Frühjahrssymposium 2013 in Berlin - JungChemikerForum Berlin

Synthesis and study of antioxidant properties of fullerene C60
derivatives.
Robert Czochara, Michał Symonowicz, Grzegorz Litwinienko
Faculty of Chemistry – University of Warsaw – Pasteura 1 – Warsaw – POL
rczochara@chem.uw.edu.pl
Oxidative damage of organic materials is caused by free radicals and Reactive Oxygen
Species (ROS). Antioxidants can inhibit oxidation reaction by removal of free
radicals. Activity of antioxidants depends on structure and chemical nature, thus,
nanoparticles are new promising objects for free radical research. Fullerenes [1] can
find many potential applications in science, industry and medicine. [2,3] Carbon core
makes fullerene an interesting initial structure in the development of novel radicalscavenging
compounds with specific functionalities. Recently, it has been shown that
fullerenes and their derivatives can trap several radicals per molecule [4] and can potentially
be used as a protective substance against ROS.
The aim of our studies is to synthesize [5] organic derivatives of fullerene C60(X)n
(where X= C10HqqNO2; (NHC6H4OH)6; C9H9NO). The structures are shown in
Figure 1.
By means of the differential scanning calorimetry (DSC) and Clark electrode [6,7] we
also carried out the investigations on the potential antioxidant properties during the
oxidation of stearic (ST) and linolenic (LNA) acids as models of oxidizable organic
materials. Our results showed that at high temperature in bulk lipid phase the C60
and its derivatives are stable and can break radical oxidation chains. This feature
is useful because new derivatives can be applied as antioxidants working in extreme
conditions.
This work was supported by Faculty of Chemistry, University of Warsaw, grant BST
501/86-DSM-102400.
Figure 1. Obtained fullerene C60 derivatives.
[1]
H. W. Kroto, J. R. Heath, S. C. O’Brien, R. F. Curl, R. E. Smalley, Nature 1985, 318, 162.
[2]
B.C. Yadav, R. Kumar, International Journal of Nanotechnology and Applications 2008,
2, 15.
[3]
R. Bakry, R. Vallant, International Journal of Nanomedicine 2007, 2, 639.
[4]
S. S. Huang, S. K. Tsai, C.L. Chih, L.Y. Chiang, Free Radical Biol. Med. 2001, 30, 643.
[5]
M. Prato, M. Maggini, Acc. Chem. Res. 1998, 31, 519.
[6]
P. Ziaja, K. Jodko-Piorecka, R. Kuzmicz, G. Litwinienko, Polym. Chem. 2012, 3, 93.
[7]
R. Czochara, P. Ziaja, P. Piotrowski, R. Pokrop, G. Litwinienko, Carbon 2012, 50, 3943.
Poster 106 Thursday 17:40 - 20:10 163