Chemistry of Natural Compounds

, Volume 22, Issue 5, pp 548–552 | Cite as

Triterpenoids fromAbies species. I. Abiesonic acid — A triterpenoid with a new carbon skeleton from the oleoresin ofAbies sibirica

  • V. A. Raldugin
  • Yu. V. Gatilov
  • I. Yu. Bagryanskaya
  • N. I. Yaroshenko


The structure and stereochemistry of abiesonic acid — a new triterpenoid with a modified 3,4-secolanostane carbon skeleton isolated in the form of the dimethyl ester from the oleoresin of the Siberian fir — has been established with the aid of x-ray structural analysis. On irradiation with UV light, this ester is converted reversibly into its 24Z- isomer.


Carbon Skeleton Dimethyl Ester Triterpene Acid Saturated Aqueous Sodium Lanostane 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    S. Uyeo, J. Okada, S. Matsunaga, and J. W. Rowe, Tetrahedron,24, 2859 (1968).CrossRefGoogle Scholar
  2. 2.
    J. P. Kutney and D. S. Grierson, Tetrahedron Lett., 3463 (1971).Google Scholar
  3. 3.
    J.-C. Muller and G. Ourisson, Phytochemistry,13, 1615 (1974).CrossRefGoogle Scholar
  4. 4.
    F. H. Allen, J. P. Kutney, J. Trotter, N. D. Westcott, and J. D. Rogers, Tetrahedron Lett., 238 (1971).Google Scholar
  5. 5.
    J. P. Kutney, D. S. Grierson, J. D. Knowles, N. D. Westcott, and J. D. Rogers, Tetrahedron,29, 13 (1973).CrossRefGoogle Scholar
  6. 6.
    W. Steglich, M. Kluar, L. Zeichlin, and H. J. Hect, Angew. Chem.,91, 751 (1979).CrossRefGoogle Scholar
  7. 7.
    S. Hasegawa, T. Miura, Y. Hirosa, and Y. Iitaka, Chem. Lett., 1589 (1985).CrossRefGoogle Scholar
  8. 8.
    V. A. Raldugin, O. V. Sudakova, V. I. Bol'shakova, N. I. Yaroshenko, E. N. Shmidt, and V. A. Pentegova, Khim. Prir. Soedin., 516 (1985).Google Scholar
  9. 9.
    A. Gordon and R. Ford, The Chemist's Companion, Wiley-Interscience, New York (1972) [Russian translation, Moscow (1976), p. 216].Google Scholar
  10. 10.
    W. J. Bass, Phytochemistry,24, 1875 (1985).CrossRefGoogle Scholar
  11. 11.
    Y. Jia-Xing, Acta Crystallogr.,A39, 35 (1983).Google Scholar

Copyright information

© Plenum Publishing Corporation 1987

Authors and Affiliations

  • V. A. Raldugin
  • Yu. V. Gatilov
  • I. Yu. Bagryanskaya
  • N. I. Yaroshenko

There are no affiliations available

Personalised recommendations