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Preparation method of environment-sensitive polymer/gold hybrid dressing

An environment-sensitive, polymer-based technology, applied in medical preparations with non-active ingredients, medical preparations containing active ingredients, drug combinations, etc., can solve the problems of curcumin's poor water solubility, low bioavailability, and non-drug use. To achieve the effect of increasing drug loading, prolonging the action time and improving the utilization rate

Active Publication Date: 2021-08-27
HEFEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Curcumin has therapeutic effects against various cancers, but it still cannot be used directly as a drug
Curcumin is a bis-R, α, β-unsaturated diketone, which exhibits keto-enol tautomerism, is insoluble in aqueous systems under acidic conditions, and rapidly dissolves in neutral or alkaline conditions. decomposes, making its bioavailability extremely low
Curcumin has poor water solubility, is not easily adsorbed, and metabolizes quickly, which lead to its low bioavailability, which is a key bottleneck in clinical application

Method used

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  • Preparation method of environment-sensitive polymer/gold hybrid dressing
  • Preparation method of environment-sensitive polymer/gold hybrid dressing
  • Preparation method of environment-sensitive polymer/gold hybrid dressing

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1 3

[0049] The synthesis of embodiment 1 trityl mercaptoglycerol monomer

[0050] Add thioglycerol: triphenylchloromethane: triethylamine into a two-neck flask at a molar ratio of 1.05:1:1.1, and react overnight at room temperature with tetrahydrofuran as a solvent. After TLC showed that the reaction was complete, wash 3 times with deionized water, 3 times with saturated sodium bicarbonate solution, 3 times with saturated sodium chloride solution, collect the organic phase, add anhydrous sodium sulfate to dry for 3 hours, and remove anhydrous sodium sulfate by suction filtration , the solvent was removed by rotary evaporation, purified by silica gel column (eluent: petroleum ether: ethyl acetate = 1:1), the product was collected, the solvent was removed, and vacuum-dried. To obtain product I, the structural formula is:

[0051]

Embodiment 2

[0052] Embodiment 2 polycurcumin prodrug (polymer Ⅱ) is synthesized

[0053] Add curcumin: polyethylene glycol: product Ⅰ into a two-necked bottle at a molar ratio of 1:1:1, dissolve in anhydrous tetrahydrofuran, and then place the anhydrous tetrahydrofuran solution dissolved in oxalyl chloride in a constant pressure dropping funnel , sealed, N-filled 2 Protected and placed in an ice bath, add 3.5 parts of anhydrous triethylamine to the two-necked bottle with a syringe, stir for 5 minutes, then open the constant pressure dropping funnel and slowly add the oxalyl chloride tetrahydrofuran solution into the reaction system, and magnetically stir at room temperature React overnight. After the reaction, filter, concentrate, redissolve with dichloromethane, and wash twice with deionized water, twice with saturated sodium bicarbonate solution, twice with saturated sodium chloride solution, collect the organic phase, and dry with anhydrous sodium sulfate 3h. Anhydrous sodium sulfat...

Embodiment 3

[0055] Example 3 polycurcumin prodrug protecting group removal (polymer III)

[0056] Polymer II and triethylsilane were added to the reaction flask, sealed and filled with N 2 Protect and place in an ice bath. Trifluoroacetic acid (TFA:DCM=1:10, volume ratio) dissolved in anhydrous dichloromethane was added with a disposable syringe, and the reaction was performed under magnetic stirring for 0.5 hours at room temperature. After the reaction, the polymer solution was directly precipitated in cold methanol bubbled with nitrogen in advance to remove the removed protecting group triphenylmethane, and dried in vacuum to obtain polymer III. The structural formula is:

[0057]

[0058] Example 4 Gold Nanoparticle Synthesis

[0059] Weigh 30 mg of hypochlorous acid and dissolve it in 200 ml of deionized water, stir and heat. When it is about to boil, quickly add 102 mg of sodium citrate aqueous solution, continue stirring for 20 minutes, then stop heating, naturally cool to ro...

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Abstract

The invention discloses a preparation method of an environment-sensitive polymer / gold hybrid dressing. The dressing is composed of a polymer / gold hybrid membrane and a hydrogel carrier, starting from a polycurcumin prodrug, a protecting group is removed to expose a large number of sulfydryl groups on a main chain, gold nanoparticles are grabbed from a polymer chain through a gold-sulfur bond, a hybrid membrane is obtained through an interface self-assembly method, a hydrogel carrier is obtained through polyethyleneimine, hexachlorotripolyphosphazene and the like through a one-pot method, and the environment-sensitive polymer / gold hybrid dressing is jointly formed by the hydrogel carrier and the hybrid membrane. The polymer / gold hybrid dressing prepared by the preparation method of the environment-sensitive polymer / gold hybrid dressing can achieve the purposes of promoting acute wound healing and inhibiting tumor growth.

Description

technical field [0001] The invention relates to the field of gel dressings, in particular to a preparation method of an environment-sensitive polymer / gold hybrid dressing. Background technique [0002] The healing of acute wounds and wounds in surgical operations is an urgent problem in today's society. If the wound is not properly treated, it will take a long time to heal itself. During the healing process, bacteria will be infected again and the wound will be inflamed due to bacterial infection. In order to prevent bacteria from invading the wound and prevent the increased risk of infection due to blood outflow, the appearance of wound dressings is extremely necessary. At present, improving the action time of dressings on wounds, increasing their antibacterial and anti-inflammatory properties, and promoting wound healing have become the focus of domestic and foreign researchers. Such dressings that act directly on the wound should have low biological toxicity or even no t...

Claims

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Application Information

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IPC IPC(8): A61L26/00A61K41/00A61K31/12A61K47/60A61P31/04A61P35/00C08G65/334
CPCA61L26/008A61L26/0066A61L26/0019A61L26/0004A61K41/0052A61K31/12A61K47/605A61P31/04A61P35/00C08G65/3344A61L2300/412A61L2300/416A61L2400/12A61L2300/41C08L79/02C08L85/02C08L71/02A61K2300/00
Inventor 殷俊尚柯闫金浩
Owner HEFEI UNIV OF TECH
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