Total Synthesis of Leupyrrin B1: A Potent Inhibitor of Human Leukocyte Elastase
| Autor: | Michael Gütschow, Dirk Menche, Daniel Herkommer, Anna-Christina Schulz-Fincke, Sebastian Thiede, Paul R. Wosniok |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Proteases
Dose-Response Relationship Drug Molecular Structure 010405 organic chemistry Chemistry Organic Chemistry Total synthesis 010402 general chemistry 01 natural sciences Biochemistry Leupyrrin B1 0104 chemical sciences Human Leukocyte Elastase Structure-Activity Relationship chemistry.chemical_compound 4-Butyrolactone Amide Molecular targets Humans Structure–activity relationship Enzyme Inhibitors Physical and Theoretical Chemistry Leukocyte Elastase |
| Zdroj: | Organic Letters. 18:3964-3967 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.6b01724 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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