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Volumn 5, Issue 7, 2005, Pages 665-673

N-hydroxyurea and acyl nitroso compounds as nitroxyl (HNO) and nitric oxide (NO) donors

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; CATALASE; HEMOGLOBIN; HEMOPROTEIN; HORSERADISH PEROXIDASE; HYDROXYLAMINE; HYDROXYUREA; IRON COMPLEX; NITRIC OXIDE; NITRIC OXIDE DONOR; NITROSO DERIVATIVE; UREASE;

EID: 23844494816     PISSN: 15680266     EISSN: None     Source Type: Journal    
DOI: 10.2174/1568026054679362     Document Type: Review
Times cited : (59)

References (76)
  • 1
    • 0002657706 scopus 로고    scopus 로고
    • Hydroxyurea
    • B. A. Chabner and D. L. Longo, Eds.; Lippincott-Raven; Philadelphia
    • Donchower, R. C. Hydroxyurea. In Cancer Chemotherapy and Biotherapy; B. A. Chabner and D. L. Longo, Eds.; Lippincott-Raven; Philadelphia, 1996; pp. 253-261.
    • (1996) Cancer Chemotherapy and Biotherapy , pp. 253-261
    • Donchower, R.C.1
  • 2
    • 0025033587 scopus 로고
    • Quenching of Tyrosine Radicals of M2 Subunit From Ribonucleotide Reductase in Tumor Cells by Different Antitumor Agents: An EPR Study
    • Liermann, B.; Lassmann, G.; Langen, P. Quenching of Tyrosine Radicals of M2 Subunit From Ribonucleotide Reductase in Tumor Cells by Different Antitumor Agents: An EPR Study. Free Radical Biol. Med. 1990, 9, 1-4.
    • (1990) Free Radical Biol. Med. , vol.9 , pp. 1-4
    • Liermann, B.1    Lassmann, G.2    Langen, P.3
  • 3
    • 0027948936 scopus 로고
    • Hydroxyurea as an Inhibitor of Human Immunodeficiency Virus-Type I Replication
    • Lori, F.; Malykh, A.; Cara, A.; Sun, D.; Weinstein, J.N.; Lisziewicz, J.; Gallo, R.C. Hydroxyurea as an Inhibitor of Human Immunodeficiency Virus-Type I Replication. Science 1994, 266, 801-805.
    • (1994) Science , vol.266 , pp. 801-805
    • Lori, F.1    Malykh, A.2    Cara, A.3    Sun, D.4    Weinstein, J.N.5    Lisziewicz, J.6    Gallo, R.C.7
  • 5
    • 0029025475 scopus 로고
    • Effect of Hydroxyurea on the Frequency of Painful Crises in Sickle Cell Anemia
    • and the Investigators of the Multicenter Study of Hydroxyurea in Sickle Cell Anemia
    • Charache, S.; Terrin, M. L.; Moore, R. D.; Dover, G. J.; Barton, F. B.; Eckert, S. V.; McMahon, R. P.; Bonds, D. R. and the Investigators of the Multicenter Study of Hydroxyurea in Sickle Cell Anemia. Effect of Hydroxyurea on the Frequency of Painful Crises in Sickle Cell Anemia. N. Engl. J. Med. 1995, 332, 1317-1322.
    • (1995) N. Engl. J. Med. , vol.332 , pp. 1317-1322
    • Charache, S.1    Terrin, M.L.2    Moore, R.D.3    Dover, G.J.4    Barton, F.B.5    Eckert, S.V.6    McMahon, R.P.7    Bonds, D.R.8
  • 7
    • 0037272632 scopus 로고    scopus 로고
    • The Role of Hydroxyurea in Sickle Cell Disease
    • Halsey, C.; Roberts, I. A. G. The Role of Hydroxyurea in Sickle Cell Disease. Brit. J. Haematol. 2003, 120, 177-186.
    • (2003) Brit. J. Haematol. , vol.120 , pp. 177-186
    • Halsey, C.1    Roberts, I.A.G.2
  • 8
    • 0037279802 scopus 로고    scopus 로고
    • The Nitric Oxide Producing Reactions of Hydroxyurea
    • King, S. B. The Nitric Oxide Producing Reactions of Hydroxyurea. Curr. Med. Chem. 2003, 10, 437-452.
    • (2003) Curr. Med. Chem. , vol.10 , pp. 437-452
    • King, S.B.1
  • 9
    • 0037372314 scopus 로고    scopus 로고
    • An Emerging Role for Nitric Oxide in Sickle Cell Disease Vascular Homeostasis and Therapy
    • Reiter, C. D.; Gladwin, M. T. An Emerging Role for Nitric Oxide in Sickle Cell Disease Vascular Homeostasis and Therapy. Curr. Opin. Hematol. 2003, 10, 99-107.
    • (2003) Curr. Opin. Hematol. , vol.10 , pp. 99-107
    • Reiter, C.D.1    Gladwin, M.T.2
  • 10
    • 0034778939 scopus 로고    scopus 로고
    • Nitric Oxide Therapy in Sickle Cell Disease
    • Gladwin, M. T.; Schechter, A. N. Nitric Oxide Therapy in Sickle Cell Disease. Seminars in Hematology, 2001, 38(No. 4), 333-342.
    • (2001) Seminars in Hematology , vol.38 , Issue.4 , pp. 333-342
    • Gladwin, M.T.1    Schechter, A.N.2
  • 14
    • 0035852675 scopus 로고    scopus 로고
    • Mechanism for Fetal Globin Gene Expression: Role of the Soluble Guanylate Cyclase-cGMP-dependent Protein Kinase Pathway
    • Ikuta, T.; Ausenda, S.; Cappellini, M. D. Mechanism for Fetal Globin Gene Expression: Role of the Soluble Guanylate Cyclase-cGMP-dependent Protein Kinase Pathway. Proc. Natl. Acad. Sci. 2001, 98, 1847-1852.
    • (2001) Proc. Natl. Acad. Sci. , vol.98 , pp. 1847-1852
    • Ikuta, T.1    Ausenda, S.2    Cappellini, M.D.3
  • 18
    • 0038045578 scopus 로고    scopus 로고
    • In Vitro Induction of Fetal Hemoglobin in Human Erythroid Progenitor Cells
    • Ho, J. A.; Pickens, C. V.; Gamscik, M. P.; Colvin, O. M.; Ware, R. E. In Vitro Induction of Fetal Hemoglobin in Human Erythroid Progenitor Cells. Exp. Hematol. 2003, 31, 586-591.
    • (2003) Exp. Hematol. , vol.31 , pp. 586-591
    • Ho, J.A.1    Pickens, C.V.2    Gamscik, M.P.3    Colvin, O.M.4    Ware, R.E.5
  • 19
    • 0027980511 scopus 로고
    • Quenching of the Tyrosyl Free Radical of Ribonucleotide Reductase by Nitric Oxide
    • Lepoivre, M.; Flaman, J. M.; Bobe, P.; Lemari, G.; Henry, Y. Quenching of the Tyrosyl Free Radical of Ribonucleotide Reductase by Nitric Oxide. J. Biol. Chem. 1994, 269, 21891-21897.
    • (1994) J. Biol. Chem. , vol.269 , pp. 21891-21897
    • Lepoivre, M.1    Flaman, J.M.2    Bobe, P.3    Lemari, G.4    Henry, Y.5
  • 20
    • 0031923969 scopus 로고    scopus 로고
    • Pharmacokinetics and Pharmacodynamics of Hydroxyurea
    • Gwilt, P. R.; Tracewell, W. G. Pharmacokinetics and Pharmacodynamics of Hydroxyurea. Clin. Pharmacokinet. 1998, 34, 347-356.
    • (1998) Clin. Pharmacokinet. , vol.34 , pp. 347-356
    • Gwilt, P.R.1    Tracewell, W.G.2
  • 22
    • 0014792644 scopus 로고
    • The Enzymatic Reduction of Hydroxyurea to Urea by Mouse Liver
    • Colvin, M.; Bono, Jr., V. H. The Enzymatic Reduction of Hydroxyurea to Urea by Mouse Liver. Cancer Res. 1970, 30, 1516-1519.
    • (1970) Cancer Res. , vol.30 , pp. 1516-1519
    • Colvin, M.1    Bono Jr., V.H.2
  • 24
    • 0000676791 scopus 로고
    • Metabolism of Anthranilic Hydroxamic Acid by Rat Liver
    • Bernheim, M. L. C. Metabolism of Anthranilic Hydroxamic Acid by Rat Liver. Arch. Biochem. Biophys. 1965, 112, 191-195.
    • (1965) Arch. Biochem. Biophys. , vol.112 , pp. 191-195
    • Bernheim, M.L.C.1
  • 25
    • 0033886466 scopus 로고    scopus 로고
    • Reduction of Hydroxamic Acids to the Corresponding Amides Catalyzed by Rabbit Blood
    • Sugihara, K.; Kitamura, S.; Ohta, S.; Tatsumi, K. Reduction of Hydroxamic Acids to the Corresponding Amides Catalyzed by Rabbit Blood. Xenobiotica, 2000, 30, 457-467.
    • (2000) Xenobiotica , vol.30 , pp. 457-467
    • Sugihara, K.1    Kitamura, S.2    Ohta, S.3    Tatsumi, K.4
  • 26
    • 0001644516 scopus 로고
    • The Metabolism of Urethane and Related Compounds
    • Boyland, E.; Nery, R. The Metabolism of Urethane and Related Compounds. Biochem. J. 1965, 94, 198-208.
    • (1965) Biochem. J. , vol.94 , pp. 198-208
    • Boyland, E.1    Nery, R.2
  • 27
    • 0014232267 scopus 로고
    • Some Aspects of the Metabolism of Urethane and N-Hydroxyurethane
    • Nery, R. Some Aspects of the Metabolism of Urethane and N-Hydroxyurethane. Biochem. J. 1968, 106, 1-13.
    • (1968) Biochem. J. , vol.106 , pp. 1-13
    • Nery, R.1
  • 28
    • 0001070624 scopus 로고
    • Urease Catalysis: Stoichiometry, Specificity, and Kinetics of a Second Substrate, Hydroxyurea
    • Fishbein, W. N.;Winter, T. S.; Davidson, J. D. Urease Catalysis: Stoichiometry, Specificity, and Kinetics of a Second Substrate, Hydroxyurea. J. Biol. Chem. 1965, 240, 2402-2406.
    • (1965) J. Biol. Chem. , vol.240 , pp. 2402-2406
    • Fishbein, W.N.1    Winter, T.S.2    Davidson, J.D.3
  • 29
    • 0001111950 scopus 로고
    • Urease Catalysis: Inhibition of the Enzyme by Hydroxyurea, Hydroxylamine, and Acetohydroxamic Acid
    • Fishbein, W. N.; Carbone, P. P. Urease Catalysis: Inhibition of the Enzyme by Hydroxyurea, Hydroxylamine, and Acetohydroxamic Acid. J. Biol. Chem. 1965, 240, 2407-2414.
    • (1965) J. Biol. Chem. , vol.240 , pp. 2407-2414
    • Fishbein, W.N.1    Carbone, P.P.2
  • 30
    • 0024425177 scopus 로고
    • Detection of Free Radicals as Intermediates in the Methemoglobin Formation from Oxyhemoglobin Induced by Hydroxylamine
    • Stolze, K.; Nohl, H. Detection of Free Radicals as Intermediates in the Methemoglobin Formation from Oxyhemoglobin Induced by Hydroxylamine. Biochem. Pharmacol. 1989, 38, 3055-3059.
    • (1989) Biochem. Pharmacol. , vol.38 , pp. 3055-3059
    • Stolze, K.1    Nohl, H.2
  • 31
    • 0342601533 scopus 로고    scopus 로고
    • Nitric Oxide Formation from Hydroxylamine by Myoglobin and Hydrogen Peroxide
    • Taira, J.; Misik, V.; Riesz, P. Nitric Oxide Formation from Hydroxylamine by Myoglobin and Hydrogen Peroxide. Biochim. Biophys. Acta 1997, 1336, 502-508.
    • (1997) Biochim. Biophys. Acta , vol.1336 , pp. 502-508
    • Taira, J.1    Misik, V.2    Riesz, P.3
  • 32
    • 0036525943 scopus 로고    scopus 로고
    • Nitric Oxide Donors: Chemical Activities and Biological Applications
    • Wang, P. G.; Xian, M.; Tang, X.; Wu, X.; Wen, Z.; Cai, T.; Janczuk, A. J. Nitric Oxide Donors: Chemical Activities and Biological Applications. Chem. Rev. 2002, 102, 1091-1134.
    • (2002) Chem. Rev. , vol.102 , pp. 1091-1134
    • Wang, P.G.1    Xian, M.2    Tang, X.3    Wu, X.4    Wen, Z.5    Cai, T.6    Janczuk, A.J.7
  • 33
    • 0001159113 scopus 로고
    • Hydroxyurea: Mechanism of Action
    • Fishbein, W. N.; Carbone, P. P. Hydroxyurea: Mechanism of Action. Science 1963, 142, 1069-1070.
    • (1963) Science , vol.142 , pp. 1069-1070
    • Fishbein, W.N.1    Carbone, P.P.2
  • 34
    • 0013222332 scopus 로고
    • The Enzymatic Hydrolysis of Certain Hydroxamic Acids
    • Bernheim, M. L, C. The Enzymatic Hydrolysis of Certain Hydroxamic Acids. Arch. Biochem. Biophys. 1964, 107, 313-318.
    • (1964) Arch. Biochem. Biophys. , vol.107 , pp. 313-318
    • Bernheim, M.L.C.1
  • 35
    • 0031468478 scopus 로고    scopus 로고
    • In Vivo Production of Nitric Oxide in Rats after Administration of Hydroxyurea
    • Jiang, J.; Jordan, S. J.; Barr, D. P.; Gunther, M. R.; Maeda, H.; Mason, R. P. In Vivo Production of Nitric Oxide in Rats after Administration of Hydroxyurea. Mol. Pharmacology 1997, 52, 1081-1086.
    • (1997) Mol. Pharmacology , vol.52 , pp. 1081-1086
    • Jiang, J.1    Jordan, S.J.2    Barr, D.P.3    Gunther, M.R.4    Maeda, H.5    Mason, R.P.6
  • 36
    • 0032977037 scopus 로고    scopus 로고
    • Detection of Nitrosyl Hemoglobin in Venous Blood in the Treatment of Sickle Cell Anemia with Hydroxyurea
    • Glover, R. E.; Ivy, E. D.; Orringer, E. P.; Maeda, H.; Mason, R. P. Detection of Nitrosyl Hemoglobin in Venous Blood in the Treatment of Sickle Cell Anemia with Hydroxyurea. Mol. Pharmacology 1999, 55, 1006-1010.
    • (1999) Mol. Pharmacology , vol.55 , pp. 1006-1010
    • Glover, R.E.1    Ivy, E.D.2    Orringer, E.P.3    Maeda, H.4    Mason, R.P.5
  • 40
    • 0035206628 scopus 로고    scopus 로고
    • Hydroxyurea Induces Site-Specific DNA Damage via Formation of Hydrogen Peroxide and Nitric Oxide
    • Sakano, K.; Oikawa, S.; Hasegawa, K.; Kawanishi, S. Hydroxyurea Induces Site-Specific DNA Damage via Formation of Hydrogen Peroxide and Nitric Oxide. Jpn. J. Cancer Res. 2001, 92, 1166-1174.
    • (2001) Jpn. J. Cancer Res. , vol.92 , pp. 1166-1174
    • Sakano, K.1    Oikawa, S.2    Hasegawa, K.3    Kawanishi, S.4
  • 41
    • 0029944579 scopus 로고    scopus 로고
    • Hydroxyurea Reacts with Heme Proteins to Generate Nitric Oxide
    • Pacelli, R; Taira, J.; Cook, J. A.; Wink, D. A.; Krishna, M. C. Hydroxyurea Reacts with Heme Proteins to Generate Nitric Oxide. Lancet 1996, 347, 900.
    • (1996) Lancet , vol.347 , pp. 900
    • Pacelli, R.1    Taira, J.2    Cook, J.A.3    Wink, D.A.4    Krishna, M.C.5
  • 43
    • 0037133264 scopus 로고    scopus 로고
    • Iron Nitrosyl Hemoglobin Formation from the Reactions of Hydroxyurea and Hemoglobin
    • Huang, J.; Hadimani, S. B.; Rupon, J. W.; Ballas, S. K.; Kim-Shapiro, D. B.; King, S. B. Iron Nitrosyl Hemoglobin Formation from the Reactions of Hydroxyurea and Hemoglobin. Biochemistry 2002, 41, 2466-2474.
    • (2002) Biochemistry , vol.41 , pp. 2466-2474
    • Huang, J.1    Hadimani, S.B.2    Rupon, J.W.3    Ballas, S.K.4    Kim-Shapiro, D.B.5    King, S.B.6
  • 44
    • 4043163356 scopus 로고    scopus 로고
    • Nitric Oxide Production from Hydroxyurea
    • King, S. B. Nitric Oxide Production from Hydroxyurea. Free. Rad. Biol. Med. 2004, 37, 737-744.
    • (2004) Free. Rad. Biol. Med. , vol.37 , pp. 737-744
    • King, S.B.1
  • 45
    • 0042732932 scopus 로고    scopus 로고
    • Hydroxyurea Analogs as Kinetic and Mechanistic Probes of the Nitric Oxide Producing Reactions of Hydroxyurea and Oxyhemoglobin
    • Huang, J.; Zou, Z.; Kim-Shapiro, D. B.; Ballas, S. K.; King, S. B. Hydroxyurea Analogs as Kinetic and Mechanistic Probes of the Nitric Oxide Producing Reactions of Hydroxyurea and Oxyhemoglobin. J. Med. Chem. 2003, 46, 3748-3753.
    • (2003) J. Med. Chem. , vol.46 , pp. 3748-3753
    • Huang, J.1    Zou, Z.2    Kim-Shapiro, D.B.3    Ballas, S.K.4    King, S.B.5
  • 46
    • 0025125314 scopus 로고
    • EPR Studies on the Oxidation of Hydroxyurea to Paramagnetic Compounds by Oxyhemoglobins
    • Stolze, K.; Nohl, H. EPR Studies on the Oxidation of Hydroxyurea to Paramagnetic Compounds by Oxyhemoglobins. Biochem. Pharmacol. 1990, 40, 799-802.
    • (1990) Biochem. Pharmacol. , vol.40 , pp. 799-802
    • Stolze, K.1    Nohl, H.2
  • 50
    • 0037012362 scopus 로고    scopus 로고
    • Horseradish Peroxidase Catalyzed Nitric Oxide Formation from Hydroxyurea
    • Huang, J.; Sommers, E.; Kim-Shapiro, D. B.; King, S. B. Horseradish Peroxidase Catalyzed Nitric Oxide Formation from Hydroxyurea. J. Am. Chem. Soc. 2002, 124, 3473-3480.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 3473-3480
    • Huang, J.1    Sommers, E.2    Kim-Shapiro, D.B.3    King, S.B.4
  • 51
    • 0000322203 scopus 로고
    • Oxidation and Reduction of Hemoproteins by Trioxodinitrate (II). The Role of Nitrosyl Hydride and Nitrite
    • Doyle, M. P.; Mahapatro, S. N.; Broene, R. D.; Guy, J. K. Oxidation and Reduction of Hemoproteins by Trioxodinitrate (II). The Role of Nitrosyl Hydride and Nitrite. J. Am. Chem. Soc. 1988, 110, 593-599.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 593-599
    • Doyle, M.P.1    Mahapatro, S.N.2    Broene, R.D.3    Guy, J.K.4
  • 52
    • 0000313811 scopus 로고
    • On the Reaction of Trioxodinitrate (II) with Hemoglobin and Myoglobin
    • Bazylinski, D. A.; Goretski, J.; Hollocher, T. C. On the Reaction of Trioxodinitrate (II) with Hemoglobin and Myoglobin. J. Am. Chem. Soc. 1985, 107, 7986-7989.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 7986-7989
    • Bazylinski, D.A.1    Goretski, J.2    Hollocher, T.C.3
  • 53
    • 0000419908 scopus 로고
    • Metmyoglobin and Methemoglobin as Efficient Traps for Nitrosyl Hydride (Nitroxyl) in Neutral Aqueous Solutions
    • Bazylinksi, D. A.; Hollocher, T. C. Metmyoglobin and Methemoglobin as Efficient Traps for Nitrosyl Hydride (Nitroxyl) in Neutral Aqueous Solutions. J. Am. Chem. Soc. 1985, 107, 7982-7986.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 7982-7986
    • Bazylinksi, D.A.1    Hollocher, T.C.2
  • 54
    • 0037245344 scopus 로고    scopus 로고
    • Comparison of the Reactivity of Nitric Oxide and Nitroxyl with Heme Proteins: A Chemical Discussion of the Differential Biological Effects of these Redox Related Products of NOS
    • Miranda, K. M.; Nims, R. W.; Thomas, D. D.; Espey, M. G.; Citrin, D.; Bartberger, M. D.; Paolocci, N.; Fukuto, J. M.; Feelisch, M.; Wink, D. A. Comparison of the Reactivity of Nitric Oxide and Nitroxyl with Heme Proteins: A Chemical Discussion of the Differential Biological Effects of these Redox Related Products of NOS. J. Inog. Biochem. 2003, 93, 52-60.
    • (2003) J. Inog. Biochem. , vol.93 , pp. 52-60
    • Miranda, K.M.1    Nims, R.W.2    Thomas, D.D.3    Espey, M.G.4    Citrin, D.5    Bartberger, M.D.6    Paolocci, N.7    Fukuto, J.M.8    Feelisch, M.9    Wink, D.A.10
  • 55
    • 33645421146 scopus 로고    scopus 로고
    • Methods in Enzymology
    • NO Synthase; Packer, L. Ed.; Academic Press: San Diego Chapter 20
    • Akaike, T.; Maeda, H. In Methods in Enzymology, Volume 268, Nitric Oxide Part A: Sources and Detection of NO; NO Synthase; Packer, L. Ed.; Academic Press: San Diego, 1996; Chapter 20.
    • (1996) Nitric Oxide Part A: Sources and Detection of NO , vol.268
    • Akaike, T.1    Maeda, H.2
  • 56
    • 0033383970 scopus 로고    scopus 로고
    • The Reaction Rates of NO with Horseradish Peroxidase Compounds I and II
    • Glover, R. E.; Koshkin, V.; Dunford, H. B.; Mason, R. P. The Reaction Rates of NO with Horseradish Peroxidase Compounds I and II. Nitric Oxide Biol. Chem. 1999, 3, 439-444.
    • (1999) Nitric Oxide Biol. Chem. , vol.3 , pp. 439-444
    • Glover, R.E.1    Koshkin, V.2    Dunford, H.B.3    Mason, R.P.4
  • 57
    • 3042554283 scopus 로고    scopus 로고
    • Catalase-Mediated Nitric Oxide Formation From Hydroxyurea
    • Huang, J.; Kim-Shapiro, D. B.; King, S. B. Catalase-Mediated Nitric Oxide Formation From Hydroxyurea. J. Med. Chem. 2004, 47, 3495-3501.
    • (2004) J. Med. Chem. , vol.47 , pp. 3495-3501
    • Huang, J.1    Kim-Shapiro, D.B.2    King, S.B.3
  • 58
    • 0032951905 scopus 로고    scopus 로고
    • Nitric Oxide and Iron Proteins
    • Cooper, C. E. Nitric Oxide and Iron Proteins. Biochim. Biophys. Acta 1999, 1411, 290-309.
    • (1999) Biochim. Biophys. Acta , vol.1411 , pp. 290-309
    • Cooper, C.E.1
  • 59
    • 37049104522 scopus 로고
    • C-Nitrosoformamides, a New Class of Transient Dienophiles Formed by Oxidation of N-Hydroxyureas
    • Christie, C. C.; Kirby, G. W.; McGuigan, H.; Mackinnon, J. W. M. C-Nitrosoformamides, a New Class of Transient Dienophiles Formed by Oxidation of N-Hydroxyureas. J. Chem. Soc. Perkin Trans. 1985, 2469-2473.
    • (1985) J. Chem. Soc. Perkin Trans. , pp. 2469-2473
    • Christie, C.C.1    Kirby, G.W.2    McGuigan, H.3    Mackinnon, J.W.M.4
  • 60
    • 0034016806 scopus 로고    scopus 로고
    • Generation of Acyl Nitroso Compounds by the Oxidation of N-Acyl Hydroxylamines with the Dess Martin Periodinane
    • Jenkins, N.E.; Ware, Jr., R.W.; Atkinson, R.N.; King, S.B. Generation of Acyl Nitroso Compounds by the Oxidation of N-Acyl Hydroxylamines with the Dess Martin Periodinane Synthetic Commun. 2000, 30, 947-953.
    • (2000) Synthetic Commun. , vol.30 , pp. 947-953
    • Jenkins, N.E.1    Ware Jr., R.W.2    Atkinson, R.N.3    King, S.B.4
  • 61
    • 0034622088 scopus 로고    scopus 로고
    • Production of Nitroxyl (HNO) at Biologically Relevant Temperatures from the retro-Diels Alder Reaction of N-Hydroxyurea Derived Acyl Nitroso-9, 10-Dimethylantrhacene Cycloadducts
    • Xu, Y.; Alavanja, M.M.; Johnson, V.L.; Yasaki, G.; King, S.B. Production of Nitroxyl (HNO) at Biologically Relevant Temperatures from the retro-Diels Alder Reaction of N-Hydroxyurea Derived Acyl Nitroso-9, 10-Dimethylantrhacene Cycloadducts. Tetrahedron Lett. 2000, 41, 4265-4269.
    • (2000) Tetrahedron. Lett. , vol.41 , pp. 4265-4269
    • Xu, Y.1    Alavanja, M.M.2    Johnson, V.L.3    Yasaki, G.4    King, S.B.5
  • 62
    • 5144234435 scopus 로고    scopus 로고
    • Nitroxyl (HNO) Release from New Functionalized N-Hydroxyurea Derived Acyl Nitroso-9, 10-Dimethylanthracene Cycloadducts
    • Zeng, B.; Huang, J.; Wright, M. W.; King, S. B. Nitroxyl (HNO) Release from New Functionalized N-Hydroxyurea Derived Acyl Nitroso-9, 10-Dimethylanthracene Cycloadducts. Bioorg. Med. Chem. Lett. 2004, 14, 5565-5568.
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 5565-5568
    • Zeng, B.1    Huang, J.2    Wright, M.W.3    King, S.B.4
  • 63
    • 0000403609 scopus 로고
    • Spectroscopic Detection of 2 Neutral Chno2 Isomers - Nitrocarbene and Nitrosoformaldehyde
    • O'Bannon, P. E.; Sulzle, D.; Dailey, W. P.; Schwarz, H. Spectroscopic Detection of 2 Neutral Chno2 Isomers - Nitrocarbene and Nitrosoformaldehyde. J. Am. Chem. Soc. 1992, 114, 344-345.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 344-345
    • O'Bannon, P.E.1    Sulzle, D.2    Dailey, W.P.3    Schwarz, H.4
  • 64
    • 0001420091 scopus 로고
    • Characterization of Nitrosocarbonyl Compounds by Neutralization-Reionization Mass-Spectrometry
    • O'Bannon, P. E.; Sulzle, D.; Schwarz, H. Characterization of Nitrosocarbonyl Compounds by Neutralization-Reionization Mass-Spectrometry. Helv. Chim. Acta 1991, 74, 2068-2074.
    • (1991) Helv. Chim. Acta , vol.74 , pp. 2068-2074
    • O'Bannon, P.E.1    Sulzle, D.2    Schwarz, H.3
  • 65
    • 0037433245 scopus 로고    scopus 로고
    • Direct Observation of an Acyl Nitroso Species in Solution by Time-Resolved IR Spectroscopy
    • Cohen, A. D.; Zeng, B.; King, S. B.; Toscano, J. P. Direct Observation of an Acyl Nitroso Species in Solution by Time-Resolved IR Spectroscopy. J. Am. Chem. Soc. 2003, 125, 1444-1445.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 1444-1445
    • Cohen, A.D.1    Zeng, B.2    King, S.B.3    Toscano, J.P.4
  • 66
    • 0031550582 scopus 로고    scopus 로고
    • Cycloadditions of nitrile oxides to amidoximes. A General Synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides
    • Quadrelli, P.; Invernizzi, A. G.; Falzoni, M.; Caramella, P. Cycloadditions of nitrile oxides to amidoximes. A General Synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides. Tetrahedron 1997, 53, 1787-1796.
    • (1997) Tetrahedron. , vol.53 , pp. 1787-1796
    • Quadrelli, P.1    Invernizzi, A.G.2    Falzoni, M.3    Caramella, P.4
  • 67
    • 0029932704 scopus 로고    scopus 로고
    • A Mild Oxidation of Nitrile Oxides: A New Synthetic Route to Nitroso Carbonyl Intermediates
    • Quadrelli, P.; Invernizzi, A. G.; Caramella, P. A Mild Oxidation of Nitrile Oxides: A New Synthetic Route to Nitroso Carbonyl Intermediates. Tetrahedron Lett. 1996, 37, 1909-1912.
    • (1996) Tetrahedron. Lett. , vol.37 , pp. 1909-1912
    • Quadrelli, P.1    Invernizzi, A.G.2    Caramella, P.3
  • 68
    • 0033588294 scopus 로고    scopus 로고
    • The Mild Oxidation of Nitrile Oxides affords a Convenient Entry to Nitrosocarbonyl Intermediates, Versatile Tools in Organic Syntheses
    • Quadrelli, P.; Mella, M.; Invernizzi, A. G.; Caramella, P. The Mild Oxidation of Nitrile Oxides affords a Convenient Entry to Nitrosocarbonyl Intermediates, Versatile Tools in Organic Syntheses. Tetrahedron 1999, 55, 10497-10510.
    • (1999) Tetrahedron. , vol.55 , pp. 10497-10510
    • Quadrelli, P.1    Mella, M.2    Invernizzi, A.G.3    Caramella, P.4
  • 69
    • 0026662362 scopus 로고
    • N,O-Diacylated-N-Hydroxyarylsulfonamides - Nitroxyl Precursors with Potent Smooth-Muscle Relaxant Properties
    • Fukuto, J. M.; Hszieh, R.; Gulati, P.; Chiang, K. T.; Nagasawa, H. T. N,O-Diacylated-N-Hydroxyarylsulfonamides - Nitroxyl Precursors with Potent Smooth-Muscle Relaxant Properties. Biochem. Biophys. Res. Commun. 1992, 187, 1367-1373.
    • (1992) Biochem. Biophys. Res. Commun. , vol.187 , pp. 1367-1373
    • Fukuto, J.M.1    Hszieh, R.2    Gulati, P.3    Chiang, K.T.4    Nagasawa, H.T.5
  • 70
  • 71
    • 0029030350 scopus 로고
    • Prodrugs of Nitroxyl as Potential Aldehyde Dehydrogenase Inhibitors Vis-a-Vis Vascular Smooth-Muscle Relaxants
    • Nagasawa, H. T.; Kawle, S. P.; Elberling, J. A.; Demaster, E. G.; Fukuto, J. M. Prodrugs of Nitroxyl as Potential Aldehyde Dehydrogenase Inhibitors Vis-a-Vis Vascular Smooth-Muscle Relaxants. J. Med. Chem. 1995, 38, 1865-1871.
    • (1995) J. Med. Chem. , vol.38 , pp. 1865-1871
    • Nagasawa, H.T.1    Kawle, S.P.2    Elberling, J.A.3    Demaster, E.G.4    Fukuto, J.M.5
  • 72
    • 0013225497 scopus 로고
    • On the Isomerism of Hydroxyurea. VI Paper-Partition Chromatography
    • Kofod, H. On the Isomerism of Hydroxyurea. VI. Paper-Partition Chromatography. Acta Chem. Scand. 1955, 9, 1575-1586.
    • (1955) Acta Chem. Scand. , vol.9 , pp. 1575-1586
    • Kofod, H.1
  • 73
    • 0013223070 scopus 로고
    • On the Isomerism of Hydroxyurea. III. Some Physical Properties of the Isomers
    • Kofod, H.; Huang, T. Y. On the Isomerism of Hydroxyurea. III. Some Physical Properties of the Isomers. Acta Chem. Scand. 1954, 8, 485-493.
    • (1954) Acta Chem. Scand. , vol.8 , pp. 485-493
    • Kofod, H.1    Huang, T.Y.2
  • 74
    • 0017723039 scopus 로고
    • Solvent Dependent Conformational System of Hydroxyureas in Octanol-Water and in Inhibition of Ribonucleotide Reductase
    • Parker, G. R.; Moore, E. C. Solvent Dependent Conformational System of Hydroxyureas in Octanol-Water and in Inhibition of Ribonucleotide Reductase. J. Pharm. Sci. 1977, 66, 1040-1044.
    • (1977) J. Pharm. Sci. , vol.66 , pp. 1040-1044
    • Parker, G.R.1    Moore, E.C.2
  • 76
    • 7944234758 scopus 로고    scopus 로고
    • "Iron Nitrosyl Hemoglobin Formation from the Reaction of Hydroxylamine and Hemoglobin under Physiological Conditions"
    • Lockamy, V. L.; Shields, H.; Kim-Shapiro, D. B.; King, S. B. "Iron Nitrosyl Hemoglobin Formation from the Reaction of Hydroxylamine and Hemoglobin under Physiological Conditions". Biochimica et Biophysica Acta 2004, 1674, 260-267.
    • (2004) Biochimica Et Biophysica Acta , vol.1674 , pp. 260-267
    • Lockamy, V.L.1    Shields, H.2    Kim-Shapiro, D.B.3    King, S.B.4


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