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N-chlorination of phenytoin by myeloperoxidase to a reactive metabolite

Cite this: Chem. Res. Toxicol. 1988, 1, 3, 148–151
Publication Date (Print):May 1, 1988
https://doi.org/10.1021/tx00003a004
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    6. E Malle, P G Furtmüller, W Sattler, C Obinger. Myeloperoxidase: a target for new drug development?. British Journal of Pharmacology 2007, 152 (6) , 838-854. https://doi.org/10.1038/sj.bjp.0707358
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    15. Peter G. Wells, Louise M. Winn. Biochemical Toxicology of Chemical Teratogenesis. Critical Reviews in Biochemistry and Molecular Biology 1996, 31 (1) , 1-40. https://doi.org/10.3109/10409239609110574
    16. Dennis C. Mays, Lew J. Pawluk, Glen Apseloff, W.Bruce Davis, Zhi-Wu She, Arthur L. Sagone, Nicholas Gerber. Metabolism of phenytoin and covalent binding of reactive intermediates in activated human neutrophils. Biochemical Pharmacology 1995, 50 (3) , 367-380. https://doi.org/10.1016/0006-2952(95)00151-O
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    19. Angela H. Hofstra, Jack P. Uetrecht. Myeloperoxidase-mediated activation of xenobiotics by human leukocytes. Toxicology 1993, 82 (1-3) , 221-242. https://doi.org/10.1016/0300-483X(93)90066-2
    20. Sylvia M. Furst, Jack P. Uetrecht. Carbamazepine metabolism to a reactive intermediate by the myeloperoxidase system of activated neutrophils. Biochemical Pharmacology 1993, 45 (6) , 1267-1275. https://doi.org/10.1016/0006-2952(93)90279-6
    21. Jack P. Uetrecht. The Respiratory Burst and Drug Metabolism: Implications for Idiosyncratic Drug Reactions and Antiinflammatory Effects. 1993, 147-154. https://doi.org/10.1007/978-1-4615-9840-4_8
    22. M.C.R. Franssen, H.C. van der Plas. Haloperoxidases: Their Properties and Their Use in Organic Synthesis. 1992, 41-99. https://doi.org/10.1016/S0065-2164(08)70252-1
    23. T. Yoshida, T. Tabuchi, K. Andoh. Identification of urinary metabolites of human subjects acutely poisoned by p-chloronitrobenzene. Xenobiotica 1992, 22 (12) , 1459-1470. https://doi.org/10.3109/00498259209056696
    24. J. P. Uetrecht. The Role of Leukocyte-Generated Reactive Metabolites in the Pathogenesis of Ideosyncratic Drug Reactions. Drug Metabolism Reviews 1992, 24 (3) , 299-366. https://doi.org/10.3109/03602539208996297
    25. Stephen P. Spielberg, Neil H. Shear, Marilyn Cannon, Nancy J. Hutson, Kare Gunderson. In-Vitro Assessment of a Hypersensitivity Syndrome Associated with Sorbinil. Annals of Internal Medicine 1991, 114 (9) , 720-724. https://doi.org/10.7326/0003-4819-114-9-720
    26. Eibai Lee, Mitsugu Fujita, Kimio Kariya. Stimulation of phagocytosis in rat polymorphonuclear leukocytes by A23187 is accompanied by activation of myeloperoxidase. Biochemical and Biophysical Research Communications 1991, 176 (1) , 364-370. https://doi.org/10.1016/0006-291X(91)90933-X
    27. Jack Uetrecht. Metabolism of Drugs by Activated Leukocytes: Implications for Drug-Induced Lupus and Other Drug Hypersensitivity Reactions. 1991, 121-132. https://doi.org/10.1007/978-1-4684-5877-0_13
    28. J. Uetrecht. The role of N-oxidation by leukocytes in drug-induced agranulocytosis and other drug hypersensitivity reactions. 1991, 435-453. https://doi.org/10.1007/978-94-011-3112-4_25
    29. Daniel Schlenk, Paz Garcia Martinez, David R. Livingstone. Studies on myeloperoxidase activity in the common mussel, Mytilus edulis L.. Comparative Biochemistry and Physiology Part C: Comparative Pharmacology 1991, 99 (1-2) , 63-68. https://doi.org/10.1016/0742-8413(91)90076-6
    30. Mark A. Sanner, Terry J. Higgins. Chapter 19. Chemical Basis for Immune Mediated Idiosyncratic Drug Hypersensitivity. 1991, 181-190. https://doi.org/10.1016/S0065-7743(08)61206-3
    31. Christopher A. Lipinski, Jon Bordner, Garth C. Butterfield, Lilian C. Marinovic. N ‐chlorination of dilantin and sorbinil. Journal of Heterocyclic Chemistry 1990, 27 (6) , 1793-1799. https://doi.org/10.1002/jhet.5570270651
    32. David A. Eastmond, Martyn T. Smith. [61] Xenobiotic activation by stimulated human polymorphonuclear leukocytes and myeloperoxidase. 1990, 579-585. https://doi.org/10.1016/0076-6879(90)86153-M
    33. B. Kevin Park, Neil R. Kitteringham. Drug-Protein Conjugation and its Immunological Consequences. Drug Metabolism Reviews 1990, 22 (1) , 87-144. https://doi.org/10.3109/03602539008991445
    34. Jack Uetrecht. Drug Metabolism by Leukocytes and Its Role in Drug-Induced Lupus and Other Idiosyncratic Drug Reactions. Critical Reviews in Toxicology 1990, 20 (4) , 213-235. https://doi.org/10.3109/10408449009089863
    35. Jack Uetrecht. Mechanism of hypersensitivityreactions: proposed involvement of reactive metabolites generated by activated leukocytes. Trends in Pharmacological Sciences 1989, 10 (11) , 463-467. https://doi.org/10.1016/S0165-6147(89)80012-4
    36. RJ Riley, NR Kitteringham, BK Park. Structural requirements for bioactivation of anticonvulsants to cytotoxic metabolites in vitro.. British Journal of Clinical Pharmacology 1989, 28 (4) , 482-487. https://doi.org/10.1111/j.1365-2125.1989.tb03530.x

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