title: The synthesis of 5-substituted ring E analogs of methyllycaconitine via the Suzuki-Miyaura cross-coupling reaction.
abstract: Novel 3,5-disubstituted ring E analogs of methyllycaconitine were prepared and evaluated in nicotinic acetylcholine receptor binding assays. The desired analogs were prepared through the Suzuki-Miyaura cross-coupling reaction of methyl 5-bromo-nicotinate. The Suzuki-Miyaura cross-coupling reactions of pyridines with electron withdrawing substituents have not been extensively described previously.
authors.affiliation: Department of Chemistry and Biochemistry, Ohio University, Clippinger Laboratories, Athens, OH 45701, USA.
authors.forename: Junfeng
authors.initials: J
authors.lastname: Huang
authors.forename: Crina M
authors.initials: CM
authors.lastname: Orac
authors.forename: Susan
authors.initials: S
authors.lastname: McKay
authors.forename: Dennis B
authors.initials: DB
authors.lastname: McKay
authors.forename: Stephen C
authors.initials: SC
authors.lastname: Bergmeier
mesh_terms: D000157:Aconitine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry*; D006865:Hydrogenation; D015394:Molecular Structure; D011485:Protein Binding; D011950:Receptors, Cholinergic / Q000378:metabolism; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D003432:Cross-Linking Reagents; D011950:Receptors, Cholinergic; C054634:methyllycaconitine; D000157:Aconitine