Comparative Studies of the Redox Behaviour and the Antioxidative Activity of Arylnaphthoquinones |
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Authors: | Mario Wurglics Astrid Michelitsch Gotthard Wurm |
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Affiliation: | Institut für Pharmazeutische Chemie, Johann Wolfgang Goethe-Universit?t Frankfurt, D-60439 Frankfurt/Main, Germany, DE Institut für Pharmazeutische Chemie, Karl-Franzens Universit?t Graz, A-8010 Graz, Austria, AT Institut für Pharmazeutische Chemie, Freie Universit?t Berlin, D-14195 Berlin, Germany, DE
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Abstract: | Summary. Comparative studies of redox behaviour and antioxidative activity (AOA) were carried out with two series of arylnaphthoquinone derivatives. For the electrochemical investigations, a voltammetric procedure combined with a glassy carbon electrode was applied. The AOA was examined using the photo-chemiluminometric method with the Photochem? measuring device according to Popov et al. and the chemical procedure with the radical quencher DPPH (diphenylpicrylhydrazyl). Both the redox potential and the antioxidative activity of the investigated compounds are influenced by their substituents. Compounds with the OH-group at position 3 are easiest to oxidize (E p = 0.18 V; pH 7.4). The lag phases (AOA) of these compounds are five to ten times greater than those of the strong antioxidants ascorbic acid and Trolox?. As suggested for other natural compounds, we also found a good correlation between the oxidation potential and the AOA. Therefore, it seems that a good antioxidative activity requires a low redox potential. Corresponding authors. E-mail: wurglics@pharmchem.uni-frankfurt.de Received March 1, 2002; accepted March 28, 2002 |
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Keywords: | .Antioxidative activity Arylnaphthoquinones Cyclic voltammetry Photochemistry |
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