CN111249458A - Preparation method of cascade reaction magnetic metal organic framework nano-particles with cancer cell killing function - Google Patents
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Abstract
The invention discloses a preparation method of cascade reaction magnetic metal organic framework nano-particles with a cancer cell killing function. Imidazole organic ligands, metal ligands and ferrous sulfate heptahydrate are dissolved in water to react to obtain magnetic metal organic framework particles, the particles are dispersed in the water, glucose oxidase is added at the same time, and cascade reaction magnetic metal organic framework nanoparticles are obtained by incubation. Meanwhile, ferrous sulfate participates in a reaction to form a magnetic structure in the particles, so that the particles are magnetic, and a magnetic field can promote endocytosis of the magnetic nanoparticles and realize magnetic targeting, thereby enhancing the killing effect of cancer cells and realizing selective killing. The preparation method is simple, the material source is wide, and the obtained nano particles have the characteristics of enhanced cancer cell killing effect, magnetic targeting and the like under the action of a magnetic field, and have good application prospects.
Description
Technical Field
The invention belongs to the field of preparation of anti-tumor nano materials, and relates to a preparation method of a cascade reaction magnetic metal organic framework nano particle with a cancer cell killing function.
Background introduction
The nano enzyme is a nano material with biological catalysis capability similar to natural enzyme. The peroxidase-simulated nanoenzyme is an important class of the peroxidase-simulated nanoenzyme, and has wide application prospects. The nano enzyme is represented by iron-containing magnetic nano particles, and in addition, vanadium pentoxide (V) is also contained2O5) Copper sulfide (CuS), copper peroxide (CuO)2) Graphene Oxide (GO), and the like. A part of reaction mechanisms of the nano-enzyme relate to the generation of highly oxidative hydroxyl free radicals, so that the nano-enzyme also brings wide biomedical applications for the materials, such as antibiosis, cancer cell killing and the like. In the current research, iron-containing magnetic nanoparticles are the most common type of nanoenzymes, and can generate highly toxic hydroxyl radicals through fenton reaction with hydrogen peroxide for anti-tumor or anti-bacterial purposes. However, it is difficult to achieve a highly efficient reaction at the concentration of hydrogen peroxide at the tumor site. And the rapid growth of tumors requires a large amount of glucose as a nutrient. Glucose oxidase (GOx) can specifically and efficiently convert glucose into gluconic acid and simultaneously generate hydrogen peroxide, on one hand, a sufficient hydrogen peroxide reaction is provided for fenton reaction to generate highly toxic hydroxyl radicals, on the other hand, glucose can be consumed, and the growth of cancer cells can be inhibited. It is worth mentioning that in Metal Organic Framework (MOF) nanoparticles, if Fe is not present as a metal ion coordinated in the framework, it can also be present in the nanoparticles by mineralizing to form a magnetic structure having ferromagnetismIn (1). At this time, the magnetic structure containing Fe can be used as a reaction center of fenton reaction to make the nanoparticles have the characteristics of peroxidase, and can also provide magnetism for the nanoparticles to promote endocytosis and magnetic targeting of the nanoparticles, thereby killing cancer cells at a fixed point with high efficiency and reducing damage to normal cells. Meanwhile, the MOF nano particles can also be used as a carrier for loading GOx, and the GOx loaded MOF nano particles and an iron-containing magnetic structure in the MOF can form a cascade reaction system, so that hydroxyl radicals are generated by reaction while glucose is consumed, and effective killing of cancer cells is realized.
Disclosure of Invention
In order to solve the technical problems, the invention provides a preparation method of cascade reaction magnetic MOF nanoparticles with a cancer cell killing function. The GOx-loaded magnetic MOF nanoparticles prepared by the invention can generate cascade reaction, and the particles have magnetism, so that the cell endocytosis and magnetic targeting can be promoted by utilizing the particle magnetism, the aim of killing cancer cells at a fixed point with high efficiency is achieved, and the influence on other parts is reduced.
The invention is realized by adopting the following technical scheme:
a preparation method of cascade reaction MOF nanoparticles with a cancer cell killing function comprises the following steps:
1) mixing imidazole organic ligand and ferrous sulfate heptahydrate (FeSO)4·7H2O) and metal ligand are dissolved in deionized water to make the concentrations of the metal ligand to be 0.05-0.4g/mL, 0.01-0.06g/mL and 0.01-0.06g/mL respectively, and the mixture is kept stand and incubated for 4-24 h at room temperature. Centrifuging to remove supernatant after incubation is finished, and adding deionized water to wash the particles for 3 times to obtain magnetic MOF nano particles;
2) dispersing the MOF nanoparticles obtained in the step 1) into water, adding GOx to make the concentrations of the MOF nanoparticles 1-10mg/mL, standing and incubating for 3-12 h at 4-30 ℃, centrifuging to remove supernatant after finishing incubation, adding water washing particles, and centrifuging to remove supernatant to obtain the cascade reaction magnetic MOF nanoparticles.
In the above technical solution, further, the imidazole organic ligand is 2-methylimidazole, ethylimidazole or imidazole-2-formaldehyde.
The technical proposal is thatFurther, the metal ligand is derived from zinc acetate dihydrate (Zn (OAc)2·2H2O), zinc nitrate (Zn (NO)3)2) Or cobalt acetate tetrahydrate (Co (OAc)2·4H2O)。
The principle of the invention is as follows: in the preparation method of the cascade reaction magnetic MOF nano-particles with the cancer cell killing function, metal ions or metal ion clusters and organic ligands are coordinated in a solvent through coordination, and then the MOF nano-particles are further grown. Fe added during the growth of the particles2+The mineralization reaction is continuously carried out, so that a magnetic structure is formed in the nano particles. And mixing and incubating the magnetic MOF nanoparticles and GOx for a period of time, and realizing the loading of GOx on the particle surface through electrostatic interaction, thereby finally obtaining the cascade reaction magnetic MOF nanoparticles. GOx can convert glucose into hydrogen peroxide, the iron structure in the magnetic MOF nanoparticles generates high Fenton reaction activity in the presence of hydrogen peroxide, the hydrogen peroxide is utilized to efficiently react to generate hydroxyl radicals, and the hydroxyl radicals have very high oxidizing capability and can oxidize biological macromolecules such as phospholipid, protein and DNA of cancer cells, so that the purpose of killing the cancer cells is achieved. In addition, GOx catalyzes the reaction to consume glucose, and can cut off the nutrient supply of cancer cells, and enhance the killing effect. Under the action of a magnetic field, the cascade reaction magnetic MOF nanoparticles can be quickly endocytosed by cancer cells, if the magnetic field is applied to a specific area, the particles can be subjected to magnetic targeting positioning treatment, and compared with the nanoparticles without magnetism, the magnetic MOF nanoparticles have a better cancer cell killing effect and can reduce damage to normal cells.
The invention has the beneficial effects that:
the raw materials used in the invention have wide sources, the preparation process is simple and controllable, and the scale can be enlarged; iron in the magnetic MOF nano particles can be used for carrying out cascade reaction, and the glucose generated by the growth of cancer cells can be used for generating hydroxyl radicals to kill the cancer cells; the magnetic structure of the nano particles enables the particles to have magnetism, and the magnetism can be used for promoting the endocytosis of the particles and carrying out magnetic targeting to kill the tumor at a specific part.
Drawings
FIG. 1a) is a scanning electron micrograph of GOx-unsupported magnetic MOF nanoparticles, b) is a scanning electron micrograph of GOx-supported cascade-reaction magnetic MOF nanoparticles.
FIG. 2) is the magnetization curves of magnetic MOF nanoparticles at room temperature, unloaded and loaded with GOx.
FIG. 3a) is the reactivity of the cascade-reacted magnetic MOF nanoparticles versus pH and b) is the reactivity of the particles versus temperature.
FIGS. 4a) and b) are graphs of the detection of hydroxyl radical formation in cascade-reacting magnetic MOF nanoparticles under both acidic and neutral conditions using lutidine nitroxide.
FIG. 5 is a graph of the cancer cell killing effect of cascade-reaction magnetic MOF nanoparticles.
FIG. 6 is a graph of the detection of the production of hydroxyl radicals in cancer cells by cascade-reaction magnetic MOF nanoparticles using cellular reactive oxygen species probes.
FIG. 7 is a graph of co-staining of live and dead cells by magnetic targeting of cell-level cascade reactive magnetic MOF nanoparticles to kill cancer cells.
Detailed Description
The present invention is further illustrated by the following examples, which are not intended to be limiting.
Example 1
1) 2-methylimidazole, ferrous sulfate heptahydrate (FeSO)4·7H2O) and Zinc acetate dihydrate (Zn (OAc)2·2H2O) was dissolved in deionized water to give concentrations of 0.224g/mL, 0.03g/mL and 0.03g/mL, respectively, and the mixture was allowed to stand at room temperature for 24 hours. After the reaction, the supernatant was removed by centrifugation, and the particles were washed 3 times with deionized water, as shown in FIG. 1 a).
2) Dispersing the magnetic MOF nano particles obtained in the step 1) into water, and adding GOx. The concentrations of the two are respectively 5mg/mL and 4mg/mL, standing and incubating for 12h at 4 ℃, centrifuging to remove supernatant after the reaction is finished, and adding water to wash the particles for 3 times to obtain the cascade reaction magnetic metal organic framework nano particles.
Example 2
The procedure is the same as example 1, but in step 1), ethylimidazole is used to replace 2-methylimidazole, and the cascade reaction magnetic MOF nanoparticles are successfully prepared.
Example 3
The procedure is as in example 1, except that in step 1) cobalt acetate tetrahydrate (Co (OAc)2·4H2O) instead of Zinc acetate dihydrate (Zn (OAc)2·2H2O), and successfully preparing the cascade reaction magnetic MOF nano-particles.
An electron microscope photo of the cascade reaction magnetic MOF nano-particles with the cancer cell killing function prepared by the method is shown in figure 1 b). FIG. 1a) is a scanning electron micrograph of magnetic MOF nanoparticles not loaded with GOx. As can be seen from the figure, the particle morphology was rhombohedral before and after loading GOx.
FIG. 2 is a graph of the magnetization of magnetic MOF nanoparticles unloaded and loaded with GOx. As can be seen from the figure, whether or not GOx is supported hardly affects the magnetic properties of the particles, and the particles have ferromagnetism before and after the supporting.
FIG. 3a) is the reactivity of the cascade-reacted magnetic MOF nanoparticles versus pH and b) is the reactivity of the particles versus temperature. As can be seen from the figure, the particles had optimal cascade activity at pH 4 and 45 ℃.
The formation of hydroxyl radicals by the particles under acidic and neutral conditions was detected using a reagent lutidine nitroxide which specifically detects hydroxyl radicals, the concentration of the particles was 100. mu.g/mL, the glucose concentration was 10mmol/L, the concentration of lutidine nitroxide was 30mmol/L, and the particles, glucose and lutidine nitroxide were reacted for 10 minutes, as shown in FIGS. 4a) and b). As can be seen from the figure, the particles finally reacted at pH 5 to obtain hydroxyl radicals, but did not generate hydroxyl radicals under neutral conditions.
In order to detect the anti-tumor performance of the particles, the particles and cervical cancer cells (HeLa) are co-cultured for 1h under the attraction of non-magnet, the particles are washed away and then cultured for 24h, the activity of the cells is measured by a CCK8 kit, the concentration of the particles is 20,35,45,70 and 140 mu g/mL by taking the particles without loading glucose oxidase (Fe @ ZIF-8) and free glucose oxidase as controls, and the anti-tumor result is shown in figure 5. As can be seen from the figure, the magnetic MOF nanoparticles loaded with GOx can obviously kill cancer cells under the action of a magnetic field, and have better killing effect than the particles without the magnetic field, the magnetic metal organic framework nanoparticles without GOx and free enzymes.
In order to detect the condition that the particles generate hydroxyl radicals in cells, the cascade reaction magnetic MOF nanoparticles and HeLa cells are co-cultured for 1h in the presence or absence of a magnetic field, the cells are washed and then cultured for 2h, a cell active oxygen probe (DCFH-DA) is used for detecting the condition of active oxygen generation in the cells, a cell fluorescence photo with the particle concentration of 35 mu g/mL is shown in figure 6, and the magnetic particles treated by the magnetic field can obviously generate more hydroxyl radicals compared with the magnetic particles without the magnetic field.
The magnetic targeting capability of the cascade reaction magnetic MOF nanoparticles is detected on a cell layer, the particles and HeLa cells are co-cultured in a culture dish for 3h under the action of a magnetic field, and the particles can be targeted to the magnetic field position and kill the cells at the magnetic field position under the action of the magnetic field, so that the damage to the cells at other positions can be reduced. After the culture, the HeLa cells are subjected to living and dead cell co-staining by using calcein/propidium iodide, the staining result is shown in figure 7, and most of the cells at the position without the magnetic field are alive and are green; the majority of cells died in the presence of the magnetic field, appearing red. Thereby proving the capability of the cascade reaction magnetic metal organic nano-particles to kill cells in a magnetic targeting way.
Claims (6)
1. A preparation method of cascade reaction magnetic metal organic framework nano-particles with a cancer cell killing function comprises the following steps:
1) dissolving imidazole organic ligands, ferrous sulfate heptahydrate and metal ligands in deionized water to enable the concentrations of the imidazole organic ligands, ferrous sulfate heptahydrate and metal ligands to be 0.05-0.4g/mL, 0.01-0.06g/mL and 0.01-0.06g/mL respectively, standing and incubating for 4-24 h at room temperature, centrifuging to remove supernatant after reaction is finished, adding deionized water to wash particles, and centrifuging to remove supernatant to obtain magnetic metal organic framework nano particles;
2) dispersing the metal organic framework particles obtained in the step 1) into water with the concentration of 1-10mg/mL, adding glucose oxidase with the concentration of 1-10mg/mL, standing and incubating for 3-12 h at 4-30 ℃, centrifuging to remove supernatant after reaction, adding deionized water to wash the particles, and centrifuging to remove the supernatant to obtain the cascade reaction magnetic metal organic framework nanoparticles.
2. The method for preparing cascade reaction magnetic metal organic framework nanoparticles with an anti-tumor function according to claim 1, wherein the imidazole organic ligand in step 1) is 2-methylimidazole, ethylimidazole or imidazole-2-formaldehyde.
3. The method for preparing cascade reaction magnetic metal-organic framework nanoparticles with an anti-tumor function according to claim 1, wherein the metal ligand in step 1) is zinc acetate dihydrate, zinc nitrate or cobalt acetate tetrahydrate.
4. A cascade reaction magnetic metal organic framework nano-particle with an anti-tumor function, which is prepared by the method of any one of claims 1 to 3.
5. Use of nanoparticles according to claim 4 for the preparation of a medicament for the treatment of cancer.
6. The use of claim 5, wherein the medicament interacts with a magnetic field.
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| CN112403411A (en) * | 2020-10-27 | 2021-02-26 | 中国科学院长春应用化学研究所 | Self-assembled nano-particles, self-assembled composite nano-particles, preparation method and application |
| CN112603997A (en) * | 2020-11-19 | 2021-04-06 | 中国科学院大学宁波华美医院 | Hydrophilic zinc-doped magnetic nano material, preparation method thereof and application thereof in biomedicine |
| CN113218941A (en) * | 2021-04-30 | 2021-08-06 | 西北农林科技大学 | Enzyme-based metal-polyphenol nano cascade catalysis microbial activity detection probe and preparation method and application thereof |
| CN113499430A (en) * | 2021-06-09 | 2021-10-15 | 深圳大学 | Fenton metal ion doped metal-organic framework material solidified oxidative metabolism enzyme nano diagnosis and treatment agent, preparation method and application |
| CN113499474A (en) * | 2021-05-31 | 2021-10-15 | 浙江大学 | ZIF-67 modified hollow vanadium dioxide shell-core structure micro-nano composite and preparation method and application thereof |
| CN113876951A (en) * | 2021-11-09 | 2022-01-04 | 福建师范大学 | Preparation and application of ferric oxide/gold nano-composite with cascade catalysis effect |
| CN115487864A (en) * | 2022-05-31 | 2022-12-20 | 济南大学 | Catalytic GOx @ Fe-MOF @ HNTs tubular micro-nano motor and preparation method and application thereof |
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Cited By (10)
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| CN112403411A (en) * | 2020-10-27 | 2021-02-26 | 中国科学院长春应用化学研究所 | Self-assembled nano-particles, self-assembled composite nano-particles, preparation method and application |
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| CN112603997A (en) * | 2020-11-19 | 2021-04-06 | 中国科学院大学宁波华美医院 | Hydrophilic zinc-doped magnetic nano material, preparation method thereof and application thereof in biomedicine |
| CN113218941A (en) * | 2021-04-30 | 2021-08-06 | 西北农林科技大学 | Enzyme-based metal-polyphenol nano cascade catalysis microbial activity detection probe and preparation method and application thereof |
| CN113499474A (en) * | 2021-05-31 | 2021-10-15 | 浙江大学 | ZIF-67 modified hollow vanadium dioxide shell-core structure micro-nano composite and preparation method and application thereof |
| CN113499474B (en) * | 2021-05-31 | 2022-04-12 | 浙江大学 | ZIF-67 modified hollow vanadium dioxide shell-core structure micro-nano composite and preparation method and application thereof |
| CN113499430A (en) * | 2021-06-09 | 2021-10-15 | 深圳大学 | Fenton metal ion doped metal-organic framework material solidified oxidative metabolism enzyme nano diagnosis and treatment agent, preparation method and application |
| CN113876951A (en) * | 2021-11-09 | 2022-01-04 | 福建师范大学 | Preparation and application of ferric oxide/gold nano-composite with cascade catalysis effect |
| CN115487864A (en) * | 2022-05-31 | 2022-12-20 | 济南大学 | Catalytic GOx @ Fe-MOF @ HNTs tubular micro-nano motor and preparation method and application thereof |
| CN115487864B (en) * | 2022-05-31 | 2023-09-05 | 济南大学 | Catalytic GOx@Fe-MOF@HNTs tubular micro-nano motor and preparation method and application thereof |
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