WO2010010123A1 - Three-dimensional nanocomposite materials consisting of a polysaccharidic matrix and metallic nanoparticles, preparation and use thereof - Google Patents
Three-dimensional nanocomposite materials consisting of a polysaccharidic matrix and metallic nanoparticles, preparation and use thereof Download PDFInfo
- Publication number
- WO2010010123A1 WO2010010123A1 PCT/EP2009/059432 EP2009059432W WO2010010123A1 WO 2010010123 A1 WO2010010123 A1 WO 2010010123A1 EP 2009059432 W EP2009059432 W EP 2009059432W WO 2010010123 A1 WO2010010123 A1 WO 2010010123A1
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- WO
- WIPO (PCT)
- Prior art keywords
- dimensional nanocomposite
- dimensional
- polysaccharides
- material according
- neutral
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L5/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- 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
-
- 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
- A61P31/04—Antibacterial agents
-
- 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
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L5/04—Alginic acid; Derivatives thereof
Definitions
- US 4,424,346 disclosed that the chitosan derivative with lactose produces rigid gels in aqueous solutions at concentrations higher than 3-5%, while it does not gel nor precipitate in salts or acids mixtures (in particular with Ca, Cr, Zn chlorides, K chromate, boric acid) and combinations thereof.
- the aforesaid patent mentioned the fact that the chitosan derivatized with another oligosaccharide, that is cellobiose, does not form gels in aqueous solutions per se, while it forms rigid gels when mixed with alginate.
- Patent Application WO2007/1351 16 (Paoletti S. et al.) describes methods for preparing polymeric solutions containing mixtures of anionic and cationic polysaccharides to overcome the problem of coacervation and the use thereof in biomedical field.
- suitable polysaccharidic systems based on at least binary compositions comprising neutral or anionic polysaccharides, preferably derived from vegetal or bacterial sources, and branched cationic polysaccharides allowing the later polysaccharides to entrap metallic nanoparticles, and being the neutral or anionic polysaccharides able to form three-dimensional solid matrices hydrated or non-hydrated (e.g. hydrogels with various forms, microspheres, scaffolds, fibrous matrices) and/or high surface/volume ratio matrices (wet or dehydrated membranes and films).
- neutral or anionic polysaccharides preferably derived from vegetal or bacterial sources
- branched cationic polysaccharides allowing the later polysaccharides to entrap metallic nanoparticles
- the neutral or anionic polysaccharides able to form three-dimensional solid matrices hydrated or non-hydrated (e.g. hydrogels with various forms, microspheres, scaffolds, fibrous
- the object of the invention consists in three-dimensional nanocomposite materials comprising a polymeric matrix consisting of at least one neutral or anionic (lyotropic, thermotropic or thermo-lyotropic) polysaccharide, and a metal-based nanocomposite consisting of at least one branched cationic polysaccharide wherein metallic nanoparticles are uniformly dispersed and stabilized, where the neutral or anionic polysaccharide is gelled by means of suitable physical or chemical gelling agents, depending on the type of the neutral or anionic polysaccharide itself.
- Figure 6 the figure shows a bacterial growth test of E. coli ATCC 25922 on three- dimensional nanocomposite material Alginate-Chitlac hydrogel (AC gel, example 6, on the left) in comparison with a three-dimensional nanocomposite material Alginate-Chitlac-nAu hydrogel (AC-nAg gel, example 9, on the right).
- Figure 7 the figure shows a cytotoxicity test on fibroblast cell lines (NIH-3T3), assessed as LDH (lactic dehydrogenase) release, of three-dimensional nanocomposite material AC-nAg gels (example 8, diagonal lines) by contact, and the related extract after 24 and 72 hours in a 37°C medium.
- NASH-3T3 fibroblast cell lines
- LDH lactic dehydrogenase
- Nanocomposite hydrogels can also be used to indicate, when hydrated, the three-dimensional nanocomposite structures of the invention as previously defined.
- Nanocomposite generally, the term “nanocomposite” indicates a system consisting of particles with nanometric size (fillers) through a macroscopic material (matrix). Being the invention a three-dimensional nanocomposite deriving from the inclusion in a neutral or anionic polysaccharidic matrix of a nanocomposite material (e.g.
- three-dimensional nanocomposite materials are formed from a polymeric matrix consisting of a composition of at least one lyotropic, thermotropic or thermo-lyotropic, neutral or anionic, polysaccharide, and a metal- based nanocomposite consisting of at least one branched cationic polysaccharide entrapping metallic nanoparticles uniformly dispersed and stabilized in such a branched cationic polysaccharide.
- a reducing agent is optionally added to the obtained colloidal solutions.
- the formation of the metal nanoparticles in the presence of branched cationic polysaccharides produces an exceptionally well-disperse and stabilized metal- nanoparticle system, avoiding the well-known tendency of pre-formed metal nanoparticle to give large agglomerated clusters in solution, which generally leads to loose the benefits related to the nanometric scale.
- the method of preparing the metal-based nanocomposite is as follows: aqueous solutions of these chitosan branched derivates with mono- or oligo-saccharides are prepared at different concentrations (up to 2% (w/v), preferably in the range from 0.05% (w/v) to 1 % (w/v) and more preferably are 0.2%.
- the polysaccharide solutions are then mixed with solutions of metallic salts chosen from silver, gold, platinum, palladium, copper, zinc, nickel, preferably selected from chlorides, perchlorates and nitrates (e.g.
- these ions are alkaline-earth ions, excluding magnesium, and transition metals, and preferably selected from the group consisting of calcium, barium, strontium, lead, copper, manganese and mixtures thereof, or they are rare earth ions and preferably selected from the group consisting of gadolinium, terbium, europium and mixtures thereof.
- concentrations of the aqueous solution of these ions adapted for the gelification are higher than 10 mM and preferably from 10 mM to 100 mM and more preferably of 50 mM.
- the gelling solution preferably contains a concentration of CaCI 2 of 50 mM and an ionic strength of 0.15 M.
- alkaline ions preferably chosen from the group consisting of potassium, rubidium and cesium, at concentrations not lower than 50 mM and preferably from 50 mM to 200 mM and more preferably of 0.1 M, can be used.
- polysaccharidic solutions which lead to thermotropic hydrogels, such as for example agarose
- the hydrogels preparation is performed by cooling below the gel formation temperature.
- the polysaccharidic solutions are prepared at a temperature above the temperature at which the hydrogel formation by the thermotropic polysaccharide occurs. At this temperature, the thermotropic polysaccharide does not form hydrogels.
- Example 4 Preparation of metal-based nanocomposite with silver nanoparticles in Chitcel Nanoparticles are obtained upon reduction of metal ions with ascorbic acid in Chitcel solutions according to the following procedure: an aqueous Chitcel solution at a concentration of 0.4 % (w/v) is prepared. The Chitcel solutions are then mixed with silver nitrate solutions, so as to obtain a final concentration of AgNO 3 of 1 mM. Then, a solution of ascorbic acid is added, so as to obtain a final concentration equal to 0.5 mM.
- Example 9 Preparation of cylindrical three-dimensional hydrogels based on alginate-Chitlac and gold nanoparticles by means of "in situ" gelification
- an alginate solution in the presence of NaCI and Hepes buffer is added, so as to obtain the following final concentrations: 1.5% (w/v) alginate, 0.2% (w/v) Chitlac, 0.5 mM HAuCI 4 , 0.15M NaCI, 0.01 M Hepes buffer, pH 7.4).
- the starting solution is dripped into a crystal I izator (within the stand) containing the gelling solution, in which an electrode is inserted.
- the instrument generates a constant potential difference between the needle tip and the free surface of the gelling solution, which may be adjusted and ranges from 0 to 10 kV.
- the potential difference causes the sudden detachment of the polymer drop (negatively charged) from the needle tip and thus allows to have capsules even with small sizes ( ⁇ 200 ⁇ m).
- the capsule sizes may be adjusted by even varying other factors, such as the internal needle diameter, the distance of the needle from the gelling solution surface, the polymer flow rate.
- Example 20 Preparation of cylinders
- the gel cylinders and disks of the above-reported specific examples 6, 8 and 9 were prepared by pouring the solution containing the polysaccharides and the metal-based nanocomposite into cylinder-shaped containers.
- the cylindrical hydrogel size depends on the size of the latter ones.
- the cylinder-shaped container dimensions typically are 18 mm in height and 16 mm in internal diameter, while those of discoid containers are 8 mm in height and 16 mm in internal diameter, even if different sizes (height and internal diameter) are fully allowable.
- the three-dimensional nanocomposite according to the invention such as alginate-Chitlac-based hydrogels containing nanoparticles formed and stabilized in Chitlac, are provided with a homogeneous structure in which the nanoparticles do not aggregate and have a strong bactericidal activity, without being toxic for the eukaryotic cells.
- These new three-dimensional nanocomposite systems provide the following advantages:
- the used method of gelification allows to obtain materials with shapes and sizes which may be suitable for the different application needs (for example wet and dry films, scaffolds, microspheres, fibers, etc.).
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Polymers & Plastics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Dermatology (AREA)
- Urology & Nephrology (AREA)
- Medicinal Preparation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Materials For Medical Uses (AREA)
- Manufacture Of Metal Powder And Suspensions Thereof (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BRPI0916299A BRPI0916299A2 (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite materials consisting of a polysaccharide matrix and metallic nanoparticles, preparation and use thereof |
CA2731395A CA2731395A1 (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite materials consisting of a polysaccharidic matrix and metallic nanoparticles, preparation and use thereof |
EP09800060.7A EP2310448B1 (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite materials consisting of a polysaccharidic matrix and metallic nanoparticles, preparation and use thereof |
JP2011519164A JP2011528746A (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite consisting of polysaccharide matrix and metal nanoparticles, and preparation and use thereof |
CN2009801287025A CN102105524A (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite materials consisting of a polysaccharidic matrix and metallic nanoparticles, preparation and use thereof |
ES09800060.7T ES2611105T3 (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite materials consisting of a polysaccharide matrix and metal nanoparticles, preparation and use thereof |
US13/055,286 US20110123589A1 (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite materials consisting of a polysaccharidic matrix and metallic nanoparticles, preparation and use thereof |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ITPD2008A000220A IT1391669B1 (en) | 2008-07-23 | 2008-07-23 | NANOCOMPOSITE MATERIALS FORMED FROM A POLYSACCHARIDIC MATRIX AND METALLIC NANOPARTICLES, THEIR PREPARATION AND USE |
ITPD2008A000220 | 2008-07-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2010010123A1 true WO2010010123A1 (en) | 2010-01-28 |
Family
ID=40589778
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2009/059432 WO2010010123A1 (en) | 2008-07-23 | 2009-07-22 | Three-dimensional nanocomposite materials consisting of a polysaccharidic matrix and metallic nanoparticles, preparation and use thereof |
Country Status (9)
Country | Link |
---|---|
US (1) | US20110123589A1 (en) |
EP (1) | EP2310448B1 (en) |
JP (1) | JP2011528746A (en) |
CN (1) | CN102105524A (en) |
BR (1) | BRPI0916299A2 (en) |
CA (1) | CA2731395A1 (en) |
ES (1) | ES2611105T3 (en) |
IT (1) | IT1391669B1 (en) |
WO (1) | WO2010010123A1 (en) |
Cited By (9)
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JP2012056936A (en) * | 2010-09-07 | 2012-03-22 | Jiaotong Univ | Injectable smart gel and method for fabricating the same |
CN102398026A (en) * | 2010-09-10 | 2012-04-04 | 聚和国际股份有限公司 | Chitosan-modified gold nanoparticles and preparation method thereof |
WO2016161533A1 (en) * | 2015-04-10 | 2016-10-13 | Universidad Del Desarrollo | Cellulose-based materials incorporating a copper-based biocidal agent |
WO2017002137A1 (en) * | 2015-07-01 | 2017-01-05 | Council Of Scientific & Industrial Research | Sustainable biomaterial nanocomposites for water treatment and process for preparation thereof |
KR101804214B1 (en) * | 2017-02-16 | 2017-12-04 | 인제대학교 산학협력단 | Glycoside-gold nano complex and medical use thereof |
CN107868139A (en) * | 2017-12-05 | 2018-04-03 | 青岛聚大洋藻业集团有限公司 | The method that OIT makees bactericide processing algin |
CN108927528A (en) * | 2018-07-05 | 2018-12-04 | 燕山大学 | A method of nanometer platinum particles are prepared by template of Auricularia polysaccharide |
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-
2009
- 2009-07-22 JP JP2011519164A patent/JP2011528746A/en active Pending
- 2009-07-22 CN CN2009801287025A patent/CN102105524A/en active Pending
- 2009-07-22 CA CA2731395A patent/CA2731395A1/en not_active Abandoned
- 2009-07-22 WO PCT/EP2009/059432 patent/WO2010010123A1/en active Application Filing
- 2009-07-22 US US13/055,286 patent/US20110123589A1/en not_active Abandoned
- 2009-07-22 EP EP09800060.7A patent/EP2310448B1/en not_active Not-in-force
- 2009-07-22 ES ES09800060.7T patent/ES2611105T3/en active Active
- 2009-07-22 BR BRPI0916299A patent/BRPI0916299A2/en not_active IP Right Cessation
Patent Citations (2)
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Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2012056936A (en) * | 2010-09-07 | 2012-03-22 | Jiaotong Univ | Injectable smart gel and method for fabricating the same |
CN102398026A (en) * | 2010-09-10 | 2012-04-04 | 聚和国际股份有限公司 | Chitosan-modified gold nanoparticles and preparation method thereof |
CN102398026B (en) * | 2010-09-10 | 2013-10-23 | 聚和国际股份有限公司 | Chitosan-modified gold nanoparticles and preparation method thereof |
WO2016161533A1 (en) * | 2015-04-10 | 2016-10-13 | Universidad Del Desarrollo | Cellulose-based materials incorporating a copper-based biocidal agent |
WO2017002137A1 (en) * | 2015-07-01 | 2017-01-05 | Council Of Scientific & Industrial Research | Sustainable biomaterial nanocomposites for water treatment and process for preparation thereof |
EP3359166A4 (en) * | 2015-10-05 | 2019-06-12 | Otago Innovation Limited | Antimicrobial gel containing silver nanoparticles |
KR101804214B1 (en) * | 2017-02-16 | 2017-12-04 | 인제대학교 산학협력단 | Glycoside-gold nano complex and medical use thereof |
CN107868139A (en) * | 2017-12-05 | 2018-04-03 | 青岛聚大洋藻业集团有限公司 | The method that OIT makees bactericide processing algin |
CN108927528A (en) * | 2018-07-05 | 2018-12-04 | 燕山大学 | A method of nanometer platinum particles are prepared by template of Auricularia polysaccharide |
IT201900010740A1 (en) * | 2019-07-02 | 2021-01-02 | Medacta Int Sa | Biocompatible compositions comprising a biocompatible thickening polymer and a chitosan derivative |
WO2021001507A1 (en) | 2019-07-02 | 2021-01-07 | Medacta International Sa | Biocompatible compositions comprising a biocompatible thickening polymer and a chitosan derivative |
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IT1391669B1 (en) | 2012-01-17 |
BRPI0916299A2 (en) | 2018-05-29 |
JP2011528746A (en) | 2011-11-24 |
US20110123589A1 (en) | 2011-05-26 |
ES2611105T3 (en) | 2017-05-04 |
EP2310448A1 (en) | 2011-04-20 |
EP2310448B1 (en) | 2016-10-19 |
ITPD20080220A1 (en) | 2010-01-24 |
CA2731395A1 (en) | 2010-01-28 |
CN102105524A (en) | 2011-06-22 |
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