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A kind of covalent organic polymer based on porphyrin and its preparation method and application

A covalent organic and polymer technology, applied in the field of medicine, can solve problems such as the limitation of photodynamic therapy efficacy, achieve high-efficiency anti-tumor treatment, simple synthesis steps, and enhance the effect of treatment

Active Publication Date: 2022-04-22
NANTONG UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the efficacy of photodynamic therapy is limited by the oxygen dependence under hypoxic conditions

Method used

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  • A kind of covalent organic polymer based on porphyrin and its preparation method and application
  • A kind of covalent organic polymer based on porphyrin and its preparation method and application
  • A kind of covalent organic polymer based on porphyrin and its preparation method and application

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preparation example Construction

[0028] The preparation method of above-mentioned covalent organic polymer based on porphyrin, comprises the following steps:

[0029] Step 1, prepare TAPP.

[0030]Dissolve 11 g of p-nitroformaldehyde and 12 mL of acetic anhydride into 300 mL of propionic acid solution, slowly drop 5 mL of pyrrole into the above solution, and reflux and stir in an oil bath at 138 °C for 1 hour. After the reaction was completed and the solution was cooled to room temperature, the above solution was filtered and fully washed with methanol, and dried in vacuum at 100° C. to obtain a black solid. Add the solid powder to 80 mL of pyrrole solution, reflux and stir in an oil bath at 117 °C for 1 hour, after the reaction is completed and the solution is cooled to room temperature, add 30 mL of methanol to the above solution, and place the mixture in- Freeze overnight at 4°C. The above-mentioned mixed solution was filtered, fully washed with methanol and acetone successively until the filtrate was cl...

Embodiment 1

[0049] (1) Preparation of TAPP.

[0050] Dissolve 11 g of p-nitroformaldehyde and 12 mL of acetic anhydride into 300 mL of propionic acid solution, slowly drop 5 mL of pyrrole into the above solution, and reflux and stir in an oil bath at 138 °C for 1 hour. After the reaction was completed and the solution was cooled to room temperature, the above solution was filtered and fully washed with methanol, and dried in vacuum at 100° C. to obtain a black solid. Add the solid powder to 80 mL of pyrrole solution, reflux and stir in an oil bath at 117 °C for 1 hour, after the reaction is completed and the solution is cooled to room temperature, add 30 mL of methanol to the above solution, and place the slurry mixture in- Freeze overnight at 4°C. The above-mentioned mixed solution was filtered, fully washed with methanol and acetone successively until the filtrate was clear, and after vacuum drying at 100 ° C, a dark red solid [H 2 T(NO 2 )PP]. 1g H 2 T(NO 2 )PP and 4.5g tin chlor...

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Abstract

The invention discloses a covalent organic polymer based on porphyrin and its preparation method and application, belonging to the technical field of medicine. The porphyrin-based covalent organic polymer is composed of photosensitizers 4,4',4',4''-(porphyrin 5,10,15,20-tetrayl)tetraphenylamine and 2,2'-bipyridine ‑5,5'‑dicarboxylic acid is cross-linked to form a backbone, which is modified with manganese pentacarbonyl bromide MnBr(CO) 5 ; The photosensitizer 4,4',4',4''-(porphyrin 5,10,15,20-tetrayl)tetraphenylamine is modified with an iron source. The covalent organic polymer of the present invention has the characteristic of responsiveness to the tumor microenvironment, through the overexpressed H in the tumor microenvironment 2 o 2 to achieve O 2 Abundant supply, solve generation 1 o 2 The main obstacle; while achieving a controlled release of CO.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a covalent organic polymer based on porphyrin and its preparation method and application. Background technique [0002] Cancer is one of the major threats to human health and development, and traditional cancer therapies (including surgery, chemotherapy, and radiotherapy), despite being clinically used for decades, also have their inherent drawbacks. With the development of nanomaterials, the use of light-excited photosensitizers (PS) in oxygen (O 2 ) generation of reactive oxygen species (ROS) in the presence of photodynamic therapy (PDT) is minimally invasive compared with conventional therapies due to its low systemic toxicity, high selectivity. singlet oxygen ( 1 o 2 ) is passed through O in PDT 2 One of the most important ROS of catalysis. 1 o 2 Is a powerful oxidizing agent that can be used in a variety of applications including photodynamic therapy, chem...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00A61K41/00A61K47/59A61K33/32A61P35/00
CPCC08G83/008A61K41/0076A61K33/32A61P35/00A61K47/59A61K2300/00
Inventor 汪洋吴灿晨张佳楠姚勇
Owner NANTONG UNIVERSITY