SE452469B - Material bestaende av en tverbunden karboxylgrupphaltig polysackarid och forfarande vid framstellning av detsamma - Google Patents

Material bestaende av en tverbunden karboxylgrupphaltig polysackarid och forfarande vid framstellning av detsamma

Info

Publication number: SE452469B
Authority: SE; Sweden
Prior art keywords: polysaccharide; carboxyl group; epoxide; solution; days
Prior art date: 1986-06-18

Application number

SE8602705A

Other languages

English (en)

Swedish (sv)

Other versions

SE8602705D0 (sv

Inventor

T Melson

Original Assignee

Pharmacia Ab

Priority date (The priority date 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 date listed.)

1986-06-18

Filing date

1986-06-18

Publication date

1987-11-30

1986-06-18 Application filed by Pharmacia Ab filed Critical Pharmacia Ab

1986-06-18 Priority to SE8602705A priority Critical patent/SE452469B/sv

1986-06-18 Publication of SE8602705D0 publication Critical patent/SE8602705D0/xx

1987-06-09 Priority to EP87904204A priority patent/EP0272300B1/de

1987-06-09 Priority to DE3750719T priority patent/DE3750719T2/de

1987-06-09 Priority to AT87904204T priority patent/ATE113609T1/de

1987-06-09 Priority to PCT/SE1987/000272 priority patent/WO1987007898A1/en

1987-06-09 Priority to HK98102351.2A priority patent/HK1003227B/en

1987-06-09 Priority to US07/145,780 priority patent/US4963666A/en

1987-06-09 Priority to JP62503852A priority patent/JPH07116242B2/ja

1987-11-30 Publication of SE452469B publication Critical patent/SE452469B/sv

Links

229920001282 polysaccharide Polymers 0.000 title claims abstract description 36
239000005017 polysaccharide Substances 0.000 title claims abstract description 36
239000000463 material Substances 0.000 title claims abstract description 21
238000000034 method Methods 0.000 title claims abstract description 16
150000004676 glycans Chemical class 0.000 title claims abstract 14
238000002360 preparation method Methods 0.000 title claims 2
239000003153 chemical reaction reagent Substances 0.000 claims abstract description 17
238000001035 drying Methods 0.000 claims abstract description 14
230000003213 activating effect Effects 0.000 claims abstract description 9
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 9
KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims description 16
229920002674 hyaluronan Polymers 0.000 claims description 16
229960003160 hyaluronic acid Drugs 0.000 claims description 16
238000006243 chemical reaction Methods 0.000 claims description 15
230000002378 acidificating effect Effects 0.000 claims description 9
230000004913 activation Effects 0.000 claims description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
239000012528 membrane Substances 0.000 claims description 3
150000002118 epoxides Chemical class 0.000 claims 5
239000011243 crosslinked material Substances 0.000 claims 2
238000004132 cross linking Methods 0.000 abstract description 14
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
230000015556 catabolic process Effects 0.000 description 25
238000006731 degradation reaction Methods 0.000 description 25
239000000243 solution Substances 0.000 description 24
125000001424 substituent group Chemical group 0.000 description 24
150000004804 polysaccharides Chemical class 0.000 description 22
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
239000007788 liquid Substances 0.000 description 18
238000002474 experimental method Methods 0.000 description 17
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
239000000499 gel Substances 0.000 description 15
239000000047 product Substances 0.000 description 14
239000004971 Cross linker Substances 0.000 description 9
239000012530 fluid Substances 0.000 description 9
238000000502 dialysis Methods 0.000 description 8
230000015572 biosynthetic process Effects 0.000 description 7
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
239000004593 Epoxy Substances 0.000 description 6
239000012467 final product Substances 0.000 description 5
150000002924 oxiranes Chemical class 0.000 description 5
229930003231 vitamin Natural products 0.000 description 5
239000011782 vitamin Substances 0.000 description 5
229940088594 vitamin Drugs 0.000 description 5
235000013343 vitamin Nutrition 0.000 description 5
150000003722 vitamin derivatives Chemical class 0.000 description 5
238000002835 absorbance Methods 0.000 description 4
239000002253 acid Substances 0.000 description 4
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
239000012153 distilled water Substances 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000002504 physiological saline solution Substances 0.000 description 4
229920002385 Sodium hyaluronate Polymers 0.000 description 3
SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 3
229910021529 ammonia Inorganic materials 0.000 description 3
239000000872 buffer Substances 0.000 description 3
108010025899 gelatin film Proteins 0.000 description 3
230000007935 neutral effect Effects 0.000 description 3
229930002330 retinoic acid Natural products 0.000 description 3
229940010747 sodium hyaluronate Drugs 0.000 description 3
YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 3
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
239000004793 Polystyrene Substances 0.000 description 2
238000007171 acid catalysis Methods 0.000 description 2
239000001768 carboxy methyl cellulose Substances 0.000 description 2
235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
239000008112 carboxymethyl-cellulose Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
229920002223 polystyrene Polymers 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000000758 substrate Substances 0.000 description 2
238000009736 wetting Methods 0.000 description 2
229920001285 xanthan gum Polymers 0.000 description 2
WCDDVEOXEIYWFB-VXORFPGASA-N (2s,3s,4r,5r,6r)-3-[(2s,3r,5s,6r)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@@H]1C[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](C(O)=O)O[C@@H](O)[C@H](O)[C@H]1O WCDDVEOXEIYWFB-VXORFPGASA-N 0.000 description 1
CTFNNNWSXPGXNU-UHFFFAOYSA-N 1-(oxirane-2-carbonyloxy)butyl oxirane-2-carboxylate Chemical group C(C1CO1)(=O)OC(CCC)OC(C1CO1)=O CTFNNNWSXPGXNU-UHFFFAOYSA-N 0.000 description 1
GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
238000011481 absorbance measurement Methods 0.000 description 1
238000005903 acid hydrolysis reaction Methods 0.000 description 1
239000000783 alginic acid Substances 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
229960001126 alginic acid Drugs 0.000 description 1
150000004781 alginic acids Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
238000005815 base catalysis Methods 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
238000005336 cracking Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
239000007857 degradation product Substances 0.000 description 1
LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 1
125000000600 disaccharide group Chemical group 0.000 description 1
150000002148 esters Chemical group 0.000 description 1
238000000605 extraction Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
229940014041 hyaluronate Drugs 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000008206 lipophilic material Substances 0.000 description 1
238000000691 measurement method Methods 0.000 description 1
229920001277 pectin Polymers 0.000 description 1
239000001814 pectin Substances 0.000 description 1
235000010987 pectin Nutrition 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
239000002953 phosphate buffered saline Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000004627 regenerated cellulose Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000000108 ultra-filtration Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000000230 xanthan gum Substances 0.000 description 1
235000010493 xanthan gum Nutrition 0.000 description 1
229940082509 xanthan gum Drugs 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/64—Use of materials characterised by their function or physical properties specially adapted to be resorbable inside the body
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/20—Polysaccharides
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/58—Materials at least partially resorbable by the body
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/005—Crosslinking of cellulose derivatives
- 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
- 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
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0033—Xanthan, i.e. D-glucose, D-mannose and D-glucuronic acid units, saubstituted with acetate and pyruvate, with a main chain of (beta-1,4)-D-glucose units; Derivatives thereof
- 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
- C08B37/0072—Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Biochemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Public Health (AREA)
Molecular Biology (AREA)
Dermatology (AREA)
Oral & Maxillofacial Surgery (AREA)
Transplantation (AREA)
Hematology (AREA)
Emergency Medicine (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Saccharide Compounds (AREA)

SE8602705A 1986-06-18 1986-06-18 Material bestaende av en tverbunden karboxylgrupphaltig polysackarid och forfarande vid framstellning av detsamma SE452469B (sv)

Priority Applications (8)

Application Number	Priority Date	Filing Date	Title
SE8602705A SE452469B (sv)	1986-06-18	1986-06-18	Material bestaende av en tverbunden karboxylgrupphaltig polysackarid och forfarande vid framstellning av detsamma
EP87904204A EP0272300B1 (de)	1986-06-18	1987-06-09	Material aus karboxylgruppen enthaltenden polysacchariden, sowie verfahren zur herstellung solcher polysaccharide
DE3750719T DE3750719T2 (de)	1986-06-18	1987-06-09	Material aus karboxylgruppen enthaltenden polysacchariden, sowie verfahren zur herstellung solcher polysaccharide.
AT87904204T ATE113609T1 (de)	1986-06-18	1987-06-09	Material aus karboxylgruppen enthaltenden polysacchariden, sowie verfahren zur herstellung solcher polysaccharide.
PCT/SE1987/000272 WO1987007898A1 (en)	1986-06-18	1987-06-09	Material of polysaccharides containing carboxyl groups, and a process for producing such polysaccharides
HK98102351.2A HK1003227B (en)	1986-06-18	1987-06-09	Material of polysaccharides containing carboxyl groups, and a process for producing such polysaccharides
US07/145,780 US4963666A (en)	1986-06-18	1987-06-09	Material of polysaccharides containing carboxyl groups, and a process for producing such polysaccharides
JP62503852A JPH07116242B2 (ja)	1986-06-18	1987-06-09	カルボキシル基含有ポリサッカリド物質、およびそのようなポリサッカリドの製造法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
SE8602705A SE452469B (sv)	1986-06-18	1986-06-18	Material bestaende av en tverbunden karboxylgrupphaltig polysackarid och forfarande vid framstellning av detsamma

Publications (2)

Publication Number	Publication Date
SE8602705D0 SE8602705D0 (sv)	1986-06-18
SE452469B true SE452469B (sv)	1987-11-30

Family

ID=20364848

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SE8602705A SE452469B (sv)	1986-06-18	1986-06-18	Material bestaende av en tverbunden karboxylgrupphaltig polysackarid och forfarande vid framstellning av detsamma

Country Status (7)

Country	Link
US (1)	US4963666A (de)
EP (1)	EP0272300B1 (de)
JP (1)	JPH07116242B2 (de)
AT (1)	ATE113609T1 (de)
DE (1)	DE3750719T2 (de)
SE (1)	SE452469B (de)
WO (1)	WO1987007898A1 (de)

Families Citing this family (52)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5209626A (en) *	1986-01-22	1993-05-11	Computer Aided Systems, Inc.	Organizer system for a rotatable storage structure
IT1203814B (it) *	1986-06-30	1989-02-23	Fidia Farmaceutici	Esteri dell'acido alginico
US5264422A (en) *	1986-06-30	1993-11-23	Fidia S.P.A.	Esters of alginic acid with steroidal alcohols
US5147861A (en) *	1986-06-30	1992-09-15	Fidia S.P.A.	Esters of alginic acid
IT1198449B (it) *	1986-10-13	1988-12-21	F I D I Farmaceutici Italiani	Esteri di alcoli polivalenti di acido ialuronico
IT1219587B (it) *	1988-05-13	1990-05-18	Fidia Farmaceutici	Polisaccaridi carbossiilici autoreticolati
US5910489A (en) *	1990-09-18	1999-06-08	Hyal Pharmaceutical Corporation	Topical composition containing hyaluronic acid and NSAIDS
US5990096A (en) *	1990-09-18	1999-11-23	Hyal Pharmaceutical Corporation	Formulations containing hyaluronic acid
CA2061703C (en) *	1992-02-20	2002-07-02	Rudolf E. Falk	Formulations containing hyaluronic acid
US5824658A (en) *	1990-09-18	1998-10-20	Hyal Pharmaceutical Corporation	Topical composition containing hyaluronic acid and NSAIDS
US6103704A (en) *	1991-07-03	2000-08-15	Hyal Pharmaceutical Corporation	Therapeutic methods using hyaluronic acid
US5977088A (en) *	1991-07-03	1999-11-02	Hyal Pharmaceutical Corporation	Formulations containing hyaluronic acid
US5792753A (en) *	1991-07-03	1998-08-11	Hyal Pharmaceutical Corporation	Compositions comprising hyaluronic acid and prostaglandin-synthesis-inhibiting drugs
US6218373B1 (en)	1992-02-20	2001-04-17	Hyal Pharmaceutical Corporation	Formulations containing hyaluronic acid
US5767106A (en) *	1992-02-21	1998-06-16	Hyal Pharmaceutical Corporation	Treatment of disease and conditions associated with macrophage infiltration
US5633001A (en) *	1993-03-19	1997-05-27	Medinvent	Composition and a method for tissue augmentation
JP3404557B2 (ja) *	1993-09-30	2003-05-12	グンゼ株式会社	架橋ヒアルロン酸及びこれらの複合材料
US5502042A (en) *	1994-07-22	1996-03-26	United States Surgical Corporation	Methods and compositions for treating wounds
US5677276A (en) *	1994-12-23	1997-10-14	La Jolla Cancer Research Foundation	Immobilization of peptides to hyaluronate
US5827937A (en) *	1995-07-17	1998-10-27	Q Med Ab	Polysaccharide gel composition
US6123957A (en) *	1997-07-16	2000-09-26	Jernberg; Gary R.	Delivery of agents and method for regeneration of periodontal tissues
ATE483480T1 (de) *	1998-12-16	2010-10-15	Tno	Saure superabsorbierende polysaccharide
GB9902412D0 (en) *	1999-02-03	1999-03-24	Fermentech Med Ltd	Process
GB9902652D0 (en) *	1999-02-05	1999-03-31	Fermentech Med Ltd	Process
AU3615700A (en)	1999-03-04	2000-09-21	United States Surgical Corporation	Scar reduction
ES2373939T3 (es)	1999-05-28	2012-02-10	Tyco Healthcare Group Lp	Mezclas bioabsorbibles y artículos quirúrgicos hechos con las mismas.
AU782519B2 (en)	1999-11-09	2005-08-04	Denki Kagaku Kogyo Kabushiki Kaisha	Use of soluble cellulose derivative having been made hardly soluble in water and process for producing the same
TW574301B (en) *	2001-05-02	2004-02-01	Ind Tech Res Inst	Manufacturing method of epoxide crosslinked polysaccharides matrix
US20040235791A1 (en) *	2002-01-25	2004-11-25	Gruskin Elliott A.	Scar reduction
TWI251596B (en) *	2002-12-31	2006-03-21	Ind Tech Res Inst	Method for producing a double-crosslinked hyaluronate material
AU2003901834A0 (en) *	2003-04-17	2003-05-01	Clearcoll Pty Ltd	Cross-linked polysaccharide compositions
JP2004323454A (ja) *	2003-04-25	2004-11-18	Chisso Corp	薬剤
US20060246137A1 (en) *	2003-07-30	2006-11-02	Laurence Hermitte	Complex matrix for biomedical use
DE10343413A1 (de) *	2003-09-19	2005-04-14	Universität Hamburg	Vernetzte, langzeitstabile Carboxymethylstärke als Absorptionsmittel für Wasser, deren Verwendung sowie Verfahren zu deren Herstellung
US8124120B2 (en)	2003-12-22	2012-02-28	Anika Therapeutics, Inc.	Crosslinked hyaluronic acid compositions for tissue augmentation
GB0329907D0 (en) *	2003-12-23	2004-01-28	Innomed Ltd	Compositions
US20050281880A1 (en) *	2004-05-20	2005-12-22	Wei Wang	Methods for making injectable polymer hydrogels
ES2609105T3 (es) *	2004-05-20	2017-04-18	Mentor Worldwide Llc	Método de enlance covalente de ácido hialurónico y quitosano
WO2008088830A2 (en) *	2007-01-16	2008-07-24	Evolved Nanomaterial Sciences, Inc.	Chiral separating agents with active support
US8455459B2 (en)	2007-08-02	2013-06-04	Medicis Pharmaceutical Corporation	Method of applying an injectable filler
RU2366665C1 (ru) *	2007-12-03	2009-09-10	Институт синтетических полимерных материалов (ИСПМ) им. Н.С. Ениколопова РАН	Способ получения сшитых солей гиалуроновой кислоты
RU2366666C1 (ru) *	2007-12-20	2009-09-10	Институт синтетических полимерных материалов (ИСПМ) им. Н.С. Ениколопова РАН	Способ получения сшитых солей гиалуроновой кислоты в водной среде
CN104771197A (zh)	2008-07-18	2015-07-15	韦克福里斯特大学健康科学院	局部施用真空以使细胞死亡和损伤减到最小的心脏组织调节的装置和方法
US8357795B2 (en)	2008-08-04	2013-01-22	Allergan, Inc.	Hyaluronic acid-based gels including lidocaine
AU2009288118B2 (en)	2008-09-02	2014-12-11	Allergan, Inc.	Threads of hyaluronic acid and/or derivatives thereof, methods of making thereof and uses thereof
SI2742070T1 (sl) *	2011-08-10	2021-11-30	Glycores 2000 Srl	Proti razgrajevanju odporen, zamreženi hialuronat z nizko molekularno maso
KR101240518B1 (ko)	2012-03-26	2013-03-11	주식회사 제네웰	생체 적합성 고분자를 이용한 이식용 재료
ITMI20120732A1 (it)	2012-05-03	2013-11-04	B S Srl	Polisaccaridi reticolati a memoria di forma
BR112015031457A2 (pt)	2013-06-28	2017-07-25	Galderma Sa	processo para preparar um produto do ácido hialurônico reticulado
WO2015044455A1 (en)	2013-09-30	2015-04-02	Galderma S.A.	Single-step functionalization and cross-linking of hyaluronic acid
WO2023030435A1 (en)	2021-09-01	2023-03-09	Shanghai Qisheng Biological Preparation Co., Ltd.	Cartilage regeneration using injectable, in situ polymerizable collagen compositions containing chondrocytes or stem cells
US12304974B2 (en)	2021-12-28	2025-05-20	Shanghai Qisheng Biological Preparation Co., Ltd.	Hyaluronic acid-collagen copolymer compositions and medical applications thereof

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SE169293C1 (de) *	1958-03-13	1959-11-10
US3042667A (en) *	1959-03-10	1962-07-03	Pharmacia Ab	Process for producing dextran derivatives and products resulting therefrom
CH445129A (fr) *	1964-04-29	1967-10-15	Nestle Sa	Procédé pour la préparation de composés d'inclusion à poids moléculaire élevé
US4076930A (en) *	1968-12-13	1978-02-28	James Ellingboe	Polysaccharide polyols
US4002173A (en) *	1974-07-23	1977-01-11	International Paper Company	Diester crosslinked polyglucan hydrogels and reticulated sponges thereof
JPS55134646A (en) *	1979-04-06	1980-10-20	Kureha Chem Ind Co Ltd	Amphoteric ion exchanger
US4370476A (en) *	1979-07-17	1983-01-25	Usher Thomas C	Dextran polycarboxylic acids, ferric hydroxide complexes
HU191101B (en) *	1983-02-14	1987-01-28	Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu	Process for preparing water-soluble cyclodextrin polymers substituted with ionic groups
SE437270B (sv) *	1983-07-19	1985-02-18	Pharmacia Ab	Separationsmaterial av tverbunden agaros och dess framstellning separationsmaterial av tverbunden agaros och dess framstellning
US4716224A (en) *	1984-05-04	1987-12-29	Seikagaku Kogyo Co. Ltd.	Crosslinked hyaluronic acid and its use
US4863907A (en) *	1984-06-29	1989-09-05	Seikagaku Kogyo Co., Ltd.	Crosslinked glycosaminoglycans and their use
SE456346B (sv) *	1984-07-23	1988-09-26	Pharmacia Ab	Gel for att forhindra adhesion mellan kroppsvevnader och sett for dess framstellning
CS249368B1 (en) *	1984-12-29	1987-03-12	Jan Peska	Method of pearls detran materials production for gel chromatography
SE8501022L (sv) *	1985-03-01	1986-09-02	Pharmacia Ab	Format alster och forfarande for dess framstellning
US4713448A (en) *	1985-03-12	1987-12-15	Biomatrix, Inc.	Chemically modified hyaluronic acid preparation and method of recovery thereof from animal tissues
SE453394B (sv) *	1986-07-07	1988-02-01	Pharmacia Ab	Forfarande for framstellning av sulfaterade polysackarider genom anvendning av ett reducerande medel for sulfateringsreaktionen

1986
- 1986-06-18 SE SE8602705A patent/SE452469B/sv not_active IP Right Cessation
1987
- 1987-06-09 AT AT87904204T patent/ATE113609T1/de not_active IP Right Cessation
- 1987-06-09 WO PCT/SE1987/000272 patent/WO1987007898A1/en not_active Ceased
- 1987-06-09 EP EP87904204A patent/EP0272300B1/de not_active Expired - Lifetime
- 1987-06-09 US US07/145,780 patent/US4963666A/en not_active Expired - Lifetime
- 1987-06-09 DE DE3750719T patent/DE3750719T2/de not_active Expired - Lifetime
- 1987-06-09 JP JP62503852A patent/JPH07116242B2/ja not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EP0272300B1 (de)	1994-11-02
SE8602705D0 (sv)	1986-06-18
DE3750719D1 (de)	1994-12-08
EP0272300A1 (de)	1988-06-29
WO1987007898A1 (en)	1987-12-30
JPH07116242B2 (ja)	1995-12-13
HK1003227A1 (en)	1998-10-16
DE3750719T2 (de)	1995-05-11
JPS63503551A (ja)	1988-12-22
US4963666A (en)	1990-10-16
ATE113609T1 (de)	1994-11-15

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SE452469B (sv)	1987-11-30	Material bestaende av en tverbunden karboxylgrupphaltig polysackarid och forfarande vid framstellning av detsamma
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