High-performance liquid chromatographic methods for monitoring of isomers of 17-hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene

Research output: Contribution to journalArticle

5 Citations (Scopus)

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 16α,17α isomer in the reduction of 16-hydroxymethylene-3-methoxyestra-1,3,5(10)-trien-17-one. Copyright (C) 1999 Elsevier Science B.V.

Original languageEnglish
Pages (from-to)433-440
Number of pages8
JournalJournal of Chromatography A
Volume852
Issue number2
DOIs
Publication statusPublished - Aug 13 1999

Fingerprint

Trientine
Phase separation
Isomers
2-Propanol
Monitoring
Methylene Chloride
Liquids
Hexanes
Bioactivity
Silicon Dioxide
Methanol
Condensation
Flow rate
Water
Chemical analysis
3-methoxyestra-1,3,5(10)-triene

Keywords

  • 17-Hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene
  • Steroids

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

@article{201b180a480d4dbaaa955eef9fff837c,
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 16α,17α isomer in the reduction of 16-hydroxymethylene-3-methoxyestra-1,3,5(10)-trien-17-one. Copyright (C) 1999 Elsevier Science B.V.",
keywords = "17-Hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene, Steroids",
author = "J. W{\"o}lfling and G. Schneider and A. P{\'e}ter",
year = "1999",
month = "8",
day = "13",
doi = "10.1016/S0021-9673(99)00631-7",
language = "English",
volume = "852",
pages = "433--440",
journal = "Journal of Chromatography",
issn = "0021-9673",
publisher = "Elsevier",
number = "2",

}

TY - JOUR

T1 - High-performance liquid chromatographic methods for monitoring of isomers of 17-hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene

AU - Wölfling, J.

AU - Schneider, G.

AU - Péter, A.

PY - 1999/8/13

Y1 - 1999/8/13

N2 - 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 16α,17α isomer in the reduction of 16-hydroxymethylene-3-methoxyestra-1,3,5(10)-trien-17-one. Copyright (C) 1999 Elsevier Science B.V.

AB - 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 16α,17α isomer in the reduction of 16-hydroxymethylene-3-methoxyestra-1,3,5(10)-trien-17-one. Copyright (C) 1999 Elsevier Science B.V.

KW - 17-Hydroxy-16-hydroxymethyl-3-methoxyestra-1,3,5(10)-triene

KW - Steroids

UR - http://www.scopus.com/inward/record.url?scp=0345551973&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0345551973&partnerID=8YFLogxK

U2 - 10.1016/S0021-9673(99)00631-7

DO - 10.1016/S0021-9673(99)00631-7

M3 - Article

C2 - 10481981

AN - SCOPUS:0345551973

VL - 852

SP - 433

EP - 440

JO - Journal of Chromatography

JF - Journal of Chromatography

SN - 0021-9673

IS - 2

ER -