title: Synthesis and pharmacological evaluation of novel 9- and 10-substituted cytisine derivatives. Nicotinic ligands of enhanced subtype selectivity.
abstract: We report the synthesis and pharmacological properties of several cytisine derivatives. Among them, two 10-substituted derivatives showed much higher selectivities for the alpha4beta2 nAChR subtype in binding assays than cytisine. The 9-vinyl derivative was found to have a very similar agonist activity profile to that of cytisine.
authors.affiliation: Drug Discovery Program, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Illinois 60612, USA.
authors.forename: Sheela K
authors.initials: SK
authors.lastname: Chellappan
authors.forename: Yingxian
authors.initials: Y
authors.lastname: Xiao
authors.forename: Werner
authors.initials: W
authors.lastname: Tueckmantel
authors.forename: Kenneth J
authors.initials: KJ
authors.lastname: Kellar
authors.forename: Alan P
authors.initials: AP
authors.lastname: Kozikowski
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001392:Azocines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D018679:Cholinergic Agonists / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D057927:Hydrophobic and Hydrophilic Interactions; D008024:Ligands; D015394:Molecular Structure; D009538:Nicotine / Q000138:chemical synthesis / Q000737:chemistry* / Q000145:classification / Q000494:pharmacology*; D011807:Quinolizines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011950:Receptors, Cholinergic / Q000378:metabolism; D000093843:Quinolizidine Alkaloids
chemical_list: D000470:Alkaloids; D001392:Azocines; D018679:Cholinergic Agonists; D008024:Ligands; D009538:Nicotine; D011807:Quinolizines; D011950:Receptors, Cholinergic; C004712:cytisine; D000093843:Quinolizidine Alkaloids