CAREER: Synthesis of Allelopathic Agents as Leads to New Agrochemicals

从向日葵、向日葵醇和相关的天然产物中分离出来的对旋性(与植物的化学相互作用有关的化合物)的全合成将基于仿生的苯酚-环氧化物环化策略进行合成。将对合成中间体和目标分子进行生物测试，以评估它们作为潜在除草剂的活性。该计划的教学部分将导致为专业开发一门新的药物化学课程，并将简单的研究项目引入本科有机化学实验课程。学生们必须通过在线文献搜索来自己设计实验的一部分，这样他们就会有一种更“研究”的体验。有了这个职业奖项，有机合成项目支持了西华盛顿大学化学系詹姆斯·R·维维扬教授的研究和教育活动。西华盛顿大学是一所以本科为主的大学。Vyvyan教授的研究方向是合成从向日葵中分离出来的化学物质，并评估它们抑制有害杂草生长的能力。该计划的教育部分将为有机化学实验室课程开发新的研究性实验室实验，并在讲座课程中强调农业和药物化学的相关性。

Total syntheses of alleopathic (compounds implicated in the chemical interaction of plants) natural products isolated from the sunflower, the heliannuols, and related natural products will be synthesized based on a biomimetic phenol-epoxide cyclization strategy. Bioassays on synthetic intermediates and target molecules will be carried out to evaluate their activity as potential herbicides. The teaching component of the plan will result in the development of a new medicinal chemistry course for majors and the introduction of simple research projects into the undergraduate organic chemistry lab course. The students must design portions of the experiments themselves by performing online literature searches thus giving them a more "research-like" experience.With this CAREER award, the Organic Synthesis Program is supporting the research and educational activities of Professor James R. Vyvyan of the Department of Chemistry at Western Washingtion University, a primarily undergraduate institution. Professor Vyvyan's research is directed towards the synthesis of chemicals isolated from the sunflower and the evaluation of their ability to inhibit the growth of troublesome weed species. The educational portion of the plan will develop new research-based laboratory experiments for the organic chemistry lab course and emphasize the relevancy of agricultural and medicinal chemistry in lecture courses.