High lipophilicity of meta Mn(III) N-alkylpyridylporphyrin-based superoxide dismutase mimics compensates for their lower antioxidant potency and makes them as effective as ortho analogues in protecting superoxide dismutase-deficient Escherichia coli.

Journal Article (Journal Article)

Lipophilicity/bioavailibility of Mn(III) N-alkylpyridylporphyrin-based superoxide dismutase (SOD) mimics has a major impact on their in vivo ability to suppress oxidative stress. Meta isomers are less potent SOD mimics than ortho analogues but are 10-fold more lipophilic and more planar. Enhanced lipophilicity contributes to their higher accumulation in cytosol of SOD-deficient Escherichia coli, compensating for their lower potency; consequently, both isomers exert similar-to-identical protection of SOD-deficient E. coli. Thus meta isomers may be prospective therapeutics as are ortho porphyrins.

Full Text

Duke Authors

Cited Authors

  • Kos, I; Benov, L; Spasojević, I; Rebouças, JS; Batinić-Haberle, I

Published Date

  • December 10, 2009

Published In

Volume / Issue

  • 52 / 23

Start / End Page

  • 7868 - 7872

PubMed ID

  • 19954250

Pubmed Central ID

  • PMC2920616

Electronic International Standard Serial Number (EISSN)

  • 1520-4804

Digital Object Identifier (DOI)

  • 10.1021/jm900576g


  • eng

Conference Location

  • United States