Study by NMR spectroscopy of particular spatial structure of B,19-bisnortestosterone 9,10-isoanalogs

Russian Journal of Organic Chemistry

Volumn 38, Issue 2, 2002, Pages 200-209

  Egorov, M S ^a   Selivanov, S I ^a   Shavva, A G ^a  

^a ST PETERSBURG STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

TESTOSTERONE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; HORMONE DETERMINATION; HORMONE STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0036273924     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1015557431599     Document Type: Article

References (46)

1. Falkenstein, E., Tillmann, H., Christ, M., Feuring, M., and Wehling, M., Pharmacol. Rev., 2000, vol. 52, pp. 513-555.
2. Levin, E.R., Trends in Endocrinology and Metabolism, 1999, vol. 10, no. 9, pp. 374-377.
3. Chen, H.C. and Farese, Jr. R.V., Current Biology, 1999, vol. 9, no. 13, pp. 478-481.
4. RCT Int. Appl., WO 99 46.279. Chem. Abstr., 1999, vol. 131, R228876kh.
5. Romer, W., Oettel, M., and Schwarz, S., Can. J. Physiol. Chem., 1998, vol. 76, pp. 99-109.
6. RCT Int. Appl., WO 00 07.576, Chem. Abstr., 2000, vol. 132, 152024t.
7. RCT Int. Appl., WO 99 58550, Chem. Abstr., 1999, vol. 131, 351534r.
8. Katsapova, O.F., Krylova, E.B., Martynov, V.F., and Shavva, A.G., Zh. Obshch. Khim., 1981, vol. 51, no. 12, pp. 2797-2799.
9. US Patent 3354183, 1967. Ref. Zh. Khim., 1969, 11N426P.
10. Sorokina, I.B., Barkova, T.I., Zakharychev, A.A., Chigir', R.N, Ananchenko, C.N., and Torgov, I.V., Izv. Akad. Nauk SSSR, Ser. Biol., 1973, no. 5, pp. 664-670.
11. Egorov, M.C., Grinenko, E.V., Zorina, A.D., Balykina, L.V., Celivanov, C.I., and Shavva, A.G., Zh. Org. Khim., 2001, vol. 37, no. 6, pp. 849-857.
12. Burckhalter, J.H. and Sciavolino, F.C., J. Org. Chem., 1967, vol. 32, no. 12, pp. 3968-3973.
13. Heidepriem, H., Rufer, C., Kosmol, H., Schroder, E., and Kieslich K., Ann. Chem., 1968, vol. 712, pp. 155-167.
14. Karplus, M., J. Am. Chem. Soc., 1963, vol. 85, p. 2870.
15. Derome, A.E., Modern NMR Techniques for Chemistry Research, New York: Pergamon Books Ltd., 1987.
16. Neuhaus, D. and Williamson, M.P., The Nuclear Overhauser Effect in Structural and Conformational Analysis, New York: VCH Publishers, Inc., 1989.
17. Piantini, U., Sorensen, O.W., and Ernst, R.R., J. Am. Chem. Soc., 1982, vol. 104, pp. 6800-6801.
18. Bodenhausen, G. and Ruben, D.J., Chem. Phys. Lett., 1980, vol. 69, pp. 185-189.
19. Reynolds, W.F., McLean, S., Tay, L.-L., Enriquez, Yu.R., Estwick, D.M., and Pascoe, K.O., Magn. Res. Chem., 1997, vol. 35, pp. 455-462.
20. Macura, S. and Ernst, R.R., Mol. Phys., 1980, vol. 41, pp. 95-117.
21. Schroder, H. and Haslinger, E., Magn. Res. Chem., 1994, vol. 32, pp. 12-15.
22. Keeler, J., Neuhaus, D., and Williamson, M.P., J. Magn. Res., 1987, vol. 73, pp. 45-68.
23. Simova, S., Magn. Res. Chem., 1998, vol. 36, pp. 505-510.
24. Imai, K. and Osawa, E., Tetrahedron Lett., 1989, vol. 30, no. 32, pp. 4251-4254.
25. Landy, S.B. and Rao, B.D.N., J. Magn. Res., 1989, vol. 83, pp. 29-43.
26. Andersen, N.H., Eaton, H.L., and Lai, X., Magn. Res. Chem., 1989, vol. 27, pp. 515-528.
27. Lane, A.N., J. Magn. Res., 1988, vol. 78, pp. 425-429; Borgias, B.A., Gochin, M., Kerwood, D.J., and James, T.L., Prog. NMR Spectrosc., 1990, vol. 22, pp. 83-100.
28. Lane, A.N., J. Magn. Res., 1988, vol. 78, pp. 425-429; Borgias, B.A., Gochin, M., Kerwood, D.J., and James, T.L., Prog. NMR Spectrosc., 1990, vol. 22, pp. 83-100.
29. Lai, X., Reid, B., and Andersen, N.H., J. Magn. Res., 1993, Ser. B, vol. 101, pp. 289-293.
30. Selivanov, S.I., Tsogoeva, S.B., Starova, G.L., and Shavva, A.G., Proceedings of 30th Congress AMPERE "Magnetic Resonance and Related Phenomena," Lisbon, 2000, p. 120.
31. Woessner, D.E., J. Chem. Phys., 1962, vol. 17, no. 3, pp. 647-654.
32. Withka, J.M., Swaminathan, S., and Bolton, P.H., J. Magn. Res., 1990, vol. 89, pp. 386-390.
33. Maes, D., Cauteran, M.V., Wyns, L., Lisgarten, J., Palmer, R., Lisgarten, D., Willem, R., Biesemans, M., and Kayser, F., J. Chem. Soc., Perkin Trans., 1992, no. 2, pp. 2179-2185.
34. Kayzer, F., Maes, D., Wyns, I., Lisgarten, J., Palmer, R., Lisgarten, D., Willem, R., Martins, J.C., Verheyden, P., and Biesemans, M., Steroids, 1995, vol. 60, pp. 713-719.
35. Peterson, P.E. and Chevli, D.M., J. Org. Chem., 1974, vol. 39, no. 25, pp. 3684-3691.
36. Egorova, V.V., Zakharychev, A.V., and Ananchenko, S.N., Tetrahedron, 1973, vol. 29, pp. 301-307.
37. Rao, G.S.R. Subba and Sundar, N.Sh., Indian J. Chem., 1988, vol. 15B, no. 7, pp. 585-588.
38. Lindon, J.C. and Ferrige, A. G., Prog. NMR Spectrosc., 1982, vol. 14, p. 27.
39. Shaka, A.J., Keeler, J., and Freeman, R., J. Magn. Res., 1983, vol. 53, no. 2, pp. 313-340.
40. Shaka, A.J. and Keeler, J., Prog. NMR Spectrosc., 1987, vol. 19, no. 1, pp. 47-129
41. Bodenhausen, G., Vold, R.L., and Vold, R.R., J. Magn. Res., 1980, vol. 37, p. 93.
42. Reynolds, W.F., Yu, M., Enriquez, R.G., and Leon, I., Magn. Res. Chem., 1997, vol. 35, pp. 505-519.
43. Geppert, T., Kock, M., Reggelin, M., and Griesinger, C., J. Magn. Res., 1995, Ser. B, vol. 107, pp. 91-93.
44. Wang, K.Y., Borer, P.N., Levy, G.C., and Pelczer, I., J Magn. Res., 1992, vol. 96, pp. 165-170.
45. Rzheznikov, V.M., Ananchenko, C.N., and Torgov, I.V., Khim. Polimer. Soed., 1965, no. 2, pp. 90-100.
46. Krylova, E.B., Martynov, V.F., and Shavva, A.G., Zh. Org. Khim., 1978, vol. 14, no. 12, pp. 2518-2523.