메뉴 건너뛰기




Volumn 55, Issue 2, 2000, Pages 284-292

Metabolism of 3-methylindole by porcine liver microsomes: Responsible cytochrome P450 enzymes

Author keywords

Boar taint; CYP2A6; CYP2E1; Cytochrome P450; Inhibitor; Metabolism; Pig; Skatole

Indexed keywords

4 METHYLPYRAZOLE; ALPHA NAPHTHOFLAVONE; COUMARIN; CYTOCHROME P450 INHIBITOR; CYTOCHROME P450 ISOENZYME; DIETHYLDITHIOCARBAMIC ACID; MENTHOFURAN; METHOXSALEN; QUINIDINE; SKATOLE; SULFAPHENAZOLE; TROLEANDOMYCIN;

EID: 0034119438     PISSN: 10966080     EISSN: None     Source Type: Journal    
DOI: 10.1093/toxsci/55.2.284     Document Type: Article
Times cited : (82)

References (37)
  • 1
    • 0018170362 scopus 로고
    • A simple and sensitive assay of 7-ethoxycoumarin deethylation
    • Aitio, A. (1978). A simple and sensitive assay of 7-ethoxycoumarin deethylation. Anal. Biochem. 85, 488-491.
    • (1978) Anal. Biochem. , vol.85 , pp. 488-491
    • Aitio, A.1
  • 2
    • 0032013471 scopus 로고    scopus 로고
    • Hepatic metabolism of skatole in pigs by cytochrome P4502E1
    • Babol, J., Squires, E. J., and Lundström, K. (1998). Hepatic metabolism of skatole in pigs by cytochrome P4502E1. J. Anim. Sci. 76, 822-828.
    • (1998) J. Anim. Sci. , vol.76 , pp. 822-828
    • Babol, J.1    Squires, E.J.2    Lundström, K.3
  • 4
    • 0028970047 scopus 로고
    • Ketoconazole and sulphaphenazole as the respective selective inhibitors of P4503A and 2C9
    • Baldwin, S. J., Bloomer, J. C., Smith, G. J., Ayrton, A. D., Clarke, S. E., and Chenery, R. J. (1995). Ketoconazole and sulphaphenazole as the respective selective inhibitors of P4503A and 2C9. Xenobiotica 25, 261-170.
    • (1995) Xenobiotica , vol.25 , pp. 261-1170
    • Baldwin, S.J.1    Bloomer, J.C.2    Smith, G.J.3    Ayrton, A.D.4    Clarke, S.E.5    Chenery, R.J.6
  • 5
    • 0028174881 scopus 로고
    • Evaluation of triacetyloleandomycin, alpha-naphthoflavone and diethyldithiocarbamate as selective chemical probes for inhibition of human cytochromes P450
    • Chang, T. K., Gonzalez, F. J., and Waxman, D. J. (1994). Evaluation of triacetyloleandomycin, alpha-naphthoflavone and diethyldithiocarbamate as selective chemical probes for inhibition of human cytochromes P450. Arch. Biochem. Biophys. 311, 437-442.
    • (1994) Arch. Biochem. Biophys. , vol.311 , pp. 437-442
    • Chang, T.K.1    Gonzalez, F.J.2    Waxman, D.J.3
  • 6
    • 0025239050 scopus 로고
    • Oxidation of pyrazole by reconstituted systems containing cytochrome P-450 IIE1
    • Clejan, L. A. and Cederbaum, A. I. (1990). Oxidation of pyrazole by reconstituted systems containing cytochrome P-450 IIE1 Biochim. Biophys. Acta 1034, 233-237.
    • (1990) Biochim. Biophys. Acta , vol.1034 , pp. 233-237
    • Clejan, L.A.1    Cederbaum, A.I.2
  • 7
    • 0032853327 scopus 로고    scopus 로고
    • Identification of Phase I metabolites of 3-methylindole produced by pig liver microsomes
    • Diaz, G. J., Skordos, K.W. Yost, G. S., and Squires, E. J. (1999). Identification of Phase I metabolites of 3-methylindole produced by pig liver microsomes. Drug Metab. Dispos. 27, 1150-1156.
    • (1999) Drug Metab. Dispos. , vol.27 , pp. 1150-1156
    • Diaz, G.J.1    Skordos, K.W.2    Yost, G.S.3    Squires, E.J.4
  • 8
    • 0034113567 scopus 로고    scopus 로고
    • Role of aldehyde oxidase in the hepatic in vitro metabolism of 3-methylindole in pigs
    • in press
    • Diaz, G. J., and Squires, E. J. (2000). Role of aldehyde oxidase in the hepatic in vitro metabolism of 3-methylindole in pigs. J. Agric. Food Chem. (in press).
    • (2000) J. Agric. Food Chem.
    • Diaz, G.J.1    Squires, E.J.2
  • 9
    • 0031149716 scopus 로고    scopus 로고
    • Inhibition of coumarin 7-hydroxylase activity in human liver microsomes
    • Draper, A. J., Madan, A., and Parkinson, A. (1997). Inhibition of coumarin 7-hydroxylase activity in human liver microsomes. Arch. Biochem. Biophys. 341, 47-61.
    • (1997) Arch. Biochem. Biophys. , vol.341 , pp. 47-61
    • Draper, A.J.1    Madan, A.2    Parkinson, A.3
  • 10
    • 0031962621 scopus 로고    scopus 로고
    • Differential selectivity of cytochrome P450 inhibitors against probe substrates in human and rat liver microsomes
    • Eagling, V. A., Tjia, J. F., and Back, D. J. (1998). Differential selectivity of cytochrome P450 inhibitors against probe substrates in human and rat liver microsomes. Br. J. Clin. Pharmacol. 45, 107-114.
    • (1998) Br. J. Clin. Pharmacol. , vol.45 , pp. 107-114
    • Eagling, V.A.1    Tjia, J.F.2    Back, D.J.3
  • 11
    • 0022852729 scopus 로고
    • Inhibition of microsomal oxidation of ethanol by pyrazole and 4-methylpyrazole in vitro
    • Feierman, D. E., and Cederbaum, A. I. (1986). Inhibition of microsomal oxidation of ethanol by pyrazole and 4-methylpyrazole in vitro. Biochem J. 239, 671-677.
    • (1986) Biochem J. , vol.239 , pp. 671-677
    • Feierman, D.E.1    Cederbaum, A.I.2
  • 12
    • 0000382840 scopus 로고
    • Colonic absorption of tryptophan metabolites in man
    • Fordtran, J. S., Scroggie, W. B., and Polter, D. E. (1964). Colonic absorption of tryptophan metabolites in man. J. Lab. Clin. Med. 64, 125-132.
    • (1964) J. Lab. Clin. Med. , vol.64 , pp. 125-132
    • Fordtran, J.S.1    Scroggie, W.B.2    Polter, D.E.3
  • 15
    • 0026035519 scopus 로고
    • Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects
    • Guenguerich, F. P., Kim, D. H., and Iwasaki, M. (1991). Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects. Chem. Res. Toxicol. 4, 168-179.
    • (1991) Chem. Res. Toxicol. , vol.4 , pp. 168-179
    • Guenguerich, F.P.1    Kim, D.H.2    Iwasaki, M.3
  • 18
    • 0024538329 scopus 로고
    • Inhibition of 3-methylindole bioactivation by the cytochrome P-450 suicide substrates 1-aminobenzotriazole and α-methylbenzylaminobenzotriazole
    • Huijzer, J. C., Adams, J. D., Jr., Jaw, J., and Yost, G. S. (1989). Inhibition of 3-methylindole bioactivation by the cytochrome P-450 suicide substrates 1-aminobenzotriazole and α-methylbenzylaminobenzotriazole. Drug Metab. Dispos. 17, 37-42.
    • (1989) Drug Metab. Dispos. , vol.17 , pp. 37-42
    • Huijzer, J.C.1    Adams Jr., J.D.2    Jaw, J.3    Yost, G.S.4
  • 19
    • 84974251137 scopus 로고
    • Microbial production of skatole in the hind gut of pigs given different diets and its relation to skatole deposition in backfat
    • Jensen, M. T., Cox, R. P., and Jensen, B. B. (1995). Microbial production of skatole in the hind gut of pigs given different diets and its relation to skatole deposition in backfat. Anim. Sci. 61, 293-304.
    • (1995) Anim. Sci. , vol.61 , pp. 293-304
    • Jensen, M.T.1    Cox, R.P.2    Jensen, B.B.3
  • 20
    • 0031848620 scopus 로고    scopus 로고
    • (R)-(+)-Menthofuran is a potent, mechanism-based inactivator of human liver cytochrome P450 2A6
    • Khojasteh-Bakht, S. C., Koenigs, L. L., Peter, R. M., Trager, W. F., and Nelson, S. D. (1998). (R)-(+)-Menthofuran is a potent, mechanism-based inactivator of human liver cytochrome P450 2A6. Drug Metab. Dispos. 26, 701-704.
    • (1998) Drug Metab. Dispos. , vol.26 , pp. 701-704
    • Khojasteh-Bakht, S.C.1    Koenigs, L.L.2    Peter, R.M.3    Trager, W.F.4    Nelson, S.D.5
  • 21
    • 0031451433 scopus 로고    scopus 로고
    • Mechanism-based inactivation of human liver cytochrome P450 2A6 by 8-methoxypsoralen
    • Koenigs, L. L., Peter, R. M., Thompson, S. J., Rettie, A. E., and Trager, W. F. (1997). Mechanism-based inactivation of human liver cytochrome P450 2A6 by 8-methoxypsoralen. Drug Metab. Dispos. 25, 1407-1415.
    • (1997) Drug Metab. Dispos. , vol.25 , pp. 1407-1415
    • Koenigs, L.L.1    Peter, R.M.2    Thompson, S.J.3    Rettie, A.E.4    Trager, W.F.5
  • 22
    • 0024976419 scopus 로고
    • coli substrate specificity by mutation of a single amino-acid residue
    • coli substrate specificity by mutation of a single amino-acid residue. Nature 339, 632-634.
    • (1989) Nature , vol.339 , pp. 632-634
    • Lindberg, R.L.1    Negishi, M.2
  • 23
    • 0009880436 scopus 로고    scopus 로고
    • Off-flavour of meat with particular emphasis on boar taint
    • Taylor, S., Raimundo A., Severini, M., and Smulders, F. J. M., Eds., ECCEAMST, Utrecht, The Netherlands
    • Lundström, K., and Bonneau, M. (1996). Off-flavour of meat with particular emphasis on boar taint. In Meat Quality and Meat Packaging (Taylor, S., Raimundo A., Severini, M., and Smulders, F. J. M., Eds.), pp. 137-154. ECCEAMST, Utrecht, The Netherlands.
    • (1996) Meat Quality and Meat Packaging , pp. 137-154
    • Lundström, K.1    Bonneau, M.2
  • 25
    • 0001647474 scopus 로고
    • Relationship between boar taint and skatole determination with a new analysis method
    • papers 8-11. Bristol. UK
    • Mortensen, A. B., and Sørensen, S. E. (1984). Relationship between boar taint and skatole determination with a new analysis method. Proceedings of the 30th Eur. Mtg. Meat Res. Workers, papers 8-11. P. 394. Bristol. UK.
    • (1984) Proceedings of the 30th Eur. Mtg. Meat Res. Workers , pp. 394
    • Mortensen, A.B.1    Sørensen, S.E.2
  • 26
    • 7144257874 scopus 로고    scopus 로고
    • A new deleted allele in the human cytochrome P450 2A6 (CYP2A6) gene found in individuals showing poor metabolic capacity to coumarin and (+)-cis-3,5-dimethyl-2-(3-pyridyl)thiazolidin-4-one hydrochloride (SM-12502)
    • Nunoya, K., Yokoi, T., Kimura, K., Inoue, K., Kodama, T., Funayama, M., Nagashima, K., Funae, Y., Green, C., Kinoshita, M., and Kamataki, T. (1998). A new deleted allele in the human cytochrome P450 2A6 (CYP2A6) gene found in individuals showing poor metabolic capacity to coumarin and (+)-cis-3,5-dimethyl-2-(3-pyridyl)thiazolidin-4-one hydrochloride (SM-12502). Pharmacogenetics 8, 239-249.
    • (1998) Pharmacogenetics , vol.8 , pp. 239-249
    • Nunoya, K.1    Yokoi, T.2    Kimura, K.3    Inoue, K.4    Kodama, T.5    Funayama, M.6    Nagashima, K.7    Funae, Y.8    Green, C.9    Kinoshita, M.10    Kamataki, T.11
  • 27
    • 0023788246 scopus 로고
    • Use of quinidine inhibition to define the role of the sparteine/debrisoquine cytochrome P450 in metoprolol oxidation by human liver microsomes
    • Otton, S. V., Crewe, H. K., Lennard, M. S., Tucker, G. T., and Woods, H. F. (1988). Use of quinidine inhibition to define the role of the sparteine/debrisoquine cytochrome P450 in metoprolol oxidation by human liver microsomes. J. Pharmacol. Exp. Ther. 247, 242-247.
    • (1988) J. Pharmacol. Exp. Ther. , vol.247 , pp. 242-247
    • Otton, S.V.1    Crewe, H.K.2    Lennard, M.S.3    Tucker, G.T.4    Woods, H.F.5
  • 29
    • 0028237729 scopus 로고
    • Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and 30 Caucasians
    • Shimada, T., Yamazaki, H., Mimura, M., Inui, Y., and Guengerich, F. P. (1994). Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and 30 Caucasians. J. Pharmacol. Exp. Ther. 270, 414-423.
    • (1994) J. Pharmacol. Exp. Ther. , vol.270 , pp. 414-423
    • Shimada, T.1    Yamazaki, H.2    Mimura, M.3    Inui, Y.4    Guengerich, F.P.5
  • 31
    • 0031230797 scopus 로고    scopus 로고
    • Relationship between cytochrome P450IIE1 in liver and levels of skatole and its metabolites in intact male pigs
    • Squires, E. J., and Lundström, K. (1997). Relationship between cytochrome P450IIE1 in liver and levels of skatole and its metabolites in intact male pigs. J. Anim. Sci. 75, 2506-2511.
    • (1997) J. Anim. Sci. , vol.75 , pp. 2506-2511
    • Squires, E.J.1    Lundström, K.2
  • 32
    • 0029875880 scopus 로고    scopus 로고
    • Metabolism of 3-methylindole by vaccinia-expressed P450 enzymes: Correlation of 3-methyleneindolenine formation and protein-binding
    • Thornton-Manning, J., Appleton, M. L., Gonzalez, F. J., and Yost, G. S. (1996). Metabolism of 3-methylindole by vaccinia-expressed P450 enzymes: Correlation of 3-methyleneindolenine formation and protein-binding. J. Pharmacol. Exp. Ther. 276, 21-29.
    • (1996) J. Pharmacol. Exp. Ther. , vol.276 , pp. 21-29
    • Thornton-Manning, J.1    Appleton, M.L.2    Gonzalez, F.J.3    Yost, G.S.4
  • 34
    • 0025022689 scopus 로고
    • The CYP2A3 gene product catalyzes coumarin 7-hydroxylation in human liver microsomes
    • Yamano, S., Tatsuno, J., and Gonzalez, F. J. (1990). The CYP2A3 gene product catalyzes coumarin 7-hydroxylation in human liver microsomes. Biochemistry 29, 1322-1329.
    • (1990) Biochemistry , vol.29 , pp. 1322-1329
    • Yamano, S.1    Tatsuno, J.2    Gonzalez, F.J.3
  • 35
    • 0026744568 scopus 로고
    • Cytochrome P450 2E1 and 2A6 enzymes as major catalysts for metabolic activation of N-nitrosodialkylamines and tobacco-related nitrosamines in human liver microsomes
    • Yamazaki, H., Inui, Y., Yun, C. H., Guengerich, F. P., and Shimada, T. (1992). Cytochrome P450 2E1 and 2A6 enzymes as major catalysts for metabolic activation of N-nitrosodialkylamines and tobacco-related nitrosamines in human liver microsomes. Carcinogenesis 13, 1789-1794.
    • (1992) Carcinogenesis , vol.13 , pp. 1789-1794
    • Yamazaki, H.1    Inui, Y.2    Yun, C.H.3    Guengerich, F.P.4    Shimada, T.5
  • 36
    • 0031769798 scopus 로고    scopus 로고
    • Comparative studies of in vitro inhibition of cytochrome P450 3A4-dependent testosterone 6β-hydroxylation by roxithromycin and its metabolites, troleandomycin, and erythromycin
    • Yamazaki, H., and Shimada, T. (1998). Comparative studies of in vitro inhibition of cytochrome P450 3A4-dependent testosterone 6β-hydroxylation by roxithromycin and its metabolites, troleandomycin, and erythromycin. Drug Metab. Dispos. 26, 1053-1057.
    • (1998) Drug Metab. Dispos. , vol.26 , pp. 1053-1057
    • Yamazaki, H.1    Shimada, T.2
  • 37
    • 0018297290 scopus 로고
    • Microbial metabolites of tryptophan in the intestinal tract with special reference to skatole
    • Yokoyama, M. T., and Carlson, J. R. (1979). Microbial metabolites of tryptophan in the intestinal tract with special reference to skatole. Am. J. Clin. Nutr. 32, 173-178.
    • (1979) Am. J. Clin. Nutr. , vol.32 , pp. 173-178
    • Yokoyama, M.T.1    Carlson, J.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.