SYNTHESIS OF BIOLOGICALLY ACTIVE CYCLOPENTENONES

具有生物活性的环戊烯酮的合成

• 批准号: 3273785
• 负责人: NEIL E SCHORE
• 金额: $ 6.81万
• 依托单位: UNIVERSITY OF CALIFORNIA AT DAVIS
• 依托单位国家: 美国
• 财政年份: 1979
• 资助国家: 美国
• 起止时间: 1979-04-01 至 1986-06-30
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/3273785
• 关键词: alkanes; alkenes; alkynes; antibiotics; antihypertensive agents; antiviral agents; carbon monoxide; carbonyl compound; cytotoxicity; drug design /synthesis /production; drug screening /evaluation; prostaglandin analogs

This proposal describes a new project to be undertaken involving research into the synthesis of biologically active molecules containing the cyclopentenone ring system. The key feature of this program lies in the development of a known but relatively unexploited organometallic cyclization reaction utilizing cobalt octacarbonyl to promote the co-oligomerization of carbon monoxide, acetylenes, and alkenes. One approach will involve study of cyclization reactivity of alkenes with strain introduced as a temporary structural feature (e.g., via a functionalized bridge), whereas other routes will utilize either intramolecularity or variations in electron density to promote useful reactivity. The products thus obtained are designed to be of value in the ultimate preparation of prostaglandins, antibiotics, antivirals, and cytotoxic agents of diverse structure based on the cyclopentenone unit. The proposed syntheses are structured for maximum efficiency using the most readily available, inexpensive starting materials, so as to represent potentially significant improvements over currently available methods in many cases.

该建议描述了一个新项目，涉及研究 含有环戊酮的生物活性分子的合成 环系统。该程序的关键特征在于开发已知的 但是利用钴的相对未开发的有机金属环化反应 八核促进一氧化碳，乙酰烯烯，乙酰烯的共聚物 和烯烃。一种方法将涉及研究的环反应性 带有应变的烯烃作为临时结构特征（例如，通过 功能化的桥），而其他路线将使用 分子内或电子密度变化以促进有用 反应性。因此获得的产品旨在在 前列腺素，抗生素，抗病毒药和细胞毒性的最终制备 基于环戊酮单位的不同结构的试剂。 提议 合成的结构是最大程度地使用的最大效率 可用，便宜的起始材料，以代表潜在的 在许多情况下，对当前可用方法的重大改进。