CN109675065A - Nanometer magnetic bead and preparation method thereof for T1 and T2 magnetic resonance bimodal radiography - Google Patents
Nanometer magnetic bead and preparation method thereof for T1 and T2 magnetic resonance bimodal radiography Download PDFInfo
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- CN109675065A CN109675065A CN201811560470.8A CN201811560470A CN109675065A CN 109675065 A CN109675065 A CN 109675065A CN 201811560470 A CN201811560470 A CN 201811560470A CN 109675065 A CN109675065 A CN 109675065A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/18—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes
- A61K49/1818—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles
- A61K49/1821—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles
- A61K49/1824—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles
- A61K49/1827—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle
- A61K49/1851—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle having a (super)(para)magnetic core coated or functionalised with an organic macromolecular compound, i.e. oligomeric, polymeric, dendrimeric organic molecule
- A61K49/1854—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by a special physical form, e.g. emulsions, microcapsules, liposomes particles, e.g. uncoated or non-functionalised microparticles or nanoparticles coated or functionalised microparticles or nanoparticles coated or functionalised nanoparticles having a (super)(para)magnetic core, being a solid MRI-active material, e.g. magnetite, or composed of a plurality of MRI-active, organic agents, e.g. Gd-chelates, or nuclei, e.g. Eu3+, encapsulated or entrapped in the core of the coated or functionalised nanoparticle having a (super)(para)magnetic core coated or functionalised with an organic macromolecular compound, i.e. oligomeric, polymeric, dendrimeric organic molecule the organic macromolecular compound being obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. poly(meth)acrylate, polyacrylamide, polyvinylpyrrolidone, polyvinylalcohol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
- A61K49/10—Organic compounds
- A61K49/12—Macromolecular compounds
- A61K49/126—Linear polymers, e.g. dextran, inulin, PEG
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Abstract
The present invention relates to a kind of nanometer magnetic beads and preparation method thereof for T1 and T2 magnetic resonance bimodal radiography, the nanometer magnetic bead includes nano ferriferrous oxide magnetic bead and the polyacrylic acid shell being wrapped in outside nano ferriferrous oxide magnetic bead, when preparation, trivalent iron salt and divalent ferrous salt are dissolved in concentrated hydrochloric acid, obtain salting liquid, salting liquid is added into polyacrylic acid aqueous solution, after mixing, in N2It is heated to reflux under environment, concentrated ammonia liquor is then added, to which after reaction, cooling, filtering purifies to get product.Compared with prior art, the present invention provides a kind of preparation method of extra small nanometer magnetic bead for the imaging of T1 and T2 magnetic resonance bimodal, the method process is simple, reaction condition is mild, at low cost, pollution-free, and it is metabolizable in the contrast agent body, it can be used for clinical magnetic resonance contrast agent.
Description
Technical field
The present invention relates to Nano Medicine Materials technical fields, and in particular to one kind is used for T1 and T2 magnetic resonance bimodal radiography
Nanometer magnetic bead and preparation method thereof.
Background technique
Nano iron oxide magnetic bead is a kind of nontoxic contrast agent, in clinical science research as iron-based contrast agent
It is mainly used for T2 magnetic resonance radiography, does not have T1 magnetic resonance radiography effect substantially.And the clinically main magnetic resonance used at present
Contrast agent is gadolinium agent, is used for T1 magnetic resonance radiography, and contrasting effects are good, and metabolism is fast, can not still be substituted up to now.However,
U.S. FDA announces explanation, and gadolinium ion is a kind of heavy metal ion, has certain toxicity to kidney and cranial nerve.Therefore one kind is prepared
Alternatively, nontoxic, metabolizable clinic has great importance with T1 and T2 bimodal magnetic resonance contrast agent.
Summary of the invention
T1 can be realized simultaneously it is an object of the present invention to overcome the above-mentioned drawbacks of the prior art and provide a kind of
With T2 bimodal magnetic resonance radiography and the nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography of nonhazardous and its preparation side
Method.
The purpose of the present invention can be achieved through the following technical solutions: one kind being used for T1 and T2 magnetic resonance bimodal radiography
Nanometer magnetic bead, which includes nano ferriferrous oxide magnetic bead and is wrapped in outside nano ferriferrous oxide magnetic bead
The mass ratio of polyacrylic acid shell, the nano ferriferrous oxide magnetic bead and polyacrylic acid shell is 1:0.01~0.1.
Negative (T2) contrasting effects that ferriferrous oxide nano magnetic bead prepared by the present invention is assigned in addition to ferroso-ferric oxide itself
Outside, super-small causes the specific surface area of ferroso-ferric oxide to greatly increase than large scale ferriferrous oxide particles, causes it vertical
It is greatly increased to relaxation rate, therefore the ferroferric oxide nano granules of super-small have positive (T1) contrasting effects simultaneously.
It is that one kind is more that the structural adoption polyacrylic acid of nanometer magnetic bead prepared by the present invention, which is due to polyacrylic acid molecule,
Carboxyl polymer, a large amount of carboxyl can form very strong metal with ferric ion, ferrous ion in molecular structure
Chelation, and then the ferroferric oxide nano granules size for having delayed concentrated ammonia liquor to the precipitation of iron ion, therefore having been formed
It is very small, and polyacrylic acid is coated on ferroso-ferric oxide surface and forms shell structure can promote its dispersion in water very well
Degree.
Preferably, the diameter of the nano ferriferrous oxide magnetic bead is 2~10nm, the thickness of the polyacrylic acid shell
For 0.1~1nm.
A kind of preparation method for the nanometer magnetic bead of T1 and T2 magnetic resonance bimodal radiography, including following step as described above
It is rapid:
Trivalent iron salt and divalent ferrous salt are dissolved in concentrated hydrochloric acid, salting liquid is obtained, salting liquid is added to polyacrylic acid
In aqueous solution, after mixing, in N2It is heated to reflux under environment, concentrated ammonia liquor is then added, to after reaction, cool down, filter,
Purifying is to get the nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography.
Trivalent iron salt and divalent ferrous salt are dissolved in concentrated hydrochloric acid, salting liquid is obtained, salting liquid is added to polyacrylic acid
In aqueous solution, after mixing, in N2It is heated to reflux under environment, concentrated ammonia liquor is then added, to after reaction, cool down, filter,
Purifying is to get the nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography.It is molten after concentrated ammonia liquor is added in preparation process
Hydroxyl concentration increases in liquid, and ferric ion and ferrous ion form hydroxide precipitating, and subsequent sediment is hydrolyzed into four
Fe 3 O, due to the presence of polyacrylic acid, the particle of the ferroso-ferric oxide of formation is limited in extra small size range.
Preferably, the trivalent iron salt is ferric chloride hexahydrate, and divalent ferrous salt is green vitriol, the Fe3+
And Fe2+Molar ratio be (0.5~5): 1.
Preferably, the molar concentration of the concentrated hydrochloric acid is 0.03M~0.34M, Fe in the salting liquid3+Molar concentration be
1 μM~5M.Molysite is dispersed using concentrated hydrochloric acid, is because concentrated hydrochloric acid can be improved the solubility of green vitriol in water.
Preferably, the molecular weight of the acrylic acid is 1000~1000000, the polyacrylic acid aqueous solution kind polyacrylic acid
Molar concentration be salting liquid in Fe3+0.02~2 times of molar concentration.The additional proportion of polyacrylic acid is excessively high or too low meeting
Lead to that ferroso-ferric oxide can not generate or nano-scale is excessive.
Preferably, the molar concentration of the concentrated ammonia liquor is Fe in salting liquid3+1000~30000 times of molar concentration.It is dense
The additional proportion of ammonium hydroxide is too low or too high to will lead to that ferroso-ferric oxide can not generate or nano-scale is excessive.
Preferably, the temperature of the reflux is 25~100 DEG C, and return time is 0.5~2h.Temperature change will affect four oxygen
Change the crystallinity of iron, and then influences its contrasting effects.
Preferably, the temperature of the reaction is 25~100 DEG C, and the reaction time is 0.5~2h.Reaction time will affect four oxygen
Change the crystallinity of iron, and then influences its contrasting effects
Preferably, the purifying is by the way of pure water dialysis and filter centrifugation.
Compared with prior art, the beneficial effects of the present invention are embodied in following several respects:
(1) the method process is simple, and reaction condition is mild, at low cost, pollution-free.It is metabolizable in vivo, it can be used for clinical magnetic
Resonate contrast agent；
(2) the ferriferrous oxide nano magnetic bead of the method preparation has fabulous dispersibility in water, can be achieved at the same time
T1 and T2 bimodal contrasting effects.
Detailed description of the invention
Fig. 1 is that ferriferrous oxide nano magnetic bead and Magnevist Solution injection are right in vitro (material itself) in embodiment 1
Front and back (material in nude mouse is injected into than ferriferrous oxide nano magnetic bead in T1 and T2 bimodal contrasting effects and embodiment 1
By in tail vein injection to nude mouse) comparison T1 and T2 bimodal contrasting effects；
Fig. 2 is the structural schematic diagram of ferriferrous oxide nano magnetic bead preparation facilities in embodiment 1, wherein 1 is heating stirring
Device, 2 be reaction flask, and 3 blast plug for gas, and 4 be return pipe, and 5 be feed injector；
Fig. 3 is the transmission electron microscope shape appearance figure of the ferriferrous oxide nano magnetic bead prepared in embodiment 1.
Specific embodiment
It elaborates below to the embodiment of the present invention, the present embodiment carries out under the premise of the technical scheme of the present invention
Implement, the detailed implementation method and specific operation process are given, but protection scope of the present invention is not limited to following implementation
Example.
Embodiment 1
A kind of preparation method of the nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography, comprising the following steps: reaction
Bottle 2 is placed on heating stirrer 1, and 40mL deionized water and 0.8g polypropylene is added by feed injector 5 in reaction flask 2
Acid, opens heating stirrer 1, and stirring, which to dissolving, in reaction flask 2 by gas blasts plug 3 and blasts nitrogen into reaction flask 2, arranges
Except extra oxygen, the trivalent iron salt and divalent ferrous salt being quickly dissolved under stirring in concentrated hydrochloric acid are fast by feed injector 5
Speed injection, the device of use are as shown in Figure 2, wherein the molar concentration of trivalent iron salt is 1M, and the concentration of divalent ferrous salt is
0.5M, following reaction bottle 2 are heated to 100 DEG C, and after temperature is stablized, 8mL concentrated ammonia liquor is injected into rapidly anti-by feed injector 5
It answers in bottle 2, cooling after reacting 2h, the mode of the dialysis of little magnetic bead pure water and filter centrifugation is purified, and contrast agent is obtained, to it
Transmission electron microscopy is carried out, shape appearance figure is as shown in figure 3, therefrom it can be found that the dispersibility of contrast agent is better.
To disperse after the contrast agent ferriferrous oxide nano magnetic beads for purifying being prepared in aqueous solution, with it is identical from
The gadolinium of sub- concentration sprays sour Pu'an dispersion liquid and carries out external comparison T1 and T2 bimodal contrasting effects (attached drawing 1 (a) and attached drawing 1
(b)), test transfers to Shanghai Niu Mai company to measure, and test parameter is, and repetition time/echo time (TR/TE)=
1150/11.5ms；Acquisition=256 × 192 matrix；Number of excitations=8；field of
View (FOV)=80mm × 80mm；FOV phase of 40%, thickness=5.0mm；0.5T,and 32℃.Test knot
Fruit shows, under same ion concentration, ferriferrous oxide nano magnetic bead is brighter under T1 weighted imaging mode, and (pcolor color is more
It is red), darker under T1 weighted imaging mode (pcolor color is more blue), this is the result shows that ferriferrous oxide nano magnetic bead compares gadolinium
The Portugal Pen Suan amine has better T1 and T2 magnetic resonance imaging effect.
It will be dispersed in phosphate buffer solution after the ferriferrous oxide nano magnetic beads for purifying of preparation, pass through tail vein injection
Into nude mouse, T1 the and T2 magnetic resonance imaging effect (attached drawing 1 (c) and attached drawing 1 (d)) of nude mice is tested.Test is by Shanghai traffic
The attached Sixth Man people hospital radiological department of university (MAGENTOM, Verio, Siemens Healthcare, Erlangen,
Germany it) measures, parameter is set as TR/TE=1200/12ms；Matrix=256 × 256 acquisition；field of
View=100 × 100mm；Number of slices=12；Slice thickness=2mm；Flip angle=150 °.
Test result is shown, under T1 sequence, 2h after the injection of ferriferrous oxide nano magnetic bead, and before injection, the tissue contours of nude mice
It is more clear, the magnetic resonance signal in kidney region is brighter, this shows that super-small nano ferriferrous oxide granule has enhancing T1
The characteristics of effect and kidney approach metabolism of magnetic resonance radiography；Similarly, under T2 sequence, after the injection of ferriferrous oxide nano magnetic bead
2h, before injection, the tissue contours of nude mice are more clear, and the magnetic resonance signal in kidney region is more black, this shows super-small
Nano ferriferrous oxide granule has the effect of the characteristics of enhancing T2 magnetic resonance radiography and the metabolism of kidney approach.
Embodiment 2
Using preparation method similar to Example 1, the difference is that:
(1)Fe3+And Fe2+Molar ratio be 0.5:1；
(2) molar concentration of concentrated hydrochloric acid is 0.03M, Fe in the salting liquid3+Molar concentration be 5M；
(3) molar concentration of polyacrylic acid aqueous solution kind polyacrylic acid is Fe in salting liquid3+0.02 times of molar concentration；
(4) molar concentration of concentrated ammonia liquor is Fe in salting liquid3+1000 times of molar concentration；
(5) temperature to flow back is 25 DEG C, return time 2h；
(6) temperature reacted is 25 DEG C, reaction time 2h；
Through detecting, the contrast agent that the present embodiment is prepared can be achieved at the same time T1 and T2 bimodal contrasting effects.
Embodiment 3
Using preparation method similar to Example 1, the difference is that:
(1)Fe3+And Fe2+Molar ratio be 5:1；
(2) molar concentration of concentrated hydrochloric acid is 0.34M, Fe in the salting liquid3+Molar concentration be 1 μM；
(3) molar concentration of polyacrylic acid aqueous solution kind polyacrylic acid is Fe in salting liquid3+2 times of molar concentration；
(4) molar concentration of concentrated ammonia liquor is Fe in salting liquid3+30000 times of molar concentration；
(5) temperature to flow back is 100 DEG C, return time 0.5h；
(6) temperature reacted is 100 DEG C, reaction time 0.5h；
Through detecting, the contrast agent that the present embodiment is prepared can be achieved at the same time T1 and T2 bimodal contrasting effects.
Claims (10)
1. a kind of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography, which is characterized in that the nanometer magnetic bead includes nanometer
Ferroso-ferric oxide magnetic bead and the polyacrylic acid shell being wrapped in outside nano ferriferrous oxide magnetic bead, the oxidation of nanometer four three
The mass ratio of ferromagnetic pearl and polyacrylic acid shell is 1:(0.01~0.1).
2. a kind of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 1, which is characterized in that
The diameter of the nano ferriferrous oxide magnetic bead be 2~10nm, the polyacrylic acid shell with a thickness of 0.1~1nm.
3. a kind of preparation method for the nanometer magnetic bead of T1 and T2 magnetic resonance bimodal radiography as claimed in claim 1 or 2,
It is characterized in that, comprising the following steps:
Trivalent iron salt and divalent ferrous salt are dissolved in concentrated hydrochloric acid, salting liquid is obtained, salting liquid is added water-soluble to polyacrylic acid
In liquid, after mixing, in N2It is heated to reflux under environment, concentrated ammonia liquor is then added, to which after reaction, cooling filters, is pure
Change to get the nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography.
4. a kind of preparation method of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 3,
It is characterized in that, the trivalent iron salt is ferric chloride hexahydrate, divalent ferrous salt is green vitriol, the Fe3+And Fe2 +Molar ratio be (0.5~5): 1.
5. a kind of preparation method of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 4,
It is characterized in that, the molar concentration of the concentrated hydrochloric acid is 0.03M~0.34M, Fe in the salting liquid3+Molar concentration be 1 μM
~5M.
6. a kind of preparation method of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 5,
It is characterized in that, the molecular weight of the acrylic acid is 1000~1000000, the polyacrylic acid aqueous solution kind polyacrylic acid rubs
Your concentration is Fe in salting liquid3+0.02~2 times of molar concentration.
7. a kind of preparation method of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 5,
It is characterized in that, the molar concentration of the concentrated ammonia liquor is Fe in salting liquid3+1000~30000 times of molar concentration.
8. a kind of preparation method of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 3,
It is characterized in that, the temperature of the reflux is 25~100 DEG C, return time is 0.5~2h.
9. a kind of preparation method of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 3,
It is characterized in that, the temperature of the reaction is 25~100 DEG C, the reaction time is 0.5~2h.
10. a kind of preparation method of nanometer magnetic bead for T1 and T2 magnetic resonance bimodal radiography according to claim 3,
It is characterized in that, the purifying is by the way of pure water dialysis and filter centrifugation.
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Cited By (2)
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| CN112133553A (en) * | 2020-10-30 | 2020-12-25 | 福州大学 | Continuous preparation method of water-based magnetofluid |
| WO2021190573A1 (en) * | 2020-03-23 | 2021-09-30 | 中国科学院宁波材料技术与工程研究所 | Magnetic nanocomposite material and preparation method therefor and use thereof |
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Address after: 200030 Dongchuan Road, Minhang District, Minhang District, Shanghai Applicant after: SHANGHAI JIAO TONG University Address before: 200030 Huashan Road, Shanghai, No. 1954, No. Applicant before: SHANGHAI JIAO TONG University |
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| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20190426 |