LU85972A1 - Nouveaux derives de ganglioside - Google Patents
Nouveaux derives de ganglioside Download PDFInfo
- Publication number
- LU85972A1 LU85972A1 LU85972A LU85972A LU85972A1 LU 85972 A1 LU85972 A1 LU 85972A1 LU 85972 A LU85972 A LU 85972A LU 85972 A LU85972 A LU 85972A LU 85972 A1 LU85972 A1 LU 85972A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- ganglioside
- mixture
- gangliosides
- ester
- groups
- Prior art date
Links
- 150000002270 gangliosides Chemical class 0.000 title claims description 418
- OKKJLVBELUTLKV-UHFFFAOYSA-N methyl alcohol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 431
- 239000000203 mixture Substances 0.000 claims description 431
- 150000002148 esters Chemical class 0.000 claims description 160
- -1 Ganglioside methyl ester Chemical class 0.000 claims description 149
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 90
- 238000000034 method Methods 0.000 claims description 74
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 71
- 150000001408 amides Chemical class 0.000 claims description 66
- 239000011734 sodium Substances 0.000 claims description 60
- 125000004432 carbon atom Chemical group C* 0.000 claims description 50
- 229910052708 sodium Inorganic materials 0.000 claims description 49
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 48
- 239000002904 solvent Substances 0.000 claims description 46
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 45
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 44
- 238000002360 preparation method Methods 0.000 claims description 38
- 125000005629 sialic acid group Chemical group 0.000 claims description 38
- 229910021529 ammonia Inorganic materials 0.000 claims description 35
- 239000002253 acid Substances 0.000 claims description 33
- 150000003839 salts Chemical class 0.000 claims description 33
- 239000000126 substance Substances 0.000 claims description 31
- CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 150000001412 amines Chemical class 0.000 claims description 21
- 150000002482 oligosaccharides Chemical class 0.000 claims description 21
- 150000001298 alcohols Chemical class 0.000 claims description 20
- 229920001542 oligosaccharide Polymers 0.000 claims description 19
- YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 claims description 17
- 229940106189 ceramide Drugs 0.000 claims description 17
- ZVEQCJWYRWKARO-UHFFFAOYSA-N ceramide Natural products CCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C=CCCC=C(C)CCCCCCCCC ZVEQCJWYRWKARO-UHFFFAOYSA-N 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
- VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 claims description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 16
- 150000007513 acids Chemical class 0.000 claims description 14
- 125000001931 aliphatic group Chemical group 0.000 claims description 14
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- 125000002252 acyl group Chemical group 0.000 claims description 12
- 230000034303 cell budding Effects 0.000 claims description 12
- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 claims description 12
- 125000001549 ceramide group Chemical group 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 9
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 9
- 230000032050 esterification Effects 0.000 claims description 9
- 238000005886 esterification reaction Methods 0.000 claims description 9
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- SQVRNKJHWKZAKO-PFQGKNLYSA-N N-acetyl-beta-neuraminic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)O[C@H]1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-PFQGKNLYSA-N 0.000 claims description 8
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 8
- SQVRNKJHWKZAKO-UHFFFAOYSA-N beta-N-Acetyl-D-neuraminic acid Natural products CC(=O)NC1C(O)CC(O)(C(O)=O)OC1C(O)C(O)CO SQVRNKJHWKZAKO-UHFFFAOYSA-N 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 8
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 8
- 239000002585 base Substances 0.000 claims description 7
- JPYQFYIEOUVJDU-UHFFFAOYSA-N beclamide Chemical compound ClCCC(=O)NCC1=CC=CC=C1 JPYQFYIEOUVJDU-UHFFFAOYSA-N 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- YNOGYQAEJGADFJ-UHFFFAOYSA-N oxolan-2-ylmethanamine Chemical compound NCC1CCCO1 YNOGYQAEJGADFJ-UHFFFAOYSA-N 0.000 claims description 7
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 claims description 6
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 claims description 6
- 150000002402 hexoses Chemical class 0.000 claims description 6
- 239000003456 ion exchange resin Substances 0.000 claims description 6
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 6
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
- 210000000653 nervous system Anatomy 0.000 claims description 6
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 6
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims description 5
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 5
- LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical compound CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 claims description 5
- 239000008103 glucose Substances 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
- 239000011976 maleic acid Substances 0.000 claims description 5
- SQVRNKJHWKZAKO-OQPLDHBCSA-N sialic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)OC1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-OQPLDHBCSA-N 0.000 claims description 5
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 claims description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
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- 150000008064 anhydrides Chemical group 0.000 claims description 4
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 4
- 230000037396 body weight Effects 0.000 claims description 4
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- UZBQIPPOMKBLAS-UHFFFAOYSA-N diethylazanide Chemical compound CC[N-]CC UZBQIPPOMKBLAS-UHFFFAOYSA-N 0.000 claims description 4
- 229930182830 galactose Natural products 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 229950006780 n-acetylglucosamine Drugs 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- OUWLXWZZZKYIIF-UHFFFAOYSA-N 2-methylpiperidine-1-carboxamide Chemical compound CC1CCCCN1C(N)=O OUWLXWZZZKYIIF-UHFFFAOYSA-N 0.000 claims description 3
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- NNWUEBIEOFQMSS-UHFFFAOYSA-N 2-Methylpiperidine Chemical compound CC1CCCCN1 NNWUEBIEOFQMSS-UHFFFAOYSA-N 0.000 claims description 2
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- 150000003335 secondary amines Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 230000000946 synaptic effect Effects 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 238000011287 therapeutic dose Methods 0.000 description 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
- 150000004886 thiomorpholines Chemical class 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
- 230000008736 traumatic injury Effects 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
- C07H15/10—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical containing unsaturated carbon-to-carbon bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT4849284 | 1984-07-03 | ||
| IT48492/84A IT1199116B (it) | 1984-07-03 | 1984-07-03 | Derivati di gangliosidi |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU85972A1 true LU85972A1 (fr) | 1986-01-22 |
Family
ID=11266890
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU85972A LU85972A1 (fr) | 1984-07-03 | 1985-06-26 | Nouveaux derives de ganglioside |
Country Status (31)
| Country | Link |
|---|---|
| US (2) | US4713374A (de) |
| EP (1) | EP0167449B1 (de) |
| JP (1) | JPS6163691A (de) |
| KR (1) | KR880001232B1 (de) |
| CN (2) | CN1021333C (de) |
| AR (1) | AR242219A1 (de) |
| AT (1) | ATE58739T1 (de) |
| AU (1) | AU578706B2 (de) |
| BE (1) | BE902750A (de) |
| CA (1) | CA1263954A (de) |
| CH (1) | CH670645A5 (de) |
| DE (1) | DE3580710D1 (de) |
| DK (2) | DK289885A (de) |
| ES (3) | ES8706711A1 (de) |
| FI (1) | FI84074C (de) |
| FR (1) | FR2567131B1 (de) |
| GR (1) | GR851573B (de) |
| HU (2) | HU199860B (de) |
| IE (1) | IE59376B1 (de) |
| IL (1) | IL75640A0 (de) |
| IN (1) | IN164786B (de) |
| IT (1) | IT1199116B (de) |
| LU (1) | LU85972A1 (de) |
| MX (1) | MX163384B (de) |
| NO (1) | NO164545C (de) |
| NZ (1) | NZ212540A (de) |
| PH (1) | PH27021A (de) |
| PL (2) | PL151829B1 (de) |
| PT (1) | PT80724B (de) |
| YU (1) | YU46603B (de) |
| ZA (1) | ZA854807B (de) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1177863B (it) * | 1984-07-03 | 1987-08-26 | Fidia Farmaceutici | Una miscela gangliosidica come agente terapeutico capare di eliminare il dolore nele neuropatie periferiche |
| IT1199116B (it) * | 1984-07-03 | 1988-12-30 | Fidia Farmaceutici | Derivati di gangliosidi |
| AU582758B2 (en) * | 1984-06-28 | 1989-04-13 | Mect Corporation | Sialic acid derivatives, galactose derivatives and method for producing the same |
| JPS6168418A (ja) * | 1984-09-11 | 1986-04-08 | Kanto Ishi Pharma Co Ltd | 去痰薬 |
| US4769362A (en) * | 1985-10-01 | 1988-09-06 | Trustees Of Boston University | Increased vascular perfusion following administration of lipids |
| FR2598434B1 (fr) * | 1986-05-12 | 1988-09-16 | Pf Medicament | Nouveaux immunomodulateurs obtenus par hemisynthese a partir d'un polysaccharide bacterien isole d'une souche mutante non capsulee de klebsiella pneumoniae |
| EP0508493A1 (de) * | 1986-08-06 | 1992-10-14 | Mect Corporation | Gangliosidderivate und Verfahren zur Herstellung davon |
| JPS6368526A (ja) * | 1986-09-11 | 1988-03-28 | Mect Corp | シアリルグリセライドからなる神経障害疾患治療剤 |
| NZ222192A (en) * | 1986-10-20 | 1991-03-26 | Kanto Ishi Pharma Co Ltd | Glycolipid containing n-glycolylneuraminic acid, and preparation thereof |
| FR2614306B1 (fr) * | 1987-04-22 | 1989-07-28 | Pf Medicament | Nouveau derive de d.25, procede de preparation, utilisation a titre d'agent immunostimulant et compositions pharmaceutiques le contenant. |
| JP2517293B2 (ja) * | 1987-06-25 | 1996-07-24 | メクト株式会社 | 細胞、組織修復剤 |
| IT1212041B (it) * | 1987-11-02 | 1989-11-08 | Fidia Farmaceutici | Gangliosidi esteri interni come agenti terapeutici capaci di eliminare il dolore nelle neuropatie periferiche |
| US5169636A (en) * | 1988-03-17 | 1992-12-08 | Nippon Fine Chemical Co., Ltd. | Liposomes |
| IT1224513B (it) * | 1988-07-19 | 1990-10-04 | Fidia Farmaceutici | Uso terapeutico del derivato estere isopropilico del monosialogangliosi de in patologie ad interessamento nervoso con componente infiammatoria |
| DE3840044A1 (de) * | 1988-11-27 | 1990-06-07 | Behringwerke Ag | Glykosphingolipide mit kopplungsfaehiger gruppe im sphingoidanteil, ihre herstellung und verwendung |
| US6407072B1 (en) * | 1988-12-02 | 2002-06-18 | Fidia S.P.A. | Lysoganglioside derivatives |
| IT1232175B (it) * | 1989-07-27 | 1992-01-25 | Fidia Farmaceutici | Analoghi semisintetici di gangliosidi |
| IT1232176B (it) * | 1989-07-27 | 1992-01-25 | Fidia Farmaceutici | Derivati di-lisogangliosidi |
| IN172427B (de) * | 1989-11-14 | 1993-07-24 | Fidia Spa | |
| IT1238346B (it) * | 1989-11-14 | 1993-07-13 | Gangliosidi modificati e loro derivati funzionali. | |
| DK238190D0 (da) * | 1990-10-03 | 1990-10-03 | Lundbeck & Co As H | Depotderivater |
| IT1251540B (it) * | 1991-05-31 | 1995-05-17 | Fidia Spa | Uso di un derivato gangliosidico. |
| WO1993002686A1 (en) * | 1991-07-31 | 1993-02-18 | The Regents Of The University Of California | Gangliosides with immunosuppressive ceramide moieties |
| IT1253832B (it) * | 1991-08-01 | 1995-08-29 | Fidia Spa | Derivati di gangliosidi |
| US5637569A (en) * | 1991-11-11 | 1997-06-10 | Symbicom Aktiebolag | Ganglioside analogs |
| IT1254706B (it) | 1991-12-23 | 1995-10-09 | Fidia Spa | Uso terapeutico del ganglioside gm1 nel trattamento del danno al midollo spinale |
| DE4204907A1 (de) * | 1992-02-14 | 1993-08-19 | Reutter Werner | Neuartige glykokonjugate mit n-substituierten neuraminsaeuren als mittel zur stimulierung des immunsystems |
| IT1254280B (it) | 1992-03-13 | 1995-09-14 | Fidia Spa | Composizioni farmaceutiche comprendenti monosialoganglioside gm1 o un suo derivato atte al trattamento della malattia di parkinson |
| AU7831594A (en) * | 1993-09-09 | 1995-03-27 | Duke University | A method of promoting cellular function |
| US5567684A (en) * | 1994-09-14 | 1996-10-22 | The Regents Of The University Of California | Synthetic ganglioside derivatives |
| IT1302530B1 (it) * | 1998-12-16 | 2000-09-05 | Fidia Spa In Amministrazione S | Processo di preparazione del ganglioside gm3 e dei suoi lisoderivati apartire dal ganglioside gm1. |
| AU2002330968B2 (en) | 2001-08-17 | 2007-03-22 | Neose Technologies, Inc. | Chemo-enzymatic synthesis of sialylated oligosaccharides |
| AU2002326805B2 (en) | 2001-08-29 | 2009-01-22 | Seneb Biosciences, Inc. | Novel synthetic ganglioside derivatives and compositions thereof |
| NZ542148A (en) | 2003-03-06 | 2008-05-30 | Neose Technologies Inc | Methods and compositions for the enzymatic synthesis of gangliosides |
| JP2007003173A (ja) * | 2005-05-26 | 2007-01-11 | Matsushita Electric Ind Co Ltd | 冷蔵庫 |
| US7943750B2 (en) | 2007-06-18 | 2011-05-17 | Laboratoire Medidom S.A. | Process for obtaining pure monosialoganglioside GM1 for medical use |
| EP2173166A4 (de) * | 2007-07-03 | 2010-08-11 | Childrens Hosp & Res Ct Oak | Polysialinsäure-de-n-acetylase-hemmer und verfahren zu ihrer verwendung |
| CA2690440A1 (en) * | 2007-07-03 | 2009-01-08 | Children's Hospital & Research Center At Oakland | Oligosialic acid derivatives, methods of manufacture, and immunological uses |
| AU2008272785B2 (en) | 2007-07-03 | 2014-06-12 | Children's Hospital & Research Center At Oakland | Polysialic acid derivatives, methods of production, and uses in enhancing cancer antigen production and targeting |
| US20120035120A1 (en) | 2009-03-25 | 2012-02-09 | Seneb Biosciences, Inc. | Glycolipids as treatment for disease |
| CN102575275A (zh) | 2009-09-01 | 2012-07-11 | Lz治疗公司 | 用于提取和纯化神经节苷脂的方法 |
| WO2013109929A1 (en) | 2012-01-20 | 2013-07-25 | Garnet Biotherapeutics, Inc. | Methods of ganglioside production |
| AU2014233521A1 (en) * | 2013-03-15 | 2015-08-20 | Garnet Biotherapeutics, Inc. | Ganglioside compositions |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4098995A (en) * | 1976-07-12 | 1978-07-04 | American Cyanamid Company | Polygalactosido-sucrose poly(h-)sulfate salts |
| FR2478104B1 (fr) * | 1980-03-17 | 1986-08-08 | Merieux Inst | Nouveaux derives de gangliosides, leur preparation et leur application |
| US4435389A (en) * | 1980-07-07 | 1984-03-06 | Kabushiki Kaisha Yakult Honsha | Composition for promoting growth of bifidobacteria |
| EP0045338B1 (de) * | 1980-08-05 | 1986-11-05 | LABORATOIRES DEBAT Société anonyme dite: | Verwendung von Glycosylglukane in der Gastroenterologie, in der Behandlung von Affektionen des Dickdarmes |
| US4476119A (en) * | 1981-08-04 | 1984-10-09 | Fidia S.P.A. | Method for preparing ganglioside derivatives and use thereof in pharmaceutical compositions |
| US4469795A (en) * | 1981-08-26 | 1984-09-04 | Edward Ginns | Radioassay for monosialoglycosphingolipid (GM1) ganglioside concentration |
| NL8104293A (nl) * | 1981-09-17 | 1983-04-18 | Ihc Holland Nv | Werkwijze voor het opzuigen van grond of slib met een sleepzuiger alsmede sleepzuiger voor het toepassen van de werkwijze. |
| CH658458A5 (fr) * | 1981-12-17 | 1986-11-14 | Lucchini Lab Sa | Procede pour l'obtention du lacto-n-norhexaosyl ceramide. |
| EP0146810A3 (de) * | 1983-12-05 | 1987-05-13 | Solco Basel AG | Verfahren zur Herstellung von Sphingosinderivaten |
| IT1199116B (it) * | 1984-07-03 | 1988-12-30 | Fidia Farmaceutici | Derivati di gangliosidi |
-
1984
- 1984-07-03 IT IT48492/84A patent/IT1199116B/it active
-
1985
- 1985-06-25 MX MX85205775A patent/MX163384B/es unknown
- 1985-06-25 NZ NZ212540A patent/NZ212540A/xx unknown
- 1985-06-25 FR FR858509634A patent/FR2567131B1/fr not_active Expired - Fee Related
- 1985-06-26 YU YU107285A patent/YU46603B/sh unknown
- 1985-06-26 IL IL75640A patent/IL75640A0/xx unknown
- 1985-06-26 HU HU852498D patent/HU199860B/hu not_active IP Right Cessation
- 1985-06-26 EP EP85401291A patent/EP0167449B1/de not_active Expired - Lifetime
- 1985-06-26 IE IE160885A patent/IE59376B1/en not_active IP Right Cessation
- 1985-06-26 AU AU44208/85A patent/AU578706B2/en not_active Ceased
- 1985-06-26 ES ES544574A patent/ES8706711A1/es not_active Expired
- 1985-06-26 US US06/749,092 patent/US4713374A/en not_active Expired - Lifetime
- 1985-06-26 FI FI852515A patent/FI84074C/fi not_active IP Right Cessation
- 1985-06-26 LU LU85972A patent/LU85972A1/fr unknown
- 1985-06-26 NO NO852565A patent/NO164545C/no unknown
- 1985-06-26 DE DE8585401291T patent/DE3580710D1/de not_active Expired - Lifetime
- 1985-06-26 DK DK289885A patent/DK289885A/da not_active Application Discontinuation
- 1985-06-26 IN IN477/CAL/85A patent/IN164786B/en unknown
- 1985-06-26 ZA ZA854807A patent/ZA854807B/xx unknown
- 1985-06-26 PH PH32459A patent/PH27021A/en unknown
- 1985-06-26 CA CA000485372A patent/CA1263954A/en not_active Expired
- 1985-06-26 GR GR851573A patent/GR851573B/el unknown
- 1985-06-26 AT AT85401291T patent/ATE58739T1/de not_active IP Right Cessation
- 1985-06-26 HU HU852498A patent/HUT38652A/hu not_active IP Right Cessation
- 1985-06-27 AR AR85300832A patent/AR242219A1/es active
- 1985-06-27 PL PL1985261619A patent/PL151829B1/pl unknown
- 1985-06-27 KR KR1019850004587A patent/KR880001232B1/ko not_active IP Right Cessation
- 1985-06-27 PT PT80724A patent/PT80724B/pt not_active IP Right Cessation
- 1985-06-27 JP JP60142362A patent/JPS6163691A/ja active Pending
- 1985-06-27 PL PL1985254207A patent/PL151289B1/pl unknown
- 1985-06-27 CN CN85104937A patent/CN1021333C/zh not_active Expired - Fee Related
- 1985-06-27 BE BE1/11279A patent/BE902750A/fr not_active IP Right Cessation
- 1985-06-27 CN CN91102374A patent/CN1021574C/zh not_active Expired - Fee Related
- 1985-07-02 CH CH2837/85A patent/CH670645A5/fr not_active IP Right Cessation
-
1986
- 1986-02-28 ES ES552826A patent/ES8802055A1/es not_active Expired
-
1987
- 1987-09-11 US US07/095,223 patent/US4849413A/en not_active Expired - Lifetime
- 1987-12-16 ES ES557807A patent/ES8801925A1/es not_active Expired
-
1992
- 1992-06-12 DK DK078592A patent/DK78592A/da not_active Application Discontinuation
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| TA | Annual fee |