title: Enantiomeric separation of the antiuremic drug colchicine by electrokinetic chromatography. Method development and quantitative analysis.
abstract: Two analytical methodologies were developed by CE enabling the enantiomeric separation of colchicine, an antiuremic drug commercialized as pure enantiomer. Succinyl-γ-CD and Sulfated-γ-CD were selected as chiral selectors after a screening with different anionic CDs. Under the optimized conditions, chiral resolutions of 5.6 in 12min and 3.2 in 8min were obtained for colchicine with Succinyl-γ-CD and Sulfated-γ-CD, respectively. An opposite enantiomeric migration order was observed with these two CDs being S-colchicine the first-migrating enantiomer with Succinyl-γ-CD and the second-migrating enantiomer with Sulfated-γ-CD. H NMR experiments showed a 1:1 stoichiometry for the enantiomer-CD complexes in both cases. However, the apparent and averaged equilibrium constants for the enantiomer-CD complexes could be calculated only for Succinyl-γ-CD. The developed methods were applied to the analysis of pharmaceutical formulations but only the use of Succinyl-γ-CD enabled to detect a 0.1% of enantiomeric impurity in colchicine formulations.
authors.affiliation: Departamento de Química Analítica, Química Física e Ingeniería Química, Universidad de Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain.
authors.forename: Nuria
authors.initials: N
authors.lastname: Menéndez-López
authors.affiliation: Departamento de Química Analítica, Química Física e Ingeniería Química, Universidad de Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain.
authors.forename: Jesús
authors.initials: J
authors.lastname: Valimaña-Traverso
authors.affiliation: Departamento de Química Analítica, Química Física e Ingeniería Química, Universidad de Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain.
authors.forename: María
authors.initials: M
authors.lastname: Castro-Puyana
authors.affiliation: Centro de Espectroscopía de Resonancia Magnética Nuclear (CERMN), Centro de Apoyo a la Investigación en Química, Universidad de Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain.
authors.forename: Antonio
authors.initials: A
authors.lastname: Salgado
authors.affiliation: Departamento de Química Analítica, Química Física e Ingeniería Química, Universidad de Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain.
authors.forename: María Ángeles
authors.initials: MÁ
authors.lastname: García
authors.affiliation: Departamento de Química Analítica, Química Física e Ingeniería Química, Universidad de Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain. Electronic address: mluisa.marina@uah.es.
authors.forename: María Luisa
authors.initials: ML
authors.lastname: Marina
mesh_terms: D002626:Chemistry, Pharmaceutical / Q000379:methods; D020374:Chromatography, Micellar Electrokinetic Capillary / Q000379:methods*; D003078:Colchicine / Q000737:chemistry*; D003505:Cyclodextrins / Q000737:chemistry; D006074:Gout Suppressants / Q000737:chemistry*; D013237:Stereoisomerism; D013431:Sulfates / Q000737:chemistry
chemical_list: D003505:Cyclodextrins; D006074:Gout Suppressants; D013431:Sulfates; D003078:Colchicine
keywords: Capillary electrophoresis; Colchicine; Enantiomer migration order; Enantioseparation; H NMR; Quantitation