Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 15, Issue 22, Pages 7066-7086Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2007.07.015
Keywords
porphyrin; porphodimethene; manganese; lipophilic; amphipathic; cyclic voltammetry; superoxide dismutase
Funding
- NCI NIH HHS [P30 CA014236, 5-P30-CA14236-29] Funding Source: Medline
- NIAID NIH HHS [U19 AI67798-01, U19 AI067798] Funding Source: Medline
- NIGMS NIH HHS [R01 GM036238-20, R01 GM036238-19, R01 GM036238, GM36238] Funding Source: Medline
- PHS HHS [IR21-ESO/3682] Funding Source: Medline
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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 time the reduction potential to the desirable range (near +0.3 V 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-II /Mn-II reduction potentials has been characterized. and the superoxide disimutase activity of the compounds has been examined. (C) 2007 Elsevier Ltd. All rights reserved.
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