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Nanocomposite using tetrastyryl indole derivative as photosensitizer, preparation method and application to tumor therapy

A technology of nano-composite materials and indole derivatives, which can be used in drug combinations, anti-tumor drugs, photodynamic therapy, etc. Effects of light-induced tumor ablation, good water solubility and biocompatibility

Active Publication Date: 2019-03-22
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the nano-scale photosensitizer prepared by this method is not uniform in shape and has poor stability in water environment, which limits its application in vivo
Moreover, so far there are few reports on the use of aggregation-inducing photosensitizers to target organelles to enhance the effect of photodynamic therapy, and there are still some challenges.

Method used

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  • Nanocomposite using tetrastyryl indole derivative as photosensitizer, preparation method and application to tumor therapy
  • Nanocomposite using tetrastyryl indole derivative as photosensitizer, preparation method and application to tumor therapy
  • Nanocomposite using tetrastyryl indole derivative as photosensitizer, preparation method and application to tumor therapy

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Embodiment Construction

[0027] The present invention will be described in detail below through specific examples, but the present invention is not limited thereto.

[0028] The preparation method of dimethoxytetraphenylethylene indole molecule (MTi):

[0029]

[0030] 1) Dissolve 4-bromobenzophenone (3.0 g, 11.5 mmol), 4,4-dimethoxybenzophenone (2.78 g, 11.5 mmol) and zinc powder (5.97 g, 92 mmol) in fresh In the distilled tetrahydrofuran (150mL), connect the condensing device, seal the reaction system, use nitrogen to remove the air in the reaction system, and maintain the low temperature environment in an ice-water bath, then add titanium tetrachloride (8.72 g, 46mmol) to the above system and stir for 0.5 hours , heating the reaction system to 75-85°C and maintaining reflux for 9 hours, then cooling to room temperature, adding water, extracting the reaction mixture with dichloromethane, repeating the operation three times, adding anhydrous sodium sulfate to dry the obtained mixed solution of o...

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Abstract

The invention provides synthesis of a tetrastyryl indole compound and a novel application to tumor therapy, and particularly relates to design and synthesis of the tetrastyryl indole compound, preparation of a nano-support, synthesis of a nano composite drug and an application to preparation of an anti-tumor photosensitive drug based on photodynamic and photothermal collaborative treatment. Tetrastyryl is taken as the center, methoxy and indole groups are introduced to serve as an electron donor and a receptor respectively, the energy gap value of molecules is reduced, molecules with higher singlet oxygen quantum yield are obtained and linked to surfaces of polydopamine nanoparticles under the action of hydrogen bonds and pi-pi bonds, and a nanocomposite with mitochondrion targeted imagingas well as photodynamic and photothermal dual activity is constructed. The photodynamic and photothermal collaborative effect of the nanocomposite under the action of illumination is proved on the cell and animal levels, and photoinduced tumor ablation is realized.

Description

technical field [0001] The invention relates to the design and synthesis of a tetraphenylethylene indole photosensitizer and the introduction of a polydopamine carrier to construct a nanocomposite material for photodynamic and photothermal synergistic anti-tumor treatment at the cell and animal levels. Background technique [0002] Photodynamic therapy is a method based on photosensitizer molecules being activated by a light source of a specific wavelength, and energy transfer occurs to generate active oxygen molecules. Singlet oxygen molecules are a type of active oxygen molecules that are often used. Overexpression of singlet oxygen will cause Causes damage and destruction of cellular macromolecules (such as proteins, liposomes, and DNA), eventually causing apoptosis and necrosis. Traditional photosensitizers include porphyrin derivatives, anthraquinones, thiaphenazines, anthocyanins, and curcumin. Good photodynamic therapy effects are closely related to the performance of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/12A61K41/00A61K47/59A61K47/69A61P35/00
CPCA61K41/0052A61K41/0057A61K47/59A61K47/6935A61P35/00C07D209/12
Inventor 王卓陈玉芝艾文婷
Owner BEIJING UNIV OF CHEM TECH
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