Copper(II) complexes with 3,5–dihalogeno–salicylaldehydes: Synthesis, structure and interaction with DNA and albumins

Abstract

Eight copper(II) complexes of 3,5–dichloro–salicyladehyde or 3,5–dibromo–salicyladehyde (3,5–diX–saloH, X = Br or Cl) were synthesized in the absence or presence of a N,N′–donor co–ligand such as 2,2′–bipyridylamine, 1,10–phenanthroline, or 2,2′–bipyridine. The resultant compounds were formulated as [Cu(3,5–diX–salo)2(MeOH)2] (1–2) and [Cu(3,5–diX–salo)(N,N′–donor)Cl] (3–8) and were characterized by diverse techniques. The crystal structures of three complexes were determined by single–crystal X–ray crystallography. Diverse techniques were employed in order to investigate the interaction of the complexes with calf–thymus DNA which showed intercalation as the most possible mode of their interaction. The affinity of the complexes for bovine serum albumin and human serum albumin was evaluated by fluorescence emission spectroscopy in order to calculate the binding constants which suggested a tight and reversible binding. SynopsisA series of copper(II) complexes with 3,5-dihalogen-substituted salicylaldehydes as ligands were isolated and characterized. In vitro biological studies showed the intercalation of the compounds with calf-thymus DNA and their tight and reversible binding with serum albumins.