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Preparation of bacterium targeting nanoparticles and application of bacterium targeting nanoparticles to bacterium inhibition and killing

A nanoparticle, targeted technology, applied in antibacterial drugs, medical preparations with non-active ingredients, and medical preparations containing active ingredients, etc., can solve the problem of high toxicity of antimicrobial peptides

Active Publication Date: 2018-01-19
SOUTH CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the physical destruction of bacteria by antimicrobial peptides will not cause bacteria to develop drug resistance, the shortcomings of antimicrobial peptides such as high toxicity and easy degradation by proteases limit the clinical application of antimicrobial peptides

Method used

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  • Preparation of bacterium targeting nanoparticles and application of bacterium targeting nanoparticles to bacterium inhibition and killing
  • Preparation of bacterium targeting nanoparticles and application of bacterium targeting nanoparticles to bacterium inhibition and killing
  • Preparation of bacterium targeting nanoparticles and application of bacterium targeting nanoparticles to bacterium inhibition and killing

Examples

Experimental program
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Effect test

Embodiment 1

[0069] Embodiment 1: the preparation of P (DMAEMA-co-EOS) macromolecular chain transfer agent

[0070] With reference to the above reaction formula (a), the small molecule chain transfer agent CTA (13.9 mg, 0.05 mmol), N, N-dimethylaminoethyl methacrylate (DMAEMA, 353.7 mg, 2.25mmol), p-chloromethylstyrene modified eosin (EOS, 191mg, 0.25mmol) and azobisisobutyronitrile AIBN (1.64mg, 0.01mmol) were dissolved in 1.5mL 1,4-bis Oxyhexane. Freeze the ampoule bottle in liquid nitrogen and use an oil pump to pump air, then seal the ampoule bottle, return to room temperature to melt the reaction mixture, and then freeze and pump air again, repeat the freeze-thaw cycle three times, then seal it under vacuum, 70°C After the reaction was stirred for 20 hours, the polymerization reaction was stopped with liquid nitrogen, the reaction bottle was opened, the reaction mixture was precipitated in petroleum ether, centrifuged, then dissolved in dichloromethane and precipitated with a large a...

Embodiment 2

[0072] Embodiment 2: P(DMAEMA 20 -co-EOS 0.8 )-b-PBMA 16 Preparation of Amphiphilic Block Polymers

[0073] With reference to above-mentioned reaction formula (b), the prepared macromolecular chain transfer agent P(DMAEMA of embodiment 1 20 -co-EOS 0.8 ) (302 mg, 0.075 mmol), butyl methacrylate (BMA, 213 mg, 1.5 mmol) and azobisisobutyronitrile AIBN (2.46 mg, 0.015 mmol) were dissolved in 1.1 mL of 1,4-dioxo Hexacyclic and 0.9 mL DMSO. Freeze the ampoule bottle in liquid nitrogen and use an oil pump to pump air, then seal the ampoule bottle, return to room temperature to melt the reaction mixture, and then freeze and pump air again, repeat the freeze-thaw cycle three times, then seal it under vacuum, 70°C After stirring for 19 hours, stop the polymerization reaction with liquid nitrogen, open the reaction bottle, precipitate the reaction mixture in petroleum ether, centrifuge, redissolve in DMF and precipitate with a large amount of petroleum ether, repeat three times, an...

Embodiment 3

[0075] Embodiment 3: (UBI-P(DMAEMA 20 -co-EOS 0.8 )-b-PBMA 16 ) preparation

[0076] With reference to the above reaction formula (c), the amphiphilic block polymer P(DMAEMA prepared in Example 2 20 -co-EOS 0.8 )-b-PBMA 16 (31.5mg, 0.005mmol) was added to a 5mL ampoule and dissolved in 1mLDMF, and 3mL of toluene was added. After the azeotropic removal of water with toluene for 0.5h, 1-(3-dimethylaminopropyl)-3-ethylcarbodiol was added Imine hydrochloride (EDC·HCl, 1.9mg, 0.01mmol) and N-hydroxysuccinimide (1.2mg, 0.01mmol) were sealed and stirred at room temperature for 12h, and the amphiphilic block polymer P(DMAEMA 20 -co-EOS 0.8 )-b-PBMA 16After activation of the terminal carboxyl group, add bacterial targeting peptide (UBI, 6.76mg, 0.004mmol) and seal and stir at room temperature for 24h, then precipitate the reaction mixture in ether, centrifuge, dissolve in DMF and precipitate with a large amount of petroleum ether, Repeated three times, the final product was dri...

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Abstract

The invention discloses preparation of bacterium targeting nanoparticles and application of the bacterium targeting nanoparticles to bacterium inhibition and killing. The bacterium targeting nanoparticles are prepared by carrying out self-assembling on an amphiphilic polymer with a structure shown as a formula (I) and a targeting segment. The preparation comprises the following steps: preparing apoly(N,N-dimethylaminoethyl methacrylate)-copolymerized-polymerized photosensitizer by utilizing a photosensitizer and dimethylaminoethyl methacrylate; then taking the poly(N,N-dimethylaminoethyl methacrylate)-copolymerized-polymerized photosensitizer as a macromolecular chain transferring agent and taking n-butyl methacrylate as a hydrophobic unit, and carrying out polymerization of a second block; activating carboxyl and connecting with a bacterium targeting peptide; carrying out the self-assembling to form the nanoparticles capable of being dissolved in water. The obtained nanoparticles canbe selectively combined with bacteria through the bacterium targeting peptide, so that the safety of a material is improved; the antibacterial activity of the material is improved through a photodynamic and physical effect combined antibacterial manner; meanwhile, the bacteria do not easily have drug resistance, and the bacterium targeting nanoparticles can be widely applied to the fields of bacterium inhibition and sterilization. The formula (I) is shown in the description.

Description

technical field [0001] The invention belongs to the field of nanomaterial antibacterial technology, and in particular relates to the preparation of bacteria-targeted nanoparticle and its application in inhibiting and killing bacteria. Background technique [0002] Bacteria are ubiquitous and pervasive. Among them, there are many kinds of pathogenic microorganisms and they mutate rapidly. Their spread and spread seriously threaten people's health. Due to the variability of pathogenic microorganisms, the use of single-target antibiotic therapy is facing great challenges. In the game between antibiotics and pathogenic microorganisms, antibiotics no longer have an overwhelming advantage, and pathogenic microorganisms that were previously sensitive to antibiotics have developed drug resistance, leading to more serious infections caused by pathogens. Although researchers have been developing new antibiotics, the speed of research and development is far behind the rate of mutation...

Claims

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Application Information

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IPC IPC(8): A61K41/00A61K47/64A61K47/58A61P31/04
Inventor 胡祥龙邢达肖凤峰曹冰
Owner SOUTH CHINA NORMAL UNIVERSITY
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