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Spin trapping of C- and O-centered radicals with methyl-, ethyl-, pentyl-, and phenyl-substituted EMPO derivatives
Authors:Stolze Klaus  Rohr-Udilova Natascha  Rosenau Thomas  Hofinger Andreas  Kolarich Daniel  Nohl Hans
Institution:1. Department of Life Science Engineering, Faculty of New Sciences and Technologies, University of Tehran, Tehran, Iran;2. Institute of Physiology, RWTH Aachen University, Aachen, Germany;3. Department of Biomedical Engineering, Research Center for New Technologies in Life Science Engineering, University of Tehran, Tehran, Iran;4. School of Chemical Engineering, University College of Engineering, University of Tehran, Tehran, Iran;5. Institute for Nanoscience & Nanotechnology (INST), Sharif University of Technology, Tehran, Iran;1. Laboratory of Chemical Technology and Catalysis, Department of Organic Chemistry, Biochemistry & Catalysis, Faculty of Chemistry, University of Bucharest, 4-12, Blv. Regina Elisabeta, 030018 Bucharest, Romania;2. School of Molecular Sciences, Arizona State University, Tempe, AZ 85287-1604, USA
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 (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.
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