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Nanophotosensitive materials of conjugated polymers with two-photon imaging and photodynamic therapeutic effects and their preparation and application

A conjugated polymer, two-photon imaging technology, applied in the field of anti-tumor drugs, can solve the problems of inability to use synchronous biological imaging, low fluorescence quantum efficiency of photosensitizers, etc., and achieve high-efficiency two-photon imaging function, high therapeutic efficiency, strong dual Effects of Photon-Excited Fluorescence Emission Properties

Active Publication Date: 2021-02-19
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the main function of photosensitizers is to generate singlet oxygen, which requires efficient intersystem crossing from the singlet excited state to the triplet state (S 1 →T 1 ), inevitably resulting in photosensitizers with very low fluorescence quantum efficiencies, which cannot be used for simultaneous bioimaging

Method used

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  • Nanophotosensitive materials of conjugated polymers with two-photon imaging and photodynamic therapeutic effects and their preparation and application
  • Nanophotosensitive materials of conjugated polymers with two-photon imaging and photodynamic therapeutic effects and their preparation and application
  • Nanophotosensitive materials of conjugated polymers with two-photon imaging and photodynamic therapeutic effects and their preparation and application

Examples

Experimental program
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Effect test

Embodiment 1

[0061] A method for preparing a conjugated polymer nano-photosensitive material with two-photon imaging and photodynamic therapeutic effect, comprising the following steps:

[0062] (1) Combine conjugated polymer (PPBF), tetraphenylporphyrin (TPP), red light-emitting compound (TPD), poly(styrene-co-maleic anhydride) (PSMA), DSPE-PEG (2000) -FA were dissolved in tetrahydrofuran solvent, and then the conjugated polymer (PPBF), tetraphenylporphyrin (TPP), red light-emitting compound (TPD) and poly(styrene-co-maleic anhydride) (PSMA) Mix the solutions of DSPE-PEG(2000)-FA in tetrahydrofuran, and mix well to obtain 1mL mixed solution; the concentration of conjugated polymer (PPBF) in the mixed solution is 40μmol / L, tetraphenylporphyrin (TPP) The concentration of TPD is 0.8 μmol / L, the concentration of red luminophore (TPD) is 0.8 μmol / L, the concentration of poly(styrene-co-maleic anhydride) (PSMA) is 8 μmol / L, DSPE-PEG (2000) - The concentration of FA is 0.004mg / mL;

[0063] (2)...

Embodiment 2

[0066] Preparation of several nanoparticle materials:

[0067]1. Preparation of nanoparticle PPBF NPs: Dissolve and mix conjugated polymer (PPBF), poly(styrene-co-maleic anhydride) (PSMA) and DSPE-PEG (2000) in tetrahydrofuran to obtain 1 mL of the mixed solution. The concentration of conjugated polymer (PPBF) in the mixed solution was 40 μmol / L, the concentration of PSMA was 8 μmol / L, and the concentration of DSPE-PEG (2000) was 0.004 mg / mL; the mixed solution was quickly injected into 4 mL of deionized water, Sonication for 30s, rotary evaporation to remove tetrahydrofuran in the solution to obtain the nanoparticle product PPBF NPs;

[0068] 2. Preparation of nanoparticles PPBF / TPP (1%, 2%, 3%) NPs: using tetrahydrofuran to combine conjugated polymer (PPBF), tetraphenylporphyrin (TPP), poly(styrene-co -maleic anhydride) (PSMA) and DSPE-PEG (2000) were dissolved and mixed to obtain 1mL mixed solutions with different TPP contents respectively. L, 0.8 μmol / L, 1.2 μmol / L, the ...

Embodiment 3

[0070] By adding different proportions of photosensitizer TPP to the conjugated macromolecule, the analysis of the nanoparticle material (nanoparticle prepared in Example 2), the TPP addition is the best when the molar content of the conjugated macromolecule is 2%, so on this basis Then add different proportions of red luminescent group TPD, so that the energy of PPBF can be fully utilized.

[0071] Preparation of nano photosensitive materials:

[0072] Preparation of nanoparticles PPBF / TPP(2%) / TPD(1%, 2%, 3%, 5%) NPs:

[0073] Conjugated polymer (PPBF), tetraphenylporphyrin (TPP), red light-emitting compound (TPD) with different contents, poly(styrene-co-maleic anhydride) (PSMA) and DSPE-PEG ( 2000) were dissolved and mixed to obtain 1mL mixed solution with different TPD contents. The concentration of the conjugated polymer PPBF in the mixed solution was 40 μmol / L, the concentration of TPP was 0.8 μmol / L, and the concentrations of the red light-emitting compound TPD were res...

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Abstract

The invention belongs to the technical field of antitumor drugs, and discloses a nano photosensitive material of a conjugated polymer with two-photon imaging and photodynamic curative effect, as well as its preparation and application. The nano photosensitive material is a water-soluble nano particle, which contains a conjugated polymer, a photosensitizer and a red light emitting compound inside, the conjugated polymer is an energy donor material, and the photosensitizer and the red light emitting compound are an energy acceptor material; The shell of the nanoparticle is formed by a surfactant, and the surface of the nanoparticle is modified by a modifier containing a functional group that has a targeted recognition effect on tumor cells. The nano-photosensitive material of the present invention has good biocompatibility, is easy to enter into cells, has high-efficiency two-photon imaging function and two-photon photodynamic curative effect; and can selectively combine with cancer cells, and can use photodynamic therapy of synchronous two-photon imaging to treat tumors , high treatment efficiency and few side effects. The preparation method of the invention is simple, the synthesis condition is mild, and it is easy to realize.

Description

technical field [0001] The invention belongs to the technical field of antitumor drugs, and in particular relates to a nano photosensitive material of a conjugated polymer, a preparation method thereof, an application in two-photon imaging in cancer cells, and an application as a photosensitizer for photodynamic therapy of tumors. Background technique [0002] Cancer is one of the most important diseases that threaten human health and life. According to the "World Cancer Report" released by the World Health Organization in 2014, the global cancer incidence situation is severe, and the incidence and mortality rates continue to rise. The incidence of cancer in China accounts for almost half of the world, making it one of the major diseases that our country must overcome independently. Photodynamic therapy is a new technology for tumor treatment that began to form in the late 1970s, and clinical trials have been carried out in some countries. So far, countries around the worl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K41/00A61K47/24A61K47/32A61K47/54A61K47/60A61K47/69A61K49/00A61P35/00
CPCA61K41/008A61K47/10A61K47/32A61K49/0021A61K49/0052A61K49/0054A61K49/0093A61K47/545A61K47/60A61K47/6925A61P35/00
Inventor 徐清华段湘艳李爽姜小芳
Owner SOUTH CHINA UNIV OF TECH
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