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Abstract
The 6-oxasteroids 3α-hydroxy-6-oxa-5α-pregnan-20-one ( 3) and 3α-hydroxy-6-oxa-5β-pregnan-20-one ( 4) were obtained from pregnenolone acetate via the corresponding (5α or 5β) 3β,20β-diacetoxy-6-oxa-pregnane. Both steroids showed ca. 100-fold reduced potency for modulating [ 3H]flunitrazepam, [ 3H]muscimol or [ 35S]TBPS binding to the GABA A receptor when compared to their natural carbon analogs 3α-hydroxy-5α-pregnan-20-one ( 1) and 3α-hydroxy-5β-pregnan-20-one ( 2).
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