Synthesis, structural characterization and influence on the phagocytic activity of human neutrophils of thiazoline and thiazine derivative ligands and their zinc(II) complexes

Abstract

The zinc(II) complexes dichloro[2-(3,4-dichlorophenyl)imino-κN-(2-thiazolin-κN-2-yl)thiazolidine]zinc(II) (1) and dichloro[2-(3,4-dichlorophenyl)imino-κN-(4H-5,6-dihydro-1,3-thiazin-κN-2-yl)tetrahydrothiazine]zinc(II) (2) have been isolated and characterized in the solid state by X-ray diffraction, elemental analysis and IR spectra. In both complexes, the environment around the zinc(II) ion may be described as a distorted tetrahedral geometry, with the metallic atom coordinated to two chlorine atoms [Zn–Cl(1)=2.218(1)Å; Zn–Cl(2)=2.221(1)Å], one imino nitrogen [Zn–N(3)=2.042(2)Å] and one thiazoline nitrogen [Zn–N(1)=2.022(2)Å] in complex 1 and to two chlorine atoms [Zn–Cl(1)=2.216(1)Å; Zn–Cl(2)=2.192(1)Å], one imino nitrogen [Zn–N(3)=2.045(2)Å] and one thiazine nitrogen [Zn–N(1)=2.039(2)Å] in complex 2. In addition, we also report in this study the crystal structure of the 2-(3,4-dichlorophenyl)imino-N-(2-thiazolin-2-yl)thiazolidine (TdTn) ligand as well as the synthesis and characterization by X-ray diffraction, 1H and 13C NMR spectra, elemental analysis, IR and electronic spectra of the 2-(3,4-dichlorophenyl)imino-N-(4H-5,6-dihydro-1,3-thiazin-2-yl)tetrahydrothiazine (TzTz) ligand. Besides, we study the phagocytic function in humans neutrophils treated with each complex and ligand aforementioned.