CN110917350B - Preparation and application of black tin dioxide nano photothermal material - Google Patents
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Abstract
The invention discloses a preparation method and application of a black tin dioxide nano photothermal material. Experiments prove that the nano material can respond to hydrogen peroxide (H) in tumor cells2O2) Active oxygen is generated, and after 808 nm laser irradiation, the nano material can generate a large amount of active oxygen in tumor cells and generate heat, can be used as a medicine for photothermal and photodynamic therapy of tumors, and realizes near infrared light induced photothermal PTT photodynamic PDT synergistic therapy. The black tin dioxide nano photothermal material prepared by the invention provides a new application of tin in biomedicine.
Description
Technical Field
The invention relates to a tin dioxide nano material, in particular to a preparation method and application of a black tin dioxide nano photothermal material with good biocompatibility.
Background
In recent years, inherent physiological microenvironments of tumor tissues, such as low PH, hypoxic microenvironment, excessive hydrogen peroxide, redox state and the like, become targets for designing tumor recognition drugs. Advanced nanomaterials have been introduced to generate hydroxyl radicals (. OH) for the characteristics of the tumor microenvironment, mainly for tumor chemokinetic treatment (CDT) by Fenton and Fenton-like reactions. CDT therapy is not only highly logical and selective, but also can be triggered by endogenous stimuli. Hydrogen peroxide content in tumors is not sufficient to generate sufficient amount (. OH) to kill tumor cells, and therefore, development of a nanocomposite drug with multiple functions for tumor therapy is a goal of our pursuit. The photothermal and photodynamic therapy is characterized in that photothermal temperature rise is carried out under near-infrared light irradiation, the synergistic therapy of generating active oxygen by oxygen in cells and water or materials is utilized, the tumor part heat can be obviously improved by combining photothermal, photodynamic and chemokinetic therapy, and a large amount of active oxygen is generated by specifically responding a tumor microenvironment to achieve the purpose of killing tumor cells.
The tin dioxide nano material not only has the advantages of low price, simple and convenient material preparation mode, low biotoxicity and the like, but also can generate active oxygen under the irradiation of ultraviolet light, is applied to the fields of photocatalysis and the like, and is widely concerned by people. However, tin dioxide is usually excited by ultraviolet light, and the poor tissue penetration depth of the tin dioxide becomes the fatal weak point for treating deep tumors. Therefore, the design and development of tin dioxide nano-materials with near-infrared light response and higher photothermal conversion efficiency become the pursuit targets of the people.
Disclosure of Invention
The invention analyzes the current preparation situation of the metal oxide nanoparticles, and aims to expand the absorption wavelength range of tin dioxide and develop the biomedical application of materials. The invention provides a biodegradable black tin dioxide nano photothermal material modified by hyaluronic acid and having a photothermal-photodynamic synergistic effect, and a preparation method and application thereof.
The technical scheme for realizing the purpose of the invention is as follows:
a preparation method of a black tin dioxide nano photothermal material takes tin dioxide and hyaluronic acid as raw materials, and comprises the following steps:
(1) respectively weighing tin dioxide and sodium borohydride, grinding, uniformly mixing the tin dioxide and the sodium borohydride, and transferring the mixture to a muffle furnace for calcination;
(2) after calcination, washing with water and ethanol respectively, and centrifuging by using a centrifugal machine to remove unreacted sodium borohydride to obtain black tin dioxide solid;
(3) adding 50% of ethanol aqueous solution into the obtained black tin dioxide solid, then adding ammonia water to adjust the pH to be =9, and adding a silane coupling agent under the stirring condition for reaction to obtain the black tin dioxide modified by the amino silane coupling agent;
(4) adding the activated hyaluronic acid solution into the black tin dioxide obtained in the step (3), and stirring for reaction to obtain hyaluronic acid modified black tin dioxide;
(5) and carrying out chemical dialysis on the stirred solution to obtain a final product, namely the black tin dioxide nano photothermal material.
In the preparation method, the mass ratio of the tin dioxide to the sodium borohydride in the step (1) is 1:0.4-0.6, the tin dioxide is calcined in an Ar gas environment, the calcination temperature is 400-450 ℃, and the reaction time is 2-3 h.
And (3) washing with water and ethanol for 3 times respectively in the step (2), wherein the rotating speed of a centrifugal machine is 8000 r/min, and the centrifugal time is 5 min.
And (4) adding the aqueous ethanol solution, wherein the ratio of ethanol to water is 1:1, and the volume of the added silane coupling agent is 20 microliters. KH550 (APTES) is selected as the silane coupling agent, the chemical name of which is gamma-aminopropyltriethoxysilane, and the silane coupling agent is aminosilane frequently used in the silanization process, and the surface of the aminosilane is functionalized by alkoxy silane molecules.
The activated hyaluronic acid solution in the step (4) is prepared by dissolving hyaluronic acid in water 50 times of the weight of hyaluronic acid, and then adding 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride accounting for 30% of the weight of hyaluronic acid and N-methylsuccinimide accounting for 25% of the weight of hyaluronic acid for activation; the mass ratio of hyaluronic acid to tin dioxide is 2: 1.
And (5) dialyzing by adopting a dialysis bag with the molecular weight cutoff of 10000 Da in the chemical dialysis.
According to the method, the geometrical controllability and the chemical surface property of the tin dioxide are utilized, and the form of introducing oxygen vacancies on the surface of the tin dioxide through high-temperature reduction is adopted, so that the forbidden bandwidth of the tin dioxide is reduced, and the outer layer is in an amorphous state, so that the tin dioxide is reduced into black tin dioxide. And the biocompatibility of the tin dioxide is enhanced through hyaluronic acid modification, and the enrichment capacity of the tin dioxide at a tumor part is improved. The black tin dioxide enriched at the tumor part can specifically react with hydrogen peroxide in the tumor to generate hydroxyl radicals, and under the excitation of near infrared light, the separation of photo-generated electron holes is generated, and active oxygen is generated by combining oxygen and water in a physiological environment, and meanwhile, the photo-thermal temperature rise achieves the effect of photo-thermal and photo-dynamic combined treatment.
Researches show that the black tin dioxide nano material prepared by the method has biodegradability and can respond to hydrogen peroxide in a tumor microenvironment to generate hydroxyl radicals. The material can be used for treating tumors by combining the photothermal and photodynamic properties of the material, and has important significance.
Another object of the invention is: the prepared black tin dioxide nano photothermal material is used as a medicine for photothermal and photodynamic therapy of tumors.
The invention has the advantages that:
1) the raw materials for preparing the black tin dioxide nano photothermal material are low in cost and easy to obtain;
2) the prepared black tin dioxide nano photothermal material has good biocompatibility;
3) the preparation method is simple and easy to operate.
Drawings
FIG. 1 shows hyaluronic acid HA and tin dioxide SnO in examples2Black tin dioxide SnO2-xBlack tin dioxide SnO modified with hyaluronic acid2-x@SiO2-uv absorption profile of HA material dispersion.
Detailed Description
The present invention will be further described with reference to the following examples and drawings, but the present invention is not limited thereto.
Example 1
The preparation method of the black tin dioxide nano photothermal material comprises the following steps:
(1) weighing 1 g of stannic oxide nano-particle SnO2Mixing with 0.4 g sodium borohydride solid, grinding, mixing, calcining in muffle furnace under Ar gasIn the environment, the calcining temperature is 400 ℃, and the high-temperature reaction is carried out for 3 hours;
(2) after calcination, washing with water and ethanol for 3 times respectively, centrifuging at 8000 r/min for 5 min, and removing unreacted sodium borohydride to obtain black tin dioxide SnO2-xA solid;
(3) the obtained black tin dioxide SnO2-xAdding 50% ethanol aqueous solution, then adding ammonia water to adjust the pH to be =9, adding 20 microliter of silane coupling agent KH550 (APTES) under the stirring condition to react, and obtaining black tin dioxide dispersion liquid coated by amino silicon dioxide;
(4) preparing an activated hyaluronic acid HA solution, dissolving 2g of enzyme-cleaved oligomeric hyaluronic acid in 100 ml of water, and adding 0.6g of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) and 0.5g of N-methylsuccinimide (NHS) for activation for 4 hours to obtain the activated hyaluronic acid HA solution;
adding the activated hyaluronic acid solution into the tin dioxide dispersion liquid obtained in the step (3), and stirring for reaction to obtain black tin dioxide SnO modified by hyaluronic acid2-x@SiO2-HA；
(5) Dialyzing by adopting a dialysis bag with the molecular weight cutoff of 10000 Da to obtain the final product, namely the black tin dioxide nano photothermal material.
Example 2
The preparation method of the black tin dioxide nano photothermal material comprises the following steps:
(1) weighing 1 g of stannic oxide nano-particle SnO2Fully grinding the mixture and 0.6 sodium borohydride solid, uniformly mixing the ground mixture and the sodium borohydride solid, transferring the mixture to a muffle furnace for calcination, and reacting at the high temperature of 450 ℃ for 2 hours in an Ar gas environment;
(2) after calcination, washing with water and ethanol for 3 times respectively, centrifuging at 8000 r/min for 5 min, and removing unreacted sodium borohydride to obtain black tin dioxide SnO2-xA solid;
(3) the obtained black tin dioxide SnO2-xAdding 50% ethanol into the solid, dissolving in waterAdding ammonia water to adjust the pH to be =9, adding 20 microliter of silane coupling agent KH550 (APTES) under the stirring condition, and reacting to obtain black tin dioxide dispersion liquid coated by amino silicon dioxide;
(4) preparing an activated hyaluronic acid HA solution, dissolving 2g of enzyme-cleaved oligomeric hyaluronic acid in 100 ml of water, and adding 0.6g of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) and 0.5g of N-methylsuccinimide (NHS) for activation for 4 hours to obtain the activated hyaluronic acid HA solution;
adding the activated hyaluronic acid solution into the black tin dioxide dispersion liquid obtained in the step (3), and stirring for reaction to obtain hyaluronic acid modified black tin dioxide SnO2-x@SiO2-HA；
(5) Dialyzing by adopting a dialysis bag with the molecular weight cutoff of 10000 Da to obtain the final product, namely the black tin dioxide nano photothermal material.
Application example 1
The experimental method is as follows:
the product obtained in example 1 is prepared into aqueous dispersion with a certain concentration after constant volume. Respectively processing tin dioxide SnO by using ultraviolet visible spectrophotometer2And black tin dioxide SnO2-xHyaluronic acid HA and hyaluronic acid modified black tin dioxide SnO2-x@SiO2The HA solutions were tested to obtain UV absorption curves for the different solutions, as shown in FIG. 1.
As can be seen from fig. 1: tin dioxide SnO2And hyaluronic acid HA HAs low absorption at 400 nm to 1200 nm, and black tin dioxide SnO2-xAnd black tin dioxide SnO modified by hyaluronic acid2-x@SiO2HA shows a wide absorption in the near infrared region, which indicates that the nanoparticle HAs a photo-thermal effect, and the absorption in the near infrared region is still better after HA modification, so that the nanoparticle can be used for photo-thermal treatment.
And the black tin dioxide material modified by hyaluronic acid can generate two active oxygen of superoxide anion and hydroxyl radical under the irradiation of near infrared light, and H is added2O2The yield of the latter two active oxygen species is enhanced. Can be used for photothermal photodynamic therapy. The experimental results show thatThe black tin dioxide nano photothermal material prepared by the method can respond to H2O2And is effective for photodynamic therapy.
Application example 2
The product obtained in example 1 was prepared as an aqueous solution having a concentration of 250. mu.g/mL, divided into two portions, and 100. mu.g/mL of H was added to one portion2O2And sodium terephthalate, the content of hydroxyl terephthalic acid is increased under the irradiation of near-infrared laser, which shows that the content of active oxygen is increased, and the other part is not added with H2O2Active oxygen generation is inferior to the former. Then using 808 nm laser (1.0W/cm)2) And (3) irradiating the tin dioxide nano material with the concentration of 250 mu g/mL for 10 min, and recording the change of the solution temperature along with the illumination time by using a thermal infrared imager. Experimental results show that the hyaluronic acid modified tin dioxide material can reach about 53 ℃ under the irradiation of near-infrared laser, and white tin dioxide SnO2And H2The temperature of O hardly rises. The tin dioxide nanomaterials of the present application are demonstrated to be useful for hydrogen peroxide responsive photothermal photodynamic therapy.
Claims (6)
1. A preparation method of a black tin dioxide nano photothermal material is characterized by comprising the following steps: the preparation method takes tin dioxide and hyaluronic acid as raw materials and comprises the following steps:
(1) respectively weighing tin dioxide and sodium borohydride, grinding, uniformly mixing the tin dioxide and the sodium borohydride, and transferring the mixture to a muffle furnace for calcination;
(2) after calcination, washing with water and ethanol respectively, and centrifuging by using a centrifugal machine to remove unreacted sodium borohydride to obtain black tin dioxide solid;
(3) adding 50% of ethanol aqueous solution into the obtained black tin dioxide solid, then adding ammonia water to adjust the pH to be =9, and adding a silane coupling agent under the stirring condition for reaction to obtain the black tin dioxide modified by the amino silane coupling agent;
(4) adding the activated hyaluronic acid solution into the black tin dioxide obtained in the step (3), and stirring for reaction to obtain hyaluronic acid modified black tin dioxide;
(5) and carrying out chemical dialysis on the stirred solution to obtain a final product, namely the black tin dioxide nano photothermal material.
2. The method for preparing the black tin dioxide nano photothermal material according to claim 1, wherein: the mass ratio of the tin dioxide to the sodium borohydride in the step (1) is 1:0.4-0.6, the calcination is carried out in an Ar gas environment, the calcination temperature is 400-450 ℃, and the reaction time is 2-3 h.
3. The method for preparing the black tin dioxide nano photothermal material according to claim 1, wherein: and (3) washing with water and ethanol for 3 times respectively in the step (2), wherein the rotating speed of a centrifugal machine is 8000 r/min, and the centrifugal time is 5 min.
4. The method for preparing the black tin dioxide nano photothermal material according to claim 1, wherein: and (4) adding the aqueous ethanol solution, wherein the ratio of ethanol to water is 1:1, and the volume of the added silane coupling agent is 20 microliters.
5. The method for preparing the black tin dioxide nano photothermal material according to claim 1, wherein: in the step (4), the activated hyaluronic acid solution is prepared by dissolving hyaluronic acid in water 50 times of the weight of hyaluronic acid, and then adding 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride accounting for 30% of the weight of hyaluronic acid and N-methylsuccinimide accounting for 25% of the weight of hyaluronic acid for activation; the mass ratio of hyaluronic acid to tin dioxide is 2: 1.
6. The black tin dioxide nano photothermal material prepared by the preparation method of any one of claims 1 to 5.
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| EP3157337B1 (en) * | 2014-06-18 | 2019-05-29 | University of Georgia Research Foundation, Inc. | Induced photodynamic therapy using nanoparticle scintillators as transducers |
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| CN101346149A (en) * | 2005-10-26 | 2009-01-14 | Toto株式会社 | Ultrasonic cancer treatment enhancer and cell killer |
| WO2007075189A1 (en) * | 2005-12-29 | 2007-07-05 | E. I. Du Pont De Nemours And Company | Composition for reducing the transmission of infrared radiation |
| CN104888217A (en) * | 2009-06-12 | 2015-09-09 | 鹿特丹伊拉斯谟大学医疗中心 | Targeted nano-photo drug for photodynamic therapy of cancer |
| EP3157337B1 (en) * | 2014-06-18 | 2019-05-29 | University of Georgia Research Foundation, Inc. | Induced photodynamic therapy using nanoparticle scintillators as transducers |
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