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Synthesis, Structure, and Biological Activities of a New μ‐Oxamido‐Bridged Dicopper(II) Complex: The Influence of Hydrophobicity of Bridging Ligand on DNA Binding and Cytotoxic Activities
Author(s) -
Wang LingDong,
Tao Lin,
Li YanTuan,
Wu ZhiYong,
Yan CuiWei
Publication year - 2015
Publication title -
journal of biochemical and molecular toxicology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.526
H-Index - 58
eISSN - 1099-0461
pISSN - 1095-6670
DOI - 10.1002/jbt.21670
Subject(s) - oxamide , molar conductivity , chemistry , crystallography , hydrogen bond , triclinic crystal system , intercalation (chemistry) , supramolecular chemistry , bridging ligand , stacking , crystal structure , ligand (biochemistry) , stereochemistry , molecule , ion , inorganic chemistry , receptor , organic chemistry , biochemistry
A new μ‐oxamido‐bridged dicopper(II) complex, [Cu 2 (papo)(H 2 O)‐ (phen)]Cl·CH 3 OH·H 2 O, where H 3 papo and phen represent N ‐(2‐hydroxyphenyl)‐ N '‐(3‐aminopropyl)oxamide and 1,10‐phenanthroline, respectively, has been synthesized and characterized by elemental analysis, molar conductivity measurement, infrared and electronic spectra studies, and single‐crystal X‐ray diffraction. The complex crystallizes in the triclinic space group P‐ 1. Each copper(II) ion is located in a slightly distorted square‐pyramidal environment. The Cu···Cu distance through the oxamide bridge is 5.1848(7) Å. The three‐dimensional supramolecular structure is built‐up by hydrogen bonds and π–π stacking interactions. The dicopper(II) complex exhibits cytotoxic activity against the SMMC‐7721 and A549 cell lines. The reactivity toward herring sperm DNA and protein bovine serum albumin (BSA) reveals that the dicopper(II) complex can interact with the DNA by the intercalation mode, and effectively quench the intrinsic fluorescence of BSA via a static mechanism. The influence of hydrophobicity of the bridging ligand on DNA‐binding properties and in vitro cytotoxic activities of this kind of dicopper(II) complexes was investigated.