CN109953972A - Based on coated breast cancer targeted nano granule of macrophage membrane and preparation method thereof - Google Patents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/337—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having four-membered rings, e.g. taxol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5107—Excipients; Inactive ingredients
- A61K9/513—Organic macromolecular compounds; Dendrimers
- A61K9/5146—Organic macromolecular compounds; Dendrimers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyamines, polyanhydrides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5107—Excipients; Inactive ingredients
- A61K9/5176—Compounds of unknown constitution, e.g. material from plants or animals
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Abstract
The invention belongs to field of pharmaceutical preparations, are related to a kind of breast cancer targeted nano granule and preparation method thereof based on the coated paclitaxel loaded of macrophage membrane.The nanoparticle of the coated paclitaxel loaded of macrophage membrane of the invention waits the administration nano-drug administration system that paclitaxel loaded is made by taxol, macrophage membrane, amphiphilic macromolecule material and injection solvent.The present invention is coated with drug-carrying nanometer particle using macrophage membrane, and good biocompatibility, preparation method is simple, and nanoparticle particle diameter distribution is uniform.By macrophage membrane surface biomolecules initiative recognition tumour cell, the active recruitment containing drug carrier to tumor region is effectively improved, increases the delay in tumor tissues and the controllability of realization drug release, to improve the antitumor curative effect of drug.
Description
Technical field
The invention belongs to field of pharmaceutical preparations, and in particular to a kind of cream based on the coated paclitaxel loaded of macrophage membrane
Gland cancer targeted nano granule and preparation method thereof.
Background technique
It is one of China's women disease incidence, the highest cancer of lethality, annual China's cream prior art discloses breast cancer
Gland cancer newly sends out quantity and The dead quantity and accounts for global 12.2% and 9.6% respectively, also there is morbidity in male, seriously affects state
People's Health and Living quality.In clinical practice, the common treatment means of breast cancer include operation excision, radiation and chemotherapy.But by
High in the metastasis degree of triple negative breast cancer to bone, liver, lung, prognosis is poor, and operation can not cut off completely malignant tissue, and by
In the limitation that current breast cancer parting and Molecular screening are not popularized, the use of molecular targeted agents fails to become mainstream.Therefore thin
Born of the same parents' cytotoxic chemotherapeutic drugs are still the main means of the current clinical treatment disease.Taxanes drug is as tubulin depolymerization
Inhibitor, the first-line drug treated for clinical application in triple negative breast cancer.However, there are poor solubilities, targeting for the drug
Low disadvantage.Water solubility is low to cause administration difficult, and the solubilization method that presently commercially available formulation for paclitaxel uses is addition solubilizer second
Alcohol and Emulsifier EL-60, both ingredients are easy to induce body health organ inflammation after multiple dosing；Targeting is low to be led
Drug is caused to be unable to specific recognition and be gathered in lesions position, therapeutic effect, which reduces and easily generates serious poison pair to body, to be made
With.Therefore, design and building are capable of the drug-loading system of specific recognition tumor tissues and increase drug and accumulate in tumor locus, right
The treatment of triple negative breast cancer plays a crucial role.
In recent years, administration nano-drug administration system appears in the newspapers repeatly for the research of tumour medicine delivery system.By using natural or
Artificial synthesized ligand modified administration nano-drug administration system, can body circulation pass through tumor tissues when tumor cell surface
Ligands specific, thus improve nano-carrier targeting and chemotherapeutics delivering accuracy.Receptor-used at present is matched
System system mainly includes antibody, polypeptide, protein, small molecule compound, aptamers etc..It is situated between however, being combined by receptor-ligand
The cancer target led is dependent on the factors in receptor-ligand cohesive process, such as ligand concentration, in conjunction with conformation, medium pH
Deng ligand modified nano-carrier needs to rely on the stabilization for keeping permanent in body circulation to increase by tumor tissues, in turn
Receptor-mediated cell endocytic occurs.In order to increase active recruitment of the administration nano-drug administration system to tumor tissues, biomembrane coating by
Gradually become a kind of good preparation means, used biological film such as erythrocyte membrane, Polymorphonuclear Leukocytes Membrane, stem cell membrane, tumour cell
Film etc..However, traditional biomembrane coating administration nano-drug administration system is due to lacking releasing mechanism, when raising or glue by different mechanism
After investing tumor tissues, contains drug and be difficult to quick release and absorbed by tumour cell.Therefore, it is necessary to develop one kind to have control
Release the biomembrane coating administration nano-drug administration system of function.
Status based on the prior art, the quasi- one kind that provides of present inventor is based on the coated loading purple of macrophage membrane
Breast cancer targeted nano granule of China fir alcohol and preparation method thereof.
Summary of the invention
It is a kind of using natural huge it is an object of the invention to solve the above problems existing in the prior art, provide
The coated nanoparticle of phagocyte film, contains insoluble drug, by the endogenous biological macromolecular of macrophage film surface in body
It is interior that the chemotactic factor (CF) of tumor region release, the initiative recognition of signaling molecule are acted on, it recruits to tumor region, to increase drug
In the accumulation of tumor tissues, accelerates quick release of the preparation in tumour cell, play antitumor curative effect.
The present invention prepares drug-carrying nanometer particle using macrophage membrane coating high molecular material, passes through the chronic inflammation of tumor tissues
The chemotactic factor (CF) of disease pathological characters release and the interaction of biomacromolecules of macrophage film surface, recruit macrophage membrane packet
The nanoparticle of quilt increases carrying medicine in the accumulation of tumour to tumor tissues active recruitment；Meanwhile the present invention uses special height
The coated nanoparticle of the modified poly- β amino ester preparation institute of molecular material, has pH response characteristic, in the slightly sour environment of tumor tissues
PH variation can be responded, simulation nanoparticle endosome escape process deviates from the coating of macrophage membrane, is discharged into tumor tissues part
In microenvironment, accelerate by the intake of tumour cell, to improve contained drug to the killing ability of tumour, improves therapeutic effect.
Specifically, the present invention provides a kind of coated nanoparticle systems of macrophage membrane for loading insoluble anti-tumor medicament
Agent comprising macrophage membrane, medicine-carrying polymer material and injection solvent, the nanometer formulation load insoluble drug；It is described to receive
The partial size of the grain of rice is 50~500nm.
In the present invention, the insoluble anti-tumor medicament is taxol.
In the present invention, the macrophage membrane is to extract from SD rat, C57 mouse, in Balb/c mouse and Nude mouse
At least one.
In the present invention, the high molecular material is modified poly- beta-amino ester, polyethylene glycol amino acid copolymer, gathers
Ethylene glycol-copolymer of poly lactic acid, polyethylene glycol glycolide-polylactide co polymer at least one.
The present invention provides a kind of preparation methods of macrophage membrane coating nanoparticle, comprising the following steps:
(1) the high molecular material n,N-Dimethylformamide solution that volume mass concentration is 10~400mg/mL is prepared, is added
Enter taxol raw medicine, the taxol quality is 0.001~0.1 times of added high molecular material, and the high molecular material is to change
The poly- beta-amino ester of property, polyethylene glycol amino acid copolymer, polyethylene glycol-polylactic acid copolymer, polyethylene glycol glycolide-
Polylactide co polymer etc.；
(2) by the poly- beta-amino ester taxol n,N-Dimethylformamide solution of the modification of step (1), in the item quickly stirred
It is slowly added dropwise from eminence to injection solvent under part, it is saturating using injection solvent after being stirred 5~120 minutes under conditions of 0~50 DEG C
12~48h is analysed, the nanoparticle of paclitaxel loaded is obtained.
(3) peritoneal macrophage is extracted, 1~1.5mL of thioglycolate broth of mouse peritoneal injection 4% is put to death after 3 days
Mouse, whole body immerse 75% ethanol disinfection, inject 5mL culture medium by several times and extract peritoneal macrophage, the cell after extraction is 37
℃.5%CO2Under conditions of cultivate；
(4) gained macrophage in scraping (3), liquid nitrogen multigelation 3~5 times, is cleaned, and cell membrane is extracted in centrifugation.It uses
The nanoparticle of step (2) is mixed with cell membrane material, uses outfit 400nm, the high pressure nano extruder of 200nm or 100nm filter membrane
It pushes 10~50 times repeatedly, obtains the nano particle preparations of the coated paclitaxel loaded of macrophage membrane.
Advantages of the present invention and effect:
1, camouflage is formed using macrophage membrane coating nanoparticle, the knowledge by its surface biomacromolecule to tumour cell
Response function other and to tumor region signaling molecule, can actively recruit to tumor tissues, increase and be detained, while swollen
Rapid delivery of pharmaceuticals in oncocyte, the preparation process simple possible, partial size branch are uniform.
2, using the poly- beta-amino ester nano particle of the coated modification of macrophage membrane, partial size is 50~500nm, injects body
Blood circulation keeps stablizing afterwards, actively recruits rapid accumulation in tumour, in tumor tissues gap pH ring by macrophage membrane
In border, cell membrane crust is burst by the expansion of nanoparticle, therapeutic agent carrier is effectively delivered to tumour cell, is improved
The antitumor curative effect of drug.
Detailed description of the invention
Fig. 1 is the preparation method route map of the coated nanoparticle of macrophage membrane of paclitaxel loaded.
Fig. 2 is the grain size distribution and microscope photo of the coated nanoparticle of macrophage membrane of paclitaxel loaded,
In, A is the grain size distribution of nanoparticle, and B is the microscope photo of nanoparticle.
Fig. 3 is the release in vitro behavior figure of the coated nanoparticle of macrophage membrane of paclitaxel loaded.
Fig. 4 is the tissue distribution patterns such as conscience spleen and lung nephroncus after lotus knurl tail vein injection difference nano particle.
Fig. 5 is the tumor locus fluorogram after mouse tail vein injection difference fluorescent marker nano particle different time,
Middle A is living body photo, and B is in vitro tissue photo, and the 3D of the coated nanoparticle group of the macrophage membrane that C is simulates photo.
Specific embodiment
The following describes the present invention in detail with reference to examples.
Embodiment 1: the macrophage membrane of paclitaxel loaded is coated with nanoparticle formulations, and preparation method is as shown in Figure 1, packet
Include following steps:
(1) the polyethylene glycol amino acid N that volume mass concentration is 10mg/mL, dinethylformamide solution 50 are prepared
0.1mg taxol raw medicine is added in μ L, mediates and mixes to being completely dissolved, is centrifuged liquid collecting；
(2) by the poly- beta-amino ester taxol n,N-Dimethylformamide solution of the modification of step (1), in the item quickly stirred
Under part from eminence be slowly added dropwise to injection solvent, after stir 15 minutes under conditions of 25 DEG C, using injection solvent dialysis 48h,
Obtain the nanoparticle of paclitaxel loaded.
(3) peritoneal macrophage, the thioglycolate broth 1mL of 25g male mice intraperitoneal injection 4%, after 3 days are extracted
Dead mouse, whole body immerse 75% ethanol disinfection, inject 5mL culture medium in two times and extract peritoneal macrophage, the cell after extraction
At 37 DEG C.5%CO2Under conditions of cultivate；
(4) gained macrophage in scraping (3), liquid nitrogen multigelation 5 times, is cleaned, and cell membrane is extracted in centrifugation.Use step
Suddenly the nanoparticle of (2) is mixed with cell membrane material, and using 400nm is equipped with, the high pressure nano extruder of 100nm filter membrane successively pushes away repeatedly
It squeezes 20 times, obtains the nano particle preparations of the coated paclitaxel loaded of macrophage membrane.
It is spherical vesica, partial size by the coated paclitaxel loaded nanoparticle of macrophage membrane that the above method is successfully prepared
It is evenly distributed, average grain diameter is 300nm or so (as shown in Figure 2).
Embodiment 2: the pH sensitivity macrophage membrane of paclitaxel loaded is coated with nanoparticle formulations
(1) the poly- 50 μ L of beta-amino ester n,N-Dimethylformamide solution of modification that volume mass concentration is 10mg/mL is prepared,
0.2mg taxol raw medicine is added, mediates and mixes to being completely dissolved, be centrifuged liquid collecting；
(2) by the poly- beta-amino ester taxol n,N-Dimethylformamide solution of the modification of step (1), in the item quickly stirred
Under part from eminence be slowly added dropwise to injection solvent, after stir 30 minutes under conditions of 20 DEG C, using injection solvent dialysis 12h,
Obtain the nanoparticle of paclitaxel loaded；
(3) peritoneal macrophage, the thioglycolate broth 1mL of 25g male mice intraperitoneal injection 4%, after 3 days are extracted
Dead mouse, whole body immerse 75% ethanol disinfection, inject 5mL culture medium in two times and extract peritoneal macrophage, the cell after extraction
At 37 DEG C.5%CO2Under conditions of cultivate；
(4) gained macrophage in scraping (3), liquid nitrogen multigelation 5 times, is cleaned, and cell membrane is extracted in centrifugation.Use step
Suddenly the nanoparticle of (2) is mixed with cell membrane material, and using 400m is equipped with, the high pressure nano extruder of 100m filter membrane is successively pushed repeatedly
20 times, obtain the nano particle preparations of the coated paclitaxel loaded of macrophage membrane；
Nanoparticle is coated with by the macrophage membrane that extracorporeal releasing experiment prepares it and carries out release behavior investigation, by dynamic
Nanoparticle partial size under different dissolution mediums is investigated in the scattering of state light, as the result is shown when dissolution medium pH is dropped to by 7.4
6.5, since nanoparticle partial size increases, causes macrophage membrane crust to rupture, can release drug-carrying nanometer particle, as dissolution medium pH
5.0 are dropped to, nanoparticle scatters, and without effective grain size in 10-400nm scale, accumulative release amount of medicine is dramatically increased, and illustrates this
Macrophage membrane is coated with nanoparticle tool to the characteristic (as shown in Figure 4) of the slightly sour environmental response of tumor tissues；By giving lotus knurl model
Caudal vein gives pharmaceutical preparation, investigates it in the tissue amount of saving of the organs such as tumour, the heart, liver, spleen, lung, kidney, huge as the result is shown
Phagocyte film coating nanoparticle significantly increases drug in the accumulation of tumor locus, improves taxol in the intracorporal life of mice with tumor
Object is distributed (as shown in Figure 5).
Embodiment 3: the macrophage membrane coating nanoparticle formulations of near-infrared probe label are prepared
(1) the poly- 50 μ L of beta-amino ester n,N-Dimethylformamide solution of modification that volume mass concentration is 10mg/mL is prepared,
10 μ g near-infrared probes are added, mediates and mixes to being completely dissolved, be centrifuged liquid collecting；
(2) it by the poly- beta-amino ester near-infrared probe n,N-Dimethylformamide solution of the modification of step (1), is quickly stirring
Under conditions of from eminence be slowly added dropwise to injection solvent, after stir 30 minutes under conditions of 20 DEG C, use injection solvent dialysis
For 24 hours, obtain loading the nanoparticle of near-infrared probe；
(3) peritoneal macrophage, the thioglycolate broth 1mL of 25g male mice intraperitoneal injection 4%, after 3 days are extracted
Dead mouse, whole body immerse 75% ethanol disinfection, inject 5mL culture medium in two times and extract peritoneal macrophage, the cell after extraction
At 37 DEG C.5%CO2Under conditions of cultivate；
(4) gained macrophage in scraping (3), liquid nitrogen multigelation 5 times, is cleaned, and cell membrane is extracted in centrifugation.Use step
Suddenly the nanoparticle of (2) is mixed with cell membrane material, and using 400m is equipped with, the high pressure nano extruder of 100m filter membrane is successively pushed repeatedly
20 times, obtain the nano particle preparations of the coated paclitaxel loaded of macrophage membrane.
By marking macrophage membrane to be coated with nanoparticle to mouse tail vein injection near-infrared probe, in tumor tissues
There is significant accumulation (as shown in Figure 6).
Claims (6)
1. a kind of breast cancer targeted nano particle of paclitaxel loaded, which is characterized in that said preparation is by taxol, macrophage
Film, high molecular material, and injection solvent, wait the administration nano-drug administration system that paclitaxel loaded is made；The wherein macromolecule material
Material concentration is 0.5~400mg/mL, and paclitaxel concentration is 0.05~40mg/mL, and the mass ratio of taxol and high molecular material is 1
: 5~1: 20, the macrophage dosage for extracting membrane material is that every 10mg high molecular material uses 1 × 106~2 × 107Cell extraction
Cell membrane material.
2. the breast cancer targeted nano particle of paclitaxel loaded according to claim 1, which is characterized in that
The macromolecule is total including modified poly- beta-amino ester, polyethylene glycol amino acid copolymer, polyethylene glycol-polylactic acid
Polymers, polyethylene glycol glycolide-polylactide.
3. the breast cancer targeted nano particle of paclitaxel loaded according to claim 1, which is characterized in that the macrophage is thin
After birth is by SD rat, C57 mouse, at least one of Balb/c mouse and Nude mouse, by giving thioglycolate salt in advance
Meat soup stimulation is extracted behind abdominal cavity.
4. the breast cancer targeted nano particle of paclitaxel loaded according to claim 1, which is characterized in that can be in pH 6.5
Deviate from coated macrophage membrane.
5. the breast cancer targeted nano particle of paclitaxel loaded according to claim 1, which is characterized in that the injection is molten
Matchmaker has water for injection or physiological saline.
6. the preparation method of the breast cancer targeted nano particle of paclitaxel loaded according to claim 1, which is characterized in that its
Comprising steps of
(1) the high molecular material n,N-Dimethylformamide solution that volume mass concentration is 10~400mg/mL is prepared, is added purple
China fir alcohol raw medicine, the taxol quality are 0.001~0.1 times of added high molecular material, and the high molecular material is modified poly-
Beta-amino ester, polyethylene glycol amino acid copolymer, polyethylene glycol-polylactic acid copolymer, polyethylene glycol glycolide-poly- third
Lactide copolymers；
(2) by the poly- beta-amino ester taxol n,N-Dimethylformamide solution of the modification of step (1), under rapid stirring
It is slowly added dropwise from eminence to injection solvent, after stirring 5~120 minutes under conditions of 0~50 DEG C, uses injection solvent dialysis 12
~48h obtains the nanoparticle of paclitaxel loaded；
(3) peritoneal macrophage is extracted, 1~1.5mL of thioglycolate broth of mouse peritoneal injection 4% is put to death small after 3 days
Mouse, whole body immerse 75% ethanol disinfection, inject 5mL culture medium by several times and extract peritoneal macrophage, the cell after extraction is at 37 DEG C.
5%CO2Under conditions of cultivate；
(4) gained macrophage in scraping (3), liquid nitrogen multigelation 3~5 times, is cleaned, and cell membrane is extracted in centrifugation.Use step
(2) nanoparticle is mixed with cell membrane material, and using 400nm is equipped with, the high pressure nano extruder of 200nm or 100nm filter membrane is repeatedly
It pushes 10~50 times, obtains the nano particle preparations of the coated paclitaxel loaded of macrophage membrane.
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| CN110711249A (en) * | 2019-09-19 | 2020-01-21 | 北京化工大学 | Preparation method of lysosome membrane-coated nanoparticles |
| CN110859817A (en) * | 2019-11-27 | 2020-03-06 | 深圳先进技术研究院 | Nanoparticle drug delivery system and preparation method and application thereof |
| CN111603454A (en) * | 2020-06-08 | 2020-09-01 | 上海交通大学医学院附属第九人民医院 | Multi-targeting fusion cell membrane modified bionic nano delivery system and preparation method and application thereof |
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| CN111603454A (en) * | 2020-06-08 | 2020-09-01 | 上海交通大学医学院附属第九人民医院 | Multi-targeting fusion cell membrane modified bionic nano delivery system and preparation method and application thereof |
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| CN111647952A (en) * | 2020-06-24 | 2020-09-11 | 苏州大学 | Preparation method and application of cell membrane-coated nano topological structure array |
| CN111647952B (en) * | 2020-06-24 | 2023-03-07 | 苏州大学 | Preparation method and application of cell membrane-coated nano topological structure array |
| CN111925448A (en) * | 2020-08-03 | 2020-11-13 | 山东大学 | Preparation method of in vivo-generated CAR-macrophage and application of in vivo-generated CAR-macrophage in tumor immunotherapy |
| CN112807287A (en) * | 2021-01-08 | 2021-05-18 | 长春市儿童医院 | Tumor targeting preparation with pH response drug release and preparation method thereof |
| CN113456613A (en) * | 2021-07-07 | 2021-10-01 | 中山大学 | Construction and application of near-infrared light activated macrophage-nano prodrug targeted drug delivery system |
| CN113456613B (en) * | 2021-07-07 | 2023-03-10 | 中山大学 | Construction and application of near-infrared light activated macrophage-nano prodrug targeted drug delivery system |
| CN113663087A (en) * | 2021-08-23 | 2021-11-19 | 浙江大学 | Gene editing prodrug system for treating colitis and application thereof |
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| CN115089561A (en) * | 2022-06-16 | 2022-09-23 | 浙江大学医学院附属第一医院 | Cell membrane coated prodrug nanoparticle, preparation method and application |
| CN115089561B (en) * | 2022-06-16 | 2023-09-22 | 浙江大学医学院附属第一医院 | Prodrug nanoparticle coated by cell membrane, preparation method and application |
| CN115444834A (en) * | 2022-09-24 | 2022-12-09 | 重庆医科大学 | Fusion cell membrane coated uricase and superparamagnetic iron oxide nanoenzyme lipid nanoparticle and preparation method thereof |
| CN115444834B (en) * | 2022-09-24 | 2023-07-14 | 重庆医科大学 | Fusion cell membrane coated uricase and superparamagnetism ferric oxide nano enzyme lipid nanoparticle and preparation method thereof |
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