Preparation of Box-shaped Cyclophane Compounds Recognizing Endocrine Disruptors and their Immobilization

识别内分泌干扰物的盒状环芳化合物的制备及其固定化

基本信息

批准号：
11650900
负责人：
TSUGE Akihiko
金额：
$ 2.05万
依托单位：
Kyushu Institute of Technology
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
1999
资助国家：
日本
起止时间：
1999 至 2000
项目状态：
已结题

项目摘要

Complexation of macrocyclic cyclophane compounds with guest molecules in water has always attracted a major interest since it can mimic the molecular recognition which is a basic process in biological systems. Although modified cyclodextrins have been extensively investigated in terms of inclusion, recognition, and catalysis in aqueous media, versatility of their structure is limited. On the contrary water-soluble calixarenes and cyclophanes have a great advantage of molecular design. On the other hand it has been reported that the chemical compounds known as endocrine disrupters could have an unexpected influence on human beings. Thus, novel cyclophans consisting of fluorene, naphthalene, anthracene or pyrene component which could exhibit a binding ability against some kinds of endocrine disrupters have been proposed. We have shown the facile synthetic methods of such macrocyclic cyclophanes containing fluorene, naphthalene, anthracene or pyrene component. In order to recognize the en … More docrine disrupters weak intermolecular interactions such as CH-π interaction, π-π interaction, hydrogen bondings and so on could be very important. We have clarified the conformational properties of these cyclophanes, indicating that the ring inversion is highly dependent on their molecular structures, especially the inner substituents and the length of the bridging part. Hydrogen bondings also play a decisive role on the conformation. Some cyclophanes exhibit a very interesting properties by switching an intramolecular hydrogen bonding to an intermolecular one. During this process crystal structure changes. In the cyclophanes having the fluorene component fluorescence energy transfer is observed, depending the rigidity of the molecule and the orientation of two aromatic components. The cyclophanes consisting of anthracene or pyrene unit exhibit a unique CH-π interaction between the amino group and the aromatic unit, which has an influence on the conformation. Now we are developing the desired system using the knowledge of weak interactions obtained here. Less

大环环烷化合物与水中的客人分子的络合始终引起了主要兴趣，因为它可以模仿分子识别，这是生物系统中的基本过程。尽管经过修饰的环糊精在水性培养基中的包含，识别和催化剂方面已得到了广泛的研究，但其结构的多功能性受到限制。在对比鲜明的水溶性钙钙棒棒棒糖和环媒体上，具有分子设计的很大优势。另一方面，据报道，称为内分泌dis分泌的化合物可能会对人类产生意想不到的影响。已经提出了由氟，萘，蒽或吡啶成分组成的新型环流，它们可能存在与某些内分泌diss剂的结合能力。我们已经展示了这种含有氟，萘，蒽或吡啶成分的大环环烷的简便合成方法。为了识别EN…更多的docrine消除弱分子间相互作用，例如CH-π相互作用，π-π相互作用，氢键等可能非常重要。我们已经阐明了这些环媒体的构象性能，表明环反转高度依赖于它们的分子结构，尤其是内部的子函数和桥接部分的长度。氢键在构象中也起决定性的作用。一些环泳通过将分子内氢键切换到分子间的氢而表现出非常有趣的特性。在此过程中，晶体结构发生了变化。在具有荧光组分荧光能量转移的环媒体中，取决于分子的刚度和两个芳族成分的方向。由蒽或吡啶单元组成的环媒体在氨基组和芳族单位之间表现出独特的CH-π相互作用，这对构象有影响。现在，我们使用此处获得的弱相互作用的知识来开发所需的系统。较少的