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Volumn 270, Issue 3, 2000, Pages 942-946

Evidence for production of hydroxyl radicals by pentachlorophenol metabolites and hydrogen peroxide: A metal-independent organic Fenton reaction

Author keywords

Desferrioxamine (Desferal; deferoxamine); Hydrogen peroxide; Hydroxyl radical; Organic Fenton reaction; Salicylate hydroxylation; Tetrachlorohydroquinone; Tetrachlorosemiquinone radical

Indexed keywords

ALCOHOL; BENZOIC ACID DERIVATIVE; DEFEROXAMINE; DIMETHYL SULFOXIDE; FERROUS ION; HYDROGEN PEROXIDE; HYDROXYL RADICAL; PENTACHLOROPHENOL; PENTETIC ACID; PHYTIC ACID; SALICYLIC ACID; SULFONIC ACID DERIVATIVE; TETRACHLOROHYDROQUINONE;

EID: 0034696796     PISSN: 0006291X     EISSN: None     Source Type: Journal    
DOI: 10.1006/bbrc.2000.2539     Document Type: Article
Times cited : (95)

References (28)
  • 1
    • 0002443685 scopus 로고
    • Pentachlorophenol
    • Seiler J. P. Pentachlorophenol. Mutat. Res. 257:1991;27-47.
    • (1991) Mutat. Res. , vol.257 , pp. 27-47
    • Seiler, J.P.1
  • 3
    • 84948503683 scopus 로고
    • Transformations of pentachlorophenol. Part I: Metabolism in animals and man
    • Renner G., Mucke W. Transformations of pentachlorophenol. Part I: Metabolism in animals and man. Toxicol. Environ. Chem. 11:1986;9-29.
    • (1986) Toxicol. Environ. Chem. , vol.11 , pp. 9-29
    • Renner, G.1    Mucke, W.2
  • 4
    • 0022357610 scopus 로고
    • Metabolism of pentachlorophenol to tetrachloro-hydroquinone by human liver homogenate
    • Juhl U., Witte I., Butte W. Metabolism of pentachlorophenol to tetrachloro-hydroquinone by human liver homogenate. Bull. Environ. Contam. Toxicol. 35:1985;596-601.
    • (1985) Bull. Environ. Contam. Toxicol. , vol.35 , pp. 596-601
    • Juhl, U.1    Witte, I.2    Butte, W.3
  • 5
    • 0022993743 scopus 로고
    • The microsomal metabolism of pentachlorophenol and its covalent binding to protein and DNA
    • Van Ommen B., Adang A., Muller F., Van Bladeren P. J. The microsomal metabolism of pentachlorophenol and its covalent binding to protein and DNA. Chem-Biol. Interact. 60:1986;1-11.
    • (1986) Chem-Biol. Interact. , vol.60 , pp. 1-11
    • Van Ommen, B.1    Adang, A.2    Muller, F.3    Van Bladeren, P.J.4
  • 6
    • 0025239125 scopus 로고
    • The role of hydroxyl radicals in tetrachloro-hydroquinone induced DNA strand break formation in PM2 DNA and human fibroblasts
    • Carstens C. P., Blum J. K., Witte I. The role of hydroxyl radicals in tetrachloro-hydroquinone induced DNA strand break formation in PM2 DNA and human fibroblasts. Chem-Biol. Interact. 74:1990;305-314.
    • (1990) Chem-Biol. Interact. , vol.74 , pp. 305-314
    • Carstens, C.P.1    Blum, J.K.2    Witte, I.3
  • 7
    • 0022003933 scopus 로고
    • DNA-damaging properties and cytotoxicity in human fibroblasts of tetrachlorohydroquinone, a pentachlorophenol metabolite
    • Witte I., Juhl U., Butte W. DNA-damaging properties and cytotoxicity in human fibroblasts of tetrachlorohydroquinone, a pentachlorophenol metabolite. Mutation Res. 145:1985;71-75.
    • (1985) Mutation Res. , vol.145 , pp. 71-75
    • Witte, I.1    Juhl, U.2    Butte, W.3
  • 8
    • 0029872357 scopus 로고    scopus 로고
    • Oxidative DNA lesions in V79 cells mediated by pentachlorophenol metabolites
    • Dahlhaus M., Almstadt E., Henachke P., Luttgert S., Appel K. E. Oxidative DNA lesions in V79 cells mediated by pentachlorophenol metabolites. Arch. Toxicol. 70:1996;457-460.
    • (1996) Arch. Toxicol. , vol.70 , pp. 457-460
    • Dahlhaus, M.1    Almstadt, E.2    Henachke, P.3    Luttgert, S.4    Appel, K.E.5
  • 9
    • 0025315621 scopus 로고
    • The effect of pentachlorophenol and its metabolite tetrachlorohydroquinone on cell growth and the induction of DNA damage in Chinese hamster ovary cells
    • Ehrlich W. The effect of pentachlorophenol and its metabolite tetrachlorohydroquinone on cell growth and the induction of DNA damage in Chinese hamster ovary cells. Mutat. Res. 244:1990;299-302.
    • (1990) Mutat. Res. , vol.244 , pp. 299-302
    • Ehrlich, W.1
  • 10
    • 0027944423 scopus 로고
    • The pentachlorophenol metabolite tetrachloro-p-hydroquinone induces the formation of 8-hydroxy-2-deoxyguanosine in liver DNA of male B6C3F1 mice
    • Dahlhaus M., Almstadt E., Appel K. E. The pentachlorophenol metabolite tetrachloro-p-hydroquinone induces the formation of 8-hydroxy-2-deoxyguanosine in liver DNA of male B6C3F1 mice. Toxicol. Lett. 74:1994;265-274.
    • (1994) Toxicol. Lett. , vol.74 , pp. 265-274
    • Dahlhaus, M.1    Almstadt, E.2    Appel, K.E.3
  • 11
    • 0030849329 scopus 로고    scopus 로고
    • Induction of glutathione depletion, p53 protein accumulation and cellular transformation by tetrachlorohydroquinone, a toxic metabolite of pentachlorophenol
    • Wang Y. J., Ho Y. S., Chu S. W., Lien H. J., Liu T. H., Lin J. K. Induction of glutathione depletion, p53 protein accumulation and cellular transformation by tetrachlorohydroquinone, a toxic metabolite of pentachlorophenol. Chem. Biol. Interact. 105:1997;1-16.
    • (1997) Chem. Biol. Interact. , vol.105 , pp. 1-16
    • Wang, Y.J.1    Ho, Y.S.2    Chu, S.W.3    Lien, H.J.4    Liu, T.H.5    Lin, J.K.6
  • 12
    • 0026688956 scopus 로고
    • Induction of micronuclei in V79 Chinese hamster cells by tetrachlorohydroquinone, a metabolite of pentachlorophenol
    • Jansson K., Jansson V. Induction of micronuclei in V79 Chinese hamster cells by tetrachlorohydroquinone, a metabolite of pentachlorophenol. Mutat. Res. 279:1992;205-208.
    • (1992) Mutat. Res. , vol.279 , pp. 205-208
    • Jansson, K.1    Jansson, V.2
  • 13
    • 0025726984 scopus 로고
    • Induction of mutation in V79 Chinese hamster cells by tetrachlorohydroquinone, a metabolite of pentachlorophenol
    • Jansson K., Jansson V. Induction of mutation in V79 Chinese hamster cells by tetrachlorohydroquinone, a metabolite of pentachlorophenol. Mutat. Res. 260:1991;83-87.
    • (1991) Mutat. Res. , vol.260 , pp. 83-87
    • Jansson, K.1    Jansson, V.2
  • 14
    • 0029037087 scopus 로고
    • Induction of 8-hydroxy-2-deoxyguanosine and single strand breaks in DNA of V79 cells by tetrachloro-p-hydroquinone
    • Dahlhaus M., Almstadt E., Henschke P., Luttgert S., Appel K. E. Induction of 8-hydroxy-2-deoxyguanosine and single strand breaks in DNA of V79 cells by tetrachloro-p-hydroquinone. Mutat. Res. 329:1995;29-36.
    • (1995) Mutat. Res. , vol.329 , pp. 29-36
    • Dahlhaus, M.1    Almstadt, E.2    Henschke, P.3    Luttgert, S.4    Appel, K.E.5
  • 15
    • 0031963830 scopus 로고    scopus 로고
    • New modes of action of desferrioxamine: Scavenging of semiquinone radical and stimulation of hydrolysis of tetrachlorohydroquinone
    • Zhu B.-Z., Har-El R., Kitrossky N., Chevion M. New modes of action of desferrioxamine: Scavenging of semiquinone radical and stimulation of hydrolysis of tetrachlorohydroquinone. Free Radical Biol. Med. 24:1998;360-369.
    • (1998) Free Radical Biol. Med. , vol.24 , pp. 360-369
    • Zhu, B.-Z.1    Har-El, R.2    Kitrossky, N.3    Chevion, M.4
  • 16
    • 0021733759 scopus 로고
    • Sensitive assay of hydroxyl free radical formation utilizing high pressure liquid chromatography with electrochemical detection of phenol and salicylate hydroxylation products
    • Floyd R. A., Watson J. J., Wong P. K. Sensitive assay of hydroxyl free radical formation utilizing high pressure liquid chromatography with electrochemical detection of phenol and salicylate hydroxylation products. J. Biochem. Biophys. Methods. 10:1984;221-235.
    • (1984) J. Biochem. Biophys. Methods , vol.10 , pp. 221-235
    • Floyd, R.A.1    Watson, J.J.2    Wong, P.K.3
  • 17
    • 0025232568 scopus 로고
    • The hydroxylation of the salicylate anion by a Fenton reaction and T-radiolysis: A consideration of the respective mechanisms
    • Maskos Z., Rush J. D., Koppenol W. H. The hydroxylation of the salicylate anion by a Fenton reaction and T-radiolysis: A consideration of the respective mechanisms. Free Radical Biol. Med. 8:1990;153-162.
    • (1990) Free Radical Biol. Med. , vol.8 , pp. 153-162
    • Maskos, Z.1    Rush, J.D.2    Koppenol, W.H.3
  • 18
    • 0025733745 scopus 로고
    • Hydroxylation of salicylate as an assay for hydroxyl radicals: A cautionary note
    • Halliwell B., Kaur H., Ingelman-Sundberg M. Hydroxylation of salicylate as an assay for hydroxyl radicals: A cautionary note. Free Radical Biol. Med. 10:1991;439-441.
    • (1991) Free Radical Biol. Med. , vol.10 , pp. 439-441
    • Halliwell, B.1    Kaur, H.2    Ingelman-Sundberg, M.3
  • 19
    • 0027497428 scopus 로고
    • Copper and iron are mobilized following myocardial ischemia: Possible predictive criteria for tissue injury
    • Chevion M., Jiang Y., Har-El R., Berenshtein E., Uretzky G., Kitrossky N. Copper and iron are mobilized following myocardial ischemia: Possible predictive criteria for tissue injury. Proc. Natl. Acad. Sci. USA. 90:1993;1102-1106.
    • (1993) Proc. Natl. Acad. Sci. USA , vol.90 , pp. 1102-1106
    • Chevion, M.1    Jiang, Y.2    Har-El, R.3    Berenshtein, E.4    Uretzky, G.5    Kitrossky, N.6
  • 20
    • 0028800070 scopus 로고
    • Hydroxylation of aromatic compounds as indices of hydroxyl radical production: A cautionary note revisited
    • Montgomery J., Ste-Marie L., Boismenu D., Vachon L. Hydroxylation of aromatic compounds as indices of hydroxyl radical production: A cautionary note revisited. Free Radical Biol. Med. 19:1995;927-933.
    • (1995) Free Radical Biol. Med. , vol.19 , pp. 927-933
    • Montgomery, J.1    Ste-Marie, L.2    Boismenu, D.3    Vachon, L.4
  • 21
    • 0030691910 scopus 로고    scopus 로고
    • Hydroxylation of salicylate and phenylalanine as assays for hydroxyl radicals: A cautionary note visited for the third time
    • Halliwell B., Kaur H. Hydroxylation of salicylate and phenylalanine as assays for hydroxyl radicals: A cautionary note visited for the third time. Free Radical Res. 27:1997;239-244.
    • (1997) Free Radical Res. , vol.27 , pp. 239-244
    • Halliwell, B.1    Kaur, H.2
  • 23
    • 0021337104 scopus 로고
    • Iron-catalyzed hydroxyl radical formation. Stringent requirement for free iron coordination site
    • Graf E., Mahoney J. R., Bryant R. G., Eaton J. W. Iron-catalyzed hydroxyl radical formation. Stringent requirement for free iron coordination site. J. Biol. Chem. 259:1984;3620-3624.
    • (1984) J. Biol. Chem. , vol.259 , pp. 3620-3624
    • Graf, E.1    Mahoney, J.R.2    Bryant, R.G.3    Eaton, J.W.4
  • 24
    • 0028840530 scopus 로고
    • Comparative efficacy and toxicity of desferrioxamine, deferiprone and other iron and aluminium chelating drugs
    • Kontoghiorghes G. J. Comparative efficacy and toxicity of desferrioxamine, deferiprone and other iron and aluminium chelating drugs. Toxicol. Lett. 80:1995;1-18.
    • (1995) Toxicol. Lett. , vol.80 , pp. 1-18
    • Kontoghiorghes, G.J.1
  • 25
    • 0028215081 scopus 로고
    • The action of nine chelators on iron-dependent radical damage
    • Dean R. T., Nicholson P. The action of nine chelators on iron-dependent radical damage. Free Radicals Res. 20:1994;83-101.
    • (1994) Free Radicals Res. , vol.20 , pp. 83-101
    • Dean, R.T.1    Nicholson, P.2
  • 26
    • 0022297759 scopus 로고
    • Energetics in interconversion reactions of oxyradicals
    • Koppenol W. H., Butler J. Energetics in interconversion reactions of oxyradicals. Adv. Free Radical Biol. Med. 1:1985;91-131.
    • (1985) Adv. Free Radical Biol. Med. , vol.1 , pp. 91-131
    • Koppenol, W.H.1    Butler, J.2
  • 27
    • 0000063527 scopus 로고
    • The involvement of biological quinones in the formation of hydroxyl radicals via the Haber-Weiss reaction
    • Nohl H., Jordan W. The involvement of biological quinones in the formation of hydroxyl radicals via the Haber-Weiss reaction. Biorg. Chem. 15:1987;374-382.
    • (1987) Biorg. Chem. , vol.15 , pp. 374-382
    • Nohl, H.1    Jordan, W.2
  • 28
    • 0022495225 scopus 로고
    • Quinones in biology: Function in electron transfer and oxygen activation
    • Nohl H., Jordan W., Youngman R. J. Quinones in biology: Function in electron transfer and oxygen activation. Adv. Free Radical Biol. Med. 2:1986;211-279.
    • (1986) Adv. Free Radical Biol. Med. , vol.2 , pp. 211-279
    • Nohl, H.1    Jordan, W.2    Youngman, R.J.3


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