Advertisement

Chemistry of Natural Compounds

, Volume 15, Issue 6, pp 700–703 | Cite as

Phytoecdysones ofSilene praemixta. I. Silenosterone

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

Abstract

In addition to known ecdysteroids (2-deoxy-α-ecdysone and 2-deoxyecdysterone) fromSilene praemixta (Caryophyllaceae) we have isolated new ones — premixisterone and selenosterone (I), C27H42O7, mp 115–117°C (from MeOH), [α] D 28 +86.9 ± 2° (c 0.92, MeOH), yield 0.003%. The acetylation of (I) with (CH3CO)2O in Py gave 22-acetyl-selenosterone (II), C29H44O6, mp 210–212°C (MeOH-C6H14), [α] D 27 +45.5 ± 3° (c 0.16; MeOH). On the basis of physiocochemical and spectral characteristics it has been established that (I) has the structure of 14α,22R,25-trihydroxy-5β-cholest-7-ene-3,6-dione. The IR, PMR, and mass spectra of (I) and (II) are presented.

Keywords

MeOH Acetic Anhydride Ecdysone Ketone Group Ecdysterone 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    O. N. Bondarenko (ed.), Identification Manual of the Plants of Central Asia [in Russian], Tashkent, Vol. 2 (1971), p. 253.Google Scholar
  2. 2.
    Yu. K. Chong, M. N. Galbraith, and D. H. S. Horn, Chem. Commun., 1217 (1970).Google Scholar
  3. 3.
    M. N. Galbraith, D. H. S. Horn, E. J. Middleton, and R. J. Hackney, Chem. Commun., 83 (1968).Google Scholar
  4. 4.
    P. Karlson, H. Bugany, H. Döpp, and G. A. Hoyer, Z. Physiol. Chem.,353, 1610 (1972).CrossRefGoogle Scholar
  5. 5.
    P. Karlson and J. Koolman, Insect Biochem.,3, 409 (1973).CrossRefGoogle Scholar
  6. 6.
    J. Koolman and K.-D. Spindler, Z. Physiol. Chem.,358, 1339 (1977).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

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

There are no affiliations available

Personalised recommendations