Spin trapping of C- and O-centered radicals with methyl-, ethyl-, pentyl-, and phenyl-substituted EMPO derivatives
| Autor: | Hans Nohl, Thomas Rosenau, Klaus Stolze, Daniel Kolarich, Andreas Hofinger, N. Rohr-Udilova |
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| Rok vydání: | 2006 |
| Předmět: |
Magnetic Resonance Spectroscopy
Free Radicals Stereochemistry Radical Clinical Biochemistry Pharmaceutical Science Biochemistry Medicinal chemistry Chemical synthesis Adduct law.invention Nitrone chemistry.chemical_compound law Drug Discovery Pyrroles Electron paramagnetic resonance Molecular Biology chemistry.chemical_classification Carbon Isotopes Molecular Structure Spin trapping Superoxide Organic Chemistry Electron Spin Resonance Spectroscopy Carbon Oxygen chemistry Lipophilicity Molecular Medicine Spin Trapping |
| Zdroj: | Bioorganic & Medicinal Chemistry. 14:3368-3376 |
| ISSN: | 0968-0896 |
| DOI: | 10.1016/j.bmc.2005.12.051 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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