Abstract
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.
Similar content being viewed by others
Literature cited
H. Boit, Ergebnisse der Alkaloid-Chemie bis 1960, Akademie Verlag, Berlin (1961).
A. P. Orekhov, The Chemistry of Alkaloids of Plants of the USSR [in Russian], Moscow (1965).
F. Galinowsky and W. Fischer, Monatsch.,87, 763 (1956).
M. Przbulska and W. Barnes, Acta Cryst.,6, 377 (1953).
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.
A. S. Sadykov [Sadykow], F. G. Kamayev, V. A. Korenevsky, V. B. Leont'ev, and Yu. A. Ustynyuk, Org. Magn. Reson.,4, (1972).
F. Galinowsky and F. Knoth, Naturwissenschaften,41, 454 (1954).
A. I. Kuznetsov, P. F. Yakushev, and B. V. Leont'ev, Zh. Org. Khim.,4, 841 (1974).
H. S. Aaron, Chem. Ind. (London),24, 1338 (1965).
T. K. Yunusov, A. I. Ishbaev, V. B. Leont'ev, and A. S. Sadykov, Khim. Prir. Soedin., 49 (1971).
C. Schopf, Ann. Chem.,465, 132 (1928).
A. I. Begisheva, Kh. A. Aslanov, Z. U. Petrochenko, and A. S. Sadykov, Khim. Prir. Soedin., 55 (1971).
T. M. Moynehan, K. Schofield, R. A. V. Janes, A. R. Katritzky, J. Chem. Soc., 2637 (1962).
A. N. Nizamkhodzhaeva, Kh. A. Aslanov, S. Z. Mukhamedzhanov, and A. I. Ishbaev, Uzb. Khim. Zh., Dep. No. 1368–75.
Additional information
Institute of Bioorganic Chemistry, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 532–537, July–August, 1979.
Rights and permissions
About this article
Cite this article
Ishbaev, A.I., Nizamkhodzhaeva, A.N. & Il'yasova, K.T. Conformational states of quaternary salts of pachycarpine and aphylline. Chem Nat Compd 15, 462–465 (1979). https://doi.org/10.1007/BF00565047
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00565047