Development of Straightforward Synthetic Methods for Biologically Active Molecules Utilizing Intermolecular Interactions on Artificial Receptors

近四十年来，有机合成取得了突飞猛进的发展，但高亲水性络合分子的选择性反应却并非易事。因此，在此类分子的实际合成中，保护基团的使用对于实现合成转化是必不可少的。本研究项目的最终目的是利用人工受体上的分子间相互作用，开发新的直接合成生物活性分子的方法。带着这个目标，我们首先设计并合成了选择性识别这些生物分子的人工受体。接下来，我们试图获得人工受体的基本信息，以便将其应用于结合分子的有机转化。本课题的研究结果如下：1)合成了聚乙基吡啶，在非质子溶剂中，通过对糖衍生物的识别，聚合物的伪线性构象被引导成有序的螺旋和手性结构。2)利用紫外吸收、荧光发射、圆二色性等多种光谱方法对聚合物的手性螺旋进行了表征。3)通过功能化疏水性聚乙基吡啶的侧链合成了水溶性聚乙基吡啶，并对其高阶结构进行了表征。4)对结合糖的转化进行了研究，得到了它们的各种信息。

During the last four decades, organic synthesis has been progressing explosively, whereas selective reaction of complexed and highly hydrophilic molecules is not easy. Thus, in practical synthesis of such molecules, the use of protection groups is essential for achieving the synthetic transformations.The final aim of this research project is to develop novel straightforward synthetic methods for biologically active molecules utilizing intermolecular interactions on artificial receptors. With this goal in mind, we firstly designed and synthesized artificial receptors that selectively recognize such biomolecules. Next, we tried to obtain basic information of the artificial receptors for applying them to organic transformations of the bound molecules.The results obtained in this research project are as follows :1)We synthesized poly(ethynylpridine)s, in which the pseudelinear conformation of the polymer is guided to a well-ordered helical and chiral structure upon recognition of saccharide derivatives in aprotic solvents.2)We characterized the chiral helices of the polymer described above on the basis of various spectroscopic methods such as ultra-violet absorption, fluorescence emission, and circular dichroism.3)We also synthesized water-soluble poly(ethynylpyrdine)s by functionalizing side chains of the hydrophobic ones and characterized their higher-order structures.4)Transformation of the bound saccharides was studied, and we obtained various informations for them.