Investigations of Macrocycles of Plant Origin

本研究的重点是开发制备大环化合物的合成路线。 将追求形成[9]和[10]对环芳的方法以及大环化和大环内酰胺化的方法。 对于大环内酰胺化，将使用氨基与硫酯在银盐存在下的反应，并将研究利用叠氮化物作为潜在功能性的方法。 将进行处女膜Cardine、pondaplin和罗克福汀C的全合成，以突出战略方法。通过这一更新奖项，有机和大分子化学项目正在支持Madeleine M.博士的研究。宾夕法尼亚大学化学系的Joullie说。 Joullie教授将专注于开发天然产物的不寻常类别的合成策略，包括植物来源的大环化合物和表现出不寻常结构特征的生物碱。 从植物或其他天然来源获得的这些化合物的低收率使得开发实用的合成方法变得重要。 靶分子的生物学性质是制药工业感兴趣的。 该研究还为培养研究生和博士后学生提供了一个很好的环境。

The focus of this research is the development of synthetic routes for the preparation of macrocycles. Methods to form [9] and [10]paracyclophanes and approaches to macrocyclization and macrolactamization will be pursued. For macrolactamization, the reaction of amino groups with thioesters in the presence of silver salts will be used and an approach utilizing an azide as latent funcionality will be investigated. The total syntheses of hymenocardine, pondaplin and roquefortine C will be carried out to highlight the strategic approach.With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Madeleine M. Joullie of the Department of Chemistry at the University of Pennsylvania. Professor Joullie will focus her work on developing strategies for the synthesis of unusual classes of natural products including macrocycles of plant origin and alkaloids exhibiting unusual structural features. The low yields of these compounds obtained from plants or other natural sources make the development of practical synthetic methods important. The biological properties of the target molecules are of interest to the pharmaceutical industry. The research also provides an excellent setting for the training of graduate and post-doctoral students.