Design of Sulfonamide Substituted Mono-Azo Derivatives: Photophysical and Biological Activity

Abstract

Abstract Novel Azo-linked substituted sulfonamides were synthesized via diazo coupling reactions and characterized by FT-IR, UV-vis, HR-MS and 1H NMR spectroscopic techniques. The newly synthesized compounds were examined for their in vitro antibacterial activity against Staphylococcus aureus and Escherichia coli strains using the disc-agar diffusion method, the dye F1 exhibited more zone inhibition 25mm in the concentration 75µl/ml in gram-negative bacteria when compared with common antibiotic Ciprofloxacin. The photophysical properties was estimated using DFT-B3LYP-6-31 + G (d) basis set. The correlation between the HOMO LUMO energy gap and antibacterial activity was investigated computationally. Additionally, in silico molecular docking was carried out. Among four compounds, compound F2 has the highest binding energy against cyclin dependent kinase (ΔGb = -9.8 kcal/mol).