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Synthesis, crystal structures, DNA-binding properties, cytotoxic and antioxidation activities of several new ternary copper(II) complexes of N,N′-(p-xylylene)di-alanine acid and 1,10-phenanthroline
Authors:Lei Jia  Peng Jiang  Zhong-yan Hao  Long-hai Chen  Ning Tang  Qin Wang
Affiliation:a Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China
b Department of Chemistry, National University of Singapore, Singapore 117543, Singapore
c School of Life Science, Lanzhou University, Lanzhou 730000, PR China
Abstract:Three novel ternary copper(II) complexes, [Cu2(phen)2(l-PDIAla)(H2O)2](ClO4)2·2.5H2O (1), [Cu4(phen)6(d,l-PDIAla)(H2O)2](ClO4)6·3H2O (2) and [Cu2(phen)2(d,l-PDIAla)(H2O)](ClO4)2·0.5H2O (3) (phen = 1,10-phenanthroline, H2PDIAla = N,N’-(p-xylylene)di-alanine acid) have been synthesized and structurally characterized by single-crystal X-ray crystallography and other structural analysis. Spectrometric titrations, ethidium bromide displacement experiments, CD (circular dichroism) spectral analysis and viscosity measurements indicate that the three compounds, especially the complex 3, strongly bind to calf-thymus DNA (CT-DNA). The intrinsic binding constants of the ternary copper(II) complexes with CT-DNA are 0.89 × 105, 1.14 × 105 and 1.72 × 105 M−1, for 1, 2 and 3, respectively. Comparative cytotoxic activities of the copper(II) complexes are also determined by acid phosphatase assay. The results show that the ternary copper(II) complexes have significant cytotoxic activity against the HeLa (Cervical cancer), HepG2 (hepatocarcinoma), HL-60 cells (myeloid leukemia), A-549 cells (pulmonary carcinoma) and L02 (liver cells). Investigations of antioxidation properties show that all the copper(II) complexes have strong scavenging effects for hydroxyl radicals and superoxide radicals.
Keywords:Ternary copper(II) complexes   Cytotoxicity   DNA-binding properties   Reduce Schiff base   X-ray crystallography   Phenanthroline base
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