Synthesis and characterization of stanozolol N-glucuronide metabolites

The preparation, separation, and analysis of two regioisomeric N -glucuronides of the common doping agent stanozolol are described in this manuscript. Glucuronidation was carried out using modified Königs–Knorr conditions developed specifically for pyrazoles. After preparative HPLC separation both i...

Full description

Saved in:
Bibliographic Details
Published in:Monatshefte für Chemie 2019-05, Vol.150 (5), p.843-848
Main Authors: Kratena, Nicolas, Enev, Valentin, Gmeiner, Günter, Gärtner, Peter
Format: Article
Language:English
Subjects:
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Excretion
Inorganic Chemistry
Isomers
Metabolites
Organic Chemistry
Original Paper
Physical Chemistry
Separation
Theoretical and Computational Chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The preparation, separation, and analysis of two regioisomeric N -glucuronides of the common doping agent stanozolol are described in this manuscript. Glucuronidation was carried out using modified Königs–Knorr conditions developed specifically for pyrazoles. After preparative HPLC separation both isomers could be isolated in a pure form. Global cleavage of protecting groups furnished the putative human phase II metabolites STN1 and STN2 which were compared with human excretion studies. Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-019-02424-4