Phosphinic peptide analogues as potent inhibitors of Corynebacterium rathayii bacterial collagenase

Corynebacterium rathayil bacterial collagenase

Athanasios YIOTAKIS,* Alain LECOQ,t Anna NICOLAOU,* Jean LABADIEt and Vincent DIVEt§ TDepartment of Organic Chemistry, Laboratory of Organic Chemistry, University of Athens, Panepistimiopolis, Zografou, Athens 15771, Greece, tDepartement d'lng6nierie et d'Etudes des Prot6ines, D.S.V., C.E.A. CE-Saclay, 91191 Gif/Yvette, Cedex, France, and tStation de Recherches sur la Viande, INRA de Theix, 631...

Design, Synthesis and Biological Evaluation of Novel Peptide-Like Analogues as Selective COX-2 Inhibitors

A new series of peptide-like derivatives containing different aromatic amino acids andpossessing pharmacophores of COX-2 inhibitors as SO2Me or N3 attached to the para positionof an end phenyl ring was synthesized for evaluation as selective cyclooxygenase-2 (COX-2)inhibitors. The synthetic reactions were based on the solid phase peptide synthesis methodusing Wang resin. One of the analogues, i...

Inhibitors of Bacterial Collagenase

Design, Synthesis and Biological Evaluation of Novel Peptide-Like Analogues as Selective COX-2 Inhibitors

A new series of peptide-like derivatives containing different aromatic amino acids andpossessing pharmacophores of COX-2 inhibitors as SO2Me or N3 attached to the para positionof an end phenyl ring was synthesized for evaluation as selective cyclooxygenase-2 (COX-2)inhibitors. The synthetic reactions were based on the solid phase peptide synthesis methodusing Wang resin. One of the analogues, i...

Phosphinic peptides, the first potent inhibitors of astacin, behave as extremely slow-binding inhibitors.

A series of phosphinic pseudo-peptides varying in length and composition have been designed as inhibitors of the crayfish zinc endopeptidase astacin, the prototype of the astacin family and of the metzincin superfamily of metalloproteinases. The most efficient phosphinic peptide, fluorenylmethyloxycarbonyl-Pro-Lys-PhePsi(PO2CH2)Ala-P ro-Leu-Val, binds to astacin with a Ki value of 42 nM, which ...