38398-44-6Relevant academic research and scientific papers
Allopregnanolone and pregnanolone analogues modified in the C ring: Synthesis and activity
Slavíková, Barbora,Bujons, Jordi,Matyá?, Libor,Vidal, Miguel,Babot, Zoila,Kri?tofíková, Zdena,Su?ol, Cristina,Kasal, Alexander
, p. 2323 - 2336 (2013/06/04)
(25R)-3β-Hydroxy-5α-spirostan-12-one (hecogenin) and 11α-hydroxypregn-4-ene-3,20-dione (11α-hydroxyprogesterone) were used as starting materials for the synthesis of a series of 11- and 12-substituted derivatives of 5ξ-pregnanolone (3α-hydroxy-5α- pregnan-20-one and 3α-hydroxy-5β-pregnan-20-one), the principal neurosteroid acting via γ-aminobutyric acid (GABA). These analogues were designed to study the structural requirements of the corresponding GABA A receptor. Their biological activity was measured by in vitro test with [3H]flunitrazepam as radioligand in which allopregnanolone and its active analogues stimulated the binding to the GABAA receptor. Analysis of the SAR data suggests dependence of the flunitrazepam binding activity on the hydrophobic-hydrophilic balance of the groups at the C-ring edge rather than on specific interactions between them and the receptor.
SYNTHESIS OF RIA HAPTENS: 3α,11α-DIHYDROXY-5α-PREGNAN-20-ONE 11-HEMISUCCINATE
Kasal, Alexander,Pasztorova, Svetlana
, p. 619 - 628 (2007/10/02)
5α-Pregnane-3α,11α-diol-20-one (XVII) was prepared by hydroxylation of 5α-pregnan-3α-ol-20-one (XVI) by Rhizopus nigricans and by chemical conversion of 11α-hydroxyprogesterone (I).The diol XVII was partially acylated with 2-(trimethylsilyl)ethyl hydrogen
Anaesthetic steroids of the androstance and pregnane series
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, (2008/06/13)
Steroids of the androstane and pregnane series possessing a 2α-hydrogen or halogen or an alkyl group; a 3α-hydroxy or acyloxy group, a 3β-hydrogen or alkyl group; an 11β-hydrogen or hydroxy group or an epoxy group linked also to the 9-position; an 11α-hyd
