Migration behaviour of benzodiazepines in micellar electrokinetic chromatography

Boonkerd, S.; Detaevernier, M.R.; Vindevogel, Johan; Michotte, Yvette

doi:10.1016/s0021-9673(96)00636-x

Cited by 19 publications

(17 citation statements)

References 22 publications

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“…Since UV detection is performed during the separation and enantiomerization process, the second peak is seen for a longer period of time. A higher second peak was indeed observed previously and interpreted as a deviation of the 1:l ratio of the racemic analyte [49].…”

Section: Enantiomerization Of Chlorthalidone In the Presence Of An Ansupporting

confidence: 79%

Electrokinetic chromatography employing an anionic and a cationic β‐cyclodextrin derivative

1997

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beta-Cyclodextrin, 1, can act as a chiral buffer additive in capillary zone electrophoresis (CZE) owing to its ability to form diastereomeric complexes with the enantiomers of ionic compounds. Reaction of 1 with 2,3-epoxy-propyltrimethylammonium chloride gave preponderantly 6-O-(2-hydroxy-3-trimethylammoniopropyl) derivatives (2) of varying degrees of substitution (d.s.). Analogous reaction of 1 with 1,3-propanesultone yielded 6-O-(sulfo-n-propyl) derivatives (SPE-beta-CD, 3) of varying d.s. The purity and the d.s. of 2 and 3 were determined by 1H NMR and electrospray ionization mass spectrometry (ESI-MS). These charged beta-cyclodextrin derivatives were used for the chromatographic enantiomer separation of a series of neutral barbiturates, of chlorthalidone, terbutaline, warfarin, salbutamol and brompheniramine by cyclodextrin electrokinetic chromatography (CD-EKC). During the separation of chlorthalidone with 3 as chiral additive, a reversible interconversion of the enantiomers (enantiomerization) was observed at temperatures below 20 degrees C.

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Section: Enantiomerization Of Chlorthalidone In the Presence Of An Ansupporting

confidence: 79%

Electrokinetic chromatography employing an anionic and a cationic β‐cyclodextrin derivative

1997

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“…In order to measure the density for each surfactant solution (poly-SUS, poly-SUL, the CoPSs, and SDS), varying weight percents of each surfactant (i.e., 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, and 0.7% w/v) in 20 mM phosphate buffer (pH 8) were prepared. The density for each surfactant system was measured using a high-precision Anton Paar DMA 58 digital density meter (Anton Paar USA, League City, TX, USA) at 15,20,25,30,35, and 407C. The precision of the temperature-controlled system used in this study was better than 6 0.0057C.…”

Section: Determination Of Partial Specific Volumementioning

confidence: 99%

“…The electroosmotic mobility, m eo , was calculated at six different temperatures (15,20,25,30,35, and 407C) by use of Eq. (3):…”

Section: Calculationsmentioning

confidence: 99%

“…1. The pK a [18,32], log P, number of hydrogen-bond accepting and hydrogen-bond donating atoms on each benzodiazepine and alkyl phenyl ketone molecule are listed in Table 3. Based on their pK a values, all benzodiazepines and alkyl phenyl ketones are considered to be neutral at pH 8.0.…”

Section: Separation Of Benzodiazepinesmentioning

confidence: 99%

“…Side effects include dizziness, interaction with alcohol, and their abuse can produce a drugdependence. Due to the potential dependence and hazard of abuse, a variety of capillary electrophoresis (CE) modes exist in the literature for separation of benzodiazepines [9,10] including capillary electrochromatography (CEC) [11][12][13], open-tubular CEC (OT-CEC) [14,15], and MEKC [16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

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Copolymerized polymeric surfactants: Characterization and application in micellar electrokinetic chromatography

et al. 2003

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An achiral monomeric surfactant (sodium 10-undecenyl sulfate, SUS) and a chiral surfactant (sodium 10-undecenoyl L-leucinate, SUL) were synthesized and polymerized individually to form poly-SUS and poly-SUL. These surfactants were then copolymerized at various molar ratios to produce a variety of copolymerized surfactants (CoPSs), possessing both achiral (sulfate) and chiral (leucinate) head groups. The CoPSs, poly-SUS, poly-SUL, and sodium dodecyl sulfate were characterized using several analytical techniques. The aggregation numbers of the polymeric surfactants and the partial specific volumes were determined by the use of fluorescence quenching and density measurements, respectively. These polymeric surfactants were investigated as novel pseudostationary phases in micellar electrokinetic chromatography (MEKC) for the separation of chiral and achiral solutes. Solute hydrophobicity was found to have major influence on the MEKC retention of alkyl phenyl ketones. In contrast, hydrogen-bonding ability of benzodiazepines is the major factor that governs their retention, but hydrophobicity has an insignificant effect on MEKC retention of benzodiazepines.

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Capillary electrophoresis of drugs: Current status in the analysis of pharmaceuticals

Nishi¹

1999

Electrophoresis

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Migration behaviour of benzodiazepines in micellar electrokinetic chromatography

Cited by 19 publications

References 22 publications

Electrokinetic chromatography employing an anionic and a cationic β‐cyclodextrin derivative

Electrokinetic chromatography employing an anionic and a cationic β‐cyclodextrin derivative

Copolymerized polymeric surfactants: Characterization and application in micellar electrokinetic chromatography

Capillary electrophoresis of drugs: Current status in the analysis of pharmaceuticals

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