Synthesis, combined theoretical and spectral characterization of some new 1,3,5 triazine compounds, and their in vitro biological analysis

New N-heterocyclic compounds with a 1,3,5 triazine core, 4-(4,6-dichloro-1,3,5-triazin-2-ylamino)-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide and 2-(4-(4-chloro-6-(4-(N-(4,6-dimethylpyrimidin-2-yl)sulfamoyl)phenyl amino)-1,3,5-triazin-2-ylamino)phenylsulfonyl)ethyl hydrogen sulfate were synthesized by a nucleophilic substitution reaction. The physical parameters and chemical reactivity profile of synthesised 1,3,5 triazine compounds were optimized by computational methods and characterized by ESI-MS, C-13 NMR, H-1 NMR, FT-IR, UV/visible and theoratically. The tested compounds have been found to be more active against Gram-negative bacteria Escherichia coli and Pseudomonas aeruginosa with MIC values of 50 mu g mL(-1) and 100 mu g mL(-1) respectively compared to Gram-positive bacteria Bacillus subtilis and Streptococcus pyogenes and standards. While antifungal activities against Aspergillus niger and Schizophyllum commune were found to be remarkable. FT-IR spectra revealed some conformational modifications in the structure of BSA as a result of the interaction with synthesised compounds. Cytotoxic study revealed an excellent safety profile of the tested compounds with the least hemolysis of 5.96%.

Automated summary

New N-heterocyclic compounds with a 1,3,5 triazine core were synthesized by nucleophilic substitution reaction. The physical parameters and chemical reactivity profile of these compounds were optimized by computational methods and characterized by various experimental techniques. The tested compounds exhibited higher antibacterial activity against Gram-negative bacteria and significant antifungal activity. The interaction between the compounds and proteins resulted in conformational changes. Cytotoxicity study demonstrated the safety profile of the compounds.