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

Abstract

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, ¹³C NMR, ¹H 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 μg mL⁻¹ and 100 μg 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%.