메뉴 건너뛰기




Volumn 35, Issue 4, 2005, Pages 319-330

In vitro metabolism of 2,2′,3,4′,5,5′,6- heptachlorobiphenyl (CB187) by liver microsomes from rats, hamsters and guinea pigs

Author keywords

CB187; Cytochrome P450; Guinea pig; Heptachlorobiphenyl; Metabolism; Rat

Indexed keywords

2,2',3,4',5,5',6 HEPTACHLOROBIPHENYL; 4 HYDROXYHEPTACHLOROBIPHENYL; 4' HYDROXY 2,2',3,3',5,5'6 HEPTACHLOROBIPHENYL; 4' HYDROXY 2,2',3,5,5',6 HEXACHLOROBIPHENYL; BIPHENYL DERIVATIVE; CYTOCHROME P450 2B; CYTOCHROME P450 2B1; CYTOCHROME P450 2B18; DRUG METABOLITE; PROTEIN; UNCLASSIFIED DRUG;

EID: 20944443938     PISSN: 00498254     EISSN: None     Source Type: Journal    
DOI: 10.1080/00498250500087507     Document Type: Article
Times cited : (11)

References (50)
  • 1
    • 0027425934 scopus 로고
    • Identification of in vitro metabolites of 2,4,6,2′,4′, 6′-hexachlorobiphenyl from phenobarbital-treated dog liver microsomes
    • Ariyoshi N, Yoshimura H, Oguri K. 1993. Identification of in vitro metabolites of 2,4,6,2′,4′,6′-hexachlorobiphenyl from phenobarbital-treated dog liver microsomes. Biological and Pharmaceutical Bulletin 16:852-857.
    • (1993) Biological and Pharmaceutical Bulletin , vol.16 , pp. 852-857
    • Ariyoshi, N.1    Yoshimura, H.2    Oguri, K.3
  • 2
    • 0030830108 scopus 로고    scopus 로고
    • Metabolism of 2,4,5,2′,4′,5′-hexachlorobiphenyl (PCB153) in guinea pig
    • Ariyoshi N, Koga N, Yoshimura H, Oguri K. 1997. Metabolism of 2,4,5,2′,4′,5′-hexachlorobiphenyl (PCB153) in guinea pig. Xenobiotica 27:973-983.
    • (1997) Xenobiotica , vol.27 , pp. 973-983
    • Ariyoshi, N.1    Koga, N.2    Yoshimura, H.3    Oguri, K.4
  • 3
    • 0026526432 scopus 로고
    • Metabolism of 2,4,5,2′,4′,5′-hexachlorobiphenyl with liver microsomes of phenobarbital-treated dog; the possible formation of PCB 2,3-arene oxide intermediate
    • Ariyoshi N, Koga N, Oguri K, Yoshimura H. 1992. Metabolism of 2,4,5,2′,4′,5′-hexachlorobiphenyl with liver microsomes of phenobarbital-treated dog; the possible formation of PCB 2,3-arene oxide intermediate. Xenobiotica 22:1275-1290.
    • (1992) Xenobiotica , vol.22 , pp. 1275-1290
    • Ariyoshi, N.1    Koga, N.2    Oguri, K.3    Yoshimura, H.4
  • 7
    • 27244462332 scopus 로고
    • Competitive inhibition of thyroxin binding to transthyretin by monohydroxy metabolites of 3,4,3′,4′-tetrachlorobiphenyl
    • Brouwer A, Klasson-Wehler E, Bokdam M, Morse DC, Traag WA. 1990. Competitive inhibition of thyroxin binding to transthyretin by monohydroxy metabolites of 3,4,3′,4′-tetrachlorobiphenyl. Chemosphere 20:1257-1262.
    • (1990) Chemosphere , vol.20 , pp. 1257-1262
    • Brouwer, A.1    Klasson-Wehler, E.2    Bokdam, M.3    Morse, D.C.4    Traag, W.A.5
  • 9
    • 0022549680 scopus 로고
    • Binding of a metabolite of 3,4,3′,4′- tetrachlorobiphenyl to transthyretin reduces serum vitamin A transport by inhibiting the formation of the protein complex carrying both retinol and thyroxin
    • Brouwer A, van den Berg KJ. 1986. Binding of a metabolite of 3,4,3′,4′- tetrachlorobiphenyl to transthyretin reduces serum vitamin A transport by inhibiting the formation of the protein complex carrying both retinol and thyroxin. Toxicology and Applied Pharmacology 85:301-312.
    • (1986) Toxicology and Applied Pharmacology , vol.85 , pp. 301-312
    • Brouwer, A.1    Van Den Berg, K.J.2
  • 10
    • 37049043245 scopus 로고
    • A convenient new method of aromatic arylation
    • Cadogan JIG. 1962. A convenient new method of aromatic arylation. Journal of Chemical Society 4257-4258.
    • (1962) Journal of Chemical Society , pp. 4257-4258
    • Cadogan, J.I.G.1
  • 11
    • 0038336225 scopus 로고    scopus 로고
    • Hydroxylated PCBs and other chlorinated phenolic compounds in lake trout (Salvelinus namaycush) blood plasma from the Great Lakes region
    • Campbell LM, Muir DC, Whittle DM, Backus S, Norstrom RJ, Fisk AT. 2003. Hydroxylated PCBs and other chlorinated phenolic compounds in lake trout (Salvelinus namaycush) blood plasma from the Great Lakes region. Environmental Science and Technology 37:1720-1725.
    • (2003) Environmental Science and Technology , vol.37 , pp. 1720-1725
    • Campbell, L.M.1    Muir, D.C.2    Whittle, D.M.3    Backus, S.4    Norstrom, R.J.5    Fisk, A.T.6
  • 13
    • 0023351645 scopus 로고
    • Purification and characterization of the dog hepatic cytochrome P-450 isozyme responsible for the metabolism of 2,2′,4,4′,5,5′- hexachlorobiphenyl
    • Duignan DB, Sipes IG, Leonard TB, Halpert JR. 1987. Purification and characterization of the dog hepatic cytochrome P-450 isozyme responsible for the metabolism of 2,2′,4,4′,5,5′-hexachlorobiphenyl. Archives of Biochemistry and Biophysics 255:290-303.
    • (1987) Archives of Biochemistry and Biophysics , vol.255 , pp. 290-303
    • Duignan, D.B.1    Sipes, I.G.2    Leonard, T.B.3    Halpert, J.R.4
  • 15
    • 0025925464 scopus 로고
    • Polychlorinated biphenyl congeners, hexachlorobenzene and DDTs in human milk in central Italy
    • Franchi E, Focardi S. 1991. Polychlorinated biphenyl congeners, hexachlorobenzene and DDTs in human milk in central Italy. The Science of the Total Environment 102:223-228.
    • (1991) The Science of the Total Environment , vol.102 , pp. 223-228
    • Franchi, E.1    Focardi, S.2
  • 16
    • 0000766734 scopus 로고
    • PCB and PCB methyl sulfones in selected groups of seals from Swedish waters
    • Haraguchi K, Athanasiadou M, Bergman Å, Hovander L, Jensen S. 1992. PCB and PCB methyl sulfones in selected groups of seals from Swedish waters. Ambio 21:546-549.
    • (1992) Ambio , vol.21 , pp. 546-549
    • Haraguchi, K.1    Athanasiadou, M.2    Bergman, Å.3    Hovander, L.4    Jensen, S.5
  • 19
    • 0025895904 scopus 로고
    • Metabolism in vitro of 3,4,3′,4′- and 2,5,2′,5′- tetrachlorobiphenyls by rat liver microsomes and highly purified cytochrome P-450
    • Ishida C, Koga N, Hanioka H, Saeki KE, Yoshimura H. 1991. Metabolism in vitro of 3,4,3′,4′- and 2,5,2′,5′-tetrachlorobiphenyls by rat liver microsomes and highly purified cytochrome P-450. Jounal of Pharmacobio-Dynamics 14:276-284.
    • (1991) Jounal of Pharmacobio-Dynamics , vol.14 , pp. 276-284
    • Ishida, C.1    Koga, N.2    Hanioka, H.3    Saeki, K.E.4    Yoshimura, H.5
  • 20
    • 0027597736 scopus 로고
    • Estrogenic and antiestrogenic actions of PCBs in the female rat: In vitro and in vivo studies
    • Jansen HT, Cooke PS, Porcelli J, Liu TC, Hansen LG. 1993. Estrogenic and antiestrogenic actions of PCBs in the female rat: In vitro and in vivo studies. Reproductive Toxicology 7:237-248.
    • (1993) Reproductive Toxicology , vol.7 , pp. 237-248
    • Jansen, H.T.1    Cooke, P.S.2    Porcelli, J.3    Liu, T.C.4    Hansen, L.G.5
  • 21
    • 0019779039 scopus 로고
    • Metabolism of dichlorobiphenyls by highly purified isozymes of rat liver cytochrome P-450
    • Kaminsky LS, Kennedy MW, Adams SM, Guengerich FP. 1981. Metabolism of dichlorobiphenyls by highly purified isozymes of rat liver cytochrome P-450. Biochemistry 20:7379-7384.
    • (1981) Biochemistry , vol.20 , pp. 7379-7384
    • Kaminsky, L.S.1    Kennedy, M.W.2    Adams, S.M.3    Guengerich, F.P.4
  • 25
    • 0024359153 scopus 로고
    • Further studies on metabolism in vivo of 3,4,3′,4′- tetrachlorobiphenyl in rats: Identification of minor metabolites in rat faeces
    • Koga N, Beppu M, Ishida C, Yoshimura H. 1989. Further studies on metabolism in vivo of 3,4,3′,4′-tetrachlorobiphenyl in rats: Identification of minor metabolites in rat faeces. Xenobiotica 19:1307-1318.
    • (1989) Xenobiotica , vol.19 , pp. 1307-1318
    • Koga, N.1    Beppu, M.2    Ishida, C.3    Yoshimura, H.4
  • 26
    • 0025080130 scopus 로고
    • Metabolism in vivo of 3,4,5,3′,4′-pentachlorobiphenyl and toxicological assessment of the metabolite in rats
    • Koga N, Beppu M, Yoshimura H. 1990. Metabolism in vivo of 3,4,5,3′,4′-pentachlorobiphenyl and toxicological assessment of the metabolite in rats. Journal of Pharmacobio-Dynamics 13:497-506.
    • (1990) Journal of Pharmacobio-Dynamics , vol.13 , pp. 497-506
    • Koga, N.1    Beppu, M.2    Yoshimura, H.3
  • 28
    • 0035349350 scopus 로고    scopus 로고
    • Species differences in the in vitro metabolism of 2,4,5,2′, 3′,4′-hexachlorobiphenyl
    • in Japanese
    • Koga N, Kanamaru T, Oishi N, Kato Y, Kimura R, Haraguchi K, Masuda Y. 2001. Species differences in the in vitro metabolism of 2,4,5,2′,3′, 4′-hexachlorobiphenyl. Fukuoka Acta Medica 92:167-176 (in Japanese).
    • (2001) Fukuoka Acta Medica , vol.92 , pp. 167-176
    • Koga, N.1    Kanamaru, T.2    Oishi, N.3    Kato, Y.4    Kimura, R.5    Haraguchi, K.6    Masuda, Y.7
  • 30
    • 0028941480 scopus 로고
    • Purification and characterization of a newly identified isoform of cytochrome P450 responsible for 3-hydroxylation of 2,5,2′,5′- tetrachlorobiphenyl in hamster liver
    • Koga N, Kikuichi-Nishimura N, Hara T, Harada N, Ishii Y, Yamada H, Oguri K, Yoshimura H. 1995. Purification and characterization of a newly identified isoform of cytochrome P450 responsible for 3-hydroxylation of 2,5,2′,5′-tetrachlorobiphenyl in hamster liver. Archives of Biochemistry and Biophysics 317:464-470.
    • (1995) Archives of Biochemistry and Biophysics , vol.317 , pp. 464-470
    • Koga, N.1    Kikuichi-Nishimura, N.2    Hara, T.3    Harada, N.4    Ishii, Y.5    Yamada, H.6    Oguri, K.7    Yoshimura, H.8
  • 31
    • 14044260801 scopus 로고    scopus 로고
    • Metabolism of 2,3′,4,4′,5-pentachlorobiphenyl (CB118) by guinea pig liver microsomes
    • Koga N, Haraguchi K, Kanamaru T, Kato Y, Kimura R. 2002. Metabolism of 2,3′,4,4′,5-pentachlorobiphenyl (CB118) by guinea pig liver microsomes. Organohalogen Compounds 56:17-20.
    • (2002) Organohalogen Compounds , vol.56 , pp. 17-20
    • Koga, N.1    Haraguchi, K.2    Kanamaru, T.3    Kato, Y.4    Kimura, R.5
  • 32
    • 0342579713 scopus 로고    scopus 로고
    • Metabolism of PCBs and related compounds, and their toxicity
    • Kuratsune M, editor. Fukuoka, Japan: Kyushu University Press
    • Koga N, Yoshimura H. 1996. Metabolism of PCBs and related compounds, and their toxicity. In: Kuratsune M, editor. Yusho - a human disaster caused by PCBs and related compounds. Fukuoka, Japan: Kyushu University Press. pp 105-120.
    • (1996) Yusho - A Human Disaster Caused by PCBs and Related Compounds , pp. 105-120
    • Koga, N.1    Yoshimura, H.2
  • 33
    • 0023839436 scopus 로고
    • Estrogen receptor-binding activity of polychlorinated hydroxybiphenyls: Conformationally restricted structural probes
    • Korach KS, Sarver P, Chae K, McLachlan JA, McKinney JD. 1988. Estrogen receptor-binding activity of polychlorinated hydroxybiphenyls: Conformationally restricted structural probes. Molecular Pharmacology 33:120-126.
    • (1988) Molecular Pharmacology , vol.33 , pp. 120-126
    • Korach, K.S.1    Sarver, P.2    Chae, K.3    McLachlan, J.A.4    McKinney, J.D.5
  • 34
    • 0031172739 scopus 로고    scopus 로고
    • Hydroxylated polychlorinated biphenyl metabolites are anti-estrogenic in a stably transfected human breast adenocarcinoma (MCF7) cell line
    • Kramer VJ, Helferich WG, Bergman Å, Klasson-Wehler E, Giesy JP. 1997. Hydroxylated polychlorinated biphenyl metabolites are anti-estrogenic in a stably transfected human breast adenocarcinoma (MCF7) cell line. Toxicology and Applied Pharmacology 144:363-376.
    • (1997) Toxicology and Applied Pharmacology , vol.144 , pp. 363-376
    • Kramer, V.J.1    Helferich, W.G.2    Bergman, Å.3    Klasson-Wehler, E.4    Giesy, J.P.5
  • 36
    • 3242742158 scopus 로고    scopus 로고
    • Pharmacokinetics of two major hydroxylated polychlorinated biphenyl metabolites with specific retention in rat blood
    • Malmberg T, Hoogstraate J, Bergman Å, Klasson-Wehler E. 2004. Pharmacokinetics of two major hydroxylated polychlorinated biphenyl metabolites with specific retention in rat blood. Xenobiotica 34:581-589.
    • (2004) Xenobiotica , vol.34 , pp. 581-589
    • Malmberg, T.1    Hoogstraate, J.2    Bergman, Å.3    Klasson-Wehler, E.4
  • 37
    • 0033125126 scopus 로고    scopus 로고
    • Analysis of 209 PCB congeners by high separation gas chromatography/low resolution mass spectrometer
    • in Japanese
    • Mimura K, Tamura M, Haraguchi K, Masuda Y. 1999a. Analysis of 209 PCB congeners by high separation gas chromatography/low resolution mass spectrometer. Fukuoka Acta Medica 90:192-201 (in Japanese).
    • (1999) Fukuoka Acta Medica , vol.90 , pp. 192-201
    • Mimura, K.1    Tamura, M.2    Haraguchi, K.3    Masuda, Y.4
  • 38
    • 0033124469 scopus 로고    scopus 로고
    • Analysis of all PCB congeners in breast milk and blood of Yusho patients
    • in Japanese
    • Mimura K, Tamura M, Haraguchi K, Masuda Y. 1999b. Analysis of all PCB congeners in breast milk and blood of Yusho patients. Fukuoka Acta Medica 90:202-209 (in Japanese).
    • (1999) Fukuoka Acta Medica , vol.90 , pp. 202-209
    • Mimura, K.1    Tamura, M.2    Haraguchi, K.3    Masuda, Y.4
  • 39
    • 0026576780 scopus 로고
    • Immunochemical characterization of a cytochrome P450 isozyme and a protein purified from liver microsomes of male guinea pigs and their roles in the oxidative metabolism of delta 9-tetrahydrocannabinol by guinea pig liver microsomes
    • Narimatsu S, Akutsu Y, Matsunaga T, Watanabe K, Yamamoto I, Yoshimura H. 1992. Immunochemical characterization of a cytochrome P450 isozyme and a protein purified from liver microsomes of male guinea pigs and their roles in the oxidative metabolism of delta 9-tetrahydrocannabinol by guinea pig liver microsomes. Biochemical Pharmacology 43:1729-1736.
    • (1992) Biochemical Pharmacology , vol.43 , pp. 1729-1736
    • Narimatsu, S.1    Akutsu, Y.2    Matsunaga, T.3    Watanabe, K.4    Yamamoto, I.5    Yoshimura, H.6
  • 40
    • 0025854467 scopus 로고
    • A constitutive form of guinea pig liver cytochrome P450 closely related to phenobarbital inducible P450b(e)
    • Oguri K, Kaneko H, Tanimoto Y, Yamada H, Yoshimura H. 1991. A constitutive form of guinea pig liver cytochrome P450 closely related to phenobarbital inducible P450b(e). Archives of Biochemistry and Biophysics 287:105-111.
    • (1991) Archives of Biochemistry and Biophysics , vol.287 , pp. 105-111
    • Oguri, K.1    Kaneko, H.2    Tanimoto, Y.3    Yamada, H.4    Yoshimura, H.5
  • 41
    • 0028263575 scopus 로고
    • Polychlorinated biphenyls in mother milk and adapted cow's milk
    • Prachar V, Veningerova M, Uhnak J, Kovacicova J. 1994. Polychlorinated biphenyls in mother milk and adapted cow's milk. Chemosphere 29:13-21.
    • (1994) Chemosphere , vol.29 , pp. 13-21
    • Prachar, V.1    Veningerova, M.2    Uhnak, J.3    Kovacicova, J.4
  • 42
    • 0020534622 scopus 로고
    • Non-arene oxide aromatic ring hydroxylation of 2,2′,5,5′- tetrachlorobiphenyl as the major metabolic pathway catalyzed by phenobarbitol-induced rat liver microsomes
    • Preston BD, Miller JA, Miller EC. 1983. Non-arene oxide aromatic ring hydroxylation of 2,2′,5,5′-tetrachlorobiphenyl as the major metabolic pathway catalyzed by phenobarbitol-induced rat liver microsomes. Journal of Biological Chemistry 258:8304-8311.
    • (1983) Journal of Biological Chemistry , vol.258 , pp. 8304-8311
    • Preston, B.D.1    Miller, J.A.2    Miller, E.C.3
  • 43
    • 0030867776 scopus 로고    scopus 로고
    • Bioaccumulation of toxic chlororganic compounds and their isomers into the organism of Baltic grey seal
    • Roots O, Talvari A. 1997. Bioaccumulation of toxic chlororganic compounds and their isomers into the organism of Baltic grey seal. Chemosphere 35:979-985.
    • (1997) Chemosphere , vol.35 , pp. 979-985
    • Roots, O.1    Talvari, A.2
  • 44
    • 0003696167 scopus 로고
    • Polyhalogenated aromatics: Uptake, disposition and metabolism
    • Kimbrough RD, Jensen AA, editors. New York: Elsevier
    • Safe S. 1989. Polyhalogenated aromatics: Uptake, disposition and metabolism. In: Kimbrough RD, Jensen AA, editors. Halogenated biphenyls, terphenyls, naphthalenes, dibenzodioxins and related products. New York: Elsevier. pp 131-159.
    • (1989) Halogenated Biphenyls, Terphenyls, Naphthalenes, Dibenzodioxins and Related Products , pp. 131-159
    • Safe, S.1
  • 46
    • 0033842043 scopus 로고    scopus 로고
    • Analysis of hydroxylated metabolites of PCBs (OH-PCBs) and other chlorinated phenolic compounds in whole blood from Canadian inuit
    • Sandau CD, Ayotte P, Dewailly E, Duffe J, Norstrom RJ. 2000. Analysis of hydroxylated metabolites of PCBs (OH-PCBs) and other chlorinated phenolic compounds in whole blood from Canadian inuit. Environmental Health Perspectives 108:611-616.
    • (2000) Environmental Health Perspectives , vol.108 , pp. 611-616
    • Sandau, C.D.1    Ayotte, P.2    Dewailly, E.3    Duffe, J.4    Norstrom, R.J.5
  • 50
    • 0023270922 scopus 로고
    • Metabolism in vivo of 3,4,3′,4′-tetrachlorobiphenyl and toxicological assessment of the metabolites in rats
    • Yoshimura H, Yonemoto Y, Yamada H, Koga N, Oguri K, Saeki S. 1987. Metabolism in vivo of 3,4,3′,4′-tetrachlorobiphenyl and toxicological assessment of the metabolites in rats. Xenobiotica 17:897-910.
    • (1987) Xenobiotica , vol.17 , pp. 897-910
    • Yoshimura, H.1    Yonemoto, Y.2    Yamada, H.3    Koga, N.4    Oguri, K.5    Saeki, S.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.