Bioorganic and Medicinal Chemistry Letters p. 4115 - 4119 (2006)
Update date:2022-08-04
Topics:
Valente, Claudia
Guedes, Rita C.
Moreira, Rui
Iley, Jim
Gut, Jiri
Rosenthal, Philip J.
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.
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