Total Synthesis of Leupyrrin B-1: A Potent Inhibitor of Human Leukocyte Elastase

摘要

The total synthesis of leupyrrin B-1 was accomplished by an expedient strategy that involves an optimized HATU-mediated amide coupling protocol of elaborate substrates. The generally useful procedure was also successfully applied in an improved total synthesis of leupyrrin A(1). Finally, leupyrrins A(1) and B-1 were evaluated toward a panel of proteases, and human leukocyte elastase was discovered as a molecular target of the leupyrrins.