Superoxide-Mediated Reduction of the Nitroxide Group Can Prevent Detection of Nitric Oxide by Nitronyl Nitroxides

References

• Palmer R. M. J., Ferrige A. G., Moncada S. Nitric oxide release accounts for the biological activity of endothelium-derived relaxing factor. Nature 1987; 327: 524–526
   Google Scholar
• Moncada S., Palmer R. M. J., Higgs E. A. Nitric oxide: Physiology, pathophysiology, and pharmacology. Pharmacological Reviews 1991; 43: 109–142
   Google Scholar
• Moncada S., Higgs A. Mechanisms of Disease—The L-Arginine Nitric Oxide Pathway. New England Journal of Medicine 1993; 329: 2002–2012
   Google Scholar
• Archer S. Measurement of nitric oxide in biological models. FASEB-Journal 1993; 7: 349–360
   Google Scholar
• Kiechle F. L., Malinski T. Nitric Oxide-Biochemistry, Pathophysiology, and Detection. American Journal of Clinical Pathology 1993; 100: 567–575
   Google Scholar
• Malinski T., Taha Z. Nitric oxide release from a single cell measured in situ by a porphyrinic-based microsensor. Nature 1992; 358: 676–678
   Google Scholar
• Malinski T., Taha Z., Grunfeld S., Burewicz A., Tomboulian P., Kiechle F. Measurements of Nitric Oxide in Biological Materials Using a Porphyrinic Microsensor. Analytica Chimica Acta 1993; 279: 135–140
   Google Scholar
• Arroyo C. M., Kohno M. Difficulties encountered in the detection of nitric oxide (NO) by spin trapping techniques. A cautionary note. Free Radical Research Communications 1990; 14: 145–155
   Google Scholar
• Lancaster J. R., Jr., Hibbs J. B., Jr. EPR demonstration of iron-nitrosyl complex formation by cytotoxic activated macrophages. Proceedings of the National Academy of Sciences of the United States of America 1990; 37: 1223–1227
   Google Scholar
• Korth H.-G., Sustmann R., Lommes P., Paul T., Emst A., de Groot H., Hughes L., Ingold K. U. Nitric Oxide Cheletropic Traps (NOCTs) with Improved Thermal Stability and Water Solubility. Journal of the American Chemical Society 1994; 116: 2767–2777
   Google Scholar
• Joseph J., Kalyanaraman B., Hyde J. S. Trapping of nitric oxide by nitronyl nitroxides: an electron spin resonance investigation. Biochemical and Biophysical Research Communications 1993; 192: 926–934
   Google Scholar
• Akaike T., Yoshida M., Miyamoto Y., Sato K., Kohno M., Sasamoto K., Miyazaki K., Ueda S., Maeda H. Antagonistic action of Imidazolineoxyl N-oxides against endothelium-derived relaxing factor/NO. through a radical reaction. Biochemistry 1992; 32: 827–832
   Google Scholar
• Iannone A., Bini A., Swartz H. M., Tomasi A., Vannini V. Metabolism in rat liver microsomes of the nitroxide spin probe TEMPOL. Biochemical Pharmacology 1989; 38: 2581–2586
   Google Scholar
• Woldman Y. Yu., Khramtsov V. V., Grigor'ev I. A., Kirilyuk I. A., Utepbergenov D. I. Spin trapping of nitric oxide by nitronylnitroxides: measurement of the activity of NO synthase from rat cerebellum. Biochemical and Biophysical Research Communications 1994; 202: 195–203
   PubMedGoogle Scholar
• Samuni A., Krishna C. M., Mitchell J. B., Collins C. R., Russo A. Superoxide reaction with nitroxides. Free Radical Research Communications 1990; 9: 241–249
   Google Scholar
• Grigor'ev I. A., Volodarsky L. B., Starichenko V. F., Shchukin G. I., Kirilyuk I. A. Route to stable nitroxides with alkoxy groups at α-carbon—the derivatives of 2– and 3-imidazolines. Tetrahedron Letters 1985; 26: 5085–5088
   Google Scholar
• Haseloff R. F., Blasig I. E., Meffert H., Ebert B. Hydroxyl radical scavenging and antipsoriatic activity of benzoic acid derivatives. Free Radical Biology and Medicine 1990; 9: 111–115
   Google Scholar
• Beckman J. S., Beckman T. W., Chen J., Marshall P. A., Freeman 8. A. Apparent hydroxyl radical production by peroxynitrite: Implications for endothelial injury from nitric oxide and superoxide. Proceedings of the National Academy of Sciences of the United States of America 1990; 87: 1620–1624
   Google Scholar
• Szoka F., Papahadjopulos D. Procedure for preparation of liposomes with large internal aqueous space and high capture by reverse-phase evaporation. Proceedings of the National Academy of Sciences of the United States of America 1978; 75: 4194–4198
   Google Scholar
• Van der Hoeven T. A., Coon M. J. Preparation and properties of partially purified cytochrome P-450 and reduced nicotinamide adenindinucleotide phosphate—cytochrome P-450 reductase from rabbit liver microsomes. Journal of Biological Chemistry 1974; 249: 6302–6310
   Google Scholar
• Halle W., Siems W. E., Jentsch K. D., Teuscher E., Gores E. Die in vitro kultivierte Aorten-Endothelzelle in der Wirkstofforschung—Zellphysiologische Charakterisierung und Einsatzmöglichkeiten der Zellinie BKEz-7. Pharmazie 1984; 39: 77–81
   PubMedGoogle Scholar
• Samuni A., Mitchell J. B., DeGraff W., Krishna C. M., Samuni U., Russo A. Nitroxide SOD-mimics: Modes of action. Free Radical Research Communications 1991; 12–13: 187–194
   Google Scholar
• Janzen E. G., Blackburn B. J. Detection and identification of short-lived free radicals by an electron spin resonance trapping technique. Journal of the American Chemical Society 1968; 90: 5909–5910
   Google Scholar
• Rosen G. M., Cohen M. S., Britigan B. E., Pou S. Application of spin traps to biological systems. Free Radical Research Communications 1990; 9: 187–95
   PubMedGoogle Scholar
• Kooy N. W., Royall J. A. Agonist-induced peroxynitrite production from endothelial cells. Archives of Biochemistry and Biophysics 1994; 310: 352–359
   Google Scholar
• Kuehl F. A., Ekgan R. A. Prostaglandins, arachidonic acid and inflammation. Science 1980; 210: 978–984
   Google Scholar
• Zöllner S., Haseloff R. F., Mertsch K., Blasig I. E. Ca2+-induzierte NO-Freisetzung durch Monolayer von Aortenendothelzellen. Endothelfunktion und Arteriosklerose, H. Heinle, H. Schulte, H. K. Breddin. Deutsche Gesellschaft für Arterioskleroseforschung, Tübingen 1994; 41–45
   Google Scholar
• Buettner G. R. Spin trapping: ESR parameters of spin adducts. Free Radical Biology and Medicine 1987; 3: 259–303
   PubMedGoogle Scholar
• Mao G. D., Poznansky M. J. Electron spin resonance study on the permeability of superoxide radicals in lipid bilayers and biological membranes. FEBS-Letters 1992; 305: 233–236
   Google Scholar
• Rumyantseva G. V., Weiner L. M., Molin Yu. N., Budger V. G. Permeation of liposome membrane by superoxide radical. FEBS-Letters 1979; 108: 477–480
   Google Scholar
• Pistolesi R., Corazzi L., Arienti G. Microsomal protein mediates a pH-dependent fusion of liposomes to rat brain microsomes. Membrane Biochemistry 1990; 9: 253–261
   Google Scholar
• Sentjurc M., Mason R. P. Inhibition of radical adduct reduction and reoxidation of the corresponding hydroxylamines in in vivo spin trapping of carbon tetrachloride-derived radicals. Free Radical Biology and Medicine 1992; 13: 151–160
   Google Scholar
• Hudlicky M. Oxidations in Organic Chemistry (ACS Monograph 186). American Chemical Society, Washington, D.C. 1990
   Google Scholar
• Rubanyi G. M., Ho E. H., Cantor E. H., Lumma W. C., Botelho L. C. Cytoprotective function of nitric oxide: inactivation of superoxide radicals produced by human leukocytes. Biochemical and Biophysical Research Communications 1991; 181: 1392–1397
   Google Scholar
• Radi R., Beckman J. S., Bush K. M., Freeman B. A. Peroxynitrite-induced membrane lipid peroxidation: The cytotoxic potential of superoxide and nitric oxide. Archives of Biochemistry and Biophysics 1991; 288: 481–487
   Google Scholar
• Zhang R., Hirsch O., Mohsen M., Samuni A. Effects of Nitroxide Stable Radicals on Juglone Cytotoxicity. Archives of Biochemistry and Biophysics 1994; 312: 385–391
   Google Scholar