Peptide derivatives usable as zinc endopeptidase 24-15 inhibitors

US5776903A · kind A · utility

Assignee

• COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES · FR

Inventors

• Vincent Dive · Palaiseau, FR
• Jiri Jiracek · Praha, CZ
• Athanasios Yiotakis · Athens, GR

Key dates

• Filing date: Jan 24, 1996
• Grant date: Jul 7, 1998
• Expiry date: Jan 24, 2016

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61K38/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Peptide derivatives usable as zinc endopeptidase 24-15 inhibitors. These peptide derivatives have the following amino acid sequence: EQU -Phe.psi.(PO.sub.2 CH.sub.2)-.sub.(L,D) Xaa'-Yaa'-Zaa'- in which .psi.(PO.sub.2 CH.sub.2) indicates that the peptide bond (CONH) has been replaced by the phosphine bond (PO.sub.2 CH.sub.2), Xaa' and Zaa', which can be the same or different, in each case represent a natural amino acid or an amino pseudo-acid and Yaa' represents Arg or Lys. As examples of such derivatives, reference can be made to those of formula: EQU Z-.sub.(L,D) Phe.psi.(PO.sub.2 CH.sub.2)-.sub.(L,D) -Gly-Arg-MetOH EQU Z-.sub.(L,D) Phe.psi.(PO.sub.2 CH.sub.2)-.sub.(L,D) -Ala-Arg-MetOH EQU Z-.sub.(L,D) Phe.psi.(PO.sub.2 CH.sub.2)-.sub.(L,D) -Ala-Arg-PheOH with Z representing the benzyloxycarbonyl group.