PE99298A1 - MODIFIED OLIGOSACCHARIDS - Google Patents
MODIFIED OLIGOSACCHARIDSInfo
- Publication number
- PE99298A1 PE99298A1 PE1997000688A PE00068897A PE99298A1 PE 99298 A1 PE99298 A1 PE 99298A1 PE 1997000688 A PE1997000688 A PE 1997000688A PE 00068897 A PE00068897 A PE 00068897A PE 99298 A1 PE99298 A1 PE 99298A1
- Authority
- PE
- Peru
- Prior art keywords
- glcnac
- compounds
- formula
- preferred
- tetrahidropirano
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
- C07H5/06—Aminosugars
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7008—Compounds having an amino group directly attached to a carbon atom of the saccharide radical, e.g. D-galactosamine, ranimustine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/702—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- 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
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
SE REFIERE A COMPUESTOS DE FORMULA (I), EN DONDE: R1 ES UN METILO EN CONFIGURACION S SUSTITUIDO POR UN CARBOXI Y OTRO SUSTITUYENTE o -CH(R4)-COOR3; R2 ES H, ALQUILO C1-C12 o ARILO C6; R3 ES H o My, EN DONDE My es METAL MONO O DIVALENTE, DE PREFERENCIA, Na o K; R4 ES DE PREFERENCIA CH2-C6H5, (CH2)2-C6H5, CICLOHEXILO, METILO, ETILO o ISOPROPILO; "Z" ES UN RADICAL DE FORMULA (IIa), (IIb) o (IIc), EN DONDE: "X" ES CO, COO, CS, C(S)O, ENTRE OTROS; RT1 ES ALQUILO C1-C12, DE PREFERENCIA ES (CH2)8-COO-CH3, (CH2)8-COONa o CH3; RT2 ES CICLOALQUILO C3-C12, HETEROCICLOALQUILO C2-C11, ARILO C6-C10 o HETEROARILO C5-C9, DE PREFERENCIA ES -3,4-(OH)2-C6H3 o -3,4-(OCH3)2-C6H3; RB5 ES AMINO PRIMARIO o AMIDO; R5 ES DE PREFERENCIA CH2OH, CH3 o COONa. TAMBIEN SE REFIERE AL PROCEDIMIENTO DE PREPARACION DE LOS COMPUESTOS (I), DONDE LA GALACTOSA-(GlcNAc o TETRAHIDROPIRANO) o FUCOSA-(GlcNAc o TETRAHIDROPIRANO) ESTA ENLAZADO CON LA FUCOSA o GALACTOSA RESPECTIVAMENTE. LOS COMPUESTOS DE FORMULA (I) SON DERIVADOS DEL SIALIL LEWIS (LIGANDO NATURAL DE LA E-SELECTINA EN LA ADHESION CELULAR), EN DONDE SE REEMPLAZA EL RESIDUO DEL ACIDO NEURAMINICO Y GlcNAc NATURAL POR R1 Y "Z" RESPECTIVAMENTE, POR LO QUE ACTUARIAN INHIBIENDO EL ENLACE DE E-SELECTINA, SIENDO UTILES EN EL TRATAMIENTO DE ENFERMEDADES INFLAMATORIAS O AUTOINMUNES AGUDAS O CRONICAS, ENTRE OTRASREFERS TO COMPOUNDS OF FORMULA (I), WHERE: R1 IS A METHYL IN CONFIGURATION S REPLACED BY A CARBOXI AND ANOTHER SUBSTITUTE or -CH (R4) -COOR3; R2 IS H, C1-C12 ALKYL or C6 ARYL; R3 IS H or My, WHERE My is MONO OR DIVALENT METAL, PREFERRED, Na or K; R4 IS OF PREFERENCE CH2-C6H5, (CH2) 2-C6H5, CYCLOHEXYL, METHYL, ETHYL or ISOPROPYL; "Z" IS A RADICAL OF FORMULA (IIa), (IIb) or (IIc), WHERE: "X" IS CO, COO, CS, C (S) O, AMONG OTHERS; RT1 IS C1-C12 ALKYL, PREFERRED IS (CH2) 8-COO-CH3, (CH2) 8-COONa or CH3; RT2 IS C3-C12 CYCLLOALKYL, C2-C11 HETEROCICLOALKYL, C6-C10 ARYL or C5-C9 HETEROARYL, PREFERRED ES -3.4- (OH) 2-C6H3 or -3.4- (OCH3) 2-C6H3; RB5 IS PRIMARY AMINO or AMIDO; R5 IS OF PREFERENCE CH2OH, CH3 or COONa. IT ALSO REFERS TO THE PREPARATION PROCEDURE OF THE COMPOUNDS (I), WHERE THE GALACTOSE- (GlcNAc or TETRAHIDROPIRANO) or FUCOSA- (GlcNAc or TETRAHIDROPIRANO) IS LINKED TO THE RESPECTIVE FUCOSE OR GALACTOSE. THE COMPOUNDS OF FORMULA (I) ARE DERIVED FROM SIALIL LEWIS (NATURAL LINKAGE OF E-SELECTIN IN CELLULAR ACCESSION), WHERE THE RESIDUE OF THE NEURAMINIC ACID AND NATURAL GLcNAc IS REPLACED, WHEREAS ACTUALLY INHIBITING THE LINK OF E-SELECTIN, BEING USEFUL IN THE TREATMENT OF INFLAMMATORY OR AUTOIMMUNE ACUTE OR CHRONIC DISEASES, AMONG OTHERS
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96810527 | 1996-08-08 | ||
| EP96810526 | 1996-08-08 | ||
| EP96810636 | 1996-09-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE99298A1 true PE99298A1 (en) | 1999-01-21 |
Family
ID=27237868
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE1997000688A PE99298A1 (en) | 1996-08-08 | 1997-08-07 | MODIFIED OLIGOSACCHARIDS |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0920437A1 (en) |
| JP (1) | JP2000516224A (en) |
| KR (1) | KR20000029862A (en) |
| CN (1) | CN1227563A (en) |
| AR (1) | AR008283A1 (en) |
| AU (1) | AU720381B2 (en) |
| BR (1) | BR9711117A (en) |
| CA (1) | CA2260854A1 (en) |
| CO (1) | CO4900075A1 (en) |
| CZ (1) | CZ39099A3 (en) |
| ID (1) | ID18010A (en) |
| IL (1) | IL127908A0 (en) |
| NO (1) | NO990497L (en) |
| NZ (1) | NZ334048A (en) |
| PE (1) | PE99298A1 (en) |
| PL (1) | PL331286A1 (en) |
| SK (1) | SK15699A3 (en) |
| TR (1) | TR199900245T2 (en) |
| WO (1) | WO1998006730A1 (en) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5888984A (en) * | 1994-05-12 | 1999-03-30 | Dermal Research Laboratories, Inc. | Pharmaceutical composition of complex carbohydrates and essential oils and methods of using the same |
| CA2361268C (en) | 1999-02-01 | 2014-06-10 | Dermal Research Laboratories, Inc. | A pharmaceutical composition of complex carbohydrates and essential oils and methods of using the same |
| US7879824B2 (en) | 2001-07-31 | 2011-02-01 | Dermal Research Laboratories, Inc. | Methods of preventing or treating diseases and conditions using complex carbohydrates |
| WO2004004636A2 (en) * | 2002-07-03 | 2004-01-15 | Glycomimetics, Inc. | Compositions and methods for diagnosis and therapy of medical conditions involving angiogenesis |
| EP1549658B1 (en) | 2002-10-11 | 2009-09-30 | Astellas Pharma Europe B.V. | Glucose-based compounds with affinity to p-selectin |
| EP1685145A2 (en) * | 2003-11-19 | 2006-08-02 | GlycoMimetics, Inc. | Glycomimetic antagonists for both e- and p-selectins |
| WO2006127906A1 (en) * | 2005-05-25 | 2006-11-30 | Glycomimetics, Inc. | Heterobifunctional compounds for selectin inhibition |
| LT2264043T (en) | 2005-09-02 | 2017-12-11 | Glycomimetics, Inc. | Heterobifunctional pan-selectin inhibitors |
| NZ598863A (en) * | 2007-02-09 | 2013-11-29 | Glycomimetics Inc | Methods of use of glycomimetics with replacements for hexoses and n-acetyl hexosamines |
| WO2009073911A1 (en) | 2007-12-10 | 2009-06-18 | Mater Medical Research Institute | Treatment and prophylaxis |
| WO2009126556A1 (en) | 2008-04-08 | 2009-10-15 | Glycomimetics, Inc. | Pan-selectin inhibitor with enhanced pharmacokinetic activity |
| US8921328B2 (en) | 2010-09-14 | 2014-12-30 | Glycomimetics, Inc. | E-selectin antagonists |
| AU2012358150B2 (en) | 2011-12-22 | 2017-07-20 | Glycomimetics, Inc. | E-selectin antagonist compounds, compositions, and methods of use |
| CN104837492B (en) | 2012-12-07 | 2018-04-27 | 糖模拟物有限公司 | Use compound, composition and the method for E-Selectin antagonist mobilizing hematopoietic cell |
| EP3227310B1 (en) | 2014-12-03 | 2019-07-31 | GlycoMimetics, Inc. | Heterobifunctional inhibitors of e-selectins and cxcr4 chemokine receptors |
| US11045485B2 (en) | 2016-01-22 | 2021-06-29 | Glycomimetics, Inc. | Glycomimetic inhibitors of PA-IL and PA-IIL lectins |
| US11291678B2 (en) | 2016-03-02 | 2022-04-05 | Glycomimetics, Inc | Methods for the treatment and/or prevention of cardiovascular disease by inhibition of E-selectin |
| JP2019524791A (en) | 2016-08-08 | 2019-09-05 | グリコミメティクス， インコーポレイテッド | Combinations of T cell checkpoint inhibitors with inhibitors of E-selectin or inhibitors of CXCR4 or with heterobifunctional inhibitors of both E-selectin and CXCR4 |
| US11072625B2 (en) | 2016-10-07 | 2021-07-27 | Glycomimetics, Inc. | Highly potent multimeric e-selectin antagonists |
| EP3596096A1 (en) | 2017-03-15 | 2020-01-22 | GlycoMimetics, Inc. | Galactopyranosyl-cyclohexyl derivatives as e-selectin antagonists |
| EP3717013A1 (en) | 2017-11-30 | 2020-10-07 | GlycoMimetics, Inc. | Methods of mobilizing marrow infiltrating lymphocytes and uses thereof |
| EP3732186A1 (en) | 2017-12-29 | 2020-11-04 | GlycoMimetics, Inc. | Heterobifunctional inhibitors of e-selectin and galectin-3 |
| CN108299525B (en) * | 2018-01-05 | 2021-03-26 | 佛山科学技术学院 | Method for synthesizing Lewis oligose-X |
| EP3761994A1 (en) | 2018-03-05 | 2021-01-13 | GlycoMimetics, Inc. | Methods for treating acute myeloid leukemia and related conditions |
| WO2020139962A1 (en) | 2018-12-27 | 2020-07-02 | Glycomimetics, Inc. | Heterobifunctional inhibitors of e-selectin and galectin-3 |
| CN109762032A (en) * | 2019-01-16 | 2019-05-17 | 天津科技大学 | A kind of sulfonated lewis X trisaccharide and its synthetic method and application |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993023031A1 (en) * | 1992-05-08 | 1993-11-25 | The Biomembrane Institute | Multivalent mimetics and peptide mimetics for blocking carbohydrate-dependent cellular interaction and for eliciting anticarbohydrate t-cell response |
| CA2157489A1 (en) * | 1993-03-04 | 1994-09-15 | Masaaki Numata | Lewis-associated compound, process for producing the same, and anti-inflammatory |
| CA2162478A1 (en) * | 1993-05-14 | 1994-11-24 | Shawn A. Defrees | Sialyl lex analogues as inhibitors of cellular adhesion |
| MX9704893A (en) * | 1994-12-28 | 1997-10-31 | Sumitomo Pharma | Lewis x derivative and process for producing the same. |
-
1997
- 1997-08-06 CA CA002260854A patent/CA2260854A1/en not_active Abandoned
- 1997-08-06 BR BR9711117-1A patent/BR9711117A/en not_active Application Discontinuation
- 1997-08-06 PL PL97331286A patent/PL331286A1/en unknown
- 1997-08-06 EP EP97941916A patent/EP0920437A1/en not_active Withdrawn
- 1997-08-06 NZ NZ334048A patent/NZ334048A/en unknown
- 1997-08-06 AR ARP970103580A patent/AR008283A1/en unknown
- 1997-08-06 CN CN97197077A patent/CN1227563A/en active Pending
- 1997-08-06 CZ CZ99390A patent/CZ39099A3/en unknown
- 1997-08-06 AU AU43788/97A patent/AU720381B2/en not_active Ceased
- 1997-08-06 WO PCT/EP1997/004279 patent/WO1998006730A1/en not_active Application Discontinuation
- 1997-08-06 KR KR1019997001025A patent/KR20000029862A/en not_active Application Discontinuation
- 1997-08-06 SK SK156-99A patent/SK15699A3/en unknown
- 1997-08-06 IL IL12790897A patent/IL127908A0/en unknown
- 1997-08-06 TR TR1999/00245T patent/TR199900245T2/en unknown
- 1997-08-06 JP JP10509358A patent/JP2000516224A/en active Pending
- 1997-08-07 PE PE1997000688A patent/PE99298A1/en not_active Application Discontinuation
- 1997-08-08 ID IDP972766A patent/ID18010A/en unknown
- 1997-08-08 CO CO97045596A patent/CO4900075A1/en unknown
-
1999
- 1999-02-03 NO NO990497A patent/NO990497L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0920437A1 (en) | 1999-06-09 |
| KR20000029862A (en) | 2000-05-25 |
| CZ39099A3 (en) | 1999-05-12 |
| CN1227563A (en) | 1999-09-01 |
| IL127908A0 (en) | 1999-11-30 |
| TR199900245T2 (en) | 1999-05-21 |
| JP2000516224A (en) | 2000-12-05 |
| NO990497D0 (en) | 1999-02-03 |
| CA2260854A1 (en) | 1998-02-19 |
| ID18010A (en) | 1998-02-19 |
| NO990497L (en) | 1999-03-24 |
| SK15699A3 (en) | 1999-07-12 |
| CO4900075A1 (en) | 2000-03-27 |
| NZ334048A (en) | 2000-05-26 |
| AU4378897A (en) | 1998-03-06 |
| AU720381B2 (en) | 2000-06-01 |
| WO1998006730A1 (en) | 1998-02-19 |
| AR008283A1 (en) | 1999-12-29 |
| PL331286A1 (en) | 1999-07-05 |
| BR9711117A (en) | 1999-09-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration | ||
| FD | Application declared void or lapsed |