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A zwitterionic polymer-based nitric oxide-driven nanomotor and its preparation method and application

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: 2022-07-26
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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  • A zwitterionic polymer-based nitric oxide-driven nanomotor and its preparation method and application
  • A zwitterionic polymer-based nitric oxide-driven nanomotor and its preparation method and application
  • A zwitterionic polymer-based nitric oxide-driven nanomotor and its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0053] Preparation of L-Arginine Derivatives:

[0054] (1) 11.5 mmol of L-arginine was weighed and dissolved in a mixed solvent of deionized water (20 mL) and 1,4-dioxane (8.5 mL), ultrasonically dispersed, and magnetically stirred at room temperature;

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

[0056] (3) 18.9 mmol of methacrylic anhydride was added dropwise with stirring, then the ice-water bath was removed, and the reaction was stirred. The reaction system was 25° C. and the reaction time was 12 h.

[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 then precipitated in acetone again, and the precipitation step was repeated twice to dissolve in water.

[0058] (5) Centrifuge the solution in (4) at 8000 rpm for 15 min, discard the upper layer liquid and take out the lower layer...

Embodiment 2

[0062] Synthesis of Diselenide Compound Crosslinker with Reactive Oxygen Species (ROS) Response:

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

[0064] (2) 1.3 g of methacryloyl chloride was slowly added to the solution obtained in step (1), followed by the reaction in a nitrogen atmosphere at a reaction temperature of 25° C. and a reaction time of 24 h.

[0065] (3) Extracting the reacted solution in step (2) with a large amount of deionized water to remove impurities, and collecting the organic solvent phase.

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

[0067] (5) using the crude product obtained in step (4) as raw materials with different ratios of et...

Embodiment 3

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

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

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

[0074] (3) adding 20 mL of dry dimethyl sulfoxide solution to step (2), and ultrasonically dispersing and dissolving;

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

[0076] (5) transfer the three-necked flask to the oil bath pot, stir magnetically at 300 rpm, the reaction temperature in a nitrogen atmosphere is 90 ° C, and the reaction time is 4 h to carry out polymerization to obtain a milky white uniformly dispersed zwitterionic nitric oxide nanomotor solution;

[0077] (6) The obta...

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Abstract

The invention discloses a preparation method and application of a zwitterionic polymer-based nitric oxide (NO) driven nanomotor. The nanomotor mainly uses L-arginine zwitterion derivative as a monomer, and has reactive oxygen species (ROS) as a monomer. ) responsive diselenide compound is a cross-linking agent, which is formed by initiator-induced free radical polymerization. The nanomotor of the present invention can generate chemotactic behavior in response to ROS concentration gradient, and react with ROS in the tumor cell environment to generate NO to drive its movement and gradually degrade. The zwitterionic polymer-based NO-driven nanomotor preparation method of the present invention is simple and efficient, has excellent biocompatibility, has active movement ability in the ROS microenvironment, and has broad application prospects in the field of biomedicine.

Description

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

Claims

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Application Information

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Patent Type & Authority Patents(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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