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

• Published in: Reaction chemistry & engineering 2023-01, Vol.8 (2), p.465-481
• Main Authors: Noureen, Sadia, Ali, Shaukat, Zia, Muhammad Anjum, Afzal, Muhammad, Ayub, Ali Raza, El-Naggar, Mohamed
• Format: Article
• ISSN: 2058-9883
• DOI: 10.1039/d2re00389a

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, 13 C NMR, 1 H 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%. New N-heterocyclic compounds with a 1,3,5 triazine core were synthesized by a nucleophilic substitution reaction.