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Received June 1, 2003
Accepted October 1, 2003
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Chiral Separation of Ketoprofen Racemate by using Chirex® 3005 and Kromasil® CHI-II Chiral Column
Department of Chemical Engineering, Chungnam National University, Daejeon 305-764, Korea
ihkim@cnu.ac.kr
Korean Journal of Chemical Engineering, March 2004, 21(2), 521-526(6), 10.1007/BF02705443
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Abstract
Ketoprofen is a non-steroid anti-inflammatory drug (NSAID) that has analgesic, anti-inflammatory and antipyretic properties, of which pharmacological activity has been contributed mainly by the S-ketoprofen enantiomer. To gain highly purified S-ketoprofen enantiomer from ketoprofen racemate, suitable stationary phase was investigated by comparing R-type naphthylglycine and 3,5-dinitrobenzoic acid of Chirex® 3005 and O,O'-bis(4-tertbutyl-benzoyl)-N and N'-diallyl-L-tartardiamide of Kromasil® CHI-II. S-ketoprofen enantiomer was successfully isolated by using the Kromasil column as well as the mobile phase of hexane/tert-butyl methyl ether/acetic acid (v/v)=60/40/0.1. Equilibrium constants of R- and S-ketoprofen were obtained by pulsed injection method (PIM) at various concentrations of ketoprofen racemate and loading sample amounts, which serve the basic information on overloading sample volume and amounts. A volume of 100 μl containing 3.0 mg of ketoprofen racemate to Kromasil column (250 mm×4.6 mm) resulted in 85% recovery of injected sample under an high concentration (30 mg/ml) feed condition.
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