Synthesis and GABA(A) receptor activity of a 6,19-oxido analogue of pregnanolone.
3 alpha-Hydroxy-6,19-oxidopregn-4-ene-20-one (4) was prepared in seven steps from pregnanolone acetate. At 0.1 microM concentration 4 significantly increased GABA induced (36)Cl(-) influx in hamster cerebral cortex synaptoneurosomes while at 20 mg/kg it decreased the percentage of hamsters showing seizures induced by 3-mercaptopropionic acid.
Veleiro
Adriana S
AS
Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, C1428EHA Buenos Aires, Argentina.
Rosenstein
Ruth E
RE
Jaliffa
Carolina O
CO
Grilli
María L
ML
Speroni
Florencia
F
Burton
Gerardo
G
D015097:3-Mercaptopropionic Acid / Q000037:antagonists & inhibitors / Q000494:pharmacology; D000818:Animals; D002540:Cerebral Cortex / Q000166:cytology / Q000187:drug effects / Q000378:metabolism; D003292:Convulsants / Q000494:pharmacology; D006224:Cricetinae; D007202:Indicators and Reagents; D011280:Pregnanolone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology*; D011963:Receptors, GABA-A / Q000187:drug effects*; D012640:Seizures / Q000139:chemically induced / Q000517:prevention & control; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013574:Synaptosomes / Q000187:drug effects / Q000378:metabolism
C476319:3 alpha-hydroxy-6,19-oxidopregn-4-ene-20-one; D003292:Convulsants; D007202:Indicators and Reagents; D011963:Receptors, GABA-A; D015097:3-Mercaptopropionic Acid; D011280:Pregnanolone