Chiral β-cyclodextrin functionalized polymer monolith for the direct enantioselective reversed phase nano liquid chromatographic separation of racemic pharmaceuticals

Marwa Ahmed, Ashraf GHANEM

    Research output: Contribution to journalArticle

    26 Citations (Scopus)

    Abstract

    2,3,6-Tris(phenylcarbamoyl)-β-cyclodextrin-6-methacrylate was prepared and used as a functional monomer for the preparation of new β-cyclodextrin (β-CD) functionalized polymer monoliths. The polymer monoliths were prepared via the copolymerization of β-CD methacrylate and ethylene glycol dimethacrylate in different ratios in situ in fused silica capillary (internal diameter 150. μm). The effect of functional monomer/cross linker concentration on the chiral separation of different classes of pharmaceuticals namely; α- and β-blockers, antiinflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs and antiarrhythmic drugs was investigated. Baseline separation was achieved for propranolol, ifosfamide, alprenolol, tertalol, 1-indanol, tebuconazole, o-methoxymandelic acid, celiprolol and cizolertine under reversed phase conditions with mobile phase composed of methanol and water, using nano liquid chromatography. The method provides more economical analysis under environmentally benign conditions. The prepared capillary columns showed good mechanical stability and good repeatability (run-to run and batch-to batch).

    Original languageEnglish
    Pages (from-to)115-127
    Number of pages13
    JournalJournal of Chromatography A
    Volume1345
    Issue number2014
    DOIs
    Publication statusPublished - 2014

    Fingerprint

    Methacrylates
    Cyclodextrins
    Polymers
    Celiprolol
    Monomers
    Dopamine Uptake Inhibitors
    Alprenolol
    Ifosfamide
    Dopamine Antagonists
    Mechanical stability
    Anti-Arrhythmia Agents
    Liquid chromatography
    Liquids
    Fused silica
    Hypnotics and Sedatives
    Diuretics
    Propranolol
    Pharmaceutical Preparations
    Copolymerization
    Catecholamines

    Cite this

    @article{506d36ed337b42ac9b00beab7190ccbf,
    title = "Chiral β-cyclodextrin functionalized polymer monolith for the direct enantioselective reversed phase nano liquid chromatographic separation of racemic pharmaceuticals",
    abstract = "2,3,6-Tris(phenylcarbamoyl)-β-cyclodextrin-6-methacrylate was prepared and used as a functional monomer for the preparation of new β-cyclodextrin (β-CD) functionalized polymer monoliths. The polymer monoliths were prepared via the copolymerization of β-CD methacrylate and ethylene glycol dimethacrylate in different ratios in situ in fused silica capillary (internal diameter 150. μm). The effect of functional monomer/cross linker concentration on the chiral separation of different classes of pharmaceuticals namely; α- and β-blockers, antiinflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs and antiarrhythmic drugs was investigated. Baseline separation was achieved for propranolol, ifosfamide, alprenolol, tertalol, 1-indanol, tebuconazole, o-methoxymandelic acid, celiprolol and cizolertine under reversed phase conditions with mobile phase composed of methanol and water, using nano liquid chromatography. The method provides more economical analysis under environmentally benign conditions. The prepared capillary columns showed good mechanical stability and good repeatability (run-to run and batch-to batch).",
    keywords = "Chiral Separations, B-Cyclodextrin, Ploymer, Silica Monoliths, Nano Liquid Chromatography, β-Cyclodextrin, Reversed phase chromatography, Chiral separation, Polymer monolith, Nano-LC, Cyclodextrins/chemistry, Microscopy, Electron, Scanning, Reproducibility of Results, Stereoisomerism, Cellulose/chemistry, Chromatography, Reverse-Phase/instrumentation, beta-Cyclodextrin",
    author = "Marwa Ahmed and Ashraf GHANEM",
    note = "Crown Copyright {\circledC} 2014. Published by Elsevier B.V. All rights reserved.",
    year = "2014",
    doi = "10.1016/j.chroma.2014.04.023",
    language = "English",
    volume = "1345",
    pages = "115--127",
    journal = "Journal of Chromatography",
    issn = "0021-9673",
    publisher = "Elsevier",
    number = "2014",

    }

    TY - JOUR

    T1 - Chiral β-cyclodextrin functionalized polymer monolith for the direct enantioselective reversed phase nano liquid chromatographic separation of racemic pharmaceuticals

    AU - Ahmed, Marwa

    AU - GHANEM, Ashraf

    N1 - Crown Copyright © 2014. Published by Elsevier B.V. All rights reserved.

    PY - 2014

    Y1 - 2014

    N2 - 2,3,6-Tris(phenylcarbamoyl)-β-cyclodextrin-6-methacrylate was prepared and used as a functional monomer for the preparation of new β-cyclodextrin (β-CD) functionalized polymer monoliths. The polymer monoliths were prepared via the copolymerization of β-CD methacrylate and ethylene glycol dimethacrylate in different ratios in situ in fused silica capillary (internal diameter 150. μm). The effect of functional monomer/cross linker concentration on the chiral separation of different classes of pharmaceuticals namely; α- and β-blockers, antiinflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs and antiarrhythmic drugs was investigated. Baseline separation was achieved for propranolol, ifosfamide, alprenolol, tertalol, 1-indanol, tebuconazole, o-methoxymandelic acid, celiprolol and cizolertine under reversed phase conditions with mobile phase composed of methanol and water, using nano liquid chromatography. The method provides more economical analysis under environmentally benign conditions. The prepared capillary columns showed good mechanical stability and good repeatability (run-to run and batch-to batch).

    AB - 2,3,6-Tris(phenylcarbamoyl)-β-cyclodextrin-6-methacrylate was prepared and used as a functional monomer for the preparation of new β-cyclodextrin (β-CD) functionalized polymer monoliths. The polymer monoliths were prepared via the copolymerization of β-CD methacrylate and ethylene glycol dimethacrylate in different ratios in situ in fused silica capillary (internal diameter 150. μm). The effect of functional monomer/cross linker concentration on the chiral separation of different classes of pharmaceuticals namely; α- and β-blockers, antiinflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs and antiarrhythmic drugs was investigated. Baseline separation was achieved for propranolol, ifosfamide, alprenolol, tertalol, 1-indanol, tebuconazole, o-methoxymandelic acid, celiprolol and cizolertine under reversed phase conditions with mobile phase composed of methanol and water, using nano liquid chromatography. The method provides more economical analysis under environmentally benign conditions. The prepared capillary columns showed good mechanical stability and good repeatability (run-to run and batch-to batch).

    KW - Chiral Separations

    KW - B-Cyclodextrin

    KW - Ploymer

    KW - Silica Monoliths

    KW - Nano Liquid Chromatography

    KW - β-Cyclodextrin

    KW - Reversed phase chromatography

    KW - Chiral separation

    KW - Polymer monolith

    KW - Nano-LC

    KW - Cyclodextrins/chemistry

    KW - Microscopy, Electron, Scanning

    KW - Reproducibility of Results

    KW - Stereoisomerism

    KW - Cellulose/chemistry

    KW - Chromatography, Reverse-Phase/instrumentation

    KW - beta-Cyclodextrin

    UR - http://www.scopus.com/inward/record.url?scp=84899904655&partnerID=8YFLogxK

    UR - http://www.mendeley.com/research/chiral-%CE%B2cyclodextrin-functionalized-polymer-monolith-direct-enantioselective-reversed-phase-nano-liq

    U2 - 10.1016/j.chroma.2014.04.023

    DO - 10.1016/j.chroma.2014.04.023

    M3 - Article

    VL - 1345

    SP - 115

    EP - 127

    JO - Journal of Chromatography

    JF - Journal of Chromatography

    SN - 0021-9673

    IS - 2014

    ER -