Synthesis, Structure, DNA Interaction, and SOD Activity of Three Nickel(II) Complexes Containing L-Phenylalanine Schiff Base and 1,10-Phenanthroline

Abstract

Three hexacoordinated octahedral nickel(II) complexes, [Ni(sal-L-phe)(phen)(CH 3 OH)]⋅CH 3 OH ( 1 ), [Ni(naph-L-phe)(phen)(CH 3 OH)] ( 2 ), and [Ni( o -van-L-phe)(phen)(CH 3 OH)]⋅5CH 3 OH ( 3 ) (sal-L-phe = a Schiff base derived from salicylaldehyde and L-phenylalanine, naph-L-phe = a Schiff base derived from 2-hydroxy-1-naphthaldehyde and L-phenylalanine, o -van-L-phe = a Schiff base derived from o -vanillin and L-phenylalanine, and phen = 1,10-phenanthroline), have been synthesized and characterized by elemental analysis, IR spectra, and single-crystal X-ray diffraction. The interactions of these complexes with CT-DNA were studied by UV-Vis absorption spectroscopy, fluorescence spectroscopy, circular dichroism spectroscopy, and viscosity measurements. The binding constant ( K b ) values of 1.82 × 10 4 M −1 for 1 , 1.96 × 10 4 M −1 for 2 , and 2.02 × 10 4 M −1 for 3 suggest that each of these complexes could bind with DNA in a moderate intercalative mode. Complex 3 exhibited a stronger interaction with CT-DNA than complexes 1 and 2 . In addition, the superoxide scavenging activity of these complexes was investigated by the nitrotetrazolium blue chloride (NBT) light reduction method, and the results showed that they exhibited a significant superoxide scavenging activity with the IC 50 values of 4.4 × 10 −5 M for complex 1 , 5.6 × 10 −5 M for complex 2 , and 3.1 × 10 −5 M for complex 3 , respectively.