Conventional Chiralpak ID vs. Capillary Chiralpak ID-3 Amylose Tris-(3-Chlorophenylcarbamate)-Based Chiral Stationary Phase Columns for the Enantioselective HPLC Separation of Pharmaceutical Racemates

Marwa Ahmed, Ashraf GHANEM

    Research output: Contribution to journalArticle

    12 Citations (Scopus)

    Abstract

    A comparative enantioselective analysis using immobilized amylose tris-(3-chlorophenylcarbamate) as chiral stationary phase in conventional high-performance liquid chromatography (HPLC) with Chiralpak ID (4.6mmID× 250mm, 5 μm silica gel) andmicro-HPLC with Chiralpak ID-3 (0.30mmID × 150mm, 3 μm silica gel) was conducted. Pharmaceutical racemates of 12 pharmacological classes, namely, α- and β-blockers, anti-inflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs, and antiarrhythmic drugs were screened under normal phase conditions. The effect of an organic modifier on the analyte retentions and enantiomer recognition was investigated. Baseline separation was achieved for 1-acenaphthenol, carprofen, celiprolol, cizolirtine carbinol, miconazole, tebuconazole, 4-hydroxy-3-methoxymandelic acid, 1-indanol, 1-(2-chlorophenyl)ethanol, 1-phenyl-2-propanol, flavanone, 6-hydroxyflavanone, 4-bromogluthethimide, and pentobarbital on the 4.6mm ID packed with a 5 μm silica column using conventional HPLC. Nonetheless, baseline separation was achieved for aminoglutethimide, naftopidil, and thalidomide on the 0.3mm ID packed with a 3 μm silica capillary column.

    Original languageEnglish
    Pages (from-to)677-682
    Number of pages6
    JournalChirality
    Volume26
    Issue number11
    DOIs
    Publication statusPublished - 2014

    Fingerprint

    Amylose
    High performance liquid chromatography
    Drug products
    Silica Gel
    High Pressure Liquid Chromatography
    Silica gel
    Silicon Dioxide
    Celiprolol
    Silica
    Dopamine Uptake Inhibitors
    Norepinephrine
    Vanilmandelic Acid
    Aminoglutethimide
    Pharmaceutical Preparations
    Miconazole
    Thalidomide
    Dopamine Antagonists
    Enantiomers
    Anti-Arrhythmia Agents
    Propanol

    Cite this

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    title = "Conventional Chiralpak ID vs. Capillary Chiralpak ID-3 Amylose Tris-(3-Chlorophenylcarbamate)-Based Chiral Stationary Phase Columns for the Enantioselective HPLC Separation of Pharmaceutical Racemates",
    abstract = "A comparative enantioselective analysis using immobilized amylose tris-(3-chlorophenylcarbamate) as chiral stationary phase in conventional high-performance liquid chromatography (HPLC) with Chiralpak ID (4.6mmID× 250mm, 5 μm silica gel) andmicro-HPLC with Chiralpak ID-3 (0.30mmID × 150mm, 3 μm silica gel) was conducted. Pharmaceutical racemates of 12 pharmacological classes, namely, α- and β-blockers, anti-inflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs, and antiarrhythmic drugs were screened under normal phase conditions. The effect of an organic modifier on the analyte retentions and enantiomer recognition was investigated. Baseline separation was achieved for 1-acenaphthenol, carprofen, celiprolol, cizolirtine carbinol, miconazole, tebuconazole, 4-hydroxy-3-methoxymandelic acid, 1-indanol, 1-(2-chlorophenyl)ethanol, 1-phenyl-2-propanol, flavanone, 6-hydroxyflavanone, 4-bromogluthethimide, and pentobarbital on the 4.6mm ID packed with a 5 μm silica column using conventional HPLC. Nonetheless, baseline separation was achieved for aminoglutethimide, naftopidil, and thalidomide on the 0.3mm ID packed with a 3 μm silica capillary column.",
    keywords = "Chiralpak-ID--3, chiral-separations, micro--HPLC, amylose-tris--(3--chlorophenylcarbamate), normal-phase-chromatography, Chiral separations, Micro-HPLC, Amylose tris-(3-chlorophenylcarbamate), Normal phase chromatography, Chiralpak ID-3, normal phase chromatography, amylose tris-(3-chlorophenylcarbamate), chiral separations, micro-HPLC",
    author = "Marwa Ahmed and Ashraf GHANEM",
    year = "2014",
    doi = "10.1002/chir.22390",
    language = "English",
    volume = "26",
    pages = "677--682",
    journal = "Chirality",
    issn = "0899-0042",
    publisher = "Wiley-Liss Inc.",
    number = "11",

    }

    TY - JOUR

    T1 - Conventional Chiralpak ID vs. Capillary Chiralpak ID-3 Amylose Tris-(3-Chlorophenylcarbamate)-Based Chiral Stationary Phase Columns for the Enantioselective HPLC Separation of Pharmaceutical Racemates

    AU - Ahmed, Marwa

    AU - GHANEM, Ashraf

    PY - 2014

    Y1 - 2014

    N2 - A comparative enantioselective analysis using immobilized amylose tris-(3-chlorophenylcarbamate) as chiral stationary phase in conventional high-performance liquid chromatography (HPLC) with Chiralpak ID (4.6mmID× 250mm, 5 μm silica gel) andmicro-HPLC with Chiralpak ID-3 (0.30mmID × 150mm, 3 μm silica gel) was conducted. Pharmaceutical racemates of 12 pharmacological classes, namely, α- and β-blockers, anti-inflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs, and antiarrhythmic drugs were screened under normal phase conditions. The effect of an organic modifier on the analyte retentions and enantiomer recognition was investigated. Baseline separation was achieved for 1-acenaphthenol, carprofen, celiprolol, cizolirtine carbinol, miconazole, tebuconazole, 4-hydroxy-3-methoxymandelic acid, 1-indanol, 1-(2-chlorophenyl)ethanol, 1-phenyl-2-propanol, flavanone, 6-hydroxyflavanone, 4-bromogluthethimide, and pentobarbital on the 4.6mm ID packed with a 5 μm silica column using conventional HPLC. Nonetheless, baseline separation was achieved for aminoglutethimide, naftopidil, and thalidomide on the 0.3mm ID packed with a 3 μm silica capillary column.

    AB - A comparative enantioselective analysis using immobilized amylose tris-(3-chlorophenylcarbamate) as chiral stationary phase in conventional high-performance liquid chromatography (HPLC) with Chiralpak ID (4.6mmID× 250mm, 5 μm silica gel) andmicro-HPLC with Chiralpak ID-3 (0.30mmID × 150mm, 3 μm silica gel) was conducted. Pharmaceutical racemates of 12 pharmacological classes, namely, α- and β-blockers, anti-inflammatory drugs, antifungal drugs, dopamine antagonists, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, diuretics, antihistaminics, anticancer drugs, and antiarrhythmic drugs were screened under normal phase conditions. The effect of an organic modifier on the analyte retentions and enantiomer recognition was investigated. Baseline separation was achieved for 1-acenaphthenol, carprofen, celiprolol, cizolirtine carbinol, miconazole, tebuconazole, 4-hydroxy-3-methoxymandelic acid, 1-indanol, 1-(2-chlorophenyl)ethanol, 1-phenyl-2-propanol, flavanone, 6-hydroxyflavanone, 4-bromogluthethimide, and pentobarbital on the 4.6mm ID packed with a 5 μm silica column using conventional HPLC. Nonetheless, baseline separation was achieved for aminoglutethimide, naftopidil, and thalidomide on the 0.3mm ID packed with a 3 μm silica capillary column.

    KW - Chiralpak-ID--3

    KW - chiral-separations

    KW - micro--HPLC

    KW - amylose-tris--(3--chlorophenylcarbamate)

    KW - normal-phase-chromatography

    KW - Chiral separations

    KW - Micro-HPLC

    KW - Amylose tris-(3-chlorophenylcarbamate)

    KW - Normal phase chromatography

    KW - Chiralpak ID-3

    KW - normal phase chromatography

    KW - amylose tris-(3-chlorophenylcarbamate)

    KW - chiral separations

    KW - micro-HPLC

    UR - http://www.scopus.com/inward/record.url?scp=84910116377&partnerID=8YFLogxK

    UR - http://www.mendeley.com/research/conventional-chiralpak-id-vs-capillary-chiralpak-id3-amylose-tris3chlorophenylcarbamatebased-chiral

    U2 - 10.1002/chir.22390

    DO - 10.1002/chir.22390

    M3 - Article

    VL - 26

    SP - 677

    EP - 682

    JO - Chirality

    JF - Chirality

    SN - 0899-0042

    IS - 11

    ER -