title: Immobilized β-cyclodextrin-based silica vs polymer monoliths for chiral nano liquid chromatographic separation of racemates.
abstract: The enantioselectivity of immobilized β-cyclodextrin phenyl carbamate-based silica monolithic capillary columns was compared to our previously described polymer counterpart. 2,3,6-Tris(phenylcarbamoyl)-β-cyclodextrin-6-methacrylate was used as a functional monomer for the preparation of β-cyclodextrin (β-CD)-based silica and polymer monoliths. The silica monoliths were prepared via the sol-gel technique in fused silica capillary followed by modification of the bare silica monoliths with an anchor group prior to polymerization with β-CD methacrylate using either 2,2'-azobis(isobutyronitrile) or benzoylperoxide as radical initiators. On the other hand, 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. The prepared silica/polymer monoliths were investigated for the chiral separation of different classes of pharmaceuticals 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. Baseline separation was achieved for alprenolol, bufuralol, carbuterol, cizolertine, desmethylcizolertine, eticlopride, ifosfamide, 1-indanol, propranolol, tebuconazole, tertatolol and o-methoxymandelic acid under reversed phase conditions using mobile phase composed of methanol and water. The silica-based monoliths showed a comparative enantioselectivity to the polymer monoliths.
authors.affiliation: Chirality Program, Biomedical Science, University of Canberra, Canberra, ACT, Australia. Electronic address: ashraf.ghanem@canberra.edu.au.
authors.forename: Ashraf
authors.initials: A
authors.lastname: Ghanem
authors.affiliation: Chirality Program, Biomedical Science, University of Canberra, Canberra, ACT, Australia.
authors.forename: Marwa
authors.initials: M
authors.lastname: Ahmed
authors.affiliation: Department of Biomolecular Engineering, Graduate School of Science and Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto, Japan.
authors.forename: Hideaki
authors.initials: H
authors.lastname: Ishii
authors.affiliation: Department of Biomolecular Engineering, Graduate School of Science and Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto, Japan.
authors.forename: Tohru
authors.initials: T
authors.lastname: Ikegami
mesh_terms: D000893:Anti-Inflammatory Agents / Q000302:isolation & purification; D000935:Antifungal Agents / Q000302:isolation & purification; D000970:Antineoplastic Agents / Q000302:isolation & purification; D002853:Chromatography, Liquid / Q000295:instrumentation* / Q000379:methods; D008689:Methacrylates / Q000737:chemistry; D018377:Neurotransmitter Agents / Q000302:isolation & purification; D048448:Phenylcarbamates / Q000737:chemistry; D058105:Polymerization; D012822:Silicon Dioxide / Q000737:chemistry*; D012996:Solutions; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D008689:Methacrylates; D018377:Neurotransmitter Agents; D048448:Phenylcarbamates; D012996:Solutions; D047392:beta-Cyclodextrins; D012822:Silicon Dioxide; C031215:betadex
keywords: Chiral separation; Nano-LC; Polymer monolith; Reversed phase chromatography; Silica monolith; β-Cyclodextrin methacrylate