Title of article
Dipeptidyl α-fluorovinyl Michael acceptors: Synthesis and activity against cysteine proteases
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 ,
Issue Information
روزنامه با شماره پیاپی سال 2007
Pages
4
From page
6563
To page
6566
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.
Keywords
inhibitors , ?-Fluorovinyl Michael acceptors , cysteine proteases
Journal title
Bioorganic & Medicinal Chemistry Letters
Serial Year
2007
Journal title
Bioorganic & Medicinal Chemistry Letters
Record number
798844
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