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Fluorinated covalent organic polymer loaded with perfluorocarbon and its preparation method and application

A covalent organic, perfluorocarbon technology, applied in the field of medicine, can solve the problems of limiting the effect of photodynamic therapy substances, hypoxia at tumor sites, etc., to improve the hypoxic microenvironment of tumors, improve the effect, and improve the hypoxia The effect of the environment

Active Publication Date: 2021-04-06
SUZHOU INNOVATIVE BIOMATERIALS & PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] Since the 21st century, with the increasing number of new cancer cases, traditional tumor treatment methods such as surgery, chemotherapy and radiotherapy are difficult to meet the needs of clinical tumor treatment due to their own shortcomings.
[0003] However, due to the irregular vascular structure and the rapid metabolism of tumor cells, a hypoxic microenvironment will be formed in the tumor site, which greatly limits the therapeutic effect of photodynamic therapy substances.

Method used

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  • Fluorinated covalent organic polymer loaded with perfluorocarbon and its preparation method and application
  • Fluorinated covalent organic polymer loaded with perfluorocarbon and its preparation method and application
  • Fluorinated covalent organic polymer loaded with perfluorocarbon and its preparation method and application

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preparation example Construction

[0033]The present invention also provides a method for preparing a fluorinated covalent organic polymer that is filled with perfluorocarbon, including:

[0034]1) The carboxy-blocking polyethylene glycol, whole fluorocene and MESO-5-10-15-20-4 (4-hydroxyphenyl) porphyrin mixed to obtain a covalent organic polymer;

[0035]2) The fluorinated covalent organic polymer obtained by step 1) is mixed with allfluorocarbon to covalent organic polymers.

[0036]According to the present invention, the present invention reacts the carboxyl-terminated polyethylene glycol, whole fluorcyclic acid, and MESO-5-10-15-20-4 (4-hydroxyphenyl) porphyrin mixed to obtain a covalent organic polymerization The molar ratio of the MESO-5-10-15-20-4 (4-hydroxyphenyl) porphyrin and the whole fluorogenic acid is preferably 1: (1 to 2), more preferably 1: 1.5; the molar ratio of the MESO-5-10-15-20-4 (4-hydroxyphenyl) porphyrin and the carboxyl block of polyethylene glycol is 1: (1 to 4), more preferably 1: 2 ~ 3); the mas...

Embodiment 1

[0041]Example 1 Preparation of fluorinated fluorinated organic polymers (PFC @ THPP-PFSEA) loading perfluorocarbon

[0042]Meso-5-10-15-20-4 (4-hydroxyphenyl) porphyrin (0.04 mmol) (THPP) was dissolved in 50 ml of super dry tetrahydrofuran solution in wholefluorocetic acid (0.06 mmol), and then added to the second Cyclohexyl carbon diimide (0.8 mmol) and 4-dimethylaminopyridine (0.8 mmol), the oil bath is heated to 45 degrees Celsius, and the protected light reaction is 24 hours. Further, in the reaction system, a carboxyl-terminated polyethylene glycol (0.16 mmol) was then reacted at 45 ° C for 24 hours, and the reaction was terminated. In order to purify the MesO-5-10-15-20-4 (4-hydroxyphenyl) porphyrin and PFSea small molecules in the product, the reaction solvent tetrahydrofuran is removed by a rotary evaporator, and a small amount of methanol is dissolved and the reaction product is added and a large amount of ice. EtOAc (EtOAc) EtOAc. Ultra-pure water was dialyzed under room temp...

Embodiment 2

[0046]The fluorinated covalent organic polymers obtained in Example 1 were characterized (including: UV - visible absorption spectrum, dynamic light scattering, transmission electron microscopy, single-line oxygen production capability),Figure 1 ~ 5;

[0047]figure 1 The dynamic laser particle size diagram of the ThPP-PFSEA nanoparticles described in Example 1 was in water before and after hydration. As can be seen from the figure, the particle size before and after hydration has no significant change, indicating that the complex can be prepared into a powder product after lyophilization, facilitating long-term storage and transportation.

[0048]figure 2 The dynamic laser particle size distribution of ThPP-PFSEA nanoparticles described in Example 1 was loaded with full fluorocarbon. As can be seen from the figure, the nanoparticles formed by Thpp-PfSea are about 80 nm, and the particle size remains stable after loading perfluorocarbon.

[0049]image 3 For the ultraviolet-visible absorption ...

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Abstract

The present invention provides a fluorinated covalent organic polymer loaded with perfluorocarbon, by combining carboxyl-terminated polyethylene glycol, perfluorosebacic acid and meso-5-10-15-20-tetrakis(4-hydroxy The fluorinated covalent organic polymer obtained by the mixed reaction of phenyl) porphyrin is obtained by mixing with perfluorocarbon. It is found through experiments that the fluorinated covalent organic polymer loaded with perfluorocarbon provided by the present invention can not only be used as a photodynamic therapy Nanomaterials can also improve the tumor hypoxic microenvironment and further improve the effect of photodynamic therapy, so as to achieve efficient tumor photodynamic therapy.

Description

Technical field[0001]The present invention relates to the field of pharmaceutical, and more particularly to a fluorinated covalent organic polymer with perfluorocarbon, and a method and application thereof.Background technique[0002]In the 21st century, with increasing cancer cases, tumor treatment such as traditional surgery, chemotherapy, and radiotherapy is difficult to meet the needs of today's clinical tumors due to their own shortcomings. Therefore, developing new security and efficient tumor treatment methods have been widely and in-depth studies. In recent years, tumor optical power has received much attention due to its low degree of low-profile, low poisonous side effects and high targeted. The basic principles of tumor optical power treatment are: the photoreactive molecule is transformed into a single-line oxygen single-line oxygen to cause damage to cells under laser irradiation of a particular wavelength, and induces apoptosis.[0003]However, due to the problem of unregu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K41/00A61P35/00C08G63/685C08G63/682C08G63/668
CPCA61K41/0071A61P35/00C08G63/668C08G63/6824C08G63/6854
Inventor 刘庄陶丹蕾冯良珠
Owner SUZHOU INNOVATIVE BIOMATERIALS & PHARM CO LTD
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