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• W1961139916 abstract "Three new Mn(III) porphyrin catalysts of O2˙− dismutation (superoxide dismutase mimics), bearing ether oxygen atoms within their side chains, were synthesized and characterized: Mn(III) 5,10,15,20-tetrakis[N-(2-methoxyethyl)pyridinium-2-yl]porphyrin (MnTMOE-2-PyP5+), Mn(III)5,10,15,20-tetrakis[N-methyl-N′-(2-methoxyethyl)imidazolium-2-yl]porphyrin (MnTM,MOE-2-ImP5+) and Mn(III) 5,10,15,20-tetrakis[N,N′-di(2-methoxyethyl)imidazolium-2-yl]porphyrin (MnTDMOE-2-ImP5+). Their catalytic rate constants for O2˙− dismutation( disproportionation) and the related metal-centered redox potentials vs. NHE are: log kcat = 8.04 (E1/2 = +251 mV) for MnTMOE-2-PyP5+, log kcat = 7.98 (E1/2 = +356 mV) for MnTM,MOE-2-ImP5+ and log kcat = 7.59 (E1/2 = +365 mV) for MnTDMOE-2-ImP5+. The new porphyrins were compared to the previously described SOD mimics Mn(III) 5,10,15,20-tetrakis(N-ethylpyridinium-2-yl)porphyrin (MnTE-2-PyP5+), Mn(III) 5,10,15,20-tetrakis(N-n-butylpyridinium-2-yl)porphyrin (MnTnBu-2-PyP5+) and Mn(III) 5,10,15,20-tetrakis(N,N′-diethylimidazolium-2-yl)porphyrin (MnTDE-2-ImP5+). MnTMOE-2-PyP5+ has side chains of the same length and the same E1/2, as MnTnBu-2-PyP5+ (kcat = 7.25, E1/2 = + 254 mV), yet it is 6-fold more potent a catalyst of O2˙− dismutation, presumably due to the presence of the ether oxygen. The log kcatvs. E1/2 relationship for all Mn porphyrin-based SOD mimics thus far studied is discussed. None of the new compounds were toxic to Escherichia coli in the concentration range studied (up to 30 μM), and protected SOD-deficient E. coli in a concentration-dependent manner. At 3 μM levels, the MnTDMOE-2-ImP5+, bearing an oxygen atom within each of the eight side chains, was the most effective and offered much higher protection than MnTE-2-PyP5+, while MnTDE-2-ImP5+ was of very low efficacy." @default.
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• W1961139916 date "2004-01-01" @default.
• W1961139916 modified "2023-10-17" @default.
• W1961139916 title "New class of potent catalysts of O₂˙⁻dismutation. Mn(<scp>iii</scp>) ortho-methoxyethylpyridyl- and di-ortho-methoxyethylimidazolylporphyrins" @default.
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• W1961139916 doi "https://doi.org/10.1039/b400818a" @default.
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