title: High-performance liquid chromatographic methods for monitoring of isomers of 17-hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene.
abstract: Claisen condensation and consecutive reduction of 3-methoxyestra-1,3,5(10)-trien-17-one theoretically leads to four diastereomers of 17-hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene and their further transformations give different compounds with different biological activities. High-performance liquid chromatographic methods were developed for separation of the four isomers of 17-hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene: reversed-phase separation on a Nucleosil ODS C18 column with water-methanol as mobile phase; and normal-phase separation on an APEX Silica column with hexane-dichloromethane-2-propanol as mobile phase. The effects of eluent composition and flow-rate on the separation were investigated. This is the first chromatographic evidence for the formation of the 16alpha,17alpha isomer in the reduction of 16-hydroxymethylene-3-methoxyestra-1,3,5(10)-trien-17-one.
authors.affiliation: Department of Organic Chemistry, Attila József University, Szeged, Hungary.
authors.forename: J
authors.initials: J
authors.lastname: Wölfling
authors.forename: G
authors.initials: G
authors.lastname: Schneider
authors.forename: A
authors.initials: A
authors.lastname: Péter
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D004970:Estrone / Q000031:analogs & derivatives* / Q000032:analysis; D007536:Isomerism; D013056:Spectrophotometry, Ultraviolet
chemical_list: D004970:Estrone