Investigations of Macrocyles of Plant Origin

植物来源大环化合物的研究

• 批准号: 9901449
• 负责人: Madeleine Joullie
• 金额: --
• 依托单位: University of Pennsylvania
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 1999
• 资助国家: 美国
• 起止时间: 1999-08-15 至 2002-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9901449&HistoricalAwards=false
• 关键词: Investigations; Macrocyles; Plant; Origin

This research project is aimed at developing strategies for the synthesis of macrocycles of plant origin and alkaloids having unusual features requiring the development of new methodologies. An area of special concern is the development of new synthetic applications of amino acids; other areas of interest include new aryl-aryl ether syntheses and macrocyclization methodologies. These chemistries are being pursued in the context of total synthetic efforts directed toward the macrocyclic peptides hymenocardine and astins C and D. Further studies will involve the synthesis of fluorinated prolines, a carbocyclic analog of astin C, and a cis-amide bond mimic.With this Award, the Organic and Macromolecular Chemistry Program supports the research of Professor Madeleine M. Joullie of the University of Pennsylvania. Professor Joullie is studying the chemistry of several molecules that are akin to small, cyclic proteins. These naturally occuring substances originate in the plant kingdom although they are often produced in very small amounts, and their preparation in the laboratory is quite challenging. In addition to the scientific curiosity involved in learning how to build such molecules, they are important for their pharmaceutical applications. For example, the vancomycin family of antibiotics is included in this category, while others demonstrate antitumor activity. A thoroughgoing study of ways to make these molecules in the laboratory will make possible an evaluation of their biological activity.

该研究项目旨在开发植物来源的大环化合物和具有不寻常特征的生物碱的合成策略，需要开发新的方法。 特别关注的一个领域是氨基酸的新合成应用的开发;其他感兴趣的领域包括新的芳基-芳基醚合成和大环化方法。 这些化学反应是在大环肽hymenocardine和astins C和D的全合成努力中进行的。 进一步的研究将涉及合成氟化脯氨酸，一种astin C的碳环类似物，以及一种顺式酰胺键模拟物。宾夕法尼亚大学的朱利。 Joullie教授正在研究几种类似于小环状蛋白质的分子的化学性质。 这些天然存在的物质起源于植物界，尽管它们通常以非常小的量产生，并且它们在实验室中的制备是相当具有挑战性的。 除了科学好奇心参与学习如何建立这样的分子，他们是重要的，他们的制药应用。 例如，万古霉素家族的抗生素包括在这一类别中，而其他抗生素则表现出抗肿瘤活性。 对在实验室中制造这些分子的方法进行彻底的研究将有可能评估它们的生物活性。