Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1377012 | Bioorganic & Medicinal Chemistry Letters | 2006 | 5 Pages |
Abstract
The synthesis of phosphonate derivatives of N-phenyl- and N-benzyl-γ- and δ-sultams, and their application in the Wittig-Horner reaction with N-Boc-l-phenylalanine aldehyde to afford E- and Z-isomers, are described. These compounds were further processed to provide five dipeptide vinyl sultams, which were found to be inactive against papain at concentrations up to 50 μM. In contrast, vinyl sultams demonstrated weak activity against recombinant falcipain-2 and Plasmodium falciparum W2.
Graphical abstractVinyl sultams were prepared via the Wittig–Horner reaction and revealed to be active against recombinant falcipain-2 and Plasmodium falciparum W2.Figure optionsDownload full-size imageDownload as PowerPoint slide
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Cláudia Valente, Rita C. Guedes, Rui Moreira, Jim Iley, Jiri Gut, Philip J. Rosenthal,