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Indirect reversed‐phase high‐performance liquid chromatographic and direct thin‐layer chromatographic enantioresolution of ( R , S )‐Cinacalcet
Author(s) -
Bhushan Ravi,
Dubey Rituraj
Publication year - 2011
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.1502
Subject(s) - chromatography , chemistry , phase (matter) , chromatographic separation , cinacalcet , high performance liquid chromatography , organic chemistry , parathyroid hormone , secondary hyperparathyroidism , calcium
Enantioresolution of the calcimimetic drug ( R , S )‐Cinacalcet was achieved using both indirect and direct approaches. Six chiral variants of Marfey's reagent having l ‐Ala‐NH 2 , l ‐Phe‐NH 2 , l ‐Val‐NH 2 , l ‐Leu‐NH 2 , l ‐Met‐NH 2 and d ‐Phg‐NH 2 as chiral auxiliaries were used as derivatizing reagents under microwave irradiation. Derivatization conditions were optimized. Reversed‐phase high‐performance liquid chromatography was successful using binary mixtures of aqueous trifluoroacetic acid and acetonitrile for separation of diastereomeric pairs with detection at 340 nm. Thin silica gel layers impregnated with optically pure l ‐histidine and l ‐arginine were used for direct resolution of enantiomers. The limit of detection was found to be 60 pmol in HPLC while in TLC it was found to be in the range of 0.26–0.28 µg for each enantiomers. Copyright © 2010 John Wiley & Sons, Ltd.