Chemistry of Natural Compounds

, Volume 15, Issue 4, pp 462–465 | Cite as

Conformational states of quaternary salts of pachycarpine and aphylline

  • A. I. Ishbaev
  • A. N. Nizamkhodzhaeva
  • Kh. T. Il'yasova


The interactions of pachycarpine and aphylline with some alkyl halides have been studied. On the basis of chemical reactions and of PMR, IR, and mass spectrometry it has been established that the main products of the reaction of pachycarpine with methylene iodide and chloride have the A/B-trans and C/D-cis configuration with methano bridges between N1 and N16. It has been found with the aid of PMR and IR spectra that pachycarpine and aphylline methiodides have the ring configuration A/B-trans and C/D-cis.


Conformational State Methyl Iodide Alkyl Halide Sparteine Quaternary Salt 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    H. Boit, Ergebnisse der Alkaloid-Chemie bis 1960, Akademie Verlag, Berlin (1961).Google Scholar
  2. 2.
    A. P. Orekhov, The Chemistry of Alkaloids of Plants of the USSR [in Russian], Moscow (1965).Google Scholar
  3. 3.
    F. Galinowsky and W. Fischer, Monatsch.,87, 763 (1956).CrossRefGoogle Scholar
  4. 4.
    M. Przbulska and W. Barnes, Acta Cryst.,6, 377 (1953).CrossRefGoogle Scholar
  5. 5.
    J. Skolik, M. Wievierowski, and K. Jedrzcjezak, Fourth International Symposium on the Biochemistry and Physiology of the Alkaloids, Halle, June, 1969, Berlin (1972), p. 469.Google Scholar
  6. 6.
    A. S. Sadykov [Sadykow], F. G. Kamayev, V. A. Korenevsky, V. B. Leont'ev, and Yu. A. Ustynyuk, Org. Magn. Reson.,4, (1972).Google Scholar
  7. 7.
    F. Galinowsky and F. Knoth, Naturwissenschaften,41, 454 (1954).CrossRefGoogle Scholar
  8. 8.
    A. I. Kuznetsov, P. F. Yakushev, and B. V. Leont'ev, Zh. Org. Khim.,4, 841 (1974).Google Scholar
  9. 9.
    H. S. Aaron, Chem. Ind. (London),24, 1338 (1965).Google Scholar
  10. 10.
    T. K. Yunusov, A. I. Ishbaev, V. B. Leont'ev, and A. S. Sadykov, Khim. Prir. Soedin., 49 (1971).Google Scholar
  11. 11.
    C. Schopf, Ann. Chem.,465, 132 (1928).CrossRefGoogle Scholar
  12. 12.
    A. I. Begisheva, Kh. A. Aslanov, Z. U. Petrochenko, and A. S. Sadykov, Khim. Prir. Soedin., 55 (1971).Google Scholar
  13. 13.
    T. M. Moynehan, K. Schofield, R. A. V. Janes, A. R. Katritzky, J. Chem. Soc., 2637 (1962).Google Scholar
  14. 14.
    A. N. Nizamkhodzhaeva, Kh. A. Aslanov, S. Z. Mukhamedzhanov, and A. I. Ishbaev, Uzb. Khim. Zh., Dep. No. 1368–75.Google Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • A. I. Ishbaev
  • A. N. Nizamkhodzhaeva
  • Kh. T. Il'yasova

There are no affiliations available

Personalised recommendations