메뉴 건너뛰기




Volumn 10, Issue 12, 1997, Pages 1338-1344

Ternary copper complexes and manganese(III) tetrakis(4-benzoic acid)porphyrin catalyze peroxynitrite-dependent nitration of aromatics

Author keywords

[No Author keywords available]

Indexed keywords

1,10 PHENANTHROLINE; 4 HYDROXYPHENYLACETIC ACID; AROMATIC COMPOUND; COPPER COMPLEX; MANGANESE; NITRIC OXIDE; PEROXYNITRITE; PORPHYRIN DERIVATIVE; SUPEROXIDE; SUPEROXIDE DISMUTASE;

EID: 2642598048     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx970116h     Document Type: Article
Times cited : (45)

References (41)
  • 2
    • 0025874048 scopus 로고
    • Peroxynitrite induced membrane lipid peroxidation: The cytotoxic potential of superoxide and nitric oxide
    • Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A. (1991) Peroxynitrite induced membrane lipid peroxidation: The cytotoxic potential of superoxide and nitric oxide. Arch. Biochem. Biophys. 288, 481-487.
    • (1991) Arch. Biochem. Biophys. , vol.288 , pp. 481-487
    • Radi, R.1    Beckman, J.S.2    Bush, K.M.3    Freeman, B.A.4
  • 3
    • 0028090219 scopus 로고
    • Aconitase is readily inactivated by peroxynitrite, but not by its precursor, nitric oxide
    • Castro, L., Rodríguez, M., and Radi, R. (1994) Aconitase is readily inactivated by peroxynitrite, but not by its precursor, nitric oxide. J. Biol. Chem. 269, 29409-29415.
    • (1994) J. Biol. Chem. , vol.269 , pp. 29409-29415
    • Castro, L.1    Rodríguez, M.2    Radi, R.3
  • 4
    • 0026680555 scopus 로고
    • A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: Reaction with protein and nucleic acid
    • King, P. A., Anderson, V. E., Edwards, J. O., Gustafson, G., Plumb, R. C., and Suggs, J. W. (1992) A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: reaction with protein and nucleic acid. J. Am. Chem. Soc. 114, 5430-5432.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5430-5432
    • King, P.A.1    Anderson, V.E.2    Edwards, J.O.3    Gustafson, G.4    Plumb, R.C.5    Suggs, J.W.6
  • 7
    • 0028977904 scopus 로고
    • 2+ oxidation by peroxynitrite: Implications for superoxide measurements in nitric oxide-producing biological systems
    • 2+ oxidation by peroxynitrite: implications for superoxide measurements in nitric oxide-producing biological systems. Arch. Biochem. Biophys. 319, 491-497.
    • (1995) Arch. Biochem. Biophys. , vol.319 , pp. 491-497
    • Thomson, L.1    Trujillo, M.2    Telleri, R.3    Radi, R.4
  • 8
    • 0030034735 scopus 로고    scopus 로고
    • The reaction of Ebselen with peroxynitrite
    • Matsumoto, H., and Sies, H. (1996) The reaction of Ebselen with peroxynitrite. Chem. Res. Toxicol. 9, 262-267.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 262-267
    • Matsumoto, H.1    Sies, H.2
  • 9
    • 0029809946 scopus 로고    scopus 로고
    • Attenuation of oxidation and nitration reactions of peroxynitrite by selenomethionine, selenocystine and ebselen
    • Briviva, K., Roussyn, I., Sharov, V. S., and Sies, H. (1996) Attenuation of oxidation and nitration reactions of peroxynitrite by selenomethionine, selenocystine and ebselen. Biochem. J. 319, 13-15.
    • (1996) Biochem. J. , vol.319 , pp. 13-15
    • Briviva, K.1    Roussyn, I.2    Sharov, V.S.3    Sies, H.4
  • 10
    • 9444245614 scopus 로고
    • The nitration and hydroxylation of aromatic compounds by pernitrous acid
    • Halfpenny, E., and Robinson, P. L. (1952) The nitration and hydroxylation of aromatic compounds by pernitrous acid. J. Chem. Soc. 939-946.
    • (1952) J. Chem. Soc. , pp. 939-946
    • Halfpenny, E.1    Robinson, P.L.2
  • 11
    • 0030052854 scopus 로고    scopus 로고
    • Nitration and hydroxylation of phenolic compounds by peroxynitrite
    • Ramezanian, M. S., Padmaja, S., and Koppenol, W. H. (1996) Nitration and hydroxylation of phenolic compounds by peroxynitrite. Chem. Res. Toxicol. 9, 232-239.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 232-239
    • Ramezanian, M.S.1    Padmaja, S.2    Koppenol, W.H.3
  • 12
    • 0028207642 scopus 로고
    • Aromatic hydroxylation and nitration ofphenylalanine and tyrosine by peroxynitrite
    • van der Vliet, A., O'Neill, C. A., Halliwell, B., Cross, C. E., and Kaur, H. (1994) Aromatic hydroxylation and nitration ofphenylalanine and tyrosine by peroxynitrite. FEBS Lett. 394, 89-92.
    • (1994) FEBS Lett , vol.394 , pp. 89-92
    • Van Der Vliet, A.1    O'Neill, C.A.2    Halliwell, B.3    Cross, C.E.4    Kaur, H.5
  • 13
    • 0027974136 scopus 로고
    • One- And two-electron oxidations of methionine by peroxynitrite
    • Pryor, W. A., Jin, X., and Squadrito, G. L. (1994) One- and two-electron oxidations of methionine by peroxynitrite. Proc. Natl. Acad. Sci. U.S.A. 91, 11173-11177.
    • (1994) Proc. Natl. Acad. Sci. U.S.A. , vol.91 , pp. 11173-11177
    • Pryor, W.A.1    Jin, X.2    Squadrito, G.L.3
  • 16
    • 0029794290 scopus 로고    scopus 로고
    • Detection and quantitation of nitrotyrosine reidues in proteins: In vivo marker of peroxynitrite
    • Crow, J. P., and Ischiropoulos, H. (1996) Detection and quantitation of nitrotyrosine reidues in proteins: in vivo marker of peroxynitrite. Methods Enzymol. 269, 185-194.
    • (1996) Methods Enzymol , vol.269 , pp. 185-194
    • Crow, J.P.1    Ischiropoulos, H.2
  • 18
    • 0029862502 scopus 로고    scopus 로고
    • Nitration and inactivation of manganese superoxide dismutase in chronic rejection of human renal allografts
    • MacMillan-Crow, L. A., Crow, J. P., Kerby, J. D., Beckman, J. S., and Thompson, J. A. (1996) Nitration and inactivation of manganese superoxide dismutase in chronic rejection of human renal allografts. Proc. Natl. Sci. U.S.A. 93, 11853-11858.
    • (1996) Proc. Natl. Sci. U.S.A. , vol.93 , pp. 11853-11858
    • MacMillan-Crow, L.A.1    Crow, J.P.2    Kerby, J.D.3    Beckman, J.S.4    Thompson, J.A.5
  • 19
    • 0029682870 scopus 로고    scopus 로고
    • Oxidative damage and tyrosine nitration from peroxynitrite
    • Beckman, J. S. (1996) Oxidative damage and tyrosine nitration from peroxynitrite. Chem. Res. Toxicol. 9, 836-844.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 836-844
    • Beckman, J.S.1
  • 21
    • 0030249458 scopus 로고    scopus 로고
    • Peroxynitrite reaction with carbon dioxide/dicarbonate: Kinetics and influence on peroxynitrite-mediated oxidations
    • Denicola, A., Freeman, B., Trujillo, M., and Radi, R. (1996) Peroxynitrite reaction with carbon dioxide/dicarbonate: kinetics and influence on peroxynitrite-mediated oxidations. Arch. Biochem. Biophys. 333, 49-58.
    • (1996) Arch. Biochem. Biophys. , vol.333 , pp. 49-58
    • Denicola, A.1    Freeman, B.2    Trujillo, M.3    Radi, R.4
  • 23
    • 0000915860 scopus 로고
    • Peroxynitrite-induced DNA strand scission mediated by a manganese porphyrin
    • Groves, J. T., and Marla, S. S. (1995) Peroxynitrite-induced DNA strand scission mediated by a manganese porphyrin. J. Am. Chem. Soc. 117, 9578-9579.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9578-9579
    • Groves, J.T.1    Marla, S.S.2
  • 24
    • 25044471163 scopus 로고    scopus 로고
    • Antineoplatic activity in vitro of casiopein I, II and III. New coordination compounds on cervix cancer
    • in press
    • Ruiz-Ramírez, L., Gómez Ruiz, C., Gracia Mora, I., and de la Garza, S. J. (1997) Antineoplatic activity in vitro of casiopein I, II and III. New coordination compounds on cervix cancer. J. Metal-Based Drugs, in press.
    • (1997) J. Metal-Based Drugs
    • Ruiz-Ramírez, L.1    Gómez Ruiz, C.2    Gracia Mora, I.3    De La Garza, S.J.4
  • 25
    • 0024287268 scopus 로고
    • Structures of chloro(glycinato)(1,10-phenan-throline)copper(II) monohydrate(I) and aqua(1,10-phenanthro-line)(L-phenylalamnato)copper(II) nitrate monohydrate
    • Solans, X., Ruiz-Ramírez, L., Martínez, A., Gasque, L., and Briansó, J. L. (1988) Structures of chloro(glycinato)(1,10-phenan-throline)copper(II) monohydrate(I) and aqua(1,10-phenanthro-line)(L-phenylalamnato)copper(II) nitrate monohydrate. Acta Crystallogr. C44, 628-631.
    • (1988) Acta Crystallogr , vol.C44 , pp. 628-631
    • Solans, X.1    Ruiz-Ramírez, L.2    Martínez, A.3    Gasque, L.4    Briansó, J.L.5
  • 26
    • 0038517920 scopus 로고
    • Mixed chelate complexes. Structures of L-alaninato(aqua)(4,7-diphenyl-1,10-phenanthroline)copper(II) nitrate monohydrate and aqua(4,7-dimethyl-1,10-phenanthroline)(glycinato)(nitrato)copper(II) monohydrate
    • Solans, X., Ruiz-Ramírez, L., Martínez, A., Gasque, L., and Moreno-Esparza, R. (1993) Mixed chelate complexes. Structures of L-alaninato(aqua)(4,7-diphenyl-1,10-phenanthroline)copper(II) nitrate monohydrate and aqua(4,7-dimethyl-1,10-phenanthroline)(glycinato)(nitrato)copper(II) monohydrate. Acta Crystallogr. C49, 890-893.
    • (1993) Acta Crystallogr , vol.C49 , pp. 890-893
    • Solans, X.1    Ruiz-Ramírez, L.2    Martínez, A.3    Gasque, L.4    Moreno-Esparza, R.5
  • 28
    • 0027989826 scopus 로고
    • Stable Mn(III) porphyrins mimic superoxide dismutase in vitro and substitute for it in vivo
    • Faulkner, K. M., Liochev, S. L., and Fridovich, I. (1994) Stable Mn(III) porphyrins mimic superoxide dismutase in vitro and substitute for it in vivo. J. Biol. Chem. 269, 23471-23476.
    • (1994) J. Biol. Chem. , vol.269 , pp. 23471-23476
    • Faulkner, K.M.1    Liochev, S.L.2    Fridovich, I.3
  • 29
    • 2642706833 scopus 로고    scopus 로고
    • U.S. patent 5,107,005, April 21, 1992
    • U.S. patent 5,107,005, April 21, 1992.
  • 30
    • 0025189864 scopus 로고
    • Apparent hydroxyl radical production by peroxynitrite: Implications for endothelial injury from nitric oxide and superoxide
    • Beckman, J. S., Beckman, T. W., Chen, J., Marshall, P. A., and Freeman, B. A. (1990) Apparent hydroxyl radical production by peroxynitrite: implications for endothelial injury from nitric oxide and superoxide. Proc. Natl. Acad. Sci. U.S.A. 87, 1620-1624.
    • (1990) Proc. Natl. Acad. Sci. U.S.A. , vol.87 , pp. 1620-1624
    • Beckman, J.S.1    Beckman, T.W.2    Chen, J.3    Marshall, P.A.4    Freeman, B.A.5
  • 31
    • 0029846920 scopus 로고    scopus 로고
    • Peroxynitrite-dependent tyrosine nitration catalyzed by superoxide dismutase, myeloperoxidase and horseradish peroxidase
    • Sampson, J., Rosen, H., and Beckman, J. S. (1996) Peroxynitrite-dependent tyrosine nitration catalyzed by superoxide dismutase, myeloperoxidase and horseradish peroxidase. Methods Enzymol. 269, 210-218.
    • (1996) Methods Enzymol , vol.269 , pp. 210-218
    • Sampson, J.1    Rosen, H.2    Beckman, J.S.3
  • 32
    • 11944262823 scopus 로고
    • Rapid reaction between peroxynitrite ion and carbon dioxide: Implications for biological activity
    • Lymar, S. V., and Hurst, J. K. (1995) Rapid reaction between peroxynitrite ion and carbon dioxide: implications for biological activity. J. Am. Chem. Soc. 117, 8867-8868.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 8867-8868
    • Lymar, S.V.1    Hurst, J.K.2
  • 33
    • 0029953744 scopus 로고    scopus 로고
    • Mechanism of carbon dioxide catalyzed oxidation of tyrosine by peroxynitrite
    • Lymar, S. V., Jiang, Q., and Hurst, J. K. (1996) Mechanism of carbon dioxide catalyzed oxidation of tyrosine by peroxynitrite. Biochemistry 35, 7855-7861.
    • (1996) Biochemistry , vol.35 , pp. 7855-7861
    • Lymar, S.V.1    Jiang, Q.2    Hurst, J.K.3
  • 35
    • 0029922989 scopus 로고    scopus 로고
    • Evaluation of the relative contribution of nitric oxide and peroxynitrite to the suppression of mitochondrial respiration in immunostimulated macrophages using a manganese mesoporphyrin superoxide dismutase mimetic and peroxynitrite scavenger
    • Szabó, C., Day, B. J., and Salzman, A. (1996) Evaluation of the relative contribution of nitric oxide and peroxynitrite to the suppression of mitochondrial respiration in immunostimulated macrophages using a manganese mesoporphyrin superoxide dismutase mimetic and peroxynitrite scavenger. FEBS Lett. 381, 82-86.
    • (1996) FEBS Lett , vol.381 , pp. 82-86
    • Szabó, C.1    Day, B.J.2    Salzman, A.3
  • 39
    • 37049129739 scopus 로고
    • Kinetics of decomposition of peroxynitrous acid
    • Keith, W. G., and Powell, R. E. (1969) Kinetics of decomposition of peroxynitrous acid. J. Chem. Soc. A 90.
    • (1969) J. Chem. Soc. A , vol.90
    • Keith, W.G.1    Powell, R.E.2
  • 40
    • 37049107363 scopus 로고
    • Photochemistry of manganese porphyrins. Part 6. Oxidation-reduction equilibria of manganese(III) porphyrins in aqueous solution
    • Carnieri, N., Harriman, A., and Porter, G. (1982) Photochemistry of manganese porphyrins. Part 6. Oxidation-reduction equilibria of manganese(III) porphyrins in aqueous solution. J. Chem. Soc., Dalton Trans. 931-938.
    • (1982) J. Chem. Soc., Dalton Trans. , pp. 931-938
    • Carnieri, N.1    Harriman, A.2    Porter, G.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.