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Oxidative DNA Cleavage Promoted by a Phenoxyl‐Radical Copper(II) Complex
Author(s) -
Cuzan Olesea,
Kochem Amélie,
Simaan A. Jalila,
Bertaina Sylvain,
Faure Bruno,
Robert Viviane,
Shova Sergiu,
Giorgi Michel,
Maffei Michel,
Réglier Marius,
Orio Maylis
Publication year - 2016
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201601001
Subject(s) - chemistry , electron paramagnetic resonance , cyclic voltammetry , benzotriazole , isostructural , copper , photochemistry , crystallography , redox , hydrogen peroxide , medicinal chemistry , crystal structure , inorganic chemistry , electrochemistry , organic chemistry , nuclear magnetic resonance , physics , electrode
Three neutral copper(II) complexes [Cu(L) 2 X] [X = none, N , N ‐dimethylformamide (DMF) 0.5 , N , N ‐dimethylacetamide (DMA) 0.5 for 1 , 2 , and 3 , respectively] containing benzotriazole–phenolate ligand HL [ HL = 2‐(2 H ‐benzotriazol‐2‐yl)‐4,6‐di‐ tert ‐pentylphenol] have been synthesized and investigated with single‐crystal X‐ray diffraction, elemental analysis, and spectroscopic techniques [ESI‐MS, IR, UV/Vis, electron paramagnetic resonance (EPR)]. The geometry of complex 1 is distorted square planar, while the isostructural complexes 2 and 3 are pentacoordinated. The redox properties of complex 1 were studied by cyclic voltammetry, and the corresponding one‐electron oxidized species was generated and characterized by UV/Vis and EPR. Theoretical calculations were performed to support and rationalize the experimental data. Complex 1 was evaluated for its capability to perform veratryl alcohol oxidation and oxidative cleavage of DNA in DMF and DMSO in the presence of different agents (hydrogen peroxide, ascorbate, dithiothreitol).