Spin trapping of C- and O-centered radicals with methyl-, ethyl-, pentyl-, and phenyl-substituted EMPO derivatives

Klaus Stolze*, Natascha Rohr-Udilova, Thomas Rosenau, Andreas Hofinger, Daniel Kolarich, Hans Nohl

*Corresponding author for this work

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

In order to develop spin traps with an optimal ratio between hydrophilic and lipophilic properties, low toxicity, and high stability of spin adducts (especially with superoxide radicals), several EMPO-derived spin traps have recently been synthesized forming more stable superoxide adducts (t1/2 > 20 min) than DMPO or DEPMPO. In this study, ESR-, 1H-, and 13C-NMR data of several phenyl- or n-pentyl-substituted EMPO derivatives are presented with full signal assignment. Methyl groups at position 3 or 4 stabilized the superoxide adducts considerably. Spin adducts from other oxygen- and carbon-centered radicals (e.g., derived from methanol or linoleic acid hydroperoxide) are also described.

Original languageEnglish
Pages (from-to)3368-3376
Number of pages9
JournalBioorganic and Medicinal Chemistry
Volume14
Issue number10
DOIs
Publication statusPublished - 15 May 2006

Keywords

  • EMPO derivatives
  • EPR
  • Spin trapping
  • Superoxide

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