DE3921761A1 - Substituierte polysaccharide, verfahren zu deren herstellung sowie deren verwendung zur prophylaxe und behandlung von viruserkrankungen - Google Patents
Substituierte polysaccharide, verfahren zu deren herstellung sowie deren verwendung zur prophylaxe und behandlung von viruserkrankungenInfo
- Publication number
- DE3921761A1 DE3921761A1 DE3921761A DE3921761A DE3921761A1 DE 3921761 A1 DE3921761 A1 DE 3921761A1 DE 3921761 A DE3921761 A DE 3921761A DE 3921761 A DE3921761 A DE 3921761A DE 3921761 A1 DE3921761 A1 DE 3921761A1
- Authority
- DE
- Germany
- Prior art keywords
- substituted
- polysaccharides
- groups
- dextran
- group
- 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.)
- Withdrawn
Links
- 229920001282 polysaccharide Polymers 0.000 title claims description 59
- 239000005017 polysaccharide Substances 0.000 title claims description 59
- 238000000034 method Methods 0.000 title claims description 27
- 241000700605 Viruses Species 0.000 title claims description 18
- 201000010099 disease Diseases 0.000 title claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims description 14
- 238000011282 treatment Methods 0.000 title claims description 8
- 150000004676 glycans Chemical class 0.000 title claims description 5
- 238000011321 prophylaxis Methods 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 150000004804 polysaccharides Chemical class 0.000 claims description 62
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 47
- FZWBNHMXJMCXLU-BLAUPYHCSA-N isomaltotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)O1 FZWBNHMXJMCXLU-BLAUPYHCSA-N 0.000 claims description 41
- 229920002307 Dextran Polymers 0.000 claims description 36
- 229960002086 dextran Drugs 0.000 claims description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims description 34
- 229910052799 carbon Inorganic materials 0.000 claims description 28
- 229960000633 dextran sulfate Drugs 0.000 claims description 22
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 17
- 238000002360 preparation method Methods 0.000 claims description 17
- -1 lauric acid ester Chemical class 0.000 claims description 13
- 229920001221 xylan Polymers 0.000 claims description 13
- 239000003814 drug Substances 0.000 claims description 12
- 150000001768 cations Chemical class 0.000 claims description 11
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 150000004823 xylans Chemical class 0.000 claims description 9
- 229940079593 drug Drugs 0.000 claims description 8
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- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 claims description 6
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- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 4
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- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 claims description 4
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- SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical compound FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
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- 229910021653 sulphate ion Inorganic materials 0.000 claims description 3
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- MSWZFWKMSRAUBD-GASJEMHNSA-N 2-amino-2-deoxy-D-galactopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O MSWZFWKMSRAUBD-GASJEMHNSA-N 0.000 claims description 2
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 claims description 2
- MSWZFWKMSRAUBD-CBPJZXOFSA-N 2-amino-2-deoxy-D-mannopyranose Chemical compound N[C@@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-CBPJZXOFSA-N 0.000 claims description 2
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 2
- 229920002101 Chitin Polymers 0.000 claims description 2
- 229920002567 Chondroitin Polymers 0.000 claims description 2
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims description 2
- AEMOLEFTQBMNLQ-VANFPWTGSA-N D-mannopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-VANFPWTGSA-N 0.000 claims description 2
- 229920000045 Dermatan sulfate Polymers 0.000 claims description 2
- 229930091371 Fructose Natural products 0.000 claims description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 2
- 239000005715 Fructose Substances 0.000 claims description 2
- 229920000855 Fucoidan Polymers 0.000 claims description 2
- PNNNRSAQSRJVSB-SLPGGIOYSA-N Fucose Natural products C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C=O PNNNRSAQSRJVSB-SLPGGIOYSA-N 0.000 claims description 2
- 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 2
- 229920002527 Glycogen Polymers 0.000 claims description 2
- 229920000288 Keratan sulfate Polymers 0.000 claims description 2
- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 claims description 2
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 claims description 2
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 2
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- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 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 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 claims description 2
- 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 2
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- DLGJWSVWTWEWBJ-HGGSSLSASA-N chondroitin Chemical compound CC(O)=N[C@@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1OC1[C@H](O)[C@H](O)C=C(C(O)=O)O1 DLGJWSVWTWEWBJ-HGGSSLSASA-N 0.000 claims description 2
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- KXCLCNHUUKTANI-RBIYJLQWSA-N keratan Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@H](COS(O)(=O)=O)O[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@H](O[C@@H](O[C@H]3[C@H]([C@@H](COS(O)(=O)=O)O[C@@H](O)[C@@H]3O)O)[C@H](NC(C)=O)[C@H]2O)COS(O)(=O)=O)O[C@H](COS(O)(=O)=O)[C@@H]1O KXCLCNHUUKTANI-RBIYJLQWSA-N 0.000 claims description 2
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- 239000006228 supernatant Substances 0.000 description 1
- FIAFUQMPZJWCLV-UHFFFAOYSA-N suramin Chemical compound OS(=O)(=O)C1=CC(S(O)(=O)=O)=C2C(NC(=O)C3=CC=C(C(=C3)NC(=O)C=3C=C(NC(=O)NC=4C=C(C=CC=4)C(=O)NC=4C(=CC=C(C=4)C(=O)NC=4C5=C(C=C(C=C5C(=CC=4)S(O)(=O)=O)S(O)(=O)=O)S(O)(=O)=O)C)C=CC=3)C)=CC=C(S(O)(=O)=O)C2=C1 FIAFUQMPZJWCLV-UHFFFAOYSA-N 0.000 description 1
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- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical class [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
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- HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 description 1
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
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0021—Dextran, i.e. (alpha-1,4)-D-glucan; Derivatives thereof, e.g. Sephadex, i.e. crosslinked dextran
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- 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
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0057—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Virology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3921761A DE3921761A1 (de) | 1989-07-01 | 1989-07-01 | Substituierte polysaccharide, verfahren zu deren herstellung sowie deren verwendung zur prophylaxe und behandlung von viruserkrankungen |
| EP90112230A EP0406685A1 (de) | 1989-07-01 | 1990-06-27 | Substituierte Polysaccharide, Verfahren zu deren Herstellung sowie deren Verwendung zur Prophylaxe und Behandlung von Viruserkrankungen |
| IE238490A IE902384A1 (en) | 1989-07-01 | 1990-06-29 | Substituted polysaccharides, processes for their preparation¹and their use for the prophylaxis and treatment of virus¹diseases |
| JP2170400A JPH0343401A (ja) | 1989-07-01 | 1990-06-29 | 置換されたポリサツカライドおよびその製法 |
| TW079105879A TW197373B (enExample) | 1989-07-01 | 1990-07-17 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3921761A DE3921761A1 (de) | 1989-07-01 | 1989-07-01 | Substituierte polysaccharide, verfahren zu deren herstellung sowie deren verwendung zur prophylaxe und behandlung von viruserkrankungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3921761A1 true DE3921761A1 (de) | 1991-01-03 |
Family
ID=6384152
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3921761A Withdrawn DE3921761A1 (de) | 1989-07-01 | 1989-07-01 | Substituierte polysaccharide, verfahren zu deren herstellung sowie deren verwendung zur prophylaxe und behandlung von viruserkrankungen |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0406685A1 (enExample) |
| JP (1) | JPH0343401A (enExample) |
| DE (1) | DE3921761A1 (enExample) |
| IE (1) | IE902384A1 (enExample) |
| TW (1) | TW197373B (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0464759A3 (en) * | 1990-07-03 | 1992-06-03 | Hoechst Aktiengesellschaft | Sulphated polysaccharides for the long term prophylaxis of diseases caused by vira or unconventional vira |
| US5459257A (en) * | 1993-01-11 | 1995-10-17 | Dainippon Ink And Chemicals, Inc. | Sulfated oligoglycoside acylate and antiviral agent containing the same as active ingredient |
| US5498602A (en) * | 1991-09-13 | 1996-03-12 | Dainippon Ink And Chemicals, Inc. | Oligosaccharide aromatic glycoside and sulfate thereof |
| WO2000024784A1 (fr) * | 1998-10-26 | 2000-05-04 | Elena Alexandrovna Izaxon | Substance bioactive a base de dextran |
| WO2000034339A1 (fr) * | 1998-12-04 | 2000-06-15 | Iliya Yakovlevich Ashkinazi | N-arylamides de carboxymethyldextrane bioactifs |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992013541A1 (de) * | 1991-01-30 | 1992-08-20 | Hoechst Aktiengesellschaft | Die verwendung substituierter polysaccharide zur behandlung von degenerativen gelenkerkrankungen |
| JP4943853B2 (ja) * | 2003-10-24 | 2012-05-30 | エヌ．ブイ．・ヌートリシア | 免疫調節性オリゴ糖 |
| US20080234476A1 (en) | 2006-12-20 | 2008-09-25 | The Procter & Gamble Company | Polysaccharide derivatives and structures employing same |
| US7670678B2 (en) | 2006-12-20 | 2010-03-02 | The Procter & Gamble Company | Fibers comprising hemicellulose and processes for making same |
| AU2008100725B4 (en) * | 2008-07-04 | 2008-10-02 | Parnell Technologies Pty Ltd | A sulfated polysaccharide compound for clinical use |
| CN105037586A (zh) * | 2015-06-08 | 2015-11-11 | 同济大学 | 一种抗凝血医用材料及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3478016A (en) * | 1967-07-26 | 1969-11-11 | Eastman Kodak Co | Preparation of cellulose ester and ether sulfates with low inorganic salt content |
| SU334840A1 (ru) * | 1970-04-08 | 1976-07-25 | Способ получени смещанных сульфатосодержащих эфиров целлюлозы | |
| JPS5027884A (enExample) * | 1973-07-12 | 1975-03-22 | ||
| US4177345A (en) * | 1974-07-10 | 1979-12-04 | Schweiger Richard Georg | Process for preparing a sulfate ester of a polyhydroxy polymer |
| EP0240098A3 (en) * | 1986-04-04 | 1989-05-10 | Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo | Oligo and polysaccharides for the treatment of diseases caused by retroviruses |
| DE3821271A1 (de) * | 1988-06-23 | 1989-12-28 | Solco Basel Ag | Derivatisiertes heparin, verfahren zu dessen herstellung und arzneimittel, welches dieses enthaelt |
-
1989
- 1989-07-01 DE DE3921761A patent/DE3921761A1/de not_active Withdrawn
-
1990
- 1990-06-27 EP EP90112230A patent/EP0406685A1/de not_active Withdrawn
- 1990-06-29 IE IE238490A patent/IE902384A1/en unknown
- 1990-06-29 JP JP2170400A patent/JPH0343401A/ja active Pending
- 1990-07-17 TW TW079105879A patent/TW197373B/zh active
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0464759A3 (en) * | 1990-07-03 | 1992-06-03 | Hoechst Aktiengesellschaft | Sulphated polysaccharides for the long term prophylaxis of diseases caused by vira or unconventional vira |
| US5498602A (en) * | 1991-09-13 | 1996-03-12 | Dainippon Ink And Chemicals, Inc. | Oligosaccharide aromatic glycoside and sulfate thereof |
| US5459257A (en) * | 1993-01-11 | 1995-10-17 | Dainippon Ink And Chemicals, Inc. | Sulfated oligoglycoside acylate and antiviral agent containing the same as active ingredient |
| WO2000024784A1 (fr) * | 1998-10-26 | 2000-05-04 | Elena Alexandrovna Izaxon | Substance bioactive a base de dextran |
| WO2000034339A1 (fr) * | 1998-12-04 | 2000-06-15 | Iliya Yakovlevich Ashkinazi | N-arylamides de carboxymethyldextrane bioactifs |
Also Published As
| Publication number | Publication date |
|---|---|
| TW197373B (enExample) | 1993-01-01 |
| JPH0343401A (ja) | 1991-02-25 |
| IE902384A1 (en) | 1991-06-19 |
| EP0406685A1 (de) | 1991-01-09 |
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