Abstract
Here, new AZO-TZD derivatives (1−11) were synthesized using cellulose sulphuric acid (CSA) as a catalyst to prepare diazonium salts and Knoevenagel condensation to produce final products. The prepared dyes were characterized by various methods including UV–Vis, FT-IR, MS, NMR spectroscopic techniques, X-ray diffraction analysis (XRD) and elemental analysis to perform detailed structure elucidation. Then, in another attempt, solvatochromic absorption was studied using different solvents. Also, the effects of substituent with electron-withdrawing and electron-donating groups at their o-, m-, and p-position were investigated. To access a deeper understanding of molecular properties, computational analysis of molecular geometry, optoelectronic properties, and ionization potential was performed. The purpose of the calculations is to clarify the role of different solvents, substituents and donor and acceptor characteristics of the connected rings in the synthesized compounds. Analysis of the UV–Vis spectrum confirmed that these molecules have acceptor–donor-acceptor characteristics that resemble an organic field effect transistor (OFET).In other efforts to evaluate their use as antibacterial, anticancer and anti-Alzheimer agents and their interaction with four different types of enzymes, such as carotenoid dehydrosqualene synthase (PDB ID: 3ACX, gram-positive), aromatase (PDB Id: 4GL7) and acetylcholinesterase (PDB) Id: 7AIX), through UDP-3-O-Acyl-N-Acetylglucosamine Deacetylase (PDB ID: 5U39, gram-negative) and their anticancer docking calculations were investigated.
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More From: Journal of Photochemistry and Photobiology A: Chemistry
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