EP0503301A2
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EP
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Peptide derivatives and application thereof
Assignee: Fujifilm Holdings Corp
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Filing: 1992-02-13
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Granted: —
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Expires: 2012-02-13
Abstract
Abstract A peptide derivative containing 1 to 20 units of peptide unit represented by the following general formula [I] or a pharmaceutically acceptable salt thereof; [Z]-Arg-X-Asp-[Y] [I] wherein Arg represents L- or D-arginine residue, Asp represents L-aspartic acid residue, X represents L- or D-leucine, D-isoleucine, L- or D-norleucine, L- or D-phenylalanine, D-phenylglycine or D-alanine residue, and [Z] and [Y] each represents an amino acid or a peptide residue, which may be present or absent, selected from glycine, L-serine, L-threonine, L- and D-aspartic acid, L-alanine, L- and D-glutamic acid, L-proline residues and a peptide residue constituted by the foregoing amino acid residues, and a pharmaceutical composition comprising the peptide derivative. The composition of the present invention is useful as an agent for inhibiting tumor metastasis.
Inventors
- 👤 Hiroshi c/o Fuji Photo Film Co. Ltd. Kitaguchi
- 👤 Hiroyuki c/o Fuji Photo Film Co. Ltd. Komazawa
- 👤 Masayoshi c/o Fuji Photo Film Co. Ltd. Kojima
- 👤 Hideto c/o Fuji Photo Film Co. Ltd. Mori
- 👤 Naoyuki c/o Fuji Photo Film Co. Ltd. Nishikawa
- 👤 Hideaki c/o Fuji Photo Film Co. Ltd. Satoh
- 👤 Atsushi c/o Fuji Photo Film Co. Ltd. Orikasa
- 👤 Mitsunori c/o Fuji Photo Film Co. Ltd. Ono
- 👤 Ichiro 3-2 Makomanaikamimaci 5-Chome Azuma
- 👤 Ikuo 12-6 Nishi 5-Chome Saiki
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-24 08:03
CPC Classifications
A; A61; A61K; A61K38/00; A61K38/04; A61K38/06; A61K38/07; A61K38/08; A61K47/00; A61K47/50; A61K47/51; A61K47/62; A61P; A61P35/00; C; C07; C07K; C07K14/00; C07K14/001; C07K14/435; C07K14/78; C07K5/00; C07K5/04; C07K5/08; C07K5/0815; C07K5/0817; C07K5/10; C07K5/1019; C07K9/00; C07K9/001; C08; C08F; C08F289/00; C08G; C08G69/00; C08G69/02; C08G69/08; C08G69/10
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
104 words
A pharmaceutical composition comprising a peptide derivative containing 1 to 20 units of peptide unit represented by the following general formula [I] or a pharmaceutically acceptable salt thereof; [Z]-Arg-X-Asp-[Y] [I] wherein Arg represents L- or D-arginine residue, Asp represents L-aspartic acid residue, X represents L- or D-leucine, D-isoleucine, L- or D-norleucine, L- or D-phenylalanine, D-phenylglycine or D-alanine residue, and [Z] and [Y] each represents an amino acid or a peptide residue, which may be present or absent, selected from glycine, L-serine, L-threonine, L- and D-aspartic acid, L-alanine, L- and D-glutamic acid, L-proline residues and a peptide residue constituted by the foregoing amino acid residues.
Claim 2
Dependent Claim
39 words
The composition of claim 1 wherein the peptide derivative is an oligopeptide or polypeptide composed of one or more of the peptide sequences of the formula [I] or pharmaceutically acceptable salts thereof, of which carboxyl terminal may be amidated.
Claim 3
Dependent Claim
27 words
The composition of claim 2 wherein the peptide derivative comprises 2 to 20 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salts thereof.
Claim 4
Dependent Claim
57 words
The composition of claim 1 wherein the peptide derivative is a compound consisting of one or more of the peptide units represented by the general formula [I] and one or more of pharmaceutically acceptable organic groups bonded to the units, which maintain the water-solubility of the compound and do not reduce the biological activity of the compound.
Claim 5
Dependent Claim
100 words
The composition of claim 4 wherein the organic group is selected from; i) acyl, alkyl and alkylamino groups, which groups may contain -O-, -NH-, -S-, ester bond, amide bond, urethane bond or urea bond, and ii) groups derived from monosaccharides, oligosaccharides, polysaccharaide derivatives, polycarboxylic acids, polyamines, polymers formed from monomers having an ethylenically unsaturated bond, polyethylene glycol, and carboxylic acid derivative of polyethylene oxide, which groups may be bonded to the peptide sequences through an alkylene group or an arylene group, which alkylene and arlylene groups may contain -O-, -NH-, -S-, ester bond, amide bond, urethane bond or urea bond.
Claim 6
Dependent Claim
79 words
The composition of claim 5 wherein the organic group is bonded to the peptide sequences at the amino terminals of the peptide sequences and the carboxyl terminals of the peptide sequences are represented by -OR a or -NR b R c , where each of R a , R b and R c represents a hydrogen atom or a linear or cyclic alkyl group and R b and R c may be bonded together to form a ring structure.
Claim 7
Dependent Claim
26 words
The composition of claim 6 wherein the organic group has at least one group selected from a carboxylate group, sulfonate group, sulfate group and phosphate group.
Claim 8
Dependent Claim
37 words
The composition of claim 5 wherein the organic group is bonded to the peptide sequences at the carboxyl terminals of the peptide sequences and the amino terminals have a hydrogen atom or substituted or unsubstituted acyl group.
Claim 9
Dependent Claim
26 words
The composition of claim 8 wherein the organic group has at least one group selected from a carboxylate group, sulfonate group, sulfate group and phosphate group.
Claim 10
Dependent Claim
55 words
The composition of claim 5 wherein the peptide derivative is a polypeptide comprising 2 to 20 units of the peptide sequence of the formula [I], the amino terminal of the polypeptide having a substituted or unsubstituted acyl group and the carboxyl terminal of the polypeptide having a substituted or unsubstituted linear or cyclic alkylamino group.
Claim 11
Dependent Claim
41 words
The composition of claim 5 wherein the peptide derivative comprises 1 to 5 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof and the organic group is selected from those derived form polycarboxylic acids or polyamines.
Claim 12
Dependent Claim
39 words
The composition of claim 5 wherein the peptide derivative comprises 1 to 10 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof and the organic group is selected from those derived form polyethylene glycol.
Claim 13
Dependent Claim
42 words
The composition of claim 5 wherein the peptide derivative comprises 1 to 10 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof and the organic group is selected from those derived form monosaccharides, oligosaccharides and polysaccharide derivatives.
Claim 14
Dependent Claim
40 words
The composition of claim 13 wherein the organic group of those derived form monosaccharides, oligosaccharides and polysaccharide derivatives has at least one group selected from a carboxylate group, sulfonate group, sulfate group and phosphate group on the sugar chain thereof.
Claim 15
Dependent Claim
98 words
A peptide derivative containing 1 to 20 units of the peptide unit represented by the following general formula [I] or a pharmaceutically acceptable salt thereof; [Z]-Arg-X-Asp-[Y] [I] wherein Arg represents L- or D-arginine residue, Asp represents L-aspartic acid residue, X represents L- or D-leucine, D-isoleucine, L- or D-norleucine, D-phenylalanine or D-phenylglycine residue, and [Z] and [Y] each represents an amino acid or a peptide residue, which may be present or absent, selected from glycine, L-serine, L-threonine, L- and D-aspartic acid, L-alanine, L- and D-glutamic acid, L-proline residues and a peptide residue constituted by the foregoing amino acid residues.
Claim 16
Dependent Claim
17 words
The peptide derivative of claim 15 which has an average molecular weight of from 1,000 to 100,000.
Claim 17
Dependent Claim
37 words
The peptide derivative of claim 15 which is an oligopeptide or polypeptide composed of one or more of the peptide sequences of the formula [I] or pharmaceutically acceptable salts thereof, of which carboxyl terminal may be amidated.
Claim 18
Dependent Claim
25 words
The peptide derivative of claim 17 which comprises 2 to 20 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof.
Claim 19
Dependent Claim
55 words
The peptide derivative of claim 15 which is a compound consisting of one or more of the peptide units represented by the general formula [I] and one or more of pharmaceutically acceptable organic groups bonded to the units, which maintain the water-solubility of the compound and do not reduce the biological activity of the compound.
Claim 20
Dependent Claim
101 words
The peptide derivative of claim 19 wherein the organic group is selected from; i) acyl, alkyl and alkylamino groups, which groups may contain -O-, -NH-, -S-, ester bond, amide bond, urethane bond or urea bond, and ii) groups derived from monosaccharides, oligosaccharides, polysaccharaide derivatives, polycarboxylic acids, polyamines, polymers formed from monomers having an ethylenically unsaturated bond, polyethylene glycol, and carboxylic acid derivative of polyethylene oxide, which groups may be bonded to the peptide sequences through an alkylene group or an arylene group, which alkylene and arlylene groups may contain -O-, -NH-, -S-, ester bond, amide bond, urethane bond or urea bond.
Claim 21
Dependent Claim
80 words
The peptide derivative of claim 20 wherein the organic group is bonded to the peptide sequences at the amino terminals of the peptide sequences and the carboxyl terminals of the peptide sequences are represented by -OR a or -NR b R c , where each of R a , R b and R c represents a hydrogen atom or a linear or cyclic alkyl group and R b and R c may be bonded together to form a ring structure.
Claim 22
Dependent Claim
27 words
The peptide derivative of claim 21 wherein the organic group has at least one group sepected from a carboxylate group, sulfonate group, sulfate group and phosphate group.
Claim 23
Dependent Claim
38 words
The peptide derivative of claim 20 wherein the organic group is bonded to the peptide sequences at the carboxyl terminals of the peptide sequences and the amino terminals have a hydrogen atom or substituted or unsubstituted acyl group.
Claim 24
Dependent Claim
27 words
The peptide derivative of claim 23 wherein the organic group has at least one group selected from a carboxylate group, sulfonate group, sulfate group and phosphate group.
Claim 25
Dependent Claim
58 words
The peptide derivative of claim 20 which is a polypeptide comprising 2 to 20 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof, the amino terminal of the polypeptide having a substituted or unsubstituted acyl group and the carboxyl terminal of the polypeptide having a substituted or unsubstituted linear or cyclic alkylamino group.
Claim 26
Dependent Claim
38 words
The peptide derivative of claim 20 comprising 1 to 5 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof and the organic group being selected from those derived form polycarboxylic acids or polyamines.
Claim 27
Dependent Claim
19 words
The peptide derivative of claim 26 wherein the polycarboxylic acids are polymers formed from acrylic acids and methacrylic acids.
Claim 28
Dependent Claim
14 words
The peptide derivative of claim 26 wherein the polyamines are polymers formed from allylamine.
Claim 29
Dependent Claim
36 words
The peptide derivative of claim 20 comprising 1 to 10 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof and the organic group being selected from those derived form polyethylene glycol.
Claim 30
Dependent Claim
19 words
The peptide derivative of claim 29 the polyethylene glycol has an average molecular weight of from 2,000 to 10,000.
Claim 31
Dependent Claim
39 words
The peptide derivative of claim 20 comprising 1 to 10 units of the peptide sequence of the formula [I] or pharmaceutically acceptable salt thereof and the organic group being selected from those derived form monosaccharides, oligosaccharides and polysaccharide derivatives.
Claim 32
Dependent Claim
41 words
The peptide derivative of claim 31 wherein the organic group of those derived form monosaccharides, oligosaccharides and polysaccharide derivatives has at least one group selected from a carboxylate group, sulfonate group, sulfate group and phosphate group on the sugar chain thereof.
References Cited (Backward Citations)
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