CN100558406C - Temperature sensitive property carrier micelle, preparation method and using method thereof with magnetothermal effect - Google Patents
Temperature sensitive property carrier micelle, preparation method and using method thereof with magnetothermal effect Download PDFInfo
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- CN100558406C CN100558406C CNB2008100348866A CN200810034886A CN100558406C CN 100558406 C CN100558406 C CN 100558406C CN B2008100348866 A CNB2008100348866 A CN B2008100348866A CN 200810034886 A CN200810034886 A CN 200810034886A CN 100558406 C CN100558406 C CN 100558406C
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Abstract
The invention belongs to the pharmaceutical carrier field in the biological medicine, be specifically related to a kind of preparation and using method thereof with temperature sensitive property carrier micelle of magnetothermal effect.Concrete steps are as follows: get a certain amount of temperature sensing polymer and be dissolved in organic solvent and medicine and manganese-zinc ferrite nanoparticle together, dialysis obtains having the temperature sensitive property carrier micelle of magnetothermal effect in a large amount of deionized waters; It is carried out being injected in the patient body after associated biomolecule handles.Under the outside magnetic field effect, this pharmaceutical carrier is positioned to add alternating magnetic field simultaneously near the tumor locus, under this effect, reach its minimum critical transition temperature because magnetothermal effect carrier micelle temperature raises, micelle shrinks to be assembled, and can realize that controlled delivery of pharmaceutical agents disengages.This will provide a kind of biology control slow-released carrier of brand-new type for biomedicine field.
Description
Technical field
The invention belongs to the pharmaceutical carrier technical field in the biological medicine, be specifically related to a kind of temperature sensitive property carrier micelle, preparation method and using method thereof with magnetothermal effect.
Background technology
Cancer is one of principal disease of present harm humans life and health, and in order to conquer this pertinacious disease, people after deliberation and tried out many kinds of Therapeutic Method comprise excision, chemotherapy, radiotherapy, thermotherapy and starvation.But just present, various therapies are owing to can't avoid limitation and the side effect that some is treated, and curative effect is all not satisfactory.Heating therapy has wherein obtained some achievements through years of development, from initial heating to treat of outside has been developed into heating to treat inside.In recent years, begun to utilize the research of the magnetic mediation thermotherapy (magnetic mediahyperthermia) of material magnetothermal effect heating both at home and abroad.This method imports tumor locus with magnetic seed or magnetic Nano micropowder, induces the magnetic material heating tumor locus of heating by adding alternating electromagnetic field, has the advantage that targeting is good and wound is less.Yet existing thermotherapy generally is independent use with MnZn ferrite material, not the cooperation of relevant curing cancer drug; Owing to there is not the parcel of macromolecular material, biocompatibility is relatively poor simultaneously.Can consider to solve these problems with temperature sensing polymer carrier micelle parcel Ferrite Material.
Summary of the invention
The purpose of this invention is to provide a kind of temperature sensitive property carrier micelle, preparation method and using method thereof with magnetothermal effect.
The preparation method and the using method thereof of the temperature sensitive property carrier micelle that the present invention proposes with magnetothermal effect, be that the design of the minimum critical transition temperature (LCST) of temperature sensing polymer pharmaceutical carrier (because this temperature is higher than human body temperature, is lower than the maximum temperature of clinical practice) about 40 ℃.Be coated with the manganese-zinc ferrite microgranule of the thermotherapy with magnetothermal effect in the carrier micelle, utilization has the performance advantage of magnetic elevated temperature in the alternating magnetic field environment of magnetothermal effect, on drug conveying, have in the targeting, can also produce magnetothermal effect, pharmaceutical carrier is warming up to LCST, thus the ACTIVE CONTROL drug release.
The temperature sensitive property carrier micelle that the present invention proposes with magnetothermal effect, this carrier micelle has nucleocapsid structure, particle diameter is 10nm-2000nm, its minimum critical transition temperature LCST is 38 ℃-50 ℃, entrapment efficiency is 5%-50%, and magnetic composite micelle saturation magnetization is 3emu/g-100emu/g.
The preparation method of the temperature sensitive property carrier micelle that the present invention proposes with magnetothermal effect, concrete steps are as follows:
Temperature sensing polymer is dissolved in the organic solvent dimethyl acetylamide (DMAc), the concentration of temperature sensing polymer in dimethyl acetylamide is that addition is 5mgml-10mgml, after treating to dissolve fully, pack in the bag filter, then in bag filter, add the medicine that needs coating, splash into 1ml-5ml simultaneously, weight concentration is the aqueous solution that contains the manganese-zinc ferrite nanoparticle of 1mg/ml-50mg/ml, in deionized water the dialysis 2-5 days.Every 5-20h changes water one time, and products therefrom is the temperature sensitive property carrier micelle with magnetothermal effect in the bag filter; Wherein:
The minimum critical transition temperature of described temperature sensing polymer is 38 ℃-45 ℃, and the particle diameter of aqueous solution that contains the manganese-zinc ferrite nanoparticle is less than 50nm, and Curie temperature is 38 ℃-45 ℃.
Among the present invention, the medicine of coating can be any medicine, as fenofibrate, norcantharidin, amphotericin or 5-fluorouracil etc.The medicine concentration in the organic solvent dimethyl acetylamide that coats is 2-10mg/ml.
The using method of the temperature sensitive property carrier micelle that the present invention proposes with magnetothermal effect, concrete steps are as follows:
Get temperature sensitive property carrier micelle, after it is carried out a biological disposal upon, be injected in the patient body.In magnetic field intensity is under the effect of 1Gs-90000Gs external magnetic field, and carrier micelle is positioned to add alternating magnetic field simultaneously near the tumor locus, and its frequency is 10kHz-1000kHz, and output current is 20A-1000A, and be 3min-120min action time.The carrier micelle temperature is raise reach its minimum critical transition temperature, micelle shrinks to be assembled, and can realize that controlled delivery of pharmaceutical agents disengages.
Among the present invention, described temperature sensing polymer is one to two kind copolymer in poly-isopropyl allylamine (PNIPAAm), polylactic acid (PLA), polyglycolic acid (PGA) or the Polyethylene Glycol (PEG).The ratio of hydrophilic segment and hydrophobic segment in can controlling polymers in synthetic, thereby the minimum critical transition temperature (LCST) of controlling polymers.Can control carrier micelle at the intravital degradation rate of people by regulating the ratio of biodegradable segment in copolymer.
Among the present invention, the manganese-zinc ferrite nanoparticle can adopt following method, should, manganese-zinc ferrite nanoparticle particle diameter is less than 50nm, Curie temperature is between 38 ℃-50 ℃.According to different chemical form (x=0.1,0.3 ..., 0.9,1.0) and take by weighing raw material: MnSO
4H
2O, ZnSO
47H
2O, FeSO
47H
2O is a precipitant with NaOH, presses n (M): n (OH
-)=1: 214 (M represents all metal ions) takes by weighing the amount of required NaOH, and be mixed with the solution of debita spissitudo, 3 kinds of sulfate are mixed be incorporated in earlier and grind grind into fine powder in the cup at a high speed, add NaOH solution then, constantly stir repeatedly simultaneously and make into pasty state, after placing 12h, 80 ℃ of dryings are treated to grind again behind its bone dry and are put into 400 ℃ of roasting 1h of Muffle furnace, embathe, filter with hot distilled water behind the natural cooling, to remove soluble sulphate, use BaCl
2Detect and use dehydrated alcohol drip washing one time in the filtrate behind the sulfate radical-free ion,, promptly get material requested in 60 ℃ of oven dry.
Among the present invention, in the use of carrier micelle, can control the external magnetic field condition and control micellar intensification, thus the release of realization medicine.
Beneficial effect of the present invention:
1. the temperature sensitive property carrier micelle with magnetothermal effect that utilizes the inventive method to obtain can be realized the drug targeting conveying by the magnetic passive target, can bring out temperature sensitive property micelle contraction by magnetothermal effect and realize that drug targeting discharges.
2. the temperature sensitive property carrier micelle with magnetothermal effect that utilizes the inventive method to obtain has the MULTILAYER COMPOSITE nucleocapsid structure, is applicable to the coating of hydrophilic and lipophilic medicament.
3. the degradable metabolism in human body of the temperature sensitive property carrier micelle with magnetothermal effect that utilizes the inventive method to obtain is discharged.
The specific embodiment
Further specify the present invention below by embodiment.
Embodiment 1
With benzoyl peroxide (BPO) is initiator, and 2 mercapto ethanol is a chain-transferring agent, and synthetic poly-(the N-N-isopropylacrylamide) that contains terminal hydroxy group be prepolymer (PNIPAAm).Be macromole evocating agent with the prepolymer that contains terminal hydroxy group again, Sn (Oct) 2 obtains the PNIPAAm-PLA block copolymer for catalyst causes the lactide ring-opening polymerisation.
According to chemical composition: x=0.1 takes by weighing raw material: MnSO
4H
2O, ZnSO
47H
2O, FeSO
47H
2O is a precipitant with NaOH, presses n (M): n (OH
-)=1: 214 (M represents all metal ions) takes by weighing the amount of required NaOH, and be mixed with the solution that concentration is 10mg/ml, 3 kinds of sulfate are mixed be incorporated in earlier and grind grind into fine powder in the cup at a high speed, add NaOH solution then, constantly stir repeatedly simultaneously and make into pasty state, after placing 12h, 80 ℃ of dryings are treated to grind again behind its bone dry and are put into 400 ℃ of roasting 1h of Muffle furnace, embathe, filter with hot distilled water behind the natural cooling, to remove soluble sulphate, use BaCl
2Detect and use dehydrated alcohol drip washing one time in the filtrate behind the sulfate radical-free ion,, obtain the manganese-zinc ferrite microgranule in 60 ℃ of oven dry.
Take by weighing the PNIPAAm-PLA that 100mg prepares and place the 10ml volumetric flask, add 10ml DMAc, after treating to dissolve fully, pack in the bag filter, then add the former medicine of 50mg fenofibrate in bag filter, splashing into 1ml concentration simultaneously is the aqueous solution that 50mg/ml contains the manganese-zinc ferrite nanoparticle, dialyses 2 days, every 16h changes water one time, and product promptly gets required product in the final bag filter.
The injection of this product is injected in the patient body through relevant treatment, is under the effect of 10000Gs external magnetic field in magnetic field intensity, and this pharmaceutical carrier is positioned near the tumor locus, add alternating magnetic field simultaneously, its frequency is between 500kHz, and output current is at 200A, and be 30min action time.Under this effect, the carrier micelle temperature raises and reaches 40 ℃, and micelle shrinks to be assembled, and drug slow steadily disengages.
Embodiment 2
With benzoyl peroxide (BPO) is initiator, and 2 mercapto ethanol is a chain-transferring agent, synthetic PNIPAM (PNIPAAm).
According to chemical composition: x=0.3 takes by weighing raw material: MnSO
4H
2O, ZnSO
47H
2O, FeSO
47H
2O is a precipitant with NaOH, presses n (M): n (OH
-)=1: 214 (M represents all metal ions) takes by weighing the amount of required NaOH, and be mixed with the solution that concentration is 20mg/ml, 3 kinds of sulfate are mixed be incorporated in earlier and grind grind into fine powder in the cup at a high speed, add NaOH solution then, constantly stir repeatedly simultaneously and make into pasty state, after placing 12h, 80 ℃ of dryings, treat to grind again behind its bone dry and put into 400 ℃ of roasting 1h of Muffle furnace, embathe with hot distilled water behind the natural cooling, filter, to remove soluble sulphate, with using dehydrated alcohol drip washing one time behind the sulfate radical-free ion in the BaCl2 detection filtrate, in 60 ℃ of oven dry, obtain the manganese-zinc ferrite microgranule.
Take by weighing the PNIPAAm that 150mg prepares and place the 10ml volumetric flask, add 10ml DMAc, after treating to dissolve fully, pack in the bag filter, then add the former medicine of 70mg norcantharidin in bag filter, splashing into 2ml concentration simultaneously is the aqueous solution that 60mg/ml contains the manganese-zinc ferrite nanoparticle, dialyses 4 days, every 15h changes water one time, and product promptly gets required product in the final bag filter.
The injection of this product is injected in the patient body through relevant treatment, is under the effect of 9000Gs external magnetic field in magnetic field intensity, and this pharmaceutical carrier is positioned near the tumor locus, add alternating magnetic field simultaneously, its frequency is between 300kHz, and output current is at 300A, and be 10min action time.Under this effect, the carrier micelle temperature raises and reaches 41 ℃, and micelle shrinks to be assembled, and drug slow steadily disengages.
Embodiment 3
Utilize lactide and PEG to cause the ring-opening polymerisation copolymerization, obtain block copolymer PLA-PEG.
According to chemical composition: x=0.1 takes by weighing raw material: MnSO
4H
2O, ZnSO
47H
2O, FeSO
47H
2O is a precipitant with NaOH, presses n (M): n (OH
-)=1: 214 (M represents all metal ions) takes by weighing the amount of required NaOH, and be mixed with the solution that concentration is 10mg/ml, 3 kinds of sulfate are mixed be incorporated in earlier and grind grind into fine powder in the cup at a high speed, add NaOH solution then, constantly stir repeatedly simultaneously and make into pasty state, after placing 12h, 80 ℃ of dryings are treated to grind again behind its bone dry and are put into 400 ℃ of roasting 1h of Muffle furnace, embathe, filter with hot distilled water behind the natural cooling, to remove soluble sulphate, use BaCl
2Detect and use dehydrated alcohol drip washing one time in the filtrate behind the sulfate radical-free ion,, obtain the manganese-zinc ferrite microgranule in 60 ℃ of oven dry.
Take by weighing the PLA-PEG copolymer that 50mg prepares and place the 10ml volumetric flask, add 10ml DMAc, after treating to dissolve fully, pack in the bag filter, then interpolation 70mg removes amphotericin B in the bag filter, and splashing into 10ml concentration simultaneously is the aqueous solution that 10mg/ml contains the manganese-zinc ferrite nanoparticle, dialyses 5 days, every 4h changes water one time, and product promptly gets required product in the final bag filter.
The injection of this product is injected in the patient body through relevant treatment, is under the effect of 13000Gs external magnetic field in magnetic field intensity, and this pharmaceutical carrier is positioned near the tumor locus, add alternating magnetic field simultaneously, its frequency is between 250kHz, and output current is at 100A, and be 40min action time.Under this effect, the carrier micelle temperature raises and reaches 39 ℃, and micelle shrinks to be assembled, and drug slow steadily disengages.
Embodiment 4
With benzoyl peroxide (BPO) is initiator, and 2 mercapto ethanol is a chain-transferring agent, and synthetic poly-(the N-N-isopropylacrylamide) that contains terminal hydroxy group be prepolymer (PNIPAAm).Be macromole evocating agent with the prepolymer that contains terminal hydroxy group again, Sn (Oct) 2 obtains the PNIPAAm-PLA block copolymer for catalyst causes the lactide ring-opening polymerisation.
According to chemical composition: x=0.9 takes by weighing raw material: MnSO
4H
2O, ZnSO
47H
2O, FeSO
47H
2O is a precipitant with NaOH, presses n (M): n (OH
-)=1: 214 (M represents all metal ions) takes by weighing the amount of required NaOH, and be mixed with the solution that concentration is 50mg/ml, 3 kinds of sulfate are mixed be incorporated in earlier and grind grind into fine powder in the cup at a high speed, add NaOH solution then, constantly stir repeatedly simultaneously and make into pasty state, after placing 12h, 80 ℃ of dryings are treated to grind again behind its bone dry and are put into 400 ℃ of roasting 1h of Muffle furnace, embathe, filter with hot distilled water behind the natural cooling, to remove soluble sulphate, use BaCl
2Detect and use dehydrated alcohol drip washing one time in the filtrate behind the sulfate radical-free ion,, obtain the manganese-zinc ferrite microgranule in 60 ℃ of oven dry.
Take by weighing the PNIPAAm-PLA copolymer that 100mg prepares and place the 10ml volumetric flask, add 10ml DMAc, after treating to dissolve fully, pack in the bag filter, then add the 20mg5-fluorouracil in bag filter, splashing into 10ml concentration simultaneously is the aqueous solution that 5mg/ml contains the manganese-zinc ferrite nanoparticle, dialyses 3 days, every 10h changes water one time, and product promptly gets required product in the final bag filter.
The injection of this product is injected in the patient body through relevant treatment, is under the effect of 5000Gs external magnetic field in magnetic field intensity, and this pharmaceutical carrier is positioned near the tumor locus, add alternating magnetic field simultaneously, its frequency is between 50kHz, and output current is at 400A, and be 600min action time.Under this effect, the carrier micelle temperature raises and reaches 40 ℃, and micelle shrinks to be assembled, and drug slow steadily disengages.
Claims (3)
1, a kind of preparation method with temperature sensitive property carrier micelle of magnetothermal effect is characterized in that concrete steps are as follows:
Temperature sensing polymer is dissolved in the organic solvent dimethyl acetylamide, and the concentration of temperature sensing polymer in dimethyl acetylamide is 5mg/ml-10mg/ml,, after treating to dissolve fully, in the bag filter of packing into.Then adding in bag filter needs the medicine that coats, splashes into 1ml-5ml simultaneously, weight concentration is the aqueous solution that contains the manganese-zinc ferrite nanoparticle of 1mg/ml-50mg/ml, and dialysis is 2-5 days in deionized water.Every 5-20h changes water one time, and products therefrom is the temperature sensitive property carrier micelle with magnetothermal effect in the bag filter; Wherein:
The minimum critical transition temperature of described temperature sensing polymer is 38 ℃-45 ℃, and the particle diameter of aqueous solution that contains the manganese-zinc ferrite nanoparticle is less than 50nm, and Curie temperature is 38 ℃-45 ℃; Described temperature sensing polymer is one to two kind copolymer in poly-isopropyl allylamine, polylactic acid, polyglycolic acid or the Polyethylene Glycol.
2, the preparation method with temperature sensitive property carrier micelle of magnetothermal effect according to claim 1 is characterized in that the medicine concentration in the organic solvent dimethyl acetylamide that coats is 2-10mg/ml.
3, the temperature sensitive property carrier micelle that a kind of preparation method according to claim 1 obtains with magnetothermal effect, it is characterized in that this carrier micelle has nucleocapsid structure, particle diameter is 10nm-2000nm, its minimum critical transition temperature LCST is 38 ℃-50 ℃, entrapment efficiency is 5%-50%, and magnetic composite micelle saturation magnetization is 3emu/g-100emu/g.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102085375A (en) * | 2011-01-28 | 2011-06-08 | 同济大学 | In-situ magnetically-heated temperature-sensitive targeted nano drug carrier for reversal of multi-drug resistance in tumors |
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| CN102688494A (en) * | 2011-03-23 | 2012-09-26 | 卢世璧 | Preparation method of protein drug-carrying magnetic composite nano-material and application thereof |
| CN103211762B (en) * | 2013-04-11 | 2015-01-14 | 同济大学 | Novel diagnosis and treatment integrated hybridization micelle and preparation method thereof |
| CN105031672A (en) * | 2015-07-14 | 2015-11-11 | 同济大学 | Preparation method of polylactic acid stereocomplex magnetic nano micelle |
| CN109010840B (en) * | 2018-09-29 | 2021-01-19 | 清华大学 | Preparation method of amphiphilic biodegradable drug-loaded micelle |
| CN109485863A (en) * | 2018-10-18 | 2019-03-19 | 苏州科技大学 | A kind of responsiveness amphiphilic block copolymer and preparation method thereof |
| CN109453120A (en) * | 2018-11-23 | 2019-03-12 | 中山大学肿瘤防治中心 | Magnetic nano drug and its application |
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| CN1772300A (en) * | 2005-10-25 | 2006-05-17 | 南京工业大学 | Nanometer manetic powder for magnetothermical therapy and anti-CEA antibody target medicine |
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| CN102085375A (en) * | 2011-01-28 | 2011-06-08 | 同济大学 | In-situ magnetically-heated temperature-sensitive targeted nano drug carrier for reversal of multi-drug resistance in tumors |
| CN102085375B (en) * | 2011-01-28 | 2012-12-05 | 同济大学 | In-situ magnetically-heated temperature-sensitive targeted nano drug carrier for reversal of multi-drug resistance in tumors |
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