메뉴 건너뛰기




Volumn 260, Issue 1-3, 2009, Pages 16-27

Toxicity and metabolism of methylnaphthalenes: Comparison with naphthalene and 1-nitronaphthalene

Author keywords

1 Methylnaphthalene; 1 Nitronaphthalene; 2 Methylnaphthalene; Clara cells; Cytochrome P450; Dimethylnaphthalenes; Naphthalene; Nasal toxicity; Respiratory tract

Indexed keywords

1 METHYLNAPHTHALENE; 1 NITRONAPHTHALENE; 2 ISOPROPYLNAPHTHALENE; 2 METHYLNAPHTHALENE; 2,6 DIISOPROPYLNAPHTHALENE; CELL PROTEIN; CYTOCHROME P450; EPOXIDE; GLUTATHIONE; NAPHTHALENE; NAPHTHALENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 67349149647     PISSN: 0300483X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tox.2009.03.002     Document Type: Review
Times cited : (38)

References (109)
  • 2
    • 0034751637 scopus 로고    scopus 로고
    • Toxicity and carcinogenicity study in f344 rats following 2 years of whole-body exposure to naphthalene vapors
    • Abdo K.M., Grumbein S., Chou B.J., and Herbert R. Toxicity and carcinogenicity study in f344 rats following 2 years of whole-body exposure to naphthalene vapors. Inhal. Toxicol. 13 (2001) 931-950
    • (2001) Inhal. Toxicol. , vol.13 , pp. 931-950
    • Abdo, K.M.1    Grumbein, S.2    Chou, B.J.3    Herbert, R.4
  • 5
    • 67349116570 scopus 로고    scopus 로고
    • Anon, 1984. Handbook on manufactured gas plant sites. Environmental Research and Technology Inc. Prepared for utility solid waste activities group, Superfund committee. Project # P-D215.
    • Anon, 1984. Handbook on manufactured gas plant sites. Environmental Research and Technology Inc. Prepared for utility solid waste activities group, Superfund committee. Project # P-D215.
  • 6
    • 37049084985 scopus 로고
    • Determination of some two- and three-ring aromatic hydrocarbons by combined gas chromatography and fluorescence spectrometry
    • Bagheri H., and Creaser C.S. Determination of some two- and three-ring aromatic hydrocarbons by combined gas chromatography and fluorescence spectrometry. Analyst 113 (1988) 1175-1178
    • (1988) Analyst , vol.113 , pp. 1175-1178
    • Bagheri, H.1    Creaser, C.S.2
  • 8
    • 13244258413 scopus 로고    scopus 로고
    • Bioactivation of the pulmonary toxicants naphthalene and 1-nitronaphthalene by rat CYP2F4
    • Baldwin R.M., Shultz M.A., and Buckpitt A.R. Bioactivation of the pulmonary toxicants naphthalene and 1-nitronaphthalene by rat CYP2F4. J. Pharmacol. Exp. Ther. 312 (2005) 857-865
    • (2005) J. Pharmacol. Exp. Ther. , vol.312 , pp. 857-865
    • Baldwin, R.M.1    Shultz, M.A.2    Buckpitt, A.R.3
  • 9
    • 0018077010 scopus 로고
    • Polycyclic aromatic hydrocarbons in the work atmosphere. I. Determination in an aluminum reduction plant
    • Bjorseth A., Bjorseth O., and Fjeldstad P.E. Polycyclic aromatic hydrocarbons in the work atmosphere. I. Determination in an aluminum reduction plant. Scand. J. Work Environ. Health 4 (1978) 212-223
    • (1978) Scand. J. Work Environ. Health , vol.4 , pp. 212-223
    • Bjorseth, A.1    Bjorseth, O.2    Fjeldstad, P.E.3
  • 10
    • 0036236050 scopus 로고    scopus 로고
    • Identification of the cytochromes P450 that catalyze coumarin 3,4-epoxidation and 3-hydroxylation
    • Born S.L., Caudill D.K., Fliter L., and Purdon M.P. Identification of the cytochromes P450 that catalyze coumarin 3,4-epoxidation and 3-hydroxylation. Drug Metab. Dispos. 30 (2002) 483-487
    • (2002) Drug Metab. Dispos. , vol.30 , pp. 483-487
    • Born, S.L.1    Caudill, D.K.2    Fliter, L.3    Purdon, M.P.4
  • 11
    • 0019469723 scopus 로고
    • Metabolism of 2-methylnaphthalene to isomeric dihydrodiols by hepatic microsomes of rat and rainbow trout
    • Breger R.K., Franklin R.B., and Lech J.J. Metabolism of 2-methylnaphthalene to isomeric dihydrodiols by hepatic microsomes of rat and rainbow trout. Drug Metab. Dispos. 9 (1981) 88-93
    • (1981) Drug Metab. Dispos. , vol.9 , pp. 88-93
    • Breger, R.K.1    Franklin, R.B.2    Lech, J.J.3
  • 12
    • 0020624133 scopus 로고
    • Further structural analysis of rat liver microsomal metabolites of 2-methylnaphthalene
    • Breger R., Novak R., Franklin R., Rickert D., and Lech J. Further structural analysis of rat liver microsomal metabolites of 2-methylnaphthalene. Drug Metab. Dispos. 11 (1983) 319-323
    • (1983) Drug Metab. Dispos. , vol.11 , pp. 319-323
    • Breger, R.1    Novak, R.2    Franklin, R.3    Rickert, D.4    Lech, J.5
  • 13
    • 44449111829 scopus 로고    scopus 로고
    • Critical assessment of the genetic toxicity of naphthalene
    • Brusick D. Critical assessment of the genetic toxicity of naphthalene. Regul. Toxicol. Pharmacol. 51 (2008) S37-S42
    • (2008) Regul. Toxicol. Pharmacol. , vol.51
    • Brusick, D.1
  • 14
    • 0021746997 scopus 로고
    • Hepatic and pulmonary microsomal metabolism of naphthalene to glutathione adducts: factors affecting the relative rates of conjugate formation
    • Buckpitt A.R., Bahnson L.S., and Franklin R.B. Hepatic and pulmonary microsomal metabolism of naphthalene to glutathione adducts: factors affecting the relative rates of conjugate formation. J. Pharmacol. Exp. Ther. 231 (1984) 291-300
    • (1984) J. Pharmacol. Exp. Ther. , vol.231 , pp. 291-300
    • Buckpitt, A.R.1    Bahnson, L.S.2    Franklin, R.B.3
  • 16
    • 0028855791 scopus 로고
    • Relationship of cytochrome P450 activity to Clara cell cytotoxicity. IV. Metabolism of naphthalene and naphthalene oxide in microdissected airways from mice, rats and hamsters
    • Buckpitt A., Chang A., Weir A., Van Winkle L., Duan X., Philpot R.M., and Plopper C.G. Relationship of cytochrome P450 activity to Clara cell cytotoxicity. IV. Metabolism of naphthalene and naphthalene oxide in microdissected airways from mice, rats and hamsters. Mol. Pharmacol. 47 (1995) 74-81
    • (1995) Mol. Pharmacol. , vol.47 , pp. 74-81
    • Buckpitt, A.1    Chang, A.2    Weir, A.3    Van Winkle, L.4    Duan, X.5    Philpot, R.M.6    Plopper, C.G.7
  • 17
    • 0020632392 scopus 로고
    • Evidence for hepatic formation, export and covalent binding of reactive naphthalene metabolites in extrahepatic tissues in vivo
    • Buckpitt A.R., and Warren D.L. Evidence for hepatic formation, export and covalent binding of reactive naphthalene metabolites in extrahepatic tissues in vivo. J. Pharmacol. Exp. Ther. 225 (1983) 8-16
    • (1983) J. Pharmacol. Exp. Ther. , vol.225 , pp. 8-16
    • Buckpitt, A.R.1    Warren, D.L.2
  • 19
    • 0018674969 scopus 로고
    • Glutathione and mercapturic acid conjugations in the metabolism of naphthalene and 1-naphthyl N-methylcarbamate (carbaryl)
    • Chen K., and Dorough H. Glutathione and mercapturic acid conjugations in the metabolism of naphthalene and 1-naphthyl N-methylcarbamate (carbaryl). Drug Chem. Toxcol. 2 (1979) 331-354
    • (1979) Drug Chem. Toxcol. , vol.2 , pp. 331-354
    • Chen, K.1    Dorough, H.2
  • 20
    • 29944447220 scopus 로고    scopus 로고
    • In vitro metabolism of naphthalene by human liver microsomal cytochrome P450 enzymes
    • Cho T.M., Rose R.L., and Hodgson E. In vitro metabolism of naphthalene by human liver microsomal cytochrome P450 enzymes. Drug Metab. Dispos. 34 (2006) 176-183
    • (2006) Drug Metab. Dispos. , vol.34 , pp. 176-183
    • Cho, T.M.1    Rose, R.L.2    Hodgson, E.3
  • 22
    • 0037478407 scopus 로고    scopus 로고
    • Human extrahepatic cytochromes P450: function in xenobiotic metabolism and tissue-selective chemical toxicity in the respiratory and gastrointestinal tracts
    • Ding X., and Kaminsky L.S. Human extrahepatic cytochromes P450: function in xenobiotic metabolism and tissue-selective chemical toxicity in the respiratory and gastrointestinal tracts. Annu. Rev. Pharmacol. Toxicol. 43 (2003) 149-173
    • (2003) Annu. Rev. Pharmacol. Toxicol. , vol.43 , pp. 149-173
    • Ding, X.1    Kaminsky, L.S.2
  • 23
    • 0023202104 scopus 로고
    • Pulmonary toxicity of naphthalene derivatives in the rat
    • Dinsdale D., and Verschoyle R.D. Pulmonary toxicity of naphthalene derivatives in the rat. Arch. Toxicol. Suppl. 11 (1987) 288-291
    • (1987) Arch. Toxicol. Suppl. , vol.11 , pp. 288-291
    • Dinsdale, D.1    Verschoyle, R.D.2
  • 24
    • 67349197335 scopus 로고    scopus 로고
    • Nasal epithelial lesions in rats following an acute inhalation exposure to naphthalene vapor at low concentrations
    • abs
    • Dodd, D.E., James, R.A., Gross, E.A., Miller, R.A., Piccirillo, V.J., Wong, B.A., 2008. Nasal epithelial lesions in rats following an acute inhalation exposure to naphthalene vapor at low concentrations. Toxicologist, 510 abs.
    • (2008) Toxicologist , vol.510
    • Dodd, D.E.1    James, R.A.2    Gross, E.A.3    Miller, R.A.4    Piccirillo, V.J.5    Wong, B.A.6
  • 25
    • 0021188119 scopus 로고
    • Identification of ring oxidized metabolites of 1-nitropyrene in the feces and urine of germfree F344 rats
    • el Bayoumy K., Reddy B., and Hecht S.S. Identification of ring oxidized metabolites of 1-nitropyrene in the feces and urine of germfree F344 rats. Carcinogenesis 5 (1984) 1371-1373
    • (1984) Carcinogenesis , vol.5 , pp. 1371-1373
    • el Bayoumy, K.1    Reddy, B.2    Hecht, S.S.3
  • 27
    • 7444249128 scopus 로고    scopus 로고
    • Increased vulnerability of neonatal rats and mice to 1-nitronaphthalene-induced pulmonary injury
    • Fanucchi M.V., Day K.C., Clay C.C., and Plopper G.C. Increased vulnerability of neonatal rats and mice to 1-nitronaphthalene-induced pulmonary injury. Toxicol. Appl. Pharmacol. 201 (2004) 53-65
    • (2004) Toxicol. Appl. Pharmacol. , vol.201 , pp. 53-65
    • Fanucchi, M.V.1    Day, K.C.2    Clay, C.C.3    Plopper, G.C.4
  • 28
    • 0036861835 scopus 로고    scopus 로고
    • Investigation of the presence of amino and nitro polycyclic aromatic hydrocarbons in a Soderberg primary aluminum smelter
    • Farant J.P., and Ogilvie D. Investigation of the presence of amino and nitro polycyclic aromatic hydrocarbons in a Soderberg primary aluminum smelter. AIHA J. 63 (2002) 721-725
    • (2002) AIHA J. , vol.63 , pp. 721-725
    • Farant, J.P.1    Ogilvie, D.2
  • 29
    • 0001935054 scopus 로고
    • Naphthalene and 2-methylnaphthalene-induced pulmonary bronchiolar epithelial cell necrosis: metabolism and relationship to toxicity
    • Gram T. (Ed), Pergamon Press, New York
    • Franklin R., Plopper C., and Buckpitt A. Naphthalene and 2-methylnaphthalene-induced pulmonary bronchiolar epithelial cell necrosis: metabolism and relationship to toxicity. In: Gram T. (Ed). Metabolic Activation and Toxicity of Chemical Agents to Lung Tissue and Cells (1993), Pergamon Press, New York 123-144
    • (1993) Metabolic Activation and Toxicity of Chemical Agents to Lung Tissue and Cells , pp. 123-144
    • Franklin, R.1    Plopper, C.2    Buckpitt, A.3
  • 30
    • 41849093006 scopus 로고    scopus 로고
    • Human cytochrome P450 2A13 efficiently metabolizes chemicals in air pollutants: naphthalene, styrene, and toluene
    • Fukami T., Katoh M., Yamazaki H., Yokoi T., and Nakajima M. Human cytochrome P450 2A13 efficiently metabolizes chemicals in air pollutants: naphthalene, styrene, and toluene. Chem. Res. Toxicol. 21 (2008) 720-725
    • (2008) Chem. Res. Toxicol. , vol.21 , pp. 720-725
    • Fukami, T.1    Katoh, M.2    Yamazaki, H.3    Yokoi, T.4    Nakajima, M.5
  • 32
    • 0034130030 scopus 로고    scopus 로고
    • Combining cell culture analogue reactor designs and PBPK models to probe mechanisms of naphthalene toxicity
    • Ghanem A., and Shuler M.L. Combining cell culture analogue reactor designs and PBPK models to probe mechanisms of naphthalene toxicity. Biotechnol. Prog. 16 (2000) 334-345
    • (2000) Biotechnol. Prog. , vol.16 , pp. 334-345
    • Ghanem, A.1    Shuler, M.L.2
  • 33
    • 0019998011 scopus 로고
    • Effects of inducers and inhibitors of cytochrome P-450-linked monooxygenases on the toxicity, in vitro metabolism and in vivo irreversible binding of 2-methylnaphthalene in mice
    • Griffin K.A., Johnson C.B., Breger R.K., and Franklin R.B. Effects of inducers and inhibitors of cytochrome P-450-linked monooxygenases on the toxicity, in vitro metabolism and in vivo irreversible binding of 2-methylnaphthalene in mice. J. Pharmacol. Exp. Ther. 221 (1982) 517-524
    • (1982) J. Pharmacol. Exp. Ther. , vol.221 , pp. 517-524
    • Griffin, K.A.1    Johnson, C.B.2    Breger, R.K.3    Franklin, R.B.4
  • 34
    • 0019858310 scopus 로고
    • Pulmonary toxicity, hepatic, and extrahepatic metabolism of 2-methylnaphthalene in mice
    • Griffin K.A., Johnson C.B., Breger R.K., and Franklin R.B. Pulmonary toxicity, hepatic, and extrahepatic metabolism of 2-methylnaphthalene in mice. Toxicol. Appl. Pharmacol. 61 (1981) 185-196
    • (1981) Toxicol. Appl. Pharmacol. , vol.61 , pp. 185-196
    • Griffin, K.A.1    Johnson, C.B.2    Breger, R.K.3    Franklin, R.B.4
  • 35
    • 0020558632 scopus 로고
    • Pulmonary toxicity of 2-methylnaphthalene: lack of a relationship between toxicity, dihydrodiol formation and irreversible binding to cellular macromolecules in DBA/2J mice
    • Griffin K.A., Johnson C.B., Breger R.K., and Franklin R.B. Pulmonary toxicity of 2-methylnaphthalene: lack of a relationship between toxicity, dihydrodiol formation and irreversible binding to cellular macromolecules in DBA/2J mice. Toxicology 26 (1983) 213-230
    • (1983) Toxicology , vol.26 , pp. 213-230
    • Griffin, K.A.1    Johnson, C.B.2    Breger, R.K.3    Franklin, R.B.4
  • 36
    • 0033094454 scopus 로고    scopus 로고
    • Grosovsky, A.J., Sasaki, J.C., Arey, J., Eastmond, D.A., Parks, K.K., Atkinson, R., 1999. Evaluation of the potential health effects of the atmospheric reaction products of polycyclic aromatic hydrocarbons. Health Effects Institute, Research Report # 84, Boston, MA, pp. 1-29.
    • Grosovsky, A.J., Sasaki, J.C., Arey, J., Eastmond, D.A., Parks, K.K., Atkinson, R., 1999. Evaluation of the potential health effects of the atmospheric reaction products of polycyclic aromatic hydrocarbons. Health Effects Institute, Research Report # 84, Boston, MA, pp. 1-29.
  • 37
    • 0030222675 scopus 로고    scopus 로고
    • The contribution of nitro and methylnitronaphthalenes to the vapor phase mutagenicity of ambient air samples
    • Gupta P., Harger W., and Arey J. The contribution of nitro and methylnitronaphthalenes to the vapor phase mutagenicity of ambient air samples. Atmos. Environ. 30 (1996) 3157-3166
    • (1996) Atmos. Environ. , vol.30 , pp. 3157-3166
    • Gupta, P.1    Harger, W.2    Arey, J.3
  • 38
    • 0032586064 scopus 로고    scopus 로고
    • The metabolism and disposition of 1-nitronaphthalene in the male Sprague Dawley rat
    • Halladay J., Sauer J., and Sipes I. The metabolism and disposition of 1-nitronaphthalene in the male Sprague Dawley rat. Drug Metab. Dispos. 27 (1999) 1456-1465
    • (1999) Drug Metab. Dispos. , vol.27 , pp. 1456-1465
    • Halladay, J.1    Sauer, J.2    Sipes, I.3
  • 39
    • 0028989491 scopus 로고
    • Structural basis of selective cytochrome P450 inhibition
    • Halpert J.R. Structural basis of selective cytochrome P450 inhibition. Ann. Rev. Pharmacol. Toxicol. 35 (1995) 29-53
    • (1995) Ann. Rev. Pharmacol. Toxicol. , vol.35 , pp. 29-53
    • Halpert, J.R.1
  • 40
    • 0021081082 scopus 로고
    • Hydrocarbon gases emitted from vehicles on the road 2. Determination of emission rates from diesel and spark-ignition vehicles
    • Hampton C.V., Pierson W.R., Schuetzie D., and Harver T.M. Hydrocarbon gases emitted from vehicles on the road 2. Determination of emission rates from diesel and spark-ignition vehicles. Environ. Sci. Technol. 17 (1983) 699-708
    • (1983) Environ. Sci. Technol. , vol.17 , pp. 699-708
    • Hampton, C.V.1    Pierson, W.R.2    Schuetzie, D.3    Harver, T.M.4
  • 41
    • 0023214474 scopus 로고
    • Identification and determination of urinary metabolites of 2-isopropylnaphthalene in rabbits
    • Honda T., Fukada A., Kiyozumi M., and Kojima S. Identification and determination of urinary metabolites of 2-isopropylnaphthalene in rabbits. Eur. J. Drug Metab. Pharmacokinet. 12 (1987) 11-16
    • (1987) Eur. J. Drug Metab. Pharmacokinet. , vol.12 , pp. 11-16
    • Honda, T.1    Fukada, A.2    Kiyozumi, M.3    Kojima, S.4
  • 42
    • 0025602247 scopus 로고
    • Alkylnaphthalene. XI. Pulmonary toxicity of naphthalene, 2-methylnaphthalene, and isopropylnaphthalenes in mice
    • Honda T., Kiyozumi M., and Kojima S. Alkylnaphthalene. XI. Pulmonary toxicity of naphthalene, 2-methylnaphthalene, and isopropylnaphthalenes in mice. Chem. Pharm. Bull. (Tokyo) 38 (1990) 3130-3135
    • (1990) Chem. Pharm. Bull. (Tokyo) , vol.38 , pp. 3130-3135
    • Honda, T.1    Kiyozumi, M.2    Kojima, S.3
  • 43
    • 0344074486 scopus 로고    scopus 로고
    • Metabolism and toxicity of diisopropylnaphthalene as compared to naphthalene and monoalkyl naphthalenes: a minireview
    • Hoke H., and Zellerhoff R. Metabolism and toxicity of diisopropylnaphthalene as compared to naphthalene and monoalkyl naphthalenes: a minireview. Toxicology 126 (1998) 1-7
    • (1998) Toxicology , vol.126 , pp. 1-7
    • Hoke, H.1    Zellerhoff, R.2
  • 48
    • 0037025533 scopus 로고    scopus 로고
    • Disposition and metabolism of 1,6-dimethylnaphthalene in rats
    • Kilanowicz A., Sapota A., and Czerski B. Disposition and metabolism of 1,6-dimethylnaphthalene in rats. Toxicol. Lett. 134 (2002) 227-235
    • (2002) Toxicol. Lett. , vol.134 , pp. 227-235
    • Kilanowicz, A.1    Sapota, A.2    Czerski, B.3
  • 49
    • 0032452461 scopus 로고    scopus 로고
    • Disposition and metabolism of 1,2-dimethylnaphthalene in rats
    • Kilanowicz A., and Sapota A. Disposition and metabolism of 1,2-dimethylnaphthalene in rats. Int. J. Occup. Med. Environ. Health 11 (1998) 305-317
    • (1998) Int. J. Occup. Med. Environ. Health , vol.11 , pp. 305-317
    • Kilanowicz, A.1    Sapota, A.2
  • 50
    • 33746683271 scopus 로고    scopus 로고
    • Dermal absorption and penetration of jet fuel components in humans
    • Kim D., Andersen M.E., and Nylander-French L.A. Dermal absorption and penetration of jet fuel components in humans. Toxicol. Lett. 165 (2006) 11-21
    • (2006) Toxicol. Lett. , vol.165 , pp. 11-21
    • Kim, D.1    Andersen, M.E.2    Nylander-French, L.A.3
  • 51
    • 43349083210 scopus 로고    scopus 로고
    • Polycyclic aromatic hydrocarbons in edible grain: a pilot study of agricultural crops as a human exposure pathway for environmental contaminants using wheat as a model crop
    • Kobayashi R., Okamoto R.A., Maddalena R.L., and Kado N.Y. Polycyclic aromatic hydrocarbons in edible grain: a pilot study of agricultural crops as a human exposure pathway for environmental contaminants using wheat as a model crop. Environ. Res. 107 (2008) 145-151
    • (2008) Environ. Res. , vol.107 , pp. 145-151
    • Kobayashi, R.1    Okamoto, R.A.2    Maddalena, R.L.3    Kado, N.Y.4
  • 54
    • 0032462251 scopus 로고    scopus 로고
    • Toxic effects of acute inhalation exposure to 1-methylnaphthalene and 2-methylnaphthalene in experimental animals
    • Korsak Z., Majcherek W., and Rydzynski K. Toxic effects of acute inhalation exposure to 1-methylnaphthalene and 2-methylnaphthalene in experimental animals. Int. J. Occup. Med. Environ. Health 11 (1998) 335-342
    • (1998) Int. J. Occup. Med. Environ. Health , vol.11 , pp. 335-342
    • Korsak, Z.1    Majcherek, W.2    Rydzynski, K.3
  • 55
    • 0023774685 scopus 로고
    • Analysis of the cytogenetic effect in human lymphocytes induced by metabolically activated 1- and 2-methylnaphthalene
    • Kulka U., Schmid E., Huber R., and Bauchinger M. Analysis of the cytogenetic effect in human lymphocytes induced by metabolically activated 1- and 2-methylnaphthalene. Mutat. Res. 208 (1988) 155-158
    • (1988) Mutat. Res. , vol.208 , pp. 155-158
    • Kulka, U.1    Schmid, E.2    Huber, R.3    Bauchinger, M.4
  • 56
    • 0030433048 scopus 로고    scopus 로고
    • Cellular and metabolic basis of Clara cell tolerance to multiple doses of cytochrome P450-activated cytotoxicants. I: Bronchiolar epithelial reorganization and expression of cytochrome P450 monooxygenases in mice exposed to multiple doses of naphthalene
    • Lakritz J., Chang A., Weir A., Nishio S., Hyde D., Philpot R., Buckpitt A., and Plopper C. Cellular and metabolic basis of Clara cell tolerance to multiple doses of cytochrome P450-activated cytotoxicants. I: Bronchiolar epithelial reorganization and expression of cytochrome P450 monooxygenases in mice exposed to multiple doses of naphthalene. J. Pharmacol. Exp. Ther. 278 (1996) 1408-1418
    • (1996) J. Pharmacol. Exp. Ther. , vol.278 , pp. 1408-1418
    • Lakritz, J.1    Chang, A.2    Weir, A.3    Nishio, S.4    Hyde, D.5    Philpot, R.6    Buckpitt, A.7    Plopper, C.8
  • 57
    • 23044515789 scopus 로고    scopus 로고
    • In situ naphthalene bioactivation and nasal airflow cause region-specific injury patterns in the nasal mucosa of rats exposed to naphthalene by inhalation
    • Lee M.G., Phimister A., Morin D., Buckpitt A., and Plopper C. In situ naphthalene bioactivation and nasal airflow cause region-specific injury patterns in the nasal mucosa of rats exposed to naphthalene by inhalation. J. Pharmacol. Exp. Ther. 314 (2005) 103-110
    • (2005) J. Pharmacol. Exp. Ther. , vol.314 , pp. 103-110
    • Lee, M.G.1    Phimister, A.2    Morin, D.3    Buckpitt, A.4    Plopper, C.5
  • 58
    • 40649086897 scopus 로고    scopus 로고
    • Long-term ozone exposure attenuates 1-nitronaphthalene-induced cytotoxicity in nasal mucosa
    • Lee M.G., Wheelock A.M., Boland B., and Plopper C.G. Long-term ozone exposure attenuates 1-nitronaphthalene-induced cytotoxicity in nasal mucosa. Am. J. Respir. Cell Mol. Biol. 38 (2008) 300-309
    • (2008) Am. J. Respir. Cell Mol. Biol. , vol.38 , pp. 300-309
    • Lee, M.G.1    Wheelock, A.M.2    Boland, B.3    Plopper, C.G.4
  • 60
    • 0017348354 scopus 로고
    • Morphology of a naphthalene-induced bronchiolar lesion
    • Mahvi D., Bank H., and Harley R. Morphology of a naphthalene-induced bronchiolar lesion. Am. J. Pathol. 86 (1977) 559-572
    • (1977) Am. J. Pathol. , vol.86 , pp. 559-572
    • Mahvi, D.1    Bank, H.2    Harley, R.3
  • 61
    • 0022383140 scopus 로고
    • Metabolism of 2-methylnaphthalene by rat and rainbow trout hepatic microsomes and purified cytochromes P-450
    • Melancon M.J., Williams D.E., Buhler D.R., and Lech J.J. Metabolism of 2-methylnaphthalene by rat and rainbow trout hepatic microsomes and purified cytochromes P-450. Drug Metab. Dispos. 13 (1985) 542-547
    • (1985) Drug Metab. Dispos. , vol.13 , pp. 542-547
    • Melancon, M.J.1    Williams, D.E.2    Buhler, D.R.3    Lech, J.J.4
  • 62
    • 0020033910 scopus 로고
    • Metabolism of 2-methylnaphthalene in the rat in vivo. I. Identification of 2-naphthoylglycine
    • Melancon M.J., Rickert D.E., and Lech J.J. Metabolism of 2-methylnaphthalene in the rat in vivo. I. Identification of 2-naphthoylglycine. Drug Metab. Dispos. 10 (1982) 128-133
    • (1982) Drug Metab. Dispos. , vol.10 , pp. 128-133
    • Melancon, M.J.1    Rickert, D.E.2    Lech, J.J.3
  • 63
    • 0027201063 scopus 로고
    • Chronic toxicity and carcinogenicity studies of 1-methylnaphthalene in B6C3F1 mice
    • Murata Y., Denda A., Maruyama H., and Konishi Y. Chronic toxicity and carcinogenicity studies of 1-methylnaphthalene in B6C3F1 mice. Fundam. Appl. Toxicol. 21 (1993) 44-51
    • (1993) Fundam. Appl. Toxicol. , vol.21 , pp. 44-51
    • Murata, Y.1    Denda, A.2    Maruyama, H.3    Konishi, Y.4
  • 65
    • 0026556174 scopus 로고
    • Ultrastructural analysis of pulmonary alveolar proteinosis induced by methylnaphthalene in mice
    • Murata Y., Emi Y., Denda A., and Konishi Y. Ultrastructural analysis of pulmonary alveolar proteinosis induced by methylnaphthalene in mice. Exp. Toxicol. Pathol. 44 (1992) 47-54
    • (1992) Exp. Toxicol. Pathol. , vol.44 , pp. 47-54
    • Murata, Y.1    Emi, Y.2    Denda, A.3    Konishi, Y.4
  • 66
    • 67349273839 scopus 로고    scopus 로고
    • NIOSH: Hazard Review, 2000. Health effects of occupational exposure to asphalt. DHHS publication # 2001-110, http://www.cdc.gov/niosh/docs/2001-110/.
    • NIOSH: Hazard Review, 2000. Health effects of occupational exposure to asphalt. DHHS publication # 2001-110, http://www.cdc.gov/niosh/docs/2001-110/.
  • 69
    • 0031413514 scopus 로고    scopus 로고
    • Dose-related airway specific epithelial toxicity of 1-nitronaphthalene in rats
    • Paige R., Wong V., and Plopper C.G. Dose-related airway specific epithelial toxicity of 1-nitronaphthalene in rats. Toxicol. Appl. Pharmacol. 147 (1997) 224-233
    • (1997) Toxicol. Appl. Pharmacol. , vol.147 , pp. 224-233
    • Paige, R.1    Wong, V.2    Plopper, C.G.3
  • 70
    • 0033695753 scopus 로고    scopus 로고
    • Long-term exposure to ozone increases acute pulmonary centriacinar injury by 1-nitronaphthalene: II. Quantitative histopathology
    • Paige R.C., Wong V., and Plopper C.G. Long-term exposure to ozone increases acute pulmonary centriacinar injury by 1-nitronaphthalene: II. Quantitative histopathology. J. Pharmacol. Exp. Ther. 295 (2000) 942-950
    • (2000) J. Pharmacol. Exp. Ther. , vol.295 , pp. 942-950
    • Paige, R.C.1    Wong, V.2    Plopper, C.G.3
  • 71
    • 0036183434 scopus 로고    scopus 로고
    • Urinary naphthalene mercapturates as biomarkers of exposure and stereoselectivity of naphthalene epoxidation
    • Pakenham G., Lango J., Buonarati M., Morin D., and Buckpitt A. Urinary naphthalene mercapturates as biomarkers of exposure and stereoselectivity of naphthalene epoxidation. Drug Metab. Dispos. 30 (2002) 247-253
    • (2002) Drug Metab. Dispos. , vol.30 , pp. 247-253
    • Pakenham, G.1    Lango, J.2    Buonarati, M.3    Morin, D.4    Buckpitt, A.5
  • 72
    • 0036566018 scopus 로고    scopus 로고
    • Rate constants for the gas-phase reactions of a series of alkylnaphthalenes with the OH radical
    • Phousongphouang P.T., and Arey J. Rate constants for the gas-phase reactions of a series of alkylnaphthalenes with the OH radical. Environ. Sci. Technol. 36 (2002) 1947-1952
    • (2002) Environ. Sci. Technol. , vol.36 , pp. 1947-1952
    • Phousongphouang, P.T.1    Arey, J.2
  • 73
    • 0037437348 scopus 로고    scopus 로고
    • Rate constants for the gas-phase reactions of a series of alkylnaphthalenes with the nitrate radical
    • Phousongphouang P.T., and Arey J. Rate constants for the gas-phase reactions of a series of alkylnaphthalenes with the nitrate radical. Environ. Sci. Technol. 37 (2003) 308-313
    • (2003) Environ. Sci. Technol. , vol.37 , pp. 308-313
    • Phousongphouang, P.T.1    Arey, J.2
  • 74
    • 0002078069 scopus 로고
    • Pulmonary bronchiolar epithelial cytotoxicity: microanatomical considerations
    • Gram T.E. (Ed), Pergamon Press, New York
    • Plopper C.G. Pulmonary bronchiolar epithelial cytotoxicity: microanatomical considerations. In: Gram T.E. (Ed). Metabolic Activation and Toxicity of Chemical Agents to Lung Tissue and Cells (1993), Pergamon Press, New York 1-24
    • (1993) Metabolic Activation and Toxicity of Chemical Agents to Lung Tissue and Cells , pp. 1-24
    • Plopper, C.G.1
  • 75
    • 0025964511 scopus 로고
    • Use of microdissected airways to better define metabolism and cytotoxicity in murine bronchiolar epithelium
    • Plopper C.G., Chang A., Pang A., and Buckpitt A. Use of microdissected airways to better define metabolism and cytotoxicity in murine bronchiolar epithelium. Exp. Lung Res. 17 (1991) 181-196
    • (1991) Exp. Lung Res. , vol.17 , pp. 181-196
    • Plopper, C.G.1    Chang, A.2    Pang, A.3    Buckpitt, A.4
  • 76
    • 0026695011 scopus 로고
    • Relationship of cytochrome P-450 activity to Clara cell cytotoxicity. I. Histopathologic comparison of the respiratory tract of mice, rats and hamsters after parenteral administration of naphthalene
    • Plopper C.G., Suverkropp C., Morin D., Nishio S., and Buckpitt A. Relationship of cytochrome P-450 activity to Clara cell cytotoxicity. I. Histopathologic comparison of the respiratory tract of mice, rats and hamsters after parenteral administration of naphthalene. J. Pharmacol. Exp. Ther. 261 (1992) 353-363
    • (1992) J. Pharmacol. Exp. Ther. , vol.261 , pp. 353-363
    • Plopper, C.G.1    Suverkropp, C.2    Morin, D.3    Nishio, S.4    Buckpitt, A.5
  • 77
    • 0026453342 scopus 로고
    • Relationship of cytochrome P450 activity to Clara cell cytotoxicity. III. Morphometric comparison of changes in the epithelial populations of terminal bronchioles and lobar bronchi in mice, hamsters and rats after parenteral administration of naphthalene
    • Plopper C.G., Macklin J., Nishio S., Hyde D., and Buckpitt A. Relationship of cytochrome P450 activity to Clara cell cytotoxicity. III. Morphometric comparison of changes in the epithelial populations of terminal bronchioles and lobar bronchi in mice, hamsters and rats after parenteral administration of naphthalene. Lab Invest. 67 (1992) 553-565
    • (1992) Lab Invest. , vol.67 , pp. 553-565
    • Plopper, C.G.1    Macklin, J.2    Nishio, S.3    Hyde, D.4    Buckpitt, A.5
  • 79
    • 0033136567 scopus 로고    scopus 로고
    • Use of in vitro data for construction of a physiologically based pharmacokinetic model for naphthalene in rats and mice to probe species differences
    • Quick D.J., and Shuler M.L. Use of in vitro data for construction of a physiologically based pharmacokinetic model for naphthalene in rats and mice to probe species differences. Biotechnol. Prog. 15 (1999) 540-555
    • (1999) Biotechnol. Prog. , vol.15 , pp. 540-555
    • Quick, D.J.1    Shuler, M.L.2
  • 80
    • 0022633159 scopus 로고
    • Comparative cytotoxicity of naphthalene and its monomethyl- and mononitro-derivatives in the mouse lung
    • Rasmussen R., Do D., Kim T., and Dearden L. Comparative cytotoxicity of naphthalene and its monomethyl- and mononitro-derivatives in the mouse lung. J. Appl. Toxicol. 6 (1986) 13-20
    • (1986) J. Appl. Toxicol. , vol.6 , pp. 13-20
    • Rasmussen, R.1    Do, D.2    Kim, T.3    Dearden, L.4
  • 81
    • 0022856962 scopus 로고
    • Metabolism and macromolecular binding of 1-nitronaphthalene in the mouse
    • Rasmussen R.E. Metabolism and macromolecular binding of 1-nitronaphthalene in the mouse. Toxicology 41 (1986) 233-247
    • (1986) Toxicology , vol.41 , pp. 233-247
    • Rasmussen, R.E.1
  • 82
    • 11044232223 scopus 로고    scopus 로고
    • Atmospheric reactions influence seasonal PAH and nitro-PAH concentrations in the Los Angeles basin
    • Reisen F., and Arey J. Atmospheric reactions influence seasonal PAH and nitro-PAH concentrations in the Los Angeles basin. Environ. Sci. Technol. 39 (2005) 64-73
    • (2005) Environ. Sci. Technol. , vol.39 , pp. 64-73
    • Reisen, F.1    Arey, J.2
  • 84
    • 36749028129 scopus 로고    scopus 로고
    • Microsomal epoxide hydrolase, glutathione S-transferase P1, traffic and childhood asthma
    • Salam M.T., Lin P.C., Avol E.L., Gauderman W.J., and Gilliland F.D. Microsomal epoxide hydrolase, glutathione S-transferase P1, traffic and childhood asthma. Thorax 62 (2007) 1050-1057
    • (2007) Thorax , vol.62 , pp. 1050-1057
    • Salam, M.T.1    Lin, P.C.2    Avol, E.L.3    Gauderman, W.J.4    Gilliland, F.D.5
  • 85
    • 0031023526 scopus 로고    scopus 로고
    • An ultrastructural evaluation of acute 1-nitronaphthalene induced hepatic and pulmonary toxicity in the rat
    • Sauer J., Eversole R., Lehmann C., Johnson D., and Beuving L. An ultrastructural evaluation of acute 1-nitronaphthalene induced hepatic and pulmonary toxicity in the rat. Toxicol. Lett. 90 (1997) 19-27
    • (1997) Toxicol. Lett. , vol.90 , pp. 19-27
    • Sauer, J.1    Eversole, R.2    Lehmann, C.3    Johnson, D.4    Beuving, L.5
  • 86
    • 0029019979 scopus 로고
    • All-trans-retinol alteration of 1-nitronaphthalene-induced pulmonary and hepatic injury by modulation of associated inflammatory responses in the male Sprague-Dawley rat
    • Sauer J.M., Hooser S.B., and Sipes I.G. All-trans-retinol alteration of 1-nitronaphthalene-induced pulmonary and hepatic injury by modulation of associated inflammatory responses in the male Sprague-Dawley rat. Toxicol. Appl. Pharmacol. 133 (1995) 139-149
    • (1995) Toxicol. Appl. Pharmacol. , vol.133 , pp. 139-149
    • Sauer, J.M.1    Hooser, S.B.2    Sipes, I.G.3
  • 87
    • 0016939342 scopus 로고
    • Formation and determination of naphthalenes in cigarette smoke
    • Schmeltz I., Tosk J., and Hoffman D. Formation and determination of naphthalenes in cigarette smoke. Anal. Chem. 48 (1976) 645-650
    • (1976) Anal. Chem. , vol.48 , pp. 645-650
    • Schmeltz, I.1    Tosk, J.2    Hoffman, D.3
  • 88
    • 33748207355 scopus 로고    scopus 로고
    • The role of inflammatory mediators in the synergistic toxicity of ozone and 1-nitronaphthalene in rat airways
    • Schmelzer K.R., Wheelock A.M., Dettmer K., Morin D., and Hammock B.D. The role of inflammatory mediators in the synergistic toxicity of ozone and 1-nitronaphthalene in rat airways. Environ. Health Perspect. 114 (2006) 1354-1360
    • (2006) Environ. Health Perspect. , vol.114 , pp. 1354-1360
    • Schmelzer, K.R.1    Wheelock, A.M.2    Dettmer, K.3    Morin, D.4    Hammock, B.D.5
  • 89
    • 0035145702 scopus 로고    scopus 로고
    • Metabolic capabilities of CYP2F2 with various pulmonary toxicants and its relative abundance in mouse lung subcompartments
    • Shultz M.A., Morin D., Chang A.M., and Buckpitt A. Metabolic capabilities of CYP2F2 with various pulmonary toxicants and its relative abundance in mouse lung subcompartments. J. Pharmacol. Exp. Ther. 296 (2001) 510-519
    • (2001) J. Pharmacol. Exp. Ther. , vol.296 , pp. 510-519
    • Shultz, M.A.1    Morin, D.2    Chang, A.M.3    Buckpitt, A.4
  • 90
  • 92
    • 0020402977 scopus 로고
    • Identification of new sulfur-containing metabolites of napthalene in mouse urine
    • Stillwell W., Horning M., Griffin G., and Tsang W. Identification of new sulfur-containing metabolites of napthalene in mouse urine. Drug Metab. Dispos. 10 (1982) 624-631
    • (1982) Drug Metab. Dispos. , vol.10 , pp. 624-631
    • Stillwell, W.1    Horning, M.2    Griffin, G.3    Tsang, W.4
  • 93
    • 0020632189 scopus 로고
    • In vivo and in vitro metabolism of 2-methylnaphthalene in the guinea pig
    • Teshima R., Nagamatsu K., Ikebuchi H., Kido Y., and Terao T. In vivo and in vitro metabolism of 2-methylnaphthalene in the guinea pig. Drug Metab. Dispos. 11 (1983) 152-157
    • (1983) Drug Metab. Dispos. , vol.11 , pp. 152-157
    • Teshima, R.1    Nagamatsu, K.2    Ikebuchi, H.3    Kido, Y.4    Terao, T.5
  • 96
    • 0025105825 scopus 로고
    • Protection against chemical-induced lung injury by inhibition of pulmonary cytochrome P-450
    • Verschoyle R.D., and Dinsdale D. Protection against chemical-induced lung injury by inhibition of pulmonary cytochrome P-450. Environ. Health Perspect. 85 (1990) 95-100
    • (1990) Environ. Health Perspect. , vol.85 , pp. 95-100
    • Verschoyle, R.D.1    Dinsdale, D.2
  • 97
    • 0027362757 scopus 로고
    • 1-Nitronaphthalene toxicity in rat lung and liver: effects of inhibiting and inducing cytochrome P450 activity
    • Verschoyle R.D., Carthew P., Wolf C.R., and Dinsdale D. 1-Nitronaphthalene toxicity in rat lung and liver: effects of inhibiting and inducing cytochrome P450 activity. Toxicol. Appl. Pharmacol. 122 (1993) 208-213
    • (1993) Toxicol. Appl. Pharmacol. , vol.122 , pp. 208-213
    • Verschoyle, R.D.1    Carthew, P.2    Wolf, C.R.3    Dinsdale, D.4
  • 98
    • 34247245839 scopus 로고    scopus 로고
    • Dicarbonyl products of the OH radical-initiated reactions of naphthalene and the C1- and C2-alkylnaphthalenes
    • Wang L., Atkinson R., and Arey J. Dicarbonyl products of the OH radical-initiated reactions of naphthalene and the C1- and C2-alkylnaphthalenes. Environ. Sci. Technol. 41 (2007) 2803-2810
    • (2007) Environ. Sci. Technol. , vol.41 , pp. 2803-2810
    • Wang, L.1    Atkinson, R.2    Arey, J.3
  • 99
    • 0019942863 scopus 로고
    • Evidence for cytochrome P450 mediated metabolism in the bronchiolar damage by naphthalene
    • Warren D.L., Brown Jr. D., and Buckpitt A. Evidence for cytochrome P450 mediated metabolism in the bronchiolar damage by naphthalene. Chem. Biol. Interact. 40 (1982) 287-303
    • (1982) Chem. Biol. Interact. , vol.40 , pp. 287-303
    • Warren, D.L.1    Brown Jr., D.2    Buckpitt, A.3
  • 100
    • 0034079559 scopus 로고    scopus 로고
    • Species differences in the regio- and stereoselectivity of 1-nitronaphthalene metabolism
    • Watt K.C., and Buckpitt A.R. Species differences in the regio- and stereoselectivity of 1-nitronaphthalene metabolism. Drug Metab. Dispos. 28 (2000) 376-378
    • (2000) Drug Metab. Dispos. , vol.28 , pp. 376-378
    • Watt, K.C.1    Buckpitt, A.R.2
  • 101
    • 0032864017 scopus 로고    scopus 로고
    • Glutathione conjugation of electrophilic metabolites of 1-nitronaphthalene in rat tracheobronchial airways and liver: identification by mass spectrometry and proton nuclear magnetic resonance spectroscopy
    • Watt K., Morin D., Kurth M.J., Mercer R.S., Plopper C.G., and Buckpitt A. Glutathione conjugation of electrophilic metabolites of 1-nitronaphthalene in rat tracheobronchial airways and liver: identification by mass spectrometry and proton nuclear magnetic resonance spectroscopy. Chem. Res. Toxicol. 12 (1999) 831-839
    • (1999) Chem. Res. Toxicol. , vol.12 , pp. 831-839
    • Watt, K.1    Morin, D.2    Kurth, M.J.3    Mercer, R.S.4    Plopper, C.G.5    Buckpitt, A.6
  • 102
    • 0033928938 scopus 로고    scopus 로고
    • Elevated airway GSH resynthesis confers protection to Clara cells from naphthalene injury in mice made tolerant by repeated exposures
    • West J.A., Buckpitt A.R., and Plopper C.G. Elevated airway GSH resynthesis confers protection to Clara cells from naphthalene injury in mice made tolerant by repeated exposures. J. Pharmacol. Exp. Ther. 294 (2000) 516-523
    • (2000) J. Pharmacol. Exp. Ther. , vol.294 , pp. 516-523
    • West, J.A.1    Buckpitt, A.R.2    Plopper, C.G.3
  • 104
    • 0041380797 scopus 로고    scopus 로고
    • Repeated inhalation exposures to the bioactivated cytotoxicant naphthalene (NA) produce airway-specific Clara cell tolerance in mice
    • West J.A., Van Winkle L.S., Morin D., Fleschner C.A., Forman H.J., and Plopper C.G. Repeated inhalation exposures to the bioactivated cytotoxicant naphthalene (NA) produce airway-specific Clara cell tolerance in mice. Toxicol. Sci. 75 (2003) 161-168
    • (2003) Toxicol. Sci. , vol.75 , pp. 161-168
    • West, J.A.1    Van Winkle, L.S.2    Morin, D.3    Fleschner, C.A.4    Forman, H.J.5    Plopper, C.G.6
  • 105
    • 0036124360 scopus 로고    scopus 로고
    • Induction of tolerance to naphthalene in Clara cells is dependent on a stable phenotypic adaptation favoring maintenance of the glutathione pool
    • West J.A., Williams K.J., Toskala E., Nishio S.J., Fleschner C.A., Forman H.J., Buckpitt A.R., and Plopper C.G. Induction of tolerance to naphthalene in Clara cells is dependent on a stable phenotypic adaptation favoring maintenance of the glutathione pool. Am. J. Pathol. 160 (2002) 1115-1127
    • (2002) Am. J. Pathol. , vol.160 , pp. 1115-1127
    • West, J.A.1    Williams, K.J.2    Toskala, E.3    Nishio, S.J.4    Fleschner, C.A.5    Forman, H.J.6    Buckpitt, A.R.7    Plopper, C.G.8
  • 109
    • 35548981393 scopus 로고    scopus 로고
    • CYP2A13: variable expression and role in human lung microsomal metabolic activation of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Zhang X., D'Agostino J., Wu H., Zhang Q.Y., von Weymarn L., Murphy S.E., and Ding X. CYP2A13: variable expression and role in human lung microsomal metabolic activation of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. J. Pharmacol. Exp. Ther. 323 (2007) 570-578
    • (2007) J. Pharmacol. Exp. Ther. , vol.323 , pp. 570-578
    • Zhang, X.1    D'Agostino, J.2    Wu, H.3    Zhang, Q.Y.4    von Weymarn, L.5    Murphy, S.E.6    Ding, X.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.