Preview

Zhurnal Prikladnoii Spektroskopii

Advanced search

1H AND 13C NMR SPECTRAL CHARACTERISTICS OF 15-SUBSTITUTED STEROID COMPOUNDS OF THE PREGN-5-ENE AND ANDROST-5-ENE SERIES

Abstract

The assignment of the signals of the hydrogen and carbon atoms nuclei in the spectra of 15-substituted steroids of the androstane and pregnane series was carried out by two-dimensional NMR spectroscopy methods.

About the Authors

A. V. Baranovsky
Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus
Belarus

5/2 Kuprevich Str., Minsk, 220141



R. P. Litvinovskaya
Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus
Belarus

5/2 Kuprevich Str., Minsk, 220141



References

1. А. В. Барановский, Р. П. Литвиновская, В. А. Хрипач. Журн. орг. химии, 40, № 11 (2004) 1656—1664

2. А. В. Барановский, Р. П. Литвиновская, В. А. Хрипач. Журн. орг. химии, 43, № 8 (2007) 1159—1164

3. А. В. Барановский, М. П. Попова, В. А. Хрипач. Хим. прир. соед., № 2 (2015) 254—259

4. А. Л. Гурский, А. В. Барановский, П. Драшар, В. Н. Жабинский, В. А. Хрипач. Докл. НАН Беларуси, 62, № 2 (2018) 178—184

5. Y. Miyake, Y. Kubo, S. Iwabuchi, M. Kojima. Steroids, 40, N 3 (1982) 245—259

6. M. Linder, B. Desfosses, R. Emiliozzi. Steroids, 29, N 2 (1977) 161—170

7. D. C. Labaree, J.-X. Zhang, H. A. Harris, C. O’Connor, T. Y. Reynolds, R. B. Hochberg. J. Med. Chem., 46, N 10 (2003) 1886—1904

8. D. Poirier, Y. Merand, C. Labrie, F. Labrie. Bioorg. Med. Chem. Lett., 6, N 21 (1996) 2537—2542

9. U. Kerb, Y. Nishino, D. Henderson. 1-Methyl-15α-Alkylandrosta-1,4-Diene-3,17-Diones, Process for Their Preparation аnd Pharmaceutical Compositions Containing Them, pat. DE 3539244 A1 (1987)

10. U. Kerb, Y. Nishino, D. Henderson. 1-Methyl-15-Alpha-(1,2-Dialkanoyloxyalkyl)Androsta-1,4-Diene-3-17-Diones, Process for Their Preparation аnd Pharmaceutical Compositions Containing Them, pat. DE 3703722 A1 (1988)

11. U. Kerb, Y. Nishino, D. Henderson. 1-Methyl-15-Alpha-1-(Oxyalkyl)-Androstan-1,4-Diene-3,17-Diones, Process for Their Preparation and Pharmaceutical Compositions Containing Them, pat. DE 3705990 A1 (1988)

12. R. Bohlmann, D. Henderson, U. Kerb, Y. Nishino, G. Sauer. 4,15-Disubstituted 4-Androsten-3,17-Diones, and Process for Their Preparation, pat. EP 0286578 A1 (1988)

13. J. Messinger, H. Thole, B. Husen, B. Van Steen, G. Schneider, J. B. E. Hulshof, P. Koskimies, N. Johansson, J. Adamski. Novel 17β-Hydroxysteroid Dehydrogenase Type I Inhibitors, pat. WO 2005047303 A2 (2005)

14. J. Messinger, H. Thole, B. Husen, M. Weske, P. Koskimies, L. Pirkkala. 17SS-HSD1 and STS Inhibitors, pat. US 2006281710 A1 (2006)

15. J. Messinger, U. Schoen, H. Thole, B. Husen, P. Koskimies, N. Kallio, L. Pirkkala. Therapeutically Active Triazoles and Their Use, pat. US 2008146531 A1 (2008)

16. J. Messinger, H. Thole, B. Husen, M. Weske, P. Koskimies, L. Pirkkala, M. Weske. 17β-HSD1 and STS Inhibitors, pat. WO 2006125800 A1 (2006)

17. P. Dionne, B. T. Ngatcha, D. Poirier. Steroids, 62, N 10 (1997) 674—681

18. D. Poirier, Y. Merand, F. Labrie. Tetrahedron, 47, N 37 (1991) 7751—7766

19. J. W. Blunt, J. B. Stothers. Org. Magn. Resonance, N 9 (1977) 439—464

20. D. N. Kirk, H. C. Toms, C. Douglas, K. A. White, K. E. Smith, S. Latif, R. W. P. Hubbard. J. Chem. Soc. Perkin Trans. 2, N 9 (1990) 1567—1594

21. J. D. Warthen, R. M. Waters, J. E. Oliver. Spectrochim. Acta, A: Mol. Biomol. Spectrosc., 46A, N 3 (1990) 369—375

22. Е. Г. Черепанова, В. С. Богданов. Изв. АН СССР, сер. хим., № 10 (1989) 2234—2244

23. M. Biesemans, G. Van de Woude. Bull. Soc. Chem. Belg., 92, N 8 (1983) 731—41

24. T. Ibuka, T. Taga, T. Shingu, M. Saito, S. Nishii, Y. Yamamoto. J. Org. Chem., 53, N 17 (1988) 3947—3952

25. L. Castedo, J. R. Granja, A. Mourino. Tetrahedron Lett., 26, N 40 (1985) 4959—4960

26. A. D. Batcho, D. E. Berger, S. G. Davoust, P. M. Wovkulich, M. R. Uskokovic. Helv. Chim. Acta, 64, N 5 (1981) 1682—1687

27. I. Izzo, M. Di Filippo, R. Napolitano, F. De Riccardis. Eur. J. Org. Chem., 64, N 12 (1999) 3505—3510

28. G. Bojack, H. Kuenzer. Tetrahedron Lett., 35, N48 (1994) 9025—9026


Review

For citations:


Baranovsky A.V., Litvinovskaya R.P. 1H AND 13C NMR SPECTRAL CHARACTERISTICS OF 15-SUBSTITUTED STEROID COMPOUNDS OF THE PREGN-5-ENE AND ANDROST-5-ENE SERIES. Zhurnal Prikladnoii Spektroskopii. 2019;86(5):785-793. (In Russ.)

Views: 339


Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.


ISSN 0514-7506 (Print)