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Membrane-targeted photosensitizer capable of realizing photodynamic therapy as well as preparation method and application thereof

A photodynamic therapy and photosensitizer technology, applied in photodynamic therapy, chemical instruments and methods, medical preparations containing active ingredients, etc., can solve problems such as long-term retention of PS, achieve low lethality, good photodynamic effect, Efficiency-enhancing effect

Inactive Publication Date: 2018-12-21
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current problem is that there is no effective way to target the cell membrane and retain PS on the cell membrane for a long time

Method used

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  • Membrane-targeted photosensitizer capable of realizing photodynamic therapy as well as preparation method and application thereof
  • Membrane-targeted photosensitizer capable of realizing photodynamic therapy as well as preparation method and application thereof
  • Membrane-targeted photosensitizer capable of realizing photodynamic therapy as well as preparation method and application thereof

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preparation example Construction

[0042] The present invention also discloses a method for preparing a membrane-targeted photosensitizer capable of photodynamic therapy, comprising the following steps:

[0043] S1: Add raw materials bipyridyl, ruthenium trichloride and lithium chloride at 155°C, reflux DMF under nitrogen for 8 hours, cool to room temperature after the reaction, add acetone, freeze overnight, filter to obtain a black solid, wash and dry with water and ether Promptly get product a---bipyridine ruthenium dichloro bridge;

[0044] S2: Add water and ethanol into a two-necked flask, under nitrogen protection, weigh 50 mga and 43 mgb of raw materials—bipyridyl ligands, respectively, and reflux at a certain temperature for 20 hours. The solution changes from red to dark red and glows red, then add saturated KPF 6 Aqueous solution, at this time, a large amount of precipitates are formed, suction filtered, washed with water to remove excess KPF6 and KCl, and dried to obtain product c—a membrane-targete...

Embodiment 1

[0052] Embodiment 1: the preparation method of the photosensitizer of membrane-targeting type capable of photodynamic therapy, the preparation method is to prepare the bipyridine dichloro bridge of nine carbons through the reaction of bipyridine, ruthenium trichloride and lithium chloride, and then The ruthenium complex was obtained by reacting the bipyridine dichloro bridge with the bipyridine auxiliary ligand b. The photosensitizer can specifically target the cell membrane of cancer cells, generate reactive oxygen species under the irradiation of specific excitation light, destroy the cell membrane surface, and finally lead to cell apoptosis, and has a good photodynamic therapy effect, adding a new kind of photodynamic therapy to photodynamic therapy. new ideas. This membrane-targeted photodynamically therapeutic photosensitizer has great potential for future biomedical applications.

[0053] Membrane-targeted photosensitizer capable of photodynamic therapy, the synthesis s...

Embodiment 2

[0057] Embodiment 2: Absorption and emission spectra of ruthenium complexes

[0058] Such as figure 1 As shown, in DMSO solution, the maximum absorption of the Ru complex is at 458nm and the strongest fluorescence emission peak is at 620nm. The long-wavelength luminescence of Ru complexes is beneficial to eliminate the interference of background imaging of cells.

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Abstract

The invention discloses a membrane-targeted photosensitizer capable of realizing photodynamic therapy as well as a preparation method and application thereof, and belongs to the technical field of organic photoelectric materials. The preparation method comprises the following steps: preparing a C9 dichlorodipyridine bridge through reactions among dipyridine, ruthenium trichloride and lithium chloride; enabling the dichlorodipyridine bridge to react with a dipyridine auxiliary ligand b to obtain a ruthenium complex. The photosensitizer can specifically target the cell membrane of a cancer cell,and under irradiation of specific exciting light, generates reactive oxygen and damages the surface of the cell membrane to cause cell apoptosis finally; moreover, the photosensitizer realizes a goodphotodynamic therapy effect, thereby adding a new idea for photodynamic therapy. The membrane-targeted photosensitizer capable of realizing photodynamic therapy has a great potential in future biomedicine application.

Description

technical field [0001] The invention relates to a membrane-targeted photosensitizer capable of photodynamic therapy and a preparation method and application thereof, belonging to the technical field of organic photoelectric materials. Background technique [0002] The tumor environment is acidic and hypoxic, so a series of targeted photosensitizers that can detect hypoxic environments or acidic environments can be designed to distinguish tumor areas from normal cell areas instead of The purpose of differentiation is achieved by the specific enrichment of photosensitizer (PS) in tumor endogenous markers. Further, PS is located in organelle structures such as mitochondria, cytoplasm, lysosomes, Golgi apparatus, and nucleus, so that the content of PS in specific cell structures increases, and the location of ROS can be precisely located, thereby inducing cell apoptosis and improving photodynamic efficiency. Treatment (PDT) effect. Among these organelles, the cell membrane is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00A61K41/00A61P35/00
CPCA61K41/0057A61P35/00C07F15/0053
Inventor 张寅宋林娜高鹏丽郭颂赵强刘淑娟黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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