Chiral separation of optical isomeric drugs using micellar electrokinetic chromatography and bile salts

Abstract

Abstract. Separation of optical isomeric drugs using micellar electrokinetic chromatography and bile salts as surfactants was studied. Optical isomers of diltiazem hydrochloride, trimetoquinol hydrochloride, and other drugs were separated successfully using chiral bile salts under neutral or alkaline conditions. Capacity factors were determined from the migration times of the solute, the micelle, and methanol. The effects of bile salt species or structures and of the pH value of the buffer solution were investigated. A possible chiral separation mechanism is suggested.

Parameters controlling the elution window and retention factors in micellar electrokinetic capillary chromatography

“…For each value of the elution window, the optimum retention factor, kopt, can be calculated by differentiating Eqn. (5) with respect to k [12,16]:…”

Enantiomeric Separations in Capillary Electrophoresis Using 18-Crown-6-tetracarboxylic Acid (18C6H4) as Buffer Additive

“…sodium dodecyl sulfate [27]. Chiral surfactants with a steroidal structure, like digitonin [28] and bile salts [29], were successfully applied for the separation of optical isomers. Bile salts were also mixed with polyoxyethylene ethers for the separation of verapamil and related compounds [30].…”

Chiral separations in capillary electrophoresis

“…Their micelles separate dansyl amino acids [113], basic compounds, e.g., 1-naphthylethylamine [114], basic drugs, e.g., diltiazem and trimetoquinol [114±116], local anaesthetic drugs [117], various anionic [118] and uncharged solutes [118] as well as triaza-aromatic ligand compounds of iron (II) [119]. The improved separation of diastereoisomers was observed if sodium taurodeoxycholate forming the micelles was mixed with b-cyclodextrin [120,121].…”