title: Synthesis of Hoodigogenin A, aglycone of natural appetite suppressant glycosteroids extracted from Hoodia gordonii.
abstract: 14β-hydroxy pregnane glycosides extracted from Hoodia gordonii, a succulent plant isolated from Apocynaceae are suggested to have appetite suppressant properties in animals and humans. However, limited reports on biological studies concerning the appetite suppressant properties are available in the open literature. One reason for that is the poor availability of these glycosteroids because H. gordonii is a protected plant and the yield of extraction lies between 0.003% and 0.02%. Starting from 3α,12α-diacetoxy-pregnanone 1, we disclose in this report the synthesis of Hoodigogenin A, the aglycone of the natural 14β-hydroxy pregnane glycosides extracted from H. Gordonii.
authors.affiliation: Université de Strasbourg-Institut de Chimie, UMR 7177-Laboratoire de Chimie Organique Synthétique-1, rue Blaise Pascal, BP 296/R8, 67008 Strasbourg-Cedex, France.
authors.forename: Philippe
authors.initials: P
authors.lastname: Geoffroy
authors.forename: Blandine
authors.initials: B
authors.lastname: Ressault
authors.forename: Eric
authors.initials: E
authors.lastname: Marchioni
authors.forename: Michel
authors.initials: M
authors.lastname: Miesch
mesh_terms: D029062:Apocynaceae / Q000737:chemistry*; D001067:Appetite Depressants / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry*; D011276:Pregnanediol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification
chemical_list: D001067:Appetite Depressants; D001688:Biological Products; D006027:Glycosides; C549431:hoodigogenin A; D011276:Pregnanediol