Orally Available Mn Porphyrins with Superoxide Dismutase and Catalase Activities


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dc.contributor.author Rosenthal, Rosalind A. en_US
dc.contributor.author Huffman, Karl D. en_US
dc.contributor.author Fisette, Leslie W. en_US
dc.contributor.author Damphousse, Christy A. en_US
dc.contributor.author Callaway, Wyeth B. en_US
dc.contributor.author Malfroy, Bernard en_US
dc.contributor.author Doctrow, Susan R. en_US
dc.date.accessioned 2012-01-12T17:19:48Z
dc.date.available 2012-01-12T17:19:48Z
dc.date.issued 2009-6-6 en_US
dc.identifier.citation Rosenthal, Rosalind A., Karl D. Huffman, Leslie W. Fisette, Christy A. Damphousse, Wyeth B. Callaway, Bernard Malfroy, Susan R. Doctrow. "Orally available Mn porphyrins with superoxide dismutase and catalase activities" Journal of Biological Inorganic Chemistry 14(6): 979-991. (2009) en_US
dc.identifier.issn 1432-1327 en_US
dc.identifier.uri http://hdl.handle.net/2144/3391
dc.description.abstract Superoxide dismutase/catalase mimetics, such as salen Mn complexes and certain metalloporphyrins, catalytically neutralize reactive oxygen and nitrogen species, which have been implicated in the pathogenesis of many serious diseases. Both classes of mimetic are protective in animal models of oxidative stress. However, only AEOL11207 and EUK-418, two uncharged Mn porphyrins, have been shown to be orally bioavailable. In this study, EUK-418 and several new analogs (the EUK-400 series) were synthesized and shown to exhibit superoxide dismutase, catalase, and peroxidase activities in vitro. Some also protected PC12 cells against staurosporine-induced cell death. All EUK-400 compounds were stable in simulated gastric fluid, and most were substantially more lipophilic than the salen Mn complexes EUK-189 and EUK-207, which lack oral activity. Pharmacokinetics studies demonstrate the presence of all EUK-400 series compounds in the plasma of rats after oral administration. These EUK-400 series compounds are potential oral therapeutic agents for cellular damage caused by oxidative stress. ELECTRONIC SUPPLEMENTARY MATERIAL. The online version of this article (doi:10.1007/s00775-009-0550-4) contains supplementary material, which is available to authorized users. en_US
dc.description.sponsorship National Institute of Allergy and Infection Disease (U19-A1067734) en_US
dc.language.iso en en_US
dc.publisher Springer-Verlag en_US
dc.rights Copyright The Author(s) 2009 en_US
dc.subject Manganese porphyrins en_US
dc.subject EUK-400 series compounds en_US
dc.subject Oxidative stress en_US
dc.subject Apoptosis en_US
dc.subject Superoxide dismutase/catalase mimetics en_US
dc.title Orally Available Mn Porphyrins with Superoxide Dismutase and Catalase Activities en_US
dc.type article en_US
dc.identifier.doi 10.1007/s00775-009-0550-4 en_US
dc.identifier.pubmedid 19504132 en_US
dc.identifier.pmcid 2716445 en_US

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