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Enantioselectively controlled release of chiral drug (metoprolol) using chiral mesoporous silica materials

机译:使用手性介孔二氧化硅材料对映选择性控制手性药物(美托洛尔)的释放

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摘要

Chiral porous materials have attracted burgeoning attention on account of their potential applications in many areas, such as enantioseparation, chiral catalysis, chemical sensors and drug delivery. In this report, chiral mesoporous silica (CMS) materials with various pore sizes and structures were prepared using conventional achiral templates (other than chiral surfactant) and a chiral cobalt complex as co-template. The synthesized CMS materials were characterized by x-ray diffraction, nitrogen physisorption, scanning electron microscope and transmission electron microscope. These CMS materials, as carriers, were demonstrated to be able to control the enantioselective release of a representative chiral drug (metoprolol). The release kinetics, as modeled by the power law equation, suggested that the release profiles of metoprolol were remarkably dependent on the pore diameter and pore structure of CMS materials. More importantly, R- and S-enantiomers of metoprolol exhibited different release kinetics on CMS compared to the corresponding achiral mesoporous silica (ACMS), attributable to the existence of local chirality on the pore wall surface of CMS materials. The chirality of CMS materials on a molecular level was further substantiated by vibrational circular dichroism measurements.
机译:由于手性多孔材料在许多领域的潜在应用,例如对映体分离,手性催化,化学传感器和药物递送,因此引起了人们的广泛关注。在本报告中,使用常规的非手性模板(手性表面活性剂除外)和手性钴配合物作为共模板,制备了具有各种孔径和结构的手性介孔二氧化硅(CMS)材料。通过X射线衍射,氮物理吸附,扫描电子显微镜和透射电子显微镜对合成的CMS材料进行了表征。这些作为载体的CMS材料被证明能够控制代表性手性药物(美托洛尔)的对映选择性释放。用幂律方程建模的释放动力学表明,美托洛尔的释放曲线显着取决于CMS材料的孔径和孔结构。更重要的是,与相应的非手性中孔二氧化硅(ACMS)相比,美托洛尔的R-和S-对映异构体在CMS上表现出不同的释放动力学,这归因于CMS材料的孔壁表面上存在局部手性。 CMS物质在分子水平上的手性可通过振动圆二色性测量得到进一步证实。

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