WO2008104633A1 - Method for releasing a material in a controlled manner from amphiphilic compounds and use of the method - Google Patents
Method for releasing a material in a controlled manner from amphiphilic compounds and use of the method Download PDFInfo
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- WO2008104633A1 WO2008104633A1 PCT/FI2008/000033 FI2008000033W WO2008104633A1 WO 2008104633 A1 WO2008104633 A1 WO 2008104633A1 FI 2008000033 W FI2008000033 W FI 2008000033W WO 2008104633 A1 WO2008104633 A1 WO 2008104633A1
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- liposomes
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- light
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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
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
- A61K41/0028—Disruption, e.g. by heat or ultrasounds, sonophysical or sonochemical activation, e.g. thermosensitive or heat-sensitive liposomes, disruption of calculi with a medicinal preparation and ultrasounds
-
- 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
- A61K9/5115—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61N—ELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
- A61N5/00—Radiation therapy
- A61N5/06—Radiation therapy using light
Definitions
- the present invention relates to a method, with the aid of which it is possible to release a material in a controlled manner from amphiphilic compounds, such as liposomes, and to the use of the method.
- Amphiphilic compounds such as lipids, form self-organizing structures.
- the structures typically have a phase-transition temperature, above which the structures become looser and leakier.
- the self-organizing structures can be on solid surfaces, or lipid membranes settling on an air-water interface. In water, or in water-based solutions, the amphiphilic compounds form micelles, inverse micelles, or liposomes.
- Liposomes and micelles can be used for drug delivery. Many known methods can be used to encapsulate water-solvent and fat-solvent drugs. For example, peptides, oligonucleotides, or counter-agents can be added to the surfaces of the liposomes, for their cell targeting. Even though a drug can be targeted on a target tissue with the aid of liposomes, it is difficult to release the drug at the desired moment. The release of a drug in the target tissue, for example, in a cancer neoplasm, or in the bottom of the eye would create opportunities for safer and more effective pharmacotherapy, as a greater content of the drug would be achieved in the target tissue than elsewhere.
- US patent publication 5,810,888 in which the temperature of liposomes injected in the blood circulation is increased using electromagnetic radiation operating at a radio frequency.
- the present invention is intended to create a method with the aid of which, for example, a drug can be released from liposomes in a controlled manner at the desired location.
- metallic nanoparticles are used for lipid bilayer opening.
- the opening is based on heating the nanoparticles, which is achieved with the aid of light.
- the metallic nanoparticles are extremely effective in absorbing electromagnetic radiation in specific wavelength bands and release the energy they obtain to the surrounding substance as heat.
- Liposomes can be functionalized in different ways: water-soluble particles can be transferred to the water space they contain, or fat-soluble particles can be mixed with their lipid bilayer. Particles placed in the internal solution can be either 'freely' in the internal solution, or electrostatically and/or hydrophobically bound to the internal surface of the lipid bilayer.
- the functionalized metal nanoparticles placed in the bilayer remain in the layer through hydrophobic interaction.
- the liposomes can be formed from either one or more bilayers.
- UV radiation for example, is aimed at metallic nanoparticles, they absorb the radiation in the UV-vis wavelength band, which is mostly converted to heat, which is then rapidly transferred to their surroundings.
- the drugs contained in the liposome are then released through the openings arising between the components of the lipid membrane and the components of the fluids.
- the method does not heat the actual tissue to the same temperature, instead the increase in temperature is localized around the nanoparticles, which is due to their greater thermal capacity.
- the particles act as a kind of thermal trap, so that the healthy tissue is saved from a dangerous amount of radiation.
- the important features of the delivery technique are the following: 1) the lipids can be selected in such a way that the temperature range varies 'as required', 2) light is only one way to open a liposome, but other electromagnetic and magnetic triggers are also possible, 3) placing the nanoparticles in an internal space extends the use of the method, compared to a situation in which the nanoparticles are only in the hydrophobic bilayer of a bilayer.
- Figure 1 shows the general principle of the invention, in which, in brief, shows how a local rise in temperature to above the phase-transition temperature of the lipid layer makes the lipid layer leaky and releases the drug.
- the liposomes are functionalized nanoparticles, which light heats, opening holes in the walls of the liposome at the points rising above the phase-transition temperature;
- Figure 2 shows how, by changing the composition of the shell of the liposomes, calcein is released at different temperatures
- Figure 3 shows the release of calcein from AU-C6SH liposomes, in an experiment, in which UV radiation was commenced at the 20-min point;
- Figure 4 also shows the release of calcein from AU-MSA liposomes. UV radiation was commenced at the 20-min point;
- Figure 5 for its part, show the release of calcein from Nanogold® liposomes. UV radiation was commenced at the 20-min point;
- Figure 6 shows the release kinetics of calcein in the temperature gradient, from gold liposomes and control liposomes.
- Example 1 Heat sensitivity of liposomes Calcein was entrapped in liposomes using the reverse phase-evaporation method (REV) (Szoka and Papahadjopoulos, Proc. Nat. Acad. Sci. 75: 4194-8, 1978).
- the lipids used were i ⁇ -Dipalmitoyl-sn-glycero-S-phosphatidylcholine (DPPC) and 1 ⁇ -Disteroayl-sn-glycero-S-phosphatidylcholine (DSPC), the mixing ratios of which were altered in the experiments.
- the release of calcein to the liposomes was measured with the aid of a fluorometer.
- Hydrophobic gold nanoparticles (Au-C6SH) were manufactured using the House- Schiffrin method (Brust, M. et al. Journal of the Chemical Society, Chemical Communications 1994, 801), in which a HAuCI 4 salt was reduced to metallic gold in a two-phase system.
- the size of the particles was kept small, about 2 nm, by coating the particles with hexanethiol, which also stabilized the particles against aggregation.
- the hexanethiol layer makes the particles hydrophobic, when they seek the centre part of the lipid bilayer.
- the size of the particles is sufficiently small for them to fit into the bilayer, at least at low concentrations, without the liposomes being destroyed due to excessive stresses.
- Hydrophilic mercaptosuccinic acid coated gold nanoparticles were manufactured by single-phase reaction using the Kimura method (Chem. S.; Kimura, K. Langmuir 1999, 16, 1075).
- the carboxylic acid groups on the surface made these particles water-soluble and at the same time negatively charged. Thus they became bound to the inside or outside of the cationic lipid membranes by ionic bonding. They can also be closed inside the liposomes in the synthesis stage, in which case they can also heat uncharged liposomes.
- Example 3 Liposomes containing hydrophobic gold nanoparticles
- Hydrophobic gold nanoparticles Au-C6SH
- Nanogod® Nanoprobes, Inc. particles (one fatty-acid chain/particle on the surface) were joined to REV liposomes in their manufacturing stage, by mixing a DIPE solution of nanoparticles with a lipid suspension, after sonication. The DIPE was evaporated and the free gold particles were separated from the liposomes with the aid of centrifuging. The release of calcein was studied using a fluorometer, as described above. The hydrophobic nanoparticles probably settled on the shell of the liposomes.
- the liposomes were first kept at +37°C for 20 minutes without UV light, after which the liposomes were radiated with UV light (250 nm) for 30 minutes and the release of calcein was determined at intervals of 5 minutes, with the aid of a fluorometer.
- the temperature was kept constant at +37°C. At this temperature, calcein is not released at all from the gold liposomes without UV radiation at the lower gold contents (100 and 200 pmol), and even with the aid of radiation nothing happens, if there are no gold particles in the liposomes.
- UV light induces the release of calcein, as the warming of the nanoparticles raises the local temperature in the lipid membrane above the phase-transition temperature. A greater particle concentration will lead to a more rapid release.
- Example 4 Liposomes containing hydrophilic gold nanoparticles
- Hydrophilic gold nanoparticles were manufactured as described above. They were entrapped in REV liposomes by placing the nanoparticles in the same stage in a water phase with calcein. The unentrapped gold particles were separated by centrifuging and the unentrapped calcein in a Sephadex G- 50 silica column. At body temperature, 37°C, calcein is not released from the liposomes without gold nanoparticles and UV radiation. At high gold contents (1000 pmol), the related of calcein without UV radiation can be detected. If the liposomes containing Au-MSA particles are irradiated with 250-nm UV light, calcein is released.
- the calcein release temperature is determined relative to the temperature from the lipsomes containing gold nanoparticles. Using both hydrophobic and hydrophilic gold nanoparticles, the release of calcein is achieved at a lower temperature than when using normal lipsomes. This is due to their effect of the structure and curvature of the lipid membrane. By means of ionic bonding, the bonded/free Au-MSA probably has the least effect on the structure of the bilayer and thus also the least effect on the phase-transition temperature.
- Some areas of application are, for example, areas in which light can have an effect.
- the care of eye diseases is one typical area. Light can be easily directed to the eye and a liposome composition placed in it can thus be made to open and release a drug in a controlled manner.
- Another obvious area of application is the care of skin diseases. The skin allow a certain amount of light to penetrate and the release of a drug can also be targeted on the area that are located immediately under the surface layer of the skin.
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Abstract
Method for releasing a material in a controlled manner from amphiphilic compounds. The material to be released is enclosed inside a membrane formed of an amphiphilic compound, in which or inside which membrane noble-metal nanoparticles are incorporated. Light of a sufficiently strong intensity is directed to the amphiphilic compounds for a sufficiently long time for the membrane to change phase, as a result of the increase in temperature, and to open an exit path for the material.
Description
Method for releasing a material in a controlled manner from amphophilic compounds and use of the method
The present invention relates to a method, with the aid of which it is possible to release a material in a controlled manner from amphiphilic compounds, such as liposomes, and to the use of the method.
Amphiphilic compounds, such as lipids, form self-organizing structures. The structures typically have a phase-transition temperature, above which the structures become looser and leakier. The self-organizing structures can be on solid surfaces, or lipid membranes settling on an air-water interface. In water, or in water-based solutions, the amphiphilic compounds form micelles, inverse micelles, or liposomes.
Liposomes and micelles can be used for drug delivery. Many known methods can be used to encapsulate water-solvent and fat-solvent drugs. For example, peptides, oligonucleotides, or counter-agents can be added to the surfaces of the liposomes, for their cell targeting. Even though a drug can be targeted on a target tissue with the aid of liposomes, it is difficult to release the drug at the desired moment. The release of a drug in the target tissue, for example, in a cancer neoplasm, or in the bottom of the eye would create opportunities for safer and more effective pharmacotherapy, as a greater content of the drug would be achieved in the target tissue than elsewhere. One example of the aforementioned release of a drug from liposomes is disclosed in US patent publication 5,810,888, in which the temperature of liposomes injected in the blood circulation is increased using electromagnetic radiation operating at a radio frequency.
The present invention is intended to create a method with the aid of which, for example, a drug can be released from liposomes in a controlled manner at the desired location.
The aforementioned and other advantages of the invention are achieved in the
manner stated in the Claims.
According to the general principle of the present invention, metallic nanoparticles are used for lipid bilayer opening. The opening is based on heating the nanoparticles, which is achieved with the aid of light. The metallic nanoparticles are extremely effective in absorbing electromagnetic radiation in specific wavelength bands and release the energy they obtain to the surrounding substance as heat.
Liposomes can be functionalized in different ways: water-soluble particles can be transferred to the water space they contain, or fat-soluble particles can be mixed with their lipid bilayer. Particles placed in the internal solution can be either 'freely' in the internal solution, or electrostatically and/or hydrophobically bound to the internal surface of the lipid bilayer.
The functionalized metal nanoparticles placed in the bilayer remain in the layer through hydrophobic interaction. The liposomes can be formed from either one or more bilayers. When UV radiation, for example, is aimed at metallic nanoparticles, they absorb the radiation in the UV-vis wavelength band, which is mostly converted to heat, which is then rapidly transferred to their surroundings. In this way, it is possible to heat heat-sensitive lipids using a laser or a powerful lamp to more than their phase-transition temperature, in such a way that the lipid molecules change their form from rigid to fluid. The drugs contained in the liposome are then released through the openings arising between the components of the lipid membrane and the components of the fluids. The method does not heat the actual tissue to the same temperature, instead the increase in temperature is localized around the nanoparticles, which is due to their greater thermal capacity. The particles act as a kind of thermal trap, so that the healthy tissue is saved from a dangerous amount of radiation.
The important features of the delivery technique are the following: 1) the lipids can be selected in such a way that the temperature range varies 'as required', 2) light is only one way to open a liposome, but other electromagnetic and
magnetic triggers are also possible, 3) placing the nanoparticles in an internal space extends the use of the method, compared to a situation in which the nanoparticles are only in the hydrophobic bilayer of a bilayer.
In order to illustrate the invention, reference is also made to the figures, which show some factors that are important in terms of the invention. Thus:
Figure 1 shows the general principle of the invention, in which, in brief, shows how a local rise in temperature to above the phase-transition temperature of the lipid layer makes the lipid layer leaky and releases the drug. The liposomes are functionalized nanoparticles, which light heats, opening holes in the walls of the liposome at the points rising above the phase-transition temperature;
Figure 2 shows how, by changing the composition of the shell of the liposomes, calcein is released at different temperatures;
Figure 3 shows the release of calcein from AU-C6SH liposomes, in an experiment, in which UV radiation was commenced at the 20-min point;
Figure 4 also shows the release of calcein from AU-MSA liposomes. UV radiation was commenced at the 20-min point;
Figure 5, for its part, show the release of calcein from Nanogold® liposomes. UV radiation was commenced at the 20-min point;
Figure 6 shows the release kinetics of calcein in the temperature gradient, from gold liposomes and control liposomes.
In the following, the invention is described in greater detail, with reference to clarifying examples.
Example 1 : Heat sensitivity of liposomes
Calcein was entrapped in liposomes using the reverse phase-evaporation method (REV) (Szoka and Papahadjopoulos, Proc. Nat. Acad. Sci. 75: 4194-8, 1978). The lipids used were i^-Dipalmitoyl-sn-glycero-S-phosphatidylcholine (DPPC) and 1 ^-Disteroayl-sn-glycero-S-phosphatidylcholine (DSPC), the mixing ratios of which were altered in the experiments. The release of calcein to the liposomes was measured with the aid of a fluorometer. In normal situations, calcein is not released from liposomes, but when the shell of the liposomes opens casein is able to move through the membrane and begins to fluoresce as it is released. At the end of the experiment, the rest of the calcein was released with the aid of Triton. The leakage of the shell of the liposomes by raising temperature was demonstrated by incubating calcein liposomes in the cuvette of the fluorometer at different temperatures (Figure 2). Excitation was at a wavelength of 494 nm and emission was measured at a wavelength of 515 nm. The size of the liposomes was determined with the aid of light scattering and was 200 - 400 nm. REV liposomes were used in the experiments, because they are monolayer. When monolayer liposomes are used, the opening of a single lipid bilayer will be sufficient to open the shell. This permits a clearer difference in the leakage of the shell, because in this way the probable intermediate forms (partly leaking membrane) are avoided in the case of multilayer liposomes.
The results of the experiment are shown in Figure 2 in relation to temperature and composition. For further experiments, DSPC/DPPC (90/10) was selected, which releases calcein, when the temperature is 45°C or higher.
Example 2: Gold nanoparticles
Hydrophobic gold nanoparticles (Au-C6SH) were manufactured using the Brust- Schiffrin method (Brust, M. et al. Journal of the Chemical Society, Chemical Communications 1994, 801), in which a HAuCI4 salt was reduced to metallic gold in a two-phase system. The size of the particles was kept small, about 2 nm, by coating the particles with hexanethiol, which also stabilized the particles against aggregation. At the same time, the hexanethiol layer makes the particles hydrophobic, when they seek the centre part of the lipid bilayer. The size of the
particles is sufficiently small for them to fit into the bilayer, at least at low concentrations, without the liposomes being destroyed due to excessive stresses. Hydrophilic mercaptosuccinic acid coated gold nanoparticles (Au- MSA) were manufactured by single-phase reaction using the Kimura method (Chem. S.; Kimura, K. Langmuir 1999, 16, 1075). The carboxylic acid groups on the surface made these particles water-soluble and at the same time negatively charged. Thus they became bound to the inside or outside of the cationic lipid membranes by ionic bonding. They can also be closed inside the liposomes in the synthesis stage, in which case they can also heat uncharged liposomes.
Example 3: Liposomes containing hydrophobic gold nanoparticles
Hydrophobic gold nanoparticles (Au-C6SH) and Nanogod® (Nanoprobes, Inc.) particles (one fatty-acid chain/particle on the surface) were joined to REV liposomes in their manufacturing stage, by mixing a DIPE solution of nanoparticles with a lipid suspension, after sonication. The DIPE was evaporated and the free gold particles were separated from the liposomes with the aid of centrifuging. The release of calcein was studied using a fluorometer, as described above. The hydrophobic nanoparticles probably settled on the shell of the liposomes. The liposomes were first kept at +37°C for 20 minutes without UV light, after which the liposomes were radiated with UV light (250 nm) for 30 minutes and the release of calcein was determined at intervals of 5 minutes, with the aid of a fluorometer. In the experiment, the temperature was kept constant at +37°C. At this temperature, calcein is not released at all from the gold liposomes without UV radiation at the lower gold contents (100 and 200 pmol), and even with the aid of radiation nothing happens, if there are no gold particles in the liposomes. However, when liposomes functionalized using nanoparticles are used, UV light induces the release of calcein, as the warming of the nanoparticles raises the local temperature in the lipid membrane above the phase-transition temperature. A greater particle concentration will lead to a more rapid release.
The experiment described above is illustrated in Figure 3.
Example 4: Liposomes containing hydrophilic gold nanoparticles
Hydrophilic gold nanoparticles (Au-MSA) were manufactured as described above. They were entrapped in REV liposomes by placing the nanoparticles in the same stage in a water phase with calcein. The unentrapped gold particles were separated by centrifuging and the unentrapped calcein in a Sephadex G- 50 silica column. At body temperature, 37°C, calcein is not released from the liposomes without gold nanoparticles and UV radiation. At high gold contents (1000 pmol), the related of calcein without UV radiation can be detected. If the liposomes containing Au-MSA particles are irradiated with 250-nm UV light, calcein is released.
The performance of the experiments is shown in Figure 4.
Increasing the particle concentration significantly accelerates the release of calcein. The phenomenon and mechanism are the same for all the tested types of nanoparticle (Au-MSA, Au-CΘSH, Nanogold®). The release efficiency is greatest for the Nanogold® and AU-C6SH liposomes and slightly less for Au- MSA.
Example 5: Effect of nanoparticles on the phase-transition temperature of the liposomes
The calcein release temperature is determined relative to the temperature from the lipsomes containing gold nanoparticles. Using both hydrophobic and hydrophilic gold nanoparticles, the release of calcein is achieved at a lower temperature than when using normal lipsomes. This is due to their effect of the structure and curvature of the lipid membrane. By means of ionic bonding, the bonded/free Au-MSA probably has the least effect on the structure of the bilayer and thus also the least effect on the phase-transition temperature.
The effect of the temperature is shown in the experiment shown in Figure 6.
It is obvious that specific variables will be selected on the basis of either knowledge or empirical experiments. Such factors are, for example, the wavelength of the available light. There is reason to assume that a relatively wide wavelength range is suitable for the purpose, from the infrared range to the ultraviolet range. The second parameter to be selected is the intensity of the light and the third factor the duration of the irradiation. From all of these factors an equation is created, according to which the optimal result will be achieved in operation.
Some areas of application are, for example, areas in which light can have an effect. The care of eye diseases is one typical area. Light can be easily directed to the eye and a liposome composition placed in it can thus be made to open and release a drug in a controlled manner. Another obvious area of application is the care of skin diseases. The skin allow a certain amount of light to penetrate and the release of a drug can also be targeted on the area that are located immediately under the surface layer of the skin.
The above experiments were performed only using gold nanoparticles. Of course, other nano-scale metallic particles are also suitable for use in them method according to the invention. If and when the intention is to operate in the human body, it is obvious that very great care must be used in the selection of the materials to be used. However, it is also obvious that metals of the group of noble metals will be suitable for the purpose, with not only gold but also platinum and silver being able to be considered.
Claims
1. Method for releasing a material in a controlled manner from amphiphilic compounds, characterized in that - the material to be released is enclosed inside a membrane formed of an amphiphilic compound, in which, or inside which membrane there are nanoparticles of noble metals and
- light of a sufficiently strong intensity is directed to the totality for a sufficiently long time for the membrane to change phase as a result of the increase in temperature and to open an exit path for the material.
2. Method according to Claim 1 , characterized in that liposomes are used as the amphiphilic compound.
3. Method according to Claim 1 , characterized in that the noble-metal nanoparticles are gold nanoparticles.
4. Method according to Claim 1 , characterized in that the amphiphilic membrane is a bilayer membrane.
5. Method according to Claim 1 , characterized in that the noble-metal nanoparticles are attached to the surface of the membrane, or combined with the membrane itself.
6. Method according to Claim 1 , characterized in that the light is ultraviolet light.
7. Method according to Claim 1 , characterized in that the liposome is functionalized to be able to travel to a desired location in the body.
8. Use of the method according to any of the above Claims for transporting therapeutic compounds to a desired location and releasing them there.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI20070162 | 2007-02-27 | ||
| FI20070162A FI20070162L (en) | 2007-02-27 | 2007-02-27 | Method for controlled release of material from amphiphilic compounds and use of the method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2008104633A1 true WO2008104633A1 (en) | 2008-09-04 |
Family
ID=37832207
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/FI2008/000033 Ceased WO2008104633A1 (en) | 2007-02-27 | 2008-02-27 | Method for releasing a material in a controlled manner from amphiphilic compounds and use of the method |
Country Status (2)
| Country | Link |
|---|---|
| FI (1) | FI20070162L (en) |
| WO (1) | WO2008104633A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2544533A4 (en) * | 2010-03-12 | 2014-07-09 | Univ California | TRIGGERED RELEASE OF THE CARGO OF STABILIZED NANOPARTICLE LIPOSOMES |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5810888A (en) * | 1997-06-26 | 1998-09-22 | Massachusetts Institute Of Technology | Thermodynamic adaptive phased array system for activating thermosensitive liposomes in targeted drug delivery |
| WO2001005586A1 (en) * | 1999-07-16 | 2001-01-25 | Wm. Marsh Rice University | Temperature-sensitive polymer/nanoshell composites for photothermally modulated drug delivery |
| WO2001058458A1 (en) * | 2000-02-08 | 2001-08-16 | Rice University | Optically-active nanoparticles for use in therapeutic and diagnostic methods |
| WO2005077330A1 (en) * | 2004-02-17 | 2005-08-25 | The University Of Melbourne | Electromagnetic radiation addressable materials |
| US20060165767A1 (en) * | 2002-09-12 | 2006-07-27 | Hansjorg Eibl | Thermolabile liposome with a controlled release temperature |
| WO2007146426A2 (en) * | 2006-06-15 | 2007-12-21 | Abbott Cardiovascular Systems Inc. | Nanoshells for drug delivery |
-
2007
- 2007-02-27 FI FI20070162A patent/FI20070162L/en not_active Application Discontinuation
-
2008
- 2008-02-27 WO PCT/FI2008/000033 patent/WO2008104633A1/en not_active Ceased
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5810888A (en) * | 1997-06-26 | 1998-09-22 | Massachusetts Institute Of Technology | Thermodynamic adaptive phased array system for activating thermosensitive liposomes in targeted drug delivery |
| WO2001005586A1 (en) * | 1999-07-16 | 2001-01-25 | Wm. Marsh Rice University | Temperature-sensitive polymer/nanoshell composites for photothermally modulated drug delivery |
| WO2001058458A1 (en) * | 2000-02-08 | 2001-08-16 | Rice University | Optically-active nanoparticles for use in therapeutic and diagnostic methods |
| US20060165767A1 (en) * | 2002-09-12 | 2006-07-27 | Hansjorg Eibl | Thermolabile liposome with a controlled release temperature |
| WO2005077330A1 (en) * | 2004-02-17 | 2005-08-25 | The University Of Melbourne | Electromagnetic radiation addressable materials |
| WO2007146426A2 (en) * | 2006-06-15 | 2007-12-21 | Abbott Cardiovascular Systems Inc. | Nanoshells for drug delivery |
Non-Patent Citations (2)
| Title |
|---|
| PAASONEN L. ET AL.: "Gold nanoparticles enable selective light-induced contents release from liposomes", JOURNAL OF CONTROLLED RELEASE, vol. 122, 2007, pages 86 - 93, XP022208580 * |
| VIROONCHATAPAN E. ET AL.: "Preparation and Characterization of Dextran Magnetite-Incorporated Thermosensitive Liposomes: An on-line Flow System for Quantifying Magnetic Responsiveness", PHARMACEUTICAL RESEARCH, vol. 12, no. 8, 1995, pages 1176 - 1183, XP001068675 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2544533A4 (en) * | 2010-03-12 | 2014-07-09 | Univ California | TRIGGERED RELEASE OF THE CARGO OF STABILIZED NANOPARTICLE LIPOSOMES |
Also Published As
| Publication number | Publication date |
|---|---|
| FI20070162A7 (en) | 2008-08-28 |
| FI20070162A0 (en) | 2007-02-27 |
| FI20070162L (en) | 2008-08-28 |
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