Synthesis, characterization and crystal structures of two novel sulfa drug Schiff base ligands derived sulfonamide and molecular docking study

Abstract

The present paper reports the synthesis of two new sulfa drugs: based Schiff base N-(salicylidene) sulfadiazine = sal-sdzH (1) and N-(salicylidene) sulfathiazole = sal-stzH (2) derived from sulfonamide and substituted salicylaldehyde. These compounds were fully characterized by 1H NMR, UV–Vis and FTIR spectroscopy. The molecular structures of both ligands were determined by single X-ray diffraction studies. The crystal structures of ligand (1) are quite different probably due to using the sulfadiazine sodium salt in the synthesis of these ligands. The crystal structures of ligand (2) are mononuclear and monomeric, while the ligand (1) was found to be multinuclear and polymeric. Finally, the DNA docking analysis revealed that the compounds have interactions with the minor groove through hydrogen bonds bases and the backbone phosphates.