Use of choline chloride-D-sorbitol deep eutectic solvent as additive in cyclodextrin-electrokinetic chromatography for the enantiomeric separation of lacosamide

The potential of chiral deep eutectic solvents to enhance the chiral discrimination in Cyclodextrin-Electrokinetic Chromatography is demonstrated in this work. With this aim, a method enabling the enantiomeric separation of the antiepileptic drug lacosamide was developed. After a screening using 12...

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Detalles Bibliográficos
Autores: Salido Fortuna, Sandra|||0000-0002-0792-3559, Casado Navas, Natalia, Castro Puyana, María|||0000-0003-1412-4103, Marina Alegre, María Luisa|||0000-0002-5583-1624
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Universidad de Alcalá (UAH)
Repositorio:e_Buah Biblioteca Digital Universidad de Alcalá
Idioma:inglés
OAI Identifier:oai:ebuah.uah.es:10017/59815
Acceso en línea:http://hdl.handle.net/10017/59815
https://dx.doi.org/10.1016/j.microc.2020.105669
Access Level:acceso abierto
Palabra clave:Cyclodextrin
Deep eutectic solvent
Electrokinetic chromatography
Enantiomeric separation
Lacosamide
Química
Chemistry
Descripción
Sumario:The potential of chiral deep eutectic solvents to enhance the chiral discrimination in Cyclodextrin-Electrokinetic Chromatography is demonstrated in this work. With this aim, a method enabling the enantiomeric separation of the antiepileptic drug lacosamide was developed. After a screening using 12 cyclodextrin derivatives, succinyl-B-CD was chosen due to its higher discrimination power to separate lacosamide enantiomers. The effect of different variables, such as cyclodextrin concentration, buffer concentration, temperature and separation voltage, on the enantiomeric separation of lacosamide, was studied. As the maximum enantiomeric resolution achieved under the optimized conditions was lower than 1.5, the effect of the addition of methanol or different deep eutectic solvents (choline chloride - ethylene glycol, choline chloride - urea, choline chloride - D-glucose, and choline chloride - D-sorbitol) as additives to the separation medium was investigated. The best results in terms of enantiomeric resolution and analysis time were obtained using choline chloride - D-sorbitol at a 0.5 % (w/v) in a 100 mM borate buffer (pH 9.0) with 18 mM succinyl-B-CD. Under these conditions, lacosamide enantiomers were separated with a resolution value of 2.8. Analytical characteristics of the developed method were evaluated and demonstrated to be adequate to apply the methodology to the enantiomeric analysis of lacosamide in a pharmaceutical formulation.