WO2003016331A3 - Non-mammalian gnrh analogs and uses thereof in regulation of fertility and pregnancy - Google Patents
Non-mammalian gnrh analogs and uses thereof in regulation of fertility and pregnancy Download PDFInfo
- Publication number
- WO2003016331A3 WO2003016331A3 PCT/US2002/025619 US0225619W WO03016331A3 WO 2003016331 A3 WO2003016331 A3 WO 2003016331A3 US 0225619 W US0225619 W US 0225619W WO 03016331 A3 WO03016331 A3 WO 03016331A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- gnrh
- analogs
- mammalian
- aza
- gly
- Prior art date
Links
- 230000035935 pregnancy Effects 0.000 title abstract 2
- 230000035558 fertility Effects 0.000 title 1
- ODKSFYDXXFIFQN-SCSAIBSYSA-N D-arginine Chemical compound OC(=O)[C@H](N)CCCNC(N)=N ODKSFYDXXFIFQN-SCSAIBSYSA-N 0.000 abstract 9
- XLXSAKCOAKORKW-AQJXLSMYSA-N gonadorelin Chemical class C([C@@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)NCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 XLXSAKCOAKORKW-AQJXLSMYSA-N 0.000 abstract 5
- JLLYLQLDYORLBB-UHFFFAOYSA-N 5-bromo-n-methylthiophene-2-sulfonamide Chemical compound CNS(=O)(=O)C1=CC=C(Br)S1 JLLYLQLDYORLBB-UHFFFAOYSA-N 0.000 abstract 3
- NMJREATYWWNIKX-XJIZABAQSA-N (2s)-n-[(2s)-1-[[(2s)-1-[[(2s)-1-[[(2s)-1-[[2-[[(2s)-1-[[(2s)-1-[(2s)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-yl]amino]-3-(1h-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino Chemical compound C([C@@H](C(=O)NCC(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N1[C@@H](CCC1)C(=O)NCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 NMJREATYWWNIKX-XJIZABAQSA-N 0.000 abstract 2
- 108700015863 His(5)-Trp(7)-Tyr(8)- LHRH Proteins 0.000 abstract 2
- 102000008238 LHRH Receptors Human genes 0.000 abstract 2
- 108010021290 LHRH Receptors Proteins 0.000 abstract 2
- OWIUPIRUAQMTTK-UHFFFAOYSA-N carbazic acid Chemical compound NNC(O)=O OWIUPIRUAQMTTK-UHFFFAOYSA-N 0.000 abstract 2
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 2
- 241000972773 Aulopiformes Species 0.000 abstract 1
- 229930028154 D-arginine Natural products 0.000 abstract 1
- ROHFNLRQFUQHCH-RXMQYKEDSA-N D-leucine Chemical compound CC(C)C[C@@H](N)C(O)=O ROHFNLRQFUQHCH-RXMQYKEDSA-N 0.000 abstract 1
- 229930182819 D-leucine Natural products 0.000 abstract 1
- 125000002698 D-tryptophano group Chemical group C(=O)(O)[C@@H](CC1=CNC2=CC=CC=C12)N* 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 241000287828 Gallus gallus Species 0.000 abstract 1
- NMJREATYWWNIKX-UHFFFAOYSA-N GnRH Chemical class C1CCC(C(=O)NCC(N)=O)N1C(=O)C(CC(C)C)NC(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)CNC(=O)C(NC(=O)C(CO)NC(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)C(CC=1NC=NC=1)NC(=O)C1NC(=O)CC1)CC1=CC=C(O)C=C1 NMJREATYWWNIKX-UHFFFAOYSA-N 0.000 abstract 1
- 108091005804 Peptidases Proteins 0.000 abstract 1
- 102000035195 Peptidases Human genes 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 108010025662 chorionic peptidase I Proteins 0.000 abstract 1
- 239000003433 contraceptive agent Substances 0.000 abstract 1
- 230000002254 contraceptive effect Effects 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 239000000130 luteolytic agent Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000001817 pituitary effect Effects 0.000 abstract 1
- 230000003169 placental effect Effects 0.000 abstract 1
- 239000003408 postcoitus contraceptive agent Substances 0.000 abstract 1
- 235000019833 protease Nutrition 0.000 abstract 1
- 230000000541 pulsatile effect Effects 0.000 abstract 1
- 235000019515 salmon Nutrition 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
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/23—Luteinising hormone-releasing hormone [LHRH]; Related peptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Endocrinology (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Reproductive Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Genetics & Genomics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
Specially designed non-mammalian GnRH analog decapeptides resistant to degradation by the placental enzyme, C-ase-1, or a post-proline peptidase, are disclosed. The GnRH analogs are further defined as analogs of chicken II GnRH or salmon GnRH. These non-mammalian analogs incorporate D-arginine, D-leucine, D-tBu-Serine or D-Trp at position 6 and ethylamide or aza-Gly-amide at position 10. The D-Arg (6) chicken II GnRH ethylamide, D-Arg (6) chicken II GnRH-aza-Gly (10)-amide, the D-Arg(6) salmon GnRH ethylamide, and D-Arg(6) salmon GnRH-aza-Gly (10)-amide analogs are also provided. And demonstrate preferential binding to chorionic GnRH receptor that is greater relative to the binding of these analogs to pituitary GnRH receptor. These non-mammalian GnRH analogs may be used in pharmaceutical preparation, and specifically in various treatment methods as a contraceptive or post-coital contraceptive agent. The non-mammalian GnRH analogs are also provided in pharmaceutical preparations that may be used clinically for maintaining pregnancy when used in very low doses and administered in pulsatile fashion. In another aspect, the non-mammalian GnRH analogs may be used a luteolytic agents. The aza-Gly (10) amide non-mammalian analogs are yet other embodiments of the non-mammalian GnRH analogs provided as a part of the invention.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2002355954A AU2002355954A1 (en) | 2001-08-17 | 2002-08-13 | Non-mammalian gnrh analogs and uses thereof in regulation of fertility and pregnancy |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US93214901A | 2001-08-17 | 2001-08-17 | |
| US09/932,149 | 2001-08-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2003016331A2 WO2003016331A2 (en) | 2003-02-27 |
| WO2003016331A3 true WO2003016331A3 (en) | 2003-11-20 |
Family
ID=25461854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2002/025619 WO2003016331A2 (en) | 2001-08-17 | 2002-08-13 | Non-mammalian gnrh analogs and uses thereof in regulation of fertility and pregnancy |
Country Status (2)
| Country | Link |
|---|---|
| AU (1) | AU2002355954A1 (en) |
| WO (1) | WO2003016331A2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050043245A1 (en) * | 2003-08-11 | 2005-02-24 | Siler -Khodr Theresa M. | Non-mammalian GnRH analogs and uses thereof in the immune system |
| US20050054576A1 (en) * | 2003-08-12 | 2005-03-10 | Siler-Khodr Theresa M. | Non-mammalian GnRH analogs and uses thereof in regulation of fertility and pregnancy |
| WO2005018660A1 (en) * | 2003-08-12 | 2005-03-03 | Siler-Khodr Theresa M | Non-mammalian gnrh analogs and uses thereof in regulation of fertility and pregnancy |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4410514A (en) * | 1982-12-06 | 1983-10-18 | The Salk Institute For Biological Studies | GnRH Agonists |
| GB2152059A (en) * | 1983-12-23 | 1985-07-31 | Koezponti Valto Hitelbank | Gonadoliberin derivatives |
| GB2237571A (en) * | 1989-11-01 | 1991-05-08 | Robert Peter Millar | Gonadotropin releasing hormone analogues |
-
2002
- 2002-08-13 WO PCT/US2002/025619 patent/WO2003016331A2/en not_active Application Discontinuation
- 2002-08-13 AU AU2002355954A patent/AU2002355954A1/en not_active Abandoned
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4410514A (en) * | 1982-12-06 | 1983-10-18 | The Salk Institute For Biological Studies | GnRH Agonists |
| GB2152059A (en) * | 1983-12-23 | 1985-07-31 | Koezponti Valto Hitelbank | Gonadoliberin derivatives |
| GB2237571A (en) * | 1989-11-01 | 1991-05-08 | Robert Peter Millar | Gonadotropin releasing hormone analogues |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2003016331A2 (en) | 2003-02-27 |
| AU2002355954A1 (en) | 2003-03-03 |
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