JP2005506326A5 - - Google Patents
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- Publication number
- JP2005506326A5 JP2005506326A5 JP2003526419A JP2003526419A JP2005506326A5 JP 2005506326 A5 JP2005506326 A5 JP 2005506326A5 JP 2003526419 A JP2003526419 A JP 2003526419A JP 2003526419 A JP2003526419 A JP 2003526419A JP 2005506326 A5 JP2005506326 A5 JP 2005506326A5
- Authority
- JP
- Japan
- Prior art keywords
- heparin
- acetyl
- desulfated
- total
- molecular weight
- 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.)
- Pending
Links
- 239000002253 acid Substances 0.000 claims 43
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical group OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 claims 27
- 229920000669 heparin Polymers 0.000 claims 24
- 229960002897 heparin Drugs 0.000 claims 24
- 239000008194 pharmaceutical composition Substances 0.000 claims 20
- 150000007513 acids Chemical class 0.000 claims 19
- 125000003047 N-acetyl group Chemical group 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 9
- 150000004676 glycans Polymers 0.000 claims 7
- 150000004804 polysaccharides Polymers 0.000 claims 7
- 125000003172 aldehyde group Chemical group 0.000 claims 5
- 125000003700 epoxy group Chemical group 0.000 claims 5
- 229920002683 Glycosaminoglycan Polymers 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- MSWZFWKMSRAUBD-IVMDWMLBSA-N glucosamine group Chemical group OC1[C@H](N)[C@@H](O)[C@H](O)[C@H](O1)CO MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 claims 3
- 229920001542 oligosaccharide Chemical group 0.000 claims 3
- 150000002482 oligosaccharides Chemical group 0.000 claims 3
- 230000003647 oxidation Effects 0.000 claims 3
- 238000007254 oxidation reaction Methods 0.000 claims 3
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- 206010061218 Inflammation Diseases 0.000 claims 2
- 230000006181 N-acylation Effects 0.000 claims 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 150000001413 amino acids Chemical group 0.000 claims 2
- 150000001720 carbohydrates Chemical group 0.000 claims 2
- 238000006477 desulfuration reaction Methods 0.000 claims 2
- 230000023556 desulfurization Effects 0.000 claims 2
- 125000003712 glycosamine group Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 230000004054 inflammatory process Effects 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 108090000765 processed proteins & peptides Chemical group 0.000 claims 2
- 208000002815 pulmonary hypertension Diseases 0.000 claims 2
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 2
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 206010012689 Diabetic retinopathy Diseases 0.000 claims 1
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 claims 1
- 206010018366 Glomerulonephritis acute Diseases 0.000 claims 1
- 208000024869 Goodpasture syndrome Diseases 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- 102100024025 Heparanase Human genes 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 101710170181 Metalloproteinase inhibitor Proteins 0.000 claims 1
- 206010027476 Metastases Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 1
- 208000013544 Platelet disease Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010038933 Retinopathy of prematurity Diseases 0.000 claims 1
- 206010038934 Retinopathy proliferative Diseases 0.000 claims 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 231100000851 acute glomerulonephritis Toxicity 0.000 claims 1
- 230000002776 aggregation Effects 0.000 claims 1
- 238000004220 aggregation Methods 0.000 claims 1
- IAJILQKETJEXLJ-RSJOWCBRSA-N aldehydo-D-galacturonic acid Chemical group O=C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-RSJOWCBRSA-N 0.000 claims 1
- 239000012670 alkaline solution Substances 0.000 claims 1
- 238000002399 angioplasty Methods 0.000 claims 1
- 230000001772 anti-angiogenic effect Effects 0.000 claims 1
- 230000002001 anti-metastasis Effects 0.000 claims 1
- 239000002257 antimetastatic agent Substances 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 210000004351 coronary vessel Anatomy 0.000 claims 1
- 239000003246 corticosteroid Substances 0.000 claims 1
- 229960001334 corticosteroids Drugs 0.000 claims 1
- 230000009615 deamination Effects 0.000 claims 1
- 238000006481 deamination reaction Methods 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 206010014599 encephalitis Diseases 0.000 claims 1
- 230000003511 endothelial effect Effects 0.000 claims 1
- 239000003102 growth factor Substances 0.000 claims 1
- 108010037536 heparanase Proteins 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- IAJILQKETJEXLJ-LECHCGJUSA-N iduronic acid Chemical compound O=C[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-LECHCGJUSA-N 0.000 claims 1
- 229940126170 metalloproteinase inhibitor Drugs 0.000 claims 1
- 239000003475 metalloproteinase inhibitor Substances 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- 229910017604 nitric acid Inorganic materials 0.000 claims 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims 1
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 150000003138 primary alcohols Chemical class 0.000 claims 1
- 230000035755 proliferation Effects 0.000 claims 1
- 208000037803 restenosis Diseases 0.000 claims 1
- 230000007017 scission Effects 0.000 claims 1
- 210000002460 smooth muscle Anatomy 0.000 claims 1
- 230000003637 steroidlike Effects 0.000 claims 1
- 230000002792 vascular Effects 0.000 claims 1
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/IT2001/000472 WO2003022291A1 (en) | 2001-09-12 | 2001-09-12 | Derivatives of partially desulphated glycosaminoglycans as heparanase inhibitors, endowed with antiangiogenic activity and devoid of anticoagulating effect |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013112054A Division JP6132302B2 (ja) | 2013-05-28 | 2013-05-28 | 抗血管新生活性を有し、抗凝血効果を有さない、ヘパラナーゼ阻害剤としての部分的に脱硫酸化されたグリコサミノグリカンの誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005506326A JP2005506326A (ja) | 2005-03-03 |
| JP2005506326A5 true JP2005506326A5 (enExample) | 2008-11-27 |
Family
ID=11133723
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003526419A Pending JP2005506326A (ja) | 2001-09-12 | 2001-09-12 | 抗血管新生活性を有し、抗凝血効果を有さない、ヘパラナーゼ阻害剤としての部分的に脱硫酸化されたグリコサミノグリカンの誘導体 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US20050137167A1 (enExample) |
| EP (2) | EP1427427B1 (enExample) |
| JP (1) | JP2005506326A (enExample) |
| KR (1) | KR100855331B1 (enExample) |
| CN (1) | CN1547477B (enExample) |
| AT (1) | ATE511846T1 (enExample) |
| AU (1) | AU2001292231B2 (enExample) |
| BR (1) | BR0117124A (enExample) |
| CA (1) | CA2457719C (enExample) |
| CY (2) | CY1112551T1 (enExample) |
| CZ (1) | CZ307433B6 (enExample) |
| DK (1) | DK1427427T3 (enExample) |
| ES (2) | ES2431362T3 (enExample) |
| HU (1) | HU230385B1 (enExample) |
| MX (1) | MXPA04002217A (enExample) |
| PT (2) | PT1427427E (enExample) |
| SI (1) | SI1427427T1 (enExample) |
| SK (1) | SK288335B6 (enExample) |
| WO (1) | WO2003022291A1 (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060293275A1 (en) * | 2004-03-29 | 2006-12-28 | Toshikazu Nakamura | Hgf production accelerator containing heparin-like oligosaccharide |
| CA2666840C (en) * | 2006-10-20 | 2015-07-14 | The Australian National University | Inhibition of degradation of extracellular matrix |
| WO2009007224A1 (en) * | 2007-07-10 | 2009-01-15 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Low molecular weight heparin derivatives having neuroprotective activity |
| EP2205642B1 (en) | 2007-11-02 | 2016-01-27 | Momenta Pharmaceuticals, Inc. | Non-anticoagulant polysaccharide compositions |
| US8592393B2 (en) | 2007-11-02 | 2013-11-26 | Momenta Pharmaceuticals, Inc. | Polysaccharide compositions and methods of use for the treatment and prevention of disorders associated with progenitor cell mobilization |
| US8569262B2 (en) | 2007-11-02 | 2013-10-29 | Momenta Pharmaceuticals, Inc. | Polysaccharide compositions and methods of use for the treatment and prevention of disorders associated with progenitor cell mobilization |
| FI20085308A0 (fi) * | 2008-04-11 | 2008-04-11 | Polysackaridforskning I Uppsal | Heparanaasittomia ihmiskuntaan kuulumattomia nisäkkäitä |
| FR2949115B1 (fr) * | 2009-08-14 | 2012-11-02 | Sanofi Aventis | OLIGOSACCHARIDES N-SULFATES ACTIVATEURS DES RECEPTEURS DES FGFs, LEUR PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE |
| JP2013522172A (ja) * | 2010-03-12 | 2013-06-13 | ジ オーストラリアン ナショナル ユニバーシティ | ヘパラン硫酸補充療法 |
| CA2795360A1 (en) | 2010-04-16 | 2011-10-20 | Momenta Pharmaceuticals, Inc. | Tissue targeting |
| CN103096870B (zh) | 2010-06-17 | 2017-04-19 | 动量制药公司 | 调节毛发生长的方法和组合物 |
| FR2970969B1 (fr) * | 2011-01-27 | 2013-10-18 | Sanofi Aventis | Oligosaccharides 3-o-alkyles activateurs des recepteurs des fgfs, leur preparation et leur application en therapeutique |
| KR101522604B1 (ko) * | 2013-03-21 | 2015-05-26 | 대한민국 | 곤충 글라이코자미노글라이칸 유래 헤파린 단편 및 이의 제조 방법 |
| MX2015015814A (es) * | 2013-05-16 | 2016-06-02 | Agency Science Tech & Res | Sulfatos de heparán. |
| JP2016520613A (ja) | 2013-05-28 | 2016-07-14 | モメンタ ファーマシューティカルズ インコーポレイテッド | 薬学的組成物 |
| ITLO20130005A1 (it) * | 2013-10-31 | 2015-05-01 | He E Biochimiche G Ronzonr S R | Derivati di glucosamminoglicani n-desolfatati e loro uso come farmaci |
| ITLO20130006A1 (it) * | 2013-11-06 | 2015-05-07 | He E Biochimiche G Ronzoni S R | Derivati carbossilati di glucosamminoglicani e loro uso come farmaci |
| EP3453389A1 (en) | 2015-03-06 | 2019-03-13 | Leadiant Biosciences S.A | Roneparstat combined therapy of multiple myeloma |
| US11787783B2 (en) | 2016-12-13 | 2023-10-17 | Beta Therapeutics Pty Ltd | Heparanase inhibitors and use thereof |
| WO2018107200A1 (en) | 2016-12-13 | 2018-06-21 | Beta Therapeutics Pty Ltd | Heparanase inhibitors and use thereof |
| CN108424474B (zh) * | 2017-02-15 | 2023-07-25 | 清华大学 | 去抗凝肝素衍生物及其用于炎症性肠病的治疗 |
| US11186603B2 (en) * | 2017-03-23 | 2021-11-30 | Victoria Link Limited | Heparan sulfate glycomimetic compounds and their pharmaceutical and cosmeceutical uses |
| EP3388439A1 (en) | 2017-04-11 | 2018-10-17 | Leadiant Biosciences SA | Biotin-conjugated n-acetyl glycol split heparin |
| CN111670038B (zh) * | 2018-02-02 | 2024-01-26 | 深圳市海普瑞药业集团股份有限公司 | 糖胺聚糖衍生物及其制备方法和用途 |
| EP3705126A1 (en) | 2019-03-05 | 2020-09-09 | Leadiant Biosciences S.p.A. | Roneparstat for the treatment of amyloidosis |
| CN114901702B (zh) * | 2019-12-27 | 2024-01-09 | 深圳市海普瑞药业集团股份有限公司 | 一种糖胺聚糖衍生物及其应用 |
| WO2022003112A1 (en) * | 2020-07-02 | 2022-01-06 | Institut Francais De Recherche Pour L'exploitation De La Mer (Ifremer) | Marine bacterial exopolysaccharide derivatives and uses thereof in the treatment of mucopolysaccharidoses |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5262403A (en) | 1986-03-10 | 1993-11-16 | Board Of Regents, The University Of Texas System | Glycosaminoglycan derivatives and their use as inhibitors of tumor invasiveness of metastatic profusion-II |
| JPS62265998A (ja) * | 1986-03-10 | 1987-11-18 | ボ−ド オブ リ−ジエンツ ザ ユニヴア−シテイ オブ テキサス システム | ヘパラン硫酸エンドグリコシダーゼアッセイ |
| IE61758B1 (en) | 1986-05-23 | 1994-11-30 | Daiichi Seiyaku Co | Use of a sulfated polysaccharide |
| IL79255A0 (en) * | 1986-06-26 | 1986-09-30 | Hadassah Med Org | Composition for metastasis prevention |
| IL79254A0 (en) | 1986-06-26 | 1986-09-30 | Hadassah Med Org | Compositions for preventing graft rejection |
| WO1988001280A1 (en) * | 1986-08-21 | 1988-02-25 | Board Of Regents, The University Of Texas System | Glycosaminoglycan derivatives and their use as inhibitors of tumor invasiveness or metastatic profusion |
| IL85145A (en) | 1987-01-23 | 1994-08-26 | Univ Australian | Anti-metastatic pharmacological or veterinary preparations containing modified herpin with reduced anticoagulant activity |
| FR2614026B1 (fr) * | 1987-04-16 | 1992-04-17 | Sanofi Sa | Heparines de bas poids moleculaire, a structure reguliere, leur preparation et leurs applications biologiques |
| PT93847A (pt) | 1989-04-24 | 1990-11-20 | Harvard College | Processo para a preparacao de oligossacaridos de baixo peso molecular derivados de heparina ou de sulfato de heparano despolimerizados e de composicoes farmaceuticas que os contem |
| US5474765A (en) | 1992-03-23 | 1995-12-12 | Ut Sw Medical Ctr At Dallas | Preparation and use of steroid-polyanionic polymer-based conjugates targeted to vascular endothelial cells |
| IL107040A0 (en) | 1992-09-25 | 1993-12-28 | Lilly Co Eli | Modified platelet factor-4 |
| US5696100A (en) * | 1992-12-22 | 1997-12-09 | Glycomed Incorporated | Method for controlling O-desulfation of heparin and compositions produced thereby |
| US5296471A (en) * | 1992-12-22 | 1994-03-22 | Glycomed Incorporated | Method for controlling o-desulfation of heparin and compositions produced thereby |
| US5399667A (en) | 1993-03-05 | 1995-03-21 | Washington University | Thrombospondin receptor binding peptides |
| IT1264101B1 (it) | 1993-03-29 | 1996-09-10 | Alfa Wassermann Spa | Processo per la sintesi di glicosaminoglicani semisintetici a struttura eparinica od eparanica modificati nella posizione 2 |
| IT1264709B1 (it) * | 1993-07-12 | 1996-10-04 | Italfarmaco Spa | Derivati eparinici ad attivita' antimetastatica |
| AU7520394A (en) | 1993-08-13 | 1995-03-14 | Glycomed Incorporated | Bridged oligosaccharides and sulfated derivatives thereof |
| US5739115A (en) | 1993-10-07 | 1998-04-14 | Glycomed Incorporated | Sulfated maltooligosaccharides with heparin-like properties |
| JPH09503510A (ja) | 1993-10-07 | 1997-04-08 | グリコメド・インコーポレイテッド | ヘパリン様特性を有する高硫酸化マルトオリゴ糖 |
| JPH09512822A (ja) | 1994-05-06 | 1997-12-22 | グリコメド・インコーポレイテッド | Ｏ−脱硫酸化ヘパリン誘導体とその製造法および使用 |
| AUPN261895A0 (en) | 1995-04-28 | 1995-05-18 | Australian National University, The | Preparation and use of sulfated oligosaccharides |
| JP4051099B2 (ja) * | 1997-01-31 | 2008-02-20 | 生化学工業株式会社 | 低分子化ヘパリン、その製造法及び医薬組成物 |
| DE19955803A1 (de) | 1999-11-19 | 2001-05-23 | Knoll Ag | Verwendung von Heparanase-Inhibitoren zur Behandlung von Hersinsuffizienz |
| IT1316986B1 (it) * | 2000-01-25 | 2003-05-26 | Sigma Tau Ind Farmaceuti | Derivati glicosamminoglicani parzialmente desolfatati nonanticoagulanti ad attivita' antiangiogenica. |
| AU3078800A (en) * | 2000-01-25 | 2001-08-07 | Nippon Eisei Center Co., Ltd. | Earthquake-proofing reinforcing metal fitting |
-
2001
- 2001-09-12 EP EP01972468A patent/EP1427427B1/en not_active Expired - Lifetime
- 2001-09-12 ES ES10183832T patent/ES2431362T3/es not_active Expired - Lifetime
- 2001-09-12 CZ CZ2004-255A patent/CZ307433B6/cs not_active IP Right Cessation
- 2001-09-12 EP EP10183832.4A patent/EP2343077B1/en not_active Expired - Lifetime
- 2001-09-12 US US10/489,359 patent/US20050137167A1/en not_active Abandoned
- 2001-09-12 SK SK160-2004A patent/SK288335B6/sk not_active IP Right Cessation
- 2001-09-12 MX MXPA04002217A patent/MXPA04002217A/es active IP Right Grant
- 2001-09-12 JP JP2003526419A patent/JP2005506326A/ja active Pending
- 2001-09-12 AU AU2001292231A patent/AU2001292231B2/en not_active Ceased
- 2001-09-12 PT PT01972468T patent/PT1427427E/pt unknown
- 2001-09-12 CA CA2457719A patent/CA2457719C/en not_active Expired - Fee Related
- 2001-09-12 ES ES01972468T patent/ES2367778T3/es not_active Expired - Lifetime
- 2001-09-12 PT PT101838324T patent/PT2343077E/pt unknown
- 2001-09-12 DK DK01972468.1T patent/DK1427427T3/da active
- 2001-09-12 CN CN018236324A patent/CN1547477B/zh not_active Expired - Fee Related
- 2001-09-12 BR BR0117124-0A patent/BR0117124A/pt active Search and Examination
- 2001-09-12 KR KR1020047003203A patent/KR100855331B1/ko not_active Expired - Fee Related
- 2001-09-12 AT AT01972468T patent/ATE511846T1/de active
- 2001-09-12 HU HU0401693A patent/HU230385B1/hu not_active IP Right Cessation
- 2001-09-12 SI SI200130998T patent/SI1427427T1/sl unknown
- 2001-09-12 WO PCT/IT2001/000472 patent/WO2003022291A1/en not_active Ceased
-
2011
- 2011-08-29 CY CY20111100823T patent/CY1112551T1/el unknown
-
2013
- 2013-08-09 CY CY20131100685T patent/CY1114544T1/el unknown
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