The Open UniversitySkip to content
 

Dipeptide vinyl sultams: Synthesis via the Wittig–Horner reaction and activity against papain, falcipain-2 and Plasmodium falciparum

Valente, Claudia; Guedes, Rita C.; Moreira, Rui; Iley, Jim; Gut, Jiri and Rosenthal, Philip J. (2006). Dipeptide vinyl sultams: Synthesis via the Wittig–Horner reaction and activity against papain, falcipain-2 and Plasmodium falciparum. Bioorganic and Medicinal Chemistry Letters, 16(15) pp. 4115–4119.

DOI (Digital Object Identifier) Link: http://dx.doi.org/10.1016/j.bmcl.2006.04.079
Google Scholar: Look up in Google Scholar

Abstract

The synthesis of phosphonate derivatives of N-phenyl- and N-benzyl-gamma- and delta-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 microM. In contrast, vinyl sultams demonstrated weak activity against recombinant falcipain-2 and Plasmodium falciparum W2.

Item Type: Journal Article
ISSN: 0960-894X
Extra Information: Some of the symbols may not have transferred correctly into this bibliographic record.
Keywords: vinylsultams; enzyme inhibition; Wittig–Horner reaction; Vinyl sultams; Papain; Antimalarials; Cysteine proteases; Falcipain-2; Plasmodium falciparum; Molecular modelling
Academic Unit/Department: Science > Life, Health and Chemical Sciences
Item ID: 3982
Depositing User: James Iley
Date Deposited: 21 Aug 2006
Last Modified: 02 Dec 2010 19:50
URI: http://oro.open.ac.uk/id/eprint/3982
Share this page:

Actions (login may be required)

View Item
Report issue / request change

Policies | Disclaimer

© The Open University   + 44 (0)870 333 4340   general-enquiries@open.ac.uk