Photoelectrocyclizations to Anti-Inflammatory Natural Products

光电环化抗炎天然产物

• 批准号: 2154353
• 负责人: Andrew Roberts
• 金额: $ 22.1万
• 依托单位: University of Utah
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 2022
• 资助国家: 美国
• 起止时间: 2022-08-01 至 2024-07-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=2154353&HistoricalAwards=false
• 关键词: Photoelectrocyclizations; Anti; Inflammatory; Natural; Products

With the support of the Chemical Synthesis (SYN) program in the Division of Chemistry, this University of Utah team (Dr. Andrew Roberts serves as substitute-PI for Jon Rainier) will study the generation and structural elaboration of small molecule anti-inflammatory agents. The means with which the Rainier team intends to generate the anti-inflammatories will involve electrocyclization reactions. Toward these goals, Rainier and his coworkers will work to develop, optimize, and utilize chemistry that promises to convert readily available precursors into relatively complex molecular systems using environmentally sustainable reagents, namely light. In addition to the science being developed, this award also promises to help to develop the next generation of scientists who will, following their graduation, go on to careers in industry and academia helping to develop new chemistry and important medicines, materials, agricultural products, and chemicals.The photoelectrocyclization studies outlined in this award provide for a creative route into the scaffolds of important anti-inflammatory agents. The core model systems to be explored are bis- and mono-arylcyclobutenones from cross-coupling reactions, converting these into relatively complex polycyclic systems. The Rainier group intends to examine the effect of substrate, substitution, reaction conditions, and additives on the electrocyclization reactions of bis-aryl alkenes. These efforts will be focused on studying the efficiency of each reaction and the dependency of the observed stereochemical outcomes on each of the variables. More fundamentally, these studies are expected to provide an enhanced understanding of excited state reactivity and will test the ability to trap and manipulate reactive intermediates generated through such photoelectrocyclization reaction manifolds.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.

在化学系化学合成（SYN）项目的支持下，这个犹他州大学的团队（Andrew Roberts博士担任Jon Rainier的替代PI）将研究小分子抗炎剂的生成和结构阐述。雷尼尔团队打算用电环化反应来产生抗炎剂。为了实现这些目标，雷尼尔和他的同事将努力开发、优化和利用化学方法，这些化学方法有望使用环境可持续的试剂（即光）将现成的前体转化为相对复杂的分子系统。除了正在发展的科学，该奖项还承诺帮助培养下一代科学家，他们毕业后将继续在工业和学术界工作，帮助开发新的化学和重要的药物，材料，农产品和化学品。该奖项概述的光电环化研究为重要抗炎剂的支架提供了一条创造性的路线。待探索的核心模型系统是来自交叉偶联反应的双-和单-芳基环丁烯酮，将其转化为相对复杂的多环系统。 Rainier小组打算研究底物、取代基、反应条件和添加剂对双芳基烯烃电环化反应的影响。这些努力将集中在研究每个反应的效率和观察到的立体化学结果对每个变量的依赖性。 更重要的是，这些研究有望提供激发态反应性的增强理解，并将测试捕获和操纵通过这种光电环化反应manifolds.This奖项产生的活性中间体的能力反映了NSF的法定使命，并已被认为是值得通过使用基金会的智力价值和更广泛的影响审查标准进行评估的支持。