β-cyclodextrin as a chiral component of the mobile phase for separation of mandelic acid into enantiomers in reversed-phase systems of high-performance liquid chromatography

Use of liquid chromatography for the determination of interactions between bioactive compounds

“…Various reversed-phase columns have been cxtensively used to study various molecular interactions such as disubstituted benzene derivatives and cyclodextrins (CDs) (Zukowski et al, 1985), nicotinamide-adenine dinucleotide (NADH) and nicotinamide-adenine dinucleotide phosphate (NADP) with CDs (Uekama et al, 1978a), polycyclic aromatic hydrocarbons, nitrogen heterocyclics and hydroxyl aromatics with BCD (Mohseni and Hurtubise, 1990Hurtubise, , 1991, mandelic acid enantiomers (Debowski et al, 1982) and nitrobenzoic acid isomers with CDs , isomeric alkylbenzenes and CDs (Debowski and Sybilska, 1986).…”

Direct enantiomeric separations by high performance liquid chromatography using cyclodextrins

“…The first enantiomeric separation using CD as chiral mobile phase additive was reported for the separation of mandelic acid (Debowski et al, 1982). Since then, many enantiomers have been separated using CD as chiral mobile phase additives (Table 2) and a few review articles have been published (Sybilska and Zukowski, 1989;Husain and Warner, 1993).…”

Enantiomeric resolution of dansyl amino acids by microcolumn liquid chromatography with γ‐cyclodextrin as a mobile phase additive

“…In the latter method, amino acids with copper or other metal ions cyclodextrins (CDs) [7,8], diamide compounds [9], ion-pair reagents [lo], etc., have been utilized for enantiomeric resolution. In these approaches, the difference in intermolecular association strength between the chiral additive and the analyte, or formation of a diastereomeric ion pair is the key to chiral recognition.…”

“…So far, p-CD has been successfully applied to the enantiomeric resolution of mandelic acid derivatives [7,15], 1-[2-(3-hydroxyphenyl)-l-phenylethyl]-4-(3-methyl-2-butenyl) piperazines [16], dansyl amino acids [8], terpenic alcohols [17], etc. On the other hand, y-CD has been applied to the enantiomenc resolution of norgestrels [ 181 and l,l'-binaphthyl-2,2'diyl hydrogenphosphates [ 191, while a-CD has been applied to a-pinenes [20].…”