CA2416643A1 - Ghrelin antagonists - Google Patents

Info

Publication number

CA2416643A1

CA2416643A1 CA002416643A CA2416643A CA2416643A1 CA 2416643 A1 CA2416643 A1 CA 2416643A1 CA 002416643 A CA002416643 A CA 002416643A CA 2416643 A CA2416643 A CA 2416643A CA 2416643 A1 CA2416643 A1 CA 2416643A1

Authority

CA

Canada

Prior art keywords

ser

peptide

leu

pro

octanoyl

Prior art date

2000-07-24

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.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 101800001586 Ghrelin Proteins 0.000 title claims abstract description 5
• GNKDKYIHGQKHHM-RJKLHVOGSA-N ghrelin Chemical compound C([C@H](NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)CN)COC(=O)CCCCCCC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1N=CNC=1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C1=CC=CC=C1 GNKDKYIHGQKHHM-RJKLHVOGSA-N 0.000 title claims abstract description 5
• 239000005557 antagonist Substances 0.000 title claims description 3
• 102000012004 Ghrelin Human genes 0.000 title 1
• 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 42
• 102000018997 Growth Hormone Human genes 0.000 claims abstract description 14
• 108010051696 Growth Hormone Proteins 0.000 claims abstract description 14
• 239000000122 growth hormone Substances 0.000 claims abstract description 14
• 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 13
• 241000124008 Mammalia Species 0.000 claims abstract description 8
• WCORRBXVISTKQL-WHFBIAKZSA-N Gly-Ser-Ser Chemical compound NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(O)=O WCORRBXVISTKQL-WHFBIAKZSA-N 0.000 claims description 11
• 238000000034 method Methods 0.000 claims description 11
• 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 claims description 11
• 239000000203 mixture Substances 0.000 claims description 8
• 238000009472 formulation Methods 0.000 claims description 6
• 230000000694 effects Effects 0.000 claims description 5
• 102400000442 Ghrelin-28 Human genes 0.000 claims description 3
• 238000013268 sustained release Methods 0.000 claims description 3
• 239000012730 sustained-release form Substances 0.000 claims description 3
• 230000015572 biosynthetic process Effects 0.000 claims description 2
• 230000037396 body weight Effects 0.000 claims description 2
• 238000007911 parenteral administration Methods 0.000 claims 2
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 150000003839 salts Chemical class 0.000 claims 1
• 102100033367 Appetite-regulating hormone Human genes 0.000 abstract 2
• 230000003042 antagnostic effect Effects 0.000 abstract 1
• 230000003247 decreasing effect Effects 0.000 abstract 1
• 108010077689 gamma-aminobutyryl-2-methyltryptophyl-2-methyltryptophyl-2-methyltryptophyl-lysinamide Proteins 0.000 abstract 1
• 230000001225 therapeutic effect Effects 0.000 abstract 1
• 239000002904 solvent Substances 0.000 description 5
• 241000700159 Rattus Species 0.000 description 4
• 150000001875 compounds Chemical class 0.000 description 3
• 238000004128 high performance liquid chromatography Methods 0.000 description 3
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
• 241000282414 Homo sapiens Species 0.000 description 2
• YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 description 2
• 229940122853 Growth hormone antagonist Drugs 0.000 description 1
• 241000282412 Homo Species 0.000 description 1
• 241001465754 Metazoa Species 0.000 description 1
• 206010028980 Neoplasm Diseases 0.000 description 1
• 150000001413 amino acids Chemical class 0.000 description 1
• 238000013459 approach Methods 0.000 description 1
• 229920002988 biodegradable polymer Polymers 0.000 description 1
• 239000004621 biodegradable polymer Substances 0.000 description 1
• 238000002347 injection Methods 0.000 description 1
• 239000007924 injection Substances 0.000 description 1
• 238000011835 investigation Methods 0.000 description 1
• -1 octanoyl ester Chemical class 0.000 description 1
• 230000003204 osmotic effect Effects 0.000 description 1
• 238000012261 overproduction Methods 0.000 description 1
• 230000003389 potentiating effect Effects 0.000 description 1
• 102000004169 proteins and genes Human genes 0.000 description 1
• 108090000623 proteins and genes Proteins 0.000 description 1
• 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 description 1
• 238000010532 solid phase synthesis reaction Methods 0.000 description 1
• 210000002784 stomach Anatomy 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 238000003786 synthesis reaction Methods 0.000 description 1
• 238000010189 synthetic method Methods 0.000 description 1