title: Enantiomeric separation of proton pump inhibitors on new generation chiral columns using LC and supercritical fluid chromatography.
abstract: The enantioselectivity of proton pump inhibitors, namely, omeprazole, lansoprazole, rabeprazole, pantoprazole, tenatoprazole, and ilaprazole were studied using new generation chiral packing materials: CHIRALPAK IA, CHIRALPAK IB, and CHIRALPAK IC. Two versatile techniques, HPLC and supercritical fluid chromatography (SFC) were used in this study. CHIRALPAK IC has shown superior selectivity under both LC and SFC conditions, whereas CHIRALPAK IA has shown good selectivity in SFC when compared to LC under primary screening conditions. The chiral recognition ability in LC and SFC modes were found to be in the order CHIRALPAK IC > CHIRALPAK IA > CHIRALPAK IB. In addition to diode array detection, chiral detection was carried out using a laser polarimeter and the elution orders were found to be the same in both LC and SFC elution modes. Mobile phase modifiers and column temperature effects were also studied. In SFC, modifiers (cosolvent) elution strength was found to be in the order ethanol > methanol > 2-propanol > acetonitrile. In both LC and SFC, a decrease in retention and increase in resolution with an increase in temperature was noticed for all the proton pump inhibitors.
authors.affiliation: Daicel Chiral Technologies (India) Pvt. Ltd, IKP Knowledge Park, Hyderabad, India.
authors.forename: Lakshmi Narayana
authors.initials: LN
authors.lastname: Chennuru
authors.forename: Thirupathi
authors.initials: T
authors.lastname: Choppari
authors.forename: Subrahmanyam
authors.initials: S
authors.lastname: Duvvuri
authors.forename: Pramod Kumar
authors.initials: PK
authors.lastname: Dubey
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation*; D025924:Chromatography, Supercritical Fluid / Q000295:instrumentation*; D015394:Molecular Structure; D054328:Proton Pump Inhibitors / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
chemical_list: D054328:Proton Pump Inhibitors
keywords: CHIRALPAK IC; Enantioselectivity; Laser polarimetry; Proton pump inhibitors; Supercritical fluid chromatography