4Alpha-bromo-5alpha-cholestan-3beta-ol and nor-5alpha-cholestan-3beta-ol derivatives-stereoselective synthesis and hormonal activity in Caenorhabditis elegans.
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.
Martin
René
R
Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany.
Saini
Ratni
R
Bauer
Ingmar
I
Gruner
Margit
M
Kataeva
Olga
O
Zagoriy
Vyacheslav
V
Entchev
Eugeni V
EV
Kurzchalia
Teymuras V
TV
Knölker
Hans-Joachim
HJ
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
D002777:Cholestanols; D007447:Invertebrate Hormones; D009654:Norsteroids; D002784:Cholesterol