Comparison of (-)-eseroline with (+)-eseroline and dihydroseco analogues in antinociceptive assays: confirmation of rubreserine structure by X-ray analysis.
B Schönenberger, AE Jacobson, A Brossi… - Journal of Medicinal …, 1986 - europepmc.org
The enantiomers of eseroline bind to opiate receptors of rat brain membranes with equal
affinities and show opiate agonist properties as inhibitors of adenylate cyclase in vitro.
However, only (-)-eseroline shows potent narcotic agonist activity in vivo, similar to that of
morphine. Neither (-)-noreseroline,(+)-eseroline, nor the open dihydroseco analogue (-)-8
shows analgetic effects in vivo. The structure of rubreserine being a resonance hybrid of an
o-quinone with its zwitterionic mesomer is confirmed by solid-state X-ray diffraction analysis.
affinities and show opiate agonist properties as inhibitors of adenylate cyclase in vitro.
However, only (-)-eseroline shows potent narcotic agonist activity in vivo, similar to that of
morphine. Neither (-)-noreseroline,(+)-eseroline, nor the open dihydroseco analogue (-)-8
shows analgetic effects in vivo. The structure of rubreserine being a resonance hybrid of an
o-quinone with its zwitterionic mesomer is confirmed by solid-state X-ray diffraction analysis.
Comparison of (-)-eseroline with (+)-eseroline and dihydroseco analogs in antinociceptive assays: confirmation of rubreserine structure by x-ray analysis
B Schonenberger, AE Jacobson, A Brossi… - Journal of Medicinal …, 1986 - ACS Publications
The enantiomers of eseroline bind to opiate receptors of rat brain membranes with equal
affinities and show opiate agonist properties as inhibitors of adenylate cyclase in vitro.
However, only (-)-eseroline shows potent narcotic agonist activity invivo, similar to that of
morphine. Neither (-)-noreseroline,(+)-eseroline, nor the open dihydroseco analogue (-)-8
shows analgetic effects in vivo. The structure of rubreserine being a resonance hybrid of an
o-quinone with its zwitterionic mesomer is confirmed by solid-state X-ray diffraction analysis.
affinities and show opiate agonist properties as inhibitors of adenylate cyclase in vitro.
However, only (-)-eseroline shows potent narcotic agonist activity invivo, similar to that of
morphine. Neither (-)-noreseroline,(+)-eseroline, nor the open dihydroseco analogue (-)-8
shows analgetic effects in vivo. The structure of rubreserine being a resonance hybrid of an
o-quinone with its zwitterionic mesomer is confirmed by solid-state X-ray diffraction analysis.
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