Retentivity and enantioselectivity of uniformly-sized molecularly imprinted polymers for (S)-nilvadipine in aqueous and non-aqueous mobile phases.
Uniformly-sized molecularly imprinted polymers (MIPs) for (S)-nilvadipine have been prepared by a multi-step swelling and polymerization method using methacrylic acid or 4-vinylpyridine (4-VPY) as a functional monomer, ethylene glycol dimethacrylate (EDMA) as a cross-linker, and toluene, chloroform, cyclohexanol or phenylacetonitrile as a porogen. The chiral recognition abilities of the MIPs for nilvadipine were evaluated using aqueous and non-aqueous mobile phases. Among the MIPs, the (S)-nilvadipine-imprinted 4-VPY-co-EDMA polymers prepared using toluene as a porogen showed the highest recognition ability for nilvadipine in both aqueous and non-aqueous mobile phases. In addition to molecular shape recognition, hydrogen-bonding interactions of the NH proton of nilvadipine with a pyridyl group of the (S)-nilvadipine-imprinted 4-VPY-co-EDMA polymers could play an important role in the retention and chiral recognition of nilvadipine in aqueous and non-aqueous mobile phases. Furthermore, the MIP for (S)-nilvadipine gave the highest molecular recognition ability when a porogenic solvent during polymerization was used as the mobile phase modifier.
Sambe
Haruyo
H
Laboratory of Intellectual Fundamentals for Environmental Studies, National Institute for Environmental Studies, 16-2, Onogawa, Tukuba, Ibaraki 305-8506, Japan.
Hoshina
Kaori
K
Haginaka
Jun
J
D002851:Chromatography, High Pressure Liquid; D003432:Cross-Linking Reagents; D006863:Hydrogen-Ion Concentration; D008689:Methacrylates; D009543:Nifedipine / Q000031:analogs & derivatives* / Q000032:analysis / Q000302:isolation & purification; D011108:Polymers / Q000737:chemistry; D011725:Pyridines; D012996:Solutions; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D003432:Cross-Linking Reagents; D008689:Methacrylates; D011108:Polymers; D011725:Pyridines; D012996:Solutions; C035100:nilvadipine; C004919:ethylene dimethacrylate; C029351:4-vinylpyridine; D009543:Nifedipine