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Issue 31, 2009
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Structural characterization of a highly active superoxide-dismutase mimic

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Abstract

A lot of effort has been put into the synthesis of copper complexes with superoxide-dismutase (SOD) activity because of their potential pharmaceutical applications. In this work, we study a model for these so-called SOD mimics (SODm), namely a copper complex of 6-(2-hydroxy-benzaldehyde) hydrazono-as-triazine-3,5-dione, which shows an extremely high SOD-like activity in solution. X-Ray diffraction reveals that the complex adopts a di-copper structure in the solid state. However, in solution, the chloride bridges are broken, forming a mono-copper center as follows from UV/Vis absorption and electron paramagnetic resonance (EPR) experiments. Using pulsed EPR techniques in combination with DFT (density functional theory) computations, the electronic structure of the complex in solution is analyzed in detail and related to its high SOD activity. The structure–activity analysis serves to orient further synthetic efforts to obtain the optimum geometry around the metal essential for SOD-like activity.

Graphical abstract: Structural characterization of a highly active superoxide-dismutase mimic

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Article information


Submitted
19 Mar 2009
Accepted
29 Jun 2009
First published
07 Jul 2009

Phys. Chem. Chem. Phys., 2009,11, 6778-6787
Article type
Paper

Structural characterization of a highly active superoxide-dismutase mimic

V. Balasubramanian, M. Ezhevskaya, H. Moons, M. Neuburger, C. Cristescu, S. Van Doorslaer and C. Palivan, Phys. Chem. Chem. Phys., 2009, 11, 6778
DOI: 10.1039/B905593B

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