Skip to main content
Log in

Mass spectra of guaianolides related to chlorohyssopifolin B

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

A discussion is given of the fragmentation processes of the guaianolide chloro-hyssopifolin B and of eight sesquiterpene lactones related to it with voluminous substituents at CB causing instability of the molecular ions. The compositions of the fragmentary ions have been determined and it has been shown that the cleavage of the bonds of ring A takes place only after the elimination of the voluminous substituent. Characteristic for compounds with an exocyclic epoxy group at C4 is the elimination by the molecular ion in each case of a methoxy radical with the participation of the hydrogen of the C3 hydroxyl.

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

Access this article

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

Literature cited

  1. U. A. Abdullaev, Ya. V. Rashkes, M. I. Yusupov, and Sh. Z. Kasymov, Khim. Prir. Soedin., 796 (1980).

  2. M. I. Yusupov, U. A. Abdullaev, Sh. Z. Kasymov, G. P. Sidyakin, Khim. Prir. Soedin., 246 (1981).

  3. A. G. Gonzalez, J. Bermejo, J. L. Breton, and J. Triana, Tetrahedron Lett.,20, 2017 (1972).

    Article  Google Scholar 

  4. A. G. Gonzalez, J. Bermejo, J. L. Breton, G. M. Massanet, B. Dominguez, and J. M. Amaro, J. Chem. Soc.,15, 1163 (1976).

    Google Scholar 

  5. I. D. Sham'yanov, O. Mallabaev, and G. P. Sidyakin, Khim. Prir. Soedin., 442 (1978).

  6. A. G. Gonzalez, J. Bermejo, J. M. Amaro, G. M. Massanet, A. Galido, and J. Cabrera, Can. J. Chem.,56, No. 4, 491 (1979).

    Article  Google Scholar 

  7. R. I. Evstratova, K. S. Rybalko, and I. V. Sheichenko, Khim. Prir. Soedin., 451 (1972).

  8. J. Harley-Masson, A. T. Hewson, O. Kennard, and R. C. Petterson, Chem. Commun., 460 (1972).

  9. R. I. Evstratova, V. I. Sheichenko, and K. S. Rybalko, Khim. Prir. Soedin., 161 (1973).

  10. E. Caspi, J. Wicha, and A. Mandelbaum, Chem. Commun., 1161 (1976).

Download references

Authors

Additional information

Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 56–62, January–February, 1982.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Abdullaev, U.A., Rashkes, Y.V., Sham'yanov, I.D. et al. Mass spectra of guaianolides related to chlorohyssopifolin B. Chem Nat Compd 18, 53–59 (1982). https://doi.org/10.1007/BF00581597

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00581597

Keywords

Navigation