Chiral resolution of four major flavanones in post-administrative urine of Chinese herbal medicines by HPLC on macroporous silica gel coated with cellulose tris(3,5-dimethylphenylcarbamate).
Direct chiral resolution of four major flavanones recovered from post-administrative urine of the traditional Chinese medicines Daisaiko-to and Shosaiko-to was achieved by high-performance liquid chromatography (HPLC) on macroporous silica gel coated with cellulose tris(3,5-dimethylphenylcarbamate), Chiralcel OD. Chromatographic conditions were optimized so as to attain satisfactory enantiomeric resolution of the polysubstituted flavanones. Urinary liquiritigenin and naringenin were considerable mixtures of R and S-enantiomers, while S-enantiomers of dihydrowogonin and dihydrooroxylin A were predominantly excreted. Our chiral HPLC techniques can be applied to pharmacokinetical evaluation of the chiral flavanone enantiomers following oral administration of the herbal medicines.
Department of Clinical Pharmacology, School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.
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Homma
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Oka
D000284:Administration, Oral; D002219:Carbamates; D002482:Cellulose / Q000031:analogs & derivatives; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D004365:Drugs, Chinese Herbal / Q000008:administration & dosage*; D044950:Flavanones; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000652:urine*; D048448:Phenylcarbamates; D058428:Silica Gel; D012822:Silicon Dioxide; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D002219:Carbamates; D004365:Drugs, Chinese Herbal; D044950:Flavanones; D005419:Flavonoids; D048448:Phenylcarbamates; C461320:shosaiko-to; C065943:cellulose tris-3,5-dimethylphenyl-carbamate; D058428:Silica Gel; D012822:Silicon Dioxide; D002482:Cellulose; C028610:flavanone