Synthesis of alpha-trifluoromethyl-alpha-amino-beta-sulfone hydroxamates: novel nanomolar inhibitors of matrix metalloproteinases (Articolo in rivista)

Type
Label
  • Synthesis of alpha-trifluoromethyl-alpha-amino-beta-sulfone hydroxamates: novel nanomolar inhibitors of matrix metalloproteinases (Articolo in rivista) (literal)
Anno
  • 2005-01-01T00:00:00+01:00 (literal)
Alternative label
  • Sinisi R., Sani M., Candiani G., Parente R., Pecker F., Bellosta S., Zanda M. (2005)
    Synthesis of alpha-trifluoromethyl-alpha-amino-beta-sulfone hydroxamates: novel nanomolar inhibitors of matrix metalloproteinases
    in Tetrahedron letters
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Sinisi R., Sani M., Candiani G., Parente R., Pecker F., Bellosta S., Zanda M. (literal)
Pagina inizio
  • 6515 (literal)
Pagina fine
  • 6518 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 46 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Titolo
  • Synthesis of alpha-trifluoromethyl-alpha-amino-beta-sulfone hydroxamates: novel nanomolar inhibitors of matrix metalloproteinases (literal)
Abstract
  • The racemic alpha-trifluoromethyl-alpha-amino-beta-sulfone hydroxamates 1 were synthesized by means of a nucleophilic addition of sulfur-stabilized carbanions to a N-Cbz imine of trifluoropyruvate (4). The free amino derivative 1a was the most potent inhibitor of both MMP-3 (stromelysin-1) and MMP-9 (gelatinase-B), showing an IC50 = 14 nM and 1 nM, respectively, and excellent selectivity versus MMP- 1 (>5000-fold difference in inhibitory capacity). The N-Me derivative 1b was the most selective for MMP-3 with respect to MMP-9 (62-fold difference). (literal)
Prodotto di
Autore CNR

Incoming links:


Autore CNR di
Prodotto
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi
data.CNR.it