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Enantiomeric separation of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs by HPLC with hydroxypropyl-beta-cyclodextrin as chiral mobile phase additive.
Biomed Chromatogr. 2010 Aug; 24(8):799-807.BC

Abstract

The enantio-separations of eight 2-arylpropionic acid nonsteroidal anti-inflammatory drugs (2-APA NSAIDs) were established using reversed-phase high-performance liquid chromatography with hydroxypropyl-beta-cyclodextrin (HP-beta-CD) as chiral mobile phase additive for studying the stereoselective skin permeation of suprofen, ketoprofen, naproxen, indoprofen, fenoprofen, furbiprofen, ibuprofen and carprofen. The effects of the mobile phase composition, concentration of HP-beta-CD and column temperature on retention and enantioselective separation were investigated. With 2-APA NSAIDs as acidic analytes, the retention times and resolutions of the enantiomers were strongly related to the pH of the mobile phase. In addition, both the concentration of HP-beta-CD and temperature had a great effect on retention time, but only a slight or almost no effect on resolutions of the analytes. Enantioseparations were achieved on a Shimpack CLC-ODS (150 x 4.6 mm i.d., 5 microm) column. The mobile phase was a mixture of methanol and phosphate buffer (pH 4.0-5.5, 20 mM) containing 25 mM HP-beta-CD. This method was flexible, simple and economically advantageous over the use of chiral stationary phase, and was successfully applied to the enantioselective determination of the racemic 2-APA NSAIDs in an enantioselective skin permeation study.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Ye J
Department of Pharmaceutical Analysis and Drug Metabolism, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, Zhejiang, People's Republic of China.
Yu W
No affiliation info available
Chen G
No affiliation info available
Shen Z
No affiliation info available
Zeng S
No affiliation info available

MeSH

2-Hydroxypropyl-beta-cyclodextrinAnti-Inflammatory Agents, Non-SteroidalChromatography, High Pressure LiquidPropionatesStereoisomerismbeta-Cyclodextrins

Pub Type(s)

Evaluation Study
Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20017213

Citation

Ye, Jincui, et al. "Enantiomeric Separation of 2-arylpropionic Acid Nonsteroidal Anti-inflammatory Drugs By HPLC With Hydroxypropyl-beta-cyclodextrin as Chiral Mobile Phase Additive." Biomedical Chromatography : BMC, vol. 24, no. 8, 2010, pp. 799-807.
Ye J, Yu W, Chen G, et al. Enantiomeric separation of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs by HPLC with hydroxypropyl-beta-cyclodextrin as chiral mobile phase additive. Biomed Chromatogr. 2010;24(8):799-807.
Ye, J., Yu, W., Chen, G., Shen, Z., & Zeng, S. (2010). Enantiomeric separation of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs by HPLC with hydroxypropyl-beta-cyclodextrin as chiral mobile phase additive. Biomedical Chromatography : BMC, 24(8), 799-807. https://doi.org/10.1002/bmc.1365
Ye J, et al. Enantiomeric Separation of 2-arylpropionic Acid Nonsteroidal Anti-inflammatory Drugs By HPLC With Hydroxypropyl-beta-cyclodextrin as Chiral Mobile Phase Additive. Biomed Chromatogr. 2010;24(8):799-807. PubMed PMID: 20017213.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantiomeric separation of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs by HPLC with hydroxypropyl-beta-cyclodextrin as chiral mobile phase additive. AU - Ye,Jincui, AU - Yu,Wenying, AU - Chen,Guosheng, AU - Shen,Zhengrong, AU - Zeng,Su, PY - 2009/12/18/entrez PY - 2009/12/18/pubmed PY - 2010/10/15/medline SP - 799 EP - 807 JF - Biomedical chromatography : BMC JO - Biomed Chromatogr VL - 24 IS - 8 N2 - The enantio-separations of eight 2-arylpropionic acid nonsteroidal anti-inflammatory drugs (2-APA NSAIDs) were established using reversed-phase high-performance liquid chromatography with hydroxypropyl-beta-cyclodextrin (HP-beta-CD) as chiral mobile phase additive for studying the stereoselective skin permeation of suprofen, ketoprofen, naproxen, indoprofen, fenoprofen, furbiprofen, ibuprofen and carprofen. The effects of the mobile phase composition, concentration of HP-beta-CD and column temperature on retention and enantioselective separation were investigated. With 2-APA NSAIDs as acidic analytes, the retention times and resolutions of the enantiomers were strongly related to the pH of the mobile phase. In addition, both the concentration of HP-beta-CD and temperature had a great effect on retention time, but only a slight or almost no effect on resolutions of the analytes. Enantioseparations were achieved on a Shimpack CLC-ODS (150 x 4.6 mm i.d., 5 microm) column. The mobile phase was a mixture of methanol and phosphate buffer (pH 4.0-5.5, 20 mM) containing 25 mM HP-beta-CD. This method was flexible, simple and economically advantageous over the use of chiral stationary phase, and was successfully applied to the enantioselective determination of the racemic 2-APA NSAIDs in an enantioselective skin permeation study. SN - 1099-0801 UR - https://www.unboundmedicine.com/medline/citation/20017213/Enantiomeric_separation_of_2_arylpropionic_acid_nonsteroidal_anti_inflammatory_drugs_by_HPLC_with_hydroxypropyl_beta_cyclodextrin_as_chiral_mobile_phase_additive_ L2 - https://doi.org/10.1002/bmc.1365 DB - PRIME DP - Unbound Medicine ER -
Grapherence [↓9]

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