N,N′-(hexane-1,6-diyl)bis(N-((1-aryl/alkyl-1H-1,2,3-triazol-4-yl)methyl)-4-methyl benzenesulfonamide): Synthesis, antibacterial, antioxidant, and DNA-cleavage activities

Thirteen novel bis-1,2,3-triazole derivatives were synthesized under copper (I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition of N,N-(hexane-1,6-diyl)bis(4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide) with different aryl azides and evaluated their biological activity. All the newly synthesized compounds were confirmed by H-1-NMR, infrared, and elemental analysis and mass spectral studies. The synthesized bis-1,2,3-triazoles were evaluated for their antioxidant activity, and some of them were found to exhibit good to excellent antioxidant activity (IC50: 11.13 +/- 1.5 to 98.98 +/- 1.7M) in comparison with standard references, Trolox (11.73 +/- 1.5M) and ascorbic acid (3.34 +/- 1.8M). The bistriazoles also exhibited excellent-to-moderate anti-bacterial activity (MIC: 2.253 to 75 mu g mL(-1) against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa when compared with streptomycin. N,N-(hexane-1,6-diyl)bis(N-((1-(3,5-dimethylphenyl)-1H-1,2,3-triazol-4-yl)methyl)-4-methyl benzenesulfonamide) has completely cleaved the DNA at a concentration of 100mg mL(-1), and the remaining compounds have partially cleaved the DNA.