Chemistry of Natural Compounds

, Volume 5, Issue 3, pp 128–132 | Cite as

Reduction of 20-oxosteroids to 20α-alcohols by means ofActinomyces roseochromogenus

  • Leonid M. Kogan
  • E. A. Elin
  • V. I. Mel'nikova
  • I. V. Torgov
Article
  • 32 Downloads

Conclusions

A culture ofActinomyces roseochromogenus ATCC 3347 and the corresponding cell-free preparation reduce 17α-oxygen-containing 20-oxopregnanes to the 20α-alcohol. A culture ofA. roseochromogenus ATCC 3347 is capable of reducing Δ4-3-oxo- to 3β-hydroxy-5α-steroids, as has been shown by fermentation with 16α, 17-epoxyprogesterone as an example. It has been shown that certain substituents in the steroid molecule affect the course of the 20α-reduction by a culture ofA. roseochromogenus ATCC 3347.

Keywords

Hydroxyprogesterone Oily Residue Isonicotinic Acid Hydrazide Sodium Ethyl Cortexolone 

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References

  1. 1.
    L. M. Kogan, Usp. khim.,31, 581, 1962.CrossRefGoogle Scholar
  2. 2.
    A. A. Akhrem and Yu. A. Titov, Microbiological Transformations of Steroids [in Russian], Moscow, 1965.Google Scholar
  3. 3.
    B. Camerino and A. Vercellone, Gazz. Chim. Ital.,86, 260, 1956.Google Scholar
  4. 4.
    V. M. Chang and D. R. Idler, Can. J. Biochem. and Physiol.,39, 1277, 1961.CrossRefGoogle Scholar
  5. 5.
    T. Takahashi and Y. Uchibori, Agr. Biol. Chem. Tokyo,26, 89, 1962.Google Scholar
  6. 6.
    N. N. Suvorov, L. V. Sokolova, V. M. Ryzhkova, and G. G. Dvoryantseva, DAN SSSR,152, 1130, 1963.Google Scholar
  7. 7.
    O. El-Tayeb and S. E. Knight, Ch. J. Sih. Biochim. Biophys. Acta,93, 402, 1964.CrossRefGoogle Scholar
  8. 8.
    J. K. Norymberski and G. F. Woods, J. Chem. Soc., 3426, 1955.Google Scholar
  9. 9.
    M. Takeuchi, Chem. Pharm. Bull.,11 1183, 1963.CrossRefPubMedGoogle Scholar
  10. 10.
    J. Chamberlain and G. H. Thomas, J. Chromatogr.,11, 408, 1963.CrossRefPubMedGoogle Scholar
  11. 11.
    R. Neher and A. Wettstein, Helv. Chim. Acta,43, 1189, 1960.Google Scholar
  12. 12.
    W. R. Benn, J. Org. Chem.,28 3557, 1963.CrossRefGoogle Scholar
  13. 13.
    F. Carvajal, O. F. Vitale, M. J. Gentles, H. L. Herzog, and E. B. Hershberg, J. Org. Chem.,24, 695, 1959.CrossRefGoogle Scholar
  14. 14.
    L. M. Kogan, I. V. Ulezlo, E. A. Elin, A. S. Bermenkov, T. K. Skryabin, and I. V. Torgov, Izv. AN SSSR, ser. biol., 581, 1965.Google Scholar
  15. 15.
    R. F. Zurcher, Helv. Chim. Acta,46 2054, 1963.CrossRefGoogle Scholar
  16. 16.
    K. Tori, T. Komeno, and T. Nakagawa, J. Org. Chem.,29 1136, 1964.CrossRefGoogle Scholar
  17. 17.
    R. Neher, Steroid Chromatography, Elsevier, 1964.Google Scholar
  18. 18.
    S. Rakhit and Ch. R. Engel, Can. J. Chem.,40 2163, 1962.CrossRefGoogle Scholar
  19. 19.
    E. Vischer and A. Wettstein, Exper.,16 355, 1960.Google Scholar
  20. 20.
    E. Kondo, T. Mitsugi, and E. Masuo, Agr. Biol. Chem., Tokyo,26, 22, 1962.CrossRefGoogle Scholar
  21. 21.
    I. I. Zaretskaya, L. M. Kogan, O. B. Tikhomirova, and I. V. Torgov, KhPS [Chemistry of Natural Compounds],2 321, 1966.Google Scholar

Copyright information

© Consultants Bureau 1972

Authors and Affiliations

  • Leonid M. Kogan
    • 1
  • E. A. Elin
    • 1
  • V. I. Mel'nikova
    • 1
  • I. V. Torgov
    • 1
  1. 1.Institute of the Chemistry of Natural Compounds, AS USSRUSSR

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