Uniform-sized molecularly imprinted polymer material for (S)-propranolol.
A uniform-sized molecularly imprinted polymer for (S)-propranolol has been prepared by a multi-step swelling and thermal polymerization method using methacrylic acid (MAA) and ethylene glycol dimethacrylate (EDMA) as a host functional monomer and cross-linker, respectively. The obtained (S)-propranolol imprinted MAA-EDMA materials were evaluated using aqueous-rich eluents by HPLC. The (S)-propranolol imprinted MAA-EDMA materials had specific recognition for (S)-propranolol and moderate recognition for some structurally related beta-adrenergic antagonists (especially, pindolol and alprenolol), but had no recognition for other basic compounds, and neutral and acidic compounds. Enantioseparations of propranolol and some structurally related beta-adrenergic antagonists were attained with the imprinted MAA-EDMA materials. Hydrophobic interaction of the naphthyloxy and isopropyl groups of propranolol, and ionic interaction of the isopropylamino group of propranolol with the (S)-propranolol imprinted MAA-EDMA materials could play an important role in enantioselective recognition of propranolol.
Haginaka
J
J
Faculty of Pharmaceutical Sciences, Mukogawa Women's University, Nishinomiya, Hyogo, Japan. haginaka@mwu.mukogawa-u.ac.jp
Sakai
Y
Y
D000097:Acetonitriles; D000319:Adrenergic beta-Antagonists / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D006863:Hydrogen-Ion Concentration; D008689:Methacrylates; D011108:Polymers; D011433:Propranolol / Q000737:chemistry*; D013237:Stereoisomerism
D000097:Acetonitriles; D000319:Adrenergic beta-Antagonists; D008689:Methacrylates; D011108:Polymers; C008384:methacrylic acid; C004919:ethylene dimethacrylate; D011433:Propranolol