Peptide derivatives analogous to pepstatin, which inhibit...

Details Peptide derivatives analogous to pepstatin, which inhibit... Peptide derivatives analogous to pepstatin, which inhibit...

C - Chemistry, Metallurgy

07

K

167/103.05, 530/

C07K 7/06 (2006.01) C07K 5/02 (2006.01) C07K 7/02 (2006.01)

Patent

CA 1286847

ABSTRACT OF THE DISCLOURE Pepstatin analogs which inhibit renin and acid proteases having the formula: Image in which: - R1 represents an acyl group selected from heterocyclylcarbonyl, heterocyclylalkylcarbonyl, in which the alkyl group is optionally substituted by a hydroxyl group, heterocyclylcarbonylalkylcarbonyl and heterocyclylalkenylcarbonyl. - R2 represents a lower alkyl group which is unsubstituted or substituted by a phenyl, naphthyl or cyclohexyl group; - R3 represents a lower alkyl which is unsubstituted or substituted by a free amino group or an amino group carrying a protecting group, by a free carboxyl, by a hydroxyl group, by a lower alkylthio group, by a phenyl, by a naphthyl or by an imidazol-4-yl; - R4 represents a hydroxyl, a lower alkoxy, a benzyloxy or a free amino group or an amino group substituted by one or 2 lower alkyls; - Z1 represents isopropyl, phenyl or cyclohexyl, respectively forming with the radical: Image the residue of the amino acid statin, namely (3S,4S)-4- amino-3-hydroxy-6-methylheptanoic acid, of (3S,4S)-4- amino-3-hydroxy-5-phenylpentanoic acid (AHPPA) or of (3S,4S)-4-amino-5-cyclohexyl-3-hydroxypentanoic acid (ACHPA); and - X-Y is a dipeptide selected from Ala-Sta, Ala-Leu, Leu-Phe and Val-Sta; or one of any pharmaceutically acceptable salts of the said peptide derivative with mineral or organic acids or with alkali metals or alkaline earth metals. These analogs are particularly suitable for the treatment of arterial tension.

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