Enantiomeric separation by HPLC of 1,4-dihydropyridines with vancomycin as chiral selector.
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 alpha(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.
Boatto
Gianpiero
G
Dipartimento Farmaco Chimico Tossicologico, Università di Sassari, Italy. gboatto@uniss.it
Nieddu
Maria
M
Faedda
Maria Virginia
MV
de Caprariis
Paolo
P
D017311:Amlodipine / Q000737:chemistry / Q000302:isolation & purification; D002121:Calcium Channel Blockers / Q000737:chemistry / Q000302:isolation & purification; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D004095:Dihydropyridines / Q000737:chemistry* / Q000302:isolation & purification; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism; D014640:Vancomycin / Q000737:chemistry* / Q000302:isolation & purification
D002121:Calcium Channel Blockers; D004095:Dihydropyridines; D017311:Amlodipine; D014640:Vancomycin; C038806:1,4-dihydropyridine