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dc.contributor.authorCastro Puyana, María 
dc.contributor.authorCrego Navazo, Antonio Luis 
dc.contributor.authorMarina Alegre, María Luisa 
dc.contributor.authorGarcía Ruiz, Carmen
dc.identifier.bibliographicCitationElectrophoresis, 2007, v. 28, p. 2667-2674en
dc.description.abstractThe enantioselective separation of a group of six weak base azole compounds was achieved in this work using EKC with three neutral beta-CDs as chiral selectors. The native beta-CD and two other beta-CD derivatives with different types and positions of the substituents on the CD rim ((2-hydroxy)propyl-beta-CD (HP-beta-CD) and heptakis-2,3,6-tri-O-methyl-beta-CD (TM-beta-CD)) were employed. Apparent binding constants for each pair compound-CD were determined in order to study analyte-CD interactions. The best enantiomeric resolutions for miconazole, econazole, and sulconazole were observed with HP-beta-CD whereas for the separation of the enantiomers of ketoconazole, terconazole, and bifonazole, TM-beta-CD was the best chiral selector. The enantioseparations obtained were discussed on the basis of the structure of the compounds taking into account that inclusion into the hydrophobic CD cavity occurred through the phenyl ring closer to the azole group. In addition, a change in the migration order for the enantiomers of two of the compounds studied (ketoconazole and terconazole) with the concentration of HP-beta-CD was observed for the first time.en
dc.description.sponsorshipThe authors thank the Ministerio de Ciencia y Tecnología and the Ministerio de Educación y Ciencia (Spain) for research projects BQU2003-03638 and CTQ2006-03849/BQU, respectively. Authors also thank Johnson & Johnson (Beerse, Belgium) for the kind gift of terconazole racemate and pure 2R,4S-enantiomer of the ketoconazole. Carmen García-Ruiz thanks the Ministerio de Ciencia y Tecnología (Spain) for the Ramón y Cajal program (RYC-2003-001). María CastroPuyana thanks the University of Alcalá for her predoctoral granten
dc.publisherJohn Wiley & Sonsen
dc.rights© WILEY-VCH, 2007en
dc.subjectApparent binding constantsen
dc.subjectAzole compoundsen
dc.titleEnantioselective separation of azole compounds by EKC. Reversal of migration order of enantiomers with CD concentration: research articleen
dc.subject.ecienciaQuímica analítica e industriales_ES
dc.subject.ecienciaChemistry, analytic and technicalen
dc.contributor.affiliationUniversidad de Alcalá. Departamento de Química Analítica e Ingeniería Química
dc.relation.projectIDBQU2003-03638 (Ministerio de Ciencia y Tecnología)
dc.relation.projectIDCTQ2006-03849/BQU (Ministerio de Educación y Ciencia)
dc.relation.projectIDRYC-2003-001 (Ministerio de Ciencia y Tecnología)

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