Abstract
Thirteen new manganese porphyrins and two porphodimethenes bearing one to three different substituents at the meso positions in a variety of architectures have been synthesized. The substituents employed generally are (i) electron-withdrawing to tune the reduction potential to the desirable range (near +0.3V vs NHE), and/or (ii) lipophilic to target the interior of lipid bilayer membranes and/or the blood-brain barrier. The influence of the substituents on the Mn(III)/Mn(II) reduction potentials has been characterized, and the superoxide dismutase activity of the compounds has been examined.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Catalysis
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Cytochromes c / chemistry
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Drug Design
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Electrochemistry
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Electron Transport
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Enzyme Activation / drug effects
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Lipid Bilayers / chemistry
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Manganese / chemistry*
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Metalloporphyrins / chemical synthesis*
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Metalloporphyrins / chemistry
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Molecular Structure
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Oxidation-Reduction
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Solubility
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Stereoisomerism
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Structure-Activity Relationship
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Superoxide Dismutase / chemistry*
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Superoxides / chemistry
Substances
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Lipid Bilayers
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Metalloporphyrins
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Superoxides
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Manganese
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Cytochromes c
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Superoxide Dismutase