Chiral separation of 10,11-dihydro-10,11-trans-dihydroxycarbamazepine, a metabolite of carbamazepine with two asymmetric carbons, in human serum |
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| Authors: | Seiji Eto Noriko Tanaka Hiroshi Noda Atsuko Noda |
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| Affiliation: | aDepartment of Hospital Pharmacy, School of Medicine, University of Occupational and Environmental Health, Japan (Sangyo Ika-Daigaku), 1-1 Iseigaoka, Yahatanishi-ku, Kitakyushu 807, Japan;bFaculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812, Japan |
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| Abstract: | Chiral separation of 10,11-dihydro-10,11-trans-dihydroxycarbamazepine (CBZ-diol), a metabolite of carbamazepine (CBZ) with two asymmetric carbons, in serum taken from epileptic patients receiving CBZ alone for a long period, was performed by high-performance liquid chromatography using a polysaccharide stationary phase with n-hexane-ethanol (75:25, v/v) as the mobile phase. The enantiomeric ratio (S,S-/R,R-CBZ-diol) was 10.74 ± 1.13 (mean ± S.D.), which could demonstrate the presence of the stereospecificity in the hydrolysis of 10,11-dihydro-10,11-epoxycarbamazepine (CBZ-epoxide) to CBZ-diol and/or in the conversion of CBZ-diol to some metabolite such as 9-hydroxymethyl-10-carbamoylacridan. This is the first paper to report the determination of each enantiomer and the enantiomeric ratio of CBZ-diol in serum of epileptic patients who received CBZ. |
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| Keywords: | Carbamazepine 10,11-Dihydro-10,11-trans-dihydroxycarbamazepine Enantiomer separation |
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