Thioimidoyl furanosides as first inhibitors of the α-l-arabinofuranosidase AbfD3

Two sets of five thioimidoyl α-l-arabino- and β-d-galactofuranosides were designed, synthesized and subjected to docking studies to evaluate their ability to be recognized by the active site of the α-l-arabinofuranosidase AbfD3. Further in vitro assays showed that the targeted furanosides are the first potent inhibitors of this furanosyl hydrolase and that the most efficient one, the thiazolyl α-l-arabinofuranoside 1, is a competitive inhibitor having a KI of 1.4 μM.