Abstract
The molecular and crystalline structures of the diterpene alkaloid delcosine (iliensine) have been investigated by x-ray structural analysis. It has been confirmed that the OH group in ring A is located at C(1) and has the α orientation. The rings in the molecule have the following conformations: A, B, and D — boat; C and F — envelope; E — chain. The ring linkages are: A/B — trans; A/E — cis; B/C — cis; B/D — cis; B/F — cis. The conformations and linkages of the rings are identical with those observed in lycoctonine.
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Literature cited
M. S. Yunusov, V. E. Nezhevenko, and S. Yu. Yunusov, Khim. Prir. Soedin., 107 (1975).
M. Przybylska and L. Marion, Can. J. Chem.,37, 1843 (1959).
S. M. Pelletier and N. V. Mody, Tetrahedron Lett.,22, 207 (1981).
S. W. Pelletier, O. D. Dailey, and N. V. Mody, J. Org. Chem.,46, 3286 (1981).
International Tables for X-Ray Crystallography, Kynoch Press, Birmingham, Vol. III (1962).
Z. Karimov and M. G. Shamierashvili, Khim. Prir. Soedin., 335 (1981).
B. Tashkhodzhaev, Khim. Prir. Soedin., 230 (1982).
V. I. Andrianov, Z. Sh. Safina, and B. L. Tarnopol'skii, Zh. Strukt. Khim.,15, 911 (1974).
Additional information
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 754–758, November–December, 1983.
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Tashkhodzhaev, B., Salimov, B.T. Crystalline and molecular structures of the alkaloid delcosine. Chem Nat Compd 19, 716–720 (1983). https://doi.org/10.1007/BF00575178
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DOI: https://doi.org/10.1007/BF00575178