메뉴 건너뛰기




Volumn 10, Issue 12, 1997, Pages 1372-1377

Aryl radical formation during the metabolism of arylhydrazines by microsomes

Author keywords

[No Author keywords available]

Indexed keywords

5,5 DIMETHYL 1 PYRROLINE 1 OXIDE; DIAZONIUM COMPOUND; DNA; HYDRAZINE DERIVATIVE; HYDROXYL RADICAL; NITROSAMINE; RADICAL;

EID: 0031474811     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx970084y     Document Type: Article
Times cited : (27)

References (34)
  • 1
    • 0025250398 scopus 로고
    • Evidence for an unstable DNA adduct from N-nitroso-N-methylaniline
    • Koepke, S. R., Kroeger-Koepke, M. B., and Michejda, C. J. (1990) Evidence for an unstable DNA adduct from N-nitroso-N-methylaniline, Chem. Res. Toxicol. 3, 17-20.
    • (1990) Chem. Res. Toxicol. , vol.3 , pp. 17-20
    • Koepke, S.R.1    Kroeger-Koepke, M.B.2    Michejda, C.J.3
  • 2
    • 0023949834 scopus 로고
    • The first identification of the benzenediazonium ion formation from a non-aminoazo dye, 1-phenylazo-2-hydroxynaphthalene (Sudan I) by microsomes of rat livers
    • Stiborova, M., Asfaw, B., Anzenbacher, P., Leseticky, L., and Hodek, P. (1988) The first identification of the benzenediazonium ion formation from a non-aminoazo dye, 1-phenylazo-2-hydroxynaphthalene (Sudan I) by microsomes of rat livers. Cancer Lett. 40, 319-326.
    • (1988) Cancer Lett. , vol.40 , pp. 319-326
    • Stiborova, M.1    Asfaw, B.2    Anzenbacher, P.3    Leseticky, L.4    Hodek, P.5
  • 3
    • 0020078748 scopus 로고
    • Mutagenic and alkylating activities of 3-methyl-1-phenyltriazenes and their possible role as carcinogenic metabolites of the parent dimethyl compounds
    • Malaveille, C., Brun, G., Kolar, G., and Bartsch, H. (1982) Mutagenic and alkylating activities of 3-methyl-1-phenyltriazenes and their possible role as carcinogenic metabolites of the parent dimethyl compounds. Cancer Res. 42, 1446-1453.
    • (1982) Cancer Res. , vol.42 , pp. 1446-1453
    • Malaveille, C.1    Brun, G.2    Kolar, G.3    Bartsch, H.4
  • 4
    • 0008735067 scopus 로고
    • Determination of base sequence in nucleic acids with the electron microscope. II. the reaction of a guanine-selective marker with the mononucleotides
    • Moudrianakis, E. N., and Beer, M. (1965) Determination of base sequence in nucleic acids with the electron microscope. II. The reaction of a guanine-selective marker with the mononucleotides. Biochim. Biophys. Acta 95, 23-39.
    • (1965) Biochim. Biophys. Acta , vol.95 , pp. 23-39
    • Moudrianakis, E.N.1    Beer, M.2
  • 5
    • 0001229312 scopus 로고
    • Different patterns of mutagenicity of arenediazonium ions in V79 cells and Salmonella typhimurium TA102: Evidence for different mechanisms of action
    • Lawson, T., Gannett, P. M., Yau, W.-M., Dalal, N. S., and Toth, B. (1995) Different patterns of mutagenicity of arenediazonium ions in V79 cells and Salmonella typhimurium TA102: evidence for different mechanisms of action. J. Agric. Food Chem. 43, 2627-2635.
    • (1995) J. Agric. Food Chem. , vol.43 , pp. 2627-2635
    • Lawson, T.1    Gannett, P.M.2    Yau, W.-M.3    Dalal, N.S.4    Toth, B.5
  • 7
    • 0001051085 scopus 로고
    • Reactions of benzenediazonium ions with guanine and its derivatives
    • Hung, M.-H., and Stock, L. M. (1982) Reactions of benzenediazonium ions with guanine and its derivatives. J. Org. Chem. 47, 448-453.
    • (1982) J. Org. Chem. , vol.47 , pp. 448-453
    • Hung, M.-H.1    Stock, L.M.2
  • 8
    • 0026715804 scopus 로고
    • Substitution of p-and o-hydroxyphenyl radicals at the 8 position of purine nucleosides by reaction with mutagenic p- And o-diazoquinones
    • Kikugawa, K., Kato, T., and Kojinia, K. (1992) Substitution of p-and o-hydroxyphenyl radicals at the 8 position of purine nucleosides by reaction with mutagenic p- and o-diazoquinones. Mutat. Res. 268, 65-75.
    • (1992) Mutat. Res. , vol.268 , pp. 65-75
    • Kikugawa, K.1    Kato, T.2    Kojinia, K.3
  • 9
    • 0027220027 scopus 로고
    • Alkylation of DNA by carbon-centered radical metabolites
    • Augusto, O. (1993) Alkylation of DNA by carbon-centered radical metabolites. Free Radicals Biol. Med. 15, 329-336.
    • (1993) Free Radicals Biol. Med. , vol.15 , pp. 329-336
    • Augusto, O.1
  • 10
    • 0026569703 scopus 로고
    • Cleavage of DNA resulting from exposure to phenyl radicals
    • Griffiths, J., and Murphy, J. A. (1992) Cleavage of DNA resulting from exposure to phenyl radicals. J. Chem. Soc., Chem. Commun. 24-26.
    • (1992) J. Chem. Soc., Chem. Commun. , pp. 24-26
    • Griffiths, J.1    Murphy, J.A.2
  • 11
    • 0023122774 scopus 로고
    • Metabolism of arylhydrazines by cytochrome P-450 mixed function oxidases andHighbred prostaglandin(H)synthase from mouse lungs
    • Lawson, T. (1987) Metabolism of arylhydrazines by cytochrome P-450 mixed function oxidases andHighbred prostaglandin(H)synthase from mouse lungs. Cancer Lett. 34, 193-200.
    • (1987) Cancer Lett. , vol.34 , pp. 193-200
    • Lawson, T.1
  • 12
    • 0020131966 scopus 로고
    • Evidence for the occurrence and formation of diazonium ions in the Agaricus bisporus mushroom and its extracts
    • Ross, A. E., Nagel, D. L., and Toth, B. (1982) Evidence for the occurrence and formation of diazonium ions in the Agaricus bisporus mushroom and its extracts. J. Agric. Food Chem. 30, 521-525.
    • (1982) J. Agric. Food Chem. , vol.30 , pp. 521-525
    • Ross, A.E.1    Nagel, D.L.2    Toth, B.3
  • 14
    • 37049058004 scopus 로고
    • The preparation of pure solid diazonium sulfates
    • Piercey, M. R., and Ward, E. R. (1962) The preparation of pure solid diazonium sulfates. J. Chem. Soc. 3841-3843.
    • (1962) J. Chem. Soc. , pp. 3841-3843
    • Piercey, M.R.1    Ward, E.R.2
  • 15
    • 0021288829 scopus 로고
    • High-pressure liquid chromatography-electrochemical detection of oxygen free radicals
    • Floyd, R. A., Lewis, C. A., and Wong, P. K. (1984) High-pressure liquid chromatography-electrochemical detection of oxygen free radicals. Methods Enzymol. 105, 231-237.
    • (1984) Methods Enzymol. , vol.105 , pp. 231-237
    • Floyd, R.A.1    Lewis, C.A.2    Wong, P.K.3
  • 16
    • 0017763489 scopus 로고
    • Characteristics of the liver microsomal drug-metabolizing enzyme system of newborn rats
    • Iba, M. M., Soyka, L. F., and Schulman, M. P. (1977) Characteristics of the liver microsomal drug-metabolizing enzyme system of newborn rats. Mol. Pharmacol. 13, 1092-1104.
    • (1977) Mol. Pharmacol. , vol.13 , pp. 1092-1104
    • Iba, M.M.1    Soyka, L.F.2    Schulman, M.P.3
  • 18
    • 0016592072 scopus 로고
    • 3H]benzo-(a)pyrene to natural and synthetic nucleic acids in a subcellular microsomal system
    • 3H]benzo-(a)pyrene to natural and synthetic nucleic acids in a subcellular microsomal system. Cancer Res. 35, 2191-2198.
    • (1975) Cancer Res. , vol.35 , pp. 2191-2198
    • Pietropaolo, C.1    Weinstein, I.B.2
  • 20
    • 0021027781 scopus 로고
    • Properties of carcinogen altered mouse epidermal cells resistant to calcium-induced terminal differentiation
    • Kulesz-Martin, M., Kilkenny, A. E., Holbrook, K. A., Digernes, V., and Yuspa, S. H. (1983) Properties of carcinogen altered mouse epidermal cells resistant to calcium-induced terminal differentiation. Carcinogenesis 4, 1367-1377.
    • (1983) Carcinogenesis , vol.4 , pp. 1367-1377
    • Kulesz-Martin, M.1    Kilkenny, A.E.2    Holbrook, K.A.3    Digernes, V.4    Yuspa, S.H.5
  • 21
    • 0017582027 scopus 로고
    • The effect of temperature on monooxygenase reactions in the microsomal membrane
    • Yang, C. S., Strickhart, F. S., and Kicha, L. P. (1977) The effect of temperature on monooxygenase reactions in the microsomal membrane. Biochim. Biophys. Acta 465, 362-370.
    • (1977) Biochim. Biophys. Acta , vol.465 , pp. 362-370
    • Yang, C.S.1    Strickhart, F.S.2    Kicha, L.P.3
  • 22
    • 0023505008 scopus 로고
    • Spin trapping: ESR parameters of spin adducts
    • Buettner, G. (1987) Spin trapping: ESR parameters of spin adducts. Free Radical Biol. Med. 3, 259-303.
    • (1987) Free Radical Biol. Med. , vol.3 , pp. 259-303
    • Buettner, G.1
  • 23
    • 0028959058 scopus 로고
    • DNA strand breaking by the carbon-centered radical generated from 4-(hydroxymethyl)benzene diazonium salt. A carcinogen in mushroom
    • Hiramoto, K., Kaku, M., Kato, T., and Kikugawa, K. (1995) DNA strand breaking by the carbon-centered radical generated from 4-(hydroxymethyl)benzene diazonium salt. A carcinogen in mushroom Agaricus bisporus. Chem.-Biol. Interact. 94, 21-30.
    • (1995) Agaricus Bisporus. Chem.-Biol. Interact , vol.94 , pp. 21-30
    • Hiramoto, K.1    Kaku, M.2    Kato, T.3    Kikugawa, K.4
  • 24
    • 0023223973 scopus 로고
    • Activation of hydrazine derivatives to free radicals in the perfused rat liver: A spin-trapping study
    • Sinha, B. K. (1987) Activation of hydrazine derivatives to free radicals in the perfused rat liver: a spin-trapping study. Biochim. Biophys. Acta 924, 261-269.
    • (1987) Biochim. Biophys. Acta , vol.924 , pp. 261-269
    • Sinha, B.K.1
  • 25
    • 0024584514 scopus 로고
    • DNA alterations induced by the carbon-centered radical derived from the oxidation of 2-phenylethylhydrazine
    • Leite, L. C. C., and Augusto, O. (1989) DNA alterations induced by the carbon-centered radical derived from the oxidation of 2-phenylethylhydrazine. Arch. Biochem. Biophys. 270, 560-572.
    • (1989) Arch. Biochem. Biophys. , vol.270 , pp. 560-572
    • Leite, L.C.C.1    Augusto, O.2
  • 26
    • 0021083153 scopus 로고
    • Free radical metabolism of hydralazine
    • Sinha, B. K., and Patterson, M. A. (1983) Free radical metabolism of hydralazine. Biochem. Pharmacol. 32, 3279-3284.
    • (1983) Biochem. Pharmacol. , vol.32 , pp. 3279-3284
    • Sinha, B.K.1    Patterson, M.A.2
  • 27
    • 0027220027 scopus 로고
    • Alkylation and cleavage of DNA by carbon-centered radical metabolites
    • Augusto, O. (1993) Alkylation and cleavage of DNA by carbon-centered radical metabolites. Free Radical Biol. Med. 15, 329-336.
    • (1993) Free Radical Biol. Med. , vol.15 , pp. 329-336
    • Augusto, O.1
  • 28
    • 2942545129 scopus 로고
    • Radical reactions of arenediazonium ions: An easy entry into the chemistry of the aryl radical
    • Galli, C. (1988) Radical reactions of arenediazonium ions: an easy entry into the chemistry of the aryl radical. Chem. Rev. 88, 765-792.
    • (1988) Chem. Rev. , vol.88 , pp. 765-792
    • Galli, C.1
  • 29
    • 0025972738 scopus 로고
    • DNA damage by oxygen-derived species
    • Halliwell, B., and Aruoma, O. I. (1991) DNA damage by oxygen-derived species. FEBS 281, 9-19.
    • (1991) FEBS , vol.281 , pp. 9-19
    • Halliwell, B.1    Aruoma, O.I.2
  • 30
    • 0023912841 scopus 로고
    • Synthesis and identification of benzo[a]pyreneguanine nucleoside adducts formed by electrochemical oxidation and by horseradish peroxidase catalyzed reaction of benzo[a]pyrene with DNA
    • Rogan, E. G., Cavalieri, E. L., Tibbels, S. R., Cremonesi, P., Warner, D. L., Nagel, D. L., Tomer, K. B., Cerny, R. L., and Gross, M. L. (1988) Synthesis and identification of benzo[a]pyreneguanine nucleoside adducts formed by electrochemical oxidation and by horseradish peroxidase catalyzed reaction of benzo[a]pyrene with DNA. J. Am. Chem. Soc. 110, 4023-4029.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 4023-4029
    • Rogan, E.G.1    Cavalieri, E.L.2    Tibbels, S.R.3    Cremonesi, P.4    Warner, D.L.5    Nagel, D.L.6    Tomer, K.B.7    Cerny, R.L.8    Gross, M.L.9
  • 31
    • 0017261298 scopus 로고
    • The oxidation of phenylhydrazine: Superoxide and mechanism
    • Misra, H. P., and Fridovich, I. (1976) The oxidation of phenylhydrazine: Superoxide and mechanism. Biochemistry 15, 681-687.
    • (1976) Biochemistry , vol.15 , pp. 681-687
    • Misra, H.P.1    Fridovich, I.2
  • 32
    • 0018747526 scopus 로고
    • Generation of superoxide radicals by hydrazine. Its role in phenylhydrazine-induced hemolytic anemia
    • Jain, S. K., and Hochstein, P. (1979) Generation of superoxide radicals by hydrazine. Its role in phenylhydrazine-induced hemolytic anemia. Biochim. Biophys. Acta 586, 128-136.
    • (1979) Biochim. Biophys. Acta , vol.586 , pp. 128-136
    • Jain, S.K.1    Hochstein, P.2
  • 33
    • 0019886731 scopus 로고
    • Phenyl radical production during the oxidation of phenylhydrazine and in phenylhydrazine-induced haemolysis
    • Hill, H. A. O., an Thornalley, P. J. (1981) Phenyl radical production during the oxidation of phenylhydrazine and in phenylhydrazine-induced haemolysis. FEBS Lett. 125, 235-238.
    • (1981) FEBS Lett. , vol.125 , pp. 235-238
    • Hill, H.A.O.1    Thornalley, P.J.2
  • 34
    • 0028927261 scopus 로고
    • Reactions of oxyl radicals with DNA
    • Breen, A. P., and Murphy, J. A. (1995) Reactions of oxyl radicals with DNA. Free Radical Biol. Med. 18, 1033-1077.
    • (1995) Free Radical Biol. Med. , vol.18 , pp. 1033-1077
    • Breen, A.P.1    Murphy, J.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.