Direct TLC resolution of atenolol and propranolol into their enantiomers using three different chiral selectors as impregnating reagents

被引:59
作者
Bhushan, Ravi [1 ]
Tanwar, Shivani [1 ]
机构
[1] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, Uttar Pradesh, India
关键词
enantiomeric separation; pharmaceutical preparation; atenolol; propranolol; L-tartaric acid; (R)-mandelic acid; (-)-erythromycin;
D O I
10.1002/bmc.1025
中图分类号
Q5 [生物化学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Direct resolution of racemic atenolol and propranolol into their enantiomers was achieved by normal phase TLC on silica gel plates impregnated with optically pure L-tartaric acid, (R)-mandelic acid and (-)-erythromycin as chiral selectors. Different solvent systems were worked out to resolve the enantiomers. Spots were detected using iodine vapour. The TLC method was validated for linearity, limit of detection and limit of quantification. The influence of pH, temperature and concentration of chiral selector was studied. Copyright (C) 2008 John Wiley & Sons, Ltd.
引用
收藏
页码:1028 / 1034
页数:7
相关论文
共 31 条
[21]
CHIRAL SEPARATION OF PROPRANOLOL AND ITS ESTER DERIVATIVES ON AN OVOMUCOID-BONDED SILICA - INFLUENCE OF PH, IONIC-STRENGTH AND ORGANIC MODIFIER ON RETENTION, ENANTIOSELECTIVITY AND ENANTIOMERIC ELUTION ORDER [J].
HAGINAKA, J ;
WAKAI, J ;
TAKAHASHI, K ;
YASUDA, H ;
KATAGI, T .
CHROMATOGRAPHIA, 1990, 29 (11-12) :587-592
[22]
RESOLUTION OF RACEMIC AMINOALCOHOLS (BETA-BLOCKERS), AMINES AND ACIDS AS ENANTIOMERIC DERIVATIVES USING A CHIRAL ALPHA-1-ACID GLYCOPROTEIN COLUMN [J].
HERMANSSON, J .
JOURNAL OF CHROMATOGRAPHY, 1985, 325 (02) :379-384
[23]
Enantiomeric separation of aromatic amino alcohol drugs by chiral ion-pair chromatography on a silica gel plate [J].
Huang, MB ;
Li, GL ;
Yang, GS ;
Shi, YH ;
Gao, JJ ;
Liu, XD .
JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 1997, 20 (10) :1507-1514
[24]
MEYERS FH, 1980, REV MED PHARM, P95
[25]
CHIRAL STATIONARY PHASE FOR THE FACILE RESOLUTION OF BETA-ADRENOCEPTOR BLOCKING-AGENTS [J].
OHWA, M ;
AKIYOSHI, M ;
MITAMURA, S .
JOURNAL OF CHROMATOGRAPHY, 1990, 521 (01) :122-127
[26]
CHROMATOGRAPHIC RESOLUTION .12. OPTICAL RESOLUTION OF BETA-BLOCKERS BY HPLC ON CELLULOSE TRIPHENYLCARBAMATE DERIVATIVES [J].
OKAMOTO, Y ;
KAWASHIMA, M ;
ABURATANI, R ;
HATADA, K ;
NISHIYAMA, T ;
MASUDA, M .
CHEMISTRY LETTERS, 1986, (07) :1237-1240
[27]
Enantioselective separation of racemic secondary amines on a chiral crown ether-based liquid chromatography stationary phase [J].
Steffeck, RJ ;
Zelechonok, Y ;
Gahm, KH .
JOURNAL OF CHROMATOGRAPHY A, 2002, 947 (02) :301-305
[28]
Direct enantioseparation of adrenergic drugs via thin-layer chromatography using molecularly imprinted polymers [J].
Suedee, R ;
Songkram, C ;
Petmoreekul, A ;
Sangkunakup, S ;
Sankasa, S ;
Kongyarit, N .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1999, 19 (3-4) :519-527
[29]
Suedee R, 2001, JPC-J PLANAR CHROMAT, V14, P194
[30]
Tivert Anna-Maria, 1993, Journal of Planar Chromatography - Modern TLC, V6, P216