CN107375217A - A kind of calcium carbonate (poly ornithine/fucosan)4Self assembly carrier and preparation method - Google Patents
A kind of calcium carbonate (poly ornithine/fucosan)4Self assembly carrier and preparation method Download PDFInfo
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- CN107375217A CN107375217A CN201710495568.9A CN201710495568A CN107375217A CN 107375217 A CN107375217 A CN 107375217A CN 201710495568 A CN201710495568 A CN 201710495568A CN 107375217 A CN107375217 A CN 107375217A
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- 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
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/167—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction with an outer layer or coating comprising drug; with chemically bound drugs or non-active substances on their surface
- A61K9/1676—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction with an outer layer or coating comprising drug; with chemically bound drugs or non-active substances on their surface having a drug-free core with discrete complete coating layer containing drug
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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
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- 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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- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
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- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
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Abstract
The present invention discloses a kind of CaCO3‑(PLO/Fucoidan)4Self assembly carrier and preparation method.First pass through coprecipitation and prepare the good calcium carbonate microspheres of biocompatibility, the growth of calcium carbonate microspheres is controlled using carboxymethyl chitosan；On the surface of calcium carbonate microspheres, to prepare LbL microballoons, i.e. a kind of CaCO of the present invention with nutrition and pharmacological effect and degradable polyelectrolyte poly ornithine and fucosan layer assembly3‑(PLO/Fucoidan)4Self assembly carrier.The preparation method combines coprecipitation and LbL technologies, and technique is simple, easy to operate, it is not necessary to using complicated instrument and equipment, solves prominent the problems such as releasing in carrier organism poor compatibility and insoluble drug release.This LbL microballoon being prepared is in coreshell type structure, it is possible to increase the adsorbance of medicine, reduces the simple toxic side effect for using medicine, can significantly slow the rate of release of medicine.
Description
Technical field
The present invention relates to a kind of calcium carbonate-(poly ornithine/fucosan)4Self assembly carrier and preparation method thereof.
Background technology
With the further investigation of Drug Carrier Systems and the continuous development of surface modification technology, surface modification in recent years
Drug Carrier Systems turn into the emphasis of research.In disease treatment, pharmaceutical carrier enters may be due to adhesion protein in animal body
And deposit or swallowed by immunocyte and lead to not play effect, therefore pharmaceutical carrier keeps stability to medicine in animal body
The performance of effect is highly important, and putting on " contact clothing " on pharmaceutical carrier surface using surface modification technology to a certain extent may be used
To solve this problem.Therefore, realize that the safety of medicine is transmitted and is sustained using surface modification technology protection Drug Carrier Systems
Treatment, spraying times can be reduced, mitigate patient's pain.
But many surface modification technologies are faced with the problems such as strong reaction, complex operation, trim inactive,
And layer-by-layer (Layer-by-layer self-assembly technology, LbL technology) this
Surface modification technology is a kind of self-assembled supermolecular technology using intermolecular motive power, and assembling process is simple, is applicable base
Material is wide, controllability and has good stability, therefore is widely used in the surface modification of biomaterial.The polyelectrolyte of surface modification
Due to the gap between its Electrostatic Absorption and multilayer film, it can also increase drugloading rate of the carrier to small-molecule drug.It is many at present to use
Electrostatic precipitation is used only for increase drugloading rate in LbL many polymer, not bioactivity, this should as pharmaceutical carrier
The big defect used.Therefore develop a kind of good LbL pharmaceutical carriers of bioactivity, there is good practicality and wide
Application prospect.
The content of the invention
The strong reaction that is faced for current many surface modification technologies, complex operation, trim inactive and
The problems such as calcium carbonate microspheres drugloading rate is low, the calcium carbonate for delaying drug release rate it is an object of the invention to provide a kind of-(poly-
Ornithine/fucosan)4(i.e. CaCO3-(PLO/Fucoidan)4) self assembly carrier.
In order to reach above-mentioned purpose, solution of the invention is：
A kind of CaCO3-(PLO/Fucoidan)4Self assembly carrier, the self assembly carrier are that polyelectrolyte is assembled in layer by layer
The LbL microballoons with core shell structure that the surface of microballoon is formed, the polyelectrolyte is poly ornithine (PLO) and fucosan
(Fucoidan), the microballoon is calcium carbonate microspheres.
The particle diameter of the LbL microballoons is 1~3um, and the innermost layer assembling of the LbL microballoons is poly ornithine, the LbL
The outermost layer assembling of microballoon is fucosan, and the LbL microballoons are to be mounted in CaCO by poly ornithine and fucosan alternate group3
The self assembly carrier that microsphere surface is formed.
A kind of CaCO3-(PLO/Fucoidan)4The preparation method of self assembly carrier, comprises the following steps：
(1) carboxymethyl chitosan is dissolved in pure water, then adds sodium carbonate liquor and stir to being sufficiently mixed, under agitation
Calcium chloride solution is added dropwise, the calcium carbonate crystal of generation gradually grows into calcium carbonate microspheres, is centrifuged after continuing 12~20h of stirring
Separation, washes 2~3 removal of impurities, and vacuum freeze drying obtains CaCO3Microballoon；
(2) CaCO dried by step (1) is weighed3Microballoon, according to CaCO3Microballoon：Polyelectrolyte solution=3：1 matter
The ratio than volume is measured, 20~25min of hatching in 0.1mg/mL poly ornithine solution is added to, centrifuges, and wash more
It is secondary, obtain being adsorbed with PLO CaCO3Microballoon, 20~25min of hatching in 0.1mg/mL fucosan solution is then added to, from
The heart separates, and washes double-deck CaCO for repeatedly, obtaining being adsorbed with PLO and Fucoidan successively from inside to outside3Microballoon, letter
It is written as CaCO3-(PLO/Fucoidan)1, the CaCO that will obtain afterwards3-(PLO/Fucoidan)1It is then added to 0.1mg/mL's
To hatch 20~25min in poly ornithine solution, centrifuge, washing is multiple, then it is then added to 0.1mg/mL fucosan
Hatch 20~25min in solution, centrifuge, washing is multiple, obtains being adsorbed with PLO-Fucoidan-PLO- successively from inside to outside
Fucoidan two double-deck CaCO3Microballoon, it is abbreviated as CaCO3-(PLO/Fucoidan)2；
(3) after step (2) being repeated several times, obtaining adsorption has PLO-Fucoidan- ...-PLO-Fucoidan LbL
Microballoon, it is abbreviated as CaCO3-(PLO/Fucoidan)4, vacuum freeze drying, just obtain final products CaCO3-(PLO/
Fucoidan)4Self assembly carrier.
A kind of CaCO of the present invention3-(PLO/Fucoidan)4The preparation method of self assembly carrier, is first prepared using coprecipitation
The good calcium carbonate microspheres of biocompatibility, and utilize the growth of carboxymethyl chitosan control calcium carbonate microspheres；With with nutrition
With pharmacological effect and degradable polyelectrolyte poly ornithine and fucosan layer assembly in the surface of calcium carbonate microspheres, preparation
Go out LbL microballoons.For the size tunable of this LbL microballoon between 1-3 μm, particle diameter distribution is uniform, and in coreshell type structure, this self assembly carries
Body can significantly slow the rate of release of medicine.The preparation method combines coprecipitation and LbL technologies, and technique is simple, operation side
Just, it is not necessary to using complicated instrument and equipment, solve prominent the problems such as releasing in carrier organism poor compatibility and insoluble drug release.
The CaCO that the present invention is prepared3-(PLO/Fucoidan)4The characteristics of self assembly carrier, is：
1st, the self assembly carrier assembles using poly ornithine and fucosan are polyelectrolyte, has pharmacological effect, and
The catabolite of poly ornithine has trophism；
2nd, polyelectrolyte is modified by surface layer assembling of the electrostatic interaction in calcium carbonate microspheres, wherein poly ornithine
For polycation, fucosan is polyanion, and ensure that the stability of carrier in vivo；
3rd, the core shell structure design of this LbL microballoon, small-molecule drug can be adsorbed on self assembly carrier by electrostatic interaction,
It is diffused into simultaneously in sandwich construction, it is possible to increase the adsorbance of medicine and long-acting release, reduce simple secondary using the poison of medicine
Effect；
4th, there is sensitiveness to pH by the carrier system of poly ornithine/fucosan weak electrolyte assembling, as core
Calcium carbonate microspheres can be decomposed under low ph conditions, will not remain in vivo, ensure that nontoxic property of the carrier to human body.
Brief description of the drawings
Fig. 1 is CaCO in the present invention3The scanning electron microscope (SEM) photograph of microballoon；
Fig. 2 is a kind of CaCO of the present invention3-(PLO/Fucoidan)4The scanning electron microscope (SEM) photograph of self assembly carrier.
Embodiment
In order to which technical scheme is explained further, the present invention is explained in detail below by specific embodiment
State.
First, the preparation of self assembly carrier
A kind of CaCO3-(PLO/Fucoidan)4Self assembly carrier, self assembly carrier are that polyelectrolyte is assembled in carbonic acid layer by layer
The LbL microballoons with core shell structure that the surface of calcium microballoon is formed, wherein, polyelectrolyte is by polycation poly ornithine (PLO)
Formed with polyanion fucosan (Fucoidan).
A kind of CaCO3-(PLO/Fucoidan)4The preparation method of self assembly carrier, comprises the following steps：
(1) configuration of each solution：Using ultra-pure water configuration 0.5mol/L sodium carbonate liquor and 0.5mol/L calcium chloride
Solution, configures 0.1mg/mL poly ornithine solution and 0.1mg/mL fucosan solution, and the pH of poly ornithine solution is with dilute
Hydrochloric acid is adjusted to 4, and fucosan solution is adjusted to 9 after 0.22 μm of membrane filtration, then with diluted sodium hydroxide solution；
(2) 50mg carboxymethyl chitosans are dissolved in 10mL ultra-pure waters, it is molten then adds the 2.5mL sodium carbonate configured
Liquid, 20~30min of stirring are sufficiently mixed, and it is molten with syringe 2.5mL calcium chloride to be added dropwise under 1200rpm mixing speed
Liquid, the calcium carbonate crystal of generation gradually grow into calcium carbonate microspheres, continue 12~20h of stirring and make it that calcium carbonate crystal growth is stable
Afterwards, 5~10min is centrifuged under 5000rpm, removes supernatant, obtained precipitation is calcium carbonate microspheres, and 2 are washed with ultra-pure water
Secondary removal of impurities, the calcium carbonate microspheres after removal of impurities are distributed in ultra-pure water, are placed in -20 DEG C of refrigerator freezing and stay overnight, then it is cold in vacuum
24h is freezed in lyophilizer, obtains dry CaCO3Microballoon；
(3) CaCO dried by step (1) is weighed3Microballoon, according to CaCO3Microballoon：PLO solution=3：1 quality compares body
Long-pending ratio, by CaCO3Microballoon is slowly added into 20~25min of hatching in 0.1mg/mL poly ornithine solution, and PLO is because of electrostatic
Effect is assembled in CaCO3The surface of microballoon, centrifuge, and wash the CaCO for repeatedly, obtaining being adsorbed with PLO3Microballoon；
(4) according still further to the CaCO for being adsorbed with PLO3Microballoon：Fucoidan solution=3：1 quality, will than the ratio of volume
It is adsorbed with PLO CaCO3Microballoon is slowly added into hatching 20~25min, Fucoidan in 0.1mg/mL fucosan solution
PLO CaCO is adsorbed with because electrostatic interaction is assembled in3The surface of microballoon, centrifuge, and wash it is multiple, obtain from inside to outside according to
The secondary double-deck CaCO for being adsorbed with PLO and Fucoidan3Microballoon, it is abbreviated as CaCO3-(PLO/Fucoidan)1,
(5) according to same ratio after, the CaCO that will be obtained3-(PLO/Fucoidan)1, it is then added to 0.1mg/mL's
Hatch 20~25min in PLO solution, centrifuge, washing is multiple, obtains being adsorbed with PLO CaCO3-(PLO/Fucoidan)1,
Then 20~25min of hatching in 0.1mg/mL Fucoidan solution is then added to, is centrifuged, washing is multiple, obtains from interior
To two double-deck CaCO for being adsorbed with PLO-Fucoidan-PLO-Fucoidan successively outside3Microballoon, it is abbreviated as CaCO3-(PLO/
Fucoidan)2；
(6) after step (5) being repeated several times, surface is obtained and is adsorbed with PLO-Fucoidan- successively ...-PLO-Fucoidan's
LbL microballoons, are abbreviated as CaCO3-(PLO/Fucoidan)4, then by CaCO3-(PLO/Fucoidan)4It is dispersed in ultra-pure water,
Freeze overnight in -20 DEG C of refrigerators is placed in, then 24h is freezed in vacuum freeze drier, just obtains final products CaCO3-(PLO/
Fucoidan)4Self assembly carrier.
2nd, the structure of self assembly carrier
As Figure 1-Figure 2, the structure of calcium carbonate microspheres and LbL microballoons, calcium carbonate microspheres tool are investigated by ESEM
Well-regulated spherical, rough surface, good dispersion, average grain diameter is 1.91 μm, and the average grain diameters of LbL microballoons is at 2.05 μm, grain
Footpath is evenly distributed, smooth in coreshell type structure, surface.
3rd, using representative small-molecule drug as model, slow release of this self assembly carrier system to medicine is investigated
Can, its biocompatibility is investigated by cell experiment, and investigate and carry action effect of the drug carrier to cancer cell.
With ultra-pure water configuration 1mg/mL doxorubicin hydrochloride solution, a certain amount of CaCO is weighed respectively3Microballoon and LbL microballoons
It is distributed in ultra-pure water, doxorubicin hydrochloride solution is added according to dosage 10%.After stirring 12h, precipitation is collected by centrifugation, will precipitate
With ultrapure washing three times, vacuum freeze drying, CaCO is prepared3Drug bearing microsphere and LbL drug bearing microspheres, centrifuge obtained supernatant
Liquid is preserved for determining drugloading rate and envelop rate, experiment measure, CaCO3The drugloading rate of microballoon is 1.1%, and envelop rate is
11.3%；The drugloading rate of LbL microballoons is 6.5%, and envelop rate is 69.7%.Dialysis is utilized in pH=7.4 phosphate buffer
Bag carries out drug release of the LbL microballoons to doxorubicin hydrochloride and investigated, and the accumulative release rate of doxorubicin hydrochloride is 30.9% after measuring 5 days.
As a result show：This self assembly carrier can dramatically increase drugloading rate and slow down the rate of release of medicine.
Prepare 12.5 with DMEM complete mediums, 25,50,100,200, the CaCO of 400mg/mL series concentration gradients3Carry
Medicine microballoon and LbL drug bearing microspheres are respectively used to cytotoxicity experiment, and cell is C2C12 cells, after co-culturing 24h, find cell
Survival rate be more than 90%, the results showed that CaCO3The biocompatibility of drug bearing microsphere and LbL drug bearing microspheres is all good.
It is 1.25,2.5,5,10,20 μ g/mL series concentration gradients with DMEM complete mediums configuration doxorubicin concentration
The LbL microballoons of the pure medicine of adriamycin and load medicine are used to investigate the tumor-inhibiting action to tumour cell, and tumour cell is MCF-7 cells, knot
Fruit finds, carries medicine LbL microballoons and just reaches 20% to the inhibiting rate of tumour cell in the case where adriamycin equivalent concentration is 2.5 μ g/mL, height
In the inhibiting rate of the pure medicine of the adriamycin of same concentration, test result indicates that the dosage of medicine can be reduced using this pharmaceutical carrier,
Reduce side effect.
Above-described embodiment and non-limiting product form of the invention and style, the ordinary skill people of any art
The appropriate change or modification that member is done to it, it all should be regarded as not departing from the patent category of the present invention.
Claims (3)
- A kind of 1. CaCO3-(PLO/Fucoidan)4Self assembly carrier, it is characterised in that：The self assembly carrier is polyelectrolyte The LbL microballoons with core shell structure that layer assembly is formed in microsphere surface, the polyelectrolyte are poly ornithine and fucan Sugar, the microballoon are calcium carbonate microspheres.
- A kind of 2. CaCO according to claim 13-(PLO/Fucoidan)4Self assembly carrier, it is characterised in that：It is described The particle diameter of LbL microballoons is 1~3um, and the innermost layer assembling of the LbL microballoons is poly ornithine, the outermost layer of the LbL microballoons Assembling is fucosan, and the LbL microballoons are to be mounted in the calcium carbonate microspheres table by poly ornithine and fucosan alternate group The self assembly carrier that face is formed.
- 3. prepare a kind of CaCO as described in any one of claim 1-2 claim3-(PLO/Fucoidan)4Self assembly carries The preparation method of body, it is characterised in that：Comprise the following steps：(1) carboxymethyl chitosan is dissolved in ultra-pure water, then add sodium carbonate liquor to stirring be sufficiently mixed, under agitation by Calcium chloride solution is added dropwise to, the calcium carbonate crystal of generation gradually grows into calcium carbonate microspheres, centrifuged after stirring 12~20h, 2~3 removal of impurities of washing, vacuum freeze drying obtain CaCO3Microballoon；(2) CaCO dried by step (1) is weighed3Microballoon, according to CaCO3Microballoon：Polyelectrolyte solution=3：1 mass ratio The ratio of volume is added to 20~25min of hatching in 0.1mg/mL poly ornithine solution, centrifuges, and washes repeatedly, obtains To the CaCO for being adsorbed with PLO3Microballoon, it is then added to 20~25min of hatching in 0.1mg/mL fucosan solution, centrifugation point From, and wash repeatedly, obtain being adsorbed with the PLO and Fucoidan double-deck calcium carbonate microspheres successively from inside to outside, write a Chinese character in simplified form For CaCO3-(PLO/Fucoidan)1, the CaCO that will obtain afterwards3-(PLO/Fucoidan)1It is then added to the poly- of 0.1mg/mL Hatch 20~25min in ornithine solution, centrifuge, washing is multiple, and the fucosan for being then then added to 0.1mg/mL is molten Hatch 20~25min in liquid, centrifuge, washing is multiple, obtains being adsorbed with PLO-Fucoidan-PLO- successively from inside to outside Fucoidan two double-deck calcium carbonate microspheres, are abbreviated as CaCO3-(PLO/Fucoidan)2；(3) after step (2) being repeated several times, surface is obtained and is adsorbed with PLO-Fucoidan- successively ...-PLO-Fucoidan LbL Microballoon, it is abbreviated as CaCO3-(PLO/Fucoidan)4, vacuum freeze drying, just obtain final products CaCO3-(PLO/ Fucoidan)4Self assembly carrier.
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| CN109453139A (en) * | 2018-12-21 | 2019-03-12 | 江南大学 | A kind of LBL self-assembly nano-carrier and preparation method comprising 5 FU 5 fluorouracil |
| CN111388449A (en) * | 2020-04-08 | 2020-07-10 | 华侨大学 | Polyornithine/carboxymethyl lentinan layer-by-layer self-assembly drug carrier and preparation method thereof |
| CN111773182A (en) * | 2020-08-24 | 2020-10-16 | 山东大学 | Compound preparation for preventing virus infection and preparation/use method and application thereof |
| CN111994935A (en) * | 2020-08-11 | 2020-11-27 | 太原理工大学 | Preparation method of porous hollow calcium carbonate drug-loaded microspheres |
| CN113753933A (en) * | 2021-10-22 | 2021-12-07 | 品玺汇(厦门)生物科技有限公司 | Fucoidan/calcium carbonate hybrid nanorod and preparation method thereof |
| CN114081956A (en) * | 2021-11-21 | 2022-02-25 | 江苏师范大学 | Polyelectrolyte multilayer film-calcium carbonate nano-drug carrier and preparation method and application thereof |
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