compounds are prepared by condensation reaction of aldehydes and ketones with different amines. In this research, some heterocyclic Schiff bases were synthesized and their antibacterial activity were evaluated against different bacteria. In continuation of research, physicochemical properties of synthetic Schiff bases were predicted.

In this research, initially, compounds 3a-3c and 6 were synthesized through condensation reaction of benzaldehyde derivatives with pyridine-2-amine and thiophen-2-amine derivatives. The structures of the synthetic Schiff bases were confirmed by spectroscopy data such as infrared, mass spectrometric, nuclear magnetic resonance of hydrogen and carbon. Antibacterial activity of all synthesized compounds were evaluated against different bacteria (Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi, Bacillus subtilis and Klebsiella pneumoniae). Also, physicochemical properties perpetrated heterocyclic Schiff bases checked using Molinspiration calculating server.

Among these synthetic derivatives, compounds 3a and 3c are the most effective compounds against Salmonella typhi. Physicochemical analysis indicated that all the synthesized compounds have good oral absorption from intestinal tract.

Among these synthetic heterocyclic Schiff bases, compounds 3a and 3c could be considered as antibacterial agents with broad spectrum. Physicochemical properties showed that all the compounds obeyed Lipinski’s rule of five and likely have a good oral absorption.