Journal
JOURNAL OF INORGANIC BIOCHEMISTRY
Volume 156, Issue -, Pages 75-88Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.jinorgbio.2015.12.023
Keywords
mu-Oxamido-bridged dicopper(II) complexes; Molecular docking; DNA/protein-binding property; Cytotoxicity; Hydrophobicity
Funding
- National Natural Science Foundation of China [51273184, 81202399]
- NSFC-Shandong Joint Fund for Marine Science Research Centers [U1406402]
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Two new mu-oxamido-bridged dicopper(II) complexes formulated as [Cu-2(hmdoxd)(H2O)(Me(2)bPY)]-(ClO4)center dot DMF (1) and [Cu-2(hmdoxd)(bpy)](ClO4)center dot CH3OH (2), where H(3)hmdoxd is N-(2-hydroxy-5-methylphenyl)-N'-[2-(dimethylamino)ethyl]oxamide; Me(2)bpy and bpy stand for 4,4'-dimethyl-2,2'-bipyridine and 2,2'-bipyridine, respectively, were synthesized and structurally characterized. The single-crystal X-ray diffraction analysis reveals that the copper(II) ions in complexes 1 and 2 are bridged by the cis-hmdoxd(3-) with corresponding Cu center dot center dot center dot Cu separations of 5.1596(6) and 5.1562(6) angstrom, respectively, in which the endo- and exo-copper(II) ions are located in square-planar and square-pyramidal geometries, respectively, for 1, and square-planar environments for 2. In the crystals of the two complexes, there are abundant hydrogen bonds and pi-pi stacking interactions contributing to the supramolecular structure. The DNA/protein-binding property of the two complexes are studied both theoretically and experimentally, indicating that complexes 1 and 2 can interact with DNA in the mode of intercalation and partial intercalation, respectively, and effectively bind to protein BSA via the favored binding sites Trp213 for 1 and Trp134 for 2. In vitro anticancer activities showed that the two complexes are active against the selected tumor cell lines, and the anticancer activities are consistent with their DNA/protein-binding affinities following the order of 1 > 2. The effect of the hydrophobicity of both the bridging and terminal ligands in the dicopper(II) complexes on DNA/protein-binding events and in vitro anticancer activities is preliminarily discussed. (C) 2015 Elsevier Inc. All rights reserved.
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