Summary
1. A new lactone, handelin, with the composition C32H40O8 has been isolated from the epigeal part ofHandelia trichophylla Heimerl.
2. It has been established by chemical and spectral investigations that handelin is a diguaianolide, and the nature of the linkage of its guaiane fragments and the stereochemistry of the molecule as a whole have been determined.
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V. A. Tarasov, Sh. Z. Kasymov, and G. P. Sidyakin, Khim. Prirodn. Soedin.,113 (1976).
G. Levy and G. Nelson, Carbon-13 in Nuclear Magnetic Resonance for Organic Chemists, Wiley-Interscience, New York (1972).
A. Zhunke, Nuclear Magnetic Resonance in Organic Chemistry [in Russian], Moscow (1974), p. 75.
H. Yoshioka, T. J. Mabry, M. A. Irwin, T. A. Geissman, and Z. Samek, Tetrahedron,27, 3317 (1971).
K. Nakanishi, Infrared Absorption Spectroscopy. Practical, Holden-Day, San Francisco (1972).
M. A. Irwin and T. A. Geissman, Phytochem.,305, 8 (1969).
V. A. Tarasov, N. D. Abdullaev, Sh. Z. Kasymov, and G. P. Sidyakin, Khim. Prirodn. Soedin., 799 (1974).
R. F. Zürcher, Progress in Nuclear Magnetic Resonance Spectroscopy,2, No. 5, 205 (1967).
M. Goryaev and I. Pliva, Methods of Investigating Essential Oils [in Russian], Alma-Ata (1962).
K. Vokac Z. Samek, V. Herout, and F. Sorm, Tetrahedron Lett.,35, 3855 (1968).
Additional information
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, Vol. 12, No. 6, pp. 745–752, November–December, 1976.
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Tarasov, V.A., Abdullaev, N.D., Kasymov, S.Z. et al. The structure of handelin — A new diguaianolide fromHandelia trichophylla . Chem Nat Compd 12, 669–674 (1976). https://doi.org/10.1007/BF00564956
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DOI: https://doi.org/10.1007/BF00564956