CN104984339A - Oleanolic acid liposome coated with nanogold spherical shell and preparation method thereof - Google Patents
Oleanolic acid liposome coated with nanogold spherical shell and preparation method thereof Download PDFInfo
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Abstract
Provided is an oleanolic acid liposome coated with a nanogold spherical shell. According to the oleanolic acid liposome coated with the nanogold spherical shell, the surface of the oleanolic acid nano liposome is coated with a compact shell composed of gold nanoparticles, and the compact shell and the liposome constitute a nanosphere with the particle size 100-200 nm; a preparation method of the oleanolic acid liposome coated with the nanogold spherical shell comprises the steps that chitosan serves as an intermediate medium of the liposome and the gold nanoparticles and is used for modifying the liposome to obtain the nanoliposome modified by the chitosan; incubation is conducted on the liposome and gold nanoparticles obtained through reduction with sodium borohydride in a particular situation, then a gold chloride solution with a certain concentration is added, and finally the incubation is continuously conducted for a period of time by adding an ascorbic acid solution. According to the oleanolic acid liposome coated with the nanogold spherical shell and the preparation method thereof, the preparation can be completed under mild conditions, the preparation method is simple, and reaction is easy to control; according to the prepared oleanolic acid liposome coated with the nanogold spherical shell, the near-infrared absorption exists between 650 nm and 900 nm, and damage to human normal tissues is reduced.
Description
Technical field the present invention relates to nanometer liposome of a kind of Therapeutic cancer and preparation method thereof.
Background technology
Become No. second killer of human health in society cancer, the healing of cancer is all a great problem in the whole world all the time.The method of Therapeutic cancer more general at present has chemotherapy, radiotherapy and surgical operation.But these current treatment meanss all cause very large malicious Accessory injury to body, and malignant tumor is difficult to be cured, and usually owing to finding not in time, misses best occasion for the treatment.So, current problem demanding prompt solution be seek new can tumors destroyed cell, and Normocellular treatment means can not be injured again.
In recent years, pharmaceutical carrier is by extensive concern.Liposome is the structure of a kind of lipid in aqueous self assembly, and it is that a kind of biocompatibility is fine, has the pharmaceutical carrier of prospect.Liposome normally improves the therapeutic effect of many water solublity and fat-soluble medicine by improving the bioavailability of medicine, dissolubility and holdup time.But the nanometer liposome of routine has again a series of defect, such as, easily engulfed system acquisition by mononuclear cell, the strong and poor stability of targeting etc.
Summary of the invention
The object of the present invention is to provide a kind of Therapeutic cancer targeting strong and oleanolic acid liposome that the controllable nano gold spherical shell of drug release is coated and preparation method thereof.The present invention mainly based on oleanolic acid nanometer liposome, at its surface combination chitosan, to increase the stability of liposome and to make it with positive charge; Then sodium borohydride (NaBH is used
4) reduction chlorogold solution, obtain golden nanometer particle; Finally chitosan-modified liposome is mixed by a certain percentage with gold nano colloid solution, hatches under certain condition, obtain fine and close, there is the coated oleanolic acid liposome of the nano gold spherical shell of good near infrared absorption.
One, the oleanolic acid liposome that nano gold spherical shell of the present invention is coated is the fine and close housing be made up of golden nanometer particle at oleanolic acid nanometer liposome Surface coating one deck, and it is 100-200nm nanosphere that itself and liposome form size.The maximum resonance absorbing wavelength of the oleanolic acid liposome that this nano gold spherical shell is coated is in 650-900nm region.
Two, preparation method of the present invention is specific as follows:
1, oleanolic acid nanometer liposome is prepared
(1) by soybean lecithin, cholesterol and oleanolic acid with the mass ratio of 9 ~ 12:0.8 ~ 1.4:1, be dissolved in dehydrated alcohol, making to contain above-mentioned three kinds of Solute mass sums in every milliliter of dehydrated alcohol is 12 ~ 27.5mg, obtains homogeneous oil phase, i.e. organic facies by magnetic agitation;
(2) organic facies step (1) obtained under magnetic stirring, slowly at the uniform velocity dropwise be added dropwise in pH 6.0 ~ pH 7.4PBS buffer solution of 37 ~ 48 DEG C, and organic facies: buffer solution=3 ~ 6:10 (volume ratio), obtains Liposomal suspensions;
(3) Liposomal suspensions that step (2) obtains is placed in shaking table, 24 ~ 29 DEG C, 100 ~ 130rpm, 30 ~ 60min, the dehydrated alcohol in removing Liposomal suspensions, obtains oleanolic acid nanometer liposome.
2, the oleanolic acid liposome that nano gold spherical shell is coated is prepared
(1) in the ratio containing 7 ~ 13mg chitosan in every milliliter of glacial acetic acid solution, chitosan is dissolved in 0.05 ~ 0.15M glacial acetic acid solution, obtains chitosan solution.Under the stirring of magnetic stirring apparatus, chitosan solution is dropwise added in the oleanolic acid nanometer liposome obtained above, and the volume ratio of chitosan and oleanolic acid nanometer liposome is 1:1 ~ 1:5, mixed solution, at incubated at room 2 ~ 5h, obtains chitosan-modified nanometer liposome;
(2) under condition of ice bath, by the sodium borohydride (NaBH of 250 ~ 270mM
4) solution, be added drop-wise in the chlorogold solution of 0.1 ~ 1.0mM rapidly, and make to contain 5 ~ 10 μ L sodium borohydride solutions in every milliliter of chlorogold solution, acutely rock, after reaction 1 ~ 5min, namely obtain the gold nano colloid solution of particle diameter at 5-10nm;
(3) the gold nano colloid solution obtained in step (2) is mixed with the volume ratio of 1:1 ~ 1:4 with the chitosan-modified nanometer liposome obtained in step (1), be placed in shaking table, 25 ~ 30 DEG C, 100 ~ 130rpm, lucifuge hatches 15 ~ 24h, namely obtains the oleanolic acid liposome that golden nanometer particle is coated;
(4) get the oleanolic acid liposome that golden nanometer particle that step (3) obtains is coated, add 15 ~ 25mM AuCl wherein
3solution, and the coated oleanolic acid liposome of golden nanometer particle and AuCl
3the volume ratio of solution is 1000:27 ~ 63, mix homogeneously, at ambient temperature, then 0.05 ~ 0.3M ascorbic acid solution is added wherein, and the volume ratio of the coated oleanolic acid liposome of golden nanometer particle and ascorbic acid solution is 1000:5 ~ 32, rock evenly, be placed on shaking table, 25 ~ 30 DEG C, 100 ~ 130rpm, hatch 7 ~ 10h, the oleanolic acid liposome that namely obtained nano gold spherical shell is coated.
The present invention compared with prior art tool has the following advantages:
1, the gold nanometer particle grain size prepared of the present invention is at 5 ~ 10nm, has good biocompatibility, and to organism avirulence.Meanwhile, golden nanometer particle possesses surface plasma resonance phenomenon near infrared region, presents efficient extinction and produces thermal property.
2, the present invention utilizes chitosan as liposome and golden nanometer particle intermediary, use its modified liposome, both the stability of liposome can have been strengthened, can combine with golden nanometer particle again, obtain that there is desirable pattern, dispersibility is better, and size is at the coated oleanolic acid liposome of the nano gold spherical shell of 100-200nm.
3, the oleanolic acid liposome that nano gold spherical shell of the present invention is coated is compared with existing pharmaceutical carrier, and it exists near infrared absorption at 650-900nm place, it is advantageous that to penetrate into organize deep to reach 10cm, and normal tissue not damaged.
4, the oleanolic acid liposome that gold nanoshell of the present invention is coated, under near-infrared stimulates, can realize the Co ntrolled release of the chemotherapy of disease and the synchronization of photo-thermal therapy and oleanolic acid.
5, the present invention completes in a mild condition, and preparation method is simple, easy control of reaction system, and repeatability is high.
Accompanying drawing explanation
Fig. 1 is the coated oleanolic acid liposome transmission electron microscope figure of the embodiment of the present invention 1 gained nano gold spherical shell.
Fig. 2 is the coated oleanolic acid liposome grain size distribution of the embodiment of the present invention 2 gained nano gold spherical shell.
Fig. 3 is the coated oleanolic acid liposome energy spectrogram of the embodiment of the present invention 3 gained nano gold spherical shell.
Detailed description of the invention
Embodiment 1
By 45mg soybean lecithin (purchased from Shenyang Tianfeng Biological pharmaceutical Co., Ltd.), 4.0mg cholesterol (purchased from great Mao chemical apparatuses supply station, Tianjin) and 5.0mg oleanolic acid (purchased from ShenFang,SiChuan city Hua Kang medicine material factory), be dissolved in 3mL dehydrated alcohol, homogeneous oil phase is obtained, i.e. organic facies by magnetic agitation.Under magnetic stirring, 3mL organic facies is slowly at the uniform velocity dropwise added dropwise to 10mL, 37 DEG C, in the PBS buffer solution of pH 6.0, obtains Liposomal suspensions.Be placed in shaking table, 24 DEG C, 100rpm, 30min remove the dehydrated alcohol in Liposomal suspensions, obtain oleanolic acid nanometer liposome.
7mg chitosan is dissolved in 1mL, in 0.05M glacial acetic acid solution, obtains chitosan solution.Under the stirring of magnetic stirring apparatus, dropwise joined in liposome by chitosan solution, and the volume ratio of chitosan and oleanolic acid nanometer liposome is 1:1, mixed solution, at incubated at room 2h, obtains chitosan-modified nanometer liposome.
Under condition of ice bath, by the sodium borohydride (NaBH of 5 μ L, 250mM
4) solution, be added drop-wise to 1mL rapidly, in the chlorogold solution of 0.1mM, acutely rock, after reaction 1min, namely obtain the gold nano colloid solution of particle diameter at 5-10nm.Mixed with the volume ratio of 1:1 with chitosan-modified liposome by the gold nano colloid solution obtained, be placed in shaking table, 25 DEG C, 100rpm, lucifuge hatches 15h, namely obtains the oleanolic acid liposome that golden nanometer particle is coated;
Get the chitosan liposome that the golden nanometer particle of 1000 μ L is coated, add the 15mMAuCl of 27 μ L wherein
3solution, mix homogeneously, at ambient temperature, the 0.05M ascorbic acid solution drawing 5 μ L adds wherein, and rock evenly, be placed on shaking table, 25 DEG C, 100rpm, hatches 7h, the oleanolic acid liposome that namely obtained nano gold spherical shell is coated.
The oleanolic acid liposome applying transmission electron microscope coated to nano gold spherical shell carries out morphology characterization, as shown in Figure 1, as can be seen from this picture, at the fine and close housing that oleanolic acid nanometer liposome Surface coating one deck is made up of golden nanometer particle, and pattern rule.
Embodiment 2
By 55mg soybean lecithin (purchased from Shenyang Tianfeng Biological pharmaceutical Co., Ltd.), 5.5mg cholesterol (purchased from great Mao chemical apparatuses supply station, Tianjin) and 5mg oleanolic acid (purchased from ShenFang,SiChuan city Hua Kang medicine material factory), be dissolved in 5mL dehydrated alcohol, homogeneous oil phase is obtained, i.e. organic facies by magnetic agitation.Under magnetic stirring, 5mL organic facies is slowly at the uniform velocity dropwise added dropwise to 10mL, 43 DEG C, in the PBS buffer solution of pH 6.8, obtains Liposomal suspensions.Be placed in shaking table, 26 DEG C, 115rpm, 45min remove the dehydrated alcohol in Liposomal suspensions, obtain oleanolic acid nanometer liposome.
10mg chitosan is dissolved in 1mL, in 0.10M glacial acetic acid solution, obtains chitosan solution.Under the stirring of magnetic stirring apparatus, dropwise joined in liposome by chitosan solution, and the volume ratio of chitosan and oleanolic acid nanometer liposome is 1:3, mixed solution, at incubated at room 3h, obtains chitosan-modified nanometer liposome.
Under condition of ice bath, by the sodium borohydride (NaBH of 7 μ L, 260mM
4) solution, be added drop-wise to 1mL rapidly, in the chlorogold solution of 0.5mM, acutely rock, after reaction 3min, namely obtain the gold nano colloid solution of particle diameter at 5-10nm.Mixed with the volume ratio of 1:2 with chitosan-modified liposome by the gold nano colloid solution obtained, be placed in shaking table, 27 DEG C, 120rpm, lucifuge hatches 20h, namely obtains the oleanolic acid liposome that golden nanometer particle is coated;
Get the chitosan liposome that the golden nanometer particle of 1000 μ L is coated, add the 20mMAuCl of 55 μ L wherein
3solution, mix homogeneously, at ambient temperature, the 0.15M ascorbic acid solution drawing 25 μ L adds wherein, and rock evenly, be placed on shaking table, 26 DEG C, 115rpm, hatches 8h, the oleanolic acid liposome that namely obtained nano gold spherical shell is coated.
Adopt the laser particle analyzer oleanolic acid liposome coated to nano gold spherical shell to carry out morphology characterization, as shown in Figure 2, the oleanolic acid liposome particle size distribution that nano gold spherical shell is coated is as can be seen from Fig. at about 100-200nm.
Embodiment 3
By 60mg soybean lecithin (purchased from Shenyang Tianfeng Biological pharmaceutical Co., Ltd.), 7.0mg cholesterol (purchased from great Mao chemical apparatuses supply station, Tianjin) and 5mg oleanolic acid (purchased from ShenFang,SiChuan city Hua Kang medicine material factory), be dissolved in 6mL dehydrated alcohol, homogeneous oil phase is obtained, i.e. organic facies by magnetic agitation.Under magnetic stirring, 6mL organic facies is slowly at the uniform velocity dropwise added dropwise to 10mL, 48 DEG C, in the PBS buffer solution of pH 7.4, obtains Liposomal suspensions.Be placed in shaking table, 29 DEG C, 130rpm, 60min remove the dehydrated alcohol in Liposomal suspensions, obtain oleanolic acid nanometer liposome.
13mg chitosan is dissolved in 1mL, in 0.15M glacial acetic acid solution, obtains chitosan solution.Under the stirring of magnetic stirring apparatus, dropwise joined in liposome by chitosan solution, and the volume ratio of chitosan and oleanolic acid nanometer liposome is 1:5, mixed solution, at incubated at room 5h, obtains chitosan-modified nanometer liposome.
Under condition of ice bath, by the sodium borohydride (NaBH of 10 μ L, 270mM
4) solution, be added drop-wise to 1mL rapidly, in the chlorogold solution of 1.0mM, acutely rock, after reaction 5min, namely obtain the gold nano colloid solution of particle diameter at 5-10nm.Mixed with the volume ratio of 1:4 with chitosan-modified liposome by the gold nano colloid solution obtained, be placed in shaking table, 30 DEG C, 130rpm, lucifuge hatches 24h, namely obtains the oleanolic acid liposome that golden nanometer particle is coated;
Get the chitosan liposome that the golden nanometer particle of 1000 μ L is coated, add the 25mMAuCl of 63 μ L wherein
3solution, mix homogeneously, at ambient temperature, the 0.30M ascorbic acid solution drawing 32 μ L adds wherein, and rock evenly, be placed on shaking table, 30 DEG C, 130rpm, hatches 10h, the oleanolic acid liposome that namely obtained nano gold spherical shell is coated.
The energy disperse spectroscopy oleanolic acid liposome coated to nano ball shell is adopted to characterize, as shown in Figure 3, as can be seen from Fig., the peak that C, O, P, Cu, Au element is corresponding is there is in power spectrum, wherein C element derives from the carbon film that copper mesh covers on the one hand, and derive from the constituent of liposome on the other hand, O, P element derive from liposome, Cu element source is in copper mesh, and the existence of Au element then illustrates that golden nanometer particle has successfully been attached to surface of liposome.
Claims (4)
1. the oleanolic acid liposome that nano gold spherical shell is coated, is characterized in that: it is the fine and close housing be made up of golden nanometer particle at oleanolic acid nanometer liposome Surface coating one deck, and it is 100-200nm nanosphere that itself and liposome form size.
2. the oleanolic acid liposome that nano gold spherical shell according to claim 1 is coated, is characterized in that: the maximum resonance absorbing wavelength of the oleanolic acid liposome that this nano gold spherical shell is coated is in 650-900nm region.
3. the preparation method of the oleanolic acid liposome that the nano gold spherical shell of claim 1 is coated is specific as follows:
(1) in the ratio containing 7 ~ 13mg chitosan in every milliliter of glacial acetic acid solution, chitosan is dissolved in 0.05 ~ 0.15M glacial acetic acid solution, obtains chitosan solution.Under the stirring of magnetic stirring apparatus, chitosan solution is dropwise added in the oleanolic acid nanometer liposome obtained above, and the volume ratio of chitosan and oleanolic acid nanometer liposome is 1:1 ~ 1:5, mixed solution, at incubated at room 2 ~ 5h, obtains chitosan-modified nanometer liposome;
(2) under condition of ice bath, by the sodium borohydride (NaBH of 250 ~ 270mM
4) solution, be added drop-wise in the chlorogold solution of 0.1 ~ 1.0mM rapidly, and make to contain 5 ~ 10 μ L sodium borohydride solutions in every milliliter of chlorogold solution, acutely rock, after reaction 1 ~ 5min, namely obtain the gold nano colloid solution of particle diameter at 5-10nm;
(3) the gold nano colloid solution obtained in step (2) is mixed with the volume ratio of 1:1 ~ 1:4 with the chitosan-modified nanometer liposome obtained in step (1), be placed in shaking table, 25 ~ 30 DEG C, 100 ~ 130rpm, lucifuge hatches 15 ~ 24h, namely obtains the oleanolic acid liposome that golden nanometer particle is coated;
(4) get the oleanolic acid liposome that golden nanometer particle that step (3) obtains is coated, add 15 ~ 25mM AuCl wherein
3solution, and the coated oleanolic acid liposome of golden nanometer particle and AuCl
3the volume ratio of solution is 1000:27 ~ 63, mix homogeneously, at ambient temperature, then 0.05 ~ 0.3M ascorbic acid solution is added wherein, and the volume ratio of the coated oleanolic acid liposome of golden nanometer particle and ascorbic acid solution is 1000:5 ~ 32, rock evenly, be placed on shaking table, 25 ~ 30 DEG C, 100 ~ 130rpm, hatch 7 ~ 10h, the oleanolic acid liposome that namely obtained nano gold spherical shell is coated.
4. the preparation method of the oleanolic acid liposome that nano gold spherical shell according to claim 3 is coated, is characterized in that: the preparation method of oleanolic acid nanometer liposome is as follows:
(1) by soybean lecithin, cholesterol and oleanolic acid with the mass ratio of 9 ~ 12:0.8 ~ 1.4:1, be dissolved in dehydrated alcohol, making to contain above-mentioned three kinds of Solute mass sums in every milliliter of dehydrated alcohol is 12 ~ 27.5mg, obtains homogeneous oil phase, i.e. organic facies by magnetic agitation;
(2) organic facies step (1) obtained under magnetic stirring, slowly at the uniform velocity dropwise be added dropwise in pH 6.0 ~ pH 7.4PBS buffer solution of 37 ~ 48 DEG C, and organic facies: the volume ratio of buffer solution is 3 ~ 6:10, obtains Liposomal suspensions;
(3) Liposomal suspensions that step (2) obtains is placed in shaking table, 24 ~ 29 DEG C, 100 ~ 130rpm, 30 ~ 60min, the dehydrated alcohol in removing Liposomal suspensions, obtains oleanolic acid nanometer liposome.
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| CN106491535A (en) * | 2016-11-17 | 2017-03-15 | 燕山大学 | A kind of octreotide modification gold goal shell nanometer liposome and preparation method thereof |
| CN106620697A (en) * | 2016-11-17 | 2017-05-10 | 燕山大学 | Nano flower-like palladium-gold coated betulinic acid liposome and preparation method thereof |
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| CN106620697A (en) * | 2016-11-17 | 2017-05-10 | 燕山大学 | Nano flower-like palladium-gold coated betulinic acid liposome and preparation method thereof |
| CN106620697B (en) * | 2016-11-17 | 2019-09-10 | 燕山大学 | A kind of betulic acid liposome and preparation method thereof of nano flower-like palladium-gold cladding |
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