Enantioselective separation of racemates using CHIRALPAK IG amylose-based chiral stationary phase under normal standard, non-standard and reversed phase high performance liquid chromatography

Ashraf Ghanem, Chexu Wang

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13 Citations (Scopus)
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Abstract

We have previously reported on the solvent versatility of immobilized amylose and cellulose-based chiral stationary phases in enantioselective liquid chromatographic separation of racemates. The studies were mainly focusing on the tris substituted 3,5-dimethylphenylcarbamate polysaccharide-based chiral stationary phases namely CHIRALPAK IA® [Amylose tris (3,5-dimethylphenylcarbamate)] or ADMPC and CHIRALPAK IB® [Cellulose tris (3,5-dimethylphenylcarbamate)] or CDMPC. Here we focus on the application of the recently introduced amylose tris (3-chloro-5-methylphenylcarbamate) or ACMPC and brand name CHIRALPAK IG® with a chlorine substituent replacing the methyl group in CHIRALPAK IA®. This was investigated for the enantioslective separation of different classes of pharmaceuticals namely β- and α-blockers, anti-inflammatory and antifungal drugs, norepinephrine-dopamine reuptake inhibitor, catecholamines, sedative hypnotics, anti-histaminics, anticancer drugs, antiarrhythmic drugs, flavonoids, amino acids, alpha-2 adrenergic agonist, adrenaline and miscellaneous.A brief comparison between CHIRALPAK IG® and CHIRALPAK IA® under normal standard, non-standard and reversed mobile phase is demonstrated. The results revealed the versatility of the CHIRALPAK IG® column, its compatibility with a wide ranges of solvent and operation modes and its ability to separate chiral compounds not separated with other amylose based chiral stationary phases.

Original languageEnglish
Pages (from-to)89-97
Number of pages9
JournalJournal of Chromatography A
Volume1532
DOIs
Publication statusPublished - 12 Jan 2018

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Amylose
High performance liquid chromatography
Reverse-Phase Chromatography
High Pressure Liquid Chromatography
Adrenergic alpha-2 Receptor Agonists
Dopamine Uptake Inhibitors
Pharmaceutical Preparations
Anti-Arrhythmia Agents
Chlorine
Hypnotics and Sedatives
Flavonoids
Cellulose
Epinephrine
Catecholamines
Names
Polysaccharides
Norepinephrine
Anti-Inflammatory Agents
Amino Acids
Liquids

Cite this

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title = "Enantioselective separation of racemates using CHIRALPAK IG amylose-based chiral stationary phase under normal standard, non-standard and reversed phase high performance liquid chromatography",
abstract = "We have previously reported on the solvent versatility of immobilized amylose and cellulose-based chiral stationary phases in enantioselective liquid chromatographic separation of racemates. The studies were mainly focusing on the tris substituted 3,5-dimethylphenylcarbamate polysaccharide-based chiral stationary phases namely CHIRALPAK IA{\circledR} [Amylose tris (3,5-dimethylphenylcarbamate)] or ADMPC and CHIRALPAK IB{\circledR} [Cellulose tris (3,5-dimethylphenylcarbamate)] or CDMPC. Here we focus on the application of the recently introduced amylose tris (3-chloro-5-methylphenylcarbamate) or ACMPC and brand name CHIRALPAK IG{\circledR} with a chlorine substituent replacing the methyl group in CHIRALPAK IA{\circledR}. This was investigated for the enantioslective separation of different classes of pharmaceuticals namely β- and α-blockers, anti-inflammatory and antifungal drugs, norepinephrine-dopamine reuptake inhibitor, catecholamines, sedative hypnotics, anti-histaminics, anticancer drugs, antiarrhythmic drugs, flavonoids, amino acids, alpha-2 adrenergic agonist, adrenaline and miscellaneous.A brief comparison between CHIRALPAK IG{\circledR} and CHIRALPAK IA{\circledR} under normal standard, non-standard and reversed mobile phase is demonstrated. The results revealed the versatility of the CHIRALPAK IG{\circledR} column, its compatibility with a wide ranges of solvent and operation modes and its ability to separate chiral compounds not separated with other amylose based chiral stationary phases.",
keywords = "CHIRALPAK IG, Enantioselective separation, HPLC, Nonstandard solvents, Reversed phase, Chromatography, Reverse-Phase, Pharmaceutical Preparations/chemistry, Stereoisomerism, Chromatography, High Pressure Liquid, Solvents/chemistry, Amylose/chemistry, Chemistry Techniques, Analytical/instrumentation",
author = "Ashraf Ghanem and Chexu Wang",
year = "2018",
month = "1",
day = "12",
doi = "10.1016/j.chroma.2017.11.049",
language = "English",
volume = "1532",
pages = "89--97",
journal = "Journal of Chromatography",
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TY - JOUR

T1 - Enantioselective separation of racemates using CHIRALPAK IG amylose-based chiral stationary phase under normal standard, non-standard and reversed phase high performance liquid chromatography

AU - Ghanem, Ashraf

AU - Wang, Chexu

PY - 2018/1/12

Y1 - 2018/1/12

N2 - We have previously reported on the solvent versatility of immobilized amylose and cellulose-based chiral stationary phases in enantioselective liquid chromatographic separation of racemates. The studies were mainly focusing on the tris substituted 3,5-dimethylphenylcarbamate polysaccharide-based chiral stationary phases namely CHIRALPAK IA® [Amylose tris (3,5-dimethylphenylcarbamate)] or ADMPC and CHIRALPAK IB® [Cellulose tris (3,5-dimethylphenylcarbamate)] or CDMPC. Here we focus on the application of the recently introduced amylose tris (3-chloro-5-methylphenylcarbamate) or ACMPC and brand name CHIRALPAK IG® with a chlorine substituent replacing the methyl group in CHIRALPAK IA®. This was investigated for the enantioslective separation of different classes of pharmaceuticals namely β- and α-blockers, anti-inflammatory and antifungal drugs, norepinephrine-dopamine reuptake inhibitor, catecholamines, sedative hypnotics, anti-histaminics, anticancer drugs, antiarrhythmic drugs, flavonoids, amino acids, alpha-2 adrenergic agonist, adrenaline and miscellaneous.A brief comparison between CHIRALPAK IG® and CHIRALPAK IA® under normal standard, non-standard and reversed mobile phase is demonstrated. The results revealed the versatility of the CHIRALPAK IG® column, its compatibility with a wide ranges of solvent and operation modes and its ability to separate chiral compounds not separated with other amylose based chiral stationary phases.

AB - We have previously reported on the solvent versatility of immobilized amylose and cellulose-based chiral stationary phases in enantioselective liquid chromatographic separation of racemates. The studies were mainly focusing on the tris substituted 3,5-dimethylphenylcarbamate polysaccharide-based chiral stationary phases namely CHIRALPAK IA® [Amylose tris (3,5-dimethylphenylcarbamate)] or ADMPC and CHIRALPAK IB® [Cellulose tris (3,5-dimethylphenylcarbamate)] or CDMPC. Here we focus on the application of the recently introduced amylose tris (3-chloro-5-methylphenylcarbamate) or ACMPC and brand name CHIRALPAK IG® with a chlorine substituent replacing the methyl group in CHIRALPAK IA®. This was investigated for the enantioslective separation of different classes of pharmaceuticals namely β- and α-blockers, anti-inflammatory and antifungal drugs, norepinephrine-dopamine reuptake inhibitor, catecholamines, sedative hypnotics, anti-histaminics, anticancer drugs, antiarrhythmic drugs, flavonoids, amino acids, alpha-2 adrenergic agonist, adrenaline and miscellaneous.A brief comparison between CHIRALPAK IG® and CHIRALPAK IA® under normal standard, non-standard and reversed mobile phase is demonstrated. The results revealed the versatility of the CHIRALPAK IG® column, its compatibility with a wide ranges of solvent and operation modes and its ability to separate chiral compounds not separated with other amylose based chiral stationary phases.

KW - CHIRALPAK IG

KW - Enantioselective separation

KW - HPLC

KW - Nonstandard solvents

KW - Reversed phase

KW - Chromatography, Reverse-Phase

KW - Pharmaceutical Preparations/chemistry

KW - Stereoisomerism

KW - Chromatography, High Pressure Liquid

KW - Solvents/chemistry

KW - Amylose/chemistry

KW - Chemistry Techniques, Analytical/instrumentation

UR - http://www.scopus.com/inward/record.url?scp=85035224284&partnerID=8YFLogxK

U2 - 10.1016/j.chroma.2017.11.049

DO - 10.1016/j.chroma.2017.11.049

M3 - Article

VL - 1532

SP - 89

EP - 97

JO - Journal of Chromatography

JF - Journal of Chromatography

SN - 0021-9673

ER -