Synthesis of sulfanilamide derivatives and investigation of in vitro inhibitory activities and antimicrobial and physical properties

Novel sulfanilamide derivatives were synthesized and evaluated for carbonic anhydrase inhibitory activity as a target for the treatment of glaucoma, and antibacterial properties for use in chemotherapy. Synthesized compounds were characterized by FT-IR, 1H NMR, 13C NMR and photoluminescence. In vitro inhibitory activities were measured by UV–Vis and some of the compounds were found have greater inhibitory effects than the lead compound sulfanilamide. The correlation between inhibitory activity, biological properties and the physicochemical properties of water solubility and partition coefficients was also investigated. Sulfanilamide derivatives gave intense emissions upon irradiation by UV light and a dimethyl substituted compound and a cyclic analog have photoluminescence quantum yields 42% and 31% and long excited-state lifetimes of 3.92 and 2.91 ns, respectively.

Sulfanilamide derivatives were synthesized and evaluated for carbonic anhydrase inhibitory activity and antibacterial properties.Figure optionsDownload as PowerPoint slideHighlights
► Sulfanilamide derivatives were synthesized and evaluated for carbonic anhydrase inhibitory activity and antibacterial properties.
► Photoluminescence properties were examined.
► Some compounds were found to have greater inhibitory effects than sulfanilamide.
► Correlations existing between inhibitory activity, biological properties and physicochemical properties were investigated.