Skip to main content
SpringerLink
Log in

Purification of campesterol and preparation of 7-dehydrocampesterol, 7-campestenol and campestanol

  • Published:
Lipids

Abstract

Campesterol ([24R]-24-methyl-5-cholesten-3β-ol) was isolated from a soybean sterol mixture and purified on a small scale by column chromatography and on a large scale by crystallization from acetone to 97% purity. From this, 7-dehydrocampesterol ([24R]-24-methyl-5,7-cholestadien-3β-ol) and campestanol ([24R]-24-methyl-cholestan-3β-ol) were prepared. The acetates and benzoates of all four compounds also were obtained and compared to the corresponding members of the ergostane series.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Eisner, J., and D. Firestone, J. Ass. Off. Anal. Chem. 46:542 (1963).

    CAS  Google Scholar 

  2. Karleskind, A., Rev. Fr. des Corps Gras 15:379 (1968).

    CAS  Google Scholar 

  3. Thorpe, C.W., J. Ass. Off. Anal. Chem. 55:1085 (1972).

    CAS  Google Scholar 

  4. Itoh, T., T. Tamura, and T. Matsumoto, JAOCS 50:122 (1973).

    CAS  Google Scholar 

  5. Fernholz, E., and H.B. Phillamy, J. Amer. Chem. Soc. 63:1155 (1941).

    Article  CAS  Google Scholar 

  6. Schuette, H.A., and W.E. Link, Ibid. 76:4192 (1954).

    Article  CAS  Google Scholar 

  7. Nishioka, I., N. Ikekawa, A. Yagi, T. Kawasaki, and T. Tsukamoto, Chem. Pharm. Bull. (Tokyo) 13:379 (1965).

    CAS  Google Scholar 

  8. Le-Van-Thoi, and Nguyen-Ngoc-Suong, J. Org. Chem. 35:1104 (1970).

    Article  PubMed  CAS  Google Scholar 

  9. Bergmann, W., H.P. Schedl, and E.M. Low, Ibid. 10:587 (1945).

    Article  CAS  Google Scholar 

  10. Bergmann, W., R.J. Feeney, and A.N. Swift, Ibid. 16:1337 (1951).

    Article  CAS  Google Scholar 

  11. Tarzia, G., V. Tortorella, and A. Romeo, Gazz. Chim. Ital. 97:102 (1967).

    CAS  Google Scholar 

  12. Ikan, R., A. Markus, and E.D. Bergmann, Steroids 16:517 (1970).

    Article  PubMed  CAS  Google Scholar 

  13. Thompson, M.J., S.R. Dutkey, G.W. Patterson, and E.L. Gooden, Phytochemistry 11:1781 (1972).

    Article  CAS  Google Scholar 

  14. Hyde, P.M., and W.H. Elliott, J. Chromatog. 67:170 (1972).

    Article  CAS  Google Scholar 

  15. Rosenstein, F.U., and H.W. Kircher, Lipids 8:107 (1973).

    Article  CAS  Google Scholar 

  16. Kircher, H.W., and F.U. Rosenstein, J. Org. Chem. 38:2259 (1973).

    Article  CAS  Google Scholar 

  17. Kircher, H.W., and F.U. Rosenstein, Lipids 8:453 (1973).

    Article  CAS  Google Scholar 

  18. Kircher, H.W., Ibid. Lipids, In press.

  19. Kircher, H.W., and F.U. Rosenstein, Ibid. 8:97 (1973).

    Article  CAS  Google Scholar 

  20. Kircher, H.W., Ibid. Lipids, In press.

  21. Ruigh, W.L., J. Amer. Chem. Soc. 64:1900 (1942).

    Article  CAS  Google Scholar 

  22. Ikan, R.I., A. Markus, and E.D. Bergmann, Israel J. Chem. 8:819 (1970).

    CAS  Google Scholar 

  23. Windaus, A., and R. Langer, Ann. 508:105 (1934).

    Google Scholar 

  24. Singh, P., and S. Rangaswami, Current Sci. 35:515 (1966).

    CAS  Google Scholar 

  25. Fernholz, E., and W.L. Ruigh, J. Amer. Chem. Soc. 63:1157 (1941).

    Article  CAS  Google Scholar 

  26. Idler, D.R., and U.H.M. Fagerlund, Ibid. 77:4142 (1955).

    Article  CAS  Google Scholar 

  27. Mulheirn, L.J., Tetrahedron Lett. 34:3175 (1973).

    Article  Google Scholar 

  28. Birch, A.J., and K.A.M. Walker, J. Chem. Soc. 1894 (1966).

  29. Bladon, P., J.M. Fabian, H.B. Henbest, H.P. Koch, and G.W. Wood, Ibid. J. Chem. Soc. 2402 (1951).

Download references

Author information

Authors and Affiliations

  1. Department of Agricultural Biochemistry, University of Arizona, 85721, Tucson, Arizona

    Henry W. Kircher & Fumiko U. Rosenstein

Authors
  1. Henry W. Kircher
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Fumiko U. Rosenstein
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Contribution 2189, Arizona Agricultural Experiment Station.

About this article

Cite this article

Kircher, H.W., Rosenstein, F.U. Purification of campesterol and preparation of 7-dehydrocampesterol, 7-campestenol and campestanol. Lipids 9, 333–337 (1974). https://doi.org/10.1007/BF02533110

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02533110

Keywords

Search

Navigation