Separation of enantiomers of drugs by capillary electrophoresis. Part 4: Hydroxyprpyl‐gammacyclodextrin as chiral solvating agent

Koppenhoefer, Bernhard; Epperlein, Ulrich; Lin, Bingcheng

doi:10.1002/elps.1150180612

Cited by 37 publications

(9 citation statements)

References 21 publications

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“…Hence, the analysis of TPM anantiomers in human fluids is very important for toxicological, pharmaceutical and forensic purposes [4,5]. Electrophoresis 2012, 33, 506-515 506 Determination of TPM enantiomers has already been carried out using chromatographic methods such as highperformance liquid chromatography (HPLC) [6][7][8][9][10][11][12] and CE [13][14][15][16][17][18][19][20][21]. HPLC has been proven to be one of the best methods for chiral separations, but chiral columns are usually expensive.…”

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confidence: 99%

Electromembrane extraction combined with cyclodextrin‐modified capillary electrophoresis for the quantification of trimipramine enantiomers

et al. 2012

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A sensitive, simple and reproducible method was developed for preconcentration and determination of trimipramine (TPM) enantiomers in biological samples using electromembrane extraction combined with cyclodextrin-modified capillary electrophoresis (CE). During the extraction, TPM enantiomers migrated from a 5 mL sample solution through a thin layer of 2-nitrophenyl octyl ether NPOE immobilized in the pores of a hollow fiber, and into a 20 μL acidic aqueous acceptor phase presented inside the lumen of the fiber. A Box-Behnken design and the response surface methodology (RSM) were used for the optimization of different variables on extraction efficiency. Optimized extraction conditions were: NPOE as supported liquid membrane, inter-electrode distance of 5 mm, stirring rate of 1000 rpm, 51 V potential difference, 34 min as the extraction time, acceptor phase pH 1.0 and donor phase pH 4.5. Then, the extract was analyzed using optimized cyclodextrin (CD)-modified CE method for the separation of TPM enantiomers. Best results were achieved using 100 mM phosphate running buffer (pH 2.0) containing 10 mM α-CD as the chiral selector, applied voltage of 18 kV and 20°C. The range of quantitation for both enantiomers was 20-500 ng/mL. The method was very reproducible so that intra- and interday RSDs (n=6) were <6%. The limits of quantitation and detection for both enantiomers were 20 and 7 ng/mL, respectively. Finally, this method was successfully applied to determine the concentration of TPM enantiomers in plasma and urine samples without any pre-treatment.

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Electromembrane extraction combined with cyclodextrin‐modified capillary electrophoresis for the quantification of trimipramine enantiomers

et al. 2012

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“…The optical purity control was elaborated for 5,6-dihydro-2-aminotetralin [64], acetylcysteine [183], for the basic drugs denopamine, timepidium and trimetoquinol [184], for the chiral reagent 1-(9-fluorenyl)ethyl chloroformate [185] and for N-propionyl-6,7-dimethoxy-2-aminotetralin [186]. Procedures based on cyclodextrins as chiral selectors [31,187,188] were proposed for the drug screening.…”

Section: Practical Applicationsmentioning

confidence: 99%

Chiral separations in capillary electrophoresis

Vespalec

Boček

1999

Electrophoresis

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“…The use of neutral cyclodextrins (CDs) as chiral selectors such as b-CD and g-CD as well as heptakis(2,3,6-tri-O-methyl)-a-CD (TM-a-CD) did not lead to separation of the enantiomers of talinolol [17][18][19]. The use of hydroxypropyl-a-CD (HP-a-CD), or hydroxypropyl-g-CD (HP-g-CD) remained without success too [20][21][22]. The aim of our study was to develop an enantioselective CE method for talinolol and other b-blockers and to establish this method for quantitative analysis to allow in vitro pharmacokinetic studies with talinolol enantiomers in highly diluted physiological samples.…”

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“…To perform absorption studies with talinolol in cell culture models, a method for enantioseparation is required. Capillary electrophoresis (CE) methods have been proposed for the enantioseparation of many racemic b-antagonists [13][14][15][16][17][18][19][20][21] but not yet for talinolol enantiomers, which were so far only studied by HPLC [6,7,11]. For the analysis of drugs in biological or physiological fluids, CE offers advantages because only small amounts of sample are required [22][23][24][25].…”

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Quantitation of talinolol and other β‐blockers by capillary electrophoresis for in vitro drug absorption studies

et al. 2003

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A capillary zone electrophoresis method is described for the enantioseparation of talinolol using heptakis(2,3-diacetyl-6-sulfo)-beta-cyclodextrin (HDAS-beta-CD) as a chiral selector. After liquid-liquid extraction of talinolol from physiological solution, electrokinetic injection was employed to improve the sensitivity. The use of a coated capillary was necessary to achieve stable and reproducible enantioseparations. A baseline separation of the talinolol enantiomers was achieved in less than 10 min using 100 mM phosphate solution as background electrolyte and pH 3.5, at the presence of 3.0 mM HDAS-beta-CD and at 20 degrees C. In addition, this analytical condition proved to be useful for the enantioseparation of a number of other beta-blocking agents such as alprenolol, atenolol, bisoprolol, celiprolol, metipranolol, oxprenolol, and sotalol. For determining talinolol, the method could be validated in terms of precision, accuracy and linearity, and was found to be suitable in determination of talinolol enantiomers in highly diluted samples obtained from in vitro experiments.

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Separation of enantiomers of drugs by capillary electrophoresis. Part 4: Hydroxyprpyl‐gammacyclodextrin as chiral solvating agent

Cited by 37 publications

References 21 publications

Electromembrane extraction combined with cyclodextrin‐modified capillary electrophoresis for the quantification of trimipramine enantiomers

Electromembrane extraction combined with cyclodextrin‐modified capillary electrophoresis for the quantification of trimipramine enantiomers

Chiral separations in capillary electrophoresis

Quantitation of talinolol and other β‐blockers by capillary electrophoresis for in vitro drug absorption studies

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