NSF Young Investigator: Methodology and Strategy in the Synthesis of Marine Alkaloids and Related Compounds

9457359霍恩哥伦比亚大学将在国家科学基金会青年研究人员奖下开发新的合成方法和战略，以构建具有重要生物活性的结构复杂的基于胍的海洋天然产品。这项研究将集中在2-氨基咪唑类化合物的化学上，其中关键目标是岩藻毒素和相关的弓形虫毒素生物碱。最近发现的2-氨基咪唑的2+4-环加成反应将被用来合成四氢嘌呤，这将允许一条短的合成路线来合成麻黄毒素和弓形虫毒素。来自有机动力学项目的这笔赠款支持哥伦比亚大学的大卫·A·霍恩教授的研究。将合成含有碱性氮原子(生物碱)的海洋天然化合物。部分拟合成的生物碱是在赤潮中发现的神经毒素。在这项研究过程中，预计将开发新的合成方法以及更短的路线来获得自然产生的生物碱。将合成的相关化合物具有潜在的有趣的药用特性。

9457359 Horne Columbia University New synthetic methodologies and strategies will be developed uner this NSF Young Investigator Award for the construction of structurally complex guanidine-based marine natural products possessing important biological activities. The research will focus on the chemistry of 2-aminoimidazoles, where key targets are saxitoxin and related gonyautoxin alkaloids. A recently discovered 2 + 4 -cycloaddition reaction of 2-aminoimidazoles will be employed to generate tetrahydropurines, which will allow a short synthetic route to saxitoxin and gonyautoxins. This grant from the Organic Dynamics Program supports the research of Professor David A. Horne at Columbia University. Marine naturally occurring compounds that contain basic nitrogen atoms (alkaloids) will be synthesized. Some of the alkaloids to be synthesized are neurotoxins which are found in red-tides. In the course of this research it is anticipated that new synthetic methods will be developed as well as shorter routes to the naturally occurring alkaloids. Related compounds that will be synthesized have potentially interesting medicinal properties.