Sambe Haruyo, Hoshina Kaori, Haginaka Jun
Laboratory of Intellectual Fundamentals for Environmental Studies, National Institute for Environmental Studies, 16-2, Onogawa, Tukuba, Ibaraki 305-8506, Japan.
Anal Sci. 2005 Apr;21(4):391-5. doi: 10.2116/analsci.21.391.
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.
已通过多步溶胀聚合方法，以甲基丙烯酸或4-乙烯基吡啶（4-VPY）作为功能单体、乙二醇二甲基丙烯酸酯（EDMA）作为交联剂、甲苯、氯仿、环己醇或苯乙腈作为致孔剂，制备了用于（S）-尼伐地平的尺寸均匀的分子印迹聚合物（MIP）。使用水性和非水性流动相评估了MIP对尼伐地平的手性识别能力。在这些MIP中，以甲苯作为致孔剂制备的（S）-尼伐地平印迹4-VPY-co-EDMA聚合物在水性和非水性流动相中对尼伐地平均表现出最高的识别能力。除了分子形状识别外，尼伐地平的NH质子与（S）-尼伐地平印迹4-VPY-co-EDMA聚合物的吡啶基之间的氢键相互作用，在水性和非水性流动相中对尼伐地平的保留和手性识别中可能起重要作用。此外，当聚合过程中的致孔溶剂用作流动相改性剂时，（S）-尼伐地平的MIP具有最高的分子识别能力。
