Chiral chromatographic separation of beta-blockers.
A novel amide based chiral stationary phase m-[(+)-alpha-methyl benzyl carboxamide] XAD-4 has been synthesized by covalently linking R(+)-1-phenylethylamine to chloroformoyl Amberlite XAD-4 under weak alkaline conditions. The synthesized resin has been primarily characterized by m.p., elemental analysis and FT-IR and 13C NMR spectra. beta-Blockers viz. atenolol, metoprolol, and propranolol were successfully separated into their enantiomers using a mixture of sodium acetate-acetic acid buffer (pH 4.1):acetonitrile (4:6, v/v) solution using the synthesized resin. Hydrogen bonding and pi-pi interactions are supposed to be the major analyte-chiral stationary phase interactions.
Agrawal
Y K
YK
Institute of Pharmacy, Nirma University of Science and Technology, Sarkhej-Gandhinagar Highway, Ahmedabad, Gujarat 382 481, India. drykagrawal@yahoo.com
Patel
R N
RN
D000319:Adrenergic beta-Antagonists / Q000302:isolation & purification*; D002853:Chromatography, Liquid / Q000295:instrumentation / Q000379:methods*; D011137:Polystyrenes / Q000737:chemistry; D011145:Polyvinyls / Q000737:chemistry; D015203:Reproducibility of Results; D013237:Stereoisomerism
D000319:Adrenergic beta-Antagonists; D011137:Polystyrenes; D011145:Polyvinyls; C012101:XAD-4 resin