CN104877669A - Compound fluorescent micro-nano system and preparation method thereof based on one-pot process - Google Patents
Compound fluorescent micro-nano system and preparation method thereof based on one-pot process Download PDFInfo
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Abstract
The invention discloses a compound fluorescent micro-nano system and a preparation method thereof based on a one-pot process. A biomedical material with the matrix being butyl polyacrylate is constructed, wherein the entrapment component can be selected from fluorescent substances such as rhodamine, coumarin 6, nile red, camptothecin, adriamycin amycin and the like. The system disclosed by the invention is simple in preparation process, mild in condition, green and environment-friendly in process, less in energy consumption, free of pollution of three wastes, radiation, noise and the like and simple and convenient in separation and purification process. The obtained system is stable and easy to store and is a universal process for selectively preparing the compound fluorescent micro-nano system. Based on good biocompatibility and stability of the compound fluorescent micro-nano system as well as the fluorescence imaging and treating functions of the entrapment component, the system is expected to be relatively widely applied in the field of in vivo marking and tracing, biomedical imaging, targeted diagnosis and treat integration, medicine screening and optimization and the like and has good economic and social benefits in the field of life health and personal medical treatment and the like.
Description
Technical field
The present invention relates to fluorescence micro/nano material, specifically in the micro-nano system of composite fluorescence and the preparation technology based on one pot synthesis thereof.
Background technology
Fluorescence imaging is as a kind of common imaging technique, and Visual retrieval means that are directly perceived with it, original position are widely applied in fields such as biological detection identification, medical images.The Imaging-PAM rebuild based on fluorescent signal has multiple unique advantage, and sensitivity as strong, high in sample penetration and selectivity, show good application prospect.Fluorescence imaging probe is in field widespread uses such as chemistry, biological and medical science, but conventional organic dyes small molecules exists the defect that some are difficult to overcome, as: character is unstable, easily by photobleaching, and can not life-time service; Organic dye is not suitable for polychrome imaging, can only be excited by specific wavelength, needs multiple excitation light source could realize multicolor displaying simultaneously; Excite with emission wavelength stable not, easily change with surrounding environment (as PH, temperature etc.); Stokes shift between the excitation and emission spectra of organic fluorescent dye is less, makes it be vulnerable to the interference of exciting light and the background from animal self when living animal fluorescence imaging.In addition, the biosafety issues of organic fluorescent dye has also limited to its application in vivo.
In recent years along with the development of nanotechnology, combined by highly sensitive fluorescence molecule with nanotechnology, development preparation bag carries the compound system with micro nano structure of fluorescence molecule, by for overcoming the strategy that the problems referred to above provide new.Micro-nano system many employings phosphatide of previous literature report, albumin, carbohydrate etc. as substrate material, construction strategy also to be layering, the method such as water-oil-water, oil-water-oil microemulsion, there is the deficiency such as step complexity, system stability difference.Although and adopt superpolymer can improve its stability as substrate material, synthesis technique is complicated, productive rate is lower, and adopts organic solvent that is poisonous, that pollute as medium more, and in the polymeric acceptor obtained, biological safety there is no method evaluation.Therefore select desirable substrate material, development is green, structure and preparation technology are even more important efficiently.
Butyl polyacrylate is the biomedical material through FDA certification, and widespread use in the field such as medical science, pharmacy is often used as and prepares medicine intermediate, clinical hemostasis agent etc.The biocompatibility good based on it and degradable in vivo, development of new bag carry fluorescence molecule the preparation technology of composite micro-nano rice system to Development of Novel bioprobe, medical contrast medium, expansion fluorescent contrast agent, improve fluorescence micro/nano probe bioavailability, being extensively suitable for of biomedical sector, there is pushing effect for fluorescence imaging.Meanwhile, because some anti-tumor drug molecule itself has fluorescent characteristic, the micro-nano system of development bag loaded with anti-cancer medicine molecule is for realizing the high specific target of medicine in focal area and release, and then the early diagnosis implementing disease is significant with treatment.
Summary of the invention
The object of the invention is the shortcoming and defect existed to overcome prior art, and provide a kind of composite fluorescence micro-nano system, the micro-nano system of this composite fluorescence has good biocompatibility and stability, package-contained material has fluorescence imaging and treatment function concurrently, be expected to mark in vivo, the field such as drug screening and optimization integrated with spike, Biologic Medical Image, target diagnosis and treatment be more widely used, in life and health and personalized medicine etc., produce good economic and social profit.
Second object of the present invention is to provide a kind of selectivity and builds the preparation technology that the micro-nano system of above-mentioned composite fluorescence treats different things alike, this step of preparation process is simple, mild condition, technique environmental protection, less energy consumption, without the three wastes and the pollution such as radiation and noise, Separation & Purification technological operation is easy, gained stable system is easy to preserve, and is the common processes that a kind of selectivity prepares the micro-nano system of composite fluorescence.
For realizing first object of the present invention, technical scheme of the present invention is the micro-nano system structure of this composite fluorescence is be build matrix with butyl polyacrylate, and bag year component is one or more combinations in rhodamine, coumarin 6, Nile red, camptothecine, Zorubicin.
Further setting is build matrix with butyl polyacrylate, and it is rhodamine that bag carries component, and the micro-nano system particle dia of composite fluorescence that this bag carries rhodamine is 1.60 ± 0.16 microns, and current potential is-46.76 ± 6.96 millivolts; Or the micro-nano system particle dia of composite fluorescence that this bag carries rhodamine is 252.8 ± 46.2 nanometers, and current potential is-39.54 ± 4.14 millivolts.
Further setting is build matrix with butyl polyacrylate, and it is coumarin 6 that bag carries component, and the micro-nano system particle dia of composite fluorescence that this bag carries coumarin 6 is 4.17 ± 0.96 microns, and current potential is-53.55 ± 4.01 millivolts; Or the micro-nano system particle dia of composite fluorescence that this bag carries coumarin 6 is 979.2 ± 31.6 nanometers, and current potential is-31.70 ± 1.80 millivolts.
Further setting is build matrix with butyl polyacrylate, it is Nile red that bag carries component, the micro-nano system particle dia of composite fluorescence that this bag carries Nile red is 2.43 ± 0.11 microns, current potential is-32.16 ± 1.36 millivolts, or the particle dia that this bag carries the micro-nano system of composite fluorescence of Nile red is 713.7 ± 14.1 nanometers, and current potential is-34.92 ± 0.84 millivolt.
Further setting is build matrix with butyl polyacrylate, and it is camptothecine that bag carries component, and the micro-nano system particle dia of composite fluorescence that this bag carries camptothecine is 269.5 ± 3.5 nanometers, and current potential is-43.58 ± 1.97 millivolts.
Further setting is build matrix with butyl polyacrylate, it is Zorubicin that bag carries component, the micro-nano system particle dia of composite fluorescence that this bag carries Zorubicin is 1.71 ± 0.14 microns, current potential is-63.21 ± 1.96 millivolts, or the micro-nano system particle dia of composite fluorescence that this bag carries Zorubicin is 283.4 ± 2.4 nanometers, and current potential is-24.73 ± 12.12 millivolts.
For realizing second object of the present invention, technical scheme of the present invention comprises the following steps:
A. 1.5 milliliters of Butyl Acrylate Monomers and 0.01-0.03 mmole fluorescent substance are fed intake in the reaction system containing stablizer in proportion; Described fluorescent substance is the third rhodamine, coumarin 6, Nile red, camptothecine, one or more combinations in Zorubicin.
B. reaction system potential of hydrogen is adjusted to 1.5-3.0, after stirring at normal temperature 1-16 hour, adds dilute solution of sodium hydroxide termination reaction;
C., after reaction system leaves standstill 4-7 hour, reaction solution is transferred to separating-purifying in centrifuge tube;
D. discard not containing the clear liquid of micro-nano system, with stabiliser solution washing, vortex oscillation for several times, at least repeated centrifugation step 2-4 time;
E. centrifugal concentrate after the micro-nano system of composite fluorescence.
The early diagnosis to Development of Novel bioprobe, the preparation technology expanding fluorescent contrast agent, the bioavailability improving fluorescence micro/nano probe, the target realizing fluorescence medicine and release and disease of NEW TYPE OF COMPOSITE fluorescence micro/nano system of the present invention and one pot synthesis selectivity construction process is significant with treatment.
The present invention obtains wrapping the micro-nano system of multiple composite fluorescence of carrying a rhodamine, coumarin 6, Nile red, camptothecine, Zorubicin, and its universal architecture and technique, sample examples are as shown in Figure 1, 2.System size-grade distribution, surface potential characterize and many dispersion indexs can be obtained (as Fig. 3) by laser particle analyzer measurement.The micro-nano system of composite fluorescence of bag year rhodamine can be used for fluorescent mark and the spike of mouse bare subcutaneous injection, and its two-dimensional fluoroscopic imaging effect such as Fig. 4 is confirmed.The micro-nano system of composite fluorescence of bag year Zorubicin can be used for mark and the spike of cell aspect, by itself and HeLa co-culture of cells, clearly can observe cell marking image (as Fig. 5) under inverted fluorescence microscope, thus confirm the micro-nano system of this composite fluorescence target and the release of cell marking and spike, fluorescence medicine and the diagnosis and treatment of disease integrated etc. in broad prospect of application.
Below in conjunction with specification drawings and specific embodiments, the present invention is described further.
Accompanying drawing explanation
The universal architecture of the micro-nano system of composite fluorescence that Fig. 1 is involved in the present invention and technique;
Fig. 2 NEW TYPE OF COMPOSITE fluorescence micro/nano system sample drawing (being followed successively by the micro-nano system of composite fluorescence that bag carries rhodamine, coumarin 6, Nile red, camptothecine, Zorubicin from left to right, corresponding embodiment 1-9);
The size-grade distribution of Fig. 3 NEW TYPE OF COMPOSITE fluorescence micro/nano system and current potential phenogram (a-i is respectively the micro-nano system of composite fluorescence of wrapping and carrying rhodamine, coumarin 6, Nile red, camptothecine, Zorubicin, corresponding embodiment 1-9);
Fig. 4 bag carries the fluorescence imaging figure of the micro-nano system of composite fluorescence for mouse bare subcutaneous injection of rhodamine;
Fig. 5 bag carries the micro-nano system of composite fluorescence of Zorubicin for HeLa cell marking schematic diagram (left figure is bright field image, and right figure is fluoroscopic image).
Embodiment
Below by embodiment, the present invention is specifically described; only be used to further illustrate the present invention; can not be interpreted as limiting the scope of the present invention, the technician in this field can make some nonessential improvement and adjustment according to the content of foregoing invention to the present invention.
Raw materials of the present invention is commodity and obtains.
Embodiment 1: butyl acrylate (1.5 milliliters), the Triton X-100 aqueous solution (250 milliliters), rhodamine (9.6 milligrams) are fed into 500 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Under normal temperature, high-speed stirring added dilute solution of sodium hydroxide termination reaction after 1 hour.Reaction system is transferred to separating funnel and leaves standstill 6 hours, discards bottom reaction residue.Reaction solution is transferred to purifying in centrifuge tube centrifugal 20 minutes, careful collection top layer product layer, and cleans with Triton X-100 solution.At least repeat above step 2-4 time, be re-dispersed into after concentrating in Triton X-100 solution, and preserve under room temperature.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries rhodamine is 1.60 ± 0.16 microns, and surface potential is-46.76 ± 6.96 millivolts, by its pattern of inverted fluorescence microscope observable, and confirms that the bag of rhodamine carries effect.Micro-nano for this composite fluorescence system is used for mouse bare subcutaneous injection, clearly can observes the fluorescence imaging figure (as Fig. 4) with nude mice by subcutaneous in injection process before and after injection.
Embodiment 2: butyl acrylate (1.5 milliliters), glucan aqueous solution (100 milliliters), rhodamine (9.6 milligrams) are fed into 250 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Normal temperature lower magnetic force adds dilute solution of sodium hydroxide termination reaction after stirring 4 hours.Reaction system leaves standstill 6 hours, then total overall reaction liquid to be transferred in centrifuge tube centrifugal 30 minutes, to discard supernatant liquid, and with high purity water washing, vortex oscillation for several times.At least repeated centrifugation step 2-4 time, must wrap after concentrating and carry the micro-nano system of composite fluorescence of rhodamine, can vacuum-freeze-dry or distributed and saved in high purity water again.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries rhodamine is 252.8 ± 46.2 nanometers, and surface potential is-39.54 ± 4.14 millivolts.
Embodiment 3: butyl acrylate (1.5 milliliters), the Triton X-100 aqueous solution (250 milliliters), coumarin 6 (7.0 milligrams) are fed into 500 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Under normal temperature, high-speed stirring added dilute solution of sodium hydroxide termination reaction after 1 hour.Reaction system is transferred to separating funnel and leaves standstill 6 hours, discards bottom reaction residue.Reaction solution is transferred to purifying in centrifuge tube centrifugal 20 minutes, careful collection top layer product layer, and cleans with Triton X-100 solution.At least repeat above step 2-4 time, be re-dispersed into after concentrating in Triton X-100 solution, and preserve under room temperature.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries coumarin 6 is 4.17 ± 0.96 microns, and surface potential is-53.55 ± 4.01 millivolts.
Embodiment 4: butyl acrylate (1.5 milliliters), glucan aqueous solution (100 milliliters), coumarin 6 (7.0 milligrams) are fed into 250 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Normal temperature lower magnetic force adds dilute solution of sodium hydroxide termination reaction after stirring 16 hours.Reaction system leaves standstill 6 hours, then total overall reaction liquid to be transferred in centrifuge tube centrifugal 30 minutes, to discard supernatant liquid, and with high purity water washing, vortex oscillation for several times.At least repeated centrifugation step 2-4 time, must wrap after concentrating and carry the micro-nano system of composite fluorescence of coumarin 6, can vacuum-freeze-dry or distributed and saved in high purity water again.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries coumarin 6 is 979.2 ± 31.6 nanometers, and surface potential is-31.70 ± 1.80 millivolts.
Embodiment 5: butyl acrylate (1.5 milliliters), the Triton X-100 aqueous solution (250 milliliters), Nile red (6.4 milligrams) are fed into 500 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Under normal temperature, high-speed stirring added dilute solution of sodium hydroxide termination reaction after 1 hour.Reaction system is transferred to separating funnel and leaves standstill 6 hours, discards bottom reaction residue.Reaction solution is transferred to purifying in centrifuge tube centrifugal 20 minutes, careful collection top layer product layer, and cleans with Triton X-100 solution.At least repeat above step 2-4 time, be re-dispersed into after concentrating in Triton X-100 solution, and preserve under room temperature.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries Nile red is 2.43 ± 0.11 microns, and surface potential is-32.16 ± 1.36 millivolts.
Embodiment 6: butyl acrylate (1.5 milliliters), glucan aqueous solution (100 milliliters), Nile red (6.4 milligrams) are fed into 250 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Normal temperature lower magnetic force adds dilute solution of sodium hydroxide termination reaction after stirring 16 hours.Reaction system leaves standstill 6 hours, then total overall reaction liquid to be transferred in centrifuge tube centrifugal 30 minutes, to discard supernatant liquid, and with high purity water washing, vortex oscillation for several times.At least repeated centrifugation step 2-4 time, must wrap after concentrating and carry the micro-nano system of composite fluorescence of Nile red, can vacuum-freeze-dry or distributed and saved in high purity water again.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries Nile red is 713.7 ± 14.1 nanometers, and surface potential is-34.92 ± 0.84 millivolt.
Embodiment 7: butyl acrylate (1.5 milliliters), glucan aqueous solution (100 milliliters), camptothecine (7.0 milligrams) are fed into 250 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Normal temperature lower magnetic force adds dilute solution of sodium hydroxide termination reaction after stirring 4 hours.Reaction system leaves standstill 6 hours, then total overall reaction liquid to be transferred in centrifuge tube centrifugal 30 minutes, to discard supernatant liquid, and with high purity water washing, vortex oscillation for several times.At least repeated centrifugation step 2-4 time, must wrap after concentrating and carry the micro-nano system of composite fluorescence of camptothecine, can vacuum-freeze-dry or distributed and saved in high purity water again.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries camptothecine is 269.5 ± 3.5 nanometers, and surface potential is-43.58 ± 1.97 millivolts.
Embodiment 8: butyl acrylate (1.5 milliliters), the Triton X-100 aqueous solution (250 milliliters), Zorubicin (5.8 milligrams) are fed into 500 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Under normal temperature, high-speed stirring added dilute solution of sodium hydroxide termination reaction after 1 hour.Reaction system is transferred to separating funnel and leaves standstill 6 hours, discards bottom reaction residue.Reaction solution is transferred to purifying in centrifuge tube centrifugal 20 minutes, careful collection top layer product layer, and cleans with Triton X-100 solution.At least repeat above step 2-4 time, be re-dispersed into after concentrating in Triton X-100 solution, and preserve under room temperature.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries Zorubicin is 1.71 ± 0.14 microns, and surface potential is-63.21 ± 1.96 millivolts.
Embodiment 9: butyl acrylate (1.5 milliliters), glucan aqueous solution (100 milliliters), Zorubicin (5.8 milligrams) are fed into 250 ml beakers, and reaction system potential of hydrogen is adjusted to 2.5.Normal temperature lower magnetic force adds dilute solution of sodium hydroxide termination reaction after stirring 4 hours.Reaction system leaves standstill 6 hours, then total overall reaction liquid to be transferred in centrifuge tube centrifugal 30 minutes, to discard supernatant liquid, and with high purity water washing, vortex oscillation for several times.At least repeated centrifugation step 2-4 time, must wrap after concentrating and carry the micro-nano system of composite fluorescence of Zorubicin, can vacuum-freeze-dry or distributed and saved in high purity water again.Measure through laser particle analyzer, the micro-nano system particle diameter of composite fluorescence that bag carries Zorubicin is 283.4 ± 2.4 nanometers, and surface potential is-24.73 ± 12.12 millivolts.Bag is carried the micro-nano system of composite fluorescence and the HeLa co-culture of cells of Zorubicin, clearly can observe cell marking image (as Fig. 5) under inverted fluorescence microscope, thus confirm the micro-nano system of this composite fluorescence target and the release of cell marking and spike, fluorescence medicine and the diagnosis and treatment of disease integrated etc. in broad prospect of application.
Embodiment 10
The micro-nano system of composite fluorescence prepared by above-mentioned enforcement 1 and 9 is mixed mutually the micro-nano system of composite fluorescence obtaining and there is multiple fluorescent substance.
Claims (9)
1. the micro-nano system of composite fluorescence, is characterized in that: the micro-nano system structure of this composite fluorescence is for being build matrix with butyl polyacrylate, and it is fluorescent substance that bag carries component.
2. the micro-nano system of a kind of composite fluorescence according to claim, is characterized in that: described bag carry component be in rhodamine, coumarin 6, Nile red, camptothecine, Zorubicin one or more combination.
3. the micro-nano system of a kind of composite fluorescence according to claim 2, it is characterized in that: be build matrix with butyl polyacrylate, it is rhodamine that bag carries component, and the micro-nano system particle dia of composite fluorescence that this bag carries rhodamine is 1.60 ± 0.16 microns, and current potential is-46.76 ± 6.96 millivolts; Or the micro-nano system particle dia of composite fluorescence that this bag carries rhodamine is 252.8 ± 46.2 nanometers, and current potential is-39.54 ± 4.14 millivolts.
4. the micro-nano system of a kind of composite fluorescence according to claim 2, it is characterized in that: be build matrix with butyl polyacrylate, it is coumarin 6 that bag carries component, the micro-nano system particle dia of composite fluorescence that this bag carries coumarin 6 is 4.17 ± 0.96 microns, and current potential is-53.55 ± 4.01 millivolts; Or the micro-nano system particle dia of composite fluorescence that this bag carries coumarin 6 is 979.2 ± 31.6 nanometers, and current potential is-31.70 ± 1.80 millivolts.
5. the micro-nano system of a kind of composite fluorescence according to claim 2, it is characterized in that: be build matrix with butyl polyacrylate, it is Nile red that bag carries component, the micro-nano system particle dia of composite fluorescence that this bag carries Nile red is 2.43 ± 0.11 microns, current potential is-32.16 ± 1.36 millivolts, or the particle dia that this bag carries the micro-nano system of composite fluorescence of Nile red is 713.7 ± 14.1 nanometers, and current potential is-34.92 ± 0.84 millivolt.
6. the micro-nano system of a kind of composite fluorescence according to claim 2, it is characterized in that: be build matrix with butyl polyacrylate, it is camptothecine that bag carries component, and the micro-nano system particle dia of composite fluorescence that this bag carries camptothecine is 269.5 ± 3.5 nanometers, and current potential is-43.58 ± 1.97 millivolts.
7. the micro-nano system of a kind of composite fluorescence according to claim 2, it is characterized in that: be build matrix with butyl polyacrylate, it is Zorubicin that bag carries component, the micro-nano system particle dia of composite fluorescence that this bag carries Zorubicin is 1.71 ± 0.14 microns, current potential is-63.21 ± 1.96 millivolts, or the micro-nano system particle dia of composite fluorescence that this bag carries Zorubicin is 283.4 ± 2.4 nanometers, and current potential is-24.73 ± 12.12 millivolts.
8. the micro-nano system of composite fluorescence as claimed in claim 1 based on one pot synthesis build a preparation technology, it is characterized in that comprising the following steps:
A. 1.5 milliliters of Butyl Acrylate Monomers and 0.01-0.03 mmole fluorescent substance are fed intake in the reaction system containing stablizer in proportion;
B. reaction system potential of hydrogen is adjusted to 1.5-3.0, after stirring at normal temperature 1-16 hour, adds dilute solution of sodium hydroxide termination reaction;
C., after reaction system leaves standstill 4-7 hour, reaction solution is transferred to separating-purifying in centrifuge tube;
D. discard not containing the clear liquid of micro-nano system, with stabiliser solution washing, vortex oscillation for several times, at least repeated centrifugation step 2-4 time;
E. centrifugal concentrate after the micro-nano system of composite fluorescence.
9. the micro-nano system of composite fluorescence according to claim 8 based on one pot synthesis build preparation technology, it is characterized in that described fluorescent substance is rhodamine, coumarin 6, Nile red, camptothecine, in Zorubicin one or more combination.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107258802A (en) * | 2017-08-08 | 2017-10-20 | 浙江禾本科技有限公司 | A kind of water-soluble agricultural composite Nano bactericide and preparation method thereof |
| CN109476841A (en) * | 2016-07-30 | 2019-03-15 | 日本化药株式会社 | Novel high polymer derivative and the novel high polymer derivative image probe for using it |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110238075A1 (en) * | 2009-12-23 | 2011-09-29 | Luke Clauson | Drug delivery devices and methods |
| US20120129797A1 (en) * | 2010-11-23 | 2012-05-24 | Akala Emmanuel | Biodegradable stealth polymeric particles fabricated using the macromonomer approach by free radical dispersion polymerization |
| CN104087286A (en) * | 2014-06-23 | 2014-10-08 | 昆山东大智汇技术咨询有限公司 | Polymer pH fluorescent probe PRBH, and preparation method and application thereof |
| CN104415013A (en) * | 2013-08-30 | 2015-03-18 | 成都市绿科华通科技有限公司 | Novel antitumor polymer drug containing adriamycin |
-
2015
- 2015-04-14 CN CN201510175047.6A patent/CN104877669B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110238075A1 (en) * | 2009-12-23 | 2011-09-29 | Luke Clauson | Drug delivery devices and methods |
| US20120129797A1 (en) * | 2010-11-23 | 2012-05-24 | Akala Emmanuel | Biodegradable stealth polymeric particles fabricated using the macromonomer approach by free radical dispersion polymerization |
| CN104415013A (en) * | 2013-08-30 | 2015-03-18 | 成都市绿科华通科技有限公司 | Novel antitumor polymer drug containing adriamycin |
| CN104087286A (en) * | 2014-06-23 | 2014-10-08 | 昆山东大智汇技术咨询有限公司 | Polymer pH fluorescent probe PRBH, and preparation method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| 姜子荣，: ""载药聚氰基丙烯酸丁酯纳米粒治疗脑胶质瘤的研究"", 《苏州大学博士学位论文》 * |
| 魏培，: ""羟丙基-β-环糊精修饰聚氰基丙烯酸正丁酯纳米粒的研究"", 《山东大学硕士学位论文》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109476841A (en) * | 2016-07-30 | 2019-03-15 | 日本化药株式会社 | Novel high polymer derivative and the novel high polymer derivative image probe for using it |
| CN107258802A (en) * | 2017-08-08 | 2017-10-20 | 浙江禾本科技有限公司 | A kind of water-soluble agricultural composite Nano bactericide and preparation method thereof |
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