The Catalytic, Asymmetric Interrupted Feist-Benary Reaction

催化、不对称间断 Feist-Benary 反应

基本信息

批准号：
7127748
负责人：
Michael Arthur Calter
金额：
$ 24.2万
依托单位：
WESLEYAN UNIVERSITY
依托单位国家：
美国
项目类别：
财政年份：
2006
资助国家：
美国
起止时间：
2006-08-01 至 2010-07-31
项目状态：
已结题

来源：
https://reporter.nih.gov/project-details/7127748
关键词：
alkaloids antibacterial agents antifungal agents antiviral agents benzofurans catalyst chemical reaction chemical structure chemical substitution chemical synthesis drug discovery /isolation drug screening /evaluation method development stereoisomer technology /technique development

项目摘要

DESCRIPTION (provided by applicant): Project Summary: Most of the drugs used to treat the diseases plaguing mankind are made, or synthesized, by humans, rather than being isolated from natural source. Therefore, it is very important to keep developing new reactions for synthesizing "drug-like" molecules, likely to have beneficial activity. This proposal describes an investigation of one particular reaction, the "interrupted" Feist-Benary (IFB) reaction. This reaction generates a specific molecular structure present in a number of molecules that have the potential to treat such conditions as fungal, bacterial and viral infections, along with some forms of cancer. Furthermore, the IFB reaction controls the chirality of this molecular structure. Chirality is a property associated with the three-dimensional shape of a molecule and is fundamental in determining how a molecule interacts with a biological system. It is also particularly difficult to control the chirality of a product, but the IFB reaction very effectively does this for the creation of the drug-like molecular structure. The proposal describes plans for understanding how the IFB reaction controls the chirality of the product, for testing how wide a variety of products the reaction can produce, and for using the reaction in the synthesis of three families of biologically active, potentially clinically active molecules. Relevance: This proposal describes the synthesis of several families of potential antifungal, antibiotic, antiviral, and anticancer agents. It is essential to develop new agents with all these activities, as fungi, bacteria and viruses are all developing resistance to existing drugs, and the existing anticancer agents have limited activity and potent side-effects.

描述（申请人提供）：项目摘要：大多数用于治疗困扰人类疾病的药物是由人类制造的，或者是由人类制造的，而不是与自然来源隔离。因此，继续开发新的反应以合成“药物样”分子，可能具有有益的活性。该提案描述了对一种特定反应的研究，即“中断” Feist-benary（IFB）反应。该反应产生了许多分子中存在的特定分子结构，这些分子具有治疗真菌，细菌和病毒感染以及某些形式的癌症等疾病的潜力。此外，IFB反应控制着该分子结构的手性。手性是与分子的三维形状相关的特性，对于确定分子如何与生物系统相互作用至关重要。控制产品的手性也特别困难，但是IFB反应非常有效地是为了创建类似药物样的分子结构。该提案描述了了解IFB反应如何控制产品手性的计划，以测试反应可以产生的各种产品，并在合成三个生物活性，潜在临床活性分子的三个家族中使用反应。相关性：该提案描述了几个潜在抗真菌，抗生素，抗病毒和抗癌剂的家族的综合。必须开发所有这些活动的新代理，因为真菌，细菌和病毒都在对现有药物产生抗性，并且现有的抗癌药物的活性有限和有效的副作用。