CN104587467B - ICG-encapsulated polymer-phospholipid nano-particles and preparation method thereof - Google Patents
ICG-encapsulated polymer-phospholipid nano-particles and preparation method thereof Download PDFInfo
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- CN104587467B CN104587467B CN201410837172.4A CN201410837172A CN104587467B CN 104587467 B CN104587467 B CN 104587467B CN 201410837172 A CN201410837172 A CN 201410837172A CN 104587467 B CN104587467 B CN 104587467B
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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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
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- A—HUMAN NECESSITIES
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- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
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Abstract
The invention provides an ICG-encapsulated polymer-phospholipid nanoparticle, which comprises an inner core and an outer shell, wherein the inner core is formed by coating a polymer on the surface of the ICG, the outer shell is phospholipid, the phospholipid is coated on the surface of the polymer, the polymer is polyglycolide-lactide or polylactic acid, and the ICG-encapsulated polymer-phospholipid nanoparticle is uniform in particle size and stable in property. The invention also provides a preparation method of the ICG-encapsulated polymer-phospholipid nanoparticles, the ICG-encapsulated polymer-phospholipid nanoparticles are prepared by adopting a one-step high-pressure homogenizing method, the preparation method is simple, and a large amount of ICG-encapsulated polymer-phospholipid nanoparticles can be prepared.
Description
Technical field
The present invention relates to pharmaceutical carrier field, and in particular to a kind of polymer-phospholipid nano particle for containing ICG and its system
Preparation Method.
Background technology
Polymer nano granules and nano liposomes can efficiently wrap up and transmit medicine for two class main flow nano-carriers of representative
Thing or gene etc., turn into the study hotspot of scientists from all over the world.Polymer nano granules have that drug encapsulation ability is strong, cell endocytic
The advantages that efficiency high, long circulation time in vivo.Nano liposomes possess biological safety is excellent, transmittability efficiently, prepare work
The characteristics such as skill is simple.The polymer-phospholipid nano particle that conjugated polymer and the respective advantage of phosphatide are prepared extensively should
Transmission for medicine.But existing polymer-phospholipid nanometer grain preparation method is mainly ultrasonic method and nanometer precipitation method,
The dosage of preparation is confined to the test dose of 1-3 milliliters, limits the industrialization process of polymer-phospholipid nano particle.
The content of the invention
To solve the above problems, the invention provides a kind of polymer-phospholipid nano particle for containing ICG and its preparation side
Method.The polymer-phospholipid nano particle that the present invention contains ICG is prepared using a step high-pressure homogenization, and preparation method is simple, can
Prepare heavy dose of polymer-phospholipid nano particle, solve polymer-phospholipid nano particle in the prior art prepare dosage compared with
The problem of small.
First aspect present invention provides the polymer-phospholipid nano particle that one kind contains ICG (indocyanine green), the bag
Carrying ICG polymer-phospholipid nano particle includes kernel and shell, and the kernel is formed by polymer overmold on ICG surfaces, institute
It is phosphatide to state shell, and the phosphatide is coated on the polymer surfaces, the polymer be poly (glycolide-co-lactide) (PLGA) or
PLA (PLA).
Preferably, the phosphatide be soybean lecithin, hydrogenated soy phosphatidyl choline, egg yolk lecithin, hydrogenated yolk lecithin,
At least one of phosphatidyl choline and phosphatidyl-ethanolamine.
Preferably, the polymer and the ICG mass ratio are 1:0.8-2.4, the quality of the phosphatide and the ICG
Than for 1:1-3.
Preferably, the particle diameter of the polymer-phospholipid nano particle for containing ICG is 20-300nm.
What first aspect present invention provided contain ICG polymer-phospholipid nano particle diameter is homogeneous, property is stable, put
Do not occur sedimentation, flocks phenomenon after putting 30 days, the polymer-phospholipid nano particle for containing ICG can be used for the targeting of tumour
Identification and photo-thermal therapy.
Second aspect of the present invention provides a kind of preparation method for the polymer-phospholipid nano particle for containing ICG, including with
Lower step：
(1) phosphatide and ICG are dissolved in solvent, obtain mixed solution, at 60 DEG C -90 DEG C, pressure 500-
Under the conditions of 1400bar, the mixed solution is subjected to primary emulsifying 1-5min, obtains emulsion；
(2) polymer solution is added dropwise into the emulsion, at 60 DEG C -90 DEG C, pressure is 500-1400bar conditions
Under, continue to emulsify 4-6min, form the solution containing the polymer-phospholipid nano particle for containing ICG, produce described containing containing
ICG polymer-phospholipid nano particle, the polymer-phospholipid nano particle for containing ICG includes kernel and shell, described
Kernel is formed by polymer overmold on ICG surfaces, and the shell is phosphatide, and the phosphatide is coated on the polymer surfaces, institute
It is poly (glycolide-co-lactide) (PLGA) or PLA (PLA) to state polymer.
Preferably, the phosphatide be soybean lecithin, hydrogenated soy phosphatidyl choline, egg yolk lecithin, hydrogenated yolk lecithin,
At least one of phosphatidyl choline, phosphatidyl-ethanolamine.
Preferably, the polymer and the ICG mass ratio are 1:0.8-2.4.
Preferably, the phosphatide and the ICG mass ratio are 1:1-3.
Preferably, the solvent is the ethanol water that mass concentration is 4%.
Preferably, in the mixed solution, the concentration of the phosphatide is 0.15-0.75mg/mL, and the concentration of the ICG is
0.2-1.5mg/mL。
Preferably, the molecular weight of the polymer is 5000-15000.
Preferably, the polymer is dissolved in second cyanogen or acetone and obtains the polymer solution.
Preferably, the concentration of the polymer solution is 1-5mg/mL.
Preferably, the volume of the solution containing the polymer-phospholipid nano particle for containing ICG is 50mL-1000mL.
Preferably, the particle diameter of the polymer-phospholipid nano particle for containing ICG is 20-300nm.
A kind of polymer-phospholipid nanometer grain preparation method for containing ICG that second aspect of the present invention provides, using a step
High-pressure homogenization prepares the polymer-phospholipid nano particle for containing ICG, simple to operate, and can prepare heavy dose contains ICG's
Polymer-phospholipid nano particle, basis, the nano particle grain of preparation are provided for the amplification production and clinical research of the nano particle
Footpath is homogeneous, property is stable.
To sum up, the beneficial effect of a kind of polymer-phospholipid nano particle for containing ICG provided by the invention and preparation method thereof
Fruit includes the following aspects：
1st, step high-pressure homogenization provided by the invention can prepare the polymer-phospholipid nanometer for containing ICG of heavy dose
Particle, basis is provided for the amplification production and clinical research of the nano particle.The preparation method is simple and easy to do, easy to operation to push away
Extensively.
2nd, it is described contain ICG polymer-phospholipid nano particle diameter it is homogeneous, property is stable, does not occur after placing 30 days
Sedimentation, flocks phenomenon.
Brief description of the drawings
Fig. 1 is the preparation process schematic diagram for the polymer-phospholipid nano particle that embodiment 1 contains ICG.
Embodiment
As described below is the preferred embodiment of the present invention, it is noted that for those skilled in the art
For, under the premise without departing from the principles of the invention, some improvements and modifications can also be made, these improvements and modifications are also considered as
Protection scope of the present invention.
Embodiment 1：
A kind of preparation method for the polymer-phospholipid nano particle for containing ICG, comprises the following steps：
(1) soybean lecithin and ICG are dissolved in the ethanol water that mass concentration is 4% and obtain mixed solution, mixed
The concentration of soybean lecithin is 0.15mg/mL in solution, and ICG concentration is 0.2mg/mL, cumulative volume 40mL；Mixed solution is protected
At a temperature of holding 90 DEG C, pressure is adjusted to 500bar, primary emulsifying 2min, obtains emulsion；
(2) the polymer P LGA that molecular weight is 5000 is dissolved in second cyanogen, obtains the PLGA solution that concentration is 1mg/mL, always
Volume is 10mL；PLGA solution is added dropwise into emulsion, temperature is kept for 90 DEG C, and pressure keeps 500bar, continues to emulsify 4min, shape
Contain the solution for the PLGA- phosphatide nano particles for containing ICG into 50mL, produce the PLGA- phosphatide nano particles for containing ICG.
Fig. 1 is the preparation process schematic diagram for the polymer-phospholipid nano particle that embodiment 1 contains ICG, can from Fig. 1
Go out, carried out after soybean lecithin 1 and ICG 2 are mixed it is primary emulsifying, then add polymer 3 continue to emulsify, obtain containing ICG
PLGA- phosphatide nano particle 4, the polymer-phospholipid nano particle for containing ICG includes kernel and shell, and kernel is by polymerizeing
Thing 3 is coated on the surfaces of ICG 2 and formed, and shell is phosphatidase 1, and soybean lecithin 1 is coated on the surface of polymer 3.
It is 20-300nm by particle size analyzer determination nano particle diameter.This is contained to the PLGA- phosphatide nanometers for containing ICG
The solution of grain does not occur sedimentation, flocks phenomenon after placing 30 days, 30 days, illustrate the PLGA- phosphorus for containing ICG with core shell structure
Fat nano particle property is relatively stable.
Embodiment 2：
A kind of preparation method for the polymer-phospholipid nano particle for containing ICG, comprises the following steps：
(1) soybean lecithin and ICG are dissolved in the ethanol water that mass concentration is 4% and obtain mixed solution, mixed
The concentration range of soybean lecithin is 0.75mg/mL in solution, and ICG concentration is 1.5mg/mL, cumulative volume 40mL；It will mix molten
At a temperature of liquid is kept for 60 DEG C, pressure is adjusted to 1400bar, primary emulsifying 2min, obtains emulsion；
(2) the polymer P LGA that molecular weight is 15000 is dissolved in second cyanogen, obtains the PLGA solution that concentration is 5mg/mL,
Cumulative volume is 10mL；PLGA solution is added dropwise into emulsion, temperature is kept for 60 DEG C, and pressure keeps 1400bar, continues to emulsify
6min, the solution that 50mL contains the PLGA- phosphatide nano particles for containing ICG is formed, produces the PLGA- phosphatide nanometers for containing ICG
Particle.It is 20-300nm by particle size analyzer determination grain diameter.The polymer-phospholipid nano particle for containing ICG includes kernel
And shell, kernel are coated on ICG surfaces by polymer P LGA and formed, shell is soybean lecithin, and soybean lecithin is coated on poly-
Compound surface.
Embodiment 3：
A kind of preparation method for the polymer-phospholipid nano particle for containing ICG, comprises the following steps：
(1) soybean lecithin and ICG are dissolved in the ethanol water that mass concentration is 4% and obtain mixed solution, mixed
The concentration of soybean lecithin is 0.15mg/mL in solution, and ICG concentration is 0.2mg/mL, cumulative volume 800mL；By mixed solution
At a temperature of being kept for 80 DEG C, pressure is adjusted to 500bar, primary emulsifying 2min, obtains emulsion；
(2) the polymer P LGA that molecular weight is 10000 is dissolved in second cyanogen, obtains the PLGA solution that concentration is 1mg/mL,
Cumulative volume is 200mL；PLGA solution is added dropwise into emulsion, temperature is kept for 80 DEG C, and pressure keeps 500bar, continues to emulsify
4min, form 1000mL and contain the solution of the PLGA- phosphatide nano particles for containing ICG, produce and contain ICG PLGA- phosphatide and receive
Rice grain.It is 20-300nm by particle size analyzer determination grain diameter.The polymer-phospholipid nano particle for containing ICG includes interior
Core and shell, kernel are coated on ICG surfaces by polymer P LGA and formed, and shell is soybean lecithin, and soybean lecithin is coated on
Polymer surfaces.
Embodiment 4：
A kind of preparation method for the polymer-phospholipid nano particle for containing ICG, comprises the following steps：
(1) soybean lecithin and ICG are dissolved in mass concentration to obtain mixed solution in 4% ethanol water, mixed molten
The concentration of soybean lecithin is 0.75mg/mL in liquid, and ICG concentration is 1.5mg/mL, cumulative volume 800mL；Mixed solution is protected
At a temperature of holding 90 DEG C, pressure is adjusted to 1400bar, primary emulsifying 1min；Obtain emulsion；
(2) the polymer P LGA that molecular weight is 15000 is dissolved in second cyanogen, obtains the PLGA solution that concentration is 5mg/ml,
Cumulative volume is 200mL；PLGA solution is added dropwise into emulsion, temperature is kept for 90 DEG C, and pressure keeps 1400bar, continues to emulsify
6min, form 1000mL and contain the solution of the PLGA- phosphatide nano particles for containing ICG, produce and contain ICG PLGA- phosphatide and receive
Rice grain.It is 20-300nm by particle size analyzer determination grain diameter.The polymer-phospholipid nano particle for containing ICG includes interior
Core and shell, kernel are coated on ICG surfaces by polymer P LGA and formed, and shell is soybean lecithin, and soybean lecithin is coated on
Polymer surfaces.
Embodiment 5：
A kind of preparation method for the polymer-phospholipid nano particle for containing ICG, comprises the following steps：
(1) soybean lecithin and ICG are dissolved in mass concentration to obtain mixed solution in 4% ethanol water, mixed molten
The concentration of soybean lecithin is 0.5mg/mL in liquid, and ICG concentration is 1.5mg/mL, cumulative volume 800mL；Mixed solution is kept
At a temperature of 60 DEG C, pressure is adjusted to 800bar, primary emulsifying 5min, obtains emulsion；
(2) the polymer P LGA that molecular weight is 15000 is dissolved in second cyanogen, it is molten obtains the PLGA that concentration is 2.5mg/mL
Liquid, cumulative volume 200mL；PLGA solution is added dropwise into emulsion, temperature is kept for 60 DEG C, and pressure keeps 800bar, continues to emulsify
4min, form 1000mL and contain the PLGA- phosphatide nano particles for containing ICG, produce the PLGA- phosphatide nano particles for containing ICG.
It is 20-300nm by particle size analyzer determination grain diameter.The polymer-phospholipid nano particle for containing ICG includes kernel and outer
Shell, kernel are coated on ICG surfaces by polymer P LGA and formed, and shell is soybean lecithin, and soybean lecithin is coated on polymer
Surface.
Embodiment 6：
A kind of preparation method for the polymer-phospholipid nano particle for containing ICG, comprises the following steps：
(1) soybean lecithin and ICG are dissolved in mass concentration to obtain mixed solution in 4% ethanol water, mixed molten
The concentration of soybean lecithin is 0.5mg/mL in liquid, and ICG concentration is 1.5mg/mL, cumulative volume 40mL；Mixed solution is kept
At a temperature of 90 DEG C, pressure is adjusted to 800bar, primary emulsifying 2min；Obtain emulsion；
(2) the polymer P LA that molecular weight is 15000 is dissolved in second cyanogen, obtains the PLA solution that concentration is 2.5mg/mL,
Cumulative volume is 10mL；PLA solution is added dropwise into primary emulsifying liquid, temperature is kept for 90 DEG C, and pressure keeps 800bar, continues to emulsify
6min, the 50mL solution containing the PLA- phosphatide nano particles for containing ICG is formed, produces the PLA- phosphatide nanometers for containing ICG
Particle.It is 20-300nm by particle size analyzer determination grain diameter.The polymer-phospholipid nano particle for containing ICG includes kernel
And shell, kernel are coated on ICG surfaces by polymer P LA and formed, shell is soybean lecithin, and soybean lecithin is coated on polymerization
Thing surface.
Embodiment described above only expresses the several embodiments of the present invention, and its description is more specific and detailed, but simultaneously
Therefore the limitation to the scope of the claims of the present invention can not be interpreted as.It should be pointed out that for one of ordinary skill in the art
For, without departing from the inventive concept of the premise, various modifications and improvements can be made, these belong to the guarantor of the present invention
Protect scope.Therefore, the protection domain of patent of the present invention should be determined by the appended claims.
Claims (7)
1. a kind of preparation method for the polymer-phospholipid nano particle for containing ICG, it is characterised in that comprise the following steps：
(1) phosphatide and ICG are dissolved in solvent, obtain mixed solution；At 60 DEG C -90 DEG C, pressure is 500-1400bar bars
Under part, the mixed solution is subjected to primary emulsifying 1-5min, obtains emulsion；The mass ratio of the phosphatide and the ICG is
1:1-3；The concentration of the phosphatide is 0.15-0.75mg/mL, and the concentration of the ICG is 0.2-1.5mg/mL；
(2) polymer solution is added dropwise into the emulsion, at 60 DEG C -90 DEG C, under the conditions of pressure is 500-1400bar, after
Continuous emulsification 4-6min, the solution containing the polymer-phospholipid nano particle for containing ICG that volume is 50mL-1000mL is formed, i.e.,
It is described containing the polymer-phospholipid nano particle for containing ICG, the polymer and the ICG mass ratio are 1:0.8-
2.4, the polymer-phospholipid nano particle for containing ICG includes kernel and shell, and the kernel is by polymer overmold in ICG
Surface is formed, and the shell is phosphatide, and the phosphatide is coated on the polymer surfaces, and the polymer is that PGA third is handed over
Ester or PLA.
2. the preparation method of nano particle as claimed in claim 1, it is characterised in that the phosphatide is soybean lecithin, hydrogen
Change at least one of soybean lecithin, egg yolk lecithin, hydrogenated yolk lecithin, phosphatidyl choline and phosphatidyl-ethanolamine.
3. the preparation method of nano particle as claimed in claim 1, it is characterised in that the concentration of the polymer solution is 1-
5mg/mL。
4. the preparation method of nano particle as claimed in claim 1, it is characterised in that the polymer-phospholipid for containing ICG
The particle diameter of nano particle is 20-300nm.
5. a kind of polymer-phospholipid nano particle for containing ICG, it is characterised in that the polymer-phospholipid for containing ICG is received
Rice grain is is made according to the method described in claim any one of 1-4, the polymer-phospholipid nano particle for containing ICG
Including kernel and shell, the kernel is formed by polymer overmold on ICG surfaces, and the shell is phosphatide, the phosphatide cladding
In the polymer surfaces, the polymer is poly (glycolide-co-lactide) or PLA.
6. nano particle as claimed in claim 5, it is characterised in that the phosphatide is soybean lecithin, hydrogenated soybean lecithin
At least one of fat, egg yolk lecithin, hydrogenated yolk lecithin, phosphatidyl choline and phosphatidyl-ethanolamine.
7. nano particle as claimed in claim 5, it is characterised in that the polymer-phospholipid nano particle for containing ICG
Particle diameter is 20-300nm.
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| CN201410837172.4A CN104587467B (en) | 2014-12-26 | 2014-12-26 | ICG-encapsulated polymer-phospholipid nano-particles and preparation method thereof |
| PCT/CN2015/098050 WO2016101854A1 (en) | 2014-12-26 | 2015-12-21 | Icg-encapsulated polymer-phospholipid nanoparticle and preparation method therefor |
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| CN103239729A (en) * | 2013-04-27 | 2013-08-14 | 深圳先进技术研究院 | Nano-carrier containing hyperbranched polymer and phospholipids as well as preparation method and application for same |
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| CN103861123A (en) * | 2012-12-17 | 2014-06-18 | 中国科学院深圳先进技术研究院 | Diagnosis-treatment integrated nanometer material, diagnosis-treatment integrated nanometer preparation and preparation method of nanometer preparation |
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Non-Patent Citations (2)
| Title |
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| Improving drug accumulation and photothermal efficacy in tumor depending on size of ICG loaded lipid-polymer nanoparticles;Pengfei Zhao et al.;《Biomaterials》;20140426;第35卷;第6037-6046页 * |
| Single-Step Assembly of DOX/ICG Loaded Lipid-Polymer Nanoparticles for Highly Effective Chemo-photothermal Combination Therapy;Mingbin Zheng et al.;《ACSNANO》;20130215;第7卷(第3期);第2056-2067页 * |
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