Phenyl peptides, method for preparing same, and...

C - Chemistry – Metallurgy – 07 – K

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C07K 14/16 (2006.01) A61K 38/08 (2006.01) A61K 38/55 (2006.01) C07K 1/04 (2006.01) C07K 1/06 (2006.01) C07K 5/06 (2006.01) C07K 7/06 (2006.01) C07K 14/81 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2197861

A synthetic peptide for use in organic chemistry and particularly in therapeutical chemistry. The peptide contains at least nine amino acids of formula (I), wherein X and Y are protected or unprotected amino acid residues or peptides, R is a straight or branched alkyl radical, R'' is an alkyl radical, phenyl, halogen, nitro, amino, alkylamino, alkoxy, trifluoromethyl, trifluoromethoxy, carboxamido or cyano, Z is sulphur, oxygen, amino or sulphoxide, and n is 0, 1, 2 or 3. The compounds of formula (I) are HIV replication inhibitors in that they inhibit a small aspartyl-protease dimer that specifically cleaves precursors of a polyprotein coding for HIV enzymes and structural proteins.

La présente invention se rapporte au domaine de la chimie organique et plus particulièrement à celui de la chimie thérapeutique. Elle a plus particulièrement pour objet un peptide synthétique contenant au moins neuf amino-acides de formule (I), dans laquelle X et Y sont des résidus d'acides aminés, protégés ou non, ou des peptides; R est un radical alcoyle linéaire ou ramifié; R'' est un radical alcoyle, phényle, halogène, nitro, amino, alcoylamino, alcoxy, trifluorométhyle, trifluorométhoxy, carboxamido ou un cyano; Z est un soufre, un oxygène, un amino ou un sulfoxide et n est égal à 0, 1, 2 ou 3. Les composés de formule (I) sont des inhibiteurs de réplication du HIV en agissant comme inhibiteurs d'une petite aspartyl-protéase dimère qui clive spécifiquement les précurseurs d'une polyprotéine codant pour les protéines de structure et les enzymes constitutives du virus HIV. Utilisation comme médicament.

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