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Volumn 104, Issue SUPPL. 6, 1996, Pages 1165-1171

An overview of benzene metabolism

Author keywords

1,2,4 benzenetriol; Benzene; Benzoquinone; Bone marrow; Covalent binding; Hydroquinone; Liver; Metabolism; Oxidative stress; Toxicity

Indexed keywords

1,2,4 BENZENETRIOL; BENZENE; BENZOQUINONE; HYDROQUINONE;

EID: 0030445486     PISSN: 00916765     EISSN: None     Source Type: Journal    
DOI: 10.1289/ehp.96104s61165     Document Type: Conference Paper
Times cited : (349)

References (52)
  • 1
    • 0000467229 scopus 로고
    • Studies in detoxication 49. The metabolism of benzene containing (14C) benzene
    • Parke DV, Williams RT. Studies in detoxication 49. The metabolism of benzene containing (14C) benzene. Biochem J 54:231-238 (1953).
    • (1953) Biochem J , vol.54 , pp. 231-238
    • Parke, D.V.1    Williams, R.T.2
  • 2
    • 0016514092 scopus 로고
    • Current concepts of chronic benzene toxicity
    • Snyder R, Kocsis JJ. Current concepts of chronic benzene toxicity. Crit Rev Toxicol 3:265-288 (1975).
    • (1975) Crit Rev Toxicol , vol.3 , pp. 265-288
    • Snyder, R.1    Kocsis, J.J.2
  • 7
    • 0018833552 scopus 로고
    • Benzene is metabolized and covalently bound in bone marrow in situ
    • Irons R, Dent J, Baker T, Rickert D. Benzene is metabolized and covalently bound in bone marrow in situ. Chem Biol Interact 30:241-245 (1980).
    • (1980) Chem Biol Interact , vol.30 , pp. 241-245
    • Irons, R.1    Dent, J.2    Baker, T.3    Rickert, D.4
  • 8
    • 0022532707 scopus 로고
    • Metabolism of benzene and phenol in macrophages in vitro and inhibition of RNA synthesis by benzene metabolites
    • Post G, Snyder R, Kalf GF. Metabolism of benzene and phenol in macrophages in vitro and inhibition of RNA synthesis by benzene metabolites. Cell Biol Toxicol 2:231-246 (1986).
    • (1986) Cell Biol Toxicol , vol.2 , pp. 231-246
    • Post, G.1    Snyder, R.2    Kalf, G.F.3
  • 9
    • 0024461447 scopus 로고
    • Metabolic activation of hydroquinone by macrophage peroxidase
    • Schlosser MJ, Kalf GF. Metabolic activation of hydroquinone by macrophage peroxidase. Chem Biol Interac 72:191-207 (1989).
    • (1989) Chem Biol Interac , vol.72 , pp. 191-207
    • Schlosser, M.J.1    Kalf, G.F.2
  • 10
    • 0025323357 scopus 로고
    • Phenol-induced stimulation of hydroquinone bioactivation in mouse bone marrow in vivo: Possible implications in benzene myelotoxicity
    • Subrahmanyam VV, Doane-Setzer P, Steinmetz KL, Ross D, Smith MT. Phenol-induced stimulation of hydroquinone bioactivation in mouse bone marrow in vivo: possible implications in benzene myelotoxicity. Toxicology 62:107-116 (1990).
    • (1990) Toxicology , vol.62 , pp. 107-116
    • Subrahmanyam, V.V.1    Doane-Setzer, P.2    Steinmetz, K.L.3    Ross, D.4    Smith, M.T.5
  • 11
    • 0026346039 scopus 로고
    • Hydroxylation of phenol to hydroquinone catalyzed by a human myeloperoxidase-superoxide complex: Possible implications in benzene myelotoxicity
    • Subrahmanyam VV, Kolanchana P, Smith MT. Hydroxylation of phenol to hydroquinone catalyzed by a human myeloperoxidase-superoxide complex: possible implications in benzene myelotoxicity. Free Radic Res Comm 15:285-296 (1991).
    • (1991) Free Radic Res Comm , vol.15 , pp. 285-296
    • Subrahmanyam, V.V.1    Kolanchana, P.2    Smith, M.T.3
  • 12
    • 0030464771 scopus 로고    scopus 로고
    • Reactive ring-opened aldehyde metabolites in beneze hematotoxicity
    • Witz G, Zhang Z, Goldstein BD. Reactive ring-opened aldehyde metabolites in beneze hematotoxicity. Environ Health Perspect 104(Suppl 6):1195-1199 (1996).
    • (1996) Environ Health Perspect , vol.104 , Issue.6 SUPPL. , pp. 1195-1199
    • Witz, G.1    Zhang, Z.2    Goldstein, B.D.3
  • 15
    • 0024004812 scopus 로고
    • A high pressure liquid chromatographic method for the separation and quantitation of water-soluble radiolabeled benzene metabolites
    • Sabourin PJ, Bechtold WE, Henderson RF. A high pressure liquid chromatographic method for the separation and quantitation of water-soluble radiolabeled benzene metabolites. Anal Biochem 170:316-327 (1988).
    • (1988) Anal Biochem , vol.170 , pp. 316-327
    • Sabourin, P.J.1    Bechtold, W.E.2    Henderson, R.F.3
  • 16
    • 0025601729 scopus 로고
    • Identification of N-acetyl-S-(2,5-dihydroxyphenyl)-l-cysteine as a urinary metabolite of benzene, phenol and hydroquinone
    • Nerland DE, Pierce WM. Identification of N-acetyl-S-(2,5-dihydroxyphenyl)-l-cysteine as a urinary metabolite of benzene, phenol and hydroquinone. Drug Metab Dispos 18(6):958-961 (1990).
    • (1990) Drug Metab Dispos , vol.18 , Issue.6 , pp. 958-961
    • Nerland, D.E.1    Pierce, W.M.2
  • 17
    • 0009467412 scopus 로고
    • Muconic acid as a metabolic product of benzene
    • Drummond JC, Finar IL. Muconic acid as a metabolic product of benzene. Biochemistry 32:79-84 (1938).
    • (1938) Biochemistry , vol.32 , pp. 79-84
    • Drummond, J.C.1    Finar, I.L.2
  • 18
    • 0027384553 scopus 로고
    • Identification of 6-hydroxy-trans,trans-2,4-hexadienoic acid, a novel ring-opened urinary metabolite of benzene
    • Kline SA, Robertson JF, Grotz VL, Goldstein BD, Witz G, Identification of 6-hydroxy-trans,trans-2,4-hexadienoic acid, a novel ring-opened urinary metabolite of benzene. Environ Health Perspect 101:310-312 (1993).
    • (1993) Environ Health Perspect , vol.101 , pp. 310-312
    • Kline, S.A.1    Robertson, J.F.2    Grotz, V.L.3    Goldstein, B.D.4    Witz, G.5
  • 19
    • 0142230243 scopus 로고
    • Urinary S-phenyl mercapturic acid and phenylguanine as indicators of benzene exposure
    • Ho MH, Dillion HK, eds, New York: John Wiley & Sons
    • Müller G, Koelbl M, Hegar M, Norpoth K. Urinary S-phenyl mercapturic acid and phenylguanine as indicators of benzene exposure. In: Biological Monitoring of Exposure to Chemicals, Organic Compounds (Ho MH, Dillion HK, eds), New York: John Wiley & Sons, 1987;91-98.
    • (1987) Biological Monitoring of Exposure to Chemicals, Organic Compounds , pp. 91-98
    • Müller, G.1    Koelbl, M.2    Hegar, M.3    Norpoth, K.4
  • 21
    • 0027524747 scopus 로고
    • 5, microsomal epoxide hydrolase, and glutathione transferases:Evidence for an important role of microsomal epoxide hydrolase in the formation of hydroquinone
    • 5, microsomal epoxide hydrolase, and glutathione transferases:evidence for an important role of microsomal epoxide hydrolase in the formation of hydroquinone. Toxicol Appl Pharmacol 122:172-181 (1993).
    • (1993) Toxicol Appl Pharmacol , vol.122 , pp. 172-181
    • Snyder, R.1    Chepiga, T.2    Yang, C.S.3    Thomas, H.4    Platt, K.5    Oesch, F.6
  • 22
    • 0018933403 scopus 로고
    • Effects of principle hydroxy-metabolites of benzene on microtubule polymerization
    • Irons RD, Neptun DA. Effects of principle hydroxy-metabolites of benzene on microtubule polymerization. Arch Toxicol 45:297-305 (1980).
    • (1980) Arch Toxicol , vol.45 , pp. 297-305
    • Irons, R.D.1    Neptun, D.A.2
  • 23
    • 0021050765 scopus 로고
    • Alteration of lymphocyte function by quinones through sulfhydryl-dependent disruption of microtubule assembly
    • Pfeiffer RW, Irons RD. Alteration of lymphocyte function by quinones through sulfhydryl-dependent disruption of microtubule assembly. Int J Immunopharmacol 5:463-470 (1983).
    • (1983) Int J Immunopharmacol , vol.5 , pp. 463-470
    • Pfeiffer, R.W.1    Irons, R.D.2
  • 24
    • 0028142468 scopus 로고
    • A perspective on benzene leukemogenesis
    • Snyder R, Kalf GF. A perspective on benzene leukemogenesis. Crit Rev Toxicol 24(3): 177-209(1994).
    • (1994) Crit Rev Toxicol , vol.24 , Issue.3 , pp. 177-209
    • Snyder, R.1    Kalf, G.F.2
  • 25
    • 0017861686 scopus 로고
    • Binding of labeled benzene metabolites in mouse liver and bone marrow
    • Snyder R, Lee EW, Kocsis JJ. Binding of labeled benzene metabolites in mouse liver and bone marrow. Res Commun Chem Pathol Pharmacol 20:191-194 (1978).
    • (1978) Res Commun Chem Pathol Pharmacol , vol.20 , pp. 191-194
    • Snyder, R.1    Lee, E.W.2    Kocsis, J.J.3
  • 26
    • 0017694845 scopus 로고
    • Mechanism of the carcinogenic action of benzene: Irreversible binding to rat liver DNA
    • Lutz WK, Schlatter CH. Mechanism of the carcinogenic action of benzene: irreversible binding to rat liver DNA. Chem Biol Interact 18:241-245 (1979).
    • (1979) Chem Biol Interact , vol.18 , pp. 241-245
    • Lutz, W.K.1    Schlatter, C.H.2
  • 27
    • 0019837701 scopus 로고
    • Influence of strain differences in mice in the metabolism and toxicity of benzene
    • Longacre S, Kocsis JJ, Snyder R. Influence of strain differences in mice in the metabolism and toxicity of benzene. Toxicol Appl Pharmacol 60:398-409 (1981).
    • (1981) Toxicol Appl Pharmacol , vol.60 , pp. 398-409
    • Longacre, S.1    Kocsis, J.J.2    Snyder, R.3
  • 28
    • 0021342242 scopus 로고
    • Covalent binding of benzene and its metabolites to DNA in rabbit bone marrow mitochondria in vitro
    • Rushmore T, Kalf G, Snyder R. Covalent binding of benzene and its metabolites to DNA in rabbit bone marrow mitochondria in vitro. Chem Biol Interact 49:133-154 (1984).
    • (1984) Chem Biol Interact , vol.49 , pp. 133-154
    • Rushmore, T.1    Kalf, G.2    Snyder, R.3
  • 29
    • 0025353305 scopus 로고
    • Synthesis and characterization of deoxyguanosine-benzoquinone adducts
    • Jowa L, Witz G, Snydet R, Winkle S, Kalf GF. Synthesis and characterization of deoxyguanosine-benzoquinone adducts. J Appl Toxicol 10:47-54 (1990).
    • (1990) J Appl Toxicol , vol.10 , pp. 47-54
    • Jowa, L.1    Witz, G.2    Snydet, R.3    Winkle, S.4    Kalf, G.F.5
  • 31
    • 0026019338 scopus 로고
    • 32P-postlabeling of DNA reacted with p-benzoquinone
    • 32P-postlabeling of DNA reacted with p-benzoquinone. Chem Res Toxicol 4:199-202 (1991).
    • (1991) Chem Res Toxicol , vol.4 , pp. 199-202
    • Pongracz, K.1    Bodell, W.J.2
  • 33
    • 0022243221 scopus 로고
    • In vivo and in vitro binding of benzene to nucleic acids and proteins of various rat and mouse organs
    • Arfellini G, Grilli S, Colaci A, Mazzullo M, Parodi G. In vivo and in vitro binding of benzene to nucleic acids and proteins of various rat and mouse organs. Cancer Lett 28:159-168 (1985).
    • (1985) Cancer Lett , vol.28 , pp. 159-168
    • Arfellini, G.1    Grilli, S.2    Colaci, A.3    Mazzullo, M.4    Parodi, G.5
  • 35
    • 0023605430 scopus 로고
    • The HL-60 promyelocytic leukemia cell line: Proliferation, differentiation and cellular oncogene expression
    • Collins SJ. The HL-60 promyelocytic leukemia cell line: proliferation, differentiation and cellular oncogene expression. Blood 70:1233-1244 (1987).
    • (1987) Blood , vol.70 , pp. 1233-1244
    • Collins, S.J.1
  • 36
    • 0026780553 scopus 로고
    • Potentiation of DNA adduct formation in HL-60 cells by combinations of benzene metabolites
    • Levay G, Bodell WJ. Potentiation of DNA adduct formation in HL-60 cells by combinations of benzene metabolites. Proc Natl Acad Sci USA 89:7105-7109 (1992).
    • (1992) Proc Natl Acad Sci USA , vol.89 , pp. 7105-7109
    • Levay, G.1    Bodell, W.J.2
  • 37
    • 0027517496 scopus 로고
    • Peroxidase activation of hydroquinone results in the formation of DNA adducts in HL-60 cells, mouse bone marrow macrophages and human bone marrow
    • Levay G, Ross D, Bodell WJ. Peroxidase activation of hydroquinone results in the formation of DNA adducts in HL-60 cells, mouse bone marrow macrophages and human bone marrow. Carcinogenesis 14:2329-2334 (1993).
    • (1993) Carcinogenesis , vol.14 , pp. 2329-2334
    • Levay, G.1    Ross, D.2    Bodell, W.J.3
  • 38
    • 0030025872 scopus 로고    scopus 로고
    • Effects of benzene metabolite treatment on DNA adduct formation and granulocytic differentiation in HL-60 cells
    • Hedli CC, Rao NR, Reuhl KR, Witmer CM, Snyder R. Effects of benzene metabolite treatment on DNA adduct formation and granulocytic differentiation in HL-60 cells. Arch Toxicol 70:135-145 (1996).
    • (1996) Arch Toxicol , vol.70 , pp. 135-145
    • Hedli, C.C.1    Rao, N.R.2    Reuhl, K.R.3    Witmer, C.M.4    Snyder, R.5
  • 39
    • 84910558165 scopus 로고
    • An introduction to the biological chemistry of oxygen
    • Banister JV, Bannister WH, eds. New York:Elsevier
    • Williams RJP. An introduction to the biological chemistry of oxygen. In: The Biology and Chemistry of Oxygen (Banister JV, Bannister WH, eds). New York:Elsevier, 1984.
    • (1984) The Biology and Chemistry of Oxygen
    • Williams, R.J.P.1
  • 40
    • 0028298505 scopus 로고
    • NADPH-cytochrome reductase catalyzed redox cycling of 1,4-benzoquinone; hampered at physiological conditions, initiated at increased pH values
    • Boersma GM, Balvers WG, Boeren S, Vervoorr J, Rietjens IMCM. NADPH-cytochrome reductase catalyzed redox cycling of 1,4-benzoquinone; hampered at physiological conditions, initiated at increased pH values. Biochem Pharmacol 47:1994-1955 (1994).
    • (1994) Biochem Pharmacol , vol.47 , pp. 1994-11955
    • Boersma, G.M.1    Balvers, W.G.2    Boeren, S.3    Vervoorr, J.4    Rietjens, I.M.C.M.5
  • 41
    • 0024244274 scopus 로고
    • Reductive addition of glutathione to p-benzoquinone, 2-hydroxy-p-benzoquinone, and p-benzoquinone epoxides. Effect of hydroxy- and glutathionyl substituents on p-benzoquinone autooxidation
    • Brunmark A, Cadenas E. Reductive addition of glutathione to p-benzoquinone, 2-hydroxy-p-benzoquinone, and p-benzoquinone epoxides. Effect of hydroxy- and glutathionyl substituents on p-benzoquinone autooxidation. Chem Biol Interact 86:273-298 (1988).
    • (1988) Chem Biol Interact , vol.86 , pp. 273-298
    • Brunmark, A.1    Cadenas, E.2
  • 42
    • 0029112628 scopus 로고
    • Oxidative modifications produced in HL-60 cells on exposure to benzene metabolites
    • Rao NR, Snyder R. Oxidative modifications produced in HL-60 cells on exposure to benzene metabolites. J Appl Toxicol 15:403-409 (1995)
    • (1995) J Appl Toxicol , vol.15 , pp. 403-409
    • Rao, N.R.1    Snyder, R.2
  • 43
    • 0019732940 scopus 로고
    • The use of ferrokinetics in the study of experimental anemia
    • Lee EW, Kocsis JJ, Snyder R. The use of ferrokinetics in the study of experimental anemia. Environ Health Perspect 39:29-37 (1981).
    • (1981) Environ Health Perspect , vol.39 , pp. 29-37
    • Lee, E.W.1    Kocsis, J.J.2    Snyder, R.3
  • 45
    • 0026559409 scopus 로고
    • Mutagenic specificity of oxygen radicals produced by human leukemia cells
    • Reid TM, Loeb AL. Mutagenic specificity of oxygen radicals produced by human leukemia cells. Cancer Res 52:1082-1086 (1992).
    • (1992) Cancer Res , vol.52 , pp. 1082-1086
    • Reid, T.M.1    Loeb, A.L.2
  • 47
    • 0020625894 scopus 로고
    • Flow cytometric studies of oxidative product formation by neutrophills: A graded response to membrane stimulation
    • Bass DA, Parce JW, Dechatlet LR, Szejda P, Seeds MC, Thomas M. Flow cytometric studies of oxidative product formation by neutrophills: a graded response to membrane stimulation. J Immunol 130:1910-1917 (1983).
    • (1983) J Immunol , vol.130 , pp. 1910-1917
    • Bass, D.A.1    Parce, J.W.2    Dechatlet, L.R.3    Szejda, P.4    Seeds, M.C.5    Thomas, M.6
  • 48
    • 0014484419 scopus 로고
    • Purification of myeloperoxidase from the bone marrow of the guinea pig
    • Himmelhoch HR, Evans WH, Mage MG, Peterson EA. Purification of myeloperoxidase from the bone marrow of the guinea pig. Biochemistry 8:9194-9197 (1969).
    • (1969) Biochemistry , vol.8 , pp. 9194-9197
    • Himmelhoch, H.R.1    Evans, W.H.2    Mage, M.G.3    Peterson, E.A.4
  • 49
    • 0021318441 scopus 로고
    • Catalase in vitro
    • Aebi H. Catalase in vitro. Methods Enzymol 105:121-126 (1984).
    • (1984) Methods Enzymol , vol.105 , pp. 121-126
    • Aebi, H.1
  • 50
    • 0016272750 scopus 로고
    • Involvement of superoxide anion radical in the autooxidation of pyrogallol and a convenient assay for superoxide dismutase
    • Marklund S, Marklund G. Involvement of superoxide anion radical in the autooxidation of pyrogallol and a convenient assay for superoxide dismutase. Eur J Biochem 47:469-474 (1974).
    • (1974) Eur J Biochem , vol.47 , pp. 469-474
    • Marklund, S.1    Marklund, G.2
  • 51
    • 0016208606 scopus 로고
    • Determination of platelet and leukocyte vitamin C and the levels found in normal subjects
    • Attwood KC, Roley EE, Ross J, Bradley F, Kramer JJ. Determination of platelet and leukocyte vitamin C and the levels found in normal subjects. Clin Chim Acta 54:95-105 (1974).
    • (1974) Clin Chim Acta , vol.54 , pp. 95-105
    • Attwood, K.C.1    Roley, E.E.2    Ross, J.3    Bradley, F.4    Kramer, J.J.5
  • 52
    • 73649194769 scopus 로고
    • Improved method for the determination of blood glutathione
    • Beutler E, Duron D, Kelly BM. Improved method for the determination of blood glutathione. J Lab Clin Med 61:882-886 (1963).
    • (1963) J Lab Clin Med , vol.61 , pp. 882-886
    • Beutler, E.1    Duron, D.2    Kelly, B.M.3


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