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Org Lett. 2016 Aug 19;18(16):3964-7. doi: 10.1021/acs.orglett.6b01724. Epub 2016 Aug 3.

Total Synthesis of Leupyrrin B1: A Potent Inhibitor of Human Leukocyte Elastase.

Author information

1
Kekulé-Institut für Organische Chemie und Biochemie and ‡Pharmazeutisches Institut, Universität Bonn , D-53121 Bonn, Germany.

Abstract

The total synthesis of leupyrrin B1 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 A1. Finally, leupyrrins A1 and B1 were evaluated toward a panel of proteases, and human leukocyte elastase was discovered as a molecular target of the leupyrrins.

PMID:
27486674
DOI:
10.1021/acs.orglett.6b01724
[Indexed for MEDLINE]

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