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Volumn 48, Issue 5, 2007, Pages 404-413

Evidence that 4-aminobiphenyl, benzidine, and benzidine congeners produce genotoxicity through reactive oxygen species

Author keywords

4 aminobiphenyl; Benzidine; Benzidine congeners; Free radical scavengers; Lipid peroxidation; Reactive oxygen species; Salmonella microsome mutagenicity assay

Indexed keywords

3,3' CHLOROBENZIDINE; 4 BIPHENYLAMINE; 4,4' DINITRO 2 BIPHENYLAMINE; AMINOBIPHENYL DERIVATIVE; AROCLOR; BENZIDINE; CATALASE; EDETIC ACID; FREE RADICAL; N ACETYLBENZIDINE; N,N' DIACETYLBENZIDINE; REACTIVE OXYGEN METABOLITE; SCAVENGER; SUPEROXIDE DISMUTASE; TETRAMETHYLBENZIDINE; THIOBARBITURIC ACID REACTIVE SUBSTANCE; TOLIDINE; UNCLASSIFIED DRUG;

EID: 34347332540     PISSN: 08936692     EISSN: 10982280     Source Type: Journal    
DOI: 10.1002/em.20288     Document Type: Conference Paper
Times cited : (39)

References (48)
  • 1
    • 33644778581 scopus 로고    scopus 로고
    • Metabolic activation of bladder procarcinogens, 2-aminofluorene, 4-aminobiphenyl, and benzidine by Pseudomonas aeruginosa and other human endogenous bacteria
    • Adris P, Chung K-T. 2006. Metabolic activation of bladder procarcinogens, 2-aminofluorene, 4-aminobiphenyl, and benzidine by Pseudomonas aeruginosa and other human endogenous bacteria. Toxicol Vitr 20:367-374.
    • (2006) Toxicol Vitr , vol.20 , pp. 367-374
    • Adris, P.1    Chung, K.-T.2
  • 2
    • 0020364913 scopus 로고
    • Evaluation of two suggested methods of deactivating organic carcinogens by molecular modification
    • Ashby J, Paton D, Lefevre PA, Styles JA, Rose FL. 1982. Evaluation of two suggested methods of deactivating organic carcinogens by molecular modification. Carcinogenesis 3:1277-1282.
    • (1982) Carcinogenesis , vol.3 , pp. 1277-1282
    • Ashby, J.1    Paton, D.2    Lefevre, P.A.3    Styles, J.A.4    Rose, F.L.5
  • 3
    • 0037390712 scopus 로고    scopus 로고
    • Assessment of genotoxicity of benzidine and its structural analogues to human lymphocytes using comet assay
    • Chen S-C, Kao CM, Huang MH, Shih MK, Chen YL, Huang SP, Liu TZ. 2003. Assessment of genotoxicity of benzidine and its structural analogues to human lymphocytes using comet assay. Toxicol Sci 72:283-288.
    • (2003) Toxicol Sci , vol.72 , pp. 283-288
    • Chen, S.-C.1    Kao, C.M.2    Huang, M.H.3    Shih, M.K.4    Chen, Y.L.5    Huang, S.P.6    Liu, T.Z.7
  • 4
    • 0033044237 scopus 로고    scopus 로고
    • Mutagenicity and aromatic amine content of fumes from heated cooking oils produced in Taiwan
    • Chiang TA, Pei-Fen W, Ying LS, Wang LF, Ko YC. 1999. Mutagenicity and aromatic amine content of fumes from heated cooking oils produced in Taiwan. Food Chem Toxicol 37:125-134.
    • (1999) Food Chem Toxicol , vol.37 , pp. 125-134
    • Chiang, T.A.1    Pei-Fen, W.2    Ying, L.S.3    Wang, L.F.4    Ko, Y.C.5
  • 5
    • 0030024124 scopus 로고    scopus 로고
    • Human health perspectives on the environmental exposure to benzidine: A review
    • Choudhary G. 1996. Human health perspectives on the environmental exposure to benzidine: A review. Chemosphere 32:267-291.
    • (1996) Chemosphere , vol.32 , pp. 267-291
    • Choudhary, G.1
  • 6
    • 13844321063 scopus 로고
    • Mutagenicity of azo dyes: Structure-activity relationships
    • Chung K-T, Cerniglia CE. 1992. Mutagenicity of azo dyes: Structure-activity relationships. Mutat Res 277:201-220.
    • (1992) Mutat Res , vol.277 , pp. 201-220
    • Chung, K.-T.1    Cerniglia, C.E.2
  • 8
    • 0027703470 scopus 로고
    • Degradation of azo dyes by environmental microorganisms and helminths
    • Chung K-T, Stevens SE Jr. 1993. Degradation of azo dyes by environmental microorganisms and helminths. Environ Toxicol Chem 2:2121-2132.
    • (1993) Environ Toxicol Chem , vol.2 , pp. 2121-2132
    • Chung, K.-T.1    Stevens Jr., S.E.2
  • 10
    • 0033932213 scopus 로고    scopus 로고
    • Mutagenicity studies of benzidine and its analogs: Structure-activity relationships
    • Chung K-T, Chen S-C, Wong TY, Li Y-S, Wei C-I, Chou MW. 2000. Mutagenicity studies of benzidine and its analogs: Structure-activity relationships. Toxicol Sci 56:351-356.
    • (2000) Toxicol Sci , vol.56 , pp. 351-356
    • Chung, K.-T.1    Chen, S.-C.2    Wong, T.Y.3    Li, Y.-S.4    Wei, C.-I.5    Chou, M.W.6
  • 11
    • 29944443592 scopus 로고    scopus 로고
    • Review of Salmonella typhimurium mutagenicity of benzidine, benzidine analogues, and benzidine-based dyes
    • Chung K-T, Chen S-C, Claxton LD. 2006. Review of Salmonella typhimurium mutagenicity of benzidine, benzidine analogues, and benzidine-based dyes. Mutat Res 612:58-76.
    • (2006) Mutat Res , vol.612 , pp. 58-76
    • Chung, K.-T.1    Chen, S.-C.2    Claxton, L.D.3
  • 12
    • 0020431144 scopus 로고    scopus 로고
    • Conney AH. 1982. Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons: G. H. A. Clowes Memorial Lecture. Cancer Res 42:4875-4917.
    • Conney AH. 1982. Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons: G. H. A. Clowes Memorial Lecture. Cancer Res 42:4875-4917.
  • 13
    • 34347331111 scopus 로고
    • DHHS, Report on Carcinogens, Summary. National Toxicology Program, Public Health Services, US Department of Health and Human Services, Washington, DC
    • DHHS. 1991. Sixth Annual Report on Carcinogens, Summary. National Toxicology Program, Public Health Services, US Department of Health and Human Services, Washington, DC.
    • (1991) Sixth Annual
  • 14
    • 0025506905 scopus 로고
    • Inhibition of lipid oxidation by carnosine
    • Decker E, Faraju H. 1990. Inhibition of lipid oxidation by carnosine. J Am Oil Chem Soc 67:650-652.
    • (1990) J Am Oil Chem Soc , vol.67 , pp. 650-652
    • Decker, E.1    Faraju, H.2
  • 16
    • 0025314685 scopus 로고
    • Role of oxygen free radicals in carcinogenesis and brain ischemia
    • Floyd RA. 1990. Role of oxygen free radicals in carcinogenesis and brain ischemia. FASEB J 4:2587-2597.
    • (1990) FASEB J , vol.4 , pp. 2587-2597
    • Floyd, R.A.1
  • 17
    • 0020561176 scopus 로고
    • NADPH-dependent production of oxy radicals by purified components of the rat liver mixed function oxidase system
    • Gary WW, Arthur IC. 1983. NADPH-dependent production of oxy radicals by purified components of the rat liver mixed function oxidase system. J Biol Chem 258:1514-1519.
    • (1983) J Biol Chem , vol.258 , pp. 1514-1519
    • Gary, W.W.1    Arthur, I.C.2
  • 18
    • 0029092796 scopus 로고
    • Identification of inducible mixed function oxidase system in rat glioma C6 cell line
    • Geng J, Strobel HW. 1995. Identification of inducible mixed function oxidase system in rat glioma C6 cell line. J Neurochem 65:554-563.
    • (1995) J Neurochem , vol.65 , pp. 554-563
    • Geng, J.1    Strobel, H.W.2
  • 19
    • 0021700537 scopus 로고
    • The role of lipid peroxidation in the N-oxidation of 4-chloroaniline
    • Golly I, Hlavica P, Wolf J. 1984. The role of lipid peroxidation in the N-oxidation of 4-chloroaniline. Biochem J 224:415-421.
    • (1984) Biochem J , vol.224 , pp. 415-421
    • Golly, I.1    Hlavica, P.2    Wolf, J.3
  • 20
    • 0025967717 scopus 로고
    • Monomorphic and polymorphic human arylamine N-acetyltransferases: A comparison of liver isozymes and expressed products of two cloned genes
    • Grant DM, Blum M, Beer M, Meyer UA. 1991. Monomorphic and polymorphic human arylamine N-acetyltransferases: A comparison of liver isozymes and expressed products of two cloned genes. Mol Pharmacol 39:184-191.
    • (1991) Mol Pharmacol , vol.39 , pp. 184-191
    • Grant, D.M.1    Blum, M.2    Beer, M.3    Meyer, U.A.4
  • 21
    • 0023812845 scopus 로고
    • Acetylator genotype and arylamine-induced carcinogenesis
    • Hein DW. 1988. Acetylator genotype and arylamine-induced carcinogenesis. Biochem Biophys Acta 948:37-66.
    • (1988) Biochem Biophys Acta , vol.948 , pp. 37-66
    • Hein, D.W.1
  • 22
    • 0026672949 scopus 로고
    • The oxidation of 4-aminobiphenyl by horseradish peroxidase
    • Hughes MF, Smith BJ, Eling TE. 1992. The oxidation of 4-aminobiphenyl by horseradish peroxidase. Chem Res Toxicol 5:340-345.
    • (1992) Chem Res Toxicol , vol.5 , pp. 340-345
    • Hughes, M.F.1    Smith, B.J.2    Eling, T.E.3
  • 24
    • 0020136320 scopus 로고
    • Benzidine and its sulfate, hydrochloride and dihydrochloride
    • IARC, Lyon, France: International Agency for Research on Cancer. 25 p
    • IARC. 1982. Benzidine and its sulfate, hydrochloride and dihydrochloride. In: IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemical to Man, Vol. 29, Suppl. 1. Lyon, France: International Agency for Research on Cancer. 25 p.
    • (1982) IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemical to Man , vol.29 , Issue.SUPPL. 1
  • 25
    • 0000359188 scopus 로고
    • Tobacco habits other than smoking; betelquid and areca nut chewing; and some related nitrosamines
    • IARC Working Group, 392 p
    • IARC Working Group. 1985. Tobacco habits other than smoking; betelquid and areca nut chewing; and some related nitrosamines. In: IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Man, Vol. 38, Suppl. 1. 392 p.
    • (1985) IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Man , vol.38 , Issue.SUPPL. 1
  • 27
    • 27544446546 scopus 로고    scopus 로고
    • Resistance of Lactobacillus casei KCTC 3260 to reactive oxygen species (ROS): Role for metal ion chelating effect
    • Jeongmin L, Tackhwang K, Chung MY, Hyeok CD, Park C-S. 2005. Resistance of Lactobacillus casei KCTC 3260 to reactive oxygen species (ROS): Role for metal ion chelating effect. J Food Sci 70:388-391.
    • (2005) J Food Sci , vol.70 , pp. 388-391
    • Jeongmin, L.1    Tackhwang, K.2    Chung, M.Y.3    Hyeok, C.D.4    Park, C.-S.5
  • 28
    • 0022517561 scopus 로고
    • Bebzidine: Mechanisms of oxidative activation and mutagenesis
    • Josephy PD. 1986. Bebzidine: Mechanisms of oxidative activation and mutagenesis. Fed Proc 45:2465-2470.
    • (1986) Fed Proc , vol.45 , pp. 2465-2470
    • Josephy, P.D.1
  • 29
    • 0017365046 scopus 로고
    • Hepatic microsomal N-glucuronidation and nucleic acid binding of N-hydroxyarylamines in relation to urinary bladder carcinogenesis
    • Kadlubar FF, Miller JA, Miller EC. 1977. Hepatic microsomal N-glucuronidation and nucleic acid binding of N-hydroxyarylamines in relation to urinary bladder carcinogenesis. Cancer Res 37:805-814.
    • (1977) Cancer Res , vol.37 , pp. 805-814
    • Kadlubar, F.F.1    Miller, J.A.2    Miller, E.C.3
  • 30
    • 0025039918 scopus 로고
    • The metabolic N-oxidation of carcinogenic arylamines in relation to nitrogen charge density and oxidation potential
    • Kadlubar FF, Fu PP, Jung H, Shaikh AU, Beland FA. 1990. The metabolic N-oxidation of carcinogenic arylamines in relation to nitrogen charge density and oxidation potential. Environ Health Perspect 87:233-236.
    • (1990) Environ Health Perspect , vol.87 , pp. 233-236
    • Kadlubar, F.F.1    Fu, P.P.2    Jung, H.3    Shaikh, A.U.4    Beland, F.A.5
  • 31
    • 0000820622 scopus 로고
    • A new Salmonella tester strain (TA102) with A·T base pairs at the site of mutation detects oxidative mutagens
    • Levin DE, Monica H, Michael FC, Elizabeth AS, Ames BN. 1982. A new Salmonella tester strain (TA102) with A·T base pairs at the site of mutation detects oxidative mutagens. Proc Natl Acad Sci USA 79:7445-7449.
    • (1982) Proc Natl Acad Sci USA , vol.79 , pp. 7445-7449
    • Levin, D.E.1    Monica, H.2    Michael, F.C.3    Elizabeth, A.S.4    Ames, B.N.5
  • 32
    • 0344334024 scopus 로고    scopus 로고
    • Increased urinary excretion of 8-oxo-2′-deoxyguanosine, a biomarker of oxidative DNA damage, in urban bus drivers
    • Loft S, Poulsen HE, Visitisen K, Knudsen LE. 1999. Increased urinary excretion of 8-oxo-2′-deoxyguanosine, a biomarker of oxidative DNA damage, in urban bus drivers. Mutat Res 441:11-19.
    • (1999) Mutat Res , vol.441 , pp. 11-19
    • Loft, S.1    Poulsen, H.E.2    Visitisen, K.3    Knudsen, L.E.4
  • 33
    • 0026889221 scopus 로고
    • Rat liver antioxidant defense mechanism to the action of aromatic amines
    • Lomonosova EE, Pikulev AT, Kurchenko VP. 1992. Rat liver antioxidant defense mechanism to the action of aromatic amines. Biokhimiia 57:1077-1082.
    • (1992) Biokhimiia , vol.57 , pp. 1077-1082
    • Lomonosova, E.E.1    Pikulev, A.T.2    Kurchenko, V.P.3
  • 34
    • 0025029234 scopus 로고
    • Prostaglandin synthase-mediated metabolism of carcinogens and a potential role for peroxyl radicals as reactive intermediates
    • Marnett LJ. 1990. Prostaglandin synthase-mediated metabolism of carcinogens and a potential role for peroxyl radicals as reactive intermediates. Environ Health Perspect 88:5-12.
    • (1990) Environ Health Perspect , vol.88 , pp. 5-12
    • Marnett, L.J.1
  • 35
    • 0021868430 scopus 로고
    • The modulation by arylamines of the in vitro formation of superoxide anion radicals and hydrogen peroxide by rat liver microsomes
    • Manno M, Ioannides C, Gibson GG. 1985. The modulation by arylamines of the in vitro formation of superoxide anion radicals and hydrogen peroxide by rat liver microsomes. Toxicol Lett 25:121-130.
    • (1985) Toxicol Lett , vol.25 , pp. 121-130
    • Manno, M.1    Ioannides, C.2    Gibson, G.G.3
  • 36
    • 0020533372 scopus 로고
    • Revised methods for Salmonella mutagenicity tests
    • Maron DM, Ames BN. 1983. Revised methods for Salmonella mutagenicity tests. Mutat Res 113:173-215.
    • (1983) Mutat Res , vol.113 , pp. 173-215
    • Maron, D.M.1    Ames, B.N.2
  • 37
    • 0035313203 scopus 로고    scopus 로고
    • Mechanism of oxidative DNA damage induced by carcinogenic 4-aminobiphenyl
    • Murata M, Tamura A, Tada M, Kawanishi S. 2001. Mechanism of oxidative DNA damage induced by carcinogenic 4-aminobiphenyl. Free Radic Biol Med 30:765-773.
    • (2001) Free Radic Biol Med , vol.30 , pp. 765-773
    • Murata, M.1    Tamura, A.2    Tada, M.3    Kawanishi, S.4
  • 38
    • 0031408203 scopus 로고    scopus 로고
    • Reductive metabolism of 4-nitrobiphenyl by rat liver fraction
    • Ning S, Xiaobai X. 1997. Reductive metabolism of 4-nitrobiphenyl by rat liver fraction. Carcinogenesis 18:1233-1240.
    • (1997) Carcinogenesis , vol.18 , pp. 1233-1240
    • Ning, S.1    Xiaobai, X.2
  • 39
    • 0025035013 scopus 로고
    • Role of cytochrome P-450 in mouse liver tumor production
    • Parke DV, Ioannides C. 1990. Role of cytochrome P-450 in mouse liver tumor production. Prog Clin Biol Res 331:215-230.
    • (1990) Prog Clin Biol Res , vol.331 , pp. 215-230
    • Parke, D.V.1    Ioannides, C.2
  • 40
    • 0026032221 scopus 로고
    • Bladder cancer mortality of workers exposed to aromatic amines: An updated analysis
    • Piolatto G, Negri E, La Vecchia C, Pira E, Decarli A, Peto J. 1991. Bladder cancer mortality of workers exposed to aromatic amines: An updated analysis. Brit J Cancer 63:457-459.
    • (1991) Brit J Cancer , vol.63 , pp. 457-459
    • Piolatto, G.1    Negri, E.2    La Vecchia, C.3    Pira, E.4    Decarli, A.5    Peto, J.6
  • 41
    • 0021140795 scopus 로고
    • Mutagenicity of some benzidine congeners and their N-acetylated and N, N′- diacetylated derivatives in different strains of Salmonella typhimurium
    • Reid TM, Wang CY, King CM, Morton KC. 1984. Mutagenicity of some benzidine congeners and their N-acetylated and N, N′- diacetylated derivatives in different strains of Salmonella typhimurium. Environ Mutagen 6:145-151.
    • (1984) Environ Mutagen , vol.6 , pp. 145-151
    • Reid, T.M.1    Wang, C.Y.2    King, C.M.3    Morton, K.C.4
  • 44
    • 0027998252 scopus 로고
    • Evidence for direct-acting oxidative genotoxicity by reduction products of azo dyes
    • 6
    • Sweeney EA, Chipman JK, Forsythe SJ. 1994. Evidence for direct-acting oxidative genotoxicity by reduction products of azo dyes. Environ Health Perspect 102(Suppl.) 6:119-122.
    • (1994) Environ Health Perspect , vol.102 , Issue.SUPPL. , pp. 119-122
    • Sweeney, E.A.1    Chipman, J.K.2    Forsythe, S.J.3
  • 45
    • 0033867002 scopus 로고    scopus 로고
    • Analyses of oxidative DNA damage and its repair activity in the livers of 3′-methyl-4-dimethylaminoazobenzene-treated rodents
    • Takeshi H, Higashi K, Sakai A, Tsurudome Y, Ootsuyama Y, Kido R, Kasai H. 2000. Analyses of oxidative DNA damage and its repair activity in the livers of 3′-methyl-4-dimethylaminoazobenzene-treated rodents. Jpn J Cancer Res 91:681-685.
    • (2000) Jpn J Cancer Res , vol.91 , pp. 681-685
    • Takeshi, H.1    Higashi, K.2    Sakai, A.3    Tsurudome, Y.4    Ootsuyama, Y.5    Kido, R.6    Kasai, H.7
  • 47
    • 18344397488 scopus 로고    scopus 로고
    • Metabolism of N-acetylbenzidine and initiation of bladder cancer
    • Zenser TV, Lakshmi VM, Fong FH, Davis BB. 2002. Metabolism of N-acetylbenzidine and initiation of bladder cancer. Mutat Res 506/507:29-40.
    • (2002) Mutat Res , vol.506-507 , pp. 29-40
    • Zenser, T.V.1    Lakshmi, V.M.2    Fong, F.H.3    Davis, B.B.4
  • 48
    • 0020966407 scopus 로고
    • Prostaglandin H synthase metabolism of the urinary bladder carcinogens benzidine and ANFT
    • Wise RW, Zenser TV, Davis BB. 1983. Prostaglandin H synthase metabolism of the urinary bladder carcinogens benzidine and ANFT. Carcinogenesis 4:285-289.
    • (1983) Carcinogenesis , vol.4 , pp. 285-289
    • Wise, R.W.1    Zenser, T.V.2    Davis, B.B.3


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