title: 4Alpha-bromo-5alpha-cholestan-3beta-ol and nor-5alpha-cholestan-3beta-ol derivatives-stereoselective synthesis and hormonal activity in Caenorhabditis elegans.
abstract: We describe the stereoselective synthesis of 4alpha-bromo-5alpha-cholestan-3beta-ol, 21-nor-5alpha-cholestan-3beta-ol, 27-nor-5alpha-cholestan-3beta-ol and 21,27-bisnor-5alpha-cholestan-3beta-ol. In order to clarify the in vivo metabolism of cholesterol, these compounds have been used for feeding experiments in Caenorhabditis elegans. Our preliminary results provide important insights into the metabolism of cholesterol in worms.
authors.affiliation: Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany.
authors.forename: René
authors.initials: R
authors.lastname: Martin
authors.forename: Ratni
authors.initials: R
authors.lastname: Saini
authors.forename: Ingmar
authors.initials: I
authors.lastname: Bauer
authors.forename: Margit
authors.initials: M
authors.lastname: Gruner
authors.forename: Olga
authors.initials: O
authors.lastname: Kataeva
authors.forename: Vyacheslav
authors.initials: V
authors.lastname: Zagoriy
authors.forename: Eugeni V
authors.initials: EV
authors.lastname: Entchev
authors.forename: Teymuras V
authors.initials: TV
authors.lastname: Kurzchalia
authors.forename: Hans-Joachim
authors.initials: HJ
authors.lastname: Knölker
mesh_terms: D000818:Animals; D017173:Caenorhabditis elegans / Q000378:metabolism*; D002777:Cholestanols / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D002784:Cholesterol / Q000378:metabolism*; D007447:Invertebrate Hormones / Q000378:metabolism*; D009654:Norsteroids / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D002777:Cholestanols; D007447:Invertebrate Hormones; D009654:Norsteroids; D002784:Cholesterol