PEPTIDE DERIVATIVES Russian patent published in 2002 - IPC

FIELD: organic chemistry, peptides. SUBSTANCE: invention proposes peptide derivatives of the general formula (I): P-R¹-R²-R³-R⁴ or their pharmaceutically acceptable salts where P means an organic hydrophobic group comprising of from 5 to 20 carbon atoms of the formula RCO- where R means aryl(2-10 C)alkyl or heteroaryl(2-10 C)alkyl where aryl or heteroaryl group in R is substituted optionally with one or more (1-4 C)alkyl, halogen atom, cyano-group or (1-4 C)alkoxy-group; R¹ means a sequence of 5 L-amino acid presented as AA1-AA2-AA3-AA4-AA5 and R³ means a single L-amino acid taken among Ala, Gly, azaalanine or azaglycine; or R¹ means a sequence of 3 L- amino acids presented as AA6-AA7-AA8 and R³ means a sequence of 3 L-amino acids presented as AA9-AA10- -AA11 where AA1 is taken among Ala, Ile, Arg, Gap, GapMe4 and Lys(=C(NMe₂)₂); AA2 is taken among Ala, Lys, Ile and Arg; AA3 is taken among Ala and Asn; AA4 is taken among Ala, Asn, Lys, Arg and His; AA5 is taken among Val and Thr; AA6 is taken among Ala, Arg and Ile; AA7 is taken among Lys, Arg, Ala and Ile; AA8 means Ala; AA9 is taken among Ala and Leu; AA10 is taken among Ala and Arg; AA11 means Ala; R² means a group of the formula (II) or formula (III) where Ra and Rb are taken independently among hydrogen atom and (1-4 C)alkyl and A means methylene; and R⁴ means OH, NH₂ or NRcRd where Rc is taken among (1-4 C)alkyl, 3-carbamoylphenyl, 4-carbamoylphenyl, 4-(carbamoylmethyl)phenyl, 4-(carboxymethyl)-phenyl, 4-(methoxycarbonylmethyl)phenyl, 2-morpholinoethyl and a group of the formula -A¹-G¹ where A¹ means (3 C)alkylene or A¹ means a group of the formula -A²-B²- where A² means p-phenylene and B² means (1-4 C)alkylene; and G¹ means a group of the formula -N=C[N(Rp)₂]₂ where each Rp means hydrogen atom; or A¹ means a group of the formula -A⁴-B⁴- where A⁴ means p-phenylene and B⁴ means -CH₂--CO-; and G¹ means 2-morpholinoethylamino-group or 4-[2-(2-hydroxyethoxy)ethyl] -piperazine-1-yl; and Rd means hydrogen atom or (1-4 C)alkyl; or R⁴ means 4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl, 1-piperidyl or 4-substituted-1-piperidyl where this 4-substitute is taken among carboxy-group and carbamoyl-group. Invention proposes a method of synthesis of compounds of the formula (I) by claim 1and a pharmaceutical composition showing ability to inhibit T- cellular immune response mediated by molecule MHC of class II comprising the peptide derivative of the formula (I) or its pharmaceutically acceptable salt. Invention proposes a method of treatment of MHC- dependent of class II T-cellular mediated autoimmune or inflammatory disease. The described invention proposes peptides showing minimal losses associated with degradation in release from a medicinal preparation. EFFECT: improved method of treatment, valuable medicinal properties. 15 cl