RESUMO
A new beta-cyclodextrin (beta-CD) derivative, 2-O-(2-hydroxybutyl)-beta-CD (HB-beta-CD), was successfully synthesized and used as chiral selector in capillary zone electrophoresis. Six chiral drugs, such as anisodamine, ketoconazole, propranolol, promethazine, adrenaline and chlorphenamine enantiomers, belonging to different classes of compounds of pharmaceutical interest were resolved. The chiral resolution (R(S)) was strongly influenced by the concentrations of the cyclodextrin derivative, the background electrolyte, and the pH of the background electrolyte. Under the conditions of 50 mmol/L tris-phosphate buffer at pH 2.5 containing 5 mmol/L 2-O-(2-hydroxybutyl)-beta-CD, the baseline separation of enantiomers, such as anisodamine (R(S) = 3.10), ketoconazole (R(S) = 3.01), propranolol (R(S) = 3.87), promethazine (R(S) = 3.63), adrenaline (R(S) = 3.42) and chlorphenamine (R(S) = 2.96), could be achieved.
Assuntos
Eletroforese Capilar/métodos , Conformação Molecular , beta-Ciclodextrinas/química , Agonistas alfa-Adrenérgicos/química , Antagonistas Adrenérgicos beta/química , Antifúngicos/química , Clorfeniramina/química , Epinefrina/química , Antagonistas dos Receptores Histamínicos H1/química , Concentração de Íons de Hidrogênio , Cetoconazol/química , Estrutura Molecular , Prometazina/química , Propranolol/química , Alcaloides de Solanáceas/químicaRESUMO
A new soluble cyclomaltoheptaose (cyclodextrin) derivative, 2-O-(2-hydroxybutyl)cyclomaltoheptaose [2-O-(2-hydroxybutyl)-beta-cyclodextrin, 2-HB-beta-CD], was prepared and studied as an efficient chiral selector in the separation of racemic mixtures of drugs by capillary electrophoresis (CE). Results showed that 2-HB-beta-CD could provide higher separating capability than that of beta-CD and the similarly substituted 2-HP-beta-CD.
Assuntos
Preparações Farmacêuticas/química , Preparações Farmacêuticas/isolamento & purificação , beta-Ciclodextrinas/química , beta-Ciclodextrinas/síntese química , Eletroforese Capilar , Concentração de Íons de Hidrogênio , Estrutura Molecular , EstereoisomerismoAssuntos
Ciclodextrinas , Preparações Farmacêuticas/química , Preparações Farmacêuticas/isolamento & purificação , Ciclandelato/química , Ciclandelato/isolamento & purificação , Etanolaminas/química , Etanolaminas/isolamento & purificação , Concentração de Íons de Hidrogênio , Indicadores e Reagentes , Estrutura Molecular , Sensibilidade e Especificidade , Alcaloides de Solanáceas/química , Alcaloides de Solanáceas/isolamento & purificação , Estereoisomerismo , Tropicamida/química , Tropicamida/isolamento & purificaçãoRESUMO
Micellar electrokinetic chromatography (MEKC) was successfully applied to the chiral separation with the addition of cyclodextrins (CDs) as chiral selector to running buffer. Chiral separation depended on the type of CDs. Mono-3-O-phenylcarbamoyl-beta-CD was effective for the chiral separation of pemoline. We investigated the type and concentration of CD and other parameters such as buffer pH, the concentration of SDS and the effect of organic modifier. The conditions for enantiomeric separation of pemoline were as follows: 40 mmol/l borate buffer at pH 9.0 with 40 mmol/l SDS, 20 mmol/l mono-3-O-phenylcarbamoyl-beta-CD and 10% 2-propanol. Baseline separation (Rs=2.21) of pemoline can be achieved.
