Recent developments of enantioseparation techniques for adrenergic drugs using liquid chromatography and capillary electrophoresis: A review

Wang, Zhenzhen; Ouyang, Jin; Baeyens, Willy R. G.

doi:10.1016/j.jchromb.2007.11.034

Cited by 76 publications

(48 citation statements)

References 175 publications

(151 reference statements)

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“…It has been known that usually only one enantiomer is active while the other may be less active, inactive or has adverse effects. Among the separation techniques, HPLC [44][45][46][47][48] GC [44,45,49] and CE [50][51][52][53][54][55] are most often applied in chiral analysis. Temperature and derivatization are major problems encountered in GC, and poor separation efficiency is observed in HPLC.…”

Section: Determination Of Enantiomers In Pharmaceutical Samplesmentioning

confidence: 99%

Method Development by Use of Capillary Electrophoresis and Applications in Pharmaceutical, Biological and Natural Samples

Kapnissi‐Christodoulou¹

2012

Electrophoresis

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In addition, hydrogen bonding, dipole-dipole, and dispersive interactions can contribute to the solute partitioning between the two phases [4][5][6].CE was originally considered as a powerful analytical tool for the analysis of biological macromolecules. It has though, over the years, been extensively used for the separation of other compounds, such as chiral drugs, food additives, pesticides, inorganic ions, organic acids, and others. In this chapter, the ability of CE, and particularly CZE and MEKC, to be used for the qualitative and quantitative determination of compounds in pharmaceutical, biological and natural samples is investigated. In each approach, a number of studies are reported and discussed. These studies involve establishment of optimum separation conditions, method validation, optimization of sample-preparation procedure and application for the determination of the analytes under study in real samples. The first part of this chapter involves the determination of polyphenolic compounds using CZE with UVVis detector in red and white wines, while the second part involves the determination of pharmaceutical compounds in biological samples, such as blood and urine, using the hyphenated technique CE-MS (mass spectrometry). The third and final part emphasizes the importance of MEKC in chiral analysis since it has been known that usually only one enantiomer is active, while the other may be less active, inactive or has adverse effects. Determination of polyphenolic compounds in natural samplesPolyphenolic compounds exist in a variety of natural products, such as fruits, vegetables, beverages (tea, wine and juices), honey, cacao and herbs. They attract a lot of interest due to their beneficial implication in human health. They have been widely studied due to their antioxidant capacity and their association with several pathological conditions, such as hypertension, cardiovascular disease, dementia, and even cancer [7][8][9]. Therefore, due to their health significance, numerous analytical methods have, over the last decades, been developed for their separation, identification and quantitation in natural products [10][11][12][13].According to literature, the simplest CE method, CZE, proved to be the best method for the determination of polyphenolic compounds in wine samples [14][15][16][17]. In such studies, and in each case, when the optimum CZE method was applied to different red and white wines, it was established that red wines have higher levels of polyphenolic compounds than white wines and that the polyphenolic composition varies among different wines.

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Section: Determination Of Enantiomers In Pharmaceutical Samplesmentioning

confidence: 99%

Method Development by Use of Capillary Electrophoresis and Applications in Pharmaceutical, Biological and Natural Samples

Kapnissi‐Christodoulou¹

2012

Electrophoresis

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“…The continuous monolithic bed in the capillary column also allows high linear velocities that enable high throughput screening and fast separations of enantiomers. [6][7][8]13 Among various classes of chiral selectors 14,15 polysaccharides have been widely used as the chiral stationary phase (CSP). A great number of polysaccharide derivatives including cellulose, amylose, chitin, chitosan, galactosamine, curdlan, dextran, xylan, and inulin have been in use for chiral separations.…”

Section: Introductionmentioning

confidence: 99%

Chiral Separation on Sulfonated Cellulose Tris(3,5-dimethylphenylcarbamate)-coated Zirconia Monolith by Capillary Electrochromatography

Lee¹,

Jang²,

Park³

2012

Bulletin of the Korean Chemical Society

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Sulfonated cellulose tris(3,5-dimethylphenylcarbamate) (SCDMPC)-coated zirconia monolith (ZM) was used as the chiral stationary phase in capillary electrochromatography for separation of enantiomers of ten chiral compounds in acetonitrile (ACN)-phosphate buffer mixtures as the eluent. Influences of the ACN content, buffer concentration and pH on chiral separation have been investigated. Separation data on SCDMPC-ZM have been compared with those on CDMPC-ZM. Resolution factors were better on SCDMPC-ZM than CDMPC-ZM while retention factors were in general shorter on the former than the latter. Best chiral resolutions on SCDMPC-ZM were obtained with the eluent of 50% ACN containing 50 mM phosphate at pH around 4.Key Words : Chiral separation, Zirconia monolith, Sulfonated cellulose 3,5-dimethylphenylcarbamate, Capillary electrochromatography IntroductionCapillary electrochromatography (CEC) is a hybrid technique of HPLC and CE, and has been increasingly utilized in studies on the development and evaluation of separation methods including chiral separations.1-3 It provides high efficiency because of the flat profile of electroosmotic flow (EOF) to pump the mobile phase and ability to separate charged as well as uncharged compounds through electrophoresis and chromatographic separation.3 Several reviews have been reported on enantioseparations using CEC as a separation technique.1-4 Three types of columns including, open-tubular, particulate-packed and monolithic capillaries are used for CEC.5 Monolithic columns are becoming attractive alternative to particle-packed columns in HPLC and electrochromatography.6-8 Monolithic columns are devoid of problems and difficulties associated with packed capillary columns, including burdensome packing of stationary phase particles in a capillary and frits that cause formation of air bubbles during the analysis which results in reduction of separation efficiency, and tend to break easily.9-12 The monolithic columns allow fast mass transfer at lower pressure drops, enabling much faster separations. The continuous monolithic bed in the capillary column also allows high linear velocities that enable high throughput screening and fast separations of enantiomers. 6-8,13Among various classes of chiral selectors 14,15 polysaccharides have been widely used as the chiral stationary phase (CSP). A great number of polysaccharide derivatives including cellulose, amylose, chitin, chitosan, galactosamine, curdlan, dextran, xylan, and inulin have been in use for chiral separations. 16 The derivatives of cellulose and amylose usually exhibit higher chiral recognition ability than the other type polysaccharides. A number of HPLC separations for a large number of chiral compounds in different classes on polysaccharide-immobilized silica 17-20 and polymer columns.21 The polysaccharide-based columns can be used in normal phase, polar organic and reversed-phase mode. 22While silica-based stationary phases have received wide acceptance due to their well-studied surface chemistry, drawbacks of silica-ba...

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“…Currently, the majority of active pharmaceutical ingredients are chiral in nature and the two enantiomeric forms have different therapeutic effects, 1 which provides the impetus for the development of technologies suitable for chiral separation. Membrane technology, although relatively new in this field compared with the existing techniques such as high-performance liquid chromatography, 2 capillary electrophoresis (CE), 3,4 and preferential crystallization, 5 can be a more cost-effective alternative because it can be scaled up easily as a continuous operation with a higher throughput and lower energy consumption.…”

Section: Introductionmentioning

confidence: 99%

Novel membrane processes for the enantiomeric resolution of tryptophan by selective permeation enhancements

et al. 2011

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in Wiley Online Library (wileyonlinelibrary.com).Novel membrane processes for the effective enantioresolution of racemic mixtures have been evaluated. The incorporation of human serum albumin (HSA) in the strip solution of a permeation cell resulted in the partial optical resolution of a racemic tryptophan mixture, as the permeation of L-tryptophan, which binds to HSA more strongly, was enhanced selectively over that of D-tryptophan. A second approach in which a racemic mixture was introduced to the strip solution prior to the experiments showed better performance by selectively decreasing the flux of the more weakly bound D-tryptophan. The highest enantioselectivity of $9.76 was achieved with a third, novel design consisting of two permeation cells in series, which can encompass the advantages of affinity dialysis. An industrial scale unit is proposed based on this concept and a suitably validated mathematical model.

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Recent developments of enantioseparation techniques for adrenergic drugs using liquid chromatography and capillary electrophoresis: A review

Cited by 76 publications

References 175 publications

Method Development by Use of Capillary Electrophoresis and Applications in Pharmaceutical, Biological and Natural Samples

Method Development by Use of Capillary Electrophoresis and Applications in Pharmaceutical, Biological and Natural Samples

Chiral Separation on Sulfonated Cellulose Tris(3,5-dimethylphenylcarbamate)-coated Zirconia Monolith by Capillary Electrochromatography

Novel membrane processes for the enantiomeric resolution of tryptophan by selective permeation enhancements

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