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Sökning: onr:"swepub:oai:DiVA.org:liu-50118" > Fenton chemistry an...

LIBRIS Formathandbok  (Information om MARC21)
FältnamnIndikatorerMetadata
00003824naa a2200337 4500
001oai:DiVA.org:liu-50118
003SwePub
008091011s2006 | |||||||||||000 ||eng|
024a https://urn.kb.se/resolve?urn=urn:nbn:se:liu:diva-501182 URI
024a https://doi.org/10.1021/tx060101w2 DOI
040 a (SwePub)liu
041 a engb eng
042 9 SwePub
072 7a ref2 swepub-contenttype
072 7a art2 swepub-publicationtype
100a Merkofer, M.u Laboratorium für Anorganische Chemie, Departement Chemie und Angewandte Biowissenschaften, ETH Zürich, CH-8093 Zürich, Switzerland4 aut
2451 0a Fenton chemistry and iron chelation under physiologically relevant conditions :b Electrochemistry and kinetics
264 c 2006-09-27
264 1b American Chemical Society (ACS),c 2006
338 a print2 rdacarrier
520 a The goal of iron-chelation therapy is to reduce the levels of labile plasma iron, and intravenously administered desferrioxamine is the gold standard of therapeutic agents. Hydroxypyridinones, e.g., CP20 (3-hydroxy-1,2- dimethylpyridin-4(1H)-one), are used or are under investigation as orally administered iron chelators. We determined electrode potentials of CP20, the related hydoxypyridones CP361, CP363, and CP502, and ICL670 (4-[3,5-bis(2- hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoic acid) under physiologically relevant conditions to address the question of whether iron in the presence of these chelating agents can carry out Fenton chemistry in vivo. We found that iron(III) but not iron(II) binds tightly to both CP20 and ICL670 at pH 7 and higher, compared to nearly complete binding of 1 µM iron(II) to 10 µM desferrioxamine at pH 7.4 The electrode potentials of the hydroxypyridinones shift to more negative values with decreasing pKa values at lower concentrations of iron(III) (0.02 mM) and ligand (0.1 mM). The electrode potential of the iron-CP20 system decreases as a function of increasing pH, with a minimum near pH 10.5. We estimate an electrode potential for the ascorbyl radical/ascorbate couple under physiological conditions of +105 mV, which is higher than the electrode potential of the iron(III) complex of CP20 at all concentrations of iron. The rate of oxidation of iron(II) in the presence of CP20 by hydrogen peroxide increases with the concentrations of both ligand and peroxide. Although iron(II) is oxidized by hydrogen peroxide, the thus-formed FeIII(CP20)3 complex cannot be reduced by ascorbate. Therefore, the tight binding of iron(III) by this class of chelators prevents redox cycling. © 2006 American Chemical Society.
653 a MEDICINE
653 a MEDICIN
700a Kissner, R.u Laboratorium für Anorganische Chemie, Departement Chemie und Angewandte Biowissenschaften, ETH Zürich, CH-8093 Zürich, Switzerland4 aut
700a Hider, R.C.u Department of Pharmacy, King's College London, Franklin-Wilkins Building, 150 Stamford Street, London SE1 9NN, United Kingdom4 aut
700a Brunk, Ulfu Linköpings universitet,Hälsouniversitetet,Farmakologi4 aut0 (Swepub:liu)ulfbr20
700a Koppenol, W.H.u Laboratorium für Anorganische Chemie, Departement Chemie und Angewandte Biowissenschaften, ETH Zürich, CH-8093 Zürich, Switzerland4 aut
710a Laboratorium für Anorganische Chemie, Departement Chemie und Angewandte Biowissenschaften, ETH Zürich, CH-8093 Zürich, Switzerlandb Department of Pharmacy, King's College London, Franklin-Wilkins Building, 150 Stamford Street, London SE1 9NN, United Kingdom4 org
773t Chemical Research in Toxicologyd : American Chemical Society (ACS)g 19:10, s. 1263-1269q 19:10<1263-1269x 0893-228Xx 1520-5010
8564 8u https://urn.kb.se/resolve?urn=urn:nbn:se:liu:diva-50118
8564 8u https://doi.org/10.1021/tx060101w

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