WO2017018086A1 - Feuille à micro-aiguilles - Google Patents

Feuille à micro-aiguilles Download PDF

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Publication number
WO2017018086A1
WO2017018086A1 PCT/JP2016/067788 JP2016067788W WO2017018086A1 WO 2017018086 A1 WO2017018086 A1 WO 2017018086A1 JP 2016067788 W JP2016067788 W JP 2016067788W WO 2017018086 A1 WO2017018086 A1 WO 2017018086A1
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WO
WIPO (PCT)
Prior art keywords
microneedle sheet
sheet
microneedles
microneedle
skin
Prior art date
Application number
PCT/JP2016/067788
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English (en)
Japanese (ja)
Inventor
夕佳 三浦
千佳 楓
喜子 末冨
紗央里 吉塚
Original Assignee
日本写真印刷株式会社
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Publication date
Application filed by 日本写真印刷株式会社 filed Critical 日本写真印刷株式会社
Priority to JP2017531080A priority Critical patent/JPWO2017018086A1/ja
Publication of WO2017018086A1 publication Critical patent/WO2017018086A1/fr

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    • 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
    • A61L31/00—Materials 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M37/00—Other apparatus for introducing media into the body; Percutany, i.e. introducing medicines into the body by diffusion through the skin

Definitions

  • the present invention relates to a microneedle sheet in which microneedles are rapidly dissolved.
  • the microneedle sheet has a plurality of microneedles arranged on a sheet-like substrate.
  • a microneedle has a shape that hardly feels pain even when it is stabbed into the skin.
  • a soluble microneedle sheet that dissolves microneedles in the human body is composed of a target substance to be administered and a water-soluble material that is dissolved by moisture in the skin, such as dextran and hyaluronic acid, and moisture released from the skin.
  • a target substance to be administered is composed of a target substance to be administered and a water-soluble material that is dissolved by moisture in the skin, such as dextran and hyaluronic acid, and moisture released from the skin.
  • the microneedle containing the target substance swells and dissolves due to moisture absorbed from the skin, so that the target substance is delivered into the skin.
  • Patent Document 1 discloses a microneedle sheet made of a mixture containing a water-soluble polymer and a target substance such as a drug.
  • the microneedle sheet disclosed in Patent Document 1 has a problem that it takes time for the microneedles to dissolve and the target substance to diffuse into the skin.
  • the present invention has been made to solve this problem, and an object of the present invention is to provide a microneedle sheet that dissolves quickly after the microneedles have pierced the skin.
  • the microneedle sheet of the present invention is a microneedle sheet in which a plurality of microneedles are arranged on a sheet-like substrate, and at least one of the sheet-like substrate and the microneedles is at least one of polyhydric alcohol or betaine. It consists of a mixture containing a seed and a water-soluble polymer.
  • the microneedles are made of a mixture.
  • the mixture further contains a saccharide.
  • the polyhydric alcohol is selected from the group consisting of glycerin, diglycerin, polyglycerin, 1,3-butylene glycol, dipropylene glycol, propylene glycol, pentylene glycol, polyethylene glycol, trimethylene glycol, and sugar alcohol. And at least one of them.
  • the water-soluble polymer is at least one selected from the group consisting of pullulan, sodium hyaluronate, dextran, sodium chondroitin sulfate, gums, glycogen, chitin, chitosan, agarose, pectin, and carboxyvinyl polymer. There is something.
  • the saccharide is a low molecular weight saccharide.
  • the total of polyhydric alcohol and betaine in the mixture is 1 to 60% by weight based on the weight of the water-soluble polymer.
  • the mixture further contains at least one selected from the group consisting of proteins, lipids, and low molecular organic compounds.
  • the microneedle sheet according to the present invention is a microneedle sheet in which a plurality of microneedles are arranged on a sheet-like substrate, and at least one of the sheet-like substrate and the microneedles is at least a polyhydric alcohol or betaine. It comprised so that it might consist of a mixture containing 1 type and a water-soluble polymer. Therefore, the microneedle sheet of the present invention can be dissolved quickly after being applied to the skin.
  • seat which concerns on embodiment of this invention. It is sectional drawing which shows an example of the manufacturing method of the microneedle sheet
  • the microneedle sheet of the present invention is a microneedle sheet in which a plurality of microneedles are arranged on a sheet-like substrate, and at least one of the sheet-like substrate and the microneedles is at least one of polyhydric alcohol or betaine. It consists of a mixture containing seeds and a water-soluble polymer.
  • a microneedle sheet of the present invention will be described.
  • the microneedle sheet 10 includes a sheet-like base material 12 and a plurality of microneedles 11 protruding from the sheet-like base material 12.
  • the plurality of microneedles 11 are regularly (eg, lattice-shaped, honeycomb-shaped, staggered-shaped) or irregularly arranged on one surface of the sheet-like substrate 12.
  • the sheet-like substrate 12 and the microneedles 11 may be configured using different materials or may be configured integrally using a common material. In this embodiment, as shown in FIG. 1, the sheet-like base material 12 and the plurality of microneedles 11 are integrally configured using a common material.
  • the thickness of the sheet-like substrate 12 is, for example, 10 ⁇ m or more and 500 ⁇ m or less, preferably 20 ⁇ m or more and 80 ⁇ m or less so that the mechanical strength of the entire sheet can be secured and can be flexibly deformed according to the shape of the skin. Configure.
  • the sheet-like substrate 12 and the microneedles 11 are made of different materials
  • the sheet-like substrate 12 is preferably made of a material having flexibility, for example, papers, resin films, nonwoven fabrics, etc. Etc. can be used.
  • the microneedles 11 can be, for example, conical, pyramidal, frustoconical, conical, etc.
  • the coneide shape represents a shape in which a side surface of a cone shape or a truncated cone shape is curved inward.
  • the protruding height of the microneedles 11 from the sheet-like base material 12 can be set to 10 ⁇ m or more and 500 ⁇ m or less, for example.
  • the density of the microneedles 11 can be, for example, 100 / cm 2 or more and 500 / cm 2 or less.
  • the material of the microneedle sheet 10 includes the following three combinations. (1) The sheet-like substrate 12 and the microneedles 11 are made of a mixture containing at least one kind of a polyhydric alcohol or betaine and a water-soluble polymer. (2) The sheet-like substrate 12 is made of a polyhydric alcohol or betaine. (3) The microneedle 11 is made of a mixture containing at least one polyhydric alcohol or betaine and a water-soluble polymer.
  • both the sheet-like base material 12 and the microneedles 11 are made of the above mixture, since the same material is used for the sheet-like base material 12 and the microneedles 11, both can be integrally formed.
  • both the sheet-like base material 12 and the microneedles 11 are quickly dissolved, and the mixture, which is a material, is absorbed by the skin. That is, in this aspect, since it is not necessary to keep the microneedle sheet 10 on the skin for a long time, the stress on the user can be reduced.
  • the sheet-like substrate 12 melts faster than the microneedles 11, so that the sheet-like substrate 12 does not contact the skin for a long time. That is, in this aspect, the user's stress can be reduced.
  • a polymer material having at least one of the property of dissolving in vivo and the property of decomposing in vivo may be used.
  • the microneedles 11 are microneedle sheets made of the above mixture.
  • the microneedles 11 can rapidly dissolve in the skin by absorbing and swelling the moisture contained in the skin.
  • the microneedle 11 penetrates into the skin of the skin and dissolves, whereby the mixture containing the polymer substance can be easily administered into the skin. Since the microneedles 11 dissolve faster than the sheet-like base material 12, the sheet-like base material 12 can be peeled from the skin when all the microneedles 11 are dissolved. That is, since it is not necessary to stick the microneedle sheet 10 for a long time, the stress on the user can be reduced.
  • the polyhydric alcohol as the material of the microneedle sheet 10 is composed of glycerin, diglycerin, polyglycerin, 1,3-butylene glycol, dipropylene glycol, propylene glycol, pentylene glycol, polyethylene glycol, trimethylene glycol, sugar alcohol. It is preferably at least one selected from the group. Examples of the sugar alcohol include sorbitol, mannitol, xylitol and the like.
  • BETAine is also suitable as a material for the microneedle sheet 10.
  • betaine examples include carnitine and trimethylglycine. Since betaine has a high moisturizing power and is less irritating to the human body, the microneedle sheet of the present invention containing betaine can also be used for people with sensitive skin.
  • the water-soluble polymer as the material of the microneedle sheet 10 has at least one of the property of dissolving in vivo and the property of decomposing in vivo.
  • the microneedles 11 By forming the microneedles 11 with a mixture containing a water-soluble polymer, the microneedles 11 that have entered the skin undergo an action of at least one of dissolution and decomposition in the living body and gradually change over time. Therefore, it remains solid and does not remain in the skin for a long time.
  • the microneedles 11 are dissolved by moisture in the skin, it becomes easy to smoothly introduce the target substance into the skin using the microneedles 11.
  • Water-soluble polymers having at least one of in vivo solubility and biodegradability and suitable as a material constituting the microneedle sheet 10 are pullulan, sodium hyaluronate, dextran, sodium chondroitin sulfate, gum And at least one selected from the group consisting of glycogen, chitin, chitosan, agarose, pectin, and carboxyvinyl polymer.
  • examples of gums include xanthan gum and tamarind gum. These water-soluble polymers may be used alone or in combination of two or more.
  • the mixture which is a material of the microneedle sheet 10 further includes saccharides.
  • “Saccharides” in the present invention include monosaccharides, oligosaccharides and polysaccharides.
  • a monosaccharide consists of one monosaccharide molecule or a derivative thereof.
  • Oligosaccharides consist of oligosaccharides (disaccharides, trisaccharides, tetrasaccharides,%) Or derivatives thereof in which a small number (for example, 2 to 10) of monosaccharide molecules are sequentially linked by glycosidic bonds.
  • the polysaccharide is composed of a polysaccharide obtained by polymerizing a large number (for example, 11 or more) of monosaccharide molecules by glycosidic bonds or a derivative thereof.
  • a saccharide suitable as a material for the microneedle sheet 10 is a low-molecular saccharide.
  • the low molecular weight saccharide N-acetylglucosamine, trehalose, sucrose, lactose, low molecular weight dextran, and the like can be used.
  • a low-molecular saccharide in a mixture containing at least one of polyhydric alcohol or betaine and a water-soluble polymer a microneedle sheet that dissolves more quickly and has a higher moisturizing effect can be obtained.
  • the total of the polyhydric alcohol and betaine in the mixture made of the above materials is preferably 1% by weight or more and 60% by weight or less based on the weight of the water-soluble polymer. If the amount is less than 1% by weight, the microneedle sheet is not rapidly dissolved. If the amount exceeds 60% by weight, the microneedle sheet is difficult to dry in the production of the microneedle sheet. More preferably, they are 5 weight% or more and 40 weight% or less.
  • the mixture as the material of the microneedle sheet 10 further includes at least one selected from the group consisting of proteins, lipids, and low molecular organic compounds.
  • suitable proteins for example, collagen, elastin, keratin, proteoglycan and the like can be used.
  • Collagen has a triple helical structure and is known to provide a high moisturizing effect.
  • Elastin provides a skin moisturizing effect, and keratin is used in cosmetics and the like as a substance that provides skin moisturizing and rough skin preventing effects.
  • ceramide can be used as a suitable lipid.
  • Ceramide is a substance that provides a high moisturizing effect.
  • suitable low molecular organic compounds include vitamins, provitamins, low molecular cellulose, amino acids, glycosyl trehalose, and the like.
  • vitamins vitamin C and vitamin A are preferable.
  • Provitamin C and provitamin A are preferred as provitamins.
  • These low molecular organic compounds bring about a moisturizing effect and an effect of preventing or improving rough skin.
  • a microneedle sheet having a higher moisturizing effect and preventing or improving rough skin can be obtained by further including the above substance in a mixture containing at least one of polyhydric alcohol or betaine and a water-soluble polymer. Obtainable.
  • a raw material solution for the microneedle sheet is prepared.
  • the raw material solution is obtained by dissolving a mixture containing at least one of polyhydric alcohol or betaine and a water-soluble polymer in a solvent. It is preferable that the mixture further contains at least one kind of saccharide or protein.
  • the solvent for example, water or a mixed solvent of water and alcohol can be used.
  • the microneedle sheet 10 is manufactured using a mold 13 having a plurality of minute recesses 11a (see FIG. 2A).
  • the minute recesses 11a are regularly (eg, lattice-shaped, honeycomb-shaped, zigzag-shaped) or irregularly arranged on one surface of the flat plate-shaped mold 13.
  • the minute recess 11a is formed to have an inverted shape such as a conical shape, a pyramid shape, a truncated cone shape, and a coneide shape.
  • the depth of the minute recess 11a can be, for example, 10 ⁇ m or more and 500 ⁇ m or less, preferably 50 ⁇ m or more and 200 ⁇ m or less.
  • the raw material solution 14 is poured into the mold 13 using, for example, a dispenser, a dispenser, a squeegee, etc., and supplied from the upper surface of the mold 13 so as to have a constant thickness (see FIG. 2B).
  • the upper surface side of the mold 13 may be set to a pressure higher than the atmospheric pressure.
  • the microneedle sheet 10 can be manufactured by drying the raw material solution 14 filled in the mold 13 (see FIG. 2C). Next, by removing the microneedles 11 from the mold 13, the microneedle sheet 10 in which the microneedles 11 and the sheet-like base material 12 are integrally formed can be obtained (see FIG. 2D). ).
  • the microneedle sheet 10 is manufactured using the mold 13 provided with a plurality of minute recesses 11a, but the following manufacturing method may be used. For example, after the prepared raw material solution 14 is dropped on the substrate 20 with a gap, the pulling member 30 brought into contact with each drop is pulled up to form a microneedle sheet (see FIG. 3). ). Alternatively, the prepared raw material solution 14 can be used to sequentially stack the raw material solution 14 on the substrate 20 so that the diameter decreases as the distance from the substrate 20 increases (see FIG. 4). Alternatively, the microneedle sheet 10 may be manufactured by forming the raw material solution 14 into a lump, drying it, and then directly cutting out the microneedles 11 using a cutting jig (for example, an end mill, a dicing blade).
  • a cutting jig for example, an end mill, a dicing blade
  • the microneedle sheet of the present invention can be obtained.
  • Example 1 Hereinafter, an example of the manufacturing method of the microneedle sheet
  • a raw material solution was prepared. Sodium hyaluronate and concentrated glycerin were dissolved in water to prepare a raw material solution. At this time, 10% concentrated glycerin was added to the weight of sodium hyaluronate.
  • microneedle sheet filling process, drying process, peeling process
  • the raw material solution was supplied to a mold having a plurality of conical minute recesses to fill the minute recesses, and the microneedles and the sheet-like substrate were integrally formed.
  • the mold on which the raw material solution was placed was placed in a dryer and dried.
  • the solidified sheet was peeled from the mold to obtain a microneedle sheet.
  • Example 2 Preparation of raw material solution Sodium hyaluronate, trehalose, and concentrated glycerin were dissolved in water to prepare a raw material solution. At this time, sodium hyaluronate and trehalose were mixed at a ratio of 1: 1, and 10% concentrated glycerin was added to the mixed weight.
  • microneedle sheet was obtained in the same manner as in Example 1 for“ 2. Molding of microneedle sheet (filling process, drying process, peeling process) ”.
  • Example 3 Preparation of raw material solution Sodium hyaluronate and trimethylglycine were dissolved in water to prepare a raw material solution. At this time, 10% trimethylglycine was added to the weight of sodium hyaluronate.
  • microneedle sheet was obtained in the same manner as in Example 1 for“ 2. Molding of microneedle sheet (filling process, drying process, peeling process) ”.
  • Example 4 Preparation of raw material solution Sodium hyaluronate and trimethylene glycol were dissolved in water to prepare a raw material solution. At this time, 10% trimethylene glycol was added to the weight of sodium hyaluronate.
  • microneedle sheet was obtained in the same manner as in Example 1 for“ 2. Molding of microneedle sheet (filling process, drying process, peeling process) ”.
  • Example 5 Preparation of raw material solution Sodium hyaluronate and concentrated glycerin were dissolved in water to prepare a raw material solution. At this time, 40% concentrated glycerin was added to the weight of sodium hyaluronate.
  • microneedle sheet was obtained in the same manner as in Example 1 for“ 2. Molding of microneedle sheet (filling process, drying process, peeling process) ”.
  • microneedle sheet was obtained in the same manner as in Example 1 for“ 2. Molding of microneedle sheet (filling process, drying process, peeling process) ”.
  • the height of the microneedles was measured using an image measuring machine (VH5500, manufactured by Keyence Corporation). Next, when the dissolution rate of the microneedle sheet of Comparative Example 1 was 1, the dissolution rate of the microneedle sheet of each Example was calculated as the dissolution rate ratio. The results are shown in Table 1. In Table 1, the weight of sodium hyaluronate is set to 1, and the ratio of each substance added to sodium hyaluronate is shown.
  • microneedle sheets described in Examples 1 to 5 have a higher dissolution ratio than the microneedle sheet (Comparative Example 1) made only of sodium hyaluronate.
  • a microneedle sheet containing glycerin as a polyhydric alcohol and trehalose as a saccharide has the highest dissolution rate ratio. Therefore, it can be confirmed that the microneedle sheet of the present invention has a higher dissolution rate than the microneedle sheet made only of sodium hyaluronate.
  • the microneedle sheet of the present invention is highly useful in that it provides effects such as (1) rapid dissolution after being applied to the skin and (2) improvement of peelability after drying.
  • Microneedle sheet 11 Microneedle 12: Sheet-like base material 13: Mold 14: Raw material solution 20: Substrate 30: Pull-up member

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  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biomedical Technology (AREA)
  • Medical Informatics (AREA)
  • Dermatology (AREA)
  • Hematology (AREA)
  • Anesthesiology (AREA)
  • Surgery (AREA)
  • Vascular Medicine (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)

Abstract

La présente invention aborde le problème consistant à fournir une feuille à micro-aiguilles qui peut être dissoute rapidement après que lesdites micro-aiguilles formées en son sein se soient plantées dans la peau. La solution selon l'invention porte sur une feuille à micro-aiguilles comprenant de multiples micro-aiguilles disposées sur une base stratiforme, ladite feuille à micro-aiguilles étant caractérisée en ce que la base stratiforme et/ou les micro-aiguilles sont préparées à partir d'un mélange comprenant un alcool polyhydrique et/ou une bétaïne et un polymère hydrosoluble.
PCT/JP2016/067788 2015-07-29 2016-06-15 Feuille à micro-aiguilles WO2017018086A1 (fr)

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JP2015149175 2015-07-29

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CN109200012A (zh) * 2017-07-06 2019-01-15 中科微针（北京）科技有限公司 一种含有无机盐的分层溶解微针
WO2019088227A1 (fr) * 2017-11-02 2019-05-09 コスメディ製薬株式会社 Réseau de micro-aiguilles d'anesthésie locale dentaire
CN109884223A (zh) * 2019-02-23 2019-06-14 贵阳中医学院 一种马钱子碱可溶性微针、制备方法及检测方法和应用
WO2021182269A1 (fr) * 2020-03-11 2021-09-16 コスメディ製薬株式会社 Cosmétique de type pâte contenant un facteur d'hydratation d'origine naturelle

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CN109200012A (zh) * 2017-07-06 2019-01-15 中科微针（北京）科技有限公司 一种含有无机盐的分层溶解微针
WO2019088227A1 (fr) * 2017-11-02 2019-05-09 コスメディ製薬株式会社 Réseau de micro-aiguilles d'anesthésie locale dentaire
JP2019084352A (ja) * 2017-11-02 2019-06-06 コスメディ製薬株式会社 歯科用局所麻酔マイクロニードルアレイ
CN110799238A (zh) * 2017-11-02 2020-02-14 考司美德制药株式会社 齿科用局部麻醉微针阵列
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CN115252593A (zh) * 2017-11-02 2022-11-01 考司美德制药株式会社 齿科用局部麻醉微针阵列
CN109884223A (zh) * 2019-02-23 2019-06-14 贵阳中医学院 一种马钱子碱可溶性微针、制备方法及检测方法和应用
WO2021182269A1 (fr) * 2020-03-11 2021-09-16 コスメディ製薬株式会社 Cosmétique de type pâte contenant un facteur d'hydratation d'origine naturelle
CN115151233A (zh) * 2020-03-11 2022-10-04 考司美德制药株式会社 含有天然保湿因子的粘贴型化妆料

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