Advertisement

Chemistry of Natural Compounds

, Volume 29, Issue 2, pp 174–178 | Cite as

Spatial structure of the dimeric sesquiterpene germacrane lactone mikagoyanolide

  • M. K. Makhmudov
  • B. Tashkhodzhaev
  • B. Kh. Abduazimov
Article
  • 45 Downloads

Abstract

The dimeric sesquiterpene lactone mikagoyanolide (I) has been isolated from the plantTanacetopsis mucronata. The spatial structure of (I) has been determined by the x-ray structural method (R=0.086, 1161 reflections). The dimeric lactone is formed from cyclodecadienes of the germacrolide and melampolide types having chair-chair and boat-chair conformations. The conformational state of the free molecule of (I) has been calculated by the method of molecular mechanics.

Keywords

Organic Chemistry Molecular Mechanic Spatial Structure Lactone Conformational State 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    F. Bohlmann, A. Adler, J. Jakupovič, R. M. King, and H. Robinson, Phytochemistry,20, 1349 (1982).Google Scholar
  2. 2.
    Z. Samek and J. Harmatha, Collect. Czech. Chem. Commun.,43, 2779 (1978).Google Scholar
  3. 3.
    W. Herz, S. Prassad, and J. F. Blount, J. Org. Chem.,47, 3991 (1982).Google Scholar
  4. 4.
    K. Tori, I. Horibe, Y. Tamura, K. Kuriyama, H. Tada, and K. Takeda, Tetrahedron Lett., 387 (1976).Google Scholar
  5. 5.
    R. W. Doskotch, E. H. Fairchild, C. T. Huang, J. H. Wilton, M. A. Beno, and G. G. Christoph, J. Org. Chem.,45, 1441 (1980).Google Scholar
  6. 6.
    W. L. Duax, C. M. Weeks, and D. C. Rohrer, in: Stereochemistry, Vol. 9, N. L. Alilinger and E. L. Eliel (eds.), Wiley, New York (1976).Google Scholar
  7. 7.
    N. L. Allinger and J. T. Sprague, J. Am. Chem. Soc.,94, 5734 (1972).Google Scholar
  8. 8.
    V. G. Dasheskii, The Conformational Analysis of Organic Molecules [in Russian], Khimiya, Moscow (1982), p. 272.Google Scholar
  9. 9.
    F. N. Allen, O. Kennard, and D. G. Watson, J. Chem. Soc. Perkin Trans. II, S1–S19 (1987).Google Scholar
  10. 10.
    G. M. Sheldrick SHELXS-86: Program for Crystal Structure Determination, Göttingen, GFR (1986).Google Scholar
  11. 11.
    G. M. Sheldrick, SHELX-76: Program for Crystal Structure Determination, Cambridge University Press, UK (1976).Google Scholar
  12. 12.
    N. L. Allinger, J. Am. Chem. Soc., 8127 (1977).Google Scholar

Copyright information

© Plenum Publishing Corporation 1993

Authors and Affiliations

  • M. K. Makhmudov
  • B. Tashkhodzhaev
  • B. Kh. Abduazimov

There are no affiliations available

Personalised recommendations