WO2006101106A1 - Solution de nanocolloides de metal precieux - Google Patents

Solution de nanocolloides de metal precieux Download PDF

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Publication number
WO2006101106A1
WO2006101106A1 PCT/JP2006/305650 JP2006305650W WO2006101106A1 WO 2006101106 A1 WO2006101106 A1 WO 2006101106A1 JP 2006305650 W JP2006305650 W JP 2006305650W WO 2006101106 A1 WO2006101106 A1 WO 2006101106A1
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Prior art keywords
noble metal
solution
superoxide
platinum
gold
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PCT/JP2006/305650
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English (en)
Japanese (ja)
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Minenobu Okayama
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Apt Co., Ltd.
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Priority to JP2007509289A priority Critical patent/JPWO2006101106A1/ja
Publication of WO2006101106A1 publication Critical patent/WO2006101106A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00—Medicinal preparations containing inorganic active ingredients
    • A61K33/24—Heavy metals; Compounds thereof
    • A61K33/242—Gold; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00—Medicinal preparations containing inorganic active ingredients
    • A61K33/24—Heavy metals; Compounds thereof
    • A61K33/243—Platinum; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • 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
    • A61P17/18—Antioxidants, e.g. antiradicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/413—Nanosized, i.e. having sizes below 100 nm

Definitions

  • the present invention relates to a noble metal nanocolloid solution containing nanoparticles of noble metals such as platinum and having high superoxide-on erasing ability.
  • a platinum nanocolloid solution containing platinum nanoparticles and a polyacrylate and having a concentration that halves superoxide-one is 200 mol Z liter or less is known (International Publication WO2005 / 023467) .
  • polyacrylic acid salt sodium or potassium salt
  • R value ratio of moles of polyacrylate converted to monomer units and moles of platinum.
  • JP-A-9-225317 discloses use of a catalyst containing nickel and a noble metal, particularly as a hydrogenation catalyst.
  • a bull polymer having a cyclic amide structure as a protective material particularly polyvinyl pyrrolidone, particularly poly N-vinyl-2-pyrrolidone, has the highest activity. It is preferred because it becomes a catalyst, and the R value (molar ratio of monomer to total metal) is 0.1 to 100, preferably 1 to 20! /.
  • alginate, starch, glycogen, gelatin, pectin, chitosan, chitin, cellulose and its derivatives, gum arabic, locust bean gum, cara gum, gum tragacanth, gati gum, agar agar, power laginin, locust bean gum , Guar gum, and xanthan gum group strength is a hydrocolloid dressing containing a selected hydrocolloid, and a sachet containing nanocrystalline platinum is known (Japanese Patent Publication No. 2004-529930).
  • hydrocolloid in this invention means a polymer (synthetically prepared or naturally occurring) that can form a thickening gel in the presence of water and a polyol (swelling agent).
  • Polymer synthetically prepared or naturally occurring
  • the swelling agent has the action of swelling the selected hydrocolloid to form a gel phase, so that it is a metal like a protective material used in the preparation of nanocolloids. It is not in a state of being coordinated with.
  • Non-patent document 1 Colloids and Surfaces B: Biointerfaces, 32, pp.117-123, 2003
  • Non-patent document 2 J. Chem. Soc, Commun., 24, 1990
  • Non-Patent Document 3 Polymer J. 3, pp. 1127-1132, 1999
  • Patent Document 1 International Publication WO2005 / 023467
  • Patent Document 2 Japanese Patent Laid-Open No. 9-225317
  • Patent Document 3 Japanese Translation of Special Publication 2004-529930 Disclosure of the invention
  • An object of the present invention is to provide a novel noble metal nanocolloid solution. More specifically, it is an object of the present invention to provide a noble metal nanocolloid solution that retains high reaction efficiency as a noble metal catalyst, has excellent intracellular uptake, and has no problems such as unpleasant odor.
  • the present inventors obtained a precious metal nanocolloid solution using a natural product-derived polysaccharide such as chitosan or bectin as a protective material. It was found that the noble metal nanocolloid solution retains high reaction efficiency as a noble metal catalyst and is excellent in cellular uptake. The inventors have found that this noble metal nanocolloid solution can be used as a superoxide-on scavenger having extremely high activity.
  • the present invention has been completed based on the above findings.
  • a superoxide-on scavenger comprising a noble metal nanocolloid solution containing noble metal nanoparticles and a natural product-derived polysaccharide.
  • the above superoxide-on erasing agent having an R value in the range of 3 to 4, the above superoxide-on erasing agent comprising two kinds of noble metals consisting of platinum and gold as noble metals
  • the above superoxide anion scavenger is provided wherein the natural product-derived polysaccharide is chitosan, pectin, or a mixture thereof.
  • a method for eliminating superoxide-one in the living body of mammals including humans in which a noble metal nanocolloid solution containing noble metal nanoparticles and a natural product-derived polysaccharide is administered to mammals including humans.
  • a method comprising the steps of:
  • the present invention provides a beverage or food containing a noble metal nanocolloid solution containing noble metal nanoparticles and a natural product-derived polysaccharide.
  • FIG. 2 is a graph showing the percentage of remaining superoxide-on when the content of gold is changed in a pectin / platinum gold nanocolloid solution.
  • FIG. 6 is a diagram showing the results of measuring the pH stability of platinum nanocolloid (PAA-Pt) using platinum nanocolloid solution (CP-PT) and polyacrylic acid of the present invention.
  • the noble metal nanocolloid solution contained in the superoxide-on scavenger of the present invention is characterized by containing noble metal nanoparticles and a natural product-derived polysaccharide.
  • the type of the noble metal is not particularly limited, and any of gold, ruthenium, rhodium, palladium, osmium, iridium, or platinum may be used, but a preferable noble metal is gold, ruthenium, rhodium, palladium, or platinum. Of these, gold or platinum is preferred. It is also preferable to use a combination of gold and platinum.
  • a noble metal nanocolloid solution containing two or more kinds of noble metals a mixture containing two or more kinds of noble metal fine particles or an alloy of two or more kinds of noble metals can be used.
  • one or more kinds of metal nanoparticles other than the noble metal may be present.
  • a natural product-derived polysaccharide having a free carboxyl group or amino group in the molecule is preferable.
  • alginic acid alginic acid, chitin 'chitosan, hyaluronic acid, pectin (including high methoxyl pectin and low methoxyl pectin, including misalignment), etc. are preferred, and low methoxyl pectin is most preferably used.
  • pectin including high methoxyl pectin and low methoxyl pectin, including misalignment
  • low methoxyl pectin is most preferably used.
  • the natural product-derived polysaccharide acts as a protective material for the noble metal nanocolloid.
  • the natural product-derived polysaccharide may be subjected to appropriate chemical modification. For example, it may be chemically modified so that it can be combined with other physiologically active substances through an appropriate spacer as required.
  • chitosan can use polysaccharides derived from natural products bound with piotin, etc. After preparing a noble metal nanocolloid solution, various bioactive substances are bound to avidin, and noble metal nanocolloid solution containing the bioactive substance is prepared. Can be prepared.
  • Pectin has a characteristic that it is soluble as much as possible, and there are no restrictions on the blending range, it has many divalent metal ions, and it is stable for a long time even in hard water, which is particularly advantageous for food applications.
  • the activity of precious metal nanocolloids that are not affected by pH is more stable than that of sodium polyacrylate that has been used in the past.
  • the particle size of the noble metal nanoparticles contained in the noble metal nanocolloid solution is not particularly limited, but nanoparticles having an average particle size of 50 nm or less can be used, preferably the average particle size is 20 nm or less, More preferably, nanoparticles having an average particle size of 10 nm or less, particularly preferably an average particle size of about 6 to 6 can be used. It is also possible to use finer nanoparticles. It is preferable that 90% or more of the noble metal nanoparticles have a particle size distribution in the range of 0.1 nm to 10 nm.
  • transition metal fine particles preferably noble metal fine particles
  • a chemical method called a precipitation method or a metal salt reduction reaction method or a physical method called a combustion method can be used.
  • the noble metal nanocolloid solution contained in the peroxide-on scavenger may contain nanoparticles prepared by any method, but it is a metal salt reduction reaction method from the viewpoint of ease of production and quality. It is preferable to use prepared nanoparticles.
  • an aqueous solution or an organic solvent solution of a water-soluble or organic solvent-soluble noble metal salt or noble metal complex is prepared, and a natural product-derived polysaccharide is added to this solution.
  • a noble metal nanocolloid solution containing noble metal nanoparticles By adjusting the pH to 9 to 11 and heating to reflux in an inert atmosphere, reduction can be performed to obtain a noble metal nanocolloid solution containing noble metal nanoparticles.
  • the type of water-soluble or organic solvent-soluble salt of the noble metal is not particularly limited, but for example, acetate, chloride, sulfate, nitrate, sulfonate, phosphate, etc. can be used.
  • a complex may be used.
  • the amount of the natural product-derived polysaccharide is not particularly limited, but is usually about 0.005 to 0.1% by weight, preferably about 0.01 to 0.025% by weight, based on the total weight of the solution.
  • various surfactants such as anionic, non-ionic, or fat-soluble surfactants may be used.
  • alcohol ethyl alcohol, n -propyl alcohol, n-butyl alcohol, n-amyl alcohol, ethylene glycol, or the like is used.
  • the method for preparing the noble metal nanoparticles is not limited to the method described above.
  • a reducing agent such as alcohol, hydrazine, sodium tetrahydroborate, or citrate is added to an aqueous solution of a noble metal salt and heated near the boiling point of the solvent, solvent reflux, ultraviolet irradiation, After the noble metal reduction reaction is combined with ultrasonic irradiation, the solvent is removed to dryness, and the resulting noble metal nanoparticles are suspended in a desired solvent to prepare a noble metal nanocolloid solution.
  • the dispersion medium is preferably substantially water-powered, but contains a small amount of an organic solvent mixed with water such as ethanol or glycerin. And!
  • the noble metal nanocolloid solution prepared by the above method may be used as it is.
  • the term “noble metal nanocolloid solution” used herein includes an aqueous dispersion in which noble metal nanoparticles are associated to form a cluster.
  • the term “nano” generally refers to the average particle size of noble metal fine particles. This means that it can be measured on the order of nanometers, but it should not be interpreted in a limited way in any way. For example, fine particles having an average particle size of about 0.01 nm are also included in the range of nanoparticles used in the present specification.
  • the use of a natural product-derived polysaccharide such as chitosan or pectin as a protective material allows the noble metal nano-particles contained in the superoxide-on scavenger of the present invention.
  • the colloidal solution has an R value of less than 80, preferably less than 40, more preferably less than 5, particularly preferably in the range of 3 to 4, which is much smaller than conventional noble metal nanocolloid solutions. (See Information Association “Synthesis of Metal Nanoparticles”, Control Technology and Application Development (published on December 22, 2004)).
  • the R value means the ratio between the number of moles of the natural product-derived polysaccharide and the number of moles of platinum converted per monomer unit).
  • the superoxide-one scavenger of the present invention is characterized in that the reactivity of the noble metal nanoparticles is extremely high and the cell accessibility is very high. In addition, the initial reaction within 1 minute is improved, and the precious metal nanocolloid solution can be efficiently prepared.
  • the superoxide-one-eliminating agent of the present invention can be administered as a pharmaceutical to mammals including humans, and can exert the superoxide-one-eliminating action in vivo.
  • the superoxide anion scavenger of the present invention can be used as a beverage having a superoxide anion erasing action, particularly as drinking water.
  • the superoxide-on-eliminating agent of the present invention is added to foods or used in the manufacture of processed foods to prepare foods containing the superoxide-on-eliminating agent of the present invention as health foods. Can also be used.
  • the superoxide-on-eliminating agent of the present invention can exert a skin beautifying effect or a whitening effect by adding it to cosmetics, or can be used for the preparation of medical devices or dental materials, or for the medium for cell culture. It can also be used for preparation.
  • Example 1 In a 100 mL eggplant flask, 2 mg of chitosan (Yaizu Suisan Chemical Co., Ltd., COS-Y, 12.4 ⁇ mol) and 19.7 mL of purified water (milli-Q) were added and stirred for 10 minutes at room temperature. hydrate solution 0.2 mL (manufactured by Wako Pure Chemical Industries, Ltd., 1.66 X 10- 2 M, 3.32 mol) was added. After stirring at room temperature for 60 minutes, hold 0.1 mL of cooled NaBH aqueous solution (Wako Pure Chemical Industries, 0.4 M).
  • Tetrachloroethene mouthpiece acid tetrahydrate aqueous solution 0.2 mL of tetrachloroethene port chloroplatinic acid hexahydrate solution 0.2 m L (manufactured by Wako Pure Chemical Industries, Ltd., 1.66 X 10- 2 M, 3.32 / z mol) was changed to the Example 1 Similarly, a chitosan / platinum nanocolloid solution was obtained.
  • Example 1 in place of the tetrachloroethene mouthpiece acid tetrahydrate aqueous solution 0.2 mL, tetrachloroethene mouthpiece acid tetrahydrate aqueous 0.1 mL (manufactured by Wako Pure Chemical Industries, Ltd., 1.66 X 10- 2 M, 3.32 mol) and tetrachloroethene port chloroplatinic acid hexahydrate solution 0.1 mL (manufactured by Wako Pure Chemical Industries, Ltd., 1.66 X 10- 2 M, 3.32 mol) except for using a mixture of, in the same manner as in example 1 to obtain a chitosan / platinum-gold nano colloid solution .
  • chitosan / platinum / gold nanocolloid solutions having different gold contents were prepared by using mixtures having different ratios of tetrachlorodiaurate tetrahydrate aqueous solution and tetrachlorodioctaplatinate hexahydrate aqueous solution.
  • Tetrachloroethene mouthpiece acid 4 hydrate aqueous solution 0.2 mL tetrachloroethene port chloroplatinic acid hexahydrate solution 0.2 m L in the same manner as (manufactured by Wako Pure Chemical Industries, Ltd., 1.66 X 10- 2 M, 3.32 mol)
  • Example 4 was changed to A pectin / platinum nanocolloid solution was obtained.
  • Example 4 instead of tetrachloroethene mouthpiece acid tetrahydrate aqueous solution 0.2 mL, tetrachloroethene mouthpiece acid tetrahydrate aqueous 0.1 mL (manufactured by Wako Pure Chemical Industries, Ltd., 1.66 X 10- 2 M, 3.32 mol) and tetrachloroethene port chloroplatinic acid hexahydrate solution 0.1 mL (manufactured by Wako Pure Chemical Industries, Ltd., 1.66 X 10- 2 M, 3.32 mol) except for using a mixture of, in the same manner as in example 1 to obtain a chitosan / platinum-gold nano colloid solution .
  • pectin / platinum / gold nanocolloid solutions with different gold contents were prepared using mixtures having different ratios of tetrachlorodiaurate tetrahydrate aqueous solution and tetracroloplatinic acid hexahydrate aqueous solution. .
  • the superoxide-on elimination action of the noble metal nanocolloid solutions prepared in Examples 1 to 6 was investigated.
  • the hypoxanthine (HXN) / xanthine oxidase (XOD) system was used to evaluate the superoxide-on scavenging action.
  • Measurement conditions are as follows Measuring instrument: JES—FA100
  • Molecular weight marker 700 [0025] In a nanocolloid solution containing platinum and gold, the superoxide-on residual rate when the content of gold is varied is shown in Fig. 1 (chitosan / platinum / gold nanocolloid solution) and Fig. 2 ( Pectin / platinum 'gold nanocolloid solution). In any of the nanocolloid solutions, high superoxide-on erasing ability was confirmed even when the gold content was about 25 to 50%.
  • Figures 3 and 4 show the results when the amounts of chitosan and bectin were changed, respectively.
  • the maximum activity was obtained at about 0.01% by weight for chitosan and about 0.01-0.025% by weight for pectin.
  • chitosan's pyotinyi and piotiny rate were measured.
  • the resulting chitosan had a piotination rate of 0.02 to 0.1 (mol / mol).
  • a platinum / gold nanocolloid solution was prepared in the same manner as in Example 3.
  • Fig. 5 shows the results of measurement of the residual ratio of superoxide on the obtained pyotinchitosan / platinum / gold nanocolloid solution. Even when using chitosan with pyotiny, the ability to eliminate superoxide two ions was maintained.
  • pectin (UNIPECTINE AYD30, a reagent manufactured by Dutec Foods Co., Ltd.) in distilled water over 1 hour, add 10 ml of pectin solution adjusted to a concentration of 1.98 g / L, Stir for 1 hour. Thereafter, the solvent was removed with an evaporator and then redispersed with 33.2 ml of distilled water to obtain a sample solution.
  • pectin UNIPECTINE AYD30, a reagent manufactured by Dutec Foods Co., Ltd.
  • Example 9 no pectin, comparative example
  • Example 10 Commercially available Evian (500 ml, Sodium 2.5 mg (0.22 mM), Calcium 39 mg (1.95 mM), Magnesium 12 mg (l mM) in hardness 291 degree medium hard water, pH 7.2) was used as hard water. .
  • Evian 500 ml, Sodium 2.5 mg (0.22 mM), Calcium 39 mg (1.95 mM), Magnesium 12 mg (l mM) in hardness 291 degree medium hard water, pH 7.2
  • Example 13 The pH stability was examined using the sample of Example 10 (CP-PT) and platinum nanocolloid (PAA-Pt) using polyacrylic acid. Using a spectrophotometer (Amersham Ultrospec 6300 pro), measure the extinction rate of 400 M hydrogen peroxide by hydrogen peroxide spectral absorption (210 nm), and calculate the activity of platinum nanocolloid from the remaining absorbance did. The result is shown in FIG. From this result, it can be seen that, compared with the conventional nanocolloid, the platinum nanocolloid of Example 10 has significantly less influence on the activity due to pH fluctuation.
  • the noble metal nanocolloid solution contained in the superoxide-on scavenger of the present invention retains high reaction efficiency as a noble metal catalyst, and is excellent in intracellular uptake of noble metal nanoparticles. Therefore, the superoxide-on scavenger of the present invention is useful as a scavenger having extremely high activity.
  • the erasing agent of the present invention has extremely desirable properties when added to beverages or foods.

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Abstract

La présente invention décrit une solution de nanocolloïdes de métal précieux comprenant d’une part des nanoparticules d’un métal précieux tel que le platine, l’or, ou un mélange de ces deux métaux, et d’autre part un polysaccharide provenant de produits naturels tels que la pectine et le chitosan. Ladite solution présente une réactivité élevée en tant que catalyseur utilisant un métal précieux, offre d’excellentes performances d’absorption cellulaire et ne présente pas de problèmes tels qu’une odeur désagréable. L’invention prévoit également un fixateur d’anions superoxyde comprenant la solution de nanocolloïdes de métal précieux.
PCT/JP2006/305650 2005-03-23 2006-03-22 Solution de nanocolloides de metal precieux WO2006101106A1 (fr)

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Cited By (10)

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JP2014518847A (ja) * 2011-03-30 2014-08-07 ジーアール インテレクチュアル リザーブ リミティド ライアビリティ カンパニー 新規の金−白金系バイメタルナノ結晶懸濁液、その電気化学的製造方法、及びその使用
CN111419728A (zh) * 2019-01-09 2020-07-17 戴红妹 高效纳米淡斑、亮白、保湿活化剂及其制法
CN111821314A (zh) * 2020-03-25 2020-10-27 巫远程 一种治疗近视和白内障眼药水及其制作方法
JP2021028308A (ja) * 2019-08-09 2021-02-25 株式会社日本触媒 化粧品用水性分散体、分散保護剤、化粧品の製造方法

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CN103479552B (zh) * 2011-08-25 2015-10-21 唯美度科技（北京）有限公司 抗皱舒活眼霜及制备方法
WO2017051934A1 (fr) * 2015-09-24 2017-03-30 Kim Son Sil Solution colloïdale de polysaccharide de nano-particules d'or bio et son procédé de production

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