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Volumn 8, Issue 4, 2011, Pages 434-437

A novel mechanism for metal-independent hydroxyl radical production by hydrogen peroxide and halogenated quinones

Author keywords

4 benzoquinone; Carcinogenicity; Electron spin resonance (ESR) spin trapping; Hydrogen peroxide; Hydroxyl radical; Tetrachloro 1

Indexed keywords


EID: 80053550197     PISSN: 1570193X     EISSN: None     Source Type: Journal    
DOI: 10.2174/157019311797440290     Document Type: Article
Times cited : (13)

References (31)
  • 2
    • 0002443685 scopus 로고
    • Pentachlorophenol
    • Seiler, J.P. Pentachlorophenol. Mutat. Res. 1991, 257, 27-47.
    • (1991) Mutat. Res , vol.257 , pp. 27-47
    • Seiler, J.P.1
  • 4
    • 77957185590 scopus 로고
    • Toxicology and carcinogenesis studies of two grades of pentachlorophenol inB6C3F1 mice
    • McConnell, E.E.; Huff, J.E.; Hejtmancik, M.; Peters, A.C.; Persing, R. Toxicology and carcinogenesis studies of two grades of pentachlorophenol inB6C3F1 mice. Fundam. Appl. Toxicol. 1991, 17, 519-532.
    • (1991) Fundam. Appl. Toxicol , vol.17 , pp. 519-532
    • McConnell, E.E.1    Huff, J.E.2    Hejtmancik, M.3    Peters, A.C.4    Persing, R.5
  • 6
    • 0031214185 scopus 로고    scopus 로고
    • Dosimetry ofchlorinated quinone metabolites of pentachlorophenol in the livers of rats andmice based upon measurement of protein adducts
    • Lin, P.H.; Waidyanatha, S.; Pollack, G.M.; Rappaport, S.M. Dosimetry ofchlorinated quinone metabolites of pentachlorophenol in the livers of rats andmice based upon measurement of protein adducts. Toxicol. Appl. Pharmacol.1997, 145, 399-408.
    • (1997) Toxicol. Appl. Pharmacol , vol.145 , pp. 399-408
    • Lin, P.H.1    Waidyanatha, S.2    Pollack, G.M.3    Rappaport, S.M.4
  • 7
    • 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. 1990, 74, 305-314.
    • (1990) Chem-Biol. Interact , vol.74 , pp. 305-314
    • Carstens, C.P.1    Blum, J.K.2    Witte, I.3
  • 9
    • 0026040838 scopus 로고
    • Molecular mechanisms of quinone cytotoxicity
    • O'Brien, P.J. Molecular mechanisms of quinone cytotoxicity. Chem. Biol.Interact. 1991, 80, 1-41.
    • (1991) Chem. Biol. Interact , vol.80 , pp. 1-41
    • O'Brien, P.J.1
  • 11
    • 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. 1994, 74,265-274.
    • (1994) Toxicol. Lett , vol.74 , pp. 265-274
    • Dahlhaus, M.1    Almstadt, E.2    Appel, K.E.3
  • 12
    • 0029037087 scopus 로고
    • Induction of 8-hydroxy-2-deoxyguanosine and single strand breaks in DNA ofV79 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 ofV79 cells by tetrachloro-p-hydroquinone. Mutat. Res. 1995, 329, 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
  • 13
    • 0035074457 scopus 로고    scopus 로고
    • Induction of direct adducts, apurinic/apyrimidinic sites and oxidized bases in nuclear DNA of human HeLa S3 tumor cells by tetrachlorohydro-quinone
    • Lin, P.H.; Nakamura, J.; Yamaguchi, S.; La, D.K.; Upton, P.B.; Swenberg, J.A. Induction of direct adducts, apurinic/apyrimidinic sites and oxidized bases in nuclear DNA of human HeLa S3 tumor cells by tetrachlorohydro-quinone. Carcinogenesis 2001, 22, 635-639.
    • (2001) Carcinogenesis , vol.22 , pp. 635-639
    • Lin, P.H.1    Nakamura, J.2    Yamaguchi, S.3    La, D.K.4    Upton, P.B.5    Swenberg, J.A.6
  • 14
    • 0028856943 scopus 로고
    • Pentachlorophenol-induced oxidative DNA damage in mouse liver and protective effect of antioxidants
    • Sai-Kato, K.; Umemura, T.; Takagi, A.; Hasegawa, R., Tanimura, A., Kurokawa, Y. Pentachlorophenol-induced oxidative DNA damage in mouse liver and protective effect of antioxidants. Food Chem. Toxicol. 1995, 33, 877-882.
    • (1995) Food Chem. Toxicol , vol.33 , pp. 877-882
    • Sai-Kato, K.1    Umemura, T.2    Takagi, A.3    Hasegawa, R.4    Tanimura, A.5    Kurokawa, Y.6
  • 15
    • 0031963830 scopus 로고    scopus 로고
    • New modes of action ofdesferrioxamine: 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 Radic. Biol. Med. 1998, 24, 360-369.
    • (1998) Free Radic. Biol. Med , vol.24 , pp. 360-369
    • Zhu, B.Z.1    Har-El, R.2    Kitrossky, N.3    Chevion, M.4
  • 16
    • 0034022633 scopus 로고    scopus 로고
    • Protection by desferrioxamine and other hydroxamic acids against tetrachlorohydroquinone-induced cyto- and genotoxicity in human fibroblasts
    • Witte, I.; Zhu, B.Z.; Lueken, A.; Magnani, D.; Stossberg, H.; Chevion, M. Protection by desferrioxamine and other hydroxamic acids against tetrachlorohydroquinone-induced cyto- and genotoxicity in human fibroblasts. Free Radic. Biol. Med. 2000, 28, 693-700.
    • (2000) Free Radic. Biol. Med , vol.28 , pp. 693-700
    • Witte, I.1    Zhu, B.Z.2    Lueken, A.3    Magnani, D.4    Stossberg, H.5    Chevion, M.6
  • 17
    • 0034696796 scopus 로고    scopus 로고
    • Evidence for production of hydroxylradicals by pentachlorophenol metabolites and hydrogen peroxide: A metal independent organic Fenton reaction
    • Zhu, B. Z.; Kitrossky, N.; Chevion, M. Evidence for production of hydroxylradicals by pentachlorophenol metabolites and hydrogen peroxide: A metalindependentorganic Fenton reaction. Biochem. Biophys. Res. Commun. 2000,270, 942-946.
    • (2000) Biochem. Biophys. Res. Commun , vol.270 , pp. 942-946
    • Zhu, B.Z.1    Kitrossky, N.2    Chevion, M.3
  • 18
    • 0036489193 scopus 로고    scopus 로고
    • Metal-independent production of hydroxyl radicals by chlorinated quinones and hydrogen peroxide:An ESR spin-trapping study
    • Zhu, B.Z.; Zhao, H.T.; Kalyanaraman, B.; Frei, B. Metal-independent production of hydroxyl radicals by chlorinated quinones and hydrogen peroxide:an ESR spin-trapping study. Free Radic. Biol. Med. 2002, 32, 465-473.
    • (2002) Free Radic. Biol. Med , vol.32 , pp. 465-473
    • Zhu, B.Z.1    Zhao, H.T.2    Kalyanaraman, B.3    Frei, B.4
  • 19
    • 0022297759 scopus 로고
    • Energetics in interconversion reactions of oxyradicals
    • Koppenol, W.H.; Butler, J. Energetics in interconversion reactions of oxyradicals. Adv. Free Radic. Biol. Med. 1985, 1, 91-131.
    • (1985) Adv. Free Radic. Biol. Med , vol.1 , pp. 91-131
    • Koppenol, W.H.1    Butler, J.2
  • 21
    • 0003908350 scopus 로고
    • Activation of Hydrogen Peroxide by Organic Compounds
    • Strukul, G., Ed., Kluwer Academic Publishers: Dordrecht
    • Curci, R.; Edwards, J. O. Activation of Hydrogen Peroxide by OrganicCompounds. In Catalytic Oxidations with Hydrogen Peroxide as Oxidant; Strukul, G., Ed., Kluwer Academic Publishers: Dordrecht, 1992, pp. 57-60.
    • (1992) Catalytic Oxidations With Hydrogen Peroxide As Oxidant , pp. 57-60
    • Curci, R.1    Edwards, J.O.2
  • 22
    • 36749041417 scopus 로고    scopus 로고
    • Molecular mechanism for metal-independent production of hydroxyl radicals by hydrogen peroxide and halogenatedquinones
    • Zhu, B.Z.; Kalyanaraman, B.; Jiang, G. Molecular mechanism for metal-independent production of hydroxyl radicals by hydrogen peroxide and halogenatedquinones. Proc. Natl. Acad. Sci. USA, 2007, 104, 17575-17578.
    • (2007) Proc. Natl. Acad. Sci. USA , vol.104 , pp. 17575-17578
    • Zhu, B.Z.1    Kalyanaraman, B.2    Jiang, G.3
  • 23
    • 34247221459 scopus 로고    scopus 로고
    • Mechanism of metal-independent decomposition of organic hydroperoxides and formation of alkoxyl radicals by halogenated quinones
    • Zhu, B.Z.; Zhao, H.T.; Kalyanaraman, B.; Liu, J.; Shan, G.Q.; Du, Y.G.; Frei, B. Mechanism of metal-independent decomposition of organic hydroperoxides and formation of alkoxyl radicals by halogenated quinones. Proc. Natl.Acad. Sci. USA., 2007, 104, 3698-3702.
    • (2007) Proc. Natl.Acad. Sci. USA , vol.104 , pp. 3698-3702
    • Zhu, B.Z.1    Zhao, H.T.2    Kalyanaraman, B.3    Liu, J.4    Shan, G.Q.5    du, Y.G.6    Frei, B.7
  • 24
    • 67650886071 scopus 로고    scopus 로고
    • Metal-independent decomposition of hydroperoxides by halogenated quinones: Detection and identification of a quinone ketoxy radical
    • Zhu B.Z.; Shan G.Q.; Huang C.H.; Kalyanaraman B.; Mao L.; Du Y.G. Metal-independent decomposition of hydroperoxides by halogenated quinones:Detection and identification of a quinone ketoxy radical. Proc. Natl.Acad. Sci. USA, 2009, 106, 11466-11471.
    • (2009) Proc. Natl.Acad. Sci. USA , vol.106 , pp. 11466-11471
    • Zhu, B.Z.1    Shan, G.Q.2    Huang, C.H.3    Kalyanaraman, B.4    Mao, L.5    Du, Y.G.6
  • 25
    • 67449107326 scopus 로고    scopus 로고
    • Potential mechanism for Pentachlorophenol-Induced carcinogenicity: A novel mechanism for metal-independent production of hydroxylradicals
    • Zhu, B.Z.; Shan, G.Q. Potential mechanism for Pentachlorophenol-Induced carcinogenicity: a novel mechanism for metal-independent production of hydroxylradicals. Chem. Res. Toxicol. 2009, 22, 969-977.
    • (2009) Chem. Res. Toxicol , vol.22 , pp. 969-977
    • Zhu, B.Z.1    Shan, G.Q.2
  • 26
    • 0025239898 scopus 로고
    • Degradation of the chlorinated phenoxyacetate herbicides 2,4-dichlorophenoxyacetic acid and 2,4,5-trichlorophenoxyacetic acid by pure and mixed bacterial cultures
    • Haugland, R.A.; Schlemm, D.J.; Lyons, R.P.; 3rd, Sferra, P.R.; Chakrabarty, A.M. Degradation of the chlorinated phenoxyacetate herbicides 2,4-dichlorophenoxyacetic acid and 2,4,5-trichlorophenoxyacetic acid by pure and mixed bacterial cultures. Appl. Environ. Microbiol. 1990, 56, 1357-1362.
    • (1990) Appl. Environ. Microbiol , vol.56 , pp. 1357-1362
    • Haugland, R.A.1    Schlemm, D.J.2    Lyons, R.P.3    Sferra 3rd, P.R.4    Chakrabarty, A.M.5
  • 27
  • 28
    • 49049111308 scopus 로고    scopus 로고
    • Semiquinone radicals from oxygenated polychlorinated biphenyls: Electron paramagnetic resonance studies
    • Song, Y.; Wagner, B.A.; Lehmler, H.J.; Buettner, G.R. Semiquinone radicals from oxygenated polychlorinated biphenyls: electron paramagnetic resonance studies. Chem. Res. Toxicol. 2008, 21, 1359-1367.
    • (2008) Chem. Res. Toxicol , vol.21 , pp. 1359-1367
    • Song, Y.1    Wagner, B.A.2    Lehmler, H.J.3    Buettner, G.R.4
  • 29
    • 0037066436 scopus 로고    scopus 로고
    • Catalytic degradation of chlorinated phenols
    • Meunier, B. Catalytic degradation of chlorinated phenols. Science 2002, 296,270-271.
    • (2002) Science , vol.296 , pp. 270-271
    • Meunier, B.1
  • 31
    • 0000955067 scopus 로고
    • Efficient oxidative dechlorination andaromatic ring cleavage of chlorinated phenols catalyzed by iron sulfophthalocyanine
    • Sorokin, A.; Meunier, B.; Séris, J.L. Efficient oxidative dechlorination andaromatic ring cleavage of chlorinated phenols catalyzed by iron sulfophthalocyanine.Science 1995, 268, 1163-1166.
    • (1995) Science , vol.268 , pp. 1163-1166
    • Sorokin, A.1    Meunier, B.2    Séris, J.L.3


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