메뉴 건너뛰기




Volumn 32, Issue 12, 2002, Pages 1093-1107

Comparative biotransformation of morphine, codeine and pholcodine in rat hepatocytes: Identification of a novel metabolite of pholcodine

Author keywords

[No Author keywords available]

Indexed keywords

CODEINE; DRUG METABOLITE; MORPHINE; PHOLCODINE;

EID: 0036917659     PISSN: 00498254     EISSN: None     Source Type: Journal    
DOI: 10.1080/0049825021000017911     Document Type: Article
Times cited : (10)

References (33)
  • 1
    • 0027250487 scopus 로고
    • Different biotransformation of morphine in isolated liver cells from guinea pig and rat
    • Aasmundstad, T. A., Ripel, A., Bodd, E., Bjorneboe, A. and Morland, J., 1993, Different biotransformation of morphine in isolated liver cells from guinea pig and rat. Biochemical Pharmacology, 46, 961-968.
    • (1993) Biochemical Pharmacology , vol.46 , pp. 961-968
    • Aasmundstad, T.A.1    Ripel, A.2    Bodd, E.3    Bjorneboe, A.4    Morland, J.5
  • 2
    • 0031875481 scopus 로고    scopus 로고
    • Influence of ranitidine on the morphine-3-glucuronide to morphine-6-glucuronide ratio after oral administration of morphine in humans
    • Aasmundstad, T. A. and Storset, P., 1998, Influence of ranitidine on the morphine-3-glucuronide to morphine-6-glucuronide ratio after oral administration of morphine in humans. Human and Experimental Toxicology, 17, 347-352.
    • (1998) Human and Experimental Toxicology , vol.17 , pp. 347-352
    • Aasmundstad, T.A.1    Storset, P.2
  • 4
    • 0020518727 scopus 로고
    • Pharmacokinetics and O-dealkylation of morphine-3-alkyl ethers in the rat. A radioimmunoassay study
    • Butz, R. F., Jones, E. C., Welch, R. M. and Findlay, J. W. A., 1983, Pharmacokinetics and O-dealkylation of morphine-3-alkyl ethers in the rat. A radioimmunoassay study. Drug Metabolism and Disposition, 11, 481-488.
    • (1983) Drug Metabolism and Disposition , vol.11 , pp. 481-488
    • Butz, R.F.1    Jones, E.C.2    Welch, R.M.3    Findlay, J.W.A.4
  • 5
    • 0000234213 scopus 로고    scopus 로고
    • In vitro metabolism: FMO and related oxygenations
    • T. F. Woolf (ed.), New York: Marcel Dekker
    • Cashman, J. R., 1999, In vitro metabolism: FMO and related oxygenations. In T. F. Woolf (ed.), Handbook of Drug Metabolism (New York: Marcel Dekker), pp. 477-506.
    • (1999) Handbook of Drug Metabolism , pp. 477-506
    • Cashman, J.R.1
  • 6
    • 0023790326 scopus 로고
    • Pharmacokinetics of pholcodine in healthy volunteers: Single and chronic dosing studies
    • Chen, Z. R., Bochner, F. and Somogyi, A., 1988, Pharmacokinetics of pholcodine in healthy volunteers: Single and chronic dosing studies. British Journal of Clinical Pharmacology, 26, 445-453.
    • (1988) British Journal of Clinical Pharmacology , vol.26 , pp. 445-453
    • Chen, Z.R.1    Bochner, F.2    Somogyi, A.3
  • 7
    • 0021250265 scopus 로고
    • Morphine metabolism revisited: I. Metabolic activation to a reactive species in rats
    • Correia, M. A., Wong, J. S., Soliven, E., 1984, Morphine metabolism revisited: I. Metabolic activation to a reactive species in rats. Chemico-Biological Interactions, 49, 255-268.
    • (1984) Chemico-Biological Interactions , vol.49 , pp. 255-268
    • Correia, M.A.1    Wong, J.S.2    Soliven, E.3
  • 9
  • 10
    • 0026059585 scopus 로고
    • Antinociceptive and ventilatory effects of the morphine metabolites: Morphine-6-glucuronide and morphine-3-glucuronide
    • Gong, Q. L., Hedner, T., Hedner, J., Bjorkman, R. and Nordberg, G., 1991, Antinociceptive and ventilatory effects of the morphine metabolites: Morphine-6-glucuronide and morphine-3-glucuronide. European Journal of Pharmacology, 193, 47-56.
    • (1991) European Journal of Pharmacology , vol.193 , pp. 47-56
    • Gong, Q.L.1    Hedner, T.2    Hedner, J.3    Bjorkman, R.4    Nordberg, G.5
  • 11
    • 0012156178 scopus 로고
    • Glucuronidation in rat and human hepatocyte cultures and in human HEP G2 hepatoma cells
    • G. Siest, J. Magdalou and B. Burchell (eds), Paris/John Libbey Eurotext
    • Grant, M. H., Doostdar, H., Maley, M., Melvin, W. T., Engest, J. and Burke, M. D., 1988b, Glucuronidation in rat and human hepatocyte cultures and in human HEP G2 hepatoma cells. In G. Siest, J. Magdalou and B. Burchell (eds), Cellular and Molecular Aspects of Glucuronidation (Paris/John Libbey Eurotext), pp. 129-136.
    • (1988) Cellular and Molecular Aspects of Glucuronidation , pp. 129-136
    • Grant, M.H.1    Doostdar, H.2    Maley, M.3    Melvin, W.T.4    Engest, J.5    Burke, M.D.6
  • 12
    • 0023771769 scopus 로고
    • Mixed function oxidase and UDP-glucuronyltransferase activities in the human Hep G2 hepatoma cell line
    • Grant, M. H., Duthie, S. J., Gray, A. G. and Burke, M. D., 1988a, Mixed function oxidase and UDP-glucuronyltransferase activities in the human Hep G2 hepatoma cell line. Biochemical Pharmacology, 37, 4111-4116.
    • (1988) Biochemical Pharmacology , vol.37 , pp. 4111-4116
    • Grant, M.H.1    Duthie, S.J.2    Gray, A.G.3    Burke, M.D.4
  • 13
    • 0026047247 scopus 로고
    • In vivo formation of codeinone and morphinone from codeine: Isolation and identification from guinea pig bile
    • Ishida, T, Yano, M. and Toki, S., 1991, In vivo formation of codeinone and morphinone from codeine: Isolation and identification from guinea pig bile. Drug Metabolism and Disposition, 19, 895-899.
    • (1991) Drug Metabolism and Disposition , vol.19 , pp. 895-899
    • Ishida, T.1    Yano, M.2    Toki, S.3
  • 14
    • 0031785543 scopus 로고    scopus 로고
    • In vivo formation of codeinone-glutathione adduct: Isolation and identification of a new metabolite in the bile of codeine-treated guinea pig
    • Ishida, T., Yano, M. and Toki, S., 1998, In vivo formation of codeinone-glutathione adduct: Isolation and identification of a new metabolite in the bile of codeine-treated guinea pig. Journal of Analytical Toxicology, 22, 567-572.
    • (1998) Journal of Analytical Toxicology , vol.22 , pp. 567-572
    • Ishida, T.1    Yano, M.2    Toki, S.3
  • 16
    • 0026527637 scopus 로고
    • Column-switching high-performance liquid chromatographic detection of pholcodine and its metabolite in urine with fluorescence and electrochemical detection
    • Johansen, M., Tonnesen, F. and Rasmussen, K. E., 1992, Column-switching high-performance liquid chromatographic detection of pholcodine and its metabolite in urine with fluorescence and electrochemical detection. Journal of Chromatography - Biomedical Applications, 573, 283-288.
    • (1992) Journal of Chromatography - Biomedical Applications , vol.573 , pp. 283-288
    • Johansen, M.1    Tonnesen, F.2    Rasmussen, K.E.3
  • 17
    • 0025202080 scopus 로고
    • A new metabolic pathway of morphine: In vivo and in vitro formation of morphinone and morphinone-glutathione adduct in guinea pig
    • Kumagi, Y., Todaka T. and Toki, S., 1990, A new metabolic pathway of morphine: In vivo and in vitro formation of morphinone and morphinone-glutathione adduct in guinea pig. Journal of Pharmacology and Experimental Therapeutics, 255, 504-510.
    • (1990) Journal of Pharmacology and Experimental Therapeutics , vol.255 , pp. 504-510
    • Kumagi, Y.1    Todaka, T.2    Toki, S.3
  • 18
  • 19
    • 12244254772 scopus 로고
    • Radioimunoassay and other methods for the trace analysis of N-oxide compounds
    • P. Hlavica and L. A. Damani (eds), London: Chapman-Hall
    • Midha, K. K., Jaworski, T. J., Hawes, E. M., McKay, G., Hubbard, J. W., Aravagiri, M., Marder, S. R., 1991, Radioimunoassay and other methods for the trace analysis of N-oxide compounds. In P. Hlavica and L. A. Damani (eds), N-Oxidation of Drugs (London: Chapman-Hall), pp. 37-55.
    • (1991) N-Oxidation of Drugs , pp. 37-55
    • Midha, K.K.1    Jaworski, T.J.2    Hawes, E.M.3    McKay, G.4    Hubbard, J.W.5    Aravagiri, M.6    Marder, S.R.7
  • 20
    • 0026030901 scopus 로고
    • Codeine O-demethylation: Rat strain differences and the effects of inhibitors
    • Mikus, G., Somogyi, A. A., Bochner, F. and Eichelbaum M., 1991, Codeine O-demethylation: Rat strain differences and the effects of inhibitors. Biochemical Pharmacology, 41, 757-762.
    • (1991) Biochemical Pharmacology , vol.41 , pp. 757-762
    • Mikus, G.1    Somogyi, A.A.2    Bochner, F.3    Eichelbaum, M.4
  • 22
    • 0023010970 scopus 로고
    • Morphine metabolism in isolated rat hepatocytes and its implications for hepatotoxicity
    • Nagamatsu, K., Ohno, Y. and Ikebuchi, H., 1986, Morphine metabolism in isolated rat hepatocytes and its implications for hepatotoxicity. Biochemical Pharmacology, 35, 3543-3548.
    • (1986) Biochemical Pharmacology , vol.35 , pp. 3543-3548
    • Nagamatsu, K.1    Ohno, Y.2    Ikebuchi, H.3
  • 23
    • 0021260262 scopus 로고
    • A new reagent for the selective, high-yield N-dealkylation of tertiary amines: Improved syntheses of naltrexone and nalbuphine
    • Olofson, R. A., Martz, J. T., Senet, J. P., Piteau, M. and Malfroot, T., 1984, A new reagent for the selective, high-yield N-dealkylation of tertiary amines: Improved syntheses of naltrexone and nalbuphine. Journal of Organic Chemistry, 49, 2081-2082.
    • (1984) Journal of Organic Chemistry , vol.49 , pp. 2081-2082
    • Olofson, R.A.1    Martz, J.T.2    Senet, J.P.3    Piteau, M.4    Malfroot, T.5
  • 25
    • 0028327591 scopus 로고
    • Determination of codeine and its metabolites in microsomal incubates by high-performance liquid chromatography
    • Pawula, M., Shaw, P. N. and Barett, D. A., 1994, Determination of codeine and its metabolites in microsomal incubates by high-performance liquid chromatography. Journal of Chromatography B - Biomedical Applications, 653, 106-111.
    • (1994) Journal of Chromatography B - Biomedical Applications , vol.653 , pp. 106-111
    • Pawula, M.1    Shaw, P.N.2    Barett, D.A.3
  • 26
    • 0031567153 scopus 로고    scopus 로고
    • Preparation of N-demethylated drug metabolites for analytical purposes using 1-chloroethyl chloroformate
    • Pelander, A., Ojanpera, I. and Hase, T. A., 1997, Preparation of N-demethylated drug metabolites for analytical purposes using 1-chloroethyl chloroformate. Forensic Science International, 85, 193-198.
    • (1997) Forensic Science International , vol.85 , pp. 193-198
    • Pelander, A.1    Ojanpera, I.2    Hase, T.A.3
  • 27
    • 0000287686 scopus 로고
    • N-oxides of morphine, codeine and thebaine and their occurrence in Papaver species
    • Philipson, J. D., Handa, J. S. and El-Dabbas, W., 1976, N-oxides of morphine, codeine and thebaine and their occurrence in Papaver species. Phytochemistry, 15, 1297-1301.
    • (1976) Phytochemistry , vol.15 , pp. 1297-1301
    • Philipson, J.D.1    Handa, J.S.2    El-Dabbas, W.3
  • 29
    • 0027289112 scopus 로고
    • Partitioning between N-dealkylation and N-oxygenation in the oxidation of N,N-dialkylarylamines catalyzed by cytochrome P450 2B1
    • Seto, Y. and Guengerich, F. P., 1993, Partitioning between N-dealkylation and N-oxygenation in the oxidation of N,N-dialkylarylamines catalyzed by cytochrome P450 2B1. Journal of Biological Chemistry, 268, 9986-9997.
    • (1993) Journal of Biological Chemistry , vol.268 , pp. 9986-9997
    • Seto, Y.1    Guengerich, F.P.2
  • 30
    • 0028887047 scopus 로고
    • Determination of codeine and metabolites in plasma and urine using ion-pair high-performance liquid chromatography
    • Svensson, J. O., Yue, Q. Y. and Sawe J., 1995, Determination of codeine and metabolites in plasma and urine using ion-pair high-performance liquid chromatography. Journal of Chromatography-Biomedical Applications, 674, 49-55.
    • (1995) Journal of Chromatography-Biomedical Applications , vol.674 , pp. 49-55
    • Svensson, J.O.1    Yue, Q.Y.2    Sawe, J.3
  • 32
    • 0030878287 scopus 로고    scopus 로고
    • In vivo and in vitro formation of morphinone from morphine in rat
    • Yamano, S., Takahashi, A., Todaka, T. and Toki, S., 1997, In vivo and in vitro formation of morphinone from morphine in rat. Xenobiotica, 27, 645-656.
    • (1997) Xenobiotica , vol.27 , pp. 645-656
    • Yamano, S.1    Takahashi, A.2    Todaka, T.3    Toki, S.4
  • 33
    • 0002496679 scopus 로고
    • Mechanism, multiple forms and substrate specificities of flavin containing mono-oxygenases
    • P. Hlavica and L. A. Damani (eds), London: Chapman-Hall
    • Ziegler, D. M., 1991, Mechanism, multiple forms and substrate specificities of flavin containing mono-oxygenases. In P. Hlavica and L. A. Damani (eds), N-Oxidation of Drugs (London: Chapman-Hall), pp. 59-68.
    • (1991) N-Oxidation of Drugs , pp. 59-68
    • Ziegler, D.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.