title: Synthesis and pharmacological evaluation of indole-based sigma receptor ligands.
abstract: A series of novel indole-based analogs were prepared and their affinities for sigma receptors were determined using in vitro radioligand binding assays. The results of this study identified several compounds with nanomolar sigma-2 affinity and significant selectivity over sigma-1 receptors. In particular, 2-(4-(3-(4-fluorophenyl)indol-1-yl)butyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (9f) was found to display high affinity at sigma-2 receptors with good selectivity (σ-1/σ-2 = 395). The pharmacological binding profile for this compound was established with other relevant non-sigma sites.
authors: Department of Medicinal Chemistry, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
authors: Christophe
authors: C
authors: Mésangeau
authors: Emanuele
authors: E
authors: Amata
authors: Walid
authors: W
authors: Alsharif
authors: Michael J
authors: MJ
authors: Seminerio
authors: Matthew J
authors: MJ
authors: Robson
authors: Rae R
authors: RR
authors: Matsumoto
authors: Jacques H
authors: JH
authors: Poupaert
authors: Christopher R
authors: CR
authors: McCurdy
mesh_terms: D000818:Animals; D002460:Cell Line; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008024:Ligands; D011485:Protein Binding; D011869:Radioligand Assay; D051381:Rats; D017480:Receptors, sigma / Q000378:metabolism*; D013329:Structure-Activity Relationship; D000097605:Sigma-1 Receptor
chemical_list: D007211:Indoles; D008024:Ligands; D017480:Receptors, sigma; D000097605:Sigma-1 Receptor; C106107:sigma-2 receptor