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Volumn 22, Issue 6, 2009, Pages 969-977

Potential mechanism for pentachlorophenol-induced carcinogenicity: A novel mechanism for metal-independent production of hydroxyl radicals

Author keywords

[No Author keywords available]

Indexed keywords

5,5 DIMETHYL 1 PYRROLINE 1 OXIDE; ALLYL SULFIDE; ALPHA TOCOPHEROL; ASCORBIC ACID; CHLORANILIC ACID; DEFEROXAMINE; DIMETHYL SULFOXIDE; ELLAGIC ACID; EPIGALLOCATECHIN GALLATE; GLUTATHIONE; HEXACHLOROBENZENE; HEXACHLOROCYCLOHEXANE; HYDROGEN PEROXIDE; HYDROXAMIC ACID DERIVATIVE; HYDROXYL RADICAL; PENTACHLOROPHENOL; PENTETIC ACID; QUINONE DERIVATIVE; SCAVENGER; TETRACHLOROHYDROQUINONE; TRANSITION ELEMENT; TRICHLORO HYDROPEROXYL 1,4 BENZOQUINONE; UNCLASSIFIED DRUG;

EID: 67449107326     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx900030v     Document Type: Review
Times cited : (105)

References (52)
  • 2
    • 0002443685 scopus 로고
    • Pentachlorophenol
    • Seiler, J. P. (1991) Pentachlorophenol. Mutat. Res. 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 in B6C3F1 mice
    • McConnell, E. E., Huff, J. E., Hejtmancik, M., Peters, A. C., and Persing, R. (1991) Toxicology and carcinogenesis studies of two grades of pentachlorophenol in B6C3F1 mice. Fundam. Appl. Toxicol. 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
    • 84948503683 scopus 로고
    • Transformations of pentachlorophenol. Part I: Metabolism in animals and man
    • Renner, G., and Mucke, W. (1986) Transformations of pentachlorophenol. Part I: Metabolism in animals and man. Toxicol. Environ. Chem. 11, 9-29.
    • (1986) Toxicol. Environ. Chem. , vol.11 , pp. 9-29
    • Renner, G.1    Mucke, W.2
  • 7
    • 0025288686 scopus 로고
    • Metabolic studies on pentachlorophenol (PCP) in rats
    • Renner, G., and Hopfer, C. (1990) Metabolic studies of pentachlorophenol (PCP) in rats. Xenobiotica 20, 573-582. (Pubitemid 20208358)
    • (1990) Xenobiotica , vol.20 , Issue.6 , pp. 573-582
    • Renner, G.1    Hopfer, C.2
  • 8
    • 0026767959 scopus 로고
    • Disposition, bioavailability, and serum protein binding of pentachlorophenol in the B6C3F1 mouse
    • Reigner, B. G., Rigod, J. F., and Tozer, T. N. (1992) Disposition, bioavailability, and serum protein binding of pentachlorophenol in the B6C3F1 mouse. Pharmacol. Res. 9, 1053-1057.
    • (1992) Pharmacol. Res. , vol.9 , pp. 1053-1057
    • Reigner, B.G.1    Rigod, J.F.2    Tozer, T.N.3
  • 9
    • 0031214185 scopus 로고    scopus 로고
    • Dosimetry of chlorinated quinone metabolites of pentachlorophenol in the livers of rats and mice based upon measurement of protein adducts
    • DOI 10.1006/taap.1997.8207
    • Lin, P. H., Waidyanatha, S., Pollack, G. M., and Rappaport, S. M. (1997) Dosimetry of chlorinated quinone metabolites of pentachlorophenol in the livers of rats and mice based upon measurement of protein adducts. Toxicol. Appl. Pharmacol. 145, 399-408. (Pubitemid 27346530)
    • (1997) Toxicology and Applied Pharmacology , vol.145 , Issue.2 , pp. 399-408
    • Lin, P.-H.1    Waidyanatha, S.2    Pollack, G.M.3    Rappaport, S.M.4
  • 11
    • 0025239125 scopus 로고
    • The role of hydroxyl radicals in tetrachlorohydroquinone induced DNA strand break formation in PM2 DNA and human fibroblasts
    • DOI 10.1016/0009-2797(90)90047-Q
    • Carstens, C. P., Blum, J. K., and Witte, I. (1990) The role of hydroxyl radicals in tetrachloro-hydroquinone induced DNA strand break formation in PM2 DNA and human fibroblasts. Chem-Biol. Interact. 74, 305-314. (Pubitemid 20158189)
    • (1990) Chemico-Biological Interactions , vol.74 , Issue.3 , pp. 305-314
    • Carstens, C.-P.1    Blum, J.K.2    Witte, I.3
  • 13
    • 0026040838 scopus 로고
    • Molecular mechanisms of quinone cytotoxicity
    • O'Brien, P. J. (1991) Molecular mechanisms of quinone cytotoxicity. Chem.-Biol. Interact. 80, 1-41.
    • (1991) Chem.-Biol. Interact. , vol.80 , pp. 1-41
    • O'Brien, P.J.1
  • 15
    • 0022003933 scopus 로고
    • DNA-damaging properties and cytotoxicity in human fibroblasts of tetrachlorohydroquinone, a pentachlorophenol metabolite
    • Witte, I., Juhl, U., and Butte, W. 19850 DNA-damaging properties and cytotoxicity in human fibroblasts of tetrachlorohydroquinone, a pentachlorophenol metabolite. Mutat. Res. 145, 71-75. (Pubitemid 15166100)
    • (1985) Mutation Research , vol.145 , Issue.1-2 , pp. 71-75
    • Witte, I.1    Juhl, U.2    Butte, W.3
  • 16
    • 0029872357 scopus 로고    scopus 로고
    • Oxidative DNA lesions in V79 cells mediated by pentachlorophenol metabolites
    • DOI 10.1007/s002040050299
    • Dahlhaus, M., Almstadt, E., Henachke, P., Luttgert, S., and Appel, K. E. (1996) Oxidative DNA lesions in V79 cells mediated by pentachlorophenol metabolites. Arch. Toxicol. 70, 457-460. (Pubitemid 26128528)
    • (1996) Archives of Toxicology , vol.70 , Issue.7 , pp. 457-460
    • Dahlhaus, M.1    Almstadt, E.2    Henschke, P.3    Luttgert, S.4    Appel, K.E.5
  • 17
    • 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. (1990) 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, 299-302. (Pubitemid 20224161)
    • (1990) Mutation Research , vol.244 , Issue.4 , pp. 299-302
    • Ehrlich, W.1
  • 18
    • 0027944423 scopus 로고
    • The pentachlorophenol metabolite tetrachloro-p-hydroquinone induces the formation of 8-hydroxy-2-deoxyguanosine in liver DNA of male B6C3F1 mice
    • DOI 10.1016/0378-4274(94)90085-X
    • Dahlhaus, M., Almstadt, E., and Appel, K. E. (1994) The pentachlorophenol metabolite tetrachloro-p-hydroquinone induces the formation of 8-hydroxy-2-deoxyguanosine in liver DNA of male B6C3F1 mice. Toxicol. Lett. 74, 265-274. (Pubitemid 24380787)
    • (1994) Toxicology Letters , vol.74 , Issue.3 , pp. 265-274
    • Dahlhaus, M.1    Almstadt, E.2    Appel, K.E.3
  • 19
    • 0030849329 scopus 로고    scopus 로고
    • Induction of glutathione depletion, p53 protein accumulation and cellular transformation by tetrachlorohydroquinone, a toxic metabolite of pentachlorophenol
    • DOI 10.1016/S0009-2797(97)00023-9, PII S0009279797000239
    • Wang, Y. J., Ho, Y. S., Chu, S. W., Lien, H. J., Liu, T. H., and Lin, J. K. (1997) Induction of glutathione depletion, p53 protein accumulation and cellular transformation by tetrachlorohydroquinone, a toxic metabolite of pentachlorophenol. Chem.-Biol. Interact. 105, 1-16. (Pubitemid 27285918)
    • (1997) Chemico-Biological Interactions , vol.105 , Issue.1 , 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
  • 20
    • 0026688956 scopus 로고
    • Induction of micronuclei in V79 Chinese hamster cells by tetrachlorohydroquinone, a metabolite of pentachlorophenol
    • Jansson, K., and Jansson, V. (1992) Induction of micronuclei in V79 Chinese hamster cells by tetrachlorohydroquinone, a metabolite of pentachlorophenol. Mutat. Res. 279, 205-208.
    • (1992) Mutat. Res. , vol.279 , pp. 205-208
    • Jansson, K.1    Jansson, V.2
  • 21
    • 0035863858 scopus 로고    scopus 로고
    • 2 and tetrachlorohydroquinone in human fibroblasts
    • 2 and tetrachlorohydroquinone in human fibroblasts. Mutat. Res. 513, 159-167.
    • (2002) Mutat. Res. , vol.513 , pp. 159-167
    • Purschke, M.1    Jacobi, H.2    Witte, I.3
  • 22
    • 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., and Appel, K. E. (1995) Induction of 8-hydroxy-2-deoxyguanosine and single strand breaks in DNA of V79 cells by tetrachloro-p-hydroquinone. Mutat. Res. 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
  • 23
    • 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 tetrachlorohydroquinone
    • Lin, P. H., Nakamura, J., Yamaguchi, S., La, D. K., Upton, P. B., and Swenberg, J. A. (2001) Induction of direct adducts, apurinic/apyrimidinic sites and oxidized bases in nuclear DNA of human HeLa S3 tumor cells by tetrachlorohydroquinone. Carcinogenesis 22, 635-639. (Pubitemid 32288665)
    • (2001) Carcinogenesis , vol.22 , Issue.4 , 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
  • 24
    • 0036119764 scopus 로고    scopus 로고
    • Analysis of DNA adducts in rats exposed to pentachlorophenol
    • Lin, P. H., La, D. K., Upton, P. B., and Swenberg, J. A. (2002) Analysis of DNA adducts in rats exposed to pentachlorophenol. Carcinogenesis 23, 365-369. (Pubitemid 34224016)
    • (2002) Carcinogenesis , vol.23 , Issue.2 , pp. 365-369
    • Lin, P.-H.1    La, D.K.2    Upton, P.B.3    Swenberg, J.A.4
  • 25
    • 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
  • 27
    • 0034008136 scopus 로고    scopus 로고
    • 5'-Nicked apurinic/apyrimidinic sites are resistant to β-elimination by β-polymerase and are persistent in human cultured cells after oxidative stress
    • DOI 10.1074/jbc.275.8.5323
    • Nakamura, J., La, D. K., and Swenberg, J. A. (2000) 5′-Nicked apurinic/apyrimidinic sites are resistant to β-elimination by β-polymerase and are persistent in human cultured cells after oxidative stress. J. Biol. Chem. 275, 5323-5328. (Pubitemid 30115161)
    • (2000) Journal of Biological Chemistry , vol.275 , Issue.8 , pp. 5323-5328
    • Nakamura, J.1    La, D.K.2    Swenberg, J.A.3
  • 28
    • 0035067242 scopus 로고    scopus 로고
    • Oxidative damage and direct adducts in calf thymus DNA induced by tetrachlorohydroquinone and tetrachloro-1,4-benzoquinone
    • Lin, P. H., Nakamura, J., Yamaguchi, S., La, D. K., Upton, P. B., and Swenberg, J. A. (2001) Oxidative damage and direct adducts in calf thymus DNA induced by tetrachlorohydroquinone and tetrachloro-1,4-benzoquinone. Carcinogenesis 22, 627-634.
    • (2001) Carcinogenesis , vol.22 , pp. 627-634
    • Lin, P.H.1    Nakamura, J.2    Yamaguchi, S.3    La, D.K.4    Upton, P.B.5    Swenberg, J.A.6
  • 29
    • 0031878397 scopus 로고    scopus 로고
    • Oxidation of eugenol to form DNA adducts and 8-hydroxy-2'-deoxyguanosine: Role of quinone methide derivative in DNA adduct formation
    • DOI 10.1093/carcin/19.3.437
    • Bodell, W. J., Ye, Q., Pathak, D. N., and Pongracz, K. (1998) Oxidation of eugenol to form DNA adducts and 8-hydroxy-2′-deoxyguanosine: Role of quinone methide derivative in DNA adduct formation. Carcinogenesis 19, 437-443. (Pubitemid 28375446)
    • (1998) Carcinogenesis , vol.19 , Issue.3 , pp. 437-443
    • Bodell, W.J.1    Ye, Q.2    Pathak, D.N.3    Pongracz, K.4
  • 30
    • 2342579465 scopus 로고    scopus 로고
    • Bcl-2 Overexpression Inhibits Tetrachlorohydroquinone-Induced Apoptosis in NIH3T3 Cells: A Possible Mechanism for Tumor Promotion
    • DOI 10.1002/mc.20021
    • Lin, Y. P., Zhu, B. Z., Yang, M. C., Frei, B., Pan, M. S., Lin, J. K., and Wang, Y. J. (2004) Bcl-2 over-expression inhibits pentachlorophenol metabolite-induced apoptosis in NIH3T3 cells: A possible mechanism for tumor promotion. Mol. Carcinog. 40, 24-33. (Pubitemid 38581660)
    • (2004) Molecular Carcinogenesis , vol.40 , Issue.1 , pp. 24-33
    • Lin, Y.-P.1    Zhu, B.-Z.2    Yang, M.-C.3    Frei, B.4    Pan, M.-H.5    Lin, J.-K.6    Wang, Y.-J.7
  • 31
    • 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., and Kurokawa, Y. (1995) Pentachlorophenol-induced oxidative DNA damage in mouse liver and protective effect of antioxidants. Food Chem. Toxicol. 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
  • 32
    • 0031963830 scopus 로고    scopus 로고
    • New modes of action of desferrioxamine: Scavenging of semiquinone radical and stimulation of hydrolysis of tetrachlorohydroquinone
    • DOI 10.1016/S0891-5849(97)00220-7, PII S0891584997002207
    • Zhu, B. Z., Har-El, R., Kitrossky, N., and Chevion, M. (1998) New modes of action of desferrioxamine: Scavenging of semiquinone radical and stimulation of hydrolysis of tetrachlorohydroquinone. Free Radical Biol. Med. 24, 360-369. (Pubitemid 28008815)
    • (1998) Free Radical Biology and Medicine , vol.24 , Issue.2 , pp. 360-369
    • Zhu, B.-Z.1    Har-El, R.2    Kitrossky, N.3    Chevion, M.4
  • 33
    • 0034022633 scopus 로고    scopus 로고
    • Protection by desferrioxamine and other hydroxamic acids against tetrachlorohydroquinone-induced cyto- And genotoxicity in human fibroblasts
    • DOI 10.1016/S0891-5849(99)00278-6, PII S0891584999002786
    • Witte, I., Zhu, B. Z., Lueken, A., Magnani, D., Stossberg, H., and Chevion, M. (2000) Protection by desferrioxamine and other hydroxamic acids against tetrachlorohydroquinone-induced cyto- and genotoxicity in human fibroblasts. Free Radical Biol. Med. 28, 693-700. (Pubitemid 30171282)
    • (2000) Free Radical Biology and Medicine , vol.28 , Issue.5 , pp. 693-700
    • Witte, I.1    Zhu, B.-Z.2    Lueken, A.3    Magnani, D.4    Stossberg, H.5    Chevion, M.6
  • 34
    • 0034696796 scopus 로고    scopus 로고
    • Evidence for production of hydroxyl radicals by pentachlorophenol metabolites and hydrogen peroxide: A metal-independent organic Fenton reaction
    • DOI 10.1006/bbrc.2000.2539
    • Zhu, B. Z., Kitrossky, N., and Chevion, M. (2000) Evidence for production of hydroxyl radicals by pentachlorophenol metabolites and hydrogen peroxide: A metal-independent organic Fenton reaction. Biochem. Biophys. Res. Commun. 270, 942-946. (Pubitemid 30444811)
    • (2000) Biochemical and Biophysical Research Communications , vol.270 , Issue.3 , pp. 942-946
    • Zhu, B.-Z.1    Kitrossky, N.2    Chevion, M.3
  • 35
    • 0036489193 scopus 로고    scopus 로고
    • Metal-independent production of hydroxyl radicals by halogenated quinones and hydrogen peroxide: An ESR spin trapping study
    • DOI 10.1016/S0891-5849(01)00824-3
    • Zhu, B. Z., Zhao, H. T., Kalyanaraman, B., and Frei, B. (2002) Metal-independent production of hydroxyl radicals by chlorinated quinones and hydrogen peroxide: An ESR spin-trapping study. Free Radical Biol. Med. 32, 465-473. (Pubitemid 34178355)
    • (2002) Free Radical Biology and Medicine , vol.32 , Issue.5 , pp. 465-473
    • Zhu, B.-Z.1    Zhao, H.-T.2    Kalyanaraman, B.3    Frei, B.4
  • 36
    • 0020582608 scopus 로고
    • Bathocuproine sulphonate: A tissue culture-compatible indicator of copper-mediated toxicity
    • Mohindru, A., Fisher, J. M., and Rabinowitz, M. (1983) Bathocuproine sulphonate: A tissue culture-compatible indicator of copper-mediated toxicity. Nature (London) 303, 64-65.
    • (1983) Nature (London) , vol.303 , pp. 64-65
    • Mohindru, A.1    Fisher, J.M.2    Rabinowitz, M.3
  • 37
    • 0021337104 scopus 로고
    • Iron-catalyzed hydroxyl radical formation. Stringent requirement for free iron coordination site
    • Graf, E., Mahoney, J. R., Bryant, R. G., and Eaton, J. W. (1984) Iron-catalyzed hydroxyl radical formation. Stringent requirement for free iron coordination site. J. Biol. Chem. 259, 3620-3624. (Pubitemid 14173396)
    • (1984) Journal of Biological Chemistry , vol.259 , Issue.6 , pp. 3620-3624
    • Graf, E.1    Mahoney, J.R.2    Bryant, R.G.3    Eaton, J.W.4
  • 38
    • 0028215081 scopus 로고
    • The action of nine chelators on iron-dependent radical damage
    • Dean, R. T., and Nicholson, P. (1994) The action of nine chelators on iron-dependent radical damage. Free Radical Res. 20, 83-101. (Pubitemid 24103739)
    • (1994) Free Radical Research , vol.20 , Issue.2 , pp. 83-101
    • Dean, R.T.1    Nicholson, P.2
  • 39
    • 0022297759 scopus 로고
    • Energetics of interconversion reactions of oxyradicals
    • DOI 10.1016/8755-9668(85)90005-5
    • Koppenol, W. H., and Butler, J. (1985) Energetics in interconversion reactions of oxyradicals. Adv. Free Radical Biol. Med. 1, 91-131. (Pubitemid 16122935)
    • (1985) Advances in Free Radical Biology and Medicine , vol.1 , Issue.1 , pp. 91-131
    • Koppenol, W.H.1
  • 40
    • 0000063527 scopus 로고
    • The involvement of biological quinones in the formation of hydroxyl radicals via the Haber-Weiss reaction
    • Nohl, H., and Jordan, W. (1987) The involvement of biological quinones in the formation of hydroxyl radicals via the Haber-Weiss reaction. Bioorg. Chem. 15, 374-382.
    • (1987) Bioorg. Chem. , vol.15 , pp. 374-382
    • Nohl, H.1    Jordan, W.2
  • 41
    • 37049064782 scopus 로고
    • A polarographic investigation into the redox behavior of quinones: The role of electron affinity and solvent
    • Peover, M. E. (1962) A polarographic investigation into the redox behavior of quinones: The role of electron affinity and solvent. J. Chem. Soc. 4540-4549.
    • (1962) J. Chem. Soc. , pp. 4540-4549
    • Peover, M.E.1
  • 44
    • 0003908350 scopus 로고
    • Activation of hydrogen peroxide by organic compounds
    • (Strukul, G., Ed.) Kluwer Academic Publishers, Dordrecht
    • Curci, R., and Edwards, J. O. (1992) Activation of hydrogen peroxide by organic compounds. In Catalytic Oxidations with Hydrogen Peroxide as Oxidant (Strukul, G., Ed.) pp 57-60, Kluwer Academic Publishers, Dordrecht.
    • (1992) Catalytic Oxidations with Hydrogen Peroxide As Oxidant , pp. 57-60
    • Curci, R.1    Edwards, J.O.2
  • 47
    • 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., and Chakrabarty, A. M. (1990) 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. 56, 1357-1362.
    • (1990) Appl. Environ. Microbiol. , vol.56 , pp. 1357-1362
    • Haugland, R.A.1    Schlemm, D.J.2    Lyons III, R.P.3    Sferra, P.R.4    Chakrabarty, A.M.5
  • 48
    • 44649141887 scopus 로고    scopus 로고
    • EPR studies of in vivo radical production by 3,3′,5,5′- tetrabromobisphenol A (TBBPA) in the Sprague-Dawley rat
    • Chignell, C. F., Han, S. K., Mouithys-Mickalad, A., Sik, R. H., Stadler, K., and Kadiiska, M. B. (2008) EPR studies of in vivo radical production by 3,3′,5,5′-tetrabromobisphenol A (TBBPA) in the Sprague-Dawley rat. Toxicol. Appl. Pharmacol. 230, 17-22.
    • (2008) Toxicol. Appl. Pharmacol. , vol.230 , pp. 17-22
    • Chignell, C.F.1    Han, S.K.2    Mouithys-Mickalad, A.3    Sik, R.H.4    Stadler, K.5    Kadiiska, M.B.6
  • 49
    • 49049111308 scopus 로고    scopus 로고
    • Semiquinone radicals from oxygenated polychlorinated biphenyls: Electron paramagnetic resonance studies
    • Song, Y., Wagner, B. A., Lehmler, H. J., and Buettner, G. R. (2008) Semiquinone radicals from oxygenated polychlorinated biphenyls: Electron paramagnetic resonance studies. Chem. Res. Toxicol. 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
  • 50
    • 0037066436 scopus 로고    scopus 로고
    • Chemistry: Catalytic degradation of chlorinated phenols
    • DOI 10.1126/science.1070976
    • Meunier, B. (2002) Catalytic degradation of chlorinated phenols. Science 296, 270-271. (Pubitemid 34303664)
    • (2002) Science , vol.296 , Issue.5566 , pp. 270-271
    • Meunier, B.1
  • 52
    • 0000955067 scopus 로고
    • Efficient oxidative dechlorination and aromatic ring cleavage of chlorinated phenols catalyzed by iron sulfophthalocyanine
    • Sorokin, A., Meunier, B., and Séris, J. L. (1995) Efficient oxidative dechlorination and aromatic ring cleavage of chlorinated phenols catalyzed by iron sulfophthalocyanine. Science 268, 1163-1166.
    • (1995) Science , vol.268 , pp. 1163-1166
    • Sorokin, A.1    Meunier, B.2    Séris, J.L.3


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