Publication at Third Faculty of Medicine |
2001
Abstract
3α-Hydroxy-20-oxo-5α-pregnan-21-yl hemisuccinate (8) was produced by partial acylation of 3α,21-dihydroxy-5α-pregnan-20-one (14). 3α-Fluoro-5α-pregnan-20-one (9) was prepared by treatment of 3β-hydroxy-5α-pregnan-20-one (11) with DAST and by solvolysis of tosylate 12 with tetrabutylammonium fluoride. A behavioral test on mice was performed using 3α-hydroxy-5α-pregnan-20-one (1) and compounds 8 and 9.
Compound 8 was found to be inactive, while the fluoro derivative 9 selectively reduced aggressive behavior in mice more than the corresponding 3α-hydroxy compound 1; locomotion and other behavioral features were not affected.