MACROCYCLIC PEPTIDES ELICITING ACTIVITY WITH RESPECT TO HEPATITIS C VIRUS Russian patent published in 2005 - IPC

FIELD: organic chemistry, biochemistry, medicine, pharmacy.

SUBSTANCE: invention relates to macrocyclic peptides of the general formula (I): wherein W means nitrogen atom (N); R²¹ means hydrogen atom (H), (C₁-C₆)-alkoxy-, hydroxy-group or N-(C₁-C₆-alkyl)₂; R²² means hydrogen atom (H), (C₁-C₆)-alkyl, CF₃, (C₁-C₆)-alkoxy-group, (C₂-C₇)-alkoxyalkyl, C₆-aryl or Het wherein het means five- or six-membered saturated or unsaturated heterocycle comprising two heteroatoms taken among nitrogen, oxygen or sulfur atom and wherein indicated Het is substituted with radical R²⁴ wherein R²³ means hydrogen atom (H), -NH-C(O)-R²⁶, OR²⁶, -NHC(O)-NH-R²⁶, -NHC(O)-OR²⁶ wherein R²⁶ means hydrogen atom, (C₁-C₆)-alkyl; R³ means hydroxy-group or group of the formula -NH-R³¹ wherein R³¹ means -C(O)-R³², -C(O)-NHR³² or -C(O)-OR³² wherein R³² means (C₁-C₆)-alkyl or (C₃-C₆)-cycloalkyl; D means a saturated or unsaturated alkylene chain comprising of 5-10 carbon atoms and comprising optionally one-three heteroatoms taken independently of one another among oxygen (O), sulfur (S) atom, or N-R⁴¹ wherein R⁴¹ means hydrogen atom (H), -C(O)-R⁴² wherein R⁴² means (C₁-C₆)-alkyl, C₆-aryl; R⁴ means hydrogen atom (H) or one-three substitutes at any carbon atom in chain D wherein substitutes are taken independently of one another from group comprising (C₁-C₆)-alkyl, hydroxyl; A means carboxylic acid or its alkyl esters or their derivatives. Invention relates to pharmaceutical compositions containing indicated compounds and eliciting activity with respect to hepatitis C virus and these peptides inhibit activity of NS³-protease specifically but don't elicit significant inhibitory activity with respect to other serine proteases.

EFFECT: valuable biochemical and medicinal properties of peptides.

106 cl, 9 tbl, 61 ex