Summary
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1.
A new germacranolide, which has been called hanphyllin, has been isolated from the epigeal part ofHandelia trichophylla (Schrenk.) Heimerl.
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2.
On the basis of an analysis of the PMR spectra using the method of multifrequency resonance and a paramagnetic shift reagent — Eu(FOD)3 — the structure of hanphyllin has been established as 3-hydroxy-3α, 6β, 7α-H-germacr-1(10),4(5),11(13)-trien-6,12-olide.
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3.
Passage from hanphyllin to the known dihydronovanin has been effected.
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Literature cited
V. A. Tarasov, Sh. Z. Kasymov, and G. P. Sidyakin, Khim. Prirodn. Soedin., 113 (1976).
V. A. Tarasov, N. D. Abdullaev, Sh. Z. Kasymov, and G. P. Sidyakin, Khim. Prirodn. Soedin., 263 (1976).
M. A. Irwin and T. A. Geissman, Phytochem.,12, 875 (1973).
N. H. Fischer and T. M. Mabry, Chem. Commun.,23, 1235 (1967).
S. Kh. Zakirov, Sh. Z. Kasymov, U. Rakhmankulov, and G. P. Sidyakin, Khim. Prirodn. Soedin., 397 (1976).
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. 78–82, January–February, 1978.
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Tarasov, V.A., Abdullaev, N.D., Kasymov, S.Z. et al. Structure of hanphyllin. Chem Nat Compd 14, 62–65 (1978). https://doi.org/10.1007/BF00565878
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DOI: https://doi.org/10.1007/BF00565878