60802-13-3Relevant academic research and scientific papers
Conformationally constrained anesthetic steroids that modulate GABA(A) receptors
Anderson,Boyd,Clark,Fielding,Gemmell,Hamilton,Maidment,May,McGuire,McPhail,Sansbury,Sundaram,Taylor
, p. 4118 - 4125 (2007/10/03)
Various cyclic ether and other 3α-hydroxyandrostane derivatives bearing a conformationally constrained hydrogen-bonding moiety were prepared. Their anesthetic potency and their binding affinity for GABA(A) receptors, measured by intravenous administration to mice and inhibition of [35S]TBPS binding to rat whole brain membranes, were compared with that of known anesthetic 3α-hydroxypregnan-20-ones. Synthetic steroids with similar in vitro and in vivo activities to the endogenous 3α-hydroxypregnan-20-ones all had an ether oxygen on the β-face of the steroid D-ring. These results suggest that for optimal GABA(A) receptor modulation, the hydrogen bond-accepting substituent should be near perpendicular to the plane of the D-ring on the β-face of the steroid.
