Enantioseparation of chiral tropa alkaloids by means of cyclodextrin‐modified microemulsion electrokinetic chromatography

Bitar, Yaser; Holzgrabe, Ulrike

doi:10.1002/elps.200700008

Cited by 38 publications

(29 citation statements)

References 34 publications

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“…), they offer many possibilities as PSPs. CDs behave as secondary PSPs in the ME running buffer and possess the ability to incorporate analytes into their cavity to varying degrees based on hydrophobicity, hydrogen bonding capability and steric hindrance [60,61], thereby separating similar compounds [62]. Other…”

Section: Chiral Separation Using Cd-modified Meekcmentioning

confidence: 99%

Advances in the theory and application of MEEKC

et al. 2010

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MEEKC is an electrodriven separation technique, which utilises the unique properties of a microemulsion (ME) as a background electrolyte to achieve separation of a diverse range of solutes. MEs are composed of nanometre-sized oil droplets suspended in aqueous buffer, which is commonly referred to as an oil-in-water ME. The droplets are stabilised by the presence of a surfactant and co-surfactant. The use of water-in-oil MEs in MEEKC has also been investigated. This review details the advances in MEEKC-based separations from the period 2008 to 2009. Areas covered include online sample concentration, suppressed electroosmosis MEEKC, chiral separation, MEEKC-MS, and structure-migration relationships. The review also includes a fundamental introduction to MEEKC, along with the presentation of recent applications.

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Section: Chiral Separation Using Cd-modified Meekcmentioning

confidence: 99%

Advances in the theory and application of MEEKC

et al. 2010

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“…Conditions: 50 cm effective length60.05 mm id uncoated fused-silica capillary; 15 mM permethylated 6-monoamino-6-monodeoxy-b-CD concentration; background buffer, 40 mM boric, acetic, and phosphoric acid buffers (1:2:2) at pH 6.5, potential, 130 kV; detection, 220; temperature, 157C [74]. [122], aromatic amino alcohols [123], alkaloids [124], atropine [125], ketamine [126], promethazine [127] Sulfated g-CD Amphetamine derivatives [19], tramadolol [30], aromatic amino acids [120], aromatase inhibitors [121], tolerodine and analogs [128] …”

Section: Basic Cdsmentioning

confidence: 99%

“…25 Pharmaceuticals [14], tolerodine and analogs [128], omeprazole [130], azabicyclo drug Weak basic model compounds [13], deprenyl [62], alkaloids [124], talinolol [137], labetalol [138] The multicharged basic CDs generate anodic migration, because the wall-adsorbed selectors change the direction of the EOF [53].…”

Section: Heptakis(6-o-sulfo)-â-cdmentioning

confidence: 99%

The role of cyclodextrins in chiral capillary electrophoresis

et al. 2008

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The members of the enantiomeric pairs frequently show rather different biological effects, so their chiral selective synthesis, pharmacological studies and analysis are necessary. CE has unique advantages in chiral analysis. The most frequently used chiral selectors are CDs in this field. This paper gives a short view on the advantages on CE in direct chiral separations, emphasizing the role of CDs. The reason for the broad selectivity spectra of CDs is discussed in detail. The physical background of chiral selective separations is briefly shown in CE. Their interaction mechanisms are shortly defined. The general trend of their use is statistically evaluated. Most frequently used CDs and CD derivatives are characterized. Advantages of ionizable CDs and single-isomer derivatives are shown. The general trend of their use is established.

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“…The latter method is also called CD-modified MEEKC. This technique has been applied to the enantioseparation of esbiothrin [22], tropa alkaloids [23] or phenylalanine analogues including DOPA and methyldopa [24]. Moreover, the analysis of impurities of oxybutynin has been reported which included the enantioseparation of one impurity [25].…”

Section: Introductionmentioning

confidence: 99%

Impurity profiling of dexamphetamine sulfate by cyclodextrin‐modified microemulsion electrokinetic chromatography

Scriba

2010

Electrophoresis

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A CD-modified microemulsion electrokinetic chromatography method has been developed and validated for dexamphetamine sulfate which allows the simultaneous determination of charged and uncharged impurities of the drug including the levorotary (R)-enantiomer. The optimized background electrolyte consisted of 1.5% w/w SDS, 0.5% w/w ethyl acetate, 3.5% w/w 1-butanol, 2.5% w/w 2-propanol and 92% w/w 50 mM sodium phosphate buffer, pH 3.0, containing 5.5% w/w sulfated β-CD. Separations were performed in a 50.2/40 cm, 50 μm id fused silica capillary at a temperature of 20°C and an applied voltage of -14 kV. Carbamazepine was used as internal standard. The assay was validated in the range of 0.1-1.0% for the related substances and 0.1-5.0% for levoamphetamine based on a concentration of 3 mg/mL of dexamphetamine sulfate. The LOD of all analytes ranged between 0.05 and 0.2%. In commercial samples of dexamphetamine sulfate, levoamphetamine was found at concentrations between 3.2 and 3.8%, whereas none of the other impurities could be detected.

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Enantioseparation of chiral tropa alkaloids by means of cyclodextrin‐modified microemulsion electrokinetic chromatography

Cited by 38 publications

References 34 publications

Advances in the theory and application of MEEKC

Advances in the theory and application of MEEKC

The role of cyclodextrins in chiral capillary electrophoresis

Impurity profiling of dexamphetamine sulfate by cyclodextrin‐modified microemulsion electrokinetic chromatography

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