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Photosensitive controlled-release microneedle and preparation method thereof

A microneedle and photosensitive technology, applied in the field of photosensitive controlled release microneedle and its preparation, can solve the problems of great harm to the human body, damage to the irradiated skin, inability to achieve controlled release, etc., and achieve obvious controlled release effect and excellent mechanical properties. , easy to use effect

Active Publication Date: 2022-04-05
广州纳丽生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in the prior art, slow-release microneedles mostly use the strategy of swelling and releasing drugs after the microneedles absorb body fluids, such as patents CN112472659 and CN102202720. Different drugs or different disease degrees cannot be applied uniformly, that is, controlled release cannot be achieved
Hardy et al. disclosed a light-controlled slow-release microneedle, in which the conjugate of benzoin and doxorubicin was physically wrapped by polyacrylic acid cross-linked polymers. drug doxorubicin; under this strategy, on the one hand, the chemical structure of the drug is limited; on the other hand, the photosensitive group needs to be broken under ultraviolet light to release the drug, and the microneedle cannot release the drug without light; on the other hand, Ultraviolet light cannot be precisely controlled and can damage the irradiated skin, which is extremely harmful to the human body (Hardy JG, Larraneta E, Donnelly R F, et al. Hydrogel-forming microneedle arrays made from light-responsive materials for on-demand transdermal drug delivery[ J]. Molecular Pharmaceuticals, 2016, 13(3).)

Method used

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  • Photosensitive controlled-release microneedle and preparation method thereof
  • Photosensitive controlled-release microneedle and preparation method thereof
  • Photosensitive controlled-release microneedle and preparation method thereof

Examples

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preparation example Construction

[0038] 1. The preparation method of acrylate copolymer

[0039] The acrylate copolymer is a copolymer of monomer A and acrylate monomer, and the acrylate monomer can be selected from methyl methacrylate, ethyl methacrylate, ethyl acrylate, methyl acrylate one or a combination.

[0040] (1) Preparation of monomer A: Add 4'-hydroxybenzoin and 2-bromoethyl methacrylate to acetone, add potassium carbonate, heat up to 60°C for 8 hours under reflux, filter after the reaction, and spin dry the silica gel Column chromatography, using DCM as eluent, gave a white solid powder after drying. The molar ratio of the 4'-hydroxybenzoin and 2-bromoethyl methacrylate is 1:1.2, the amount of potassium carbonate added is 2% of the 4'-hydroxybenzoin mass, and the yield is 65-78%.

[0041] Monomer A 1 H-NMR, δ(CDCl 3 ): 2.11(C=C-CH3,s,3), 4.37~4.58(O-CH2-CH2-O,t,4), 5.18(O-H,s,1)6.42~6.44(Ar-CH-CO, d, 1), 6.57 (C=CH2, s, 2), 6.77~6.80 (Ar 1 -H,d,2), 7.26~6.29(Ar 1 -H,d,2), 7.55~7.61(Ar 2 -H...

Embodiment 1

[0061] The preparation of embodiment 1 acrylate copolymer

[0062] Weigh the acrylate monomer and monomer A, dissolve them in toluene, add BPO, heat to 90°C for 3h polymerization, and spin-evaporate the obtained reaction solution under reduced pressure at 120-150°C to obtain the crude product, dissolve it again in DCM, add Wash with an equal volume of sodium thiosulfate aqueous solution, wash until the starch potassium iodide test paper does not turn blue, then wash with deionized water, spin dry the organic phase to obtain an acrylate copolymer; the molar ratio of the acrylate monomer to monomer A is 3 ~5:1, the amount of BPO added is 1% of the total mass of monomers.

[0063] Table 1

[0064]

[0065] Mn was measured by GPC, and the solvent was tetrahydrofuran.

[0066] For photosensitive group content 1 Measured by H-NMR, the solvent is CDCl 3 .

Embodiment 2

[0067] Preparation of embodiment 2 up-conversion nanopowder

[0068] Up conversion nano powder NaY 0.978 f 4 : 2% Yb, 0.2% Bi preparation: the lanthanide oxide 0.002mmolBi 2 o 3 , 0.02mmol Yb 2 o 3 , 0.978mmol Y 2 o 3 and 2 mmol NaOH and dissolved in trifluoroacetic acid with a temperature of 95°C and a concentration of 50%. The mixed solution was placed in a 100 mL three-necked flask and evaporated to dryness under argon purging. Then 16mL of oleic acid and 8mL of oleylamine were added into the three-necked flask, heated to 120°C, and magnetically stirred for 30min to remove water and oxygen. Under the protection of argon, the solution was heated to 275°C at a speed of about 12°C / min, and vigorously stirred at this temperature for 0.5h. The mixture was cooled to room temperature, poured into acetone, ultrasonically precipitated in an ultrasonic cleaner, then centrifuged at 11,000 rpm for 10 min, and washed with ethanol for several times to obtain NaY 0.978 f 4 : 2% ...

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Abstract

The invention discloses a photosensitive controlled-release microneedle and a preparation method thereof.The microneedle comprises a shell and a cavity, and the cavity is prepared in a laser pore-forming mode; the needle body is formed by cross-linking a poly (methyl vinyl ether / maleic acid) copolymer and an acrylate copolymer; the cavity is used for loading up-conversion nano powder and an active medicine; the microneedle can be excited by near-infrared light, the up-conversion nano powder in the microneedle is converted into ultraviolet light, and the polymer is decrosslinked under the excitation of the ultraviolet light, so that the controlled release effect is achieved. Standardized products can be prepared according to the preparation method, the release rate of the medicine can be adjusted according to illumination, and the preparation method is convenient to use.

Description

technical field [0001] The invention belongs to the technical field of transdermal drug delivery, and in particular relates to a photosensitive controlled-release microneedle and a preparation method thereof. Background technique [0002] Sustained-release microneedle is a new type of transdermal drug delivery preparation that can achieve continuous and gentle delivery of drugs after acting in the skin. It is suitable for the use of drugs that require long-term drug administration and narrow therapeutic windows. The advantages of safety and convenience have greatly improved the medication compliance of patients, and they occupy an important position in the research of new microneedle drug delivery preparations. However, in the prior art, slow-release microneedles mostly use the strategy of swelling and releasing drugs after the microneedles absorb body fluids, such as patents CN112472659 and CN102202720. Different drugs or different disease degrees cannot be applied uniform...

Claims

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Application Information

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IPC IPC(8): A61K41/00A61K47/10A61K47/58A61M37/00C01F17/36
Inventor 陈彦彪陈家骊唐骢李思东
Owner 广州纳丽生物科技有限公司
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