Premium
Enantiomeric resolution of some nonsteroidal antiinflammatory and anticoagulant drugs using β‐cyclodextrins by capillary electrophoresis
Author(s) -
Zhu Xiaofeng,
Lin Bingcheng,
Epperlein U.,
Koppenhoefer B.
Publication year - 1999
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1999)11:1<56::aid-chir10>3.0.co;2-f
Subject(s) - chemistry , capillary electrophoresis , enantiomer , naproxen , chromatography , ibuprofen , elution , ketoprofen , capillary electrochromatography , cyclodextrin , nonsteroidal , chiral resolution , resolution (logic) , stereochemistry , pharmacology , medicine , alternative medicine , pathology , artificial intelligence , computer science
β‐cyclodextrin (CD) and its derivatives HP‐β‐CD, DM‐β‐CD, and TM‐β‐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 p K a values by capillary electrophoresis was introduced, and the p K a values of the four chiral drugs at 25°C were obtained based on the equation. The value p K 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. © 1999 Wiley‐Liss, Inc.