Collect. Czech. Chem. Commun. 2004, 69, 1506-1516
https://doi.org/10.1135/cccc20041506

Effects of 3α-Amino-5α-pregnan-20-one on GABAA Receptor: Synthesis, Activity and Cytotoxicity

Libor Matyáša, Alexander Kasala,*, Zoila Babot Rierab and Cristina E. Sunolb

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
b Departament de Neuroquímica, Institut d'Investigacions Biomédiques de Barcelona, CSIC (IDIBAPS), E-08036 Barcelona, Spain

References

1. Franěk F., Eckschlager T., Kohout L.: Collect. Czech. Chem. Commun. 2003, 68, 2190. <https://doi.org/10.1135/cccc20032190>
2. Chodounská H., Kasal A.: Collect. Czech. Chem. Commun. 1998, 63, 1543. <https://doi.org/10.1135/cccc19981543>
3. Slavíková B., Kasal A.: Collect. Czech. Chem. Commun. 1999, 64, 1479. <https://doi.org/10.1135/cccc19991479>
4. Slavíková B., Kasal A., Chodounská H., Krištofíková Z.: Collect. Czech. Chem. Commun. 2002, 67, 30. <https://doi.org/10.1135/cccc20020030>
5. Kasal A.: Collect. Czech. Chem. Commun. 1999, 64, 1471. <https://doi.org/10.1135/cccc19991471>
6. Kasal A.: Tetrahedron 2002, 56, 3559. <https://doi.org/10.1016/S0040-4020(00)00263-5>
7. Chodounská H., Kasal A.: Collect. Czech. Chem. Commun. 2002, 65, 1156. <https://doi.org/10.1135/cccc20001156>
8. Slavíková B., Kasal A., Uhlířová L., Kršiak M., Chodounská H., Kohout L.: Steroids 2001, 66, 99. <https://doi.org/10.1016/S0039-128X(00)00215-4>
9. Harrison N. L., Simmonds M. A.: Brain Res. 1984, 323, 287. <https://doi.org/10.1016/0006-8993(84)90299-3>
10. Cottrell G. A., Lambert J. J., Peters J. A.: Br. J. Pharmacol. 1987, 90, 491. <https://doi.org/10.1111/j.1476-5381.1987.tb11198.x>
11. Gee K. W., Bolger M. B., Brinton R. E., Coirini H., McEwen B. S.: J. Pharmacol. Exp. Ther. 1988, 246, 803.
12. Harrison N. L., Majewska M. D., Harrington J. L.: J. Pharmacol. Exp. Ther. 1987, 241, 346.
13. Peters J. A., Kirkness E. F., Callachan H., Lambert J. J., Turner A. J.: Br. J. Pharmacol. 1988, 94, 1257. <https://doi.org/10.1111/j.1476-5381.1988.tb11646.x>
14. Zhong Y., Simmonds M. A.: Neuropharmacology 1996, 35, 1193. <https://doi.org/10.1016/S0028-3908(96)00056-1>
15. Vale C., Pomes A., Rodriguez-Farre E., Sunol C.: Eur. J. Pharmacol. 1997, 29, 343. <https://doi.org/10.1016/S0014-2999(96)00866-7>
16. Vale C., Damgaard I., Sunol C., Rodriguez-Farre E.: J. Neurosci. Res. 1998, 52, 276. <https://doi.org/10.1002/(SICI)1097-4547(19980501)52:3<276::AID-JNR4>3.0.CO;2-A>
17. Vale C., Vilaro M. T., Rodriguez-Farre E., Sunol C.: J. Neurosci. Res. 1999, 57, 95. <https://doi.org/10.1002/(SICI)1097-4547(19990701)57:1<95::AID-JNR10>3.0.CO;2-N>
18. Nelle S., Charles G., Cave A., Goutarel R.: C. R. Acad. Sci., Ser. II 1970, 271, 153.
19. Dadoun H., Conreur Ch., Cave A.: Phytochemistry 1973, 12, 923. <https://doi.org/10.1016/0031-9422(73)80704-6>
20. Janot M. M., Khuong-Huu Q., Lusenchi X., Goutarel R.: Bull. Soc. Chim. Fr. 1960, 1, 1669.
21. Dave V., Stothers J. B., Warnhoff E. W.: Can. J. Chem. 1980, 58, 2666. <https://doi.org/10.1139/v80-426>
22. Knox L. H.: J. Org. Chem. 1964, 29, 2187. <https://doi.org/10.1021/jo01031a019>
23. Szendi Z., Dombi G., Vincze I.: Monatsh. Chem. 1996, 127, 1189. <https://doi.org/10.1007/BF00844694>
24. Dieter A., Martin F.: Tetrahedron Lett. 1994, 35, 565.
25. Hawkinson J. E., Kimbrough C. L., Belelli D., Lambert J. J., Purdy R. H., Lan N. C.: Mol. Pharmacol. 1994, 46, 977.
26. Purdy R. H., Morrow A. L., Blinn J. R., Paul S. M.: J. Med. Chem. 1990, 33, 1572. <https://doi.org/10.1021/jm00168a008>
27. Mohler H.: Pharmacology of GABA and Glycine Transmission. Handbook of Experimental Pharmacology, Vol. 150, p. 79. Springer, Berlin 2001.
28. Pirker S., Schwartzer C., Wieselthaler A., Sieghart W., Sperk G.: Neuroscience 2000, 101, 815. <https://doi.org/10.1016/S0306-4522(00)00442-5>
29. Barnard E. A., Skolnick P., Olsen R. W., Mohler H., Sieghart W., Biggio G., Braestrup C., Bateson A. N., Langer S. Z.: Pharmacol. Rev. 1998, 50, 291.
30. Wisden W., Laurie D. J., Monyer H., Seeburg P. H.: J. Neurosci. 1992, 12, 1581. <https://doi.org/10.1523/JNEUROSCI.12-03-01040.1992>
31. Park-Chung M., Malayev A., Purdy R. H., Gibbs T. T., Farb D. H.: Brain Res. 1999, 830, 72. <https://doi.org/10.1016/S0006-8993(99)01381-5>
32. Han M., Zorumski C. F., Covey D. F.: J. Med. Chem. 1996, 39, 4218. <https://doi.org/10.1021/jm960304p>
33. Hertz E., Yu A., Hertz L., Juurlink B., Schousboe A. in: Preparation of Primary Culture of Mouse Cortical Neurons (A. Shahar, J. de Vellis, A. Vernadakis and B. Haber, Eds), p. 183. Alan R. Liss, Inc., New York 1989.
34. Nace H. R., Watterson A. C.: J. Org. Chem. 1966, 31, 2109. <https://doi.org/10.1021/jo01345a014>
35. Janot M. M.: C. R. Acad. Sci., Ser. II 1960, 251, 559.
36. Lobner D.: J. Neurosci. Methods 2000, 96, 147. <https://doi.org/10.1016/S0165-0270(99)00193-4>