Current drug discovery efforts involve the biological screening of large compound libraries composed of structurally simple organic molecules. Although these efforts have led to the advancement of many new and effective clinical agents, we continue to face significant hurdles in the treatment of disease. The lack of chemical diversity within screening libraries (i.e., compounds lacking stereocenters, or high sp<sup>3 </sup>character) is a major limitation in the types of biological targets that can be drugged. To address this concern, our group is currently developing an array of chemoselective and indole-based synthetic methodologies that enable rapid and dramatic alterations of the complex molecular architectures of available indole alkaloids, including yohimbine and vincamine. The goal of this work is to re-engineer the biological activities of indole alkaloids to discover new activities with compounds bearing unique scaffolds. This presentation will detail our synthetic strategy and results. In addition, a brief overview of new biologically active compounds that have been identified from this unique synthetic library will be highlighted.

Harnessing the indole heterocycle to rapidly access complex and diverse compounds from indole alkaloids

2019 Fall National Meeting

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