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.
Li
C
C
Department of Clinical Pharmacology, School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.
Homma
M
M
Oka
K
K
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