I.Iodonium Chemistry. II. Abiological Self-Assembly

I.碘化学。

• 批准号: 6789921
• 负责人: Peter J Stang
• 金额: $ 30万
• 依托单位: UNIVERSITY OF UTAH
• 依托单位国家: 美国
• 财政年份: 1998
• 资助国家: 美国
• 起止时间: 1998-01-01 至 2006-07-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6789921
• 关键词: alkynes; antiinfective agents; antineoplastics; chemical addition; chemical synthesis; drug screening /evaluation; esters; halogenation; hydrogen bond; iodine; molecular assembly /self assembly; stereochemistry

DESCRIPTION (provided by applicant): The long term objective of this research is to develop efficient methods for the preparation of complex molecules, and develop highly versatile and efficient synthesis tools so that any desired molecule may be prepared in a practical manner. Two different approaches will be investigated: (1) iodonium compounds will be developed as new, efficient, general electrophilic cross-coupling partners; (2) coordination directed self-assembly will be explored to prepare large (nanoscale), complex abiological molecules with well defined shapes and size. Specifically, organic chemists will have new reagents for the formation of a variety of structurally demanding C-C bonds and all chemists will have conceptually new strategies for the formation (via noncovalent synthesis) of large, complex molecules via self-assembly. Abiological self-assembly strategies will provide not only valuable insights into nature's own poorly understood self-assembly phenomen, of importance in all living organisms, but will also find many useful applications in molecular recognition, selective substrate transformations, sensing, signal transduction and many other, yet unforeseen, biomedical uses. In the long term, the ready availability of new synthesis methodologies that we are developing will facilitate the production and discovery of improved and new agents for the diagnosis and treatment of medical disorders.Specific aims for the project are: 1. Systematically investigating the use of aryl-, vinyl- and alkynyliodonium triflates in cross coupling reactions. 2. Examining the use of perfluoroalkyl and perfluoroaryl iodonium salts in cross coupling reactions. 3. Examine the simultaneous use of coordination and hydrogen bonding in the spontaneous self-assembly of unique 2D and 3D ensembles. 4. Developing new, water soluble, coordination based, self-assembly strategies.5. Preparing and characterizing new, unusual 3D molecular species via coordination. 6. Investigating molecular recognition phenomena and host-guest interactions of the above ensembles, including the possible encapsulation of biological molecules. 7. Study the process or mechanism of coordination driven self assembly. 8. Further examining the antimicrobial properties and biological activity of iodonium species. 9. Screening for biological activity, with emphasis on antitumor and anti-HIV activity, all new, stable self-assembled species. The proposed studies are based upon recent, new discoveries in our laboratories on polyvalent chemistry and a novel coordination based self-assembly paradigm.Moreover, the proposed systems have considerable potential as scaffolds for the creation of biomolecular receptors.

描述（由申请人提供）：这项研究的长期目标是开发有效的方法来制备复杂分子，并开发高度和高效的合成工具，以便可以以实用的方式制备任何所需的分子。将研究两种不同的方法：（1）将开发碘化合物作为新的，有效的，一般的亲电交叉偶联伙伴； （2）将探索定向自组装的协调，以制备具有明确定义形状和大小的大型（纳米级），复杂的生物学分子。具体而言，有机化学家将有新的试剂来形成各种结构要求的C-C键，所有化学家将通过概念上具有新的策略（通过非共价合成）通过自组装来形成（通过非共价合成）。无生物学的自组装策略不仅将提供对自然知识不理的自我组装现象，在所有生物体中的重要性的宝贵见解，而且还将在分子识别，选择性底物转换，感应，信号转导以及许多其他又有许多且不构成生物医学的使用中找到许多有用的应用。从长远来看，我们正在开发的新合成方法的现成可用性将有助于生产和发现改进和新的药物以诊断和治疗医学障碍。该项目的特定目的是：1。系统地研究芳基 - 乙烯基 - 乙烯基 - 乙烯二烯丙基和酸性三生叶三叶酸盐的使用。 2。检查在交叉耦合反应中使用全氟烷基和全氟亚碘盐。 3。检查在独特的2D和3D合奏的自发自组装中同时使用协调和氢键。 4.开发新的，水溶性，基于协调的，自组装策略5。通过协调制备和表征新的，不寻常的3D分子物种。 6。研究上述合奏的分子识别现象和宿主 - 阵阵相互作用，包括可能的生物分子封装。 7。研究协调驱动的自组装的过程或机制。 8。进一步研究碘属物种的抗菌特性和生物学活性。 9。筛查生物学活性，重点是抗肿瘤和抗HIV活性，所有新的，稳定的自组装物种。拟议的研究是基于我们关于多价化学的实验室中的最新发现和新型基于协调的自组装范式。Moreforemore，该系统具有巨大的潜力，作为脚手架的产生生物分子受体的潜力。