Updating a chiral separation strategy for non‐acidic drugs with capillary electrochromatography applicable for both chlorinated and non‐chlorinated polysaccharide selectors

Hendrickx, Ans; Mangelings, Debby; Chankvetadze, Bezhan; Heyden, Yvan Vander

doi:10.1002/elps.201100264

Cited by 15 publications

(16 citation statements)

References 24 publications

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“…acidic molecules should be separated at acidic pH, neutral compounds at neutral pH, and basic analytes employing a basic pH of the mobile phase. Furthermore, an update of the general chiral separation strategy using two chlorinated and two nonchlorinated polysaccharide‐based CSPs was presented . CSPs based on cellulose tris(3‐chloro‐4‐methylphenylcarbamate), amylose tris(5‐chloro‐2‐methylphenylcarbamate), cellulose tris(3,5‐dimethylphenylcarbamate), and amylose tris(3,5‐dimethylphenylcarbamate) were packed into the fused‐silica capillaries.…”

Section: New Chiral Stationary Phases and Recent Applications Of Enanmentioning

confidence: 99%

Recent advances in electrodriven enantioseparations

Jáč

Scriba

2012

J of Separation Science

109

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Capillary electromigration techniques have developed into significant analytical separation tools especially for enantioseparations. While CE can be considered a mature technique as documented by its wide applications, CEC is still in a developmental state despite many research efforts. The success of stereospecific CE separation methods is due to the high specificity and flexibility of the technique as well as the availability of many types of chiral selectors. Thus, numerous methods have been developed for the analysis of chiral compounds in chemical, biochemical, pharmaceutical, environmental, and forensic sciences. However, most reported applications deal with pharmaceuticals. The search for new chiral selectors also continued despite the fact that most applications were performed using cyclodextrins. Furthermore, CE has been combined with spectroscopic and molecular modeling studies in attempts to understand the interactions between chiral selectors and analytes. The present review focuses on recent examples of mechanistic aspects of capillary enantioseparations with regard to mathematical modeling of enantioseparations, investigations of the analyte-complex structures as well as new chiral selectors and applications of chiral analyses by CE and CEC. It covers the literature published between January 2011 and August 2012.

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Section: New Chiral Stationary Phases and Recent Applications Of Enanmentioning

confidence: 99%

Recent advances in electrodriven enantioseparations

Jáč

Scriba

2012

J of Separation Science

109

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“…The benefit of these substituents in different positions has led to the development of new polysaccharide‐based chiral stationary phases . The enantioselectivity of those CSPs was evaluated with different chromatographic and electromigration techniques such as normal‐phase liquid chromatography (NPLC), reversed‐phase liquid chromatography (RPLC), polar organic solvent chromatography (POSC), superficial fluid chromatography (SFC), and capillary electrochromatography (CEC) …”

Section: Introductionmentioning

confidence: 99%

Novel Stereoselective High‐Performance Liquid Chromatographic Method for Simultaneous Determination of Guaifenesin and Ketorolac Enantiomers in Human Plasma

et al. 2014

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A novel method was developed for the simultaneous determination of guaifenesin (GUA) and ketorolac tromethamine (KET) enantiomers in plasma samples. Since GUA probably increases the absorption of coadministered drugs (e.g., KET), it would be extremely important to monitor KET plasma levels for the purpose of dose adjustment with a subsequent decrease in the side effects. Enantiomeric resolution was achieved on a polysaccharide-based chiral stationary phase, amylose-2, as a chiral selector under the normal phase (NP) mode and using ornidazole (ORN) as internal standard. This innovative method has the advantage of the ease and reliability of sample preparation for plasma samples. Sample clean-up was based on simply using methanol for protein precipitation followed by direct extraction of drug residues using ethanol. Both GUA and KET enantiomers were separated using an isocratic mobile phase composed of hexane/isopropanol/trifluoroacetic acid, 85:15:0.05 v/v/v. Peak area ratios were linear over the range 0.05-20 µg/mL for the four enantiomers S (+) GUA, R (-) GUA, R (+) KET, and S (-) KET. The method was fully validated according to the International Conference on Harmonization (ICH) guidelines in terms of system suitability, specificity, accuracy, precision, robustness, and solution stability. Finally, this procedure was innovative to apply the rationale of developing a chiral high-performance liquid chromatography (HPLC) procedure for the simultaneous quantitative analysis of drug isomers in clinical samples.

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“…Recently , a chiral separation strategy for nonacidic compounds in CEC was reevaluated because of the introduction of new chlorinated polysaccharide‐based CSPs on the market. The four CSPs finally included in the strategy contained cellulose tris (3,5‐dimethylphenylcarbamate) (ODRH), amylose tris (3,5‐dimethylphenylcarbamate) (ADRH), amylose tris (5‐chloro‐2‐methylphenylcarbamate) (LA2), and cellulose tris (4‐chloro‐3‐methylphenylcarbamate) (LC4) selectors, each coated onto 5 μm silica particles.…”

Section: Introductionmentioning

confidence: 99%

A chiral separation strategy for acidic drugs in capillary electrochromatography using both chlorinated and nonchlorinated polysaccharide‐based selectors

et al. 2014

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A generic chiral separation strategy for the analysis of acidic compounds in CEC is proposed in completion of an earlier defined strategy for nonacidic compounds. The screening step of this strategy uses a 45 mM ammonium formate (pH 2.9)/ACN (35/65, v/v) mobile phase, a temperature of 25°C, and an applied voltage of 15 kV. To update the screening step, eight chiral stationary phases, which all possessed chlorinated and nonchlorinated polysaccharide-based chiral selectors, were evaluated using the earlier defined screening conditions. A combination of the two types of polysaccharide-based chiral phases proved to have the highest cumulative success rate. In the updated screening step, amylose tris(3,5-dimethylphenylcarbamate) (ADH), cellulose tris(4-methylbenzoate) (OJH), cellulose tris(3,5-dichlorophenylcarbamate) (SP5), and cellulose tris(3,5-dimethylphenylcarbamate) (ODRH) were included as selectors and their preferred screening sequence was determined as ADH > OJH > SP5 > ODRH. New optimization steps were also defined for SP5 by investigating the influences of different parameters on the separation outcome using an experimental design approach. After application of the updated strategy, 15 of 17 acidic pharmaceuticals were separated under screening conditions, of which 9 were baseline resolved. When the optimization steps were applied, another three compounds were baseline separated, while the total number of separations was increased by one, which brings the total number of separations to 16 of 17 with 12 baseline separated compounds. This reflects the successful performance of the updated strategy on acidic compounds.

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Updating a chiral separation strategy for non‐acidic drugs with capillary electrochromatography applicable for both chlorinated and non‐chlorinated polysaccharide selectors

Cited by 15 publications

References 24 publications

Recent advances in electrodriven enantioseparations

Recent advances in electrodriven enantioseparations

Novel Stereoselective High‐Performance Liquid Chromatographic Method for Simultaneous Determination of Guaifenesin and Ketorolac Enantiomers in Human Plasma

A chiral separation strategy for acidic drugs in capillary electrochromatography using both chlorinated and nonchlorinated polysaccharide‐based selectors

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