Skip to main content
SpringerLink
Log in

NMR studies and X-ray crystallography of galdosol 5-methyl ether from Salvia officinalis L.

  • Published:
Journal of Crystallographic and Spectroscopic Research Aims and scope Submit manuscript

Abstract

The title compound 2H-10,4a-(epoxy-methano)-phenantren-12-one-l,3,4,9,10,10a-hexahydro-6-hydroxy-5-methoxy-9-keto-1,1-dimethyl-7-(1-methylethyl) isolated fromSalvia officinalis L. have been investigated by nuclear magnetic resonance (NMR) spectroscopy and X-ray analysis. Investigation of1H and13C NMR, homonuclear (COSY) (1H-1H) and heteronuclear (1H-13C) spectra, permitted the unambiguous assignment of the1H and13C spectra, what gave the possibility to resolve the signals of similar natural products. Crystal data are: C21H26O5,M r=358.43, orthorhombic,P21,21,21, (No. 19),a=10.671(2),b=11.976(3),c=14.601(5)Å,V=1865.9(9)Å3,Z=4,D x=1.276 mg−3, λ(MoKα)=0.7107 Å,μ=0.84 cm−1, F(000)=768,T=293(1) K. The structure was solved by direct methods and refined toR=0.041 for 1832 observed reflections collected on CAD-4 diffractometer.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Argay, Gy., Kálmán, A., Ribár, B., Djarmati, Z., Tot, N., Schwirtlich, E., and Jankov R. M. (1991)J. Cryst. Spec. Res. 21, 625–628.

    Google Scholar 

  • Arisawa, M., Hayashi, T., Ohmura, K., Nagayama, K., Shimizu, M., and Morita, N. (1987)J. Nat. Prod. 50, 1164–66.

    PubMed  Google Scholar 

  • Cahn, R. S., Ingold, C. K., and Prelog, B. (1956)Experientia XII, 81–124.

    Google Scholar 

  • Collins, M. A., and Charles, H. P. (1987)Food Microbiol. 4, 311–15.

    Google Scholar 

  • Darias, V., Bravo, L., Rabanal, R., Sanchez-Meteo, C. C., Martih-Herrera, D. A. (1990)Planta Med. 56, 70–72.

    Google Scholar 

  • Djarmati, Z., Jankov, R. M., Schwirtlich, E., Djulinac, B., and Djordjević, A. (1991)J. Am. Oil Chem. Soc. 68, 731–734.

    Google Scholar 

  • Fraga, B. M., Gonzales, A. G., Herrera, J. R., Luis, J. G., Perales, A., and Ravelo, A. G. (1985)Phytochemistry 24, 1853–1854.

    Google Scholar 

  • Gonzales, A. G., Andreas, S. L., Herrera, R. J., Luis, G. J., and Ravelo, G. A. (1989)Can. J. Chem. 67, 208–212.

    Google Scholar 

  • Hayashi, T., Arisawa, M., Bandome, T., Namose, Y., Shimizu, M., Suzuki, S., Yoshizaki, M., Kawasaki, M., Fujita, A., Ueno, H., Horie, T., Wada, S., Shogawa, H., Morita, N., Berganza, L. H., Ferro, E., and Basualdo, I. (1987)Planta Med. 53, 394–8.

    PubMed  Google Scholar 

  • Inatani, R., Nakatani, N., Fuwa, H., and Seto, H. (1982)Agric. Biol, Chem. 46, 1661–66.

    Google Scholar 

  • Sheldrick, G. M. (1976)Shelxs76.Program for crystal structure determination. (Univ. of Cambridge, England).

    Google Scholar 

  • Sheldrick, G. M. (1986)Shelx86.Program for the solution of crystal structures. Univ. of Göttingen, Germany.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Technical High School and Institute of Technology “Servo Mihalj”, 23000 Zrenjanin, P. Drapšina 15, Yugoslavia

    Z. Djarmati

  2. Department of Biochemistry, Faculty of Science, Belgrade, Yugoslavia

    R. M. Jankov

  3. Institute of Chemistry, Faculty of Science, Novi Sad, Yugoslavia

    J. Csanadi

  4. Institute of Technology “Servo Mihalj”, Zrenjanin, Yugoslavia

    A. Djordjević

  5. Academy of Science and Arts of Vojvodina, Novi Sad, Yugoslavia

    B. Ribar

  6. Instituteof Physics, Faculty of Science, Novi Sad, Yugoslavia

    D. Lazar

  7. Laboratory for Chemical and Minerological Crystallography, University of Berne, Switzerland

    P. Engel

Authors
  1. Z. Djarmati
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. R. M. Jankov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. J. Csanadi
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. Djordjević
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. B. Ribar
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. D. Lazar
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. P. Engel
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Djarmati, Z., Jankov, R.M., Csanadi, J. et al. NMR studies and X-ray crystallography of galdosol 5-methyl ether from Salvia officinalis L.. Journal of Crystallographic and Spectroscopic Research 22, 585–590 (1992). https://doi.org/10.1007/BF01161344

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01161344

Keywords

Search

Navigation