WO2004063388A3 - Hydroxyphenyl cross-linked macromolecular network and applications thereof - Google Patents

Hydroxyphenyl cross-linked macromolecular network and applications thereof Download PDF

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Publication number
WO2004063388A3
WO2004063388A3 PCT/US2004/000478 US2004000478W WO2004063388A3 WO 2004063388 A3 WO2004063388 A3 WO 2004063388A3 US 2004000478 W US2004000478 W US 2004000478W WO 2004063388 A3 WO2004063388 A3 WO 2004063388A3
Authority
WO
WIPO (PCT)
Prior art keywords
macromolecule
hydroxyphenyl
network
linked
macromolecular network
Prior art date
Application number
PCT/US2004/000478
Other languages
French (fr)
Other versions
WO2004063388A2 (en
Inventor
Anthony Calabro
Richard A Gross
Aniq B Darr
Original Assignee
Cleveland Clinic Foundation
Anthony Calabro
Richard A Gross
Aniq B Darr
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.)
Filing date
Publication date
Application filed by Cleveland Clinic Foundation, Anthony Calabro, Richard A Gross, Aniq B Darr filed Critical Cleveland Clinic Foundation
Priority to EP04701177.0A priority Critical patent/EP1587945B1/en
Priority to AU2004204465A priority patent/AU2004204465B2/en
Priority to JP2006500869A priority patent/JP5325385B2/en
Priority to CA2512730A priority patent/CA2512730C/en
Publication of WO2004063388A2 publication Critical patent/WO2004063388A2/en
Publication of WO2004063388A3 publication Critical patent/WO2004063388A3/en

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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
    • 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
    • A61L27/52—Hydrogels or hydrocolloids
    • 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
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
    • 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
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • 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
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/42—Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/78—Preparation processes
    • C08G63/81—Preparation processes using solvents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/02—Polyamines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
    • C08J3/075—Macromolecular gels
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C08L101/12—Compositions of unspecified macromolecular compounds characterised by physical features, e.g. anisotropy, viscosity or electrical conductivity
    • C08L101/14—Compositions of unspecified macromolecular compounds characterised by physical features, e.g. anisotropy, viscosity or electrical conductivity the macromolecular compounds being water soluble or water swellable, e.g. aqueous gels

Abstract

A dihydroxyphenyl cross-linked macromolecular network is provided that is useful in artificial tissue and tissue engineering applications, such as artificial or synthetic cartilage. The network is made by first providing a polyamine or polycarboxylate macromolecule (having a plurality of amine or carboxylic acid groups respectively attached along the length of the molecule), reacting this macromolecule with a hydroxyphenyl compound having a free carboxylic acid group in the case of a polyamine or a free primary amine group in the case of a polycarboxylate, and substituting the hydroxyphenyl compound onto the macromolecule via a carbodiimide-mediated reaction pathway to provide a hydroxyphenyl-substituted macromolecule. This macromolecule is then linked to other such macromolecules via an enzyme catalyzed dimerization reaction between two hydroxyphenyl groups attached respectively to different macromolecules under metabolic conditions of temperature and pH. In a preferred embodiment, the macromolecular network is made up of tyramine-substituted hyaluronan molecules that are linked by dityramine bonds to provide a stable, coherent hydrogel with desired physical properties. A method of preparing such a network is also provided.
PCT/US2004/000478 2003-01-10 2004-01-09 Hydroxyphenyl cross-linked macromolecular network and applications thereof WO2004063388A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP04701177.0A EP1587945B1 (en) 2003-01-10 2004-01-09 Hydroxyphenyl cross-linked macromolecular network and applications thereof
AU2004204465A AU2004204465B2 (en) 2003-01-10 2004-01-09 Hydroxyphenyl cross-linked macromolecular network and applications thereof
JP2006500869A JP5325385B2 (en) 2003-01-10 2004-01-09 Hydroxyphenyl cross-linked polymer network and uses thereof
CA2512730A CA2512730C (en) 2003-01-10 2004-01-09 Hydroxyphenyl cross-linked macromolecular network and applications thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US43920103P 2003-01-10 2003-01-10
US60/439,201 2003-01-10

Publications (2)

Publication Number Publication Date
WO2004063388A2 WO2004063388A2 (en) 2004-07-29
WO2004063388A3 true WO2004063388A3 (en) 2005-09-01

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2004/000478 WO2004063388A2 (en) 2003-01-10 2004-01-09 Hydroxyphenyl cross-linked macromolecular network and applications thereof

Country Status (7)

Country Link
US (2) US6982298B2 (en)
EP (1) EP1587945B1 (en)
JP (1) JP5325385B2 (en)
CN (2) CN101366974A (en)
AU (1) AU2004204465B2 (en)
CA (1) CA2512730C (en)
WO (1) WO2004063388A2 (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7731988B2 (en) 2007-08-03 2010-06-08 Zimmer, Inc. Multi-polymer hydrogels
US7947784B2 (en) 2007-11-16 2011-05-24 Zimmer, Inc. Reactive compounding of hydrogels
US7985781B2 (en) 2004-10-12 2011-07-26 Zimmer Gmbh PVA hydrogel
US8017107B2 (en) 2005-12-22 2011-09-13 Zimmer, Inc. Perfluorocyclobutane crosslinked hydrogels
US8034362B2 (en) 2008-01-04 2011-10-11 Zimmer, Inc. Chemical composition of hydrogels for use as articulating surfaces
US8062739B2 (en) 2007-08-31 2011-11-22 Zimmer, Inc. Hydrogels with gradient
US8262730B2 (en) 2005-12-07 2012-09-11 Zimmer, Inc. Methods of bonding or modifying hydrogels using irradiation

Families Citing this family (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030008396A1 (en) * 1999-03-17 2003-01-09 Ku David N. Poly(vinyl alcohol) hydrogel
US9314339B2 (en) * 2000-03-27 2016-04-19 Formae, Inc. Implants for replacing cartilage, with negatively-charged hydrogel surfaces and flexible matrix reinforcement
CA2558623C (en) * 2004-02-06 2013-04-16 Georgia Tech Research Corporation Surface directed cellular attachment
WO2005077304A1 (en) 2004-02-06 2005-08-25 Georgia Tech Research Corporation Load bearing biocompatible device
US20050278025A1 (en) * 2004-06-10 2005-12-15 Salumedica Llc Meniscus prosthesis
DE102004031258A1 (en) * 2004-06-29 2006-02-09 Jennissen, Herbert P., Prof. Dr. Protein hybrids with polyhydroxyaromatic amino acid epitopes
AU2005265326B2 (en) * 2004-07-09 2010-07-15 The Cleveland Clinic Foundation Hydroxyphenyl cross-linked macromolecular network and applications thereof
US7572356B2 (en) * 2004-08-31 2009-08-11 Lifescan Scotland Limited Electrochemical-based sensor with a redox polymer and redox enzyme entrapped by a dialysis membrane
US8017139B2 (en) 2005-02-23 2011-09-13 Zimmer Technology, Inc. Blend hydrogels and methods of making
JP2007023079A (en) * 2005-07-12 2007-02-01 Osaka Univ Crosslinkable protein and method for producing the same
ES2377479T3 (en) * 2005-09-27 2012-03-28 Universite Joseph Fourier - Grenoble 1 HYDROGEL FUNCTIONED WITH A POLYMERIZABLE PORTION AND ITS USES AS BIOSENSORS OR BIORREACTORS.
CN101405037A (en) * 2006-02-27 2009-04-08 新加坡科技研究局 Curable bone cement
US20070218038A1 (en) * 2006-03-17 2007-09-20 Pegasus Biologics, Inc. Stabilized, sterilized collagen scaffolds with active adjuncts attached
US8110242B2 (en) 2006-03-24 2012-02-07 Zimmer, Inc. Methods of preparing hydrogel coatings
JP2008174510A (en) * 2007-01-19 2008-07-31 Kyushu Univ Polycarbohydrate microparticle and method for producing the same
WO2009069123A2 (en) 2007-11-26 2009-06-04 Yissum Research Development Company Of The Hebrew University Of Jerusalem Compositions comprising fibrous polypeptides and polysaccharides
EP2249891B1 (en) 2008-02-13 2016-05-25 The Cleveland Clinic Foundation Molecular enhancement of extracellular matrix and methods of use
EP2271354B1 (en) 2008-03-27 2017-07-05 Cleveland Clinic Foundation Reinforced tissue graft
EP2300042A4 (en) * 2008-04-30 2012-05-02 Cleveland Clinic Foundation Compositions and methods to treat urinary incontinence
US8287906B2 (en) * 2008-05-06 2012-10-16 Agency For Science, Technology And Research Formation of hydrogel in the presence of peroxidase and low concentration of hydrogen peroxide
CN102065929B (en) 2008-06-26 2013-11-06 凯希特许有限公司 System for stimulation of cartilage formation using reduced pressure treatment
KR20110107357A (en) * 2008-12-30 2011-09-30 케이씨아이 라이센싱 인코포레이티드 Reduced pressure augmentation of microfracture procedures for cartilage repair
US20100298628A1 (en) * 2008-12-31 2010-11-25 Lifecore Biomedical, Llc Stress urinary incontinence treatment
JP5843758B2 (en) 2009-05-29 2016-01-13 エージェンシー フォー サイエンス， テクノロジー アンド リサーチ Flavonoid hydrogel
KR101091028B1 (en) * 2009-07-02 2011-12-09 아주대학교산학협력단 In situ forming hydrogel and biomedical use thereof
KR101103423B1 (en) * 2009-09-04 2012-01-06 아주대학교산학협력단 In situ forming hydrogel for tissue adhesives and biomedical use thereof
US20110077216A1 (en) * 2009-09-30 2011-03-31 Massachusetts Institute Of Technology Compositions and methods for the treatment of atherosclerosis and other related diseases
KR101135158B1 (en) * 2009-10-01 2012-04-16 이동익 Heteroarm star polymer by using dityrosine
EP2498824B1 (en) 2009-11-11 2016-04-20 University of Twente, Institute for Biomedical Technology and Technical Medicine (MIRA) Hydrogels based on polymers of dextran tyramine and tyramine conjugates of natural polymers
CZ302503B6 (en) 2009-12-11 2011-06-22 Contipro C A.S. Process for preparing hyaluronic acid derivative oxidized in position 6 of polysaccharide glucosamine portion to aldehyde and modification process thereof
CZ2009836A3 (en) 2009-12-11 2011-06-22 Contipro C A.S. Hyaluronic acid derivative oxidized in position 6 of saccharide glucosamine portion selectively to aldehyde, process of its preparation and modification method thereof
EP2590693B1 (en) 2010-06-28 2021-09-08 The Cleveland Clinic Foundation Reinforced tissue graft
WO2012159106A2 (en) * 2011-05-19 2012-11-22 Northwestern University Ph responsive self-healing hydrogels formed by boronate-catechol complexation
CA3048437C (en) 2011-05-26 2022-06-21 Cartiva, Inc. Tapered joint implant and related tools
US8658593B2 (en) 2011-06-06 2014-02-25 The Cleveland Clinic Foundation Treatment of extracellular matrix to reduce inflammation
US9687583B2 (en) 2011-09-01 2017-06-27 Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. Adhesive biopolymers and uses thereof
EP2591812A1 (en) 2011-11-14 2013-05-15 University of Twente, Institute for Biomedical Technology and Technical Medicine (MIRA) A dextran-based tissuelette containing platelet-rich plasma lysate for cartilage repair
CZ2012136A3 (en) 2012-02-28 2013-06-05 Contipro Biotech S.R.O. Derivatives based on hyaluronic acid capable of forming hydrogels, process of their preparation, hydrogels based on these derivatives, process of their preparation and use
CZ304512B6 (en) 2012-08-08 2014-06-11 Contipro Biotech S.R.O. Hyaluronic acid derivative, process for its preparation, modification process and use thereof
ES2618404T3 (en) 2012-10-30 2017-06-21 The Cleveland Clinic Foundation Reinforced tissue graft
KR101746311B1 (en) 2012-10-30 2017-06-27 더 클리브랜드 클리닉 파운데이션 Reinforced tissue graft
CZ304654B6 (en) 2012-11-27 2014-08-20 Contipro Biotech S.R.O. C6-C18-acylated hyaluronate-based nanomicellar composition, process for preparing C6-C18-acylated hyaluronate, process for preparing nanomicellar composition and stabilized nanomicellar composition as well as use thereof
CZ2014150A3 (en) 2014-03-11 2015-05-20 Contipro Biotech S.R.O. Conjugates of hyaluronic acid oligomer or salts thereof, process of their preparation and use
CZ2014451A3 (en) 2014-06-30 2016-01-13 Contipro Pharma A.S. Antitumor composition based on hyaluronic acid and inorganic nanoparticles, process of its preparation and use
CN104307040B (en) * 2014-07-22 2016-08-10 中国人民解放军第三军医大学第一附属医院 The injection hydrogel of a kind of organizational project apparatus controlled release ability and application thereof
US10004586B2 (en) 2014-08-27 2018-06-26 The Cleveland Clinic Foundation Biocompatible tissue graft
CZ309295B6 (en) 2015-03-09 2022-08-10 Contipro A.S. Self-supporting, biodegradable film based on hydrophobized hyaluronic acid, method of its preparation and use
WO2016161026A1 (en) 2015-03-31 2016-10-06 Cartiva, Inc. Carpometacarpal (cmc) implants and methods
CA2981061A1 (en) 2015-03-31 2016-10-06 Cartiva, Inc. Hydrogel implants with porous materials and methods
EP3282961A4 (en) 2015-04-14 2018-12-05 Cartiva, Inc. Tooling for creating tapered opening in tissue and related methods
CZ306479B6 (en) 2015-06-15 2017-02-08 Contipro A.S. A method of crosslinking polysaccharides by using photolabile protecting groups
CZ306662B6 (en) 2015-06-26 2017-04-26 Contipro A.S. Sulphated polysaccharides derivatives, the method of their preparation, the method of their modification and the use
CN105708790B (en) * 2016-03-17 2019-12-10 金陵科技学院 Preparation and application of macromolecular vesicle hydrogel drug carrier
CN109152741A (en) 2016-05-12 2019-01-04 茵斯图生物制品有限公司 Biodelivery medium based on hydrogel
CZ308106B6 (en) 2016-06-27 2020-01-08 Contipro A.S. Unsaturated derivatives of polysaccharides, preparing and using them
JP6834545B2 (en) * 2017-02-01 2021-02-24 Jsr株式会社 Modified polysaccharides and their uses
CN108744033A (en) * 2018-05-31 2018-11-06 西南交通大学 The preparation method and products thereof of the self-healing hydrogel of injectable
WO2020067014A1 (en) * 2018-09-28 2020-04-02 Jsr株式会社 Composition for bone regeneration, kit of composition for bone regeneration, member for bone regeneration and bone regeneration method
KR102308721B1 (en) * 2019-03-14 2021-10-06 주식회사 세라트젠 Hydrogel comprising hyaluronic acid modified by serotonin and uses thereof
CZ33324U1 (en) 2019-09-06 2019-10-25 Contipro A.S. Hydrogel based on a cross-linked hydroxyphenyl derivative of hyaluronic acid
EP4089163A1 (en) * 2021-05-11 2022-11-16 Université Clermont Auvergne Polymeric compound of glucuronic acid with phenolic groups, gel-forming composition comprising such a compound and method for producing the same
CN113244437A (en) * 2021-06-15 2021-08-13 福州大学 Preparation method and application of bionic multifunctional composite sponge dressing
WO2023154517A1 (en) * 2022-02-11 2023-08-17 Insitu Biologics, Inc. Sustained release cancer therapeutics formulations
CN115651218A (en) * 2022-08-25 2023-01-31 四川大学 Method for preparing injectable polyphenol-macromolecule adhesive hydrogel

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001085845A1 (en) * 2000-05-08 2001-11-15 Maelor Pharmaceuticals Limited Wound gels
WO2002018450A1 (en) * 2000-08-31 2002-03-07 Fidia Farmaceutici S.P.A. New cross-linked derivatives of hyaluronic acid
WO2002068383A2 (en) * 2001-02-22 2002-09-06 Anika Therapeutics, Inc. Thiol-modified hyaluronan

Family Cites Families (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5436388A (en) 1977-08-26 1979-03-17 Sumitomo Electric Ind Ltd Porous polysaccharide and its preparation
US4277582A (en) 1978-03-03 1981-07-07 Ciba-Geigy Corporation Water-insoluble hydrophilic copolymers
US4350629A (en) 1981-07-29 1982-09-21 Massachusetts Institute Of Technology Procedures for preparing composite materials from collagen and glycosaminoglycan
CA1295796C (en) 1984-03-27 1992-02-18 Conrad Whyne Biodegradable matrix and methods for producing same
US5007934A (en) 1987-07-20 1991-04-16 Regen Corporation Prosthetic meniscus
US5017229A (en) 1990-06-25 1991-05-21 Genzyme Corporation Water insoluble derivatives of hyaluronic acid
US4937270A (en) 1987-09-18 1990-06-26 Genzyme Corporation Water insoluble derivatives of hyaluronic acid
US4888016A (en) 1988-02-10 1989-12-19 Langerman David W "Spare parts" for use in ophthalmic surgical procedures
EP0516026A1 (en) 1991-05-28 1992-12-02 Takeda Chemical Industries, Ltd. Hydrogel and method of producing same
WO1993007862A1 (en) 1991-10-21 1993-04-29 Advanced Polymer Systems, Inc. Ionic beads useful for controlled release and adsorption
JP3404557B2 (en) 1993-09-30 2003-05-12 グンゼ株式会社 Crosslinked hyaluronic acid and composites thereof
US5769899A (en) 1994-08-12 1998-06-23 Matrix Biotechnologies, Inc. Cartilage repair unit
JP3001381B2 (en) 1994-09-16 2000-01-24 株式会社ディ・ディ・エス研究所 Polysaccharide derivative and drug carrier having organ transferability
US5690961A (en) 1994-12-22 1997-11-25 Hercules Incorporated Acidic polysaccharides crosslinked with polycarboxylic acids and their uses
JPH0959303A (en) * 1995-08-22 1997-03-04 Shiseido Co Ltd Biocompatible hyaluronic acid gel and its application
JP3439481B2 (en) 1995-11-15 2003-08-25 生化学工業株式会社 Photocrosslinked hyaluronic acid gel and method for producing the same
IT1288290B1 (en) 1996-06-21 1998-09-11 Fidia Spa In Amministrazione S SELF-LETICULATED HYALURONIC ACID AND RELATED PHARMACEUTICAL COMPOSITIONS FOR THE TREATMENT OF ARTHROPATHIES
ATE275977T1 (en) * 1998-04-13 2004-10-15 Massachusetts Inst Technology COMB POLYMERS FOR REGULATING CELL SURFACE INTERACTION
BR9910574A (en) 1998-04-30 2001-09-11 Maruha Corp Compounds derived from glycuronic acid and derived from glucosamine in their structure, method for the production of compounds, and use of compounds
ITPD980169A1 (en) * 1998-07-06 2000-01-06 Fidia Advanced Biopolymers Srl AMIDES OF HYALURONIC ACID AND ITS DERIVATIVES AND PROCESS FOR THEIR PREPARATION.
JP3125018B2 (en) * 1998-07-28 2001-01-15 工業技術院長 Method for producing low molecular weight condensate of phenol
US6630457B1 (en) 1998-09-18 2003-10-07 Orthogene Llc Functionalized derivatives of hyaluronic acid, formation of hydrogels in situ using same, and methods for making and using same
GB9902652D0 (en) 1999-02-05 1999-03-31 Fermentech Med Ltd Process
EP1162984A2 (en) 1999-03-15 2001-12-19 Trustees Of Boston University Use of cross linked polysaccharides for the inhibition of angiogenesis
WO2001000792A1 (en) 1999-06-29 2001-01-04 Marchosky J Alexander Compositions and methods for forming and strengthening bone
JP2001097908A (en) * 1999-09-29 2001-04-10 Sumitomo Chem Co Ltd Method for producing 2,2'-dihydroxybiphenyls
JP4187917B2 (en) 2000-09-08 2008-11-26 独立行政法人科学技術振興機構 Method for producing glycosaminoglycan-collagen complex for tissue regeneration matrix
AU2002230057A1 (en) 2001-01-29 2002-08-12 Insight Strategy And Marketing Ltd Diphenyl ether derivatives and their uses as heparanase inhibitors
US6586493B1 (en) 2001-03-07 2003-07-01 Arizona Board Of Regents Arizona State University Polysaccharide-based hydrogels and pre-gel blends for the same
JP4959068B2 (en) 2001-06-28 2012-06-20 電気化学工業株式会社 Cell tissue regeneration substrate
WO2003006068A1 (en) 2001-07-10 2003-01-23 Clear Solutions Biotech, Inc. Gene therapy for dry eye syndrome
US20030033021A1 (en) 2001-07-16 2003-02-13 Plouhar Pamela Lynn Cartilage repair and regeneration scaffold and method
US20050054593A1 (en) 2001-08-24 2005-03-10 Staffan Stromblad New drug
US6812220B2 (en) 2001-08-29 2004-11-02 University Of British Columbia Pharmaceutical compositions and methods relating to fucans
CA2412012C (en) 2001-11-20 2011-08-02 Ed. Geistlich Soehne Ag Fuer Chemische Industrie Resorbable extracellular matrix containing collagen i and collagen ii for reconstruction of cartilage
JP5105697B2 (en) 2002-01-18 2012-12-26 シヴィダ・インコーポレイテッド Co-drug polymer delivery system for controlled delivery
JP4489437B2 (en) 2002-02-21 2010-06-23 エンセル，インコーポレイテッド Immobilized bioactive hydrogel matrix as a surface coating
ITPD20020064A1 (en) 2002-03-12 2003-09-12 Fidia Advanced Biopolymers Srl FOREIGN DERIVATIVES OF HYALURONIC ACID FOR THE PREPARATION OF HYDROGELD FOR USE IN THE BIOMEDICAL, SANITARY AND SURGICAL FIELD AND AS A SYSTEM
US20040063206A1 (en) 2002-09-30 2004-04-01 Rowley Jon A. Programmable scaffold and method for making and using the same
AU2003284484A1 (en) 2002-11-29 2004-06-23 Chugai Seiyaku Kabushiki Kaisha Drug-sustained release carrier
TWI251596B (en) 2002-12-31 2006-03-21 Ind Tech Res Inst Method for producing a double-crosslinked hyaluronate material

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001085845A1 (en) * 2000-05-08 2001-11-15 Maelor Pharmaceuticals Limited Wound gels
WO2002018450A1 (en) * 2000-08-31 2002-03-07 Fidia Farmaceutici S.P.A. New cross-linked derivatives of hyaluronic acid
WO2002068383A2 (en) * 2001-02-22 2002-09-06 Anika Therapeutics, Inc. Thiol-modified hyaluronan

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BULPITT P. ET AL: "New strategy for chemical modification of hyaluronic acid: preparation of functionalized derivatives and their use in the formation of novel biocompatiblehydrogels.", J BIOMEDICAL MATER RES, vol. 47, no. 2, November 1999 (1999-11-01), pages 152 - 169, XP000913609 *
See also references of EP1587945A4 *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7985781B2 (en) 2004-10-12 2011-07-26 Zimmer Gmbh PVA hydrogel
US8262730B2 (en) 2005-12-07 2012-09-11 Zimmer, Inc. Methods of bonding or modifying hydrogels using irradiation
US8017107B2 (en) 2005-12-22 2011-09-13 Zimmer, Inc. Perfluorocyclobutane crosslinked hydrogels
US7731988B2 (en) 2007-08-03 2010-06-08 Zimmer, Inc. Multi-polymer hydrogels
US8062739B2 (en) 2007-08-31 2011-11-22 Zimmer, Inc. Hydrogels with gradient
US7947784B2 (en) 2007-11-16 2011-05-24 Zimmer, Inc. Reactive compounding of hydrogels
US8034362B2 (en) 2008-01-04 2011-10-11 Zimmer, Inc. Chemical composition of hydrogels for use as articulating surfaces

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EP1587945A4 (en) 2006-03-22
WO2004063388A2 (en) 2004-07-29
EP1587945A2 (en) 2005-10-26
CN100467538C (en) 2009-03-11
US20040147673A1 (en) 2004-07-29
US6982298B2 (en) 2006-01-03
JP5325385B2 (en) 2013-10-23
CA2512730A1 (en) 2004-07-29
CA2512730C (en) 2013-04-02
US20050265959A1 (en) 2005-12-01
AU2004204465A1 (en) 2004-07-29
EP1587945B1 (en) 2017-11-01
AU2004204465B2 (en) 2009-11-19
AU2004204465A2 (en) 2004-07-29
CN101366974A (en) 2009-02-18
JP2006517598A (en) 2006-07-27
CN1826381A (en) 2006-08-30
US7368502B2 (en) 2008-05-06

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