FR2399409A1 - Nouveaux derives de la pepstatine, leur preparation et les compositions pharmaceutiques qui les contiennent - Google Patents
Nouveaux derives de la pepstatine, leur preparation et les compositions pharmaceutiques qui les contiennentInfo
- Publication number
- FR2399409A1 FR2399409A1 FR7724093A FR7724093A FR2399409A1 FR 2399409 A1 FR2399409 A1 FR 2399409A1 FR 7724093 A FR7724093 A FR 7724093A FR 7724093 A FR7724093 A FR 7724093A FR 2399409 A1 FR2399409 A1 FR 2399409A1
- Authority
- FR
- France
- Prior art keywords
- preparation
- pepstatine
- pharmaceutical compositions
- compositions containing
- new derivatives
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- FAXGPCHRFPCXOO-LXTPJMTPSA-N pepstatin A Chemical class OC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)CC(C)C FAXGPCHRFPCXOO-LXTPJMTPSA-N 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 235000001014 amino acid Nutrition 0.000 abstract 2
- 150000001413 amino acids Chemical class 0.000 abstract 2
- 239000004475 Arginine Substances 0.000 abstract 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 abstract 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 abstract 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 abstract 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 abstract 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 abstract 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 abstract 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 abstract 1
- 239000004472 Lysine Substances 0.000 abstract 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 abstract 1
- 102100028255 Renin Human genes 0.000 abstract 1
- 108090000783 Renin Proteins 0.000 abstract 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 abstract 1
- 235000009697 arginine Nutrition 0.000 abstract 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 abstract 1
- 208000037849 arterial hypertension Diseases 0.000 abstract 1
- 235000003704 aspartic acid Nutrition 0.000 abstract 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 abstract 1
- 238000003745 diagnosis Methods 0.000 abstract 1
- 235000013922 glutamic acid Nutrition 0.000 abstract 1
- 239000004220 glutamic acid Substances 0.000 abstract 1
- 235000014304 histidine Nutrition 0.000 abstract 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 abstract 1
- 235000018977 lysine Nutrition 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 235000014393 valine Nutrition 0.000 abstract 1
- 239000004474 valine Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/02—Linear peptides containing at least one abnormal peptide link
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0205—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-(X)3-C(=0)-, e.g. statine or derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
- Y10S530/86—Renin inhibitors
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
La présente invention concerne des nouveaux dérivés de la pepstatine de formule générale ci-après dans laquelle X, Y et Z, identiques ou différents, représentent chacun un amino-acide choisi parmi l'arginine, l'acide glutamique, l'acide aspartique, la lysine, l'histidine et la valine, la fonction carboxylique de l'aminoacide terminal pouvant être estérifiée, les indices a, b et c sont égaux chacun à zéro ou 1, la somme a + b + c étant égale à 1,2 ou 3, leurs sels, solubles dans l'eau, leur préparation et les compositions qui les contiennent. Ces nouveaux produits sont particulièrement utiles dans le diagnostic et le traitement des hypertensions artérielles dues à l'action de la rénine.
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7724093A FR2399409A1 (fr) | 1977-08-04 | 1977-08-04 | Nouveaux derives de la pepstatine, leur preparation et les compositions pharmaceutiques qui les contiennent |
| BE189497A BE869261A (fr) | 1977-08-04 | 1978-07-25 | Nouveaux derives de la pepstatine, leur preparation et les compositions qui les contiennent |
| US05/929,562 US4185096A (en) | 1977-08-04 | 1978-07-31 | Novel derivatives of pepstatin, their preparation and compositions containing them |
| GB7831780A GB2003481B (en) | 1977-08-04 | 1978-08-01 | Pepstatin derivatives and their production and utilisation |
| NL787808140A NL7808140A (nl) | 1977-08-04 | 1978-08-02 | Nieuwe verbindingen van pepstatine, zouten daarvan, werkwijze voor de bereiding ervan en samenstellingen, die deze bevatten. |
| CH829178A CH634041A5 (fr) | 1977-08-04 | 1978-08-03 | Derives de la pepstatine, leur preparation et composition les contenant. |
| DE19782834001 DE2834001A1 (de) | 1977-08-04 | 1978-08-03 | Neue pepstatinderivate und verfahren zu ihrer herstellung |
| IT50591/78A IT1107964B (it) | 1977-08-04 | 1978-08-03 | Derivati della pepstatina ad azione inibitrice della renina e relativo procedimento di preparazione |
| JP9468678A JPS5448710A (en) | 1977-08-04 | 1978-08-04 | Pepstatin derivative*its manufacture and hypertension medicine of active component of pepstatin derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7724093A FR2399409A1 (fr) | 1977-08-04 | 1977-08-04 | Nouveaux derives de la pepstatine, leur preparation et les compositions pharmaceutiques qui les contiennent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2399409A1 true FR2399409A1 (fr) | 1979-03-02 |
| FR2399409B1 FR2399409B1 (fr) | 1980-09-19 |
Family
ID=9194246
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7724093A Granted FR2399409A1 (fr) | 1977-08-04 | 1977-08-04 | Nouveaux derives de la pepstatine, leur preparation et les compositions pharmaceutiques qui les contiennent |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4185096A (fr) |
| JP (1) | JPS5448710A (fr) |
| BE (1) | BE869261A (fr) |
| CH (1) | CH634041A5 (fr) |
| DE (1) | DE2834001A1 (fr) |
| FR (1) | FR2399409A1 (fr) |
| GB (1) | GB2003481B (fr) |
| IT (1) | IT1107964B (fr) |
| NL (1) | NL7808140A (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0077028A2 (fr) | 1981-10-08 | 1983-04-20 | Merck & Co. Inc. | Peptides ayant une activité inhibitrice contre la rennine |
| EP0077029A3 (en) * | 1981-10-08 | 1984-03-21 | Merck & Co. Inc. | Renin inhibitory peptides |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4478826A (en) * | 1981-10-08 | 1984-10-23 | Merck & Co., Inc. | Renin inhibitory peptides |
| US4479941A (en) * | 1981-12-10 | 1984-10-30 | Merck & Co., Inc. | Renin inhibitory peptides having PHE13 delection |
| US4650661A (en) * | 1982-09-15 | 1987-03-17 | Aktiebolaget Hassle | Enzyme inhibitors |
| US4485099A (en) * | 1983-06-15 | 1984-11-27 | Merck & Co., Inc. | Renin inhibitors containing a C-terminal amide cycle |
| US4661473A (en) * | 1984-03-27 | 1987-04-28 | Merck & Co., Inc. | Renin inhibitors containing peptide isosteres |
| US4663310A (en) * | 1984-04-04 | 1987-05-05 | Merck & Co., Inc. | Renin inhibitors containing 2-substituted statine |
| US4906613A (en) * | 1985-11-05 | 1990-03-06 | Schering Corporation | Antiglaucoma compositions and methods |
| US4743584A (en) * | 1986-10-07 | 1988-05-10 | Merck & Co., Inc. | C-terminal amide cyclic renin inhibitors containing peptide isosteres |
| US5688770A (en) * | 1989-12-14 | 1997-11-18 | Schering Corporation | Antiglaucoma compositions and methods |
| WO1994024150A2 (fr) * | 1993-04-21 | 1994-10-27 | Nzym Inc. | Derives de pepstatine utilises dans le traitement, la prevention et la detection d'infections |
| US5833946A (en) * | 1995-06-06 | 1998-11-10 | Bayer Corporation | Dissemination of fungal infections: animal model and method of prophylaxis |
| EP2113510A1 (fr) | 2008-04-30 | 2009-11-04 | Freie Universität Berlin | Dérivés de pepstatine A |
| FR3002736B1 (fr) * | 2013-03-04 | 2015-06-26 | Virbac | Composition orale nutritionnelle et medicamenteuse a usage veterinaire |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3867364A (en) * | 1968-11-21 | 1975-02-18 | Microbial Chem Res Found | Process for the synthesis of leupeptins and their analogues |
| US3840516A (en) * | 1969-06-13 | 1974-10-08 | Microbial Chem Res Found | Biologically active substance,pepstatin and production processes thereof |
| JPS5022116B1 (fr) * | 1970-04-28 | 1975-07-28 | ||
| US3869347A (en) * | 1971-03-26 | 1975-03-04 | Microbial Chem Res Found | Process for the production of new pepstatins having anti-pepsin activity |
-
1977
- 1977-08-04 FR FR7724093A patent/FR2399409A1/fr active Granted
-
1978
- 1978-07-25 BE BE189497A patent/BE869261A/fr not_active IP Right Cessation
- 1978-07-31 US US05/929,562 patent/US4185096A/en not_active Expired - Lifetime
- 1978-08-01 GB GB7831780A patent/GB2003481B/en not_active Expired
- 1978-08-02 NL NL787808140A patent/NL7808140A/xx not_active Application Discontinuation
- 1978-08-03 CH CH829178A patent/CH634041A5/fr not_active IP Right Cessation
- 1978-08-03 IT IT50591/78A patent/IT1107964B/it active
- 1978-08-03 DE DE19782834001 patent/DE2834001A1/de not_active Withdrawn
- 1978-08-04 JP JP9468678A patent/JPS5448710A/ja active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0077028A2 (fr) | 1981-10-08 | 1983-04-20 | Merck & Co. Inc. | Peptides ayant une activité inhibitrice contre la rennine |
| EP0077029A3 (en) * | 1981-10-08 | 1984-03-21 | Merck & Co. Inc. | Renin inhibitory peptides |
| EP0077028A3 (en) * | 1981-10-08 | 1984-03-21 | Merck & Co. Inc. | Renin inhibitory peptides |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5448710A (en) | 1979-04-17 |
| IT7850591A0 (it) | 1978-08-03 |
| NL7808140A (nl) | 1979-02-06 |
| FR2399409B1 (fr) | 1980-09-19 |
| GB2003481A (en) | 1979-03-14 |
| DE2834001A1 (de) | 1979-02-22 |
| CH634041A5 (fr) | 1983-01-14 |
| GB2003481B (en) | 1982-02-10 |
| BE869261A (fr) | 1979-01-25 |
| IT1107964B (it) | 1985-12-02 |
| US4185096A (en) | 1980-01-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |