A novel anti-oxidant and anti-cancer strategy: a peptoid anti-inflammatory drug conjugate with SOD mimic activity

M.A. Bailey, Matthew Ingram, D.P. Naughton

Research output: Contribution to journalArticle

Abstract

Activation of reactive oxygen and nitrogen species (RONS) by redox-active metal ions has been proposed to contribute to oxidative damage in inflamed tissues. Here, we report a dual-function anti-oxidant conjugate comprising an anti-inflammatory agent (5-aminosalicylic acid) and a chelator with potential as a superoxide dismutase mimic. The conjugate ethylenediaminetetraacetic acid bis-(5-aminosalicylic acid methyl ester) [EBAME] chelates Cu(II) ions in a 1:1 ratio, as assessed spectrophotometrically using Job’s method. Superoxide dismutase (SOD) activity was determined for the Mn(II)-conjugate as 0.758 ± 0.130 U at a concentration of 0.99 μM. In inflamed tissues, peptidase mediated release of active 5-ASA would also release the EDTA chelator which has significant SOD mimic activity when complexed to Cu(II) ions. Thus, EBAME has potential as a dual-function anti-inflammatory agent with reduced gastric irritability.
Original languageEnglish
Pages (from-to)1155-1158
Number of pages4
JournalBiochemical and biophysical research communications
Volume317
Issue number4
DOIs
Publication statusPublished - May 2004

Keywords

  • Superoxide dismutase mimic
  • 5-Aminosalicylic acid
  • Ethylenediaminetetraacetic acid
  • Metal ions
  • Inflammation

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