Complementation of SOD-deficient Escherichia coli by manganese porphyrin mimics of superoxide dismutase activity.

Journal Article (Journal Article)

Cationic Mn(III) porphyrins substituted on the methine bridge carbons (meso positions) with N-alkylpyridinium or N,N'-diethylimidazolium groups have been prepared and characterized, both chemically and as SOD mimics. The ortho tetrakis N-methylpyridinium compound was substantially more active than the corresponding para isomer. This ortho compound also exhibited a more positive redox potential and greater ability to facilitate the aerobic growth of a SOD-deficient Escherichia coli. Analogs with longer alkyl side chains and with methoxyethyl side chains, as well as with N,N'-diethylimidazolium and N,N'-dimethoxyethylimidazolium groups on the meso positions, have been prepared in anticipation of greater penetration of the cells due to greater lipophilicity. We now report that the more lipophilic compounds were effective at complementing the SOD-deficient E. coli at lower concentrations than were needed with the less lipophilic compounds. The greater efficacy of the more lipophilic compounds was achieved at the cost of greater toxicity that became apparent when these compounds were applied at higher concentrations.

Full Text

Duke Authors

Cited Authors

  • Okado-Matsumoto, A; Batinić-Haberle, I; Fridovich, I

Published Date

  • August 1, 2004

Published In

Volume / Issue

  • 37 / 3

Start / End Page

  • 401 - 410

PubMed ID

  • 15223074

International Standard Serial Number (ISSN)

  • 0891-5849

Digital Object Identifier (DOI)

  • 10.1016/j.freeradbiomed.2004.04.040


  • eng

Conference Location

  • United States