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ISBN: 978-83-60043-10-3 - eurobic9

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Eurobic9, 2-6 September, 2008, Wrocław, Poland<br />

P129. Selenium, Tellurium and Transition Metals as Chemical Ingredients<br />

of Intelligent Antioxidants<br />

H. Mohammed a , S. Mecklenburg a , M. Doering a , S. Shaaban a , T. Burkholz a , C. Collins b ,<br />

M. Abbas a , A. Anwar a , C. Jacob Claus a<br />

a Bioorganic Chemistry, University of Saarland, University Campus, 66123, Saarbruecken, Germany,<br />

b School of Biological and Chemical Sciences, University of Exeter, Stocker Road, Exeter, UK<br />

e-mail: h.mohammed@mx.uni-saarland.de<br />

Elements such as selenium and tellurium are generally not too popular in Bioinorganic Chemistry. Nonetheless,<br />

the combination of selenium, tellurium and various transition metal ions in chemically simple molecules<br />

provides a successful recipe for powerful pro- and antioxidants, which may be further ‘spiced' by the addition of<br />

organic redox centres [1, 2]. Antioxidants are used against oxidative stress (OS), a disturbance in redox<br />

homeostasis associated with numerous human diseases. Importantly, OS is not a single molecule event, but is<br />

associated with the increase in intracellular concentrations of various reactive, oxidizing species, and loss of<br />

antioxidant defence. Since reactive oxygen species (ROS), iron and copper ions are among the major culprits<br />

causing and propagating OS, we have considered the design of multifunctional molecules which combine the<br />

ability to remove ROS and bind (and disarm) adventitious metal ions [2]. These molecules are synthesised using<br />

various synthetic techniques, including multicomponent reactions and integrate one or more sulfur, selenium and<br />

tellurium redox centres with macrocycles, phenolic and quinone-based redox sites [3]. They exhibit an exciting<br />

electrochemical behaviour and bind/exchange zinc, copper and iron ions [1]. They are catalytically active and,<br />

when tested in skin cell culture, show strong antioxidant effects, probably due to catalytic destruction of ROS<br />

and exchange of beneficial zinc ions for toxic copper/iron ions.<br />

References:<br />

[1] Mecklenburg, S.; Collins, C. A.; Doring, M.; Burkholz, T.; Abbas, M.; Fry, F. H.; Pourzand, C.; Jacob,<br />

C. Phosphorus Sulfur and Silicon and the Related Elements 2008, 1<strong>83</strong> (4), 863-88.<br />

[2] Collins, C. A.; Fry, F. H.; Holme, A. L.; Yiakouvaki, A.; Al-Qenaei, A.; Pourzand, C.; Jacob, C. Org.<br />

Biomol. Chem. 2005, 3 (8), 1541-1546.<br />

[3] Shabaan, S.; Abbas, M.; Jacob, C. 2008, Manuscript in preparation.<br />

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