title: Highly efficient synthesis and characterization of the GPR30-selective agonist G-1 and related tetrahydroquinoline analogs.
abstract: The GPR30 agonist probe G-1 and structural analogs were efficiently synthesized using multicomponent or stepwise Sc(III)-catalyzed aza-Diels-Alder cyclization. Optimization of solvent and reaction temperature provided enhanced endo-diastereoselectivity.
authors.affiliation: Department of Chemistry and Biochemistry MSC 3C, New Mexico State University, P.O. Box 30001, Las Cruces, New Mexico 88003, USA.
authors.forename: Ritwik
authors.initials: R
authors.lastname: Burai
authors.forename: Chinnasamy
authors.initials: C
authors.lastname: Ramesh
authors.forename: Marvin
authors.initials: M
authors.lastname: Shorty
authors.forename: Ramona
authors.initials: R
authors.lastname: Curpan
authors.forename: Cristian
authors.initials: C
authors.lastname: Bologa
authors.forename: Larry A
authors.initials: LA
authors.lastname: Sklar
authors.forename: Tudor
authors.initials: T
authors.lastname: Oprea
authors.forename: Eric R
authors.initials: ER
authors.lastname: Prossnitz
authors.forename: Jeffrey B
authors.initials: JB
authors.lastname: Arterburn
mesh_terms: D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D043562:Receptors, G-Protein-Coupled / Q000819:agonists*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: C517943:1-(4-(6-bromobenzo(1,3)dioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta(c)quinolin-8-yl)ethanone; D003517:Cyclopentanes; D011804:Quinolines; D043562:Receptors, G-Protein-Coupled; C542964:1,2,3,4-tetrahydroquinoline
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