Spin trapping of C- and O-centered radicals with methyl-, ethyl-, pentyl-, and phenyl-substituted EMPO derivatives.
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 (t(1/2) > 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.
Stolze
Klaus
K
Research Institute of Biochemical Pharmacology and Molecular Toxicology, University of Veterinary Medicine Vienna, Veterinärplatz 1, A-1210 Vienna, Austria. Klaus.Stolze@vu-wien.ac.at
Rohr-Udilova
Natascha
N
Rosenau
Thomas
T
Hofinger
Andreas
A
Kolarich
Daniel
D
Nohl
Hans
H
D002244:Carbon / Q000737:chemistry*; D002247:Carbon Isotopes; D004578:Electron Spin Resonance Spectroscopy; D005609:Free Radicals; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry*; D019097:Spin Trapping
C406273:2-ethoxycarbonyl-2-methyl-3,4-dihydro-2H-pyrrole-1-oxide; D002247:Carbon Isotopes; D005609:Free Radicals; D011758:Pyrroles; D002244:Carbon; D010100:Oxygen