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Amphiphilic polymer and preparation thereof as well as magnetic hollow nano-drug carrier and preparation method thereof

An amphiphilic polymer, polymer technology, used in drug combinations, pharmaceutical formulations, anti-tumor drugs, etc., can solve problems such as limiting, reducing light intensity, cell and tissue damage, and achieving strong tissue penetration, reducing Injury, increase the effect of drug load

Inactive Publication Date: 2014-04-30
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the light-sensitive polymers are mainly polymers sensitive to visible light and ultraviolet light (such as azo polymers), which will be absorbed by human tissues and greatly reduce the light intensity, and ultraviolet light will also be harmful to normal cells and tissues of the human body. damage, so the clinical use of such polymers is limited

Method used

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  • Amphiphilic polymer and preparation thereof as well as magnetic hollow nano-drug carrier and preparation method thereof
  • Amphiphilic polymer and preparation thereof as well as magnetic hollow nano-drug carrier and preparation method thereof
  • Amphiphilic polymer and preparation thereof as well as magnetic hollow nano-drug carrier and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Synthesis of hollow porous Fe3O4 (HPFe 3 o 4 ),Specific steps are as follows:

[0055] Add 0.15mL oleylamine to 20mL 1-octadecene, degas with argon at 120°C for 2h, then raise the temperature to 180°C, immediately add 1.4mL iron pentacarbonyl (protected by argon), stir continuously for 30min, then cool to room temperature, pour off the supernatant, add a mixture of n-hexane and oleylamine to disperse, add isopropanol to precipitate, centrifuge, wash twice with a mixture of n-hexane and oleylamine, and finally obtain nanoparticles dispersed in In a mixture of 15mL n-hexane and 0.01mL oleylamine. The obtained nanoparticles are Fe / Fe 3 o 4 Core-shell nanospheres.

[0056] Add 30 mg of trimethylamine N-oxide to 20 mL of 1-octadecene, degas with argon at 130 ° C for 2 h, add 80 mg of the above-mentioned Fe / Fe 3 o 4 Keep the n-hexane solution at 130°C and continue to stir to remove the n-hexane, then keep it at 130°C for 12h, raise the temperature to 250°C, keep it for...

Embodiment 2

[0058] Embodiment 2 and embodiment 3 are the synthesis of hydrophobic monomer

[0059] Example 2

[0060] Synthesis of 7-didodecylamino-4-hydroxymethylcoumarin methacrylate (DDACMM):

[0061] Add 22g o-aminophenol to 150mL ethyl acetate containing 25g potassium bicarbonate and 10mL water, add 18mL methyl chloroformate dropwise under ice bath with constant stirring, react for 1h, add 50mL water and stir for 3h, separate the organic phase After washing with water, 1 mol / L sulfuric acid solution, water and saturated brine, drying over magnesium sulfate, rotary evaporation and recrystallization with benzene, compound 1 was obtained.

[0062] 23g of compound 1 was added to a mixture of 25mL ethyl acetoacetate and 60mL of concentrated sulfuric acid, stirred for 2 hours, then added 250mL of ice water, continued stirring until the crystallization stopped, filtered, the filter cake was washed with water, methanol, ether and dried to obtain compound 2.

[0063] Add 28g of compound 2 i...

Embodiment 3

[0068] Synthesis of 7-Dihexadecylamino-4-Hydroxymethylcoumarin Methacrylate (DHACMM)

[0069] Compound 3 was synthesized with reference to Example 2.

[0070]Dissolve 2.66g of compound 3 and 47.12g of hexadecyl bromide in 250mL of N,N-dimethylformamide, add 7.4g of cesium carbonate, reflux for 12h, distill DMF under reduced pressure, add water and ethyl acetate to separate the liquid, The organic phase was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and passed through the column with ethyl acetate:petroleum ether=1:4 after rotary evaporation to obtain compound 6. Compound 6 H NMR spectrum results are as follows: 1 H NMR (CDCl 3 ,400MHz):δ7.36(d,J=8.0Hz,1H,Ar-H),6.55(d,J=8.0Hz,1H,Ar-H),6.49(s,1H,Ar-H),5.99 (s,1H,Ar-H),3.64(t,J=12.0Hz,1H,N-CH 2 CH 2 ),3.14(t,J=12.0HZ,3H,N-CH 2 CH 2 ),2.34(s,3H,CH 3 ),1.72-1.47(m,4H,N-CH 2 ),1.45-1.05(m,44H,CH 2 ),0.88(t,J=16Hz,6H,CH 3 ).

[0071] 9.86g compound 6 was dissolved in 150mL xylene, 13.4g...

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Abstract

The invention discloses an amphiphilic polymer containing a near-infrared sensitive group and a preparation method thereof, as well as a magnetic hollow nano-drug carrier with near-infrared light and pH dual response of the amphiphilic polymer and a preparation method thereof. An inventor wraps the pre-compounded multifunctional amphiphilic polymer on the outer layer of hollow porous ferroferric oxide nano-particles loaded with drugs through a self-assembly method to form a core-shell shaped high-loading capacity drug carrier. Compared with the conventional method for performing chemical modification on the surface of ferroferric oxide nano-particles, the method is more simple and convenient; in addition, the method that the drug is first loaded and then the polymer is wrapped has higher drug loading capacity than the method that the drug is loaded after chemical modification; the near-infrared light with low damage to human bodies and strong tissue penetration is used as a direct light source to control drug release, so release parts and release time can be controlled accurately, and the damage to normal cells is reduced.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and relates to an amphiphilic polymer containing a near-infrared sensitive group and a preparation method thereof, and a magnetic hollow nano-medicine carrier comprising the amphiphilic polymer with dual responses to near-infrared light and pH and its preparation method. Background technique [0002] Hollow porous Fe3O4 nanoparticles (HPFe 3 o 4 ) is prepared by thermal decomposition and oxidation of iron pentacarbonyl, with small particle size (10-20nm), strong superparamagnetism and good magnetic resonance imaging (MRI) effect. Because of its stable structure, and the hollow inner core can greatly improve the drug-loading capacity of ferric oxide nanoparticles. In addition, porous Fe3O4 nanoparticles are stable under neutral or alkaline conditions, but under slightly acidic conditions, the pores of Fe3O4 nanoparticles will be corroded by acid, resulting in larger pore sizes and Fa...

Claims

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Application Information

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IPC IPC(8): C08F283/06C08F220/36C08F8/30A61K47/02A61K47/32A61K49/00A61K49/06A61P35/00
Inventor 路建美李娜君
Owner SUZHOU UNIV
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