Structure–enantioselectivity relationship of hypnotic-sedative 1,4-disubstituted piperazine derivatives on cellulose tris(4-methylbenzoate) chiral stationary phase

Chilmończyk, Zdzisław; Ksycińska, Hanna; Lisowaka-Kuźmicz, Malgorzata; Jończyk, Anna; Mazgajska, M.; Jarończyk, Małgorzata; Strzelczyk, Anna; Aboul‐Enein, Hassan Y.

doi:10.1016/j.aca.2004.12.032

Cited by 8 publications

(2 citation statements)

References 21 publications

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“…Consequently, all the generated chiral columns are endowed with two different types of adsorption sites. While those generally named of type-I deal with nonselective interactions (low-energy molecular interactions) the others known as type-II refer to all the enantioselective ones (high adsorption energy) [28][29][30][31][32][33][34]. Type-I principally embraces hydrophobic and dispersive interactions, however hydrogen bond interactions are encompassed as well.…”

Section: Comparison Among the Chromatographic Performances Obtained Fmentioning

confidence: 98%

Cysteine-based chiral selectors for the ligand-exchange separation of amino acids☆

Natalini

Sardella

Macchiarulo

et al. 2008

Journal of Chromatography B

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Section: Comparison Among the Chromatographic Performances Obtained Fmentioning

confidence: 98%

Cysteine-based chiral selectors for the ligand-exchange separation of amino acids☆

Natalini

Sardella

Macchiarulo

et al. 2008

Journal of Chromatography B

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“…In a more recent study, Chilmonczyk et al43 used cellulose tris(4‐methylbenzoate) CSP for the enantioselective chromatographic separation of 19 chiral 1,4‐disubstituted piperazine derivatives. The chiral resolution has been obtained for 14 derivatives.…”

Section: Chromatographic and Electro‐migrating Techniques In Chiral Amentioning

confidence: 99%

Chiral discrimination and enantioselective analysis of drugs: An overview

Izake

2007

Journal of Pharmaceutical Sciences

170

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Enantioseparation of benzoxazolinone aminoalcohols and their aminoketone precursors, potential adrenergic ligands, by analytical and preparative liquid chromatography on amylose chiral stationary phases and characterization of the enantiomers

2008

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To obtain milligram amounts of the enantiomers of benzoxazolinone derivatives to be tested for binding to adrenergic sites, analytical HPLC methods using derivatized amylose chiral stationary phases were developed for the direct enantioseparation of benzoxazolinone aminoalcohols and their aminoketone precursors, derivatives with one or two chirals centers. The separations were made using normal phase methodology with a mobile phase of n-hexane-alcohol (ethanol, 1-propanol, or 2-propanol) in various proportions, and silica-based amylose (tris-3, 5-dimethylphenylcarbamate) Chiralpak AD and (tris-(S)-1-phenylethylcarbamate) Chiralpak AS columns. The effects of concentration of various aliphatic alcohols in the mobile phase were studied. The best separation was achieved on Chiralpak AS, so preparative HPLC was set up with this chiral stationary phase using a mobile phase consisting of n-hexane-alcohol using isocratic conditions and multiple repetitive injections. Physicochemicals properties of enantiomers were reported The effect of structural features of the solutes on discrimination between the enantiomers was examined. Limit of detection (LD) and limit of quantification (LQ) were determined using both ultra-violet (UV) and evaporative light-scattering detection (ELSD).

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Structure–enantioselectivity relationship of hypnotic-sedative 1,4-disubstituted piperazine derivatives on cellulose tris(4-methylbenzoate) chiral stationary phase

Cited by 8 publications

References 21 publications

Cysteine-based chiral selectors for the ligand-exchange separation of amino acids☆

Cysteine-based chiral selectors for the ligand-exchange separation of amino acids☆

Chiral discrimination and enantioselective analysis of drugs: An overview

Enantioseparation of benzoxazolinone aminoalcohols and their aminoketone precursors, potential adrenergic ligands, by analytical and preparative liquid chromatography on amylose chiral stationary phases and characterization of the enantiomers

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