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Xenobiotica
the fate of foreign compounds in biological systems
Volume 21, 1991 - Issue 5
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Original Article

In vitro O-demethylation from a heterocyclic nitrogen: A novel metabolic reaction?

Pages 569-574 | Received 25 Jan 1990, Accepted 25 Oct 1990, Published online: 27 Aug 2009

References

  • Acheson R. M. Studies in Organic Chemistry. New Trends in Heterocyclic Chemistry, R. B. Mitra, N. R. Ayyangar, V. N. Gogte, R. M. Acheson, N. Cromwell. Elsevier, New York 1979; Vol. 3: 1–33
  • Acheson R. M., Nwankwo J. O. The metabolism of some 1-hydroxylated indoles in the rat. Xenobiotica 1984; 14(11)877–883
  • Acheson R. M., Hunt P. G., Littlewood D. M., Murker B., Rosenberg H. E. The synthesis, reactions, and spectra of 1-acetoxy-, 1-hydroxy-, and 1-methoxy-indoles. Journal of the Chemical Society. Perkin Transactions 1978; I: 1117–1125
  • Acheson R. M., Aldridge G. N., Choi M. C., Nwankwo J. O., Ruscoe M., Wallis J. An improved preparation of 1-hydroxyindole and the synthesis of some related 3-carboxylic acids and 1-methoxyindole-3-acetonitrile. Journal of Chemical–Research 1984; 101: 1301–1319
  • Kamataki T., Kitagawa H. The involvement of cytochrome P-450 in the NADH-dependent O-demethylation of p-nitroanisole in phenobarbital-treated rabbit liver microsomes. Biochemical and Biophysical Research Communications 1977; 76(4)1007–1013
  • Lai C. C., Miller E. C., Miller J. A., Liem A. Strong evidence that N-sulfoxy-2-aminofluorene is the ultimate carcinogenic metabolite of N-hydroxy-2-acetylaminofluorene (N-HO-AAF) in infant male mice. Proceedings of the American Association for Cancer Research 1984; 25: 85
  • 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
  • Nash T. The colorimetric estimation of formaldehyde by means of the Hantzsch reaction. Journal of Biological Chemistry 1953; 55: 416–421
  • Netter K. J., Seidel G. An adaptively stimulated O-demethylating system in rat liver microsomes and its kinetic properties. Journal of Pharmacology and Experimental Therapeutics 1964; 146: 61–65
  • Nwankwo J. O. The synthesis and metabolism of some N-oxygenated indoles. D. Phil thesis, Oxford University. 1982
  • Smith G. E., Griffiths L. A. Metabolism of N-acylated and O-alkylated drugs by the intestinal microflora during anaerobic incubation in vitro. Xenobiotica 1974; 4: 477–487
  • Solheim E., Scheline R. R. Metabolism of alkenebenzene derivatives in the rat. II. Eugenol and isoeugenol methyl ethers. Xenobiotica 1976; 6: 137–150
  • Sugiyama T., Miki N., Yamano T. NADH-and NADPH-depcadent reconstituted p-nitroanisole O-demethylating system containing cytochrome P-450 with high affinity for cytochrome b5. Journal of Biochemistry 1980; 87: 1457–1467
  • Weisburger J. H., Yamamoto R. S., Williams G. M., Grantham P. H., Matsushima T., Weisburger E. K. On the sulfate ester of N-hydroxy-N-2-fluorenylacetamide as a key ultimate hepatocarcinogen in the rat. Cancer Research 1972; 32: 491–500

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