Single-dose disulfiram does not inhibit CYP2A6 activity

Clinical Pharmacology and Therapeutics

Volumn 64, Issue 1, 1998, Pages 39-45

  Kharasch, Evan D ^a   Hankins, Douglas C ^b   Baxter, Pamela J ^b   Thummel, Kenneth E ^b  

^a UNIVERSITY OF WASHINGTON   (United States)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

COUMARIN; CYTOCHROME P450 2A6; CYTOCHROME P450 ISOENZYME; DISULFIRAM; UMBELLIFERONE; UNCLASSIFIED DRUG;

ADULT; AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; DRUG BLOOD LEVEL; DRUG HYDROXYLATION; DRUG METABOLISM; DRUG URINE LEVEL; ENZYME INHIBITION; FEMALE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN EXPERIMENT; HUMAN TISSUE; MALE; NORMAL HUMAN; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL;

ADMINISTRATION, ORAL; ADULT; ANTINEOPLASTIC AGENTS; ARYL HYDROCARBON HYDROXYLASES; COUMARINS; CROSS-OVER STUDIES; CYTOCHROME P-450 ENZYME SYSTEM; DISULFIRAM; DOUBLE-BLIND METHOD; ENZYME INHIBITORS; FEMALE; HUMANS; MALE; MIXED FUNCTION OXYGENASES; UMBELLIFERONES;

EID: 0031818088     PISSN: 00099236     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-9236(98)90020-0     Document Type: Article

References (35)

1. Lieber CS. Cytochrome P-4502E1: its physiological and pathological role. Physiol Rev 1997;77:517-44.
2. Thummel KE, Kharasch ED, Podoll T, Kunze K. Human liver microsomal enflurane defluorination catalyzed by cytochrome P-450 2E1. Drug Metab Dispos 1993;21:350-7.
3. Kharasch ED, Thummel KE. Identification of cytochrome P450 2E1 as the predominant enzyme catalyzing human liver microsomal defluorination of sevoflurane, isoflurane and methoxyflurane. Anesthesiology 1993;79:795-807.
4. Guengerich FP, Kim DH, Iwasaki M. Role of human P-450 IIE1 in the oxidation of many low molecular weight cancer suspects. Chem Res Toxicol 1991;4:168-79.
5. Brady JF, Xiao F, Wang MH, Li Y, Ning SM, Gapac JM, et al. Effects of disulfiram on hepatic P450IIE1, other microsomal enzymes, and hepatotoxicity in rats. Toxicol Appl Pharmacol 1991;108:366-73.
6. Jorgensen L, Thomsen P, Poulsen HE. Disulfiram prevents acetaminophen hepatotoxicity in rats. Pharmacol Toxicol 1988;62:267-71.
7. Kharasch ED, Thummel K, Mhyre J, Lillibridge J. Single-dose disulfiram inhibition of chlorzoxazone metabolism: a clinical probe for P450 2E1. Clin Pharmacol Ther 1993;53:643-50.
8. Peter R, Bocker R, Beaune PH, Iwasaki M, Guengerich FP, Yang CS. Hydroxylation of chlorzoxazone as a specific probe for human liver cytochrome P-450IIE1. Chem Res Toxicol 1990;3:565-73.
9. Kharasch ED, Thummel KE, Mautz D, Bosse S. Clinical enflurane metabolism by cytochrome P450 2E1. Clin Pharmacol Ther 1994;55:434-40.
10. Kharasch ED, Armstrong AS, Gunn K, Artru A, Cox K. Clinical sevoflurane metabolism and disposition: II. The role of cytochrome P450 2E1 in fluoride and hexafluoroisopropanol formation. Anesthesiology 1995;82:1379-88.
11. Kharasch ED, Hankins D, Mautz D, Thummel KE. Identification of the enzyme responsible for oxidative halothane metabolism: implications for prevention of halothane hepatitis. Lancet 1996;347:1367-71.
12. Crespi CL, Penman BW, Leakey JAE, Arlotto MP, Stark A, Parkinson A, et al. Human cytochrome P450IIA3: cDNA sequence, role of the enzyme in the metabolic activation of promutagens, comparison to nitrosamine activation by human cytochrome P450IIE1. Carcinogenesis 1990;11:1292-300.
13. Yamazaki H, Inui Y, Yun CH, Guengerich FP, Shimada T. Cytochrome P450 2E1 and 2A6 enzymes as major catalysts for metabolic activation of N-nitrosodialkylamines and tobacco-related nitrosamines in human liver microsomes. Carcinogenesis 1992;13:1789-94.
14. Flammang AM, Gelboin HV, Aoyama T, Gonzalez FJ, McCoy GD. N-Nitrosopyrrolidine metabolism by cDNA-expressed human cytochrome P450s. Biochem Arch 1993;9:197-204.
15. Camus AM, Geneste O, Honkakoski P, Bereziat JC, Henderson CJ, Wolf CR, et al. High variability of nitrosamine metabolism among individuals: role of cytochromes P450 2A6 and 2E1 in the dealkylation of N-nitrosodimethylamine and N-nitrosodiethylamine in mice and humans. Mol Carcinogen 1993;7:268-75.
16. Buters JTM, Schiller CD, Chou RC. A highly sensitive tool for the assay of cytochrome P450 enzyme activity in rat, dog and man: direct fluorescence monitoring of the deethylation of 7-ethoxy-4-trifluoromethylcoumarin. Biochem Pharmacol 1993;46:1577-84.
17. Tiano HF, Hosokawa M, Chulada PC, Smith PB, Wang RL, Gonzalez FJ, et al. Retroviral mediated expression of human cytochrome P4502A6 in C3H/10T1/2 cells confers transformability by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). Carcinogenesis 1993;14: 1421-7.
18. Duescher RJ, Elfarra AA. Human liver microsomes are efficient catalysts of 1,3-butadiene oxidation: evidence for major roles by cytochromes P450 2A6 and 2E1. Arch Biochem Biophys 1994;311:342-9.
19. Madan A, Parkinson A, Faiman MD. Identification of the human and rat P450 enzymes responsible for the sulfoxidation of S-methyl N,N-diethylthiolcarbamate (DETC-ME): The terminal step in the bioactivation of disulfiram. Drug Metab Dispos 1995;23:1153-62.
20. Chang TKH, Gonzalez FJ, Waxman DJ. Evaluation of triacetyloleandomycin, α-naphthoflavone and diethyldithiocarbamate as selective chemical probes for inhibition of human cytochromes P450, Arch Biochem Biophys 1994;311:437-42.
21. Miles JS, McLaren AW, Forrester LM, Glancey MJ, Lang MA, Wolf CR. Identification of the human liver cytochrome P-450 responsible for coumarin 7-hydroxy-lase activity. Biochem J 1990;267:365-71.
22. Rautio A, Kraul H, Kojo A, Salmela E, Pelkonen O. Interindividual variability of coumarin 7-hydroxylation in healthy volunteers. Pharmacogenetics 1992;2:227-33.
23. Ishii H, Kaneko Y, Miyazaki H, Harayama T. A convenient synthesis of a simple coumarin. Chem Pharm Bull 1991;39:3100-2.
24. Lamiable D, Vistelle R, Trenque T, Fay R, Millart H, Choisy H. Sensitive high-performance liquid Chromatographie method for the determination of coumarin in plasma. J Chromatogr 1993;620:273-7.
25. Egan DA, O'Kennedy R. Rapid and sensitive determination of coumarin and 7-hydroxycoumarin and its glucuronide conjugate in urine and plasma by high-performance liquid chromatography. J Chromatogr 1992; 582:137-43.
26. Sotaniemi EA, Lumme P, Arvela P, Rautio A. Age and CYP3A4 and CYP2A6 activities marked by the metabolism of lignocaine and coumarin in man. Therapie 1996;51:363-6.
27. Runkel M, Tegtmeier M, Legrum W. Metabolic and analytical interactions of grapefruit juice and 1,2-benzopyrone (coumarin) in man. Eur J Clin Pharmacol 1996;50:225-30.
28. Merkel U, Sigusch H, Hoffmann A. Grapefruit juice inhibits 7-hydroxylation of coumarin in healthy volunteers. Eur J Clin Pharmacol 1994;46:175-7.
29. Ritschel WA, Brady ME, Tan HSI, Hoffmann KA, Yiu IM, Grummich KW. Pharmacokinetics of coumarin and its 7-hydroxy-metabolites upon intravenous and peroral administration of coumarin in man. Eur J Clin Pharmacol 1977;12:457-61.
30. Fentem JH, Fry JR. Metabolism of coumarin by rat, gerbil and human liver microsomes. Xenobiotica 1992; 22:357-67.
31. Pearce R, Greenway D, Parkinson A. Species differences and interindividual variation in liver microsomal cytochrome P450 2A enzymes: effects on coumarin, dicumarol, and testosterone oxidation. Arch Biochem Biophys 1992;298:211-25.
32. Steensma A, Beamand JA, Walters DG, Price RJ, Lake BG. Metabolism of coumarin and 7-ethoxycoumarin by rat, mouse, guinea pig, Cynomolgus monkey and human precision-cut liver slices. Xenobiotica 1994;24:893-907.
33. Ono S, Hatanaka T, Hotta H, Satoh T, Gonzalez FJ, Tsutsui M. Specificity of substrate and inhibitor probes for cytochrome P450s: evaluation of in vitro metabolism using cDNA-expressed human P450s and human liver microsomes. Xenobiotica 1996;26:681-93.
34. Draper AJ, Madan A, Parkinson A. Inhibition of coumarin 7-hydroxylase activity in human liver microsomes. Arch Biochem Biophys 1997;341:47-61.
35. Jensen JC, Faiman MD, Hurwitz A. Elimination characteristics of disulfiram over time in five alcoholic volunteers: a preliminary study. Am J Psych 1982;139:1596-8.