title: Oxo-bridged isomers of aza-trishomocubane sigma (sigma) receptor ligands: Synthesis, in vitro binding, and molecular modeling.
abstract: Isomeric oxo-bridged analogs of aza-trishomocubane sigma (sigma) receptor ligands were synthesized and shown to display a reduced affinity for the sigma receptor. In the case of phenethyl derivative 4, there was a concomitant introduction of high-affinity for the alpha(2C) adrenergic receptor, and moderate affinity for the dopamine transporter. Molecular modeling was undertaken to rationalize these results.
authors: School of Chemistry, University of Sydney, NSW 2006, Australia.
authors: Samuel D
authors: SD
authors: Banister
authors: Iman A
authors: IA
authors: Moussa
authors: Meredith J T
authors: MJ
authors: Jordan
authors: Mark J
authors: MJ
authors: Coster
authors: Michael
authors: M
authors: Kassiou
mesh_terms: D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D007536:Isomerism; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D011485:Protein Binding; D018341:Receptors, Adrenergic, alpha-2 / Q000737:chemistry / Q000378:metabolism; D017480:Receptors, sigma / Q000737:chemistry* / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D001372:Aza Compounds; D008024:Ligands; D018341:Receptors, Adrenergic, alpha-2; D017480:Receptors, sigma