title: Cytisine-like alkaloids from Ormosia hosiei Hemsl. & E.H. Wilson.
abstract: Four alkaloids named hosieines A-D were isolated from the root and stem of Ormosia hosiei. Their flat structures were established by mass spectrometry and by a combination of NMR experiments. These molecules probably share a common biosynthetic origin with the lupin alkaloids but they differ in the formation of the last ring, being here part of a rare 2-azabicyclo[3.2.1]octane system. Their absolute configuration was determined by X-ray crystallography using CuKα radiation. As has been described for cytisine, they display a remarkable affinity towards neuronal nicotinic acetylcholine α4β2 receptor.
authors.affiliation: USR CNRS-Pierre Fabre No. 3388 ETaC, Centre de Recherche et Développement Pierre Fabre, 3 Avenue Hubert Curien, 31035 Toulouse Cedex 01, France.
authors.forename: Isabelle
authors.initials: I
authors.lastname: Pouny
authors.affiliation: USR CNRS-Pierre Fabre No. 3388 ETaC, Centre de Recherche et Développement Pierre Fabre, 3 Avenue Hubert Curien, 31035 Toulouse Cedex 01, France.
authors.forename: Muriel
authors.initials: M
authors.lastname: Batut
authors.affiliation: UPR CNRS No. 8241, Laboratoire de Chimie de Coordination, 205 route de Narbonne, 31077 Toulouse Cedex 04, France.
authors.forename: Laure
authors.initials: L
authors.lastname: Vendier
authors.affiliation: Pôle Actifs Végétaux, Institut de Recherche Pierre Fabre, 3 Avenue Hubert Curien, 31035 Toulouse Cedex 01, France.
authors.forename: Bruno
authors.initials: B
authors.lastname: David
authors.affiliation: Chongqing Institute of Medicinal Plant Cultivation, Sanquan Country of Nanchuang, 408435 Chongqing, PR China.
authors.forename: Sirong
authors.initials: S
authors.lastname: Yi
authors.affiliation: USR CNRS-Pierre Fabre No. 3388 ETaC, Centre de Recherche et Développement Pierre Fabre, 3 Avenue Hubert Curien, 31035 Toulouse Cedex 01, France.
authors.forename: François
authors.initials: F
authors.lastname: Sautel
authors.affiliation: USR CNRS-Pierre Fabre No. 3388 ETaC, Centre de Recherche et Développement Pierre Fabre, 3 Avenue Hubert Curien, 31035 Toulouse Cedex 01, France.
authors.forename: Paola B
authors.initials: PB
authors.lastname: Arimondo
authors.affiliation: USR CNRS-Pierre Fabre No. 3388 ETaC, Centre de Recherche et Développement Pierre Fabre, 3 Avenue Hubert Curien, 31035 Toulouse Cedex 01, France. Electronic address: georges.massiot.externe@pierre-fabre.com.
authors.forename: Georges
authors.initials: G
authors.lastname: Massiot
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001392:Azocines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018360:Crystallography, X-Ray; D007887:Fabaceae / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D011807:Quinolizines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D011978:Receptors, Nicotinic / Q000187:drug effects*; D000093843:Quinolizidine Alkaloids
chemical_list: D000470:Alkaloids; D001392:Azocines; D011807:Quinolizines; D011978:Receptors, Nicotinic; C403531:nicotinic receptor alpha4beta2; C004712:cytisine; D000093843:Quinolizidine Alkaloids
keywords: Cytisine; Fabaceae; Ormosia hosiei