CN108452302A - A kind of delivery system and preparation method thereof based on stannous sulfide quantum dot - Google Patents

A kind of delivery system and preparation method thereof based on stannous sulfide quantum dot Download PDF

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Publication number
CN108452302A
CN108452302A CN201810134790.0A CN201810134790A CN108452302A CN 108452302 A CN108452302 A CN 108452302A CN 201810134790 A CN201810134790 A CN 201810134790A CN 108452302 A CN108452302 A CN 108452302A
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quantum dot
stannous sulfide
sulfide quantum
delivery system
folic acid
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CN201810134790.0A
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Chinese (zh)
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张晗
谢中建
范涛健
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深圳大学
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/69Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
    • A61K47/6921Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere
    • A61K47/6923Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being an inorganic particle, e.g. ceramic particles, silica particles, ferrite or synsorb
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K41/00Medicinal preparations obtained by treating materials with wave energy or particle radiation; Therapies using these preparations
    • A61K41/0052Thermotherapy; Hyperthermia; Magnetic induction; Induction heating therapy
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A61K31/7034Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
    • A61K31/704Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/22Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A61K47/55Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug, i.e. a dimer, oligomer or polymer of pharmacologically or therapeutically active compounds
    • A61K47/551Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug, i.e. a dimer, oligomer or polymer of pharmacologically or therapeutically active compounds one of the codrug's components being a vitamin, e.g. niacinamide, vitamin B3, cobalamin, vitamin B12, folate, vitamin A or retinoic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/56Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
    • A61K47/59Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
    • A61K47/60Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes the organic macromolecular compound being a polyoxyalkylene oligomer, polymer or dendrimer, e.g. PEG, PPG, PEO or polyglycerol
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y5/00Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery

Abstract

The present invention provides a kind of delivery systems based on stannous sulfide quantum dot, including stannous sulfide quantum dot, are coated on the polyethylene glycol of the modified with folic acid of the stannous sulfide quantum dot surface, and the anticancer drug being supported on the stannous sulfide quantum dot.The delivery system is with stannous sulfide quantum dot for carrier loaded anticancer drug, carrier is at low cost and easy preparation, and there is good photo-thermal effect, so that the effect of photo-thermal that the delivery system has both stannous sulfide quantum dot kills the chemotherapeutic treatment tumour of tumour and chemotherapeutics, has high clinical value for treatment of cancer.The present invention also provides the preparation methods of the delivery system based on stannous sulfide quantum dot.

Description

A kind of delivery system and preparation method thereof based on stannous sulfide quantum dot

Technical field

The present invention relates to oncotherapy technical fields, more particularly to a kind of delivery system based on stannous sulfide quantum dot And preparation method thereof.

Background technology

Chemotherapy is common treatment means in treatment of cancer, but currently used medicine such as adriamycin (DOX), purple China fir alcohol etc. is often bad in the presence of specificity, and the big disadvantage of toxicity can also kill many normal cells while treating cancer, Side effect is larger.In order to solve this problem, people attempt using nano material as pharmaceutical carrier to enhance its targeting.But It is that traditional drug-loading system often has the problems such as drug loading rate is not high, and medicine controlled releasing effect is bad.

It is the new type anticancer technology to grow up in recent years that two-dimensional material is carried anticancer drug as carrier.This technology The drugs such as adriamycin are carried using two-dimensional material, coordinate laser, the physics modes such as magnetic field that can realize that drug can in tumor locus Controlled release is put.Compared to traditional pharmaceutical carrier, the specific surface area of two-dimensional material is larger, and drug loading rate is higher, in pharmaceutical carrier Aspect has good performance.And compared to the two-dimensional material of the planar structures such as graphene, the two dimension of this kind of intrafolial fold of black phosphorus Material relies on its unique crystal structure, on drugloading rate still further.But black phosphorus is expensive, while being very easy to oxygen Change.Therefore find it is a kind of there is pleated structure, it is cheap, the pharmaceutical carrier that property is stablized very it is necessary to.

Invention content

In consideration of it, the present invention provides a kind of delivery systems based on stannous sulfide quantum dot, with stannous sulfide quantum dot For carrier loaded anticancer drug, carrier is at low cost and easy preparation, and has good photo-thermal effect, so that the delivery system The effect of photo-thermal of stannous sulfide quantum dot kills the chemotherapeutic treatment tumour of tumour and chemotherapeutics is had both, is had for treatment of cancer There is high clinical value.

Specifically, in a first aspect, the present invention provides a kind of delivery system based on stannous sulfide quantum dot, including vulcanization Stannous quantum dot, is coated on the polyethylene glycol of the modified with folic acid of the stannous sulfide quantum dot surface, and is supported on the sulphur Change the anticancer drug on stannous quantum dot.

Stannous sulfide is a kind of two-dimensional material that interlayer is combined by Van der Waals force, is prepared needed for stannous sulfide quantum dot Advantages of nontoxic raw materials and content very abundant on earth, and stannous sulfide quantum dot drug loading rate is high, to the absorption of light compared with Good, toxicity is low, cheap, prepares simply, chemical stability is high, is a kind of ideal anti-cancer medicament carrier.

In the present invention, the size of the stannous sulfide quantum dot is less than 10nm.The suitable size of selection can ensure to pass medicine System has preferable passive concentration effect in tumor locus, avoids oversized delivery system being caused to cannot be introduced into tumor locus The problem of.Selection reduced size can increase the specific surface area of stannous sulfide quantum dot, to enhance its photo-thermal effect and drug Load factor.

In the present invention, optionally, the mass ratio of the stannous sulfide quantum dot and the polyethylene glycol of the modified with folic acid is 1:0.5-20.Further, the mass ratio of the two can be 1:1-10.The weight average molecular weight of the polyethylene glycol of the modified with folic acid is 2000-30000.Coated with polyethylene glycol can improve the biocompatibility and stability of stannous sulfide quantum dot, improve it in water In dispersibility.

In the present invention, in the peg molecule of the modified with folic acid, peg molecule chain both ends be respectively folic acid and Amino, the folic acid are combined together by amido bond and polyethylene glycol, and the polyethylene glycol of the modified with folic acid is drawn by electrostatic Power is adsorbed on the stannous sulfide quantum dot surface.

In the present invention, optionally, in the delivery system, the quality of the stannous sulfide quantum dot and the anticancer drug Than being 1:1-2.5, further mass ratio is 1:1-2.

In the present invention, optionally, the anticancer drug includes adriamycin, can also include other anticancer drugs.

The delivery system based on stannous sulfide quantum dot that first aspect present invention provides, stannous sulfide quantum dot vector At low cost and easy preparation, and there is good photo-thermal effect, so that the delivery system has both the light of stannous sulfide quantum dot The effect of heat-killed tumour and the chemotherapeutic treatment tumour of chemotherapeutics, has high clinical value for treatment of cancer.

Second aspect, the present invention provides a kind of preparation methods of the delivery system based on stannous sulfide quantum dot, including Following steps:

(1) it after grinding stannous sulfide block 20-60 minutes, is scattered in organic solvent, and super in 5 DEG C of -10 DEG C of water-baths Precipitation is then collected by centrifugation in sound 8-12 hours, and drying obtains stannous sulfide quantum dot;

(2) the stannous sulfide quantum dot is dispersed in water, obtains the aqueous dispersions of stannous sulfide quantum dot, then to institute The polyethylene glycol that modified with folic acid is added in aqueous dispersions is stated, stirs 10-16 hours, precipitation is collected by centrifugation, obtains to surface and is coated with The stannous sulfide quantum dot of the polyethylene glycol of modified with folic acid;

(3) the stannous sulfide quantum dot that the surface is coated with to the polyethylene glycol of modified with folic acid is dispersed in water, and is added Enter anticancer drug, after stirring 20-24 hour, is collected by centrifugation and precipitates to get to the delivery system based on stannous sulfide quantum dot, institute It includes stannous sulfide quantum dot to state the delivery system based on stannous sulfide quantum dot, is coated on the stannous sulfide quantum dot surface Modified with folic acid polyethylene glycol, and the anticancer drug that is supported on the stannous sulfide quantum dot.

In above-mentioned preparation method, in the step (1), the organic solvent includes in isopropanol and N-methyl pyrrolidones One or two.

In preparation method of the present invention, in the step (1), in order to further increase yield, before the water bath sonicator, The dispersion liquid is first used into Probe Ultrasonic Searching 4-8 hours, the probe power of the Probe Ultrasonic Searching is 150-600w, and the probe is super Temperature during sound is 5-10 DEG C.Since Probe Ultrasonic Searching is direct to the effect of stannous sulfide material, to avoid stannous sulfide material Material degradation, it is 5-10 DEG C that the Probe Ultrasonic Searching keeps temperature in the process, and when the temperature increases, usable ice bag cools down.It is logical It crosses and Probe Ultrasonic Searching is used in combination with water bath sonicator so that finally obtained stannous sulfide quantum dot size smaller, it is more uniform, it obtains The yield of the stannous sulfide quantum dot of size needed for obtaining is high.

In above-mentioned preparation method, in the step (1), the concrete operations that precipitation is collected by centrifugation are:First with 13000- 16000 revs/min of rotating speed centrifuges 0.5-1h, supernatant is taken, then by the supernatant with 17000-25000 revs/min Rotating speed centrifuges 0.5-1h, collects precipitation.The slow-speed of revolution centrifugation of the first step is to detach the larger-size part vulcanization of removal Stannous quantum dot, being centrifuged at a high speed for second step obtain the stannous sulfide quantum dot of required size.

In preparation method of the present invention, in the step (2) and step (3), the concrete operations that precipitation is collected by centrifugation are: After 15000-20000 revs/min of rotating speed centrifugation 0.5-1h, precipitation is collected.

The preparation method for the delivery system based on stannous sulfide quantum dot that second aspect of the present invention provides, raw material are easy to get, Preparation process is simple, it is easy to accomplish large-scale production.

Advantages of the present invention will be illustrated partly in the following description, and a part is apparent according to specification , or can be through the embodiment of the present invention implementation and know.

Description of the drawings

Fig. 1 is the electron microscope for the stannous sulfide quantum dot that the embodiment of the present invention 1 is prepared;

Fig. 2 is the light for the stannous sulfide quantum dot that the surface of the embodiment of the present invention 1 is coated with the polyethylene glycol of modified with folic acid Thermal effect measures heating curve figure;

Fig. 3 is the Zeta potential of the delivery system based on stannous sulfide quantum dot of the embodiment of the present invention 1;

Fig. 4 is the drug loading result figure of the delivery system based on stannous sulfide quantum dot of the embodiment of the present invention.

Specific implementation mode

As described below is the preferred embodiment of the embodiment of the present invention, it is noted that for the common skill of the art For art personnel, under the premise of not departing from principle of the embodiment of the present invention, several improvements and modifications can also be made, these improvement The protection domain of the embodiment of the present invention is also considered as with retouching.

Specifically, in a first aspect, the present invention provides a kind of delivery system based on stannous sulfide quantum dot, including vulcanization Stannous quantum dot, is coated on the polyethylene glycol of the modified with folic acid of the stannous sulfide quantum dot surface, and is supported on the sulphur Change the anticancer drug on stannous quantum dot.

Stannous sulfide is a kind of two-dimensional material that interlayer is combined by Van der Waals force, is prepared needed for stannous sulfide quantum dot Advantages of nontoxic raw materials and content very abundant on earth, and stannous sulfide quantum dot drug loading rate is high, to the absorption of light compared with Good, toxicity is low, cheap, prepares simply, chemical stability is high, is a kind of ideal anti-cancer medicament carrier.

In embodiment of the present invention, the size of the stannous sulfide quantum dot is less than 10nm.Optionally, the stannous sulfide The size of quantum dot is 1-10nm.Still optionally further, the size of the stannous sulfide quantum dot is 1-5nm.It is further optional The size on ground, the stannous sulfide quantum dot is 5-10nm.Still optionally further, the size of the stannous sulfide quantum dot is 1nm, 2nm, 3nm, 4nm, 5nm, 6nm, 7nm, 8nm, 9nm or 10nm.Optionally, not to the number of plies of the stannous sulfide quantum dot It does specifically limited.

The suitable size of selection can ensure that delivery system has preferable passive concentration effect in tumor locus, avoid ruler Very little excessive the problem of causing delivery system to cannot be introduced into tumor locus.Selection reduced size can increase stannous sulfide quantum dot Specific surface area, to enhance its photo-thermal effect and drug loading rate.

In embodiment of the present invention, optionally, the stannous sulfide quantum dot and the polyethylene glycol of the modified with folic acid Mass ratio is 1:0.5-20.Further, the mass ratio of the two can be 1:1-10.Further, the mass ratio of the two can be 1: 10-20.The weight average molecular weight of the polyethylene glycol of the modified with folic acid is 2000-30000.Coated with polyethylene glycol can improve vulcanization The biocompatibility and stability of stannous quantum dot improve its dispersibility in water.The polyethylene glycol of the modified with folic acid point In son, peg molecule chain both ends are respectively folic acid and amino, and the folic acid is incorporated in one by amido bond and polyethylene glycol It rises, the polyethylene glycol of the modified with folic acid is adsorbed on the stannous sulfide quantum dot surface by electrostatic attraction.

In embodiment of the present invention, optionally, in the delivery system, the stannous sulfide quantum dot and the anticarcinogen The mass ratio of object is 1:1-2.5, further mass ratio is 1:1-2.Here mass ratio is actually to be supported on the vulcanization The quality (load capacity) of the anticancer drug on stannous quantum dot.Of course, it is possible to according to actual conditions, by adjusting rate of charge Final load capacity is controlled, it is 50%-220% that can such as make load capacity.

In embodiment of the present invention, optionally, the anticancer drug includes adriamycin, can also include other anticarcinogens Object.

In embodiment of the present invention, the anticancer drug is supported on the stannous sulfide quantum dot, the modified with folic acid Coated with polyethylene glycol have the stannous sulfide quantum dot surface of anticancer drug in described load, alternatively, the modified with folic acid is poly- Ethylene glycol does not have a fully wrapped around stannous sulfide quantum dot, the anticancer drug by the polyethylene glycol of the modified with folic acid it Between gap be supported on the stannous sulfide quantum dot.

The delivery system based on stannous sulfide quantum dot that first aspect present invention provides, stannous sulfide quantum dot vector Easy preparation at low cost, and there is good photo-thermal effect, so that the delivery system has both the photo-thermal of stannous sulfide quantum dot The effect of kill tumour and the chemotherapeutic treatment tumour of chemotherapeutics, has high clinical value for treatment of cancer.

Second aspect, the present invention provides a kind of preparation methods of the delivery system based on stannous sulfide quantum dot, including Following steps:

(1) it after grinding stannous sulfide block 20-60 minutes, is scattered in organic solvent, and super in 5 DEG C of -10 DEG C of water-baths Precipitation is then collected by centrifugation in sound 8-12 hours, and drying obtains stannous sulfide quantum dot;

(2) the stannous sulfide quantum dot is dispersed in water, obtains the aqueous dispersions of stannous sulfide quantum dot, then to institute The polyethylene glycol that modified with folic acid is added in aqueous dispersions is stated, stirs 10-16 hours, precipitation is collected by centrifugation, obtains to surface and is coated with The stannous sulfide quantum dot of the polyethylene glycol of modified with folic acid;

(3) the stannous sulfide quantum dot that the surface is coated with to the polyethylene glycol of modified with folic acid is dispersed in water, and is added Enter anticancer drug, after stirring 20-24 hour, is collected by centrifugation and precipitates to get to the delivery system based on stannous sulfide quantum dot, institute It includes stannous sulfide quantum dot to state the delivery system based on stannous sulfide quantum dot, is coated on the stannous sulfide quantum dot surface Modified with folic acid polyethylene glycol, and the anticancer drug that is supported on the stannous sulfide quantum dot.

In above-mentioned preparation method, in the step (1), the organic solvent includes in isopropanol and N-methyl pyrrolidones One or two.Optionally, mass concentration of the stannous sulfide after grinding in the organic solvent is 0.5-5mg/mL.

In preparation method of the present invention, in the step (1), in order to further increase yield, before the water bath sonicator, The dispersion liquid is first used into Probe Ultrasonic Searching 4-8 hours, the probe power of the Probe Ultrasonic Searching is 150-600w, and the probe is super Temperature during sound is 5-10 DEG C.Since Probe Ultrasonic Searching is direct to the effect of stannous sulfide material, to avoid stannous sulfide material Material degradation, it is 5-10 DEG C that the Probe Ultrasonic Searching keeps temperature in the process, and when the temperature increases, usable ice bag cools down.It is logical It crosses and Probe Ultrasonic Searching is used in combination with water bath sonicator so that finally obtained stannous sulfide quantum dot size smaller, it is more uniform, it obtains The yield of the stannous sulfide quantum dot of size needed for obtaining is high.

In preparation method of the present invention, optionally, the temperature of water bath sonicator is maintained at 5-10 DEG C.Bath temperature is excessively high to be caused Stannous sulfide quantum dot is degraded, and the temperature range that the present invention uses is easily achieved under the premise of ensureing material settling out, and operation is difficult It spends low.It, can be by changing water or other cooling measures to ensure bath temperature in a certain range when bath temperature raising.It is optional Ground, by the dispersion liquid in 10 DEG C of water bath sonicators 8-12 hours.

In above-mentioned preparation method, in the step (1), the concrete operations that precipitation is collected by centrifugation are:First with 13000- 16000 revs/min of rotating speed centrifuges 0.5-1h, supernatant is taken, then by the supernatant with 17000-25000 revs/min Rotating speed centrifuges 0.5-1h, collects precipitation.Optionally, the dispersion liquid by described after ultrasound is centrifuged with 15000 revs/min of rotating speed 0.5-1h takes supernatant, and the supernatant is then centrifuged 0.5-1h with 20000 revs/min of rotating speed, collects precipitation.First The slow-speed of revolution centrifugation of step is to detach the larger-size part stannous sulfide quantum dot of removal, the high speed centrifugation point of second step From the stannous sulfide quantum dot for obtaining required size.

In the step (1), the drying operation can be carried out under vacuum room temperature.

In above-mentioned preparation method, in the step (2), optionally, the speed of the stirring is 600-1200 revs/min, It can be further 800-1000 revs/min.

In the step (2), the polyethylene glycol of the modified with folic acid can be directly commercially available, and such as under type system can also be used It is standby:Hydroxysuccinimide-activated folic acid is added in the dimethyl sulphoxide solution of double ammonia ends polyethylene glycol, and is added appropriate Catalyst (such as triethylamine), obtains mixed solution, the mixed solution room temperature, be protected from light under the conditions of with 300-600 revs/min Rotating speed is stirred to react 16-32 hours, is filtered after the completion of reaction, is obtained the polyethylene glycol of modified with folic acid.

The hydroxysuccinimide-activated folic acid can be used under type such as and prepare:It is sub- that folic acid is dissolved in anhydrous dimethyl base In sulfone, add HOSu NHS and N, N'- Dicyclohexylcarbodiimides obtain mixed liquor, the mixed liquor room temperature, It is protected from light and is stirred reaction 16-32 hours under triethylamine catalytic condition, filtered after the completion of reaction, obtain the hydroxysuccinimidyl acyl Imines activates folic acid.

In preparation method step (2) of the present invention, a concentration of 0.2-2mg/ of the aqueous dispersions of the stannous sulfide quantum dot ML can be further 0.5-1.5mg/mL, 0.8-1.0mg/mL.

In the present invention, optionally, in step (2), the polyethylene glycol of the stannous sulfide quantum dot and the modified with folic acid Mass ratio be 1:0.5-20.Optionally, the mass ratio of the two can be 1:1-10.Further, the mass ratio of the two can be 1: 10-20.The weight average molecular weight of the polyethylene glycol of the modified with folic acid is 2000-30000, specifically can also be 5000-8000.

In preparation method of the present invention, in the step (2) and step (3), the concrete operations that precipitation is collected by centrifugation are: After 15000-20000 revs/min of rotating speed centrifugation 0.5-1h, precipitation is collected.Optionally, with 18000-20000 revs/min After rotating speed centrifuges 0.5-1h, precipitation is collected.

In the step (3), optionally, the speed of the stirring is 600-1200 revs/min, can be further 800- 1000 revs/min.

In the present invention, optionally, the rate of charge of the stannous sulfide quantum dot and the anticancer drug is 1:0.5-3.Into Optionally, the rate of charge of the stannous sulfide quantum dot and the anticancer drug is 1 to one step:1-3 can certainly excessively be added, If the mass ratio of stannous sulfide quantum dot and anticancer drug is 1:3-4.In the present invention, optionally, the anticancer drug include Ah Mycin.

The preparation method for the delivery system based on stannous sulfide quantum dot that second aspect of the present invention provides, raw material are easy to get, Preparation process is simple, it is easy to accomplish large-scale production.

Advantages of the present invention will be illustrated partly in the following description, and a part is apparent according to specification , or can be through the embodiment of the present invention implementation and know.

Embodiment 1

A kind of preparation method of the delivery system based on stannous sulfide quantum dot, includes the following steps:

(1) it after grinding stannous sulfide block 30 minutes, is scattered in isopropanol, obtains the dispersion of a concentration of 1mg/mL Liquid;Above-mentioned dispersion liquid is used into Probe Ultrasonic Searching 5 hours, the probe power of Probe Ultrasonic Searching is 360w, is kept during Probe Ultrasonic Searching Temperature is 5-10 DEG C, during which when the temperature increases, is cooled down using ice bag;Dispersion liquid was obtained in water bath sonicator 8 hours again The temperature of dispersion liquid after ultrasound, water bath sonicator is maintained at 5-10 DEG C, when bath temperature raising, by changing water to ensure water-bath Temperature is within the scope of 5-10 DEG C;After the dispersion liquid centrifugation after ultrasound, 0.5h is centrifuged with 15000 revs/min of rotating speed, is taken Then supernatant is centrifuged 0.5h by clear liquid with 20000 revs/min of rotating speed, collect precipitation, and drying obtains stannous sulfide quantum Point;

(2) stannous sulfide quantum dot is dispersed in water, obtains the water of the stannous sulfide quantum dot of a concentration of 0.5mg/mL Dispersion liquid, according still further to the polyethylene glycol (FA-PEG-NH of stannous sulfide quantum dot and modified with folic acid2) mass ratio be 1:2, Xiang Shui The polyethylene glycol of modified with folic acid is added in dispersion liquid, after being stirred 12 hours with 800 revs/min, then with 20000 revs/min of turn Speed centrifugation 0.5h, collects precipitation, obtains to surface the stannous sulfide quantum dot for the polyethylene glycol for being coated with modified with folic acid;

(3) the stannous sulfide quantum dot that gained surface is coated with to the polyethylene glycol of modified with folic acid is dispersed in water, and is pressed It is 1 according to the rate of charge of stannous sulfide quantum dot and anticancer drug:2 are added anticancer drugs, doxorubicin, with 800 revs/min of stirrings 24 After hour, 0.5h is then centrifuged with 20000 revs/min of rotating speed, collects precipitation to get to passing based on stannous sulfide quantum dot Medicine system, the delivery system based on stannous sulfide quantum dot include stannous sulfide quantum dot, are coated on stannous sulfide quantum dot table The polyethylene glycol of the modified with folic acid in face, and the anticancer drug that is supported on stannous sulfide quantum dot.

Fig. 1 is the electron microscope for the stannous sulfide quantum dot that the embodiment of the present invention 1 is prepared, it can be seen from the figure that institute The length and width dimensions for obtaining stannous sulfide quantum dot are less than 10nm.

Embodiment 2

A kind of preparation method of the delivery system based on stannous sulfide quantum dot, includes the following steps:

(1) after forty minutes by the grinding of stannous sulfide block, it is scattered in N-methyl pyrrolidones, obtains a concentration of 1mg/mL Dispersion liquid;Above-mentioned dispersion liquid is used into Probe Ultrasonic Searching 8 hours, the probe power of Probe Ultrasonic Searching is 150w, Probe Ultrasonic Searching process Middle holding temperature is 10 DEG C, during which when the temperature increases, is cooled down using ice bag;It is again that dispersion liquid is small in water bath sonicator 12 When, obtain the dispersion liquid after ultrasound, the temperature of water bath sonicator is maintained at 5-10 DEG C, when bath temperature increase, by change water with Ensure bath temperature within the scope of 5-10 DEG C;After the dispersion liquid centrifugation after ultrasound, centrifuged with 13000 revs/min of rotating speed 1h takes supernatant, and supernatant is then centrifuged 1h with 18000 revs/min of rotating speed, collects precipitation, and drying obtains stannous sulfide Quantum dot;

(2) stannous sulfide quantum dot is dispersed in water, obtains the water of the stannous sulfide quantum dot of a concentration of 1.0mg/mL Dispersion liquid, according still further to the polyethylene glycol (FA-PEG-NH of stannous sulfide quantum dot and modified with folic acid2) mass ratio be 1:2.5, to The polyethylene glycol of modified with folic acid is added in aqueous dispersions, after being stirred 16 hours with 800 revs/min, then with 18000 revs/min Rotating speed centrifuges 1h, collects precipitation, obtains to surface the stannous sulfide quantum dot for the polyethylene glycol for being coated with modified with folic acid;

(3) the stannous sulfide quantum dot that gained surface is coated with to the polyethylene glycol of modified with folic acid is dispersed in water, and is pressed It is 1 according to the rate of charge of stannous sulfide quantum dot and anticancer drug:1 is added anticancer drugs, doxorubicin, with 800 revs/min of stirrings 24 After hour, 1h is then centrifuged with 18000 revs/min of rotating speed, precipitation is collected and passs medicine to get to based on stannous sulfide quantum dot System, the delivery system based on stannous sulfide quantum dot include stannous sulfide quantum dot, are coated on stannous sulfide quantum dot surface Modified with folic acid polyethylene glycol, and the anticancer drug that is supported on stannous sulfide quantum dot.

Embodiment 3

A kind of preparation method of the delivery system based on stannous sulfide quantum dot, includes the following steps:

(1) after sixty minutes by the grinding of stannous sulfide block, it is scattered in N-methyl pyrrolidones, obtains a concentration of 1mg/mL Dispersion liquid;Above-mentioned dispersion liquid is used into Probe Ultrasonic Searching 4 hours, the probe power of Probe Ultrasonic Searching is 600w, Probe Ultrasonic Searching process Middle holding temperature is 5-10 DEG C, during which when the temperature increases, is cooled down using ice bag;It is again that dispersion liquid is small in water bath sonicator 10 When, obtain the dispersion liquid after ultrasound, the temperature of water bath sonicator is maintained at 5-10 DEG C, when bath temperature increase, by change water with Ensure bath temperature within the scope of 5-10 DEG C;After the dispersion liquid centrifugation after ultrasound, centrifuged with 16000 revs/min of rotating speed 0.5h takes supernatant, and supernatant is then centrifuged 0.5h with 25000 revs/min of rotating speed, collects precipitation, and drying is vulcanized Stannous quantum dot;

(2) stannous sulfide quantum dot is dispersed in water, obtains the water of the stannous sulfide quantum dot of a concentration of 2.0mg/mL Dispersion liquid, according still further to the polyethylene glycol (FA-PEG-NH of stannous sulfide quantum dot and modified with folic acid2) mass ratio be 1:10, to The polyethylene glycol of modified with folic acid is added in aqueous dispersions, after being stirred 10 hours with 1000 revs/min, then with 20000 revs/min Rotating speed centrifuges 0.5h, collects precipitation, obtains to surface the stannous sulfide quantum dot for the polyethylene glycol for being coated with modified with folic acid;

(3) the stannous sulfide quantum dot that gained surface is coated with to the polyethylene glycol of modified with folic acid is dispersed in water, and is pressed It is 1 according to the rate of charge of stannous sulfide quantum dot and anticancer drug:3 are added anticancer drugs, doxorubicin, with 800 revs/min of stirrings 24 After hour, 1h is then centrifuged with 18000 revs/min of rotating speed, precipitation is collected and passs medicine to get to based on stannous sulfide quantum dot System, the delivery system based on stannous sulfide quantum dot include stannous sulfide quantum dot, are coated on stannous sulfide quantum dot surface Modified with folic acid polyethylene glycol, and the anticancer drug that is supported on stannous sulfide quantum dot.

Effect example

Advantageous effect to be brought to technical solution of the embodiment of the present invention provides powerful support for, and provides following test:

(1) photo-thermal effect measures

The surface that the embodiment of the present invention 1 is prepared is coated with to the stannous sulfide quantum dot of the polyethylene glycol of modified with folic acid Ultrasonic disperse obtains the dispersion liquid of a concentration of 0.1mg/mL of stannous sulfide quantum dot, dispersion liquid is fitted into cuvette in water, Use power density for 1W/cm2, wavelength is the laser vertical irradiation cuvette of 808nm, and is measured and disperseed using infrared radiation thermometer Laser Power Devices are closed in liquid temperature, irradiation after ten minutes, are cooled down 10 minutes, are recycled 6 times, and it is bent to obtain heating as shown in Figure 2-cooling Line.It can know from heating-temperature lowering curve of Fig. 2, the surface that the embodiment of the present invention is prepared is coated with the poly- of modified with folic acid The stannous sulfide quantum dot of ethylene glycol has good photo-thermal effect.

(2) medicine verification is carried

The delivery system based on stannous sulfide quantum dot that the embodiment of the present invention 1 is prepared is dispersed in water, is obtained The dispersion liquid of a concentration of 0.1mg/mL of stannous sulfide quantum dot, and measure the Zeta potential for obtaining the dispersion liquid;And with it is individual Surface is coated with the Zeta potential and individual adriamycin (DOX) of the stannous sulfide quantum dot of the polyethylene glycol of modified with folic acid Zeta potential is compared, to determine whether to carry medicine success.Specifically as shown in figure 3, can know that adriamycin loads from Fig. 3 results Success.

The surface that the embodiment of the present invention 1 is prepared is coated with to the stannous sulfide quantum dot of the polyethylene glycol of modified with folic acid Ultrasonic disperse obtains the dispersion liquid of a concentration of 0.1mg/mL of stannous sulfide quantum dot in water, and it is sub- with vulcanization to press adriamycin respectively The mass ratio that feeds intake of tin quantum dot is 0.5:1、1:1、2:1、3:1 adriamycin is added into dispersion liquid, and for 24 hours, adriamycin is negative for stirring The results are shown in Figure 4 for load rate, when the rate of charge of adriamycin and stannous sulfide quantum dot is 3:When 1, (what is formed passs medicine to load capacity In system, the mass ratio of adriamycin and stannous sulfide quantum dot) it is about 220%, when further increasing the addition of adriamycin, Load factor no longer dramatically increases, therefore the rate of charge of adriamycin and stannous sulfide quantum dot is controlled 1:1-3 is appropriate.

(3) experiment in vivo

Specifically, five groups of experiments are carried out as follows:

First group:PBS (phosphate buffered saline solution) is squeezed by way of intratumor injection in Mice Body, observation tumour life Long situation.

Second group:Use power density for 1W/cm merely2, wavelength is that the Laser on Mice tumor locus of 808nm is shone It penetrates, observes tumour growth situation.

Third group:PBS (phosphate buffered saline solution) dispersion liquid of the stannous sulfide quantum dot of 100 μ g/mL is passed through in tumor The mode of injection is squeezed into Mice Body, and uses power density for 1W/cm2, wavelength is the Laser on Mice tumor locus of 808nm It is irradiated, observes tumour growth situation.

4th group:The PBS dispersion liquids of delivery system based on stannous sulfide quantum dot prepared by the embodiment of the present invention 1 (the wherein a concentration of 100 μ g/mL of stannous sulfide quantum dot) is squeezed by way of intratumor injection in Mice Body, observation tumour life Long situation.

5th group:The PBS dispersion liquids of delivery system based on stannous sulfide quantum dot prepared by the embodiment of the present invention 1 (the wherein a concentration of 100 μ g/mL of stannous sulfide quantum dot) is squeezed by way of intratumor injection in Mice Body, and uses power Density is 1W/cm2, wavelength is that the Laser on Mice tumor locus of 808nm is irradiated, and observes tumour growth situation.

After the treatment of the delivery system based on stannous sulfide quantum dot of the mouse Jing Guo the embodiment of the present invention, tumor size Apparent control is obtained.After 14 days, first group of tumor size is 5 times of third group or so, first group of tumor size It is 10 times or so of the 5th group.This is because the delivery system based on stannous sulfide quantum dot of the embodiment of the present invention, vulcanization Stannous quantum dot vector has good photo-thermal effect, and drugloading rate is high, so that the delivery system has both stannous sulfide quantum The effect of chemotherapeutic treatment tumour of the photo-thermal kill tumour and chemotherapeutics put.

It should be noted that the announcement and elaboration of book, those skilled in the art in the invention may be used also according to the above description To change and change to the above embodiment.Therefore, the invention is not limited in specific implementations disclosed and described above Mode, some equivalent modifications and change to the present invention should also be as within the scope of the claims of the present invention.In addition, Although having used some specific terms in this specification, these terms are merely for convenience of description, not to structure of the present invention At any restrictions.

Claims (10)

1. a kind of delivery system based on stannous sulfide quantum dot, which is characterized in that including stannous sulfide quantum dot, be coated on institute The polyethylene glycol of the modified with folic acid of stannous sulfide quantum dot surface is stated, and the anticancer being supported on the stannous sulfide quantum dot Drug.
2. delivery system as described in claim 1, which is characterized in that the size of the stannous sulfide quantum dot is less than 10nm.
3. delivery system as described in claim 1, which is characterized in that the stannous sulfide quantum dot and the modified with folic acid The mass ratio of polyethylene glycol is 1:0.5-20.
4. delivery system as described in claim 1, which is characterized in that in the delivery system, the stannous sulfide quantum dot Mass ratio with the anticancer drug is 1:1-2.5.
5. delivery system as described in claim 1, which is characterized in that in the peg molecule of the modified with folic acid, poly- second Glycol molecules chain both ends are respectively folic acid and amino, and the folic acid is combined together by amido bond and polyethylene glycol, the leaf The polyethylene glycol of acid modification is adsorbed on the stannous sulfide quantum dot surface by electrostatic attraction.
6. delivery system as described in claim 1, which is characterized in that the anticancer drug includes adriamycin.
7. a kind of preparation method of the delivery system based on stannous sulfide quantum dot, which is characterized in that include the following steps:
(1) it after grinding stannous sulfide block 20-60 minutes, is scattered in organic solvent, and in 5 DEG C of -10 DEG C of water bath sonicator 8- 12 hours, precipitation is then collected by centrifugation, dries, obtains stannous sulfide quantum dot;
(2) the stannous sulfide quantum dot is dispersed in water, obtains the aqueous dispersions of stannous sulfide quantum dot, then to the water The polyethylene glycol of modified with folic acid is added in dispersion liquid, stirs 10-16 hours, precipitation is collected by centrifugation, obtains to surface and is coated with folic acid The stannous sulfide quantum dot of the polyethylene glycol of modification;
(3) the stannous sulfide quantum dot that the surface is coated with to the polyethylene glycol of modified with folic acid is dispersed in water, and is added anti- Cancer drug is collected by centrifugation and precipitates to get to the delivery system based on stannous sulfide quantum dot, the base after stirring 20-24 hour Include stannous sulfide quantum dot in the delivery system of stannous sulfide quantum dot, is coated on the leaf of the stannous sulfide quantum dot surface The polyethylene glycol of acid modification, and the anticancer drug that is supported on the stannous sulfide quantum dot.
8. preparation method as claimed in claim 7, which is characterized in that in the step (1), the organic solvent includes isopropyl One or both of alcohol and N-methyl pyrrolidones.
9. preparation method as claimed in claim 7, which is characterized in that in the step (1), before the water bath sonicator, The dispersion liquid is first used into Probe Ultrasonic Searching 4-8 hours, the probe power of the Probe Ultrasonic Searching is 150-600w, and the probe is super Temperature during sound is 5-10 DEG C.
10. preparation method as claimed in claim 7, which is characterized in that in the step (1), the precipitation that is collected by centrifugation Concrete operations are:0.5-1h is first centrifuged with 13000-16000 revs/min of rotating speed, takes supernatant, then by the supernatant with 17000-25000 revs/min of rotating speed centrifuges 0.5-1h, collects precipitation;In the step (2) and step (3), the centrifugation is received Collecting the concrete operations precipitated is:After 15000-20000 revs/min of rotating speed centrifugation 0.5-1h, precipitation is collected.
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