Skip to main content
SpringerLink
Log in

Spatial structure of dimeric guanolides. Crystal and molecular structure of the diguanolide handelin

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

The structure of the disesquiterpene lactone handelin, in the form of the solvate with dimethyl sulfoxide C32H40O8·C2H6OS has been established by the x-ray structural method (diffractometer, CuKα radiation, 1976 reflections, direct method, R=0.102). The results of the investigation confirm the structure of handelin proposed previously on the basis of spectral studies. A comparative analysis has been made of the conformations of the rings of handelin, chrysanthelide, absinthin, anabsin, and artelein with those observed in A/B-cis,B/C-trans-linked monoguaianolides.

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. H. D. Fischer, N. H. Fischer, R. W. Franck, and E. J. Olivier, Progr. Chem. Org. Nat. Prod.,38, 47 (1979).

    CAS  Google Scholar 

  2. K. M. Turdybekov, Author's abstract of Candidate's dissertation [in Russian], Moscow (1991).

  3. Z. Karimov, Sh. Z. Karimov, M. R. Yagudaev, and G. P. Sidyakin, Khim. Prir. Soedin., 446 (1981).

  4. Z. Karimov, Kristallografiya,30, No. 4, 682 (1985).

    CAS  Google Scholar 

  5. A. Mallabaev, B. Tashkhodzhaev, I. M. Saitbaev, M. R. Yagudaev, and G. P. Sidyakin, Khim. Prir. Soedin., 46 (1986).

  6. V. A. Tarasov, Sh. Z. Kasimov, and G. P. Sidyakin, Khim. Prir. Soedin., 113 (1976).

  7. V. A. Tarasov, N. D. Abdullaev, Sh. Z. Kasimov, G. P. Sidyakin, and M. R. Yagudaev, Khim. Prir. Soedin., 745 (1976).

  8. N. D. Abdullarv, M. R. Yagudaev, V. A. Tarasov, Sh. Z. Kasimov, and G. P. Sidyakin, Khim. Prir. Soedin., 329 (1979).

  9. Sh. Z. Kasimov, Khim. Prir. Soedin., 551 (1982).

  10. Z. Peilju, W. Ming, Z. Bingman, and H. Caigu, Fudan Xuebao Ziran Kexueban (Fudau),26, 339 (1987).

    Google Scholar 

  11. K. M. Turdybekov, S. V. Lindeman, T. V. Timofeev, and Yu. Y. Struchko, Khim. Prir. Soedin., 335 (1991).

  12. W. L. Duax and D. A. Norton, Atlas of Steroid Structure, IFI/Plenum, New York, Vol. 1 (1975), p. 1354.

    Book  Google Scholar 

  13. F. N. Allen, O. Kennard, and D. G. Watson, J. Chem. Soc., Perkin Trans. 2, No. 12, 1 (1987).

    Article  Google Scholar 

  14. M. J. Begley, L. Crombie, W. M. L. Crombie, A. K. Gatuma, and A. Maradufu, J. Chem. Soc., Perkin Trans. 1, 2702 (1981).

    Article  Google Scholar 

  15. K. M. Trudybekov, Candidate's dissertation [in Russian], Moscow (1991).

  16. V. I. Andrianov, Z. Sh. Safina, and B. L. Tarnopol'skii, Zh. Strukt. Khim.,15, 911 (1974).

    CAS  Google Scholar 

  17. G. M. Sheldrick, SHELXS-86 Program for Crystal Structure Determination, Göttingen, GFR.

  18. G. M. Sheldrick, SHELX-76 Program for Crystal Structure Determination, Cambridge, United Kingdom.

Download references

Authors
  1. B. Tashkhodzhaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Z. Karimov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Fax (3712) 62 73 48; and Tashkent Institute of Irrigation and the Mechanization of Agriculture. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 204–212, March–April, 1994.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tashkhodzhaev, B., Karimov, Z. Spatial structure of dimeric guanolides. Crystal and molecular structure of the diguanolide handelin. Chem Nat Compd 30, 186–192 (1994). https://doi.org/10.1007/BF00630002

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00630002

Keywords

Search

Navigation