Enantiomeric separation of a group of chiral dihydropyridines by electrokinetic chromatography

Electrokinetic chromatography (EKC) was employed to achieve the enantiomeric separation of a group of chiral 1,4-dihydropyridines (DHPs) with pharmacological activity. Micelles of bile salts alone or mixed with neutral cyclodextrins, micelles of sodium dodecyl sulfate (SDS) mixed with neutral cyclod...

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Detalles Bibliográficos
Autores: García Ruiz, Carmen|||0000-0001-5925-3449, Marina Alegre, María Luisa|||0000-0002-5583-1624
Tipo de recurso: artículo
Fecha de publicación:2000
País:España
Institución:Universidad de Alcalá (UAH)
Repositorio:e_Buah Biblioteca Digital Universidad de Alcalá
Idioma:inglés
OAI Identifier:oai:ebuah.uah.es:10017/1331
Acceso en línea:http://hdl.handle.net/10017/1331
https://dx.doi.org/10.1002/(SICI)1522-2683(20000501)21:8<1565::AID-ELPS1565>3.0.CO;2-2
Access Level:acceso abierto
Palabra clave:Electrokinetic chromatography
Enantiometric separation
1,4-Dihydropiridines
Ciencia
Química analítica e industrial
Science
Chemistry, analytic and technical
Descripción
Sumario:Electrokinetic chromatography (EKC) was employed to achieve the enantiomeric separation of a group of chiral 1,4-dihydropyridines (DHPs) with pharmacological activity. Micelles of bile salts alone or mixed with neutral cyclodextrins, micelles of sodium dodecyl sulfate (SDS) mixed with neutral cyclodextrins, and anionic cyclodextrin derivatives, i.e., carboxymethyl-γ-cyclodextrin (CM-γ-CD), carboxymethyl-β-cyclodextrin (CM-β-CD), and succinylated β-cyclodextrin (Succ-β-CD), were employed as pseudostationary phases. The enantiomeric separation ability of these chiral selectors with respect to DHPs was studied in different experimental conditions. CM-β-CD was shown to be the best chiral selector to perform the enantiomeric separation of DHPs by EKC. Next, the influence of the CM-β-CD concentration, the pH and nature of the buffer, the temperature, and the applied voltage on the enantiomeric resolution of DHPs was studied. The use of a 50 mm ammonium acetate buffer, pH 6.7, 25 mm in CM-β-CD together with an applied voltage of 15 or 20 kV, and a temperature of 15°C enabled the individual enantiomeric separation of twelve DHPs, each one into its two enantiomers, and their separation in multicomponent mixtures of up to six DHPs into all their enantiomers.