Chemistry of Natural Compounds

, Volume 15, Issue 6, pp 703–705 | Cite as

Phytoecdysones ofSilene praemixta. II. Premixisterone

  • Z. Saatov
  • B. Z. Usmanov
  • N. K. Abubakirov


The structure of premixisterone (I) — a new ecdysteroid fromS. praemixta M. Pop. (Caryophyllaceae) — has been established. Compound (I) has the composition C27H44O5, mp 110–112°C (from C2H5OH + H2O), [α] D 24 0 ± 4° (c 0.85; MeOH),\(\lambda _{\max }^{{\text{C}}_{\text{2}} {\text{H}}_{\text{5}} {\text{OH}}}\) 202 nm (log ɛ 3.35), ν max KBr 3415 cm−1 (OH), 1710 cm−1 (C=0), and does not contain the δ7-6-keto grouping that is characteristic of natural ecdysteroids. The acetylation of (I) with (CH3CO)2 in Py gave the amorphous 3,22-diacetylpremixisterone (II), C21H48O7. Compound (I) has the structure of 3β,14α,22R,25-tetrahydroxy-5β-cholest-8-en-6-one. The IR, PMR, and mass spectra of (I) and (II) are given.


Double Bond Diacetate Acetic Anhydride Diacetyl Ecdysone 


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Literature cited

  1. 1.
    Z. Saatov, B. Z. Usmanov, and N. K. Abubakirov, Khim. Prir. Soedin., No. 6, 793 (1979).Google Scholar
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    A. Faux, M. N. Galbraith, D. H. S. Horn, and M. J. Middleton, Chem. Commun., 243 (1970).Google Scholar
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    M. N. Galbraith, D. H. S. Horn, and E. J. Middleton, Chem. Commun., 402 (1969).Google Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • Z. Saatov
  • B. Z. Usmanov
  • N. K. Abubakirov

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