Preparation method and application of self-oxygen-carrying photo-thermal preparation/anthracene endoperoxide/polymer composite nanoparticles

A technology of anthracene endoperoxide and composite nanoparticles, applied in nanotechnology, nanotechnology, nanomedicine, etc., can solve the problems of high oxygen concentration dependence of tumor tissue and low treatment efficiency of single phototherapy, and achieve good photochemical properties and anaerobic molecule concentration dependence, improving the efficiency of PDT/PTT combined therapy, and overcoming dependence

Inactive Publication Date: 2020-12-25
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The purpose of the present invention is to solve the problems in the prior art that the above-mentioned photodynamic therapy is highly dependent on the oxygen concentration of tumor tissue and the treatment efficiency of single phototherapy is low, and to provide a self-carrying oxygen type photothermal preparation / anthracene endoperoxide / polymer Preparation method and application of composite nanoparticles

Method used

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  • Preparation method and application of self-oxygen-carrying photo-thermal preparation/anthracene endoperoxide/polymer composite nanoparticles
  • Preparation method and application of self-oxygen-carrying photo-thermal preparation/anthracene endoperoxide/polymer composite nanoparticles
  • Preparation method and application of self-oxygen-carrying photo-thermal preparation/anthracene endoperoxide/polymer composite nanoparticles

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] 1) Synthesis of PTA

[0045] Synthesize PTA according to the method reported in Adv.Sci., 2018, 1800307. The schematic diagram of the synthesis of PTA is shown in Figure 8 As shown, the specific method is as follows:

[0046] Under argon atmosphere, 1 g (2.83 mmol) (1), 3.644 g (8.49 mmol) (2) and 164 mg (0.142 mmol) Ph(PPh 3 ) 4 Add it to a 100mL two-necked round bottom flask, and degas it with argon 3 times. Then 30 mL of anhydrous toluene was injected into the mixture, and the reaction was refluxed overnight. The reaction solution was cooled to room temperature, poured into 100 mL of anhydrous methanol to precipitate and filtered, and then washed with a large amount of petroleum ether, ethyl acetate and methanol.

[0047] Under an argon atmosphere, a solution of 1.2 g (4.46 mmol) of 2-ethylhexylbenzene in anhydrous THF (30 mL) was added to the -78 ° C reaction system, and then 3 mL of n-BuLi (1.6 M) solution was added dropwise to in the reaction system. The r...

Embodiment 2

[0055] 1) Synthesis of PTA

[0056] The synthesis of PTA is shown in Example 1.

[0057] 2) Preparation of comparative example NPs-2 nanoparticles

[0058] The present invention adopts the nanoprecipitation method to prepare NPs-2. Firstly, 5 mg of PTA is dissolved in 5 mL of THF, and then the PTA solution is slowly and uniformly added dropwise to 100 mL of DSPE-PEG in DMSO (0.25 mg / mL). (AP in the patent of the present invention selects commercially available distearoylphosphatidylethanolamine-polyethylene glycol (DSPE-PEG) amphiphilic polymer). Transfer the solution to a dialysis bag (molecular weight cut-off: M W 3.5kDa) to remove THF and DMSO by dialysis, followed by freeze-drying to obtain the comparative example nanoparticles NPs-2.

Embodiment 3

[0060] 1) Synthesis of EPO

[0061] The synthesis of EPO is shown in Example 1.

[0062] 2) Preparation of comparative example NPs-3 nanoparticles

[0063] The present invention adopts the nanoprecipitation method to prepare NPs-3. First, 5 mg EPO is dissolved in 5 mL THF, and then the EPO solution is slowly and uniformly added dropwise to 100 mL DSPE-PEG in DMSO solution (0.25 mg / mL). (AP in the patent of the present invention selects commercially available distearoylphosphatidylethanolamine-polyethylene glycol (DSPE-PEG) amphiphilic polymer). Transfer the solution to a dialysis bag (molecular weight cut-off: M W 3.5kDa) to remove THF and DMSO by dialysis, followed by freeze-drying to obtain comparative nanoparticle NPs-3.

[0064] The effect shows:

[0065] In the present invention, the PTA of A-D-A structure and the anthracene endoperoxide derivative (EPO) are modified with amphiphilic macromolecules, and the hydrated diameter of the nanoparticles prepared by the nano-p...

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Abstract

The invention discloses a preparation method and application of a self-oxygen-carrying photo-thermal preparation/anthracene endoperoxide/polymer composite nanoparticle, and relates to application of organic molecules in the field of biological medicines. Photodynamic/photo-thermal combined treatment is broadly concerned due to the characteristics of convenience in operation, no invasion, local selectivity, small drug resistance, small side effect and the like. However, photodynamic treatment has the dependence on the concentration of tumor tissue oxygen, and the treatment efficiency is limited. According to the preparation method, a self-oxygen-carrying photosensitizer anthracene endoperoxide is selected and used with a photo-thermal preparation, and two types of organic molecules are coated with amphiphilic polymers to form water-soluble composite nanoparticles, and the water-soluble composite nanoparticles represent high photo-thermal conversion efficiency, high active oxygen yield and obvious tumor growth inhibition effect after being irradiated by near-infrared light (880nm). Therefore, the preparation method has an important practical prospect and social value in the field ofnovel tumor treatment.

Description

technical field [0001] The invention belongs to the technical field of biomedical materials, and in particular relates to the preparation of a self-carrying oxygen-type photothermal preparation molecule / anthracene endoperoxide derivative / polymer composite nanoparticle and its use as an antitumor drug and diagnostic preparation in tumor photodynamic / Application of combined photothermal therapy. Background technique [0002] At present, malignant tumors have become one of the most serious diseases that threaten human health and cause human death. Compared with traditional tumor treatment methods such as surgery, radiotherapy, and chemotherapy, optical therapy has attracted widespread attention due to its characteristics of convenient operation, non-invasiveness, local selectivity, low drug resistance, and small side effects. Among them, photodynamic therapy (PDT) and photothermal therapy (PTT) are two typical phototherapy methods, and their treatment principles are based on ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K41/00A61K9/51A61K47/34A61K49/00A61K49/22B82Y5/00B82Y20/00B82Y30/00B82Y40/00A61P35/00
CPCA61K41/0052A61K41/0057A61K9/5153B82Y5/00B82Y20/00B82Y30/00B82Y40/00A61K49/0093A61K49/225A61P35/00
Inventor 赵琳琳赵云营陆燕
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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