title: Suppressing aggressive behavior with analogs of allopregnanolone (epalon).
abstract: 3alpha-Hydroxy-20-oxo-5alpha-pregnan-21-yl hemisuccinate (8) was produced by partial acylation of 3alpha,21-dihydroxy-5alpha-pregnan-20-one (14). 3alpha-Fluoro-5alpha-pregnan-20-one (9) was prepared by treatment of 3beta-hydroxy-5alpha-pregnan-20-one (11) with DAST and by solvolysis of tosylate 12 with tetrabutylammonium fluoride. A behavioral test on mice was performed using 3alpha-hydroxy-5alpha-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 3alpha-hydroxy compound 1; locomotion and other behavioral features were not affected.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Fleming Square 2, 166 10 6, Prague, Czech Republic.
authors.forename: B
authors.initials: B
authors.lastname: Slavíková
authors.forename: A
authors.initials: A
authors.lastname: Kasal
authors.forename: L
authors.initials: L
authors.lastname: Uhlírová
authors.forename: M
authors.initials: M
authors.lastname: Krsiak
authors.forename: H
authors.initials: H
authors.lastname: Chodounská
authors.forename: L
authors.initials: L
authors.lastname: Kohout
mesh_terms: D000374:Aggression / Q000187:drug effects*; D000818:Animals; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D011280:Pregnanolone / Q000031:analogs & derivatives / Q000494:pharmacology*
chemical_list: D011280:Pregnanolone