Synthesis, characterization, biological evaluation, molecular docking, assess laser efficacy, thermal performance and optical stability study for new derivatives of bis-1,3-oxazepene and 1,3-diazepine

Abstract

The reaction of terephthalaldehyde with 4-bromoaniline and 4-iodoaniline in absolute ethanol yielded new Schiff bases [A1-A2] compounds in this analysis. The Schiff bases were then reacted with 3-bromophthalic anhydride in dry benzene to form 1,3-oxazepine derivatives [A3-A4]. The reaction of 1,3-oxazepine derivatives with aniline yielded 1,3-diazepine derivatives [A5-A6]. Physical properties, UV-Vis, FT-IR, 1H-NMR, 13C-NMR spectral analysis, and C.H.N analysis were used to classify the compounds. The purity of these compounds was calculated using TLC.All compounds [A1-A6] were prepared by the traditional method (reflux) and microwave technology. It was found that using the microwave method gives better results in terms of less time, higher yield, and without a catalyst. Antibacterial behaviors were investigated against a variety of bacteria, including Escherichia coli and Klebsiella pneumonia Gram (-) ve, Staphylococcus aureus, and Staphylococcus epidermidis Gram (+) ve, and Staphylococcus aureus and Staphylococcus epidermidis Gram (+) ve.The work of these the prepared compounds [A1-A6] as anti-oxidants outside the organism’s body is evaluated using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) method for grabbing free radicals, as some Schiff bases showed good efficacy.Besides,Moleculardocking of the prepared compounds with the bacteria proteins has also been studied using the Auto Dock v4.2 program in an attempt to find out the inhibitory potential of the compounds and the places of these compounds with the active site of the protein and compare them with the practical results obtained. The laser efficacy of the compounds [A1-A6] was evaluated after they were radiated by laser for (10, 20, 30) seconds. As the melting point and color of the substances were determined, it was discovered that they were unaffected and did not disintegrate or polymerize. Using the Chem Draw Specialist 19.0 program, the stereoisomers of the prepared compounds [A1-A6] were examined at the lowest layer stage. Using the Chem3D 19.0 program, the heat of the formulation of the compounds [A1-A6] was also investigated. The thermal efficiency and optical stability of the prepared compounds were investigated, and the results revealed that they were stable.