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Enantiomeric separation by HPLC of 1,4‐dihydropyridines with vancomycin as chiral selector
Author(s) -
Boatto Gianpiero,
Nieddu Maria,
Faedda Maria Virginia,
de Caprariis Paolo
Publication year - 2003
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.10238
Subject(s) - chemistry , enantiomer , high performance liquid chromatography , chromatography , chiral column chromatography , column chromatography , chiral derivatizing agent , stereochemistry
The macrocyclic antibiotics represent a relatively new class of chiral selectors in CE, HPLC, and TLC. We have examined the use of the macrocyclic antibiotic vancomycin as a chiral selector in HPLC for the separation of 1,4‐dihydropyridines (DHPs) calcium antagonists (CAs). Chromatographic data of six 1,4‐dihydropyridine calcium channel blockers obtained on the vancomycin chiral stationary phase (Chirobiotic V) were compared with those obtained on an α 1 ‐acid glycoprotein (AGP) HPLC stationary phase. Optimization of pH and organic modifier was carried out in order to modulate the retention properties of each system. All chiral neutral DHPs were resolved on the AGP column, whereas on Chirobiotic V only basic DHPs showed a split peak. The analytical chromatographic procedure on Chirobiotic V proved suitable for semipreparative separation, since the separation factor on the analytical column was high enough to obtain pure enantiomers with high yields. Chirality 15:494–497, 2003. © 2003 Wiley‐Liss, Inc.