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Polymer for fluorescein angiogram and isotope angiogram

A polymer and isotope technology, applied in preparations for in vivo experiments, luminescent materials, chemical instruments and methods, etc., to achieve the effects of reduced interference, high resistance to photobleaching, and stable fluorescence intensity

Inactive Publication Date: 2011-05-25
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

It is impossible for the market to sell synthetic radioactive contrast agents

Method used

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  • Polymer for fluorescein angiogram and isotope angiogram
  • Polymer for fluorescein angiogram and isotope angiogram
  • Polymer for fluorescein angiogram and isotope angiogram

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Embodiment one: with reference to attached figure 1 To synthesize polymers that can be used for fluorescence contrast and isotope contrast, the specific steps are as follows:

[0034] Synthesis of monomers containing rhodamine B groups:

[0035] 1 g of rhodamine B (2.1 mmol) was dissolved in 1,2-dichloroethane, and 0.9 ml of thionyl chloride was slowly added dropwise at room temperature. The reaction system was stirred and refluxed for 6 hours. After the reaction was completed, the solvent was removed under reduced pressure to obtain the crude product of rhodamine B acid chloride. Add dichloromethane and stir to dissolve Rhodamine B chloride completely. 1.0 ml (9.6 mmol) of hydroxyethyl acrylate was slowly added dropwise at room temperature, and the solution was stirred for 24 hours. After the reaction was completed, the solvent was removed under reduced pressure to obtain a monomer crude product containing rhodamine B groups. The monomeric pure product ( ), the m...

Embodiment 2

[0046] Draw the fluorescence excitation spectrum of the 0.25 mg / ml aqueous solution of the polymer PRTH1 obtained in Example 1, the abscissa is the wavelength (nm), and the ordinate is the fluorescence intensity, to obtain figure 2 ;

[0047] It can be seen from the figure that the position of the maximum excitation peak of the polymer is similar to that of Rhodamine B, which is between 550-570nm.

[0048] Draw the fluorescence emission spectrum of the 0.25mg / ml aqueous solution of the polymer PRTH1 gained in embodiment one, obtain image 3 , the abscissa is the wavelength (nm), and the ordinate is the fluorescence intensity.

[0049] It can be seen from the figure that the fluorescence emission peak position of this polymer is also similar to that of Rhodamine B, which is between 580-600nm.

Embodiment 3

[0051] Using the polymer PRTH1 obtained in Example 1, which can be used for fluorescence contrast imaging and isotope contrast imaging, to perform fluorescence microscopic imaging of human liver cancer cells (7402), obtain bright-field photos and fluorescent photos after polymer labeling according to the present invention ( Figure 4 ). 7402 cells were cultured in RPMI-1640 culture medium containing fluorescent polymers for 30 minutes, and then the fluorescent photos were taken, and the culture temperature was 25°C;

[0052] The results showed that red fluorescence appeared in the cells, and its fluorescence intensity was significantly higher than the background. It can be seen that polymer PRTH can enter cells more obviously and accumulate in the cytoplasm, forming a clearer fluorescence image.

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Abstract

The invention belongs to the field of polymer synthesis, and particularly relates to a polymer for fluorescein angiogram and isotope angiogram and a synthesis method of the polymer. The synthesis method mainly comprises the following steps: (1) reacting a hydroxyl-containing olefine acid ester substance with rhodamine, which contains a carboxyl group at the 3<-> position and is subjected to acyl chlorination to form a monomer containing a rhodamine group; (2) reacting tyrosine ester hydrochloride after deacidification with acrylic anhydride to obtain a monomer containing a tyrosine group; and (3) copolymerizing the two monomers and the hydroxyl-containing olefine acid ester substance to obtain a polymer contrast agent precursor. The polymer has strong red fluorescence of rhodamine substances and can lab radioisotopes; and the polymer can rapidly enter living cells, and can be enriched in not only cytoplasm but also in vivo tumour tissues.

Description

technical field [0001] The invention belongs to the field of polymer synthesis, and in particular relates to a polymer and a synthesis method which can be used for fluorescence imaging and isotope imaging. Background technique [0002] Some biomedical polymer materials such as polyethylene glycol (PEG), polyacrylic acid (PAA), polyethyleneimine (PEI), polyamidoamine (PAMAM), etc. have attracted widespread attention in the field of tumor detection and treatment. These synthetic polymers are easy to obtain some important properties, such as enhanced permeation and retention (EPR effect) and membrane destabilization. Among them, the EPR effect enables the macromolecule and its substances to reach most tumor sites in a targeted manner. Membrane destabilization makes it easier for macromolecules to pass through some plasma membranes, escape endosomes and enter the cytoplasm before reaching lysosomes in cells, avoiding degradation or decomposition. In actual research and applica...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/28C08F220/36C08F220/58C09K11/06A61K49/12A61K51/06
Inventor 路建美戚裕李娜君
Owner SUZHOU UNIV
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