Synthesis, characterization, and biological activity of organotin(IV) complexes with 4-oxo-4-[3-(trifluoromethyl)phenylamino]butanoic acid

Abstract

Metal complexes display functional interfaces for association with and stimulation of certain enzymes, that are liable to transfer genetic information in DNA for synthesis of specific proteins. Biological activity of five organotin carboxylates based on the ligand, 4-oxo-4-[3-(trifluoromethyl)phenylamino]butanoic acid, such as [Bu₃SnL] (1), [Ph₃SnL] (2), [Me₂SnL₂] (3), [Bu₂SnL₂] (4), and [Ph₂SnL₂] (5) have been synthesized and their biological activity as a function of substitution on the ligand was tested. Structure of the complexes was evaluated by elemental analysis, FT-IR and ¹H, and ¹³C NMR spectra. FT-IR data and theoretical calculations revieled that the ligand acted as bidentate in complexes 1–5. NMR data revealed four and six coordinated geometry of tin in solutions. The HOMO–LUMO study indicated thermodynamic stability of the complexes. AFM confirmed catalytic potential of the synthesized complexes. Biological screening showed that, with few exceptions, all the complexes exhibited significant activity against various bacterial and fungal strains. UV-Vis study confirmed that the ligand and its complexes binded to DNA via intercalative interactions.