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Zwitterionic polymer-based nitric oxide driven nano motor and preparation method and application thereof

A zwitterion and nitric oxide technology, applied in the field of new biomedical nanomaterials, can solve problems such as load instability, shedding, and low fuel load efficiency

Active Publication Date: 2021-09-17
NANJING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Purpose of the invention: Aiming at the problems existing in the prior art, the present invention provides a zwitterionic polymer-based nitric oxide (NO)-driven nanomotor, which mainly solves the low fuel load efficiency of the existing NO-driven nanomotor and the process of driving the nanomotor. The problem that the load is unstable and may fall off, thus improving the release cycle and amount of NO

Method used

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  • Zwitterionic polymer-based nitric oxide driven nano motor and preparation method and application thereof
  • Zwitterionic polymer-based nitric oxide driven nano motor and preparation method and application thereof
  • Zwitterionic polymer-based nitric oxide driven nano motor and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0053] Preparation of L-arginine derivatives:

[0054] (1) Weigh 11.5 mmol of L-arginine and dissolve it in a mixed solvent of deionized water (20 mL) and 1,4-dioxane (8.5 mL), ultrasonically disperse, and magnetically stir at room temperature;

[0055] (2) Add 4.5 mL of triethylamine to the reaction system in (1), and cool the solution to 0°C with an ice-water bath;

[0056] (3) Add 18.9 mmol of methacrylic anhydride dropwise under stirring, then remove the ice-water bath, and stir for reaction. The reaction system is 25° C., and the reaction time is 12 hours.

[0057] (4) The solution obtained in step (3) was added dropwise to 400 mL of acetone for precipitation, then the precipitate was redissolved in water, and precipitated in acetone again, and the precipitation step was repeated twice and dissolved in water.

[0058] (5) Centrifuge the solution in (4) at 8000rpm for 15min, discard the upper liquid and take the lower precipitate, and dry it in vacuum at 60°C to obtain th...

Embodiment 2

[0062] Synthesis of diselenide compound crosslinking agent with reactive oxygen species (ROS) response:

[0063] (1) Weigh 1.0g of 2,2'-diselenane diethylbis(1-ethylamine) dihydrochloride (CAS No.: 3542-13-0) and 3.6mL of triethylamine, add to 60mL dihydrochloride in methyl chloride and the mixture was cooled to 0 °C.

[0064] (2) Slowly add 1.3 g of methacryloyl chloride to the solution obtained in step (1), and then react in a nitrogen atmosphere with a reaction temperature of 25° C. and a reaction time of 24 h.

[0065] (3) The solution after the reaction in step (2) is extracted with a large amount of deionized water to remove impurities, and the organic solvent phase is collected.

[0066] (4) The organic phase collected in step (3) was dried overnight with anhydrous sodium sulfate to obtain a crude product, and the organic phase was removed by evaporation under reduced pressure.

[0067] (5) The crude product obtained in the step (4) is separated and purified through a...

Embodiment 3

[0071] Preparation of NO-driven nanomotors based on zwitterionic polymers:

[0072] (1) Weigh 0.5 mmol of L-arginine derivative and 0.05 mmol of diselenide crosslinking agent with active oxygen response type in a three-necked flask;

[0073] (2) use a vacuum pump to remove the air in the flask in step (1), and continue to feed nitrogen;

[0074] (3) Add 20 mL of dry dimethyl sulfoxide solution to step (2), and ultrasonically disperse and dissolve;

[0075] (4) Weigh 0.03 mmol of azobisisobutyronitrile, add 500 μL of dry dimethyl sulfoxide solution, and ultrasonically disperse and dissolve, inject the syringe into the reaction system in step (3);

[0076] (5) Transfer the three-necked flask to an oil bath, stir magnetically at 300 rpm, and conduct polymerization in a nitrogen atmosphere at a reaction temperature of 90° C. and a reaction time of 4 hours to obtain a uniformly dispersed milky white zwitterionic nitric oxide nanomotor solution;

[0077] (6) The obtained zwitterio...

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Abstract

The invention discloses a preparation method and application of a zwitterionic polymer based nitric oxide (NO) driven nano motor. The nano-motor is mainly formed by using an L-arginine zwitterionic derivative as a monomer and an active oxygen (ROS) responsive diselenide compound as a cross-linking agent and initiating a free radical polymerization reaction through an initiator. The nano motor can respond to ROS concentration gradient to generate chemotactic behavior, and reacts with ROS in a tumor cell environment to generate NO to drive the ROS to move and gradually degrade. The preparation method of the zwitterionic polymer-based NO-driven nano motor is simple and efficient; the zwitterionic polymer-based NO-driven nano motor has excellent biocompatibility, has an active movement capability in an ROS microenvironment, and has a wide application prospect in the field of biological medicines.

Description

technical field [0001] The invention belongs to novel biomedical nanomaterials, in particular to a zwitterionic polymer-based nitric oxide (NO)-driven nanomotor and its preparation method and application. Background technique [0002] NO is a key signaling molecule in the cardiovascular, immune, and central nervous systems and has shown versatility in biomedical applications such as the regulation of vasodilation, angiogenesis, chemosensitization, bactericidal effects, and cancer-related aspects of physiological / Plays a prominent role in pathophysiological activity. However, NO delivery technologies are still severely limited due to the physiological properties of NO, such as short half-life (<5 s), short diffusion distance (20–160 μm), high reactivity with oxygen species, and concentration-dependent therapeutic outcomes. To address these issues, various NO donor-based delivery systems have been developed for various NO release nanoplatforms for cancer therapy, antimicr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/60C08F230/00A61K31/785A61P35/00A61P9/10A61P9/00B82Y5/00B82Y40/00
CPCC08F220/603A61K31/785A61P35/00A61P9/10A61P9/00B82Y5/00B82Y40/00C08F230/00
Inventor 毛春万密密陈焕陶莹芳陈城龙
Owner NANJING NORMAL UNIVERSITY
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