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A kind of organic conjugated small molecule nanoparticle and its preparation method and application

A nanoparticle and small molecule technology, applied in the field of biomedicine, can solve problems such as difficult interaction and poor sterilization effect

Active Publication Date: 2022-04-05
BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] However, the existing hydrophobic conjugated molecules are difficult to interact with bacteria, making their bactericidal effect poor

Method used

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  • A kind of organic conjugated small molecule nanoparticle and its preparation method and application
  • A kind of organic conjugated small molecule nanoparticle and its preparation method and application
  • A kind of organic conjugated small molecule nanoparticle and its preparation method and application

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preparation example Construction

[0040] The present invention provides a method for preparing the organic conjugated small molecule nanoparticles described in the above technical solution, comprising the following steps:

[0041] Mixing the organic conjugated small molecule solution and the polystyrene maleic anhydride solution in an aqueous phase to obtain a mixed solution;

[0042] After removing the organic solvent in the mixed solution, the mixture is heated and concentrated, and filtered to obtain organic conjugated small molecule nanoparticles.

[0043]In the present invention, the organic conjugated small molecule solution and the polystyrene maleic anhydride solution are mixed in an aqueous phase to obtain a mixed solution. In the present invention, the solvent in the organic conjugated small molecule solution is preferably selected from tetrahydrofuran. The concentration of the organic conjugated small molecule solution is preferably (0.8-1.2) mmol / L, more preferably (0.9-1.1) mmol / L; in a specific ...

Embodiment 1

[0053] Preparation of Organic Conjugated Small Molecule Nanoparticles by Nanoprecipitation

[0054] The specific steps are as follows: the organic conjugated small molecules with the structures of formula I, formula II, formula III and formula IV are respectively dissolved in tetrahydrofuran (THF) solution, the configuration concentration is 1 mmol / L, and filtered through an organic phase filter (0.22 μm ),spare. PSMA was dissolved in THF solution, the concentration was 2 mg / mL, filtered through an organic phase filter (0.22 μm), and used for later use. Take 200 μL of each of the above two solutions, add them to 4 mL of THF solution, and mix by ultrasonic. Then pour it into a flask containing 10 mL of ultrapure water, and continue to sonicate for about 5 min. Pass nitrogen for about 1 h to remove THF in the system, continue to pass nitrogen, set a water bath (99°C) for water bath concentration until the system is 5 mL, and filter through an aqueous phase filter (0.22 μm) to ...

Embodiment 2

[0057] Test of reactive oxygen species on prepared organic conjugated small molecule nanoparticles

[0058] Activated 2,7-dichlorofluorescein (DCFH)

[0059] Take 4.8 mg of 2,7-dichlorofluorescein diacetate (DCFH-DA) in a 1.5 mL centrifuge tube, add 1 mL of ethanol, and mix well to obtain a DCFH-DA stock solution with a concentration of 10 mmol / L. Take 50 μL of the stock solution in a 1.5 mL centrifuge tube, add 450 μL of ethanol, mix well, and dilute to 1 mmol / L. Add 2mL of 0.01M NaOH solution, mix well, activate at 25°C for 30min. Add 10 mL of phosphate buffered saline (PBS) with pH>7.4 to the activated liquid, and store it in an ice box away from light for later use.

[0060] The control group is DCFH alone, 1 mL of activated DCFH solution plus 100 μL of PBS, direct illumination, and the measurement is performed once every 1 min of illumination, and the total measurement time is 4 min.

[0061] ROS determination:

[0062] Take 1 mL of the activated liquid into a cuvette...

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Abstract

The present invention provides a kind of organic conjugated small molecule nanoparticle and its preparation method and application, the nanoparticle comprises organic conjugated small molecule; and polystyrene maleic anhydride for surface modification of the organic conjugated small molecule; organic conjugated The conjugated small molecule is selected from one or more of the structures of formula I, formula II, formula III and formula IV; polystyrene maleic anhydride has the structure of formula V. The organic conjugated small molecule in the organic conjugated small molecule nanoparticle is used as a photosensitizer, and the amphiphilic molecule PSMA is used for surface modification to enhance the water solubility of the nanoparticle, which is conducive to the interaction with bacteria, and has a high efficiency of generating active oxygen. It shows that it has phototoxicity; its attached cyano group shows that it has an important contribution to the bactericidal activity, which shows that it has dark toxicity. Therefore, the nanoparticles have a synergistic effect of phototoxicity and dark toxicity and can be used as antibacterial drugs to treat infections caused by bacteria. The method is simple without any functional modification, the synthesis yield is high, and industrialization is easy to realize.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and in particular relates to an organic conjugated small molecule nanoparticle and a preparation method and application thereof. Background technique [0002] Bacterial infections threaten the lives of millions of people each year, claim more than 17 million lives, and are increasingly becoming a global public health problem. Traditional treatment methods include the use of antibiotics, metal ions, quaternary ammonium salt ions, etc., but these methods are limited in application due to factors such as high cost, high toxicity, and high environmental hazards, especially the resistance of bacteria to antibiotics, resulting in Multidrug-resistant bacteria arise, especially against multidrug-resistant Gram-negative bacteria. In this context, photodynamic antimicrobial therapy (PDAT) has received extensive attention due to its non-invasive, selective and high spatial resolution. In PDT, light so...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K47/69A61K47/59A61K41/00A61P31/04
CPCA61K47/6935A61K47/59A61K41/0057A61P31/04
Inventor 袁焕祥陈卓
Owner BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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