Formation of 2-sulphamoylacetylphenol from zonisamide under aerobic conditions in rat liver microsomes

References

• Archakov A. I., Zhukov A. A. Multiple activities of cytochrome P-450. Basis and Mechanisms of Regulation of Cytochrome P-450, K. Ruckpaul, H. Rein. Akademice, Berlin 1989; 151–175
   Google Scholar
• Delaforge M., Jaouen M., Mansuy D. Dual effects of macrolide antibiotics on rat liver cytochrome P-450. Induction and formation of metabolite-complex: a structure—activity relationship. Biochemical Pharmacology 1983; 32: 2309–2318
   PubMed Web of Science ®Google Scholar
• Fujii K., Morio M., Kikuchi H. A possible role of cytochrome P450 in anaerobic dehalogenation of halothane. Biochemical and Biophysical Research Communications 1981; 101: 1158–1163
   PubMed Web of Science ®Google Scholar
• Guengerich F. P. Enzymatic oxidation of xenobiotic chemicals. Critical Reviews in Biochemistry and Molecular Biology 1990; 25: 97–153
   PubMed Web of Science ®Google Scholar
• Ito T., Yamaguchi T., Miyazaki H., Sekine Y., Shimizu M., Ishida S., Yagi K., Kakegawa N., Seino M., Wada T. Pharmacokinetic studies of AD-810, a new antiepileptic compound. Arzneimittel-Forschung Drug Research 1982; 32: 1581–1586
   PubMed Web of Science ®Google Scholar
• Jones D. P., Aw T. Y., Shan X. Drug metabolism and toxicity during hypoxia. Drug Metabolism Review 1989; 20: 247–260
   PubMed Web of Science ®Google Scholar
• Lowry O. H., Rosebrough N. J., Farr A. L., Randall R. J. Protein measurement with the Folin phenol reagent. Journal of Biological Chemistry 1951; 193: 265–275
   PubMed Web of Science ®Google Scholar
• Mallet A. K., King L. J., Walker R. A continuous spectrophotometric determination of hepatic microsomal azo reductase activity and its dependence on cytochrome P-450. Biochemical Journal 1982; 201: 589–595
   PubMed Web of Science ®Google Scholar
• McLain G. E., Sipes I. G., Brown B. R., Jr. An animal model of halothane hepatotoxicity: role of enzyme induction and hypoxia. Anesthesiology 1979; 51: 321–326
   PubMed Web of Science ®Google Scholar
• Nakasa H., Komiya M., Ohmori S., Kitada M., Rikihisa T., Kanakubo Y. Formation of reductive metabolite, 2-suifamoylacetylphenol, from zonisamide in rat liver microsomes. Research Communications in Chemical Pathology and Pharmacology 1992; 77: 31–41
   PubMedGoogle Scholar
• Nakasa H., Komiya M., Ohmori S., Rikihisa T., Kitada M. Rat liver microsomal cytochrome P-450 responsible for reductive metabolism of zonisamide. Drug Metabolism and Disposition 1993a; 21: 777–781
   PubMed Web of Science ®Google Scholar
• Nakasa H., Komiya M., Ohmori S., Rikihisa T., Kiuchi M., Kitada M. Characterization of human liver microsomal cytochrome P450 involved in the reductive metabolism of zonisamide. Molecular Pharmacology 1993b; 44: 216–221
   PubMed Web of Science ®Google Scholar
• Ohi H., Takahara E., Ohta S., Hirobe M. Effects of oxygen concentration on the metabolism of anisole homologues by rat liver microsomes. Xenobiotica 1992; 22: 1329–1337
   PubMed Web of Science ®Google Scholar
• Ono T., Yagi K., Seino M. Clinical efficacy and safety of a new antiepileptic drug, zonisamide: a multi-institutional phase three study. Clinical Psychiatry (Tokyo) 1988; 30: 471–482
   Google Scholar
• Pessayre D., Descatorie V., Konstantinova-Mitcheva M., Wandscheer J. C., Cobert B., Level R., Benhamou J. P., Jaouen M., Mansuy D. Self induction by triacetyloleandomycin of its own transformation into a metabolite forming a stable 456 nm-absorbing complex with cytochrome P-450. Biochemical Pharmacology 1981; 30: 553–558
   PubMed Web of Science ®Google Scholar
• Ramasy R. E., Wilder B. J., Sackellares J. C., Browne T., Guterman A., Barnes D., Mathews J., Berent S., Donofrio P. D., Abou-Khalil B., Wagner J. G. Multicenter study on the efficacy of zonisamide in the treatment of medically refractory complex partial seizures. Epilepsia 1984; 25: 673
   Web of Science ®Google Scholar
• Sackellares J. C., Donofrio P. D., Wagner J. G., Abou-Khalil B., Berent S., Aasved-Hoyt K. Pilot study on zonisamide (1,2-benzisoxazole-3-methanesulfonamide) in patients with refractory partial seizures. Epilepsia 1985; 26: 206–211
   PubMed Web of Science ®Google Scholar
• Sipes I. G., Brown B. R., Jr. An animal model of hepatotoxicity associated with halothane anesthesia. Anesthesiology 1976; 45: 622–628
   PubMed Web of Science ®Google Scholar
• Du Souich P., Courteau H., Kobusch A. B., Dalkara A. B., Ong H. Effect of hypoxia on the cytochrome P-450 and theophylline metabolism. European Journal of Pharmacology 1990; 183: 2122–2123
   Web of Science ®Google Scholar
• Stiff D. D., Robicheau J. T., Zemaitis M. A. Reductive metabolism of zonisamide the anticonvulsant agent zonisamide, a 1,2-benzisoxazole derivative. Xenobiotica 1992; 22: 1–11
   PubMed Web of Science ®Google Scholar
• Stiff D. D., Zemaitis M. A. Metabolism of the anticonvulsant agent zonisamide in the rat. Drug Metabolism and Disposition 1990; 18: 888–894
   PubMed Web of Science ®Google Scholar
• Takahara E., Ohta S., Hirobe M. Effect of oxygen concentration on the metabolic pathway of anisole in rat liver microsomes. Biochemical Pharmacology 1986; 35: 541–544
   PubMed Web of Science ®Google Scholar
• Uno H., Kurokawa M. Studies on 3-substituted 1,2-benzisoxazole derivative. VI. Synthesis of 3-(sulfamoylmethyl)-1,2-benzisoxazole and their anticonvulsant activities. Journal of Medicinal Chemistry 1979; 22: 180–183
   PubMed Web of Science ®Google Scholar
• Uno H., Kurokawa M. Studies on 3-substituted 1,2-benzisoxazole derivative. VII. Catalytio reduction of 3-sulfamoylmethyl-1,2-benzisoxazole and reactions of the resulting products. Chemical and Pharmaceutical Bulletin 1981; 30: 333–335
   Web of Science ®Google Scholar
• Wilensky A. J., Friel P. N., Ojemann L. M., Dodrill C. B., McCormick K. B., Levy R. H. Zonisamide in epilepsy: a pilot study. Epilepsia 1985; 26: 212–220
   PubMed Web of Science ®Google Scholar