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Phthalocyanine-RGD polypeptide-graphene oxide composite nano material and preparation method and application thereof

A graphene composite and nanomaterial technology, which is applied in the fields of wave energy or particle radiation treatment materials, drug combinations, pharmaceutical formulations, etc., can solve problems such as no targeted silicon phthalocyanine drugs, etc., to improve the photothermal conversion. Efficiency, improved photothermal conversion efficiency, good photodynamic therapy and photothermal effects

Active Publication Date: 2020-05-19
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there have been no reports on targeted silicon phthalocyanines that can be used for the synergistic effect of photodynamic therapy and photothermal therapy

Method used

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  • Phthalocyanine-RGD polypeptide-graphene oxide composite nano material and preparation method and application thereof
  • Phthalocyanine-RGD polypeptide-graphene oxide composite nano material and preparation method and application thereof
  • Phthalocyanine-RGD polypeptide-graphene oxide composite nano material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Embodiment 1: the preparation of amino silicon phthalocyanine (n=1)

[0059] Raw materials and reagents: Dichlorosilicon phthalocyanine, 2-(2-aminoethoxy)ethanol, potassium carbonate mass ratio is 1:6:6, the amount of pyridine is 9 ml / gram of dichlorosilicon phthalocyanine, toluene The dosage is 120 ml / gram of dichlorosilicon phthalocyanine.

[0060] In proportion, take dichlorosilicon phthalocyanine, 2-(2-aminoethoxy)ethanol, potassium carbonate (K 2 CO 3 ) and pyridine were dissolved in toluene, heated to 130°C, and refluxed for 18h under the protection of nitrogen. After the reaction solution was evaporated to remove the solvent in vacuo, the resulting solid was completely dissolved in chloroform, filtered, and washed three times with ultrapure water. After the filtrate was evaporated to dryness under reduced pressure, it was recrystallized four times with chloroform / n-hexane to obtain aminosilicone phthalocyanine (Formula I, n=1).

Embodiment 2

[0061] Embodiment 2: Taking n=1 in phthalocyanine as an example, the preparation method of phthalocyanine-RGD polypeptide-graphene oxide (RPG), the steps are as follows:

[0062] Add 10.3 g of graphene oxide (GO) into 20 L of distilled N,N-dimethylformamide, and sonicate for 3 h. Add 76.7g (0.4M) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 46g (0.4M), N-hydroxysuccinimide to the sonicated suspension Amine, 523mL (3M) N,N-diisopropylethylamine and 40.5g (0.5M) amino silicon phthalocyanine (n = 1), 18.6g polypeptide (0.25M), stirred at room temperature, reacted under nitrogen atmosphere 5 days. The product was dialyzed, and finally the solid product was dispersed in ultrapure water and freeze-dried to obtain a total of 21.3 g of product RPG, including 6.2 g of aminosilicone phthalocyanine, 10.3 g of graphene oxide, and 4.8 g of RGD polypeptide.

[0063] The average particle diameter of the obtained product RPG is 100-200 nm. The AFM photograph of gained amino...

Embodiment 3

[0066] Embodiment 3, taking amino silicon phthalocyanine n=2 as an example

[0067] As described in Example 2, the difference is that the amino silicon phthalocyanine (n=1) in step (2) is replaced by an equimolar amount of n=2 amino silicon phthalocyanine, and the resulting product amino silicon phthalocyanine Cyanine-RGD polypeptide-graphene oxide composite nanomaterials tested by singlet oxygen in N,N-dimethylformamide and H 2 The yields of singlet oxygen in O are higher. And it has a very good thermotherapy effect, and it rises to about 50°C within 5 minutes.

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Abstract

The invention relates to a phthalocyanine-RGD polypeptide-graphene oxide composite nano material and a preparation method and application thereof. The phthalocyanine-RGD polypeptide-graphene oxide composite nano material is a compound formed by bonding phthalocyanine and RGD polypeptide to graphene oxide through covalent bonds. Due to existence of the RGD polypeptide, the composite nano material has a special targeting effect on specific cancer cells and can be specifically gathered at the cancer cells; moreover, the graphene oxide exists in the composite nano material, so that the material has very high photothermal conversion efficiency and shows a good photodynamic therapy and photothermal therapy synergistic effect in a near-infrared band; and meanwhile, an in-vitro cell experiment shows that the composite nano material can be used for remarkably improving the fatality rate and the treatment efficiency of the cancer cells. The invention further provides the preparation method of the phthalocyanine-RGD polypeptide-graphene oxide composite nano material; and the preparation method is simple in process and wide in applicable range.

Description

technical field [0001] The invention relates to a phthalocyanine-RGD polypeptide-graphene oxide composite nanomaterial and its preparation method and application. The composite nanomaterial can be used for cancer-targeted fluorescence imaging, and has synergistic effects of photodynamic therapy and photothermal therapy. It belongs to The field of functional materials. Background technique [0002] In the treatment of modern tumors, targeted therapy technology is developing by leaps and bounds. Combining photodynamic therapy and photothermal therapy with targeted probes can significantly increase the efficacy of cancer therapy. Compared with normal cells, an important characteristic of cancer cells is the overexpression of integrin ανβ3 on their surface, especially in breast cancer and prostate cancer cells. Studies have shown that polypeptides with a special sequence of RGD can specifically bind to ανβ3 integrin on the surface of cancer cells or tumor blood vessels, and ar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K41/00A61K47/64A61K47/52A61P35/00
CPCA61K41/0052A61K41/0071A61K47/52A61K47/64A61P35/00A61K2300/00
Inventor 刘伟欧阳安成赵东木刘久荣
Owner SHANDONG UNIV
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