CN108144074A - Melanin nano particle, hydrogel and the preparation method of a kind of radioiodination, application - Google Patents
Melanin nano particle, hydrogel and the preparation method of a kind of radioiodination, application Download PDFInfo
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Abstract
Melanin nano particle, hydrogel and preparation method, application the present invention relates to a kind of radioiodination, the melanin nano particle of the radioiodination marks to obtain using the method for melanin nano particle combination metal silver ion recombination radiation iodide ion, by the melanin nano particle of radioiodination, four arm polyethylene glycol sulfydryls and water mixing concussion obtain the melanin nano particle hydrogel of the radioiodination.The melanin nanoparticle label rate of radioiodination prepared by the present invention is not less than 75%, stability is high, the hydrogel of preparation has the characteristics that injectable, can target administration, degradable, the melanin nano particle of radioiodination residence time in tumour cell is long, to cervical carcinoma, cervical carcinoma, intestinal cancer, prostate cancer have good therapeutic effect.
Description
Technical field
Melanin nano particle, hydrogel and preparation method, application the present invention relates to a kind of radioiodination belong to biology
Pharmaceutical technology field.
Background technology
Tumour is one of disease for seriously endangering human health, and present incidence is high, and about 6,000,000 people die of every year in the whole world
Malignant tumour, and every year in increasing trend, and China's case load is quite huge, has data to show and accounts for whole world case load
55%.At present, the non-surgical treatment of tumour mainly has amic therapy method and radiotherapy, but two methods lack to tumour cell
Specificity.
The appearance of nanometer technology brings new hope for the early diagnosis and therapy of tumour, by nanometer technology and medicine knot
It closes the nanosecond medical science formed to have made a breakthrough in diagnose and treat of disease etc., shows powerful ecology potential
Head, the Lymphatic Circulation this is mainly due to tumor locus is low compared with the permeability of normal structure, is injected when in a manner of intravenously administrable
After entering nano-particle, nano-particle can misunderstand each other from tumour leakage endothelial tissue blood vessel in overflow and be detained within the tumor, so as to prolong
Chemotherapy and radiotherapeutic drug target tumor tissue can be improved medicine by retention time of the long drug in tumour using nano-particle
Concentration of the object in tumour, the adverse reaction of normal tissue can minimize.
Melanin is a kind of amorphous, irregular functional living being macromolecule, it is present in many histoorgans, including
The skin of human body, eyes etc. have the multiple biological activities such as anti-oxidant, antitumor, anti-snake venom, antiviral, protect liver, radiation protection,
It is safe and nontoxic as a kind of natural material, has preferable biocompatibility, non-immunogenicity, can attempt according to different
Structure is modified using purpose, corresponding nano-particle is made, and as a kind of novel Multifunctional body internal radiotherapy
Carrier.
Interior radioiodine therapy method is the characteristic of tumor nuclear medicine, wherein, radioiodine is a kind of more common treatment
With iodine, common radioiodine has131I,124I,125I,123I etc..At present, the main mark method of radioiodine has chloramine-t method,
Lactoperoxidase enzyme process, Iodogen iodide processes and acylating reagent (Bolton and Hunter reagents) method, wherein, chloramine-t method label
It is efficient, easy to operate, reproducible, reagent is cheap and easily-available, be current most commonly used Radioiodination Method, but this method exists
The shortcomings of mark rate is low, and the stability of marker is poor, targeting is poor.
Invention content
The technical problem to be solved by the present invention is to：To solve the problems, such as that existing diagnosing tumor, treatment technology exist, one is provided
Melanin nano particle, hydrogel and the preparation method of kind radioiodination, application.
The technical solution adopted by the present invention to solve the technical problems is：
A kind of preparation method of the melanin nano particle of radioiodination, includes the following steps：
Melanin nano particle aqueous solution is taken, melanin nano particle aqueous solution is uniformly mixed with soluble silver salt solution
And heat and reacted, remove free silver ion；
The solution of free silver ion will be removed and carry out hybrid reaction with soluble radioiodine salting liquid, remove free iodine from
Son obtains the solution of the melanin nano particle containing radioiodination, removes the melanin nanometer of radioiodination
Moisture in grain solution, obtains the melanin nano particle of radioiodination.
Preferably, a diameter of 3-6nm of melanin nano particle.
Preferably, the preparation method of melanin nano particle aqueous solution is：Melanin is dissolved in alkali of the pH not less than 12
Property solution in, stir 5-30min, then adjust pH to 6-8, and the sonic oscillation 1-3min under the ultrasonic power of 10-20W, will
Melanin nano particle aqueous solution removes free silver ion by ultrafiltration, and freeze-drying water removal obtains melanin nano particle, then will
Melanin nano particle is soluble in water to obtain melanin nano particle aqueous solution.
Preferably, after melanin nano particle aqueous solution is mixed with soluble silver salt solution, mixed solution is first adjusted into pH
To 5-6, then 0.5-1.5h is stirred to react at 30-50 DEG C.
Preferably, the mass ratio of the melanin nano particle and soluble silver salt is 1:0.01-0.2.
Preferably, when the solution for removing free silver ion being carried out hybrid reaction with soluble radioiodine salting liquid, with
The Ag that melanin is combined+Molar ratio with soluble radioiodine reactant salt is 1:0.5-50.
Preferably, the soluble silver salt is one kind or more in silver nitrate, silver nitrite, silver fluoride or silver perchlorate
Kind；The radioiodine is131I、124I、125I or123It is one or more in I.
A kind of melanin nano particle of the radioiodination prepared according to above-mentioned preparation method.
A kind of melanin nano particle hydrogel of radioiodination, including：The melanin nanometer of radioiodination
Particle, four arm polyethylene glycol sulfydryls and suitable quantity of water, the structural formula of the four arms polyethylene glycol sulfydryl are：C(CH2O
(CH2CH2O)nCH2CH2SH)4, integers of the n described in formula between 5-100.
Preferably, the mass ratio that the melanin nano particle of the radioiodination is reacted with four arm polyethylene glycol sulfydryls
It is 1:The quality sum of 2-20, the melanin nano particle of the radioiodination and four arm polyethylene glycol sulfydryls is in hydrogel
In mass percent be 5%-50%.
A kind of melanin nano particle of radioiodination in treatment cervical carcinoma and/or breast cancer and/or intestinal cancer and/or
Application in prostate cancer and/or lung cancer.
The beneficial effects of the invention are as follows：
(1) the melanin nanoparticle label rate of radioiodination prepared by the present invention is not less than 75%, with traditional chlorine
Marker prepared by amine T methods is compared, and mark rate greatly improves.
(2) the melanin nano particle (marker) of radioiodination prepared by the present invention and traditional toluene-sodium-sulfonchloramide legal system
Standby marker is compared, and is significantly improved in blood plasma and physiology salt water stability.
(4) with safe and non-toxic and with preferable when the present invention prepares the melanin nano particle hydrogel of radioiodination
Biocompatibility, non-immunogenicity melanin as radiotherapy carrier, add in it is safe and non-toxic, biodegradable, have
Addition reaction occurs for the quinone key of four arm polyethylene glycol sulfydryls of good aqueous solubility, four arm polyethylene glycol sulfydryls and melanin, is formed
Cross-linked network, the hydrogel of preparation has the characteristics that injectable, can target administration, degradable, the melanin of radioiodination
Nano particle residence time in tumour cell is long, has good control to cervical carcinoma, breast cancer, intestinal cancer, prostate cancer, lung cancer
Therapeutic effect.
Description of the drawings
The present invention is further described with reference to the accompanying drawings and examples.
Fig. 1 is prepared by embodiment 3123The melanin nano particle of I labels is illustrated in blood plasma and physiology salt water stability
Figure；
Fig. 2 is prepared by comparative example 1124The melanin nano particle of I labels is illustrated in blood plasma and physiological saline stability
Figure；
Fig. 3 is prepared by embodiment 6131I marks fragmentation effect figure of the melanin nano particle to cervical cancer cell；
Fig. 4 prepares embodiment 6131Cervical carcinoma (heterograft is suffered from I label melanin nano particle hydrogel injections
Tumour) single photon emission computed tomography (SPECT) imaging figure in Mice Body.
Specific embodiment
The present invention is described in further detail now.
Embodiment 1
Melanin is dissolved in the sodium hydroxide solution of 0.01N, stirs 5min, then adds in 0.01N hydrochloric acid solution tune
PH to 6-8, ultrasound 3min, obtains melanin nano particle aqueous solution under the ultrasonic power of 10W, which washes 2 times
Remove impurity, the dry melanin nano particle removed water to get a diameter of 3-6nm；
After the melanin nano particle of gained is configured to the melanin nano particle aqueous solution of a concentration of 1mg/mL, take
1mL melanin nano particle aqueous solution is added in the silver nitrate solution of 20 a concentration of 10mg/mL of μ L, adjusts the PH to 5-6 of solution,
Then 1.5h is stirred to react at 30 DEG C, ultrafiltration removes extra silver ion, you can by Ag+MNP is connected to, obtains MNP-Ag+；
By gained MNP-Ag+ and Na123I presses 1:50 molar ratio is stirred to react 0.5h, and ultrafiltration obtains MNP-Ag-123I, label
Rate is 78%.
Embodiment 2
Melanin is dissolved in the sodium hydroxide solution of 0.1N, stirs 30min, then adds in 0.1N hydrochloric acid solution tune pH
To 6-8, ultrasound 1min, obtains melanin nano particle aqueous solution under the ultrasonic power of 20W, by the solution ultrafiltration, washes 4 times and removes
Decontamination, the dry melanin nano particle removed water to get a diameter of 3-6nm；
After the melanin nano particle of gained is configured to the melanin nano particle aqueous solution of a concentration of 1mg/mL, take
1mL melanin nano particle aqueous solution is added in the silver nitrite solution of 20 a concentration of 0.5mg/mL of μ L, adjust the pH of solution to
5-6, is then stirred to react 0.5h at 50 DEG C, and ultrafiltration removes extra silver ion, you can by Ag+MNP is connected to, obtains MNP-Ag+；
By gained MNP-Ag+With Na124I presses 1:0.5 molar ratio is stirred to react 1.5h, and ultrafiltration obtains MNP-Ag-124I, mark
Note rate is 76%.
Embodiment 3
Melanin is dissolved in the sodium hydroxide solution of 0.05N, stirs 10min, then adds in 0.05N hydrochloric acid solution tune
PH to 6-8, ultrasound 2min, obtains melanin nano particle aqueous solution under the ultrasonic power of 15W, which washes 3 times
Remove impurity, the dry melanin nano particle removed water to get a diameter of 3-6nm；
After the melanin nano particle of gained is configured to the melanin nano particle aqueous solution of a concentration of 1mg/mL, take
1mL melanin nano particle aqueous solution is added in the silver nitrate solution of 20 a concentration of 8.5mg/mL of μ L, adjusts the PH to 5- of solution
6,1h is then stirred to react at 40 DEG C, ultrafiltration removes extra silver ion, you can by Ag+MNP is connected to, obtains MNP-Ag+；
By gained MNP-Ag+With Na131I presses 1:10 molar ratio is stirred to react 1h, and ultrafiltration obtains MNP-Ag-131I, mark rate
It is 75%.
Embodiment 4
Melanin nano particle and four arm polyethylene glycol sulfydryl (C (CH prepared by embodiment 12O(CH2CH2O)5CH2CH2SH)4) by 1:2 mass ratio is added to the water, mixing concussion 30min, obtains the melanin nano particle of radioiodination
The quality sum of hydrogel, the melanin nano particle of the radioiodination and four arm polyethylene glycol sulfydryls is in hydrogel
Mass percent be 50%.
Embodiment 5
Melanin nano particle and four arm polyethylene glycol sulfydryl (C (CH prepared by embodiment 22O(CH2CH2O)100CH2CH2SH)4) by 1:20 mass ratio is added to the water, mixing concussion 5min, obtains the melanin nanometer of radioiodination
The quality sum of grain hydrogel, the melanin nano particle of the radioiodination and four arm polyethylene glycol sulfydryls is in hydrogel
In mass percent be 5%.
Embodiment 6
Melanin nano particle and four arm polyethylene glycol sulfydryl (C (CH prepared by embodiment 32O(CH2CH2O)50CH2CH2SH)4) by 1:10 mass ratio is added to the water, mixing concussion 15min, obtains the melanin nanometer of radioiodination
The quality sum of grain hydrogel, the melanin nano particle of the radioiodination and four arm polyethylene glycol sulfydryls is in hydrogel
In mass percent be 25%.
Comparative example 1
Melanin nano particle prepared by embodiment 3 is configured to the melanin nano particle aqueous solution of a concentration of 1mg/mL
Afterwards, by Na131I aqueous solutions are added in 1mL melanin nano particle aqueous solutions, make MNP and Na131The molar ratio of I is 1:10, then add
In the toluene-sodium-sulfonchloramide solution for entering a concentration of 15mg/mL of 0.2mL, the PH to 6-8 that PBS adjusts solution, magnetic agitation reaction 1h are added,
Ultrafiltration obtains MNP-Ag-131I, mark rate 31%.
The study on the stability of the melanin nano particle of 1 radioiodination of effect example
This effect example is to the study on the stability of the melanin nano particle (marker) of radioiodination, using marker
At 37 DEG C, the radiochemical purity after different time is incubated in different medium to represent.
As shown in Figure 1, by marker prepared by embodiment 3 in blood plasma and physiological saline (0.9% NaCl solution) in 37
After placing 1,2,4,8,24,48h in DEG C water-bath, slow downward trend is presented in radiochemical purity, prepared by embodiment 3
Marker places the radiochemical purity after 48h in blood plasma and is up to 98%, and the radiochemistry after 48h is placed in physiological saline
Purity is still up to 96%, illustrates that marker prepared by embodiment 3 has preferable stability in blood plasma and physiological saline.
As shown in Fig. 2, by marker prepared by comparative example 1 in blood plasma and physiological saline (0.9% NaCl solution) in 37
After placing 1,2,4,8,24,48h in DEG C water-bath, radiochemical purity declines very fast, and marker prepared by comparative example 1 is in blood
The radiochemical purity placed in slurry after 48h is 68%, and the radiochemical purity after 48h is placed in physiological saline and is only
46%, illustrate that stability of the marker of the preparation of comparative example 1 in blood plasma and physiological saline is poor.
The melanin nano particle hydrogel of 2 radioiodination of effect example investigates the fragmentation effect of cervical cancer cell
Cervical cancer cell is cultivated in 96 orifice plates, per about 10000, hole cell；
MNP-Ag- prepared by embodiment 3131I is diluted to 5,10,20,50,100,200 μ Ci/ respectively with cell culture medium
The solution of mL is added separately in 96 orifice plates, every group of 6 multiple holes, and is set and be not added with MNP-Ag-131The comparative example of I；
After culture for 24 hours, the MTT solution of 10 a concentration of 5mg/mL of μ L is added in, is incubated 2h, is read with microplate reader and is inhaled at 490nm
Luminosity, by with no MNP-Ag-131The survival rate of cervical cancer cell is calculated in the absorbance comparison of I processing.
From the figure 3, it may be seen that with MNP-Ag-131The raising of I concentration, the survival rate of cervical cancer cell continuously decrease, especially
Work as MNP-Ag-131When I concentration is up to 50 μ Ci/mL, the survival rate reduction of cervical cancer cell is more, works as MNP-Ag-131I concentration is up to 200
During μ Ci/mL, the survival rate of cervical cancer cell is about 20% after culture for 24 hours
Effect example 3 suffers from the melanin nano particle hydrogel injection of radioiodination in cervical carcinoma Mice Body
SPECT images situation
This effect example is injected to hydrogel made of the melanin nano particle (marker) of radioiodination and suffers from
In the Mice Body of cervical carcinoma (xenograft tumours), using emitting computerized tomography (SPECT) to marker in tumour
The interior residence time and whole body distribution situation is analyzed.
SPECT image results show by the melanin of radioiodination prepared by 100 μ L embodiments 6 receive hydrogel note
It is incident upon in the Mice Body with cervical carcinoma (xenograft tumours) after 8h, marker almost all is enriched in tumour cell (knot
Fruit is as shown in Figure 4), after injection for 24 hours, marker just starts to be spread from tumor center to surrounding tissue, but radioidination at this time
The melanin nano particle of note has tumour cell apparent fragmentation effect, and after injecting 36h, marker is further to surrounding
Tissue diffusion, and the radioactive dosage of tumor center significantly weakens.
As it can be seen that the melanin nano particle hydrogel of radioiodination for preparing of the present invention can target administration, radioactivity
The melanin nano particle of iodine labeling residence time in tumour cell is long, has good therapeutic effect to cervical carcinoma.
Using above-mentioned desirable embodiment according to the present invention as enlightenment, by above-mentioned description, relevant staff is complete
Various changes and amendments can be carried out without departing from the scope of the technological thought of the present invention' entirely.The technology of this invention
Property range is not limited to the content on specification, it is necessary to determine its technical scope according to right.
Claims (10)
1. the preparation method of the melanin nano particle of a kind of radioiodination, which is characterized in that include the following steps：
Melanin nano particle aqueous solution is taken, melanin nano particle aqueous solution is uniformly mixed and added with soluble silver salt solution
Heat is reacted, and removes free silver ion；
The solution for removing free silver ion and soluble radioiodine salting liquid are subjected to hybrid reaction, remove free iodide ion,
The solution of the melanin nano particle containing radioiodination is obtained, the melanin nano particle for removing radioiodination is molten
Moisture in liquid obtains the melanin nano particle of radioiodination.
2. the preparation method of the melanin nano particle of radioiodination according to claim 1, which is characterized in that
A diameter of 3-6nm of melanin nano particle.
3. the preparation method of the melanin nano particle of radioiodination according to claim 2, which is characterized in that
The preparation method of melanin nano particle aqueous solution is：Melanin is dissolved in alkaline solutions of the pH not less than 12, is stirred
5-30min is mixed, pH is then adjusted to 6-8, and the sonic oscillation 1-3min under the ultrasonic power of 10-20W, by melanin nanometer
Grain aqueous solution removes free silver ion by ultrafiltration, and freeze-drying water removal obtains melanin nano particle, then by melanin nanometer
Grain is soluble in water to obtain melanin nano particle aqueous solution.
It is 4. special according to the preparation method of the melanin nano particle of claim 1-3 any one of them radioiodinations
Sign is,
After melanin nano particle aqueous solution is mixed with soluble silver salt solution, mixed solution is first adjusted into pH to 5-6, then
It is stirred to react 0.5-1.5h at 30-50 DEG C, the mass ratio of the melanin nano particle and soluble silver salt is 1:0.01-0.2.
It is 5. special according to the preparation method of the melanin nano particle of claim 1-4 any one of them radioiodinations
Sign is,
When the solution for removing free silver ion is carried out hybrid reaction with soluble radioiodine salting liquid, it is combined with melanin
Ag+Molar ratio with soluble radioiodine reactant salt is 1:0.5-50.
It is 6. special according to the preparation method of the melanin nano particle of claim 1-5 any one of them radioiodinations
Sign is that the soluble silver salt is one or more in silver nitrate, silver nitrite, silver fluoride or silver perchlorate；It is described to put
Penetrating property iodine is131I、124I、125I or123It is one or more in I.
7. a kind of melanin nanometer of the radioiodination prepared according to claim 1-6 any one of them preparation method
Grain.
8. a kind of melanin nano particle hydrogel of radioiodination, which is characterized in that
Including：The melanin nano particle of radioiodination, four arm polyethylene glycol sulfydryls and suitable quantity of water, four arm gather
The structural formula of ethylene glycol sulfydryl is：C(CH2O(CH2CH2O)nCH2CH2SH)4, integers of the n between 5-100 in formula.
9. the melanin nano particle hydrogel of radioiodination according to claim 8, which is characterized in that described to put
The mass ratio that the melanin nano particle of penetrating property iodine labeling is reacted with four arm polyethylene glycol sulfydryls is 1:2-20, the radioiodine
Mass percent of the quality sum of the melanin nano particle of label and four arm polyethylene glycol sulfydryls in hydrogel is 5%-
50%.
10. a kind of melanin nano particle of radioiodination in treatment cervical carcinoma and/or breast cancer and/or intestinal cancer and/or
Application in prostate cancer and/or lung cancer.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110261614A (en) * | 2019-06-24 | 2019-09-20 | 邓胜明 | A kind of method and application of radioiodination targeting bimetal nano material |
| CN113262240A (en) * | 2021-05-31 | 2021-08-17 | 中山大学 | Mesenchymal stem cell delivery vector and application thereof |
| WO2022257401A1 (en) * | 2021-06-11 | 2022-12-15 | 深圳先进技术研究院 | Anti-tumor application of melanin or polydopamine nanoparticles as immune checkpoint siglec-15 inhibitor |
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| CN103341186A (en) * | 2013-07-24 | 2013-10-09 | 上海交通大学 | Tumor-targeted radioactive nano-particles and preparation method thereof |
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| CN103341186A (en) * | 2013-07-24 | 2013-10-09 | 上海交通大学 | Tumor-targeted radioactive nano-particles and preparation method thereof |
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| JAMES DOLAN ET AL.: "Monte Carlo and experimental dosimetry of an 125I brachytherapy seed", 《MED. PHYS.》 * |
| QULI FAN ET AL.: "Transferring Biomarker into Molecular Probe: Melanin Nanoparticle as a Naturally Active Platform for Multimodality Imaging", 《J. AM. CHEM. SOC.》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110261614A (en) * | 2019-06-24 | 2019-09-20 | 邓胜明 | A kind of method and application of radioiodination targeting bimetal nano material |
| CN113262240A (en) * | 2021-05-31 | 2021-08-17 | 中山大学 | Mesenchymal stem cell delivery vector and application thereof |
| CN113262240B (en) * | 2021-05-31 | 2022-03-11 | 中山大学 | Mesenchymal stem cell delivery vector and application thereof |
| WO2022257401A1 (en) * | 2021-06-11 | 2022-12-15 | 深圳先进技术研究院 | Anti-tumor application of melanin or polydopamine nanoparticles as immune checkpoint siglec-15 inhibitor |
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