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Enantiomeric resolution of some nonsteroidal antiinflammatory and anticoagulant drugs using β-cyclodextrins by capillary electrophoresis

✍ Scribed by Xiaofeng Zhu; Bingcheng Lin; U. Epperlein; B. Koppenhoefer

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 179 KB
Volume: 11
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(1999)11:1<56::aid-chir10>3.0.co;2-f

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✦ Synopsis

␤-cyclodextrin (CD) and its derivatives HP-␤-CD, DM-␤-CD, and TM-␤-CD have been employed as chiral selectors for the separation of three nonsteroidal antiinflammatory drugs (NSAIDs) and anticoagulant at relatively low concentration (8-15 mM) by capillary zone electrophoresis (CZE). In this study, baseline separation was achieved for ibuprofen, ketoprofen, naproxen, and warfarin. It was found that the addition of 0.1% hydroxypropyl methyl cellulose (HPMC) was effective for separation. Under these conditions, the S-(+) enantiomer eluted before R-(-) in terms of ibuprofen; the calculated energy values obtained from the molecular modeling correlated well with the elution order. An equation for calculating the pK a values by capillary electrophoresis was introduced, and the pK a values of the four chiral drugs at 25°C were obtained based on the equation. The value pK a + 0.5 is proposed to be the suitable pH of the background electrolyte for the separation of chiral compounds containing a carboxylic group. Chirality 11:56-62, 1999.

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