GB2342357A - Amphiphilic polysaccharide derivatives - Google Patents
Amphiphilic polysaccharide derivativesInfo
- Publication number
- GB2342357A GB2342357A GB0001794A GB0001794A GB2342357A GB 2342357 A GB2342357 A GB 2342357A GB 0001794 A GB0001794 A GB 0001794A GB 0001794 A GB0001794 A GB 0001794A GB 2342357 A GB2342357 A GB 2342357A
- Authority
- GB
- United Kingdom
- Prior art keywords
- heparin
- heparin derivatives
- derivatives
- water
- devices
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0063—Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
- C08B37/0075—Heparin; Heparan sulfate; Derivatives thereof, e.g. heparosan; Purification or extraction methods thereof
-
- 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
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/726—Glycosaminoglycans, i.e. mucopolysaccharides
- A61K31/727—Heparin; Heparan
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/542—Carboxylic acids, e.g. a fatty acid or an amino acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/554—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound the modifying agent being a steroid plant sterol, glycyrrhetic acid, enoxolone or bile acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Biochemistry (AREA)
- Botany (AREA)
- Dermatology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
Abstract
Polysaccharides, which are widely used as anticoagulation drugs, especially heparin, are clinically administered only by intravenous or subcutaneous injection because of their strong hydrophilicity and high negative charge. Amphiphilic heparin derivatives were synthesized by conjugate to bile acids, sterols, and alkanoic acids, respectively. The hydrophobicity of the heparin derivatives depended on the feed mole ratio of heparin to hydrophobic agent. The heparin derivatives were slightly hydrophobic and exhibited good solubility in a water-acetone solvent, as well as water. The heparin derivatives have a high anticoagulant activity. These slightly hydrophobic heparin derivatives can be absorbed in gastric intestinal tract and can be used as oral dosage form. Also, the heparin derivatives can be used for the surface modification to prevent coagulation for medical devices such as extracorporeal devices and implanted devices.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR19980019469 | 1998-05-28 | ||
KR1019990014003A KR100314496B1 (en) | 1998-05-28 | 1999-04-20 | Non-thrombogenic heparin derivatives, process for preparation and use thereof |
US09/300,173 US6245753B1 (en) | 1998-05-28 | 1999-04-27 | Amphiphilic polysaccharide derivatives |
PCT/KR1999/000242 WO1999061481A1 (en) | 1998-05-28 | 1999-05-14 | Amphiphilic polysaccharide derivatives |
Publications (3)
Publication Number | Publication Date |
---|---|
GB0001794D0 GB0001794D0 (en) | 2000-03-22 |
GB2342357A true GB2342357A (en) | 2000-04-12 |
GB2342357B GB2342357B (en) | 2002-03-27 |
Family
ID=27349744
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB0001794A Expired - Fee Related GB2342357B (en) | 1998-05-28 | 1999-05-14 | Amphiphilic heparin derivatives |
Country Status (5)
Country | Link |
---|---|
JP (1) | JP3541007B2 (en) |
AU (1) | AU3735899A (en) |
DE (1) | DE19981169B4 (en) |
GB (1) | GB2342357B (en) |
WO (1) | WO1999061481A1 (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6656922B2 (en) * | 1998-05-28 | 2003-12-02 | Mediplex Corporation, Korea | Oral delivery of macromolecules |
US7772220B2 (en) | 2004-10-15 | 2010-08-10 | Seo Hong Yoo | Methods and compositions for reducing toxicity of a pharmaceutical compound |
US7303768B2 (en) | 1998-07-24 | 2007-12-04 | Seo Hong Yoo | Preparation of aqueous clear solution dosage forms with bile acids |
KR100378109B1 (en) * | 2000-10-24 | 2003-03-29 | 주식회사 메디프렉스 | Hydrophobic multicomponant heparin conjugates, a preparing method and a use thereof |
CN1531436A (en) * | 2001-05-09 | 2004-09-22 | (株)美大富历寿 | Formulation of amphiphilic heparin derivatives for enhancing mucosal absorption |
US7145125B2 (en) | 2003-06-23 | 2006-12-05 | Advanced Optical Technologies, Llc | Integrating chamber cone light using LED sources |
FR2864091B1 (en) * | 2003-12-19 | 2006-04-07 | Ethypharm Sa | AMPHIPHILE HEPARIN DERIVATIVE FORMED BY COUPLING HEPARIN WITH A BILARY ACID |
WO2006026555A2 (en) | 2004-08-30 | 2006-03-09 | Seo Hong Yoo | Neuroprotective effect of solubilized udca in focal ischemic model |
JP2008516977A (en) | 2004-10-15 | 2008-05-22 | セオ ホン ユー | Methods and compositions for reducing the toxicity of pharmaceutical compounds |
WO2008112368A2 (en) | 2007-02-08 | 2008-09-18 | Emisphere Technologies, Inc. | Phenylalkylcarboxylic acid delivery agents |
EP2222753A4 (en) * | 2007-12-05 | 2011-07-06 | Xiao-Xia Zhu | Amphiphilic polymers having a cholane core |
JP5542687B2 (en) * | 2008-11-05 | 2014-07-09 | 国立大学法人 東京医科歯科大学 | Hyaluronic acid derivative and pharmaceutical composition thereof |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB891554A (en) * | 1959-10-19 | 1962-03-14 | Applic Chimiques D Etudes Et D | Galenic suppository containing salts of heparin |
GB1157754A (en) * | 1966-06-29 | 1969-07-09 | Canada Packers Ltd | Orally Active Heparin and method of making and using same |
WO1995012620A1 (en) * | 1993-11-01 | 1995-05-11 | Alpha-Beta Technology, Inc. | Derivatized polysaccharide bile acid sequestrant for reducing cholesterol |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07206903A (en) * | 1994-01-24 | 1995-08-08 | Takeda Chem Ind Ltd | Aggregate of super molecule structure type |
-
1999
- 1999-05-14 DE DE19981169T patent/DE19981169B4/en not_active Expired - Fee Related
- 1999-05-14 AU AU37358/99A patent/AU3735899A/en not_active Abandoned
- 1999-05-14 WO PCT/KR1999/000242 patent/WO1999061481A1/en active Application Filing
- 1999-05-14 GB GB0001794A patent/GB2342357B/en not_active Expired - Fee Related
- 1999-05-14 JP JP2000550884A patent/JP3541007B2/en not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB891554A (en) * | 1959-10-19 | 1962-03-14 | Applic Chimiques D Etudes Et D | Galenic suppository containing salts of heparin |
GB1157754A (en) * | 1966-06-29 | 1969-07-09 | Canada Packers Ltd | Orally Active Heparin and method of making and using same |
WO1995012620A1 (en) * | 1993-11-01 | 1995-05-11 | Alpha-Beta Technology, Inc. | Derivatized polysaccharide bile acid sequestrant for reducing cholesterol |
Non-Patent Citations (3)
Title |
---|
"New approaches for the preparation of hydrophobic heparin derivatives", * |
Database WPIL on EPO,week 95-40,London:Derwent Publications Ltd,AN95-309101,JP07-206903A, 8/8/1995 * |
Journal of Pharmaceutical Sciences, Vol 83, No 7, July 1994 Pages 1034-1039,J.LIU et al.: * |
Also Published As
Publication number | Publication date |
---|---|
GB2342357B (en) | 2002-03-27 |
JP3541007B2 (en) | 2004-07-07 |
GB0001794D0 (en) | 2000-03-22 |
JP2002516355A (en) | 2002-06-04 |
DE19981169B4 (en) | 2007-09-13 |
AU3735899A (en) | 1999-12-13 |
DE19981169T1 (en) | 2000-11-16 |
WO1999061481A1 (en) | 1999-12-02 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 20110514 |