DISTRIBUTION BEHAVIOR OF SOME DRUG ENANTIOMERS IN AN AQUEOUS 2-PHASE SYSTEM USING COUNTERCURRENT EXTRACTION WITH PROTEIN

被引:23
作者
ARAI, T
KURODA, H
机构
[1] Analytical Research Center, Production Technology Research Laboratories, Daiichi Pharmaceutical Co., Ltd., Tokyo, 134, 1-16-13 Kitakasai, Edogawa-ku
关键词
COLUMN LIQUID CHROMATOGRAPHY; COUNTERCURRENT EXTRACTION; CHIRAL RESOLUTION; OFLOXACIN ENANTIOMERS; AQUEOUS 2-PHASE SYSTEM;
D O I
10.1007/BF02262467
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The partial resolution of some drug enantiomers by counter-current extraction in an aqueous two-phase system using bovine serum albumin (BSA) or ovomucoid (OVM) as chiral discriminator is described. The phase system was prepared with dextran 40, polyethylene glycol and a protein. Ofloxacin (OFLX) enantiomer was well recognized by the BSA system, whereas the enantiomers of carvedilol (beta-blocker) and DG-5128 (a new oral hypoglycaemic drug) were hardly recognized by the OVM system. The distribution coefficients of (S)-, (R)- and rac-OFLX varied with pH. Good enantioselectivity for OFLX was obtained at relatively high pH (greater-than-or-equal-to pH 9). The crude optically enriched OFLX enantiomers were extracted from the aqueous fractions and finally purified by thin-layer chromatography.
引用
收藏
页码:56 / 60
页数:5
相关论文
共 11 条
[1]  
ALBERTSSON PA, 1961, PARTITION CELL PARTI
[2]   SEPARATION OF PYRIDONE CARBOXYLIC-ACID ENANTIOMERS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY USING COPPER(II)-L-AMINO ACID AS THE ELUENT [J].
ARAI, T ;
KOIKE, H ;
HIRATA, K ;
OIZUMI, H .
JOURNAL OF CHROMATOGRAPHY, 1988, 448 (03) :439-444
[3]   DIRECT RESOLUTION OF ENANTIOMERS IN COLUMN LIQUID-CHROMATOGRAPHY [J].
AUDEBERT, R .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1979, 2 (08) :1063-1095
[4]   DIRECT CHIRAL RESOLUTION IN AN AQUEOUS 2-PHASE SYSTEM USING THE COUNTERCURRENT DISTRIBUTION PRINCIPLE [J].
EKBERG, B ;
SELLERGREN, B ;
ALBERTSSON, PA .
JOURNAL OF CHROMATOGRAPHY, 1985, 333 (01) :211-214
[5]  
Gernez D., 1866, CR HEBD ACAD SCI, V63, P843
[6]   SYNTHESIS AND ANTIBACTERIAL ACTIVITIES OF OPTICALLY-ACTIVE OFLOXACIN [J].
HAYAKAWA, I ;
ATARASHI, S ;
YOKOHAMA, S ;
IMAMURA, M ;
SAKANO, KI ;
FURUKAWA, M .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1986, 29 (01) :163-164
[7]  
HEINZLEHR K, 1988, J CHROMATOGR, V425, P153
[8]  
Muller W.E., 1988, DRUG STEREOCHEMISTRY, P227
[9]   PREPARATIVE CHIRAL SEPARATION IN AN AQUEOUS 2-PHASE SYSTEM BY A FEW COUNTERCURRENT EXTRACTIONS [J].
SELLERGREN, B ;
EKBERG, B ;
ALBERTSSON, PA ;
MOSBACH, K .
JOURNAL OF CHROMATOGRAPHY, 1988, 450 (02) :277-280
[10]   RESOLUTION OF DL-TRYPTOPHAN BY AFFINITY CHROMATOGRAPHY ON BOVINE-SERUM ALBUMIN-AGAROSE COLUMNS [J].
STEWART, KK ;
DOHERTY, RF .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1973, 70 (10) :2850-2852