Synthesis, crystal structure and DNA-binding studies of the Ln(III) complex with 6-hydroxychromone-3-carbaldehyde benzoyl hydrazone

Abstract

A novel 6-hydroxy chromone-3-carbaldehyde benzoyl hydrazone ligand ( L) and its Ln(III) complexes, [Ln = La( 1) and Sm( 2)], have been prepared and characterized. The crystal and molecular structures of complexes 1 and 2 were determined by single-crystal X-ray diffraction. Antioxidative activity tests in vitro showed that L and its complexes have significant antioxidative activity against hydroxyl free radicals from the Fenton reaction and also oxygen free radicals, and that the effect of the La(III) complex 1 is stronger than that of mannitol and the other compounds. The compounds were tested against tumor cell lines including HL-60 and A-549. The data shows that the suppression rate of complexes 1 and 2 against the tested tumor cells are superior to the free ligand ( L). The interactions of complexes 1 and 2, and L, with calf thymus DNA were investigated by UV–visible (UV–vis), fluorescence, denaturation experiments and viscosity measurements. Experimental results indicated that complexes 1 and 2, and L can bind to DNA via the intercalation mode, and that the binding affinity of complex 1 is higher than that of complex 2 and of free ligand ( L). The intrinsic binding constants of complexes 1 and 2, and L were (7.62 ± 0.56) × 10 6, (3.70 ± 0.47) × 10 6 and (2.41 ± 0.46) × 10 6 M −1, respectively.