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Synthesis, characterisation, in vitro DNA binding properties and antioxidant activities of Ln(III) complexes with chromone-3-carbaldehyde-(2´-hydroxy) benzoyl hydrazone

Posted on 5. January, 2016.

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Numerous biological experiments have demonstrated that DNA is the primary intracellular target of anticancer drugs due to the intercalation between small molecules and DNA, which can cause DNA damage in cancer cells, blocking their division and resulting in cell death. So to develop new and efficient DNA intercalators to be used as anticancer drugs is an urgent and important task.

Ln(III) complexes with chromone-3-carbaldehyde-(2´-hydroxy)benzoyl hydrazone as the Schiff base ligand have been synthesised and characterised by elemental analysis, molar conductivity, 1H NMR, mass spectra, UV–Vis spectra, and IR spectra. Electronic absorption spectra, fluorescence spectra, ethidium bromide displacement experiments and viscosity measurements indicate that the free ligand and its Ln(III) complexes, especially the La(III) complex, bind strongly to calf thymus DNA via an intercalation mechanism. The intrinsic binding constants of the free ligand, La(III) complex, Sm(III) complex and Er(III) complex with DNA were (2.20±0.12) × 105 M-1, (8.83±0.04) × 106 M-1, (7.35±0.07) × 106 M-1 and (3.24±0.04) × 106 M-1, respectively. Furthermore, the antioxidant activity of the ligand and its Ln(III) complexes was determined by the superoxide and hydroxyl radical scavenging method in vitro, which indicates that the ligand and its Ln(III) complexes are efficient antioxidants and the Ln(III) complexes exhibit more effective antioxidant activity than the free ligand alone and some standard antioxidants, such as mannitol and vitamin C.

Read the full article in Progress in Reaction Kinetics and Mechanism, Volume 40, Number 4, 2015, pp. 313-329.

Keywords: chromone, Schiff bases, Ln(III) complexes, DNA binding, antioxidant

Authors: Yong Lia*, Zheng-yin Yangb and Tian-rong Lib
a Faculty of Materials Science and Chemistry, China University of Geosciences, Wuhan 430074 P.R. China
b College of Chemistry and Chemical Engineering and State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China

DOI:10.3184/146867815X14455981832978

Image: Synthetic route of chromone-3-carbaldehyde-(2’-hydroxy) benzoyl hydrazone