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Original Article

Reaction of Substituted Anthracenes and a Butadiene with Nitric Oxide: Product Formation Determined by EPR Spectroscopy

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Pages 377-388 | Received 01 Dec 1996, Published online: 07 Jul 2009

References

  • Moncada S., Palmer R. M. J., Higgs E. A. Nitric Oxide: Physiology, Pathophysiology, and Pharmacology. Pharmcological Reviews 1991; 43: 109–142
  • Culotta E., Koshland D. E. NO News is Good News. Science 1992; 258: 1862–1865
  • Palmer R. M. J., Ashton D. S., Moncada S. Vascular Endothelial Cells Synthesize NO From L‐Arginine. Nature 1988; 333: 664–666
  • Morletta M. A., Yoon P. S., Iyengar R., Leaf C. D., Wishnok J. S. Macrophage Oxidation Of L‐Arginine To Nitrite And Nitrate: NO Is An Intermediate. Biochemistry 1988; 27: 8706–8711
  • Palmer R. M. J., Moncada S., Radomski M. W. Comparative Pharmacology Of EDRF, NO And Prostacyclin In Platelets. British Journal of Pharmacology 1987; 92: 181–187
  • Archer S. Measurement Of NO In Biological Models. Federation of American Societies for Experimental Biology Journal 1993; 7: 349–360
  • Downes M. J., Edwards W., Elsey T. S., Walters C. C. Determination Of A Nonvolatile Nitrosamine Using Denitrosation And A Chemiluminescence Analyser. Analyst 1976; 101: 742–748
  • Ignarro L. J., Buya G. M., Wood K. S., Byms R. E., Chaudhuri G. EDRF Produced And Relaxed From Artery And Vein Is NO. Proceedings of the National Academy of Sciences, USA 1987; 84: 9265–9269
  • Greenberg S. S., Wilcox D. E., Rubanyi G. M. EDRF Released From Canine Femoval Artery Cannot Be Identified As Free NO By EPR. Circulation Research 1990; 67: 1446–1452
  • Quaresima V., Takehara H., Tsushima K., Ferrari M., Utsumi H. In Vivo Detection Of Mouse Liver NO Generation By Spin Trapping EPR. Biochemical and Biophysical Research Communications 1996; 221: 729–734
  • Korth H. G., Ingold K. U., Sustmann R., de Groot H., Sies H. Tetramethyl‐Ortho‐Chinodimethan (NOCT‐1), Das Erste Mitglied Einer Mitglied Einer Familie Ma???geschneiderter Cheleotroper Spinfänger Für Stickstoffmonoxid. Angewandte Chemie 1992; 104: 915–917
  • Korth H. G., Sustmann R., Lommes P., Paul T., Ernst A., de Groot H., Hughes L., Ingold K. U. NO Cheletropic Traps (NOCTS) With Improved Thermal Stability And Water Solubility. Journal of the American Chemical Society 1994; 116: 2767–2777
  • Gabr I. M., Rai U. S., Symons M. C. R. Conversion of NO into a Nitroxide Radical Using 2,3‐Dimethylbutadiene and 2,5‐Dimethylhexadiene. Journal of the Chemical Society, Chemical Communications 1993; 1099–1100
  • Rockenbauer A., Korecz L. Comment On The Conversion Of NO To A Nitroxide Using Butadienes. Journal of the Chemical Society, Chemical Communications 1994; 145
  • Morishima I., Yoshikawa K., Bekki K., Kohno M., Arita K. Electron Spin Resonance Spectra of Bicyclic Nitroxides. 7‐Azabenzonorbornadiene‐7‐oxyl and 7‐Azabenzonorbornene‐7‐oxyl. Journal of the American Chemical Society 1971; 93: 5815–5817
  • Alonso T., Harvey S., Junk P. C., Raston C. L., Skelton B. W., White A. H. Main Group—Conjugated Organic Anon Chemistry. 1. Synthesis of Magnesium Anthracene, Silylated Anthracenes or Fluoranthene Tetrahydrofuron and Tertiary Amine Complexes and of Magnesium Cyclooctatetraene. Organornetallics 1987; 6: 2110
  • Perkins M. J., Ward P., Horsfield A. A Probe For Homolytic Reactions In Solution. Part III Radicals By Hydrogen Abstraction. Journal of the Chemical Society B 1970; 395–400
  • Hudson A., Hussain H. A. The Electron Spin Resonance Of Some Dialkyl Nitroxides. Journal of the Chemical Society B 1970; 1259–1300
  • Jantzen E. G. The Stereochemistry Of Nitroxides. Topics in Stereochemistry, N. L. Allinger, E. L. Eliel. Wiley‐Interscience, New York 1971; Vol. 6: 177–217
  • Yosh A., Yong G. C. EPR Studies Of Nitroxides Formed In Low Temperature Photolysis Of N‐Nitrosamines. Organic Magnetic Resonance 1981; 17: 138–143
  • Pryor W. A., Lightsey J. W., Church D. F. Reaction of Nitrogen Dioxide with Alkenes and Polyunsaturated Fatty Acids: Addition and Hydrogen Abstraction Mechanisms. Journal of the American Chemical Society 1982; 104: 6685–6692
  • Pryor W. A., Lighsey J. W. Mechanisms Of Nitrogen Dioxide Reactions: Initiation Of Lipid Peroxidation And The Production Of Nitrous Acid. Science 1981; 214: 435–437
  • Titov A. I. The Free Radical Mechanism Of Nitration. Tetrahedron 1963; 19: 557–580
  • Marathamuthu P., Scaiano J. C. Biradical Double Trapping Of NO: An EPR Study. Journal of Physical Chemistry 1978; 82: 1588–1591
  • Adam W., Bottle S. E., Grice I. D., Pfeiler D., Wentrup C. Nitric Oxide Addition To Bis‐Ketenes. Tetrahedron Letters 1996; 37: 2113–2116
  • Hansen G. R., Wang D. A New Method For Computer Simulation Of Paramagnetic Resonance Spectra. Journal Magnetic Resonance 1995; 117: 1–8
  • Hansen G. R., Wang D. A New Method For Simulating Powder Spectra In Magnetic Resonance. Applied Magnetic Resonance 1996; 11: 401–415
  • Heilbron I. M., Heaton J. S. Synthesis of 9, 10‐Dibromoanthracene. Organic Synthesessecond edition, H. Gilman. John Wiley & Sons, New York 1956; Volume 1: 3, 41, 207–209, Collective
  • Mikhailov B. M. Syntheses Of Polycyclic Compounds: Lithiumorganic Compounds Of Anthracene. Izvetija Akademii Nauk S.S.S.R. 1948; 420–426
  • Mikhailov B. M., Bronovilskaya V. P. Preparation Of Derivatives Of Anthracenes With The Aid Of Lithiumorganic Compounds. Zhurnal Obsieh Khimii. 1952; 22: 157–162
  • Meek J. S., Monroe P. A., Bouboulis C. J. Diels‐Alder‐Reactions of 9‐Substituted Anthracenes. V Adducts of Ethylene. Journal of Organic Chemistry 1963; 28: 2572–2577
  • Kawamura Y., Thurnauer M., Schuster G. B. Putative Electrocyclic Reaction Of Cyclobutene Radical Cation: 1,2‐DiPhenyl‐3,3,4,4‐tetramethylcyclobutene. Tetrahedron 1986; 42: 6195–64200
  • Horsewood P., Kirby G. W., Sharma R. P., Sweeny J. G. Formation And Thermal Cleavage Reactions Of The Cycloadduct Of 9,10‐Dimethylanthracene And Nitrosyl Cyanide. Journal of the Chemical Society, Perkin 1 1981; 6: 1802–1806

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