Chiral separation of hydroxyflavanones in cyclodextrin-modified capillary zone electrophoresis using sulfated cyclodextrins as chiral selectors

Lin, Chang‐Ping; Fang, Wei-Ru; Kuo, Chia‐Ming; Chang, Wing-Yao; Liu, Yu-Chih; Lin, Wann‐Yin; Wu, Jong-Chang; Lin, Chin‐Feng

doi:10.1016/j.chroma.2008.02.074

Cited by 21 publications

(14 citation statements)

References 51 publications

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“…Three hydroxyflavanones, 2 -hydroxyflavanone, 3 -hydroxyflavanone, and 4 -hydroxyflavanone, were separated within one run [35]. Upon the addition of sodium dodecyl sulfate (SDS), the separation between the 4 -hydroxyflavanone enantiomers was lost, but peak shapes of the other four enantiomers were better.…”

Section: Cyclodextrins As Chiral Selectorsmentioning

confidence: 91%

“…These CD derivatives are charged throughout the complete pH range. Recent applications with sulfated-β-CD have been described [33][34][35][36]. An enantioselective method was developed for the analysis of amisulpiride enantiomers in tablets [33].…”

Section: Cyclodextrins As Chiral Selectorsmentioning

confidence: 99%

“…In tablets containing racemic citalopram, 0.07% and 0.03% (S)-and (R)-citadiol were found, respectively. Other recent applications using dual CD systems were discussed above [35,54].…”

Section: Cyclodextrins As Chiral Selectorsmentioning

confidence: 99%

See 2 more Smart Citations

Chiral Separations by Capillary Electrophoresis

Mangelings

Heyden

2010

Chiral Separation Methods for Pharmaceutical and Biotechnological Products

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Section: Cyclodextrins As Chiral Selectorsmentioning

confidence: 91%

Section: Cyclodextrins As Chiral Selectorsmentioning

confidence: 99%

See 1 more Smart Citation

Chiral Separations by Capillary Electrophoresis

Mangelings

Heyden

2010

Chiral Separation Methods for Pharmaceutical and Biotechnological Products

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“…[8] Tartaric acid derivatives and cyclodextrins are common selectors for the separation of enantiomers. [9][10][11][12] In our previous work, naproxen enantimers were separated by biphasic recognition chiral extraction (BRCE) with hydrophobic L-iso-butyl tartrate in the organic phase and hydrophilic hydroxypropyl-β-cyclodextrin in the aqueous phase, and a high enantioselectivity of 1.65 was obtained. [13] It is also essential to know the intrinsic complexation kinetics for the selection, design, and operation of reactive extraction equipment and for a reliable scale-up.…”

Section: Introductionmentioning

confidence: 99%

Kinetic Study for Biphasic Recognition Chiral Extraction of Naproxen Enantiomers with HydrophobicL-iso-butyl Tartrate and Hydrophilic Hydroxypropyl-β-Cyclodextrin

Tang

Liu

2012

Solvent Extraction and Ion Exchange

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The kinetics of biphasic recognition chiral extraction of naproxen (HA) enantiomers was investigated to determine the extraction mechanism, with hydrophobic L-iso-butyl tartrate (L-IBTA) in the organic phase and hydrophilic hydroxypropyl-β-cyclodextrin (HP-β-CD) in the aqueous phase. The two-phase homogeneous reaction model was selected over the interfacial reaction model, because there is a clear physical solubility of naproxen enantiomers in both the aqueous phase and the organic phase. The reactions between the HA enantiomers and L-iso-butyl tartrate in a stirred cell fall in Regime 3; the extraction is accompanied by two fast chemical reactions in the diffusion film. The reactions have been found to be first order with respect to HA enantiomers and second order with respect to L-IBTA. The forward rate constants for S-HA and R-HA are 1.26 × 10 −4 mol −2 m 6 s −1 and 2.52 × 10 −4 mol −2 m 6 s −1 , respectively. With the increase of HP-β-CD concentration in the aqueous phase, high enantioselectivity was obtained, but the extraction rates decreased. These data will be useful in the design of extraction processes.

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“…The basic flavonoid structure is a flavone nucleus. Aminoflavone and its derivatives possess a unique structural features such as planar, chiral, which distinguishes them from all other classes of flavonoids [7][8][9][10][11][12][13][14]. Aminoflavone derivatives are anticancer drugs [15] and it can act as ligands of Aryl hydrocarbon Receptor (AhR) which are strongly binds to DNA.…”

Section: Introductionmentioning

confidence: 99%