ArticleJournal of fluorescence2026
Fluorescence Properties of (E)-4-((2-fluorobenzylidene) amino) Benzenesulfonamide: Synthesis, Spectroscopic, Cyclic Voltammetry, Antibacterial, and Molecular Docking Studies.
Article in Journal of fluorescence, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
The goal of the present investigation was to propose a new synthesis route for the Schiff base (E)-4-((2-fluorobenzylidene)amino)benzenesulfonamide (2FNI) from 2-fluorobenzaldehyde and 4-aminobenzenesulfonamide using a dimethyl sulfoxide. The molecular characteristics of 2FNI was investigated by a set of spectroscopic techniques such as FTIR, UV-vis, NMR, and fluorescence. Optimized geometric structure was computed by the DFT method with a B3LYP/cc-pVDZ basis set. Theoretically, predicted spectral data were compared with experimental observations in terms of RMSD values. The electrochemical characteristics of 2FNI were investigated by cyclic voltammetry. Antibacterial activity was assessed, and are effective against the microbes Staphylococcus aureus and Escherichia coli. A set of molecular properties were evaluated based on FMO analysis and the computed HOMO-LUMO gap, global hardness and softness were 4.28 eV. 2.14 eV and 0.46 eV, respectively. The locations of electrophilic/nucleophilic attacking sites, localized/delocalized orbitals, covalent/non-covalent interactions and reactive sites were revealed by MEP, LOL, ELF, IRI, NCI and ALIE studies. Interaction energy data on possible inter and intramolecular interactions were generated by NBO analysis. Molecular docking simulations with proteins from S. aureus (8BXA) and E. coli (6LL6) showed the lowest binding energy values of -5.16 and − 5.01 kcal/mol, respectively. The energetically favorable binding values from molecular docking and all values from in vitro analysis follow the same order and are S. aureus > E. coli.
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