Resolution of newly synthesized racemic dihydropyridines with different chiral selectors by means of capillary electrophoresis.
The racemates of newly synthesized 4-aryl-1,4-dihydropyridine derivatives attracting interest in the treatment of coronary insufficience were resolved via the formation of diastereomeric salts. In order to check the quality of the preparative resolution, capillary electrophoresis using neutral cyclodextrins (CDs) was developed. In particular, the alpha-CD was found to be a powerful discriminator of the enantiomers. Additionally, taking amlodipine and nicardipine into consideration, a mechanism of the chiral recognition with alpha-CD could be proposed.
Christians
T
T
Institute of Pharmacy, University of Bonn, Germany.
Diewald
D
D
Wessler
C
C
Otte
Y
Y
Lehmann
J
J
Holzgrabe
U
U
D017311:Amlodipine / Q000032:analysis; D002121:Calcium Channel Blockers / Q000032:analysis; D003505:Cyclodextrins / Q000737:chemistry; D004095:Dihydropyridines / Q000032:analysis* / Q000737:chemistry; D019075:Electrophoresis, Capillary / Q000379:methods*; D009529:Nicardipine / Q000032:analysis; D013237:Stereoisomerism
D002121:Calcium Channel Blockers; D003505:Cyclodextrins; D004095:Dihydropyridines; D017311:Amlodipine; D009529:Nicardipine