Resolution of some chiral mandelic acid derivatives into enantiomers by reversed-phase high-performance liquid chromatography via α- and β-cyclodextrin inclusion complexes

Dȩbowski, Janusz; Jurczak, Janusz; Sybilska, Danuta

doi:10.1016/s0021-9673(00)91593-0

Cited by 104 publications

(23 citation statements)

References 8 publications

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“…[1][2][3] The selective inclusion property has been advantageously utilized in chromatographic separations by capillary electrophoresis (CE) and HPLC. [4][5][6][7][8][9][10][11][12][13][14][15] In CE, cyclodextrins (CDs) are widely used as chiral selectors for enantioseparation or frequently used as electrolyte modifiers to affect the separation and selectivity of analytes with closely related structures. [10][11][12][13][14][15] Chlorophenols are used in a variety of chemical processes as intermediates in the synthesis of dyes, herbicides, pesticides, plastics and drugs.…”

Section: Introductionmentioning

confidence: 99%

Separation and Migration Behavior of Dichlorophenols in β‐Cyclodextrin‐Modified Capillary Zone Electrophoresis

Chen

Liu

Chien

et al. 2014

J Chinese Chemical Soc

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Section: Introductionmentioning

confidence: 99%

Separation and Migration Behavior of Dichlorophenols in β‐Cyclodextrin‐Modified Capillary Zone Electrophoresis

Chen

Liu

Chien

et al. 2014

J Chinese Chemical Soc

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“…None of these methods is more rapid or simple than the method of chiral stationary phase highperformance liquid chromatography (HPLC). Debowski et al (1983) resolved the enantiomers of mandelic acid derivatives in a reversed-phase HPLC system via α-and β-cyclodextrin, but the enantiomers were not baseline resolved. Thunberg et al (2008) separated the enantiomers of mandelic acid using CHIRALPAK ® AD and CHIRALPAK ® IA, but optimization of the chiral separation of the enantiomers of mandelic acid was not investigated.…”

Section: Introductionmentioning

confidence: 99%

Separation of mandelic acid and its derivatives with new immobilized cellulose chiral stationary phase

Zhou

Liu

et al. 2013

J. Zhejiang Univ. Sci. B

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Abstract:A new liquid chromatographic method has been developed for the chiral separation of the enantiomers of mandelic acid and their derivatives 2-chloromandelic acid, 4-hydroxymandelic acid, 4-methoxymandelic acid, and 3,4,5-trismethoxymandelic acid. The enantiomers were separated by a CHIRALPAK ® IC (250 mm×4.6 mm, 5 μm). Mandelic acid, 4-methoxymandelic acid, and 3,4,5-trismethoxymandelic acid were baseline resolved (resolution factor (R S )=2.21, R S =2.14, and R S =3.70, respectively). In contrast, the enantioselectivities between CHIRALPAK ® IC and 2-chloromandelic acid and 4-hydroxymandelic acid investigated were low. By comparing the chromatographs of mandelic acid enantiomers and mandelic acid spiked with (R)-mandelic acid, it was determined that the first effluent was (R)-mandelic acid.

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“…Although other analytical methods such as HPLC [11][12][13], TLC [14], GC [15,16], and supercritical fluid chromatography (SFC) [17] were used for enantioseparation, CE has been established as a very efficient technique for the separation of drug enantiomers because of its high efficiency, short analysis time, versatility due to the great variety of chiral selectors that can be added to the BGE, short equilibration times required when changing the chiral selector and low consumption of selectors [18][19][20][21][22][23].…”

Section: Introductionmentioning

confidence: 99%

Optimization of capillary electrophoretic enantioseparation for basic drugs with native β‐CD as a chiral selector

et al. 2006

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This study presents the advantages of the 20 microm inner diameter (id) capillary for the enantioseparation of ten basic drugs with native beta-CD as the chiral selector. The apparent binding constants of each enantiomeric pair were determined to calculate the optimum beta-CD concentration ([beta-CD]opt) and the optimization was subsequently carried out. Comparison of the 20 microm id with 50 microm id were made in terms of the results obtained in the optimization and detection limits. Applying the optimum conditions for each compound, reproducible results (RSD from 0-3; n>5) were obtained for the 20 microm id capillary. Although the sensitivity is lower in the 20 microm id capillary, the LOD determined using this capillary is still found to be acceptable for the ten basic drugs studied. Enhanced resolution and faster analysis times were the main advantages observed with the use of this capillary in enantioseparation.

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Resolution of some chiral mandelic acid derivatives into enantiomers by reversed-phase high-performance liquid chromatography via α- and β-cyclodextrin inclusion complexes

Cited by 104 publications

References 8 publications

Separation and Migration Behavior of Dichlorophenols in β‐Cyclodextrin‐Modified Capillary Zone Electrophoresis

Separation and Migration Behavior of Dichlorophenols in β‐Cyclodextrin‐Modified Capillary Zone Electrophoresis

Separation of mandelic acid and its derivatives with new immobilized cellulose chiral stationary phase

Optimization of capillary electrophoretic enantioseparation for basic drugs with native β‐CD as a chiral selector

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