Development of Collaborative Multidisciplinary Experimental-Computational Approach for Design, Synthesis and Characterization of Novel Compounds with Potential Biological Activitie

本HBCU-RISE项目将重点合成抗肿瘤和抗生素天然产物11-脱氧瘘素-3和psammaplysin A，它们分别以螺异恶唑啉和螺-异恶唑啉为中心环核。本研究将采用不对称路易斯酸促进的1,3-偶极环加成反应和氧离子介导的环化反应作为构建上述天然产物的特色合成方法。杰克逊州立大学的合成有机和计算化学小组也将共同努力，了解水非手性和不对称路易斯酸促进反应的机理细节，以便通过设计更好的路易斯酸和不对称配体来提高分离产量和不对称诱导。这项提案将扩大非裔美国学生的参与，并增加非裔美国人在快速发展的分子建模领域的博士人数，该领域涉及计算化学、分子生物学、生物物理学、固态物理学、材料科学和分子图形学。

This HBCU-RISE project will focus on the synthesis of the anti neoplastic and antibiotic natural products, 11-deoxyfistularin-3 and psammaplysin A, which contain spiroisoxazoline and spiro-isoxazoline moieties, respectively, as the central ring core. The research will incorporate aqueous asymmetric Lewis acid promoted 1,3-dipolar cycloaddition reactions, and oxonium ion mediated cyclizations as the featured synthetic methodologies for the construction of the aforementioned natural products. Jackson State University's synthetic organic and computational chemistry groups will also work together to understand the mechanistic details of the aqueous achiral and asymmetric Lewis acid promoted reactions in order to increase isolated yields and asymmetric induction through designing better Lewis acids and asymmetric ligands. This proposal will broaden the participation of African-American students and increase number of the African-American Ph.D.s in the rapidly developing field of molecular modeling, which links computational chemistry, molecular biology, biophysics, solid state physics, materials science, and molecular graphics.