메뉴 건너뛰기




Volumn 24, Issue 6, 1996, Pages 669-675

Inactivation of cytochrome P4502B1 by the monoamine oxidase inhibitors R-(-)-deprenyl and clorgyline

Author keywords

[No Author keywords available]

Indexed keywords

7 ETHOXY 4 TRIFLUOROMETHYLCOUMARIN O DEETHYLASE; BETA NAPHTHOFLAVONE; CLORGYLINE; CYTOCHROME P450 ISOENZYME; ENZYME; ETHOXYRESORUFIN; GLUTATHIONE; MONOAMINE OXIDASE INHIBITOR; PHENOBARBITAL; PYRIDINE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SELEGILINE; UNCLASSIFIED DRUG;

EID: 0030068081     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (30)

References (46)
  • 1
    • 0002844452 scopus 로고
    • The role of cytochrome P450 in the metabolism of chemical carcinogens
    • F. P. Guengrich, ed., CRC Press, Boca Raton, FL
    • F. F. Kadlubar and G. J. Hammons: The role of cytochrome P450 in the metabolism of chemical carcinogens. In "Mammalian Cytochrome P450" (F. P. Guengrich, ed.), vol. II, pp. 81-130. CRC Press, Boca Raton, FL, 1987.
    • (1987) Mammalian Cytochrome P450 , vol.2 , pp. 81-130
    • Kadlubar, F.F.1    Hammons, G.J.2
  • 2
    • 0024474431 scopus 로고
    • Metabolism of aflatoxin B1 in the bovine olfactory mucosa
    • P. Larsson, H. Pettersson, and H. Tjalve: Metabolism of aflatoxin B1 in the bovine olfactory mucosa. Carcinogenesis 10, 1113-1118 (1989).
    • (1989) Carcinogenesis , vol.10 , pp. 1113-1118
    • Larsson, P.1    Pettersson, H.2    Tjalve, H.3
  • 4
    • 1842403170 scopus 로고
    • Endogenous and dietary chemicals: Metabolism and interaction with cytochrome P450
    • F. P. Guengrich, ed., CRC Press, Boca Raton, FL
    • R. A. Prough and M. E. Spearman: Endogenous and dietary chemicals: metabolism and interaction with cytochrome P450. In "Mammalian Cytochrome P450" (F. P. Guengrich, ed.), vol. II, pp. 153-172. CRC Press, Boca Raton, FL, 1987.
    • (1987) Mammalian Cytochrome P450 , vol.2 , pp. 153-172
    • Prough, R.A.1    Spearman, M.E.2
  • 7
    • 0018884625 scopus 로고
    • Inactivation of purified rat liver cytochrorne-P450 during the metabolism of parathion (diethyl p-nitrophenyl phosphorothionate)
    • J. Halpert, D. Hammond, and R. A. Neal: Inactivation of purified rat liver cytochrorne-P450 during the metabolism of parathion (diethyl p-nitrophenyl phosphorothionate). J. Biol. Chem. 255, 1080-1089 (1980).
    • (1980) J. Biol. Chem. , vol.255 , pp. 1080-1089
    • Halpert, J.1    Hammond, D.2    Neal, R.A.3
  • 8
    • 0020599817 scopus 로고
    • Mechanisms of diethyl-dithiocarbamate-induced loss of cytochrome-P450 from rat liver
    • G. E. Miller, M. A. Zemaitis, and F. E. Greene: Mechanisms of diethyl-dithiocarbamate-induced loss of cytochrome-P450 from rat liver. Biochem. Pharmacol. 32, 2433-2442 (1983).
    • (1983) Biochem. Pharmacol. , vol.32 , pp. 2433-2442
    • Miller, G.E.1    Zemaitis, M.A.2    Greene, F.E.3
  • 9
    • 0018838622 scopus 로고
    • Metabolism of alpha-naphthylthiourea by rat liver and rat lung microsomes
    • P. W. Lee, T. Arnau, and R. A. Neal: Metabolism of alpha-naphthylthiourea by rat liver and rat lung microsomes. Toxicol. Appl. Pharmacol. 53, 164-173 (1980).
    • (1980) Toxicol. Appl. Pharmacol. , vol.53 , pp. 164-173
    • Lee, P.W.1    Arnau, T.2    Neal, R.A.3
  • 10
    • 0024241108 scopus 로고
    • The catalytic site of rat hepatic lauric acid ω-hydroxylase. Protein vs prosthetic heme alkylation in the ω-hydroxylation of acetylenic fatty acids
    • C. A. CaJacob, W. Chan, E: Shepherd, and P. R. Ortiz de Montellano: The catalytic site of rat hepatic lauric acid ω-hydroxylase. Protein vs prosthetic heme alkylation in the ω-hydroxylation of acetylenic fatty acids. J. Biol. Chem. 263, 18640-18649 (1988).
    • (1988) J. Biol. Chem. , vol.263 , pp. 18640-18649
    • CaJacob, C.A.1    Chan, W.2    Shepherd, E.3    Ortiz De Montellano, P.R.4
  • 11
    • 0025323155 scopus 로고
    • Selectivity in the inhibition of mammalian cytochromes P450 by chemical agents
    • M. Murray and G. F. Reidy: Selectivity in the inhibition of mammalian cytochromes P450 by chemical agents. Pharmacol. Rev. 42, 85-101 (1990).
    • (1990) Pharmacol. Rev. , vol.42 , pp. 85-101
    • Murray, M.1    Reidy, G.F.2
  • 12
    • 0001928288 scopus 로고
    • Alkenes and alkynes
    • M. W. Anders, ed., Academic Press, New York
    • P. R. Ortiz de Montellano: Alkenes and alkynes. In "Bioactivation of Foreign Compounds" (M. W. Anders, ed.), pp. 121-155. Academic Press, New York, 1985.
    • (1985) Bioactivation of Foreign Compounds , pp. 121-155
    • Ortiz De Montellano, P.R.1
  • 15
    • 0027475989 scopus 로고
    • Determinants of protein modification versus heme alkylation: Inactivation of cytochrome-P450 1A1 by 1-ethynylnaphthalene and phenylacetylene
    • W. K. Chan, Z. Sui, and P. R. Ortiz de Montellano: Determinants of protein modification versus heme alkylation: inactivation of cytochrome-P450 1A1 by 1-ethynylnaphthalene and phenylacetylene. Chem. Res, Toxicol. 6, 38-45 (1993).
    • (1993) Chem. Res, Toxicol. , vol.6 , pp. 38-45
    • Chan, W.K.1    Sui, Z.2    Ortiz De Montellano, P.R.3
  • 16
    • 0027242401 scopus 로고
    • Effect of structural modification of alkyl N-propargylamines on the selective inhibition of monoamine oxidase B activity
    • P. H. Yu, A. B. Davis, and A. A. Boulton: Effect of structural modification of alkyl N-propargylamines on the selective inhibition of monoamine oxidase B activity. Biochem. Pharmacol. 46, 753-757 (1993).
    • (1993) Biochem. Pharmacol. , vol.46 , pp. 753-757
    • Yu, P.H.1    Davis, A.B.2    Boulton, A.A.3
  • 17
    • 0001354778 scopus 로고
    • Monoamine oxidase
    • A. A. Boulton, G. B. Baker, and P. H. Yu, eds., Humana Press, Clifton, NJ
    • P. H. Yu: Monoamine oxidase. In "Neuromethods V; Neurotransmitter Enzymes" (A. A. Boulton, G. B. Baker, and P. H. Yu, eds.), pp. 235-272. Humana Press, Clifton, NJ, 1986.
    • (1986) Neuromethods V; Neurotransmitter Enzymes , pp. 235-272
    • Yu, P.H.1
  • 18
    • 0017833010 scopus 로고
    • Two forms of liver microsomal cytochrome P450, P450 LM2 and P450 LM4 (rabbit liver)
    • M. J. Coon, T. A. van der Hoeven, S. B. Dahl, and D. A. Haughen: Two forms of liver microsomal cytochrome P450, P450 LM2 and P450 LM4 (rabbit liver). Methods Enzymol. 52, 109-117 (1978).
    • (1978) Methods Enzymol. , vol.52 , pp. 109-117
    • Coon, M.J.1    Van Der Hoeven, T.A.2    Dahl, S.B.3    Haughen, D.A.4
  • 19
    • 0019523641 scopus 로고
    • Purification to homogeneity and characterization of a form of cytochrome P450 with high specificity for benzo[α]pyrene from beta-naphthoflavone-pretreated rat liver microsomes
    • T. Saito and H. W. Strobel: Purification to homogeneity and characterization of a form of cytochrome P450 with high specificity for benzo[α]pyrene from beta-naphthoflavone-pretreated rat liver microsomes. J. Biol. Chem. 256, 984-988 (1981).
    • (1981) J. Biol. Chem. , vol.256 , pp. 984-988
    • Saito, T.1    Strobel, H.W.2
  • 20
    • 0017795019 scopus 로고
    • Purification and properties of NADPH-cytochrome P450 reductase
    • H. W. Strobel and J. D. Dignam: Purification and properties of NADPH-cytochrome P450 reductase. Methods Enzymol. 52, 89-92 (1978).
    • (1978) Methods Enzymol. , vol.52 , pp. 89-92
    • Strobel, H.W.1    Dignam, J.D.2
  • 21
    • 0023919384 scopus 로고
    • A direct, highly sensitive assay for cytochrome P450 catalyzed O-deethylation using a novel coumarin analog
    • J. G. DeLuca, G. R. Dysart, D. Rasnick, and M. O. Bradley: A direct, highly sensitive assay for cytochrome P450 catalyzed O-deethylation using a novel coumarin analog. Biochem. Pharmacol. 37, 1731-1739 (1988).
    • (1988) Biochem. Pharmacol. , vol.37 , pp. 1731-1739
    • DeLuca, J.G.1    Dysart, G.R.2    Rasnick, D.3    Bradley, M.O.4
  • 22
    • 0027374515 scopus 로고
    • A highly sensitive tool for the cytochrome P450 enzyme activity in rat, dog and man. Direct fluorescence monitoring of the deethylation of 7-ethoxy-4-trifluoromethylcoumarin
    • J. T. M. Buters, C. D. Schiller, and R. C. Chou: A highly sensitive tool for the cytochrome P450 enzyme activity in rat, dog and man. Direct fluorescence monitoring of the deethylation of 7-ethoxy-4-trifluoromethylcoumarin. Biochem. Pharmacol. 46, 1577-1584 (1993).
    • (1993) Biochem. Pharmacol. , vol.46 , pp. 1577-1584
    • Buters, J.T.M.1    Schiller, C.D.2    Chou, R.C.3
  • 23
    • 0017847465 scopus 로고
    • An improved assay of 7-ethoxycoumarin O-deethylase activity: Induction of hepatic enzyme activity in C57BL/6J and DBA/2J mice by phenobarbital, 3-methylcholanthrene and 2,3,7,8-tetrachlorodibenzo-p-dioxin
    • W. F. Greenlee and A. Poland: An improved assay of 7-ethoxycoumarin O-deethylase activity: induction of hepatic enzyme activity in C57BL/6J and DBA/2J mice by phenobarbital, 3-methylcholanthrene and 2,3,7,8-tetrachlorodibenzo-p-dioxin. J. Pharm. Exp. 205, 596-605 (1978).
    • (1978) J. Pharm. Exp. , vol.205 , pp. 596-605
    • Greenlee, W.F.1    Poland, A.2
  • 24
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes
    • T. Omura and R. Sato: The carbon monoxide-binding pigment of liver microsomes. J. Biol. Chem. 239, 2370-2378 (1964).
    • (1964) J. Biol. Chem. , vol.239 , pp. 2370-2378
    • Omura, T.1    Sato, R.2
  • 25
    • 0020601426 scopus 로고
    • Differential effects on the phenobarbitone and 3-methylcholanthrene induction on hepatic microsomal metabolism and cytochrome P450 binding of phenoxazone and a homologous series of its n-alkyl ethers
    • M. D. Burke and R. T. Mayer: Differential effects on the phenobarbitone and 3-methylcholanthrene induction on hepatic microsomal metabolism and cytochrome P450 binding of phenoxazone and a homologous series of its n-alkyl ethers. Chem.-Biol. Interact. 45, 243-258 (1983).
    • (1983) Chem.-Biol. Interact. , vol.45 , pp. 243-258
    • Burke, M.D.1    Mayer, R.T.2
  • 26
    • 0022117289 scopus 로고
    • p-Nitrophenol hydroxylation. A microsomal oxidation which is highly inducible by ethanol
    • L. A. Reinke and M. J. Moyer: p-Nitrophenol hydroxylation. A microsomal oxidation which is highly inducible by ethanol. Drug Metab. Dispos. 13, 548-552 (1985).
    • (1985) Drug Metab. Dispos. , vol.13 , pp. 548-552
    • Reinke, L.A.1    Moyer, M.J.2
  • 27
    • 0022494453 scopus 로고
    • Hydroxylation of p-nitrophenol by rabbit ethanol-inducible cytochrome P450 isozyme 3a
    • D. R. Koop: Hydroxylation of p-nitrophenol by rabbit ethanol-inducible cytochrome P450 isozyme 3a. Mol. Pharmacol. 29, 399-404 (1986).
    • (1986) Mol. Pharmacol. , vol.29 , pp. 399-404
    • Koop, D.R.1
  • 28
    • 0022357068 scopus 로고
    • Ethoxy-, pentoxy- and benzyloxyphenoxazones and homologues: A series of substrates to distinguish between different induced cytochromes P450
    • M. D. Burke, S. Thompson, C. R. Elcombe, J. Halpert, T. Haaparanta, and R. T. Mayer: Ethoxy-, pentoxy- and benzyloxyphenoxazones and homologues: a series of substrates to distinguish between different induced cytochromes P450. Biochem. Pharmacol. 18,3337-3345 (1985).
    • (1985) Biochem. Pharmacol. , vol.18 , pp. 3337-3345
    • Burke, M.D.1    Thompson, S.2    Elcombe, C.R.3    Halpert, J.4    Haaparanta, T.5    Mayer, R.T.6
  • 29
    • 0027275796 scopus 로고
    • Mechanism-based inactivation of cytochrome P450 2B1 by 2-ethynylnaphthalene; identification of an active-site peptide
    • E. S. Roberts, N. E. Hopkins, W. L. Alworth, and P. F. Hollenberg: Mechanism-based inactivation of cytochrome P450 2B1 by 2-ethynylnaphthalene; identification of an active-site peptide. Chem. Res. Toxicol. 6, 470-479 (1993).
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 470-479
    • Roberts, E.S.1    Hopkins, N.E.2    Alworth, W.L.3    Hollenberg, P.F.4
  • 30
    • 0025160864 scopus 로고
    • Inhibition of ethanol-inducible cytochrome P450 2E1 by 3-amino-1,2,4-triazole
    • D. R. Koop: Inhibition of ethanol-inducible cytochrome P450 2E1 by 3-amino-1,2,4-triazole. Chem. Res. Toxicol. 3, 377-383 (1990).
    • (1990) Chem. Res. Toxicol. , vol.3 , pp. 377-383
    • Koop, D.R.1
  • 32
    • 0015924871 scopus 로고
    • Enzymatic catalysis and transition-state theory
    • G. E. Lienhard: Enzymatic catalysis and transition-state theory. Science 180, 149-154 (1973).
    • (1973) Science , vol.180 , pp. 149-154
    • Lienhard, G.E.1
  • 34
    • 0020325715 scopus 로고
    • Metabolic activation and drug toxicity
    • S. D. Nelson: Metabolic activation and drug toxicity. J. Med. Chem. 25, 753-765 (1982).
    • (1982) J. Med. Chem. , vol.25 , pp. 753-765
    • Nelson, S.D.1
  • 35
    • 0024382719 scopus 로고
    • Covalent binding of prosthetic heme to protein: A potential mechanism for suicide inactivation or activation of hemoproteins
    • Y. Osawa and R. L. Pohl: Covalent binding of prosthetic heme to protein: a potential mechanism for suicide inactivation or activation of hemoproteins. Chem. Res. Toxicol. 2, 131-141 (1989).
    • (1989) Chem. Res. Toxicol. , vol.2 , pp. 131-141
    • Osawa, Y.1    Pohl, R.L.2
  • 36
    • 0019860426 scopus 로고
    • N-Alkylprotoporphyrin IX formation in 3,5-dicarbethoxy-1,4-dihydrocollidine-treated rats. Transfer of the alkyl group from the substrate to the porphyrin
    • P. R. Ortiz de Montellano, H. S. Beilan, and K. L. Kunze: N-Alkylprotoporphyrin IX formation in 3,5-dicarbethoxy-1,4-dihydrocollidine-treated rats. Transfer of the alkyl group from the substrate to the porphyrin. J. Biol. Chem. 256, 6708-6713 (1981).
    • (1981) J. Biol. Chem. , vol.256 , pp. 6708-6713
    • Ortiz De Montellano, P.R.1    Beilan, H.S.2    Kunze, K.L.3
  • 37
    • 0018860944 scopus 로고
    • Inactivation of purified rat liver cytochrome P450 by chloramphenicol
    • J. R. Halpert and R. A. Neal: Inactivation of purified rat liver cytochrome P450 by chloramphenicol. Mol. Pharmacol. 17, 427-431 (1980).
    • (1980) Mol. Pharmacol. , vol.17 , pp. 427-431
    • Halpert, J.R.1    Neal, R.A.2
  • 38
    • 0020031831 scopus 로고
    • Further studies on the suicide inactivation of purified rat liver cytochrome P450 by chloramphenicol
    • J. R. Halpert: Further studies on the suicide inactivation of purified rat liver cytochrome P450 by chloramphenicol. Mol Pharmacol. 21, 166-172 (1982).
    • (1982) Mol Pharmacol. , vol.21 , pp. 166-172
    • Halpert, J.R.1
  • 41
    • 0027530606 scopus 로고
    • Cumene hydroperoxide-mediated inactivation of cytochrome P450 2B1. Identification of an active site heme-modified peptide
    • K. Yao, A. M. Falick, N. Patel, and M. A. Correia: Cumene hydroperoxide-mediated inactivation of cytochrome P450 2B1. Identification of an active site heme-modified peptide. J. Biol. Chem. 268, 59-65 (1993).
    • (1993) J. Biol. Chem. , vol.268 , pp. 59-65
    • Yao, K.1    Falick, A.M.2    Patel, N.3    Correia, M.A.4
  • 42
    • 0026346377 scopus 로고
    • Cytochrome P450 metabolite-intermediate complexes from macrolide antibiotics and related compounds
    • M. R. Franklin: Cytochrome P450 metabolite-intermediate complexes from macrolide antibiotics and related compounds. Methods Enzymol. 206, 559-573 (1991).
    • (1991) Methods Enzymol. , vol.206 , pp. 559-573
    • Franklin, M.R.1
  • 43
    • 0019774399 scopus 로고
    • The kinetics of inhibition of type-B monoamine oxidase by clorgyline, pargyline, and (-)-deprenyl
    • A. L. Green: The kinetics of inhibition of type-B monoamine oxidase by clorgyline, pargyline, and (-)-deprenyl. J. Pharm. Pharmacol. 33, 798-800 (1981).
    • (1981) J. Pharm. Pharmacol. , vol.33 , pp. 798-800
    • Green, A.L.1
  • 44
    • 0019798422 scopus 로고
    • The acetylenic monoamine oxidase inhibitors clorgyline, deprenyl, pargyline and J-508: Their properties and applications
    • C. J. Fowler, L. Oreland, and B. A. Callingham: The acetylenic monoamine oxidase inhibitors clorgyline, deprenyl, pargyline and J-508: their properties and applications. J. Pharm. Pharmacol. 33, 341-347 (1981).
    • (1981) J. Pharm. Pharmacol. , vol.33 , pp. 341-347
    • Fowler, C.J.1    Oreland, L.2    Callingham, B.A.3
  • 45
    • 0028316987 scopus 로고
    • Atypical metabolism of deprenyl and its enantiomer, (S)-(+)-N, α-dimethyl-N-propynylphenethylamine, by cytochrome P450 2D6
    • M. J. Grace, M. T. Kinter, and T. L. Macdonald: Atypical metabolism of deprenyl and its enantiomer, (S)-(+)-N, α-dimethyl-N-propynylphenethylamine, by cytochrome P450 2D6. Chem. Res. Toxicol. 7, 286-290 (1994).
    • (1994) Chem. Res. Toxicol. , vol.7 , pp. 286-290
    • Grace, M.J.1    Kinter, M.T.2    Macdonald, T.L.3
  • 46


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.