Author/Authors :
Koen Steert، نويسنده , , Ibrahim El-Sayed، نويسنده , , Pieter Van der Veken، نويسنده , , Alisa Krishtal، نويسنده , , Christian Van Alsenoy، نويسنده , , Gareth D. Westrop، نويسنده , , Jeremy C. Mottram، نويسنده , , GRAHAM H. COOMBS، نويسنده , , Koen Augustyns، نويسنده , , Achiel Haemers، نويسنده ,
Abstract :
The synthesis of novel dipeptidyl α-fluorovinyl sulfones using a Horner–Wadsworth–Emmons approach on N-Boc-l-phenylalaninal is described. Inhibitory assays against a Leishmania mexicana cysteine protease (CPB2.8ΔCTE) revealed low biological activity. Relative rates of Michael additions of 2′-(phenethyl)thiol with vinyl sulfone and α-fluorovinyl sulfone were determined, and ab initio calculations on several Michael acceptor model structures were performed; both were in agreement with the biological testing results.
