Synthesis, characterization and biological activities of sulfonamide tagged 1,2,3-triazoles

The present paper elicits a marvelous synthesis of a series of sulfonamide containing 1,4-disubstituted 1,2,3-triazoles through click reaction of terminal alkynes with aromatic azides. The synthesized triazoles were characterized by FTIR,H-1 NMR,C-13 NMR and HRMS techniques. Further, the structures of synthesized compounds6u(CCDC 1954932) and6z(3)(CCDC 1954931) were also confirmed by X-ray crystallography. The synthesized triazoles were evaluated forin vitroantibacterial activity againstS. aureus, B.subtilis,E. coliandK. pneumoniaeby serial dilution method. Among the series, compound 4-bromo-N-(2-(1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl)propan-2-yl)benzenesulfonamide,6z(4)(MIC = 0.025 mu M/mL) and 4-bromo-N-(2-(1-(naphthalen-1-yl)-1H-1,2,3-triazol-4-yl)propan-2-yl)benzenesulfonamide6z(6)(MIC = 0.027 mu M/mL) exhibited the appreciable antibacterial activity againstStaphylococcus aureusandBacillus subtilis. Further, the molecular docking studies of above potent analogs with dihydropteroate synthase was performed to have an insight for binding interactions. Synthesized molecules were also explored for antioxidant activity, reflecting compound6mas better radical scavenging agent with IC(50)value of 1.96 mu M/mL.