ES2619181T3 - Hidrogel quirúrgico - Google Patents

Hidrogel quirúrgico Download PDF

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Publication number
ES2619181T3
ES2619181T3 ES08828839.4T ES08828839T ES2619181T3 ES 2619181 T3 ES2619181 T3 ES 2619181T3 ES 08828839 T ES08828839 T ES 08828839T ES 2619181 T3 ES2619181 T3 ES 2619181T3
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Prior art keywords
chitosan
group
derivatized
polymer
hydrogel
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ES08828839.4T
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English (en)
Inventor
Theodore Athanasiadis
Lyall Robert Hanton
Stephen Carl Moratti
Brian Harford Robinson
Simon Rae Robinson
Zheng Shi
James Simpson
Peter John Wormald
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ROBINSON SQUIDGEL Ltd
Adelaide Research and Innovation Pty Ltd
Otago Innovation Ltd
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ROBINSON SQUIDGEL Ltd
Adelaide Research and Innovation Pty Ltd
Otago Innovation Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L26/00Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0009Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
    • A61L26/0052Mixtures of macromolecular compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/738Cross-linked polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/716Glucans
    • A61K31/721Dextrans
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • A61K31/716Glucans
    • A61K31/722Chitin, chitosan
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L26/00Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
    • A61L26/0061Use of materials characterised by their function or physical properties
    • A61L26/008Hydrogels or hydrocolloids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04Macromolecular materials
    • A61L31/041Mixtures of macromolecular compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L31/145Hydrogels or hydrocolloids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/02Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P41/00Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/06Antiarrhythmics
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006Heteroglycans, 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
    • C08B37/0063Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L2400/00Materials characterised by their function or physical properties
    • A61L2400/04Materials for stopping bleeding

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Materials Engineering (AREA)
  • Surgery (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dispersion Chemistry (AREA)
  • Vascular Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Polymers & Plastics (AREA)
  • Biochemistry (AREA)
  • Cardiology (AREA)
  • Dermatology (AREA)
  • Materials For Medical Uses (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Medicinal Preparation (AREA)

Abstract

Red polimérica que comprende un polímero de quitosano derivatizado con grupo dicarboxilo reticulado a un polímero de dextrano derivatizado con grupo aldehído.

Description

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La Figura 14 es un gráfico que compara puntuaciones de costra del campo quirúrgico activo frente al control a lo largo del tiempo (Ejemplo 8).
DESCRIPCIÓN DETALLADA DE LA INVENCIÓN
1. Definiciones
5 En la presente memoria, el término «quitosano» significa un polisacárido lineal compuesto de D-glucosamina ligada por β-(1,4) y N-acetil-D-glucosamina distribuidas aleatoriamente. El quitosano se puede producir desacetilando la quitina. Tanto α-como β-quitosano son adecuados para su uso en la invención. El grado de desacetilación (% DA) influye en la solubilidad y en otras propiedades del quitosano. El quitosano disponible en el mercado tiene normalmente un grado de desacetilación de entre aproximadamente un 50 y un 100 %. En la Fórmula I, más abajo,
10 se muestra una unidad monomérica de un quitosano completamente desacetilado.
imagen9
En la presente memoria, el término «polímero de quitosano derivatizado con grupo dicarboxilo» significa un polímerodequitosano quehasido derivatizado mediantelareaccióndeun anhídrido cíclico con elgrupo amina de alguno de los residuos de D-glucosamina del polímero de quitosano. Ejemplos de grupos dicarboxilo incluyen el N
15 succinilo, el N-maloilo y el N-ftaloilo. Se prefiere el N-succinilo.
El «polímero de quitosano derivatizado con grupo dicarboxilo» también se puede modificar parcialmente para derivatizarlo con otros grupos funcionales. Esta derivatización secundaria puede tener lugar, bien en posiciones amina que no estén derivatizadas con un grupo dicarboxilo, o bien en los grupos hidroxilo de los residuos de Dglucosamina. Por ejemplo, la reacción del anhídrido cíclico con un grupo OH del quitosano puede provocar que
20 algunosmonómeros contengan grupos éster, en lugar o además delsustituyente amida.
Si la derivatización secundaria está presente en la posición amina del polímero de quitosano derivatizado con grupo dicarboxilo, el polímero debe retenersuficientes grupos amina libres para poder formar reticulaciones con el polímero de dextrano derivatizado con grupo aldehído. Preferiblemente, el polímero de quitosano derivatizado con grupo dicarboxilo solo se derivatiza mediante la reacción del anhídrido cíclico con el grupo amina de algunos de los
25 residuos de D-glucosamina.
En la presente memoria, el término «polímero de N-succinil-quitosano» significa un quitosano que ha sido derivatizado añadiendo un grupo N-succinilo al grupo amina de alguno de los residuos de D-glucosamina del polímero de quitosano. En la Fórmula II, más abajo, se muestra una unidad monomérica de un polímero de Nsuccinil-quitosano.
imagen10
El grado de succinilación puede variar. Por lo general, este se encuentra entre aproximadamente el 30 y el 70 %, pero el polímero de N-succinil-quitosano debe retener suficientes grupos amina libres para poder formar
10
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Claims (1)

  1. imagen1
ES08828839.4T 2007-08-28 2008-08-26 Hidrogel quirúrgico Active ES2619181T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US96841407P 2007-08-28 2007-08-28
US968414P 2007-08-28
PCT/NZ2008/000219 WO2009028965A1 (en) 2007-08-28 2008-08-26 Surgical hydrogel

Publications (1)

Publication Number Publication Date
ES2619181T3 true ES2619181T3 (es) 2017-06-23

Family

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ES08828839.4T Active ES2619181T3 (es) 2007-08-28 2008-08-26 Hidrogel quirúrgico

Country Status (11)

Country Link
US (2) US20100291055A1 (es)
EP (1) EP2195039B1 (es)
JP (1) JP5489999B2 (es)
KR (1) KR101610268B1 (es)
CN (2) CN101848739A (es)
AU (1) AU2008293135B2 (es)
CA (1) CA2709546C (es)
DK (1) DK2195039T3 (es)
ES (1) ES2619181T3 (es)
NZ (1) NZ583819A (es)
WO (1) WO2009028965A1 (es)

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US8809301B2 (en) 2014-08-19
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AU2008293135A1 (en) 2009-03-05
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