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Volumn 52, Issue 11, 1992, Pages 3035-3042

Comparative Metabolism in Vitro of a Novel Carcinogenic Polycyclic Aromatic Hydrocarbon, l929394-Tetrahydro-7912-dimethylbenz[a]anthracene9 and Its Two Regioisomeric B-Ring Fluoro Analogues

Author keywords

[No Author keywords available]

Indexed keywords

7,12 DIMETHYLBENZ[A]ANTHRACENE; ANTHRACENE DERIVATIVE; FLUORINE; OXYGEN; POLYCYCLIC AROMATIC HYDROCARBON; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

EID: 0026629185     PISSN: 00085472     EISSN: 15387445     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (10)

References (50)
  • 1
    • 0016328890 scopus 로고
    • Metabolic activation of benzo[a]pyrene proceeds by a diol-epoxide
    • Sims, P., Grover, P. L., Swaisland, A., Pal, K., and Hewer, A. Metabolic activation of benzo[a]pyrene proceeds by a diol-epoxide. Nature (Lond.), 252:326-328, 1974.
    • (1974) Nature (Lond.) , vol.252 , pp. 326-328
    • Sims, P.1    Grover, P.L.2    Swaisland, A.3    Pal, K.4    Hewer, A.5
  • 2
    • 0020431144 scopus 로고
    • Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons.
    • Conney, A. H. Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons. Cancer Res., 42:4875-4917, 1982.
    • (1982) Cancer Res. , vol.42 , pp. 4875-4917
    • Conney, A.H.1
  • 3
    • 0018139369 scopus 로고
    • Evidence that benzo(a]anthracene 3,4-diol-1,2-epoxide is an ultimate carcinogen on mouse skin
    • Levin, W., Thakker, D. R., Wood, A. W., Chang, R. L., Lehr, R. E., Jenna, D. M., and Conney, A. H. Evidence that benzo(a]anthracene 3,4-diol-1,2-epoxide is an ultimate carcinogen on mouse skin. Cancer Res., 38: 1705-1710, 1978.
    • (1978) Cancer Res. , vol.38 , pp. 1705-1710
    • Levin, W.1    Thakker, D.R.2    Wood, A.W.3    Chang, R.L.4    Lehr, R.E.5    Jenna, D.M.6    Conney, A.H.7
  • 4
    • 0017654331 scopus 로고
    • Metabolic activation of the carcinogen 7,12-dimethylbenz[a]anthracene for DNA binding
    • Moschel, R. C., Baird, W. M., and Dipple, A. Metabolic activation of the carcinogen 7,12-dimethylbenz[a]anthracene for DNA binding. Biochem. Biophys. Res. Commun., 76:1092-1098, 1977.
    • (1977) Biochem. Biophys. Res. Commun. , vol.76 , pp. 1092-1098
    • Moschel, R.C.1    Baird, W.M.2    Dipple, A.3
  • 6
    • 0002624809 scopus 로고
    • Polynuclear aromatic carcinogens
    • Dipple, A., Moschel, R. C., and Bigger, C. A. H. Polynuclear aromatic carcinogens. In: C. E. Searle (ed.), Chemical Carcinogens, ACS Monograph 182, Vol. 1, pp. 41-163. Washington, DC: American Chemical Society, 1984.
    • (1984) , pp. 41-163
    • Dipple, A.1    Moschel, R.C.2    Bigger, C.A.H.3
  • 8
    • 0000149592 scopus 로고
    • Polycyclic aromatic hydrocarbons: metabolism, activation, and tumour initiation
    • C. S. Cooper and P. L. Grover (eds.), New York: Springer-Verlag
    • Hall, M., and Grover, P. L. Polycyclic aromatic hydrocarbons: metabolism, activation, and tumour initiation. In: C. S. Cooper and P. L. Grover (eds.), Handbook of Experimental Pharmacology: Chemical Carcinogenesis and Mutagenesis, Vol. 94/1, pp. 327-372. New York: Springer-Verlag, 1990.
    • (1990) Handbook of Experimental Pharmacology: Chemical Carcinogenesis and Mutagenesis , vol.94 , Issue.1 , pp. 327-372
    • Hall, M.1    Grover, P.L.2
  • 9
    • 0017886568 scopus 로고
    • Multiple regions of metabolic activation of carcinogenic hydrocarbons
    • Harvey, R. G., and Dunne, F. B. Multiple regions of metabolic activation of carcinogenic hydrocarbons. Nature (Lond.), 273:566-568,1978.
    • (1978) Nature (Lond.) , vol.273 , pp. 566-568
    • Harvey, R.G.1    Dunne, F.B.2
  • 10
    • 0021063615 scopus 로고
    • Skin carcinogenesis tests in mice of derivatives of 7,12-dimethylbenz[a]anthracene substituted in the “A ring
    • Lijinsky, W., Manning, W. B., and Andrews, A. W. Skin carcinogenesis tests in mice of derivatives of 7,12-dimethylbenz[a]anthracene substituted in the “A ring. Carcinogenesis (Lond.), 4: 1221-1224,1983.
    • (1983) Carcinogenesis (Lond.) , vol.4 , pp. 1221-1224
    • Lijinsky, W.1    Manning, W.B.2    Andrews, A.W.3
  • 11
    • 0019831322 scopus 로고
    • Characteristics of benzo(a]pyrene and A-ring reduced 7,12-dimethyl-benz[a]anthracene induced neoplastic transformation of human cells in vitro
    • Tejwani, R., Witiak, D. T., Inbasekaran, M. N., Cazer, F. D., and Milo, G. E. Characteristics of benzo(a]pyrene and A-ring reduced 7,12-dimethyl-benz[a]anthracene induced neoplastic transformation of human cells in vitro. Cancer Lett., 13: 119-127, 1981.
    • (1981) Cancer Lett. , vol.13 , pp. 119-127
    • Tejwani, R.1    Witiak, D.T.2    Inbasekaran, M.N.3    Cazer, F.D.4    Milo, G.E.5
  • 12
    • 0025193162 scopus 로고
    • Cytotoxicity, anchorage-independent growth, and DNA adduct formation in human neonatal fibroblasts by l,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracene (TH-DMBA), its six aryl fluoro regiomers, and an exo methylene tautomer
    • Kumari, H. L., Milo, G. E., and Witiak, D. T. Cytotoxicity, anchorage-independent growth, and DNA adduct formation in human neonatal fibroblasts by l,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracene (TH-DMBA), its six aryl fluoro regiomers, and an exo methylene tautomer. Teratog. Carcinog. Mutagen., 10: 247-262, 1990.
    • (1990) Teratog. Carcinog. Mutagen. , vol.10 , pp. 247-262
    • Kumari, H.L.1    Milo, G.E.2    Witiak, D.T.3
  • 13
    • 0019933638 scopus 로고
    • Tumor-initiating activity of 4-fluoro-7,12-dimethylbenz(aj anthracene and l,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracene in female SENCAR mice
    • DiGiovanni, J., Diamond, L., Singer, J. M., Daniel, F. B., Witiak, D. T., and Slaga, T. J. Tumor-initiating activity of 4-fluoro-7,12-dimethylbenz(aj anthracene and l,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracene in female SENCAR mice. Carcinogenesis (Lond.), 3:651-655,1982.
    • (1982) Carcinogenesis (Lond.) , vol.3 , pp. 651-655
    • DiGiovanni, J.1    Diamond, L.2    Singer, J.M.3    Daniel, F.B.4    Witiak, D.T.5    Slaga, T.J.6
  • 14
    • 0018888458 scopus 로고
    • Synthesis and mutagenicity of A-ring reduced analogues of 7,12-dimethylbenz[a]an-thracene
    • Inbasekaran, M. N., Witiak, D. T., Barone, K., and Loper, J. C. Synthesis and mutagenicity of A-ring reduced analogues of 7,12-dimethylbenz[a]an-thracene. J. Med. Chem., 23:278-281, 1980.
    • (1980) J. Med. Chem. , vol.23 , pp. 278-281
    • Inbasekaran, M.N.1    Witiak, D.T.2    Barone, K.3    Loper, J.C.4
  • 15
    • 0019802495 scopus 로고
    • A study of steric and electronic factors governing the position of biofunctionalization of the benz(a]anthra-cene nucleus: metabolism in vitro of fluoro-and methyl-substituted analogs
    • Sheik, Y. M., Hart, R. W., and Witiak, D. T. A study of steric and electronic factors governing the position of biofunctionalization of the benz(a]anthra-cene nucleus: metabolism in vitro of fluoro-and methyl-substituted analogs. Bioorg. Chem., 10:429-442,1981.
    • (1981) Bioorg. Chem. , vol.10 , pp. 429-442
    • Sheik, Y.M.1    Hart, R.W.2    Witiak, D.T.3
  • 16
    • 0021340004 scopus 로고
    • Stereoselectivity of rat liver microsomal enzymes in the metabolism of 7-fluorobenz(a]anthracene and mutagenicity of metabolites
    • Chiu, P-L., Fu, P. P., and Yang, S. K. Stereoselectivity of rat liver microsomal enzymes in the metabolism of 7-fluorobenz(a]anthracene and mutagenicity of metabolites. Cancer Res., 44: 562-570,1984.
    • (1984) Cancer Res. , vol.44 , pp. 562-570
    • Chiu, P-L.1    Fu, P.P.2    Yang, S.K.3
  • 19
    • 0022539345 scopus 로고
    • Correlation between formation of a specific hydrocarbon-deoxyribonucleoside adduct and tumor-initiating activity of 7,12-dimethylbenz[a]anthracene and its 9-and 10-monofluoro derivatives in mice
    • DiGiovanni, J., Sawyer, T. W., and Fisher, E. P. Correlation between formation of a specific hydrocarbon-deoxyribonucleoside adduct and tumor-initiating activity of 7,12-dimethylbenz[a]anthracene and its 9-and 10-monofluoro derivatives in mice. Cancer Res., 46:4336-4341,1986.
    • (1986) Cancer Res. , vol.46 , pp. 4336-4341
    • DiGiovanni, J.1    Sawyer, T.W.2    Fisher, E.P.3
  • 20
    • 0018777779 scopus 로고
    • Mutagenicity and tumor-initiating activity of fluorinated derivatives of 7,12-dimethylbenz[a]anthracene
    • Huberman, E., and Slaga, T. J. Mutagenicity and tumor-initiating activity of fluorinated derivatives of 7,12-dimethylbenz[a]anthracene. Cancer Res., 39: 411-414,1979.
    • (1979) Cancer Res. , vol.39 , pp. 411-414
    • Huberman, E.1    Slaga, T.J.2
  • 22
    • 0018817225 scopus 로고
    • Oxygen activation by cytochrome P-450
    • White, R. E., and Coon, M. J. Oxygen activation by cytochrome P-450. Annu. Rev. Biochem., 49:315-336, 1980.
    • (1980) Annu. Rev. Biochem. , vol.49 , pp. 315-336
    • White, R.E.1    Coon, M.J.2
  • 23
    • 0344615676 scopus 로고
    • The 5-, 6-, and 10-fluoro-1,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracenes: comparative acid catalyzed isomerization to exo methylene tautomers: a 6-fluoro peri effect
    • Witiak, D. T., Abood, N. A., Goswami, S., and Milo, G. E. The 5-, 6-, and 10-fluoro-1,2,3,4-tetrahydro-7,12-dimethylbenz[a]anthracenes: comparative acid catalyzed isomerization to exo methylene tautomers: a 6-fluoro peri effect. J. Org. Chem., 51:4499-4507, 1986.
    • (1986) J. Org. Chem. , vol.51 , pp. 4499-4507
    • Witiak, D.T.1    Abood, N.A.2    Goswami, S.3    Milo, G.E.4
  • 24
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes: evidence for its hemoprotein nature
    • Omura, T., and Sato, R. The carbon monoxide-binding pigment of liver microsomes: evidence for its hemoprotein nature. J. Biol. Chem., 239:23702378, 1964.
    • (1964) J. Biol. Chem. , vol.239
    • Omura, T.1    Sato, R.2
  • 25
    • 0018349395 scopus 로고
    • Potential proximate carcinogens of 7,12-dimethylbenz[a]anthracene: characterization of two metabolically formed fran5-3,4-dihydrodiols
    • Yang, S. K., Chou, M. W., and Roller, P. P. Potential proximate carcinogens of 7,12-dimethylbenz[a]anthracene: characterization of two metabolically formed fran5-3,4-dihydrodiols. J. Am. Chem. Soc., 101:237-239, 1979.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 237-239
    • Yang, S.K.1    Chou, M.W.2    Roller, P.P.3
  • 27
    • 0018252547 scopus 로고
    • Identification of four fro/w-3,4-dihydrodiol metabolites of 7,12-dimethylbenz[a]anthracene and their in vitro DNA-binding activities upon further metabolism
    • Chou, M. W., and Yang, S. K. Identification of four fro/w-3,4-dihydrodiol metabolites of 7,12-dimethylbenz[a]anthracene and their in vitro DNA-binding activities upon further metabolism. Proc. Natl. Acad. Sci. USA, 75: 5466-5470,1989.
    • (1989) Proc. Natl. Acad. Sci. USA , vol.75 , pp. 5466-5470
    • Chou, M.W.1    Yang, S.K.2
  • 28
    • 84956415905 scopus 로고
    • Metabolism of polycyclic compounds: the metabolism of 7,12-dimethylbenz[a]anthracene by rat-liver homogenates
    • Boyland, E., and Sims, P. Metabolism of polycyclic compounds: the metabolism of 7,12-dimethylbenz[a]anthracene by rat-liver homogenates. Biochem. J., 95: 780-787,1965.
    • (1965) Biochem. J. , vol.95 , pp. 780-787
    • Boyland, E.1    Sims, P.2
  • 29
    • 0014004929 scopus 로고
    • Protective action of polycyclic hydrocarbons against induction of adrenal necrosis by dimethylbenzanthracene
    • Jellinck, P. H., and Goudy, B. Protective action of polycyclic hydrocarbons against induction of adrenal necrosis by dimethylbenzanthracene. Science (Washington DC), 152:1375-1376, 1966.
    • (1966) Science (Washington DC) , vol.152 , pp. 1375-1376
    • Jellinck, P.H.1    Goudy, B.2
  • 30
    • 0016802523 scopus 로고
    • Metabolic pathways 7,12-dimethylbenz[a] anthracene in hepatic microsomes
    • Yang, S. K., and Dower, W. V. Metabolic pathways 7,12-dimethylbenz[a] anthracene in hepatic microsomes. Proc. Natl. Acad. Sci. USA, 72: 26012605, 1975.
    • (1975) Proc. Natl. Acad. Sci. USA , vol.72
    • Yang, S.K.1    Dower, W.V.2
  • 31
    • 0018760135 scopus 로고
    • Comparative metabolism and DNA binding of 7,12-dimethylbenz(a]anthracene and its weakly carcinogenic 5-fluoro analog
    • Daniel, F. B., Cazer, F. D., D'Ambrosio, S. M., Hart, R. W., Kim, W. H., and Witiak, D. T. Comparative metabolism and DNA binding of 7,12-dimethylbenz(a]anthracene and its weakly carcinogenic 5-fluoro analog. Cancer Lett., 6:263-272, 1979.
    • (1979) Cancer Lett. , vol.6 , pp. 263-272
    • Daniel, F.B.1    Cazer, F.D.2    D'Ambrosio, S.M.3    Hart, R.W.4    Kim, W.H.5    Witiak, D.T.6
  • 32
    • 0023227662 scopus 로고
    • Distribution, covalent binding, and DNA adduct formation of 7,12-dimethylbenz[a]anthracene in SENCAR and BALB/c mice following topical and oral administration
    • Morse, M. A., Baird, W. M., and Carlson, G. P. Distribution, covalent binding, and DNA adduct formation of 7,12-dimethylbenz[a]anthracene in SENCAR and BALB/c mice following topical and oral administration. Cancer Res., 47:4571-4575, 1987.
    • (1987) Cancer Res. , vol.47 , pp. 4571-4575
    • Morse, M.A.1    Baird, W.M.2    Carlson, G.P.3
  • 33
    • 0018757754 scopus 로고
    • Potent tumor-initiating activity of the 3,4-dihydrodiol of 7,12-dimethylbenz(o)anthracene in mouse skin
    • Slaga, T. J., Gleason, G. L., DiGiovanni, J., Sukumavan, K. B., and Harvey, R. G. Potent tumor-initiating activity of the 3,4-dihydrodiol of 7,12-dimethylbenz(o)anthracene in mouse skin. Cancer Res., 39:1934-1936,1979.
    • (1979) Cancer Res. , vol.39 , pp. 1934-1936
    • Slaga, T.J.1    Gleason, G.L.2    DiGiovanni, J.3    Sukumavan, K.B.4    Harvey, R.G.5
  • 34
    • 0018941622 scopus 로고
    • Carcinogenicity and mutagenicity of the 3,4-dihydrodiols and other metabolites of 7,12-dimethylbenz[fl]anthracene and its hydroxymethyl derivatives
    • Wislocki, P. G., Gadek, K. M., Chou, M. W., Yang, S. K., and Lu, A. Y. H. Carcinogenicity and mutagenicity of the 3,4-dihydrodiols and other metabolites of 7,12-dimethylbenz[fl]anthracene and its hydroxymethyl derivatives. Cancer Res., 40:3661-3664, 1980.
    • (1980) Cancer Res. , vol.40 , pp. 3661-3664
    • Wislocki, P.G.1    Gadek, K.M.2    Chou, M.W.3    Yang, S.K.4    Lu, A.Y.H.5
  • 35
    • 0018842986 scopus 로고
    • Additional evidence for the involvement of the 3,4-diol-1,2-oxides in the metabolic activation of 7,12-dimethylbenz[a]anthracene in mouse skin
    • Copper, C. S., Ribeiro, O., Hewer, A., Walsh, C., Grover, P. L., and Sims, P. Additional evidence for the involvement of the 3,4-diol-1,2-oxides in the metabolic activation of 7,12-dimethylbenz[a]anthracene in mouse skin. Chem.-Biol. Interact., 29:357-367,1980.
    • (1980) Chem.-Biol. Interact. , vol.29 , pp. 357-367
    • Copper, C.S.1    Ribeiro, O.2    Hewer, A.3    Walsh, C.4    Grover, P.L.5    Sims, P.6
  • 36
    • 0021042171 scopus 로고
    • Products of binding of 7,12-dimethylbenz[a]anthracene to DNA in mouse skin
    • Bigger, C. A. H., Sawicki, J. T., Blake, D. M., Raymond, L. G., and Dipple, A. Products of binding of 7,12-dimethylbenz[a]anthracene to DNA in mouse skin. Cancer Res., 43:5647-5651, 1983.
    • (1983) Cancer Res. , vol.43 , pp. 5647-5651
    • Bigger, C.A.H.1    Sawicki, J.T.2    Blake, D.M.3    Raymond, L.G.4    Dipple, A.5
  • 37
    • 0020616418 scopus 로고
    • Evidence that binding of 7,12-dimethylbenz[a]anthracene to DNA in mouse embryo cell cultures results in extensive substitution of both adenine and guanine residues
    • Dipple, A., Pigott, M., Moschel, R. C., and Costantino, N. Evidence that binding of 7,12-dimethylbenz[a]anthracene to DNA in mouse embryo cell cultures results in extensive substitution of both adenine and guanine residues. Cancer Res., 43:4132-4135,1983.
    • (1983) Cancer Res. , vol.43 , pp. 4132-4135
    • Dipple, A.1    Pigott, M.2    Moschel, R.C.3    Costantino, N.4
  • 38
    • 0018148126 scopus 로고
    • Cell and microsome mediated binding of 7,12-dimethyl-benz[a]anthracene to DNA studied by fluorescence spectroscopy.
    • Ivanovic, V., Geacintov, N. E., Jefferey, A. M., Fu, P. P., Harvey, R. G., and Weinstein, L. B. Cell and microsome mediated binding of 7,12-dimethyl-benz[a]anthracene to DNA studied by fluorescence spectroscopy. Cancer Lett., 4:131-140,1978.
    • (1978) Cancer Lett. , vol.4 , pp. 131-140
    • Ivanovic, V.1    Geacintov, N.E.2    Jefferey, A.M.3    Fu, P.P.4    Harvey, R.G.5    Weinstein, L.B.6
  • 39
    • 0020044747 scopus 로고
    • A 7-hydroxymethyl sulfate ester as an active metabolite of 7,12-dimethylbenz[a]anthracene
    • Watabe, T., Ishizuka, T., Isobe, M., and Ozawa, N. A 7-hydroxymethyl sulfate ester as an active metabolite of 7,12-dimethylbenz[a]anthracene. Science (Washington DC), 215:403-405, 1982.
    • (1982) Science (Washington DC) , vol.215 , pp. 403-405
    • Watabe, T.1    Ishizuka, T.2    Isobe, M.3    Ozawa, N.4
  • 40
    • 0019972077 scopus 로고
    • The role of L-region methyl substituents in the metabolic activation of the potent carcinogen, 7,12-dimethylbenz[a]anthra-cene (DMBA)
    • Watabe, T., and Ishizuka, T. The role of L-region methyl substituents in the metabolic activation of the potent carcinogen, 7,12-dimethylbenz[a]anthra-cene (DMBA). J. Pharm. Dyn., 5: S-57, 1982.
    • (1982) J. Pharm. Dyn. , vol.5
    • Watabe, T.1    Ishizuka, T.2
  • 41
    • 0020579992 scopus 로고
    • Covalent binding of the proximate carcinogen, 7-hydroxymethyl-12-methylbenz(a] anthracene (7-HMBA) to rat liver cytosolic protein via 7-HMBA sulphate
    • Watabe, T., Ishizuka, T., Hakamata, Y., Aizawa, T., and Isobe, M. Covalent binding of the proximate carcinogen, 7-hydroxymethyl-12-methylbenz(a] anthracene (7-HMBA) to rat liver cytosolic protein via 7-HMBA sulphate. Biochem. Pharmacol., 32:2120-2122,1983.
    • (1983) Biochem. Pharmacol. , vol.32 , pp. 2120-2122
    • Watabe, T.1    Ishizuka, T.2    Hakamata, Y.3    Aizawa, T.4    Isobe, M.5
  • 42
    • 0023190875 scopus 로고
    • Hepatic DNA and RNA adduct formation from the carcinogen 7-hydroxymethyl-12-methyl-benz[a]anthracene and its electrophilic sulfuric acid ester metabolite in preweanling rats and mice
    • Surh, Y-J., Lai, C-C., Miller, J. A., and Miller, E. C. Hepatic DNA and RNA adduct formation from the carcinogen 7-hydroxymethyl-12-methyl-benz[a]anthracene and its electrophilic sulfuric acid ester metabolite in preweanling rats and mice. Biochem. Biophys. Res. Commun., 144: 576-582, 1987.
    • (1987) Biochem. Biophys. Res. Commun. , vol.144 , pp. 576-582
    • Surh, Y-J.1    Lai, C-C.2    Miller, J.A.3    Miller, E.C.4
  • 43
    • 84915899800 scopus 로고
    • Hepatic metabolic activation and nucleic acid adducts of 6-hydroxymethylbenzo[a] pyrene (HMBP) and 7-hydroxymethyl-12-methylbenz[a]anthracene via electrophilic sulfuric acid esters in infant rats and mice
    • Surh, Y-J., Lai, C-C., Liem, A., Miller, E. C., and Miller, J. A. Hepatic metabolic activation and nucleic acid adducts of 6-hydroxymethylbenzo[a] pyrene (HMBP) and 7-hydroxymethyl-12-methylbenz[a]anthracene via electrophilic sulfuric acid esters in infant rats and mice. Proc. Am. Assoc. Cancer Res., 30: 121, 1989.
    • (1989) Proc. Am. Assoc. Cancer Res. , vol.30
    • Surh, Y-J.1    Lai, C-C.2    Liem, A.3    Miller, E.C.4    Miller, J.A.5
  • 44
    • 0022410125 scopus 로고
    • A reactive hydroxymethyl sulfate ester formed regioselectively from the carcinogen, 7,12-di-methylbenz[a]anthracene, by rat liver sulfotransferase
    • Watabe, T., Hiratsuka, A., Ogura, K., and Endoh, K. A reactive hydroxymethyl sulfate ester formed regioselectively from the carcinogen, 7,12-di-methylbenz[a]anthracene, by rat liver sulfotransferase. Biochem. Biophys. Res. Commun., 131:694-699,1985.
    • (1985) Biochem. Biophys. Res. Commun. , vol.131 , pp. 694-699
    • Watabe, T.1    Hiratsuka, A.2    Ogura, K.3    Endoh, K.4
  • 45
    • 0024374662 scopus 로고
    • Metabolic activation of the carcinogen 6-hydroxymethylbenzo(a)pyrene: formation of an electrophilic sulfuric acid ester and benzylic DNA adducts in rat liver in vivo and in reactions in vitro
    • Surh, Y-J., Liem, A., Miller, E. C., and Miller, J. A. Metabolic activation of the carcinogen 6-hydroxymethylbenzo(a)pyrene: formation of an electrophilic sulfuric acid ester and benzylic DNA adducts in rat liver in vivo and in reactions in vitro. Carcinogenesis (Lond.), 10:1519-1528,1989.
    • (1989) Carcinogenesis (Lond.) , vol.10 , pp. 1519-1528
    • Surh, Y-J.1    Liem, A.2    Miller, E.C.3    Miller, J.A.4
  • 46
    • 0025090958 scopus 로고
    • Metabolic activation of 9-hydroxymethyl-10-methylanthracene and 1-hydroxymethyl pyrene to electrophilic, mutagenic, and tumorigenic sulfuric acid esters by rat hepatic sulfotransferase activity
    • Surh, Y-J., Blomquist, J. C., Liem, A., and Miller, J. A. Metabolic activation of 9-hydroxymethyl-10-methylanthracene and 1-hydroxymethyl pyrene to electrophilic, mutagenic, and tumorigenic sulfuric acid esters by rat hepatic sulfotransferase activity. Carcinogenesis (Lond.), 11:1451-1460,1990.
    • (1990) Carcinogenesis (Lond.) , vol.11 , pp. 1451-1460
    • Surh, Y-J.1    Liem, A.2    Miller, J.A.3
  • 47
    • 0022614236 scopus 로고
    • A hydroxymethyl sulphate ester as an active metabolite of the carcinogen, 5-hydroxymethyl-chrysene
    • Okuda, H., Hiratsuka, A., Nojima, H., and Watabe, T. A hydroxymethyl sulphate ester as an active metabolite of the carcinogen, 5-hydroxymethyl-chrysene. Biochem. Pharmacol., 35:538-541,1986.
    • (1986) Biochem. Pharmacol. , vol.35 , pp. 538-541
    • Okuda, H.1    Hiratsuka, A.2    Nojima, H.3    Watabe, T.4
  • 48
    • 0025147564 scopus 로고
    • The strong hepatocar-cinogenicity of the electrophilic and mutagenic metabolite 6-sulfooxymethyl-benzo[a]pyrene and its formation of benzylic DNA adducts in the livers of infant male B6C3Fi mice
    • Surh, Y-J., Liem, A., Miller, E. C., and Miller, J. A. The strong hepatocar-cinogenicity of the electrophilic and mutagenic metabolite 6-sulfooxymethyl-benzo[a]pyrene and its formation of benzylic DNA adducts in the livers of infant male B6C3Fi mice. Biochem. Biophys. Res. Commun., 172: 85-91, 1990.
    • (1990) Biochem. Biophys. Res. Commun. , vol.172 , pp. 85-91
    • Surh, Y-J.1    Liem, A.2    Miller, E.C.3    Miller, J.A.4
  • 49
    • 84914460186 scopus 로고
    • Studies in carcinogenesis, methyl derivatives of l:2-benzanthra-cene
    • Shear, M. J. Studies in carcinogenesis, methyl derivatives of l:2-benzanthra-cene. Am. J. Cancer, 33:499-537,1938.
    • (1938) Am. J. Cancer , vol.33 , pp. 499-537
    • Shear, M.J.1
  • 50
    • 84968961952 scopus 로고
    • Metabolism of polyaromatic hydrocarbons by human fibroblasts
    • In: G. E. Milo and B. C. Casto (eds.), Boca Raton, FL: CRC Press
    • Witiak, D. T., and Nair, R. V. Metabolism of polyaromatic hydrocarbons by human fibroblasts. In: G. E. Milo and B. C. Casto (eds.), Transformation of Human Diploid Fibroblast: Molecular and Genetic Mechanisms, pp. 175-193. Boca Raton, FL: CRC Press, 1990.
    • (1990) Transformation of Human Diploid Fibroblast: Molecular and Genetic Mechanisms , pp. 175-193
    • Witiak, D.T.1    Nair, R.V.2


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