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Original Article

Microbiological Hydroxylation and N-Oxidation of Cinchona Alkaloids

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Pages 47-58 | Received 07 Dec 1992, Published online: 11 Jul 2009

References

  • Brodie B. B., Baer J. E., Craig L. C. Metabolic products of the chinchona alkaloids in human urine. J. Biol. Chem. 1951; 188: 567
  • Chan Leach D., Stadalius M. A., Bertis J. S., Snyder L. R. Reverse phase HPLC of basic samples. LC-GC-International 1988; 1: 22–30
  • Caroll F. I., Philip A., Coleman M. C. Synthesis and stereochemistry of a metabolite resulting from the biotransformation of quinidine in man. Tetrahedron Lett. 1976; 21: 1757–1760
  • Davis P. J. Microbial transformations of alkaloids. Microbial Transformations of Bioactive Compounds, J. P. Rosazza. CRC Press, Boca Raton 1982; Vol. II: 67–90
  • Diaz-Araúzo H., Cook J. M. Synthesis of 10,11-dihydroxydihydroquinidine N-oxide, a new metabolite of quinidine. Preparation and 1H-NMR spectroscopy of the metabolites of quinidine and conformational analysis via 2D cosy NMR spectroscopy. J. Nat. Prod. 1990; 53: 112–124
  • Dulaney E. L., McAleer W. 11 α-Hydroxylation of steroids by aspergillus ochraceus. US Pat. 2.802.775, C.A. 52, 1957, 1299c
  • Eckenrode F. M. Microbiological transformation of quinidine. J. of Nat. Prod. 1984; 47: 882–884
  • Flouvat B., Resplanady G., Roux A., Friocourt P., Viel C., Plat M. Metabolites de la dihydroquinidine observés aprés administration á l'homme d'une formulation á libération prolongée. Therapie 1988; 43: 255–261
  • Guentert T. W., Daly J. J., Riegelmann S. Isolation, characterization and synthesis of a new quinidine metabolite. Eur. J. of Drug and Pharm. 1982; 7(1)31–38
  • Jarreau F. X., Herré L., Azerad Ogerau R. Hydroxylation method by microbiological process of quinine, quinidine and derivatives. WO 87/00552 French prior. 23.7.85, 1987
  • Jones D. F., Moore R. H., Crawles G. C. Microbial modification of mycophenolic acid. J. Chem. Soc (C) 1970; 1725–1737
  • Kieslich K. Microbial Transformations of Nob-Steroid Cyclic Compounds. John Wiley, London 1976; 602–604
  • McCalley D. Analysis of the cinchona alkaloids by liquid chromatography on octadecylsilyl columnes. Chromatographia 1983; 17: 264–266
  • Moreland C. G., Philip A., Caroll F. J. Carbon-13-nuclear magnetic resonance spectra of cinchona alkaloids. J. Org. Chem. 1974; 39: 2413–2416
  • Murray H. C., Peterson D. H. Oxygenation of steroids by mucorales fungi. US Pat. 2.602.769, C.A., 1952, 8331–46
  • Palmer K. H., Martin B., Baggett B., Wall M. E. The metabolic fate of orally administered quinidine gluconate in humans. Biochem. Pharmacol. 1969; 18: 1845–1860
  • Pöhlmann Franke H., Pfeiffer S. Massenspektrometrie von Chinin, Chinidin und deren N-Oxiden. Pharmazie 1987; 42: 827–830
  • Resplanady G., Roux A., Dupas I., Viel C, Plat M., Flouvat B. Specific determination of hydroquinidine and its major metabolites in biological fluids by high performance liquid chromatography. J. Liquid Chromatogr. 1988; 11: 1495–1511
  • Rosazza J. P., Smith R. V. Microbial models for drug metabolism. Adv. Appl. Microbiology 1979; 25: 169–208
  • Stahl E. 2. Ed. Dünnschichtchromatographie. Ein Laboratoriumshandbuch. Springer Verlag, Berlin 1969
  • Tamai G., Yoshida H., Imai H., Takashina T., Katoo K., Fuwa T., Tsuchioka Y., Matsuura H., Kajiyama G. Isolation of new quinidine metabolites and simultaneous determination of quinidine and its metabolites in blood and urine by direct injection HPLC analysis. Chromatographia 1985; 20: 671–676
  • Verpoorte R., Mulder-Krieger Th., Troost Baerhein J. J., Svendsen A. Thin-layer chromatographic separation of cinchona alkaloids. J. of Chrom. 1980; 184: 79–96

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