Molecular docking studies, synthesis, characterisation, and evaluation of azetidine-2-one derivative

Abstract

Azetidinone derivatives were reported to possess antibacterial, antifungal, antitumor, antitubercular activity, anti-HIV, analgesic, anti-inflammatory, and ulcerogenic activity. Molecular docking has become an important process in the course of drug discovery and docking aims to predict the binding mode and binding affinity of the protein-ligand complex. AutoDock is a popular non-commercial docking program that docks a ligand to its target protein and performs well (accurate and computationally fast). The Discovery Studio Visualizer is a free viewer that can be used to open data generated by other software in the Discovery Studio product line. A new series of Aztifdine-2-one derivative were synthesized by the reaction of Schiff base((Z)-N_(4-dimethylamino) benzylidene) pyrimidine-2-amine) with chloroacetyl chloride respectively. The chemical structures of the synthesized compounds were confirmed using IR, 1H-NMR. The synthesized compounds showed mild antibacterial activity against Staphylococcus aureus and Escherichia coli. The 5NI9 protein that was extracted from the protein database website all the compounds were drawn using the Chem draw Ultra 8.0 and Biovia draw 2018. It was saved in Mol format and then converted to PDB format using the Smiles Online Translator. All the files were logged in the Cygwin toolings. The conformation by ranking was calculated. This shows whether the compound has good binding energy with the ligand and hydrogen bonding and hydrophobic binding with the receptor. From the above analysis, it showed that compound 1 showed hydrogen bonding interactions when compared to that Standard compounds Rifampicin and isoniazid which had lesser hydrogen bonding interactions. The compound 2 did not show any hydrogen bonding. This shows that the Azetidine-2-ones shows antitubercular activity with the Enoyl-acyl carrier protein (enoyl-ACP) reductase enzyme.