CAREER: Synthesis of Zoanthamine Alkaloids by Cascade Reactions

职业：通过级联反应合成佐安他明生物碱

• 批准号: 1150606
• 负责人: Jiong Yang
• 金额: $ 47.5万
• 依托单位: Texas A&M University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2012
• 资助国家: 美国
• 起止时间: 2012-09-01 至 2014-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=1150606&HistoricalAwards=false
• 关键词: CAREER; Synthesis; Zoanthamine; Alkaloids; Cascade

With this CAREER Award, the Chemical Synthesis program is supporting the research of Professor Jiong Yang of Texas A&M University. Professor Yang will develop efficient synthetic approaches to zoanthamines, a family of complex polycyclic marine alkaloids possessing biological properties that are valuable for therapeutic applications. First, a transannular Michael reaction cascade will be systematically explored to elucidate its scope and stereochemical outcome for synthesis of polycyclic molecular structures. Second, the total synthesis of norzoanthamine, an anti-osteoporotic member of natural products of the zoanthamine family, will be completed. The transannular Michael reaction cascade will be employed to synthesize its stereochemically complex and highly functionalized ABC ring system. Other cascade reactions will also be developed for efficient assembly of the complex polycyclic molecular skeleton of zoanthamines. For the final objective, a synthetic route to 28-deoxyzoanthenamine will be developed based on a proposed biosynthetic scheme.Professor Yang will also initiate educational projects that interweave research and teaching. The first project involves an outreach program targeting local high school science educators by providing opportunities for professional development through discovery-based research in his laboratory. The second initiative involves outreach to K-12 students through a Chemistry Laboratory Open House program to share the excitement of scientific research/discoveries and encourage these students to consider exploring STEM fields.

通过此职业奖，化学综合计划正在支持德克萨斯农工大学的Jiong Yang教授的研究。 杨教授将开发有效的合成方法，为Zoanthamine（一个复杂的多环海洋生物碱家族），具有对治疗应用有价值的生物学特性。首先，将系统地探索跨跨性迈克尔反应级联反应级联，以阐明其范围和立体化学结果以合成多环状分子结构。其次，将完成Zoanthamine家族天然产物的抗抑制性成员Norzoanthamine的总合成。透射迈克尔反应级联反应将用于合成其立体化学复杂且功能高度功能化的ABC环系统。还将开发其他级联反应，以有效地组装Zoanthamine的复杂多环分子骨架。为了获得最终目标，将根据提议的生物合成计划开发通往28-二氧化氮的综合途径。Yang专家还将启动与研究和教学交织的教育项目。 第一个项目涉及针对当地高中科学教育工作者的推出计划，通过通过其实验室中的基于发现的研究为专业发展提供机会。第二项倡议涉及通过化学实验室开放日计划向K-12学生推广，以分享科学研究/发现的兴奋，并鼓励这些学生考虑探索STEM领域。