CN110665017A - Preparation method of sensitizer for targeting tumor to combine CT imaging and photothermal therapy - Google Patents
Preparation method of sensitizer for targeting tumor to combine CT imaging and photothermal therapy Download PDFInfo
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- CN110665017A CN110665017A CN201910977402.XA CN201910977402A CN110665017A CN 110665017 A CN110665017 A CN 110665017A CN 201910977402 A CN201910977402 A CN 201910977402A CN 110665017 A CN110665017 A CN 110665017A
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- A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
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Abstract
The invention discloses a preparation method of a sensitizer for targeting tumor to carry out CT imaging and photothermal therapy, which comprises the steps of respectively weighing molybdenum sulfide nano thin slices, nano silver particles and lipoic acid polyethylene glycol carboxyl macromolecules, adding the molybdenum sulfide nano thin slices, the nano silver particles and the lipoic acid polyethylene glycol carboxyl macromolecules into in-vitro liquid, then carrying out ultrasonic treatment and microwave treatment, then adding a certain amount of surfactant aqueous solution into the solution dropwise, carrying out stirring reaction for a certain time, then taking out the solution, centrifuging and cleaning the product, then connecting hyaluronic acid to obtain the sensitizer for targeting tumor CT imaging and photothermal therapy, and realizing diagnosis and treatment integration.
Description
Technical Field
The invention relates to the field of preparation of nano materials, in particular to a preparation method for combining a photothermal therapeutic agent and a radiotherapy sensitizer for targeting tumor CT imaging.
Background
Cancer is one of the major diseases seriously threatening human life and health, the incidence rate of cancer is continuously increased in recent years, and although radiotherapy and chemotherapy can be carried out on cancer, no effective method for treating tumor exists at present due to the specific limitation of the traditional cancer treatment mode. In recent years, researchers aim at two-dimensional photothermal materials such as graphene and two-dimensional transition metal chalcogenide (TMDS) to perform photothermal treatment on tumors.
Two-dimensional (2D) transition metal chalcogenide (TMDs) is a compound of X-M-X type "sandwich" structure formed by transition metal element (M) and chalcogen nonmetal element (X), and MX2 is a layered structure composed of three layers of atoms, namely two layers of chalcogen atoms (X) and one layer of transition metal atom (M) sandwiched between the two layers of chalcogen atoms, wherein adjacent X-M atoms are covalently bonded to form a layered structure of X-M-X, and weak van der waals force [ BangG S, Nam K W, Kim J Y, et al. Based on the structural characteristics, TMDS Two-dimensional nano-materials have many special photoelectric physical properties such as extremely large specific surface area, high near infrared absorption and large atomic number, so that the Two-dimensional nano-materials are rapidly developed in biomedical aspects such as biological detection, biological imaging and tumor treatment [ Chen Y, Tan C, Zhang H, et al. Two-dimensional imaging for biological applications [ J ]. chem. Soc. Rev. 2015, 44(9):2681 + 2701 ]
Radiation therapy (radiotherapy) refers to a method of local treatment of tumors using radiation therapy. That is, the malignant tumor site is irradiated with high-energy Radiation at a suitable dose to kill tumor cells [ Cho S H, Krishnan S. dotted specificity of Gold Nanoparticle-Aided Radiation Therapy (GNRT) via Therapy using low-energy gamma-/x-ray source, Physics in medicinal biology 2009,54(16):4889 4905 ]. The metal nanoparticles are mainly applied to the field of radiosensitization [ EscoriaF E, Mcdevitt M R, Villa C H, et al. Targeted nanomaterials for radio-therapy. Nanomedicine: Nanotechnology, Biology and Medicine,2007,2(6): 805) 815 ] ferroferric oxide nanomaterial, silver nanomaterial [ Soliman, Y. S. Gamma-Radiation induced synthesis of silver nanoparticles in proteins and peptides for radio therapy delivery [ J ] Radiation therapeutics and Chemistry, 2014,102:60-67 ] mainly gather to the tumor site, thereby generating stronger photoelectric absorption in the tumor tissue compared with the normal tissue and transmitting to the tumor tissue. Such strong photoelectric absorption can cause damage to macromolecular substances in the cell, such as base damage and base shedding, cross-linking of DNA substances, and even breaking of both DNA and double strands. These results can enhance the primary damage of tumor cells by radiation during radiotherapy
The tumor part is subjected to photo-thermal treatment by utilizing the photo-thermal characteristic of a molybdenum sulfide nano sheet, the molybdenum sulfide is recycled to have a large specific surface area to load silver nanoparticles, the silver nanoparticles have good photoelectric absorption capacity, MoS2@ Ag is used as a radiotherapy sensitizer, the Ag is recycled to have a large atomic number, and MoS2@ Ag is used as a CT imaging agent.
Disclosure of Invention
Aiming at the defects in the prior art, the invention aims to provide a preparation method of a sensitizer for targeting tumors to carry out CT imaging and photothermal therapy by using molybdenum sulfide for photothermal therapy which is a hotspot of current research.
The purpose of the invention is realized by the following scheme: a preparation method of a sensitizer for targeting tumor to carry out CT imaging and photothermal therapy is characterized by comprising the following steps:
a. dissolving 5mg of molybdenum disulfide nano-flake and 2-10 mg of nano-silver particles in 12 ml of in-vitro liquid, then carrying out ultrasonic treatment for 10min, adding 8mg of lipoic acid polyethylene glycol carboxyl polymer (LA-PEG-COOH), and carrying out ultrasonic treatment for 5min to obtain a solution a;
b. then, dropwise adding 2.75mg of surfactant aqueous solution into the solution a, and heating for 5-10min under the microwave of 500-1000 watts to obtain solution b;
c. centrifuging the b at 6000rpm for 5min, washing with deionized water for 3 times, and dissolving the product in 8ml of deionized water c;
d. respectively adding 20mg of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) and N-hydroxysuccinimide (NHS) into the mixture c, performing ultrasonic treatment for 20min, adding 20mg of Hyaluronic Acid (HA), magnetically stirring for 12 h, and centrifuging by using a 100KDa filter tube to remove unmodified materials and excessive macromolecules to obtain the product.
The nano silver particles are 5-20 nm.
The in-vitro liquid is one or more of 1-butyl-3-methylimidazole chlorine salt ([ Bmim ] Cl), 1-butyl-3-methylimidazole bromine salt ([ Bmim ] Br), 1-butyl-3-methylimidazole hydrogen sulfate ([ Bmim ] HSO4), 1-butyl-3-methylimidazole tetrafluoroborate ([ Bmim ] BF4), 1-butyl-3-ethylimidazole chlorine salt ([ Beim ] C1), 1-octyl-3-methylimidazole chlorine salt ([ Omim ] C1) and 1-butyl-3-methylimidazole hexafluorophosphate ([ Bmim ] PF 6).
The surfactant is at least one of cetyl trimethyl ammonium bromide, dodecyl trimethyl ammonium bromide, dioctadecyl dimethyl ammonium bromide, lauryl sodium sulfate, sodium dodecyl sulfonate, tetrabutyl phenol aldehyde, sodium dodecyl benzene sulfonate, polyethylene glycol octyl phenyl ether, polyoxyethylene sorbitan monooleate, sorbitan monostearate, coconut oil fatty acid diethanolamide, fatty alcohol polyoxyethylene ether and lauryl alcohol polyoxyethylene ether.
Weighing molybdenum sulfide nano-flakes, nano-silver particles and lipoic acid polyethylene glycol carboxyl macromolecules into in-vitro liquid, carrying out ultrasonic treatment and microwave treatment, then dropwise adding a certain amount of surfactant aqueous solution into the solution, carrying out stirring reaction for a certain time, taking out, centrifuging and cleaning the product, and then connecting hyaluronic acid to obtain the CT imaging and photothermal therapy sensitizer for the targeted tumor, so as to realize diagnosis and treatment integration.
The method combines a photo-thermal therapeutic agent and a radiotherapy sensitizer which are used for targeting tumors to carry out CT imaging by using the polyethylene glycol molybdenum sulfide @ silver nanosheets. The preparation method is simple, and the obtained product has good stability and can meet the requirements of clinical application.
Compared with the prior art, the invention has the following beneficial effects:
the invention has the advantages that the technical preparation method is simple, and the obtained product has good biocompatibility and is easy to metabolize.
The photothermal therapeutic agent and the radiotherapy sensitizer are combined for targeting the tumor to carry out CT imaging, so that the diagnosis and the treatment are combined, and the tumor is synergistically treated by combining the radiotherapy and the chemotherapy, so that the killing efficiency on the tumor part is greatly improved.
Detailed Description
The present invention will be described in detail with reference to specific examples. The following examples will assist those skilled in the art in further understanding the invention, but are not intended to limit the invention in any way. It should be noted that variations and modifications can be made by persons skilled in the art without departing from the spirit of the invention. All falling within the scope of the present invention.
In the examples, the ex vivo liquid selected is one or more of 1-butyl-3-methylimidazolium chloride ([ Bmim ] Cl), 1-butyl-3-methylimidazolium bromide ([ Bmim ] Br), 1-butyl-3-methylimidazolium hydrogen sulfate ([ Bmim ] HSO4), 1-butyl-3-methylimidazolium tetrafluoroborate ([ Bmim ] BF4), 1-butyl-3-ethylimidazolium chloride ([ Beim ] C1), 1-octyl-3-methylimidazolium chloride ([ Omim ] C1), and 1-butyl-3-methylimidazolium hexafluorophosphate ([ Bmim ] PF 6).
Example 1
A sensitizer for targeting tumor to carry out CT imaging and photothermal therapy is prepared by the following steps:
a. dissolving 5mg of molybdenum disulfide nano-flake and 10 mg of nano-silver particles in 12 ml of in-vitro liquid, then carrying out ultrasonic treatment for 10min, adding 8mg of lipoic acid polyethylene glycol carboxyl polymer (LA-PEG-COOH), and carrying out ultrasonic treatment for 5min to obtain a solution a;
b. dropwise adding 2.75mg of hexadecyl trimethyl ammonium bromide surfactant aqueous solution into the solution a, and heating for 10min under 1000W of microwave to obtain a solution b;
c. centrifuging the solution b at 6000rpm for 5min, washing with deionized water for 3 times, and dissolving the product in 8ml of deionized water to obtain solution c;
d. adding 20mg of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) and N-hydroxysuccinimide (NHS) into the solution c respectively, performing ultrasonic treatment for 20min, adding 20mg of Hyaluronic Acid (HA), magnetically stirring for 12 h, and centrifuging by using a 100KDa filter tube to remove unmodified materials and excessive macromolecules to obtain the product.
The CT intensity of the product is 674, and the temperature is raised to 63 ℃ for 1 minute under the laser irradiation of 808 nm.
Example 2
A sensitizer for targeting tumor to carry out CT imaging and photothermal therapy is prepared by the following steps:
a. dissolving 5mg of molybdenum disulfide nano-flake and 8mg of nano-silver particles in 12 ml of in-vitro liquid, performing ultrasonic treatment for 10min, adding 8mg of LA-PEG-COOH, and performing ultrasonic treatment for 5min to obtain a solution a;
b. then dropwise adding 2.75mg of sodium dodecyl benzene sulfonate aqueous solution into the solution a, and heating for 10min under 600W of microwave to obtain solution b;
c. centrifuging the b at 6000rpm for 5min, washing with deionized water for 3 times, and dissolving the product in 8ml of deionized water c;
d. respectively adding 20mg of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) and N-hydroxysuccinimide (NHS) into the mixture c, performing ultrasonic treatment for 20min, adding 20mg of Hyaluronic Acid (HA), magnetically stirring for 12 h, and centrifuging by using a 100KDa filter tube to remove unmodified materials and excessive macromolecules to obtain the product.
The CT intensity of the product is 465, and the temperature is raised to 45 ℃ in 1 minute under the laser irradiation of 808 nm.
Example 3
A sensitizer for targeting tumor to carry out CT imaging and photothermal therapy is prepared by the following steps:
a. dissolving 5mg of molybdenum disulfide nano-flake and 4mg of nano-silver particles in 12 ml of in-vitro liquid, performing ultrasonic treatment for 10min, adding 8mg of LA-PEG-COOH, and performing ultrasonic treatment for 5min to obtain a solution a;
b. then, dropwise adding 2.75mg of fatty alcohol-polyoxyethylene ether aqueous solution into the solution a, and heating for 5min under 1000W of microwave to obtain solution b;
c. centrifuging the b at 6000rpm for 5min, washing with deionized water for 3 times, and dissolving the product in 8ml of deionized water c;
d. respectively adding 20mg of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) and N-hydroxysuccinimide (NHS) into the mixture c, performing ultrasonic treatment for 20min, adding 20mg of Hyaluronic Acid (HA), magnetically stirring for 12 h, and centrifuging by using a 100KDa filter tube to remove unmodified materials and excessive macromolecules to obtain the product.
The CT intensity of the product was 347, and the temperature was raised to 71 ℃ for 1 minute under laser irradiation at 808 nm.
The foregoing description of specific embodiments of the present invention has been presented. It is to be understood that the present invention is not limited to the specific embodiments described above, and that various changes and modifications may be made by one skilled in the art within the scope of the appended claims without departing from the spirit of the invention.
Claims (4)
1. A preparation method of a sensitizer for targeting tumor to combine CT imaging and photothermal therapy is characterized by comprising the following steps:
a. dissolving 5mg of molybdenum disulfide nano-flake and 2-10 mg of nano-silver particles in 12 ml of in-vitro liquid, then carrying out ultrasonic treatment for 10min, adding 8mg of lipoic acid polyethylene glycol carboxyl polymer (LA-PEG-COOH), and carrying out ultrasonic treatment for 5min to obtain a solution a;
b. dropwise adding 2.75mg of surfactant aqueous solution into the solution a, and heating for 5-10min under the microwave of 500-1000W to obtain a solution b;
c. centrifuging the solution b at 6000rpm for 5min, washing with deionized water for 3 times, and dissolving the product in 8ml of deionized water to obtain solution c;
d. adding 20mg of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDC) and N-hydroxysuccinimide (NHS) into the solution c respectively, performing ultrasonic treatment for 20min, adding 20mg of Hyaluronic Acid (HA), magnetically stirring for 12 h, and centrifuging by using a 100KDa filter tube to remove unmodified materials and excessive macromolecules to obtain the product.
2. The method for preparing the sensitizer used for targeting tumor and combining CT imaging and photothermal therapy according to claim 1, wherein the silver nanoparticles are 5-20 nm.
3. The method for preparing the sensitizer used for tumor-targeted combined CT imaging and photothermal therapy according to claim 1, wherein the ex vivo liquid is one or more of 1-butyl-3-methylimidazolium chloride ([ Bmim ] Cl), 1-butyl-3-methylimidazolium bromide ([ Bmim ] Br), 1-butyl-3-methylimidazolium hydrogen sulfate ([ Bmim ] HSO4), 1-butyl-3-methylimidazolium tetrafluoroborate ([ Bmim ] BF4), 1-butyl-3-ethylimidazolium chloride ([ Beim ] C1), 1-octyl-3-methylimidazolium chloride ([ Omim ] C1), and 1-butyl-3-methylimidazolium hexafluorophosphate ([ Bmim ] PF 6).
4. The method of claim 1, wherein the surfactant is at least one of cetyltrimethylammonium bromide, dodecyltrimethylammonium bromide, dioctadecyldimethylammonium bromide, sodium lauryl sulfate, sodium lauryl sulfonate, tetrabutyl phenol, sodium dodecylbenzenesulfonate, polyethylene glycol octylphenyl ether, polyoxyethylene sorbitan monooleate, sorbitan monostearate, coconut oil fatty acid diethanolamide, fatty alcohol polyoxyethylene ether, and lauryl alcohol polyoxyethylene ether.
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