Synthesis, characterization of new electrochemical activated sulfadiazine azo dyes and its theoretical studies with LFPs, antioxidant application

Abstract

The present study describes the optoelectronic, LFPs visualizations and DPPH scavenging activity using sulfadiazine azo dyes. The resulting azo product was obtained through a diazo-coupling reaction of sulfadiazine with different coupling compounds under ambient experimental conditions and confirmed through IR, 1H NMR, 13C NMR, LC-MS, and UV–Vis spectroscopic techniques. The computational studies were investigated using the B3LYP/6–311 + g(d,p) basis set in the Gaussian 09 W program at the gaseous phase. Electrochemical behavior was analyzed for synthesized compounds and fine redox peaks at increasing scan rates in the CH instrument. In addition, experimental calculations of HOMO-LUMO energies were conducted using electrochemical redox on set potentials and compared with theoretical values. Further, a latent fingerprint application for azo derivatives was developed using the powder dusting method, resulting in clear visuals of level I whorl and level Ⅱ bifurcation and eye ridge finger marks registered in normal and UV light. Compound 3b exhibited excellent DPPH scavenging activity (IC50 = 172.04 µg). In silico docking simulations were done for the synthesized azo compounds using the antioxidant enzyme, human peroxiredoxin5 (1HD2) as a receptor. In silico study of the designed azo dye compounds exhibit enormous binding energy (-6.6, −6.5, −6.4 kcl/mol) in comparison with the standard drug (-5.7 kcl/mol). docking results were closely linked to the experimental DPPH scavenging activity.