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Enantiomeric separation of R,S ‐tolterodine and R,S ‐methoxytolterodine with negatively charged cyclodextrins by capillary electrophoresis
Author(s) -
Lehnert Petr,
Přibylka Adam,
Maier Vítězslav,
Znaleziona Joanna,
Ševčík Juraj,
Douša Michal
Publication year - 2013
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.201200530
Subject(s) - chemistry , enantiomer , repeatability , capillary electrophoresis , chromatography , detection limit , tolterodine , sulfation , stereochemistry , medicine , biochemistry , alternative medicine , pathology , overactive bladder
The methods for separation of R,S ‐tolterodine and R,S ‐methoxytolterodine enantiomers using sulfated α‐, β‐CD and phosphated‐γ‐CD by CE in acidic BGE based on Tris/phosphate pH 2.5 buffer were developed. Sulfated α‐ and β‐CD allow anodic detection while phosphated‐γ‐CD allows only cathodic detection of the separated enantiomers. The influence of chiral selector (CS)'s concentration as well as the influence of composition and concentration of BGE on resolutions were studied. Reversal migration order of tolterodine and methoxytolterodine enantiomers was observed, when sulfated‐α‐ and sulfated‐β‐CD were used. The developed methods with all three studied CSs, were validated and compared. All proposed methods enable determination of 0.2% of S ‐tolterodine as an optical impurity in pills, however the method with phosphated‐γ‐CD provided lower detection limit, better repeatability of peak areas and migration times, and also lower consumption of CS. Developed method employing phosphated‐γ‐CD that was applied for the determination of optical purity of R ‐tolterodine in commercial pills.