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Preparation method and application of temperature and oxidant dual stimulus responsive nano-aggregates

An oxidant, dual technology, applied in the nano field, can solve problems such as trouble

Inactive Publication Date: 2017-11-03
CHENGDU INST OF BIOLOGY CHINESE ACAD OF S
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, how to precisely regulate stimuli-responsive non-covalent polymer micelles and how to use such micelles to achieve regulated release of drugs still puzzles researchers.

Method used

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  • Preparation method and application of temperature and oxidant dual stimulus responsive nano-aggregates
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  • Preparation method and application of temperature and oxidant dual stimulus responsive nano-aggregates

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Experimental program
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Effect test

Embodiment 1

[0036] The synthesis of mPEG-Fc was prepared by simple esterification of polyethylene glycol monomethyl ether (mPEG) and ferrocenecarboxylic acid (Fc-COOH) with DMAP as a catalyst and DCC as a coupling agent.

[0037] (1) Synthesis of mPEG-Fc

[0038] Take a clean and dry 100mL round bottom flask, dissolve 5.05g (2.53mmol) mPEG2000, 0.82g (3.57mmol) ferrocenecarboxylic acid and 0.066g (0.54mmol) DMAP in 40mL anhydrous CH 2 Cl 2 0.85 g (4.11 mmol) of DCC was added under stirring in an ice bath, and then the reaction was stirred at room temperature for 24 h under the protection of argon. After the reaction, the by-products DCU and the like were filtered off, and the solvent was evaporated to dryness. The obtained residue was dissolved in chloroform, extracted three times with 0.5M sodium hydroxide solution, the organic layer was separated and dried overnight in anhydrous sodium sulfate, the organic liquid was evaporated to dryness, the obtained solid was dissolved in a small a...

Embodiment 2

[0047] By using NHS as a catalyst and EDC as a coupling agent, polyethylene glycol monomethyl ether carboxylic acid (mPEG-COOH) and ferroceneamine (Fc-NH 2 ) to obtain the synthesis of mPEG-Fc through a simple amidation reaction.

[0048] (1) Synthesis of mPEG-Fc

[0049] Take a clean and dry 100mL round bottom flask, dissolve 5.05g (2.52mmol) mPEG-COOH, 0.72g (3.57mmol) ferroceneamine and 0.061g (0.61mmol) NHS in 40mL anhydrous CH 2 Cl 2 0.77g (3.98mmol) EDCI was added under stirring in an ice bath, and then stirred at room temperature for 24h under the protection of argon. Extract three times with 0.5M sodium hydroxide solution, separate the organic layer, and dry in anhydrous sodium sulfate overnight, evaporate the organic liquid, dissolve the obtained solid in a small amount of chloroform, add a large amount of ether, and filter to obtain a precipitate , so repeated dissolution-precipitation three times to obtain light yellow solid crude product. Then the crude product...

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Abstract

A preparation method and application of temperature and oxidant dual stimulus-responsive nano-aggregates. The temperature-sensitive properties of N-isopropylacrylamide (PNIPAM), the PNIPAM-β-CD containing the β-CD host group at the end and another hydrophilic polyethylene glycol ( mPEG-Fc) are connected in aqueous solution through the non-covalent bond interaction of host-guest recognition to form supramolecular complex mPEG-Fc / PNIPAM-β-CD. When the temperature is higher than the LCST of PNIPAM, the macromolecular adducts can further aggregate into a micellar structure in water. By adjusting the temperature of the solution and the addition of oxidants, the formation and disintegration of micelles can be realized. Cytotoxicity evaluation experiments found that the supramolecular complex has good biocompatibility. The supramolecular micelles encapsulating the anticancer drug doxorubicin have a good effect on inhibiting the growth of A549 tumor cells. The invention has the advantages of simple preparation method, environmental protection and economy, and has great application value in the field of biomedicine.

Description

technical field [0001] The invention belongs to the field of nanotechnology, and relates to a preparation method and application of temperature and oxidant double stimulus responsive nano aggregates. Background technique [0002] Stimuli-responsive polymer micelles can respond to external environmental stimuli such as pH, temperature, light, oxidants, enzymes, and ultrasonic irradiation (Kang Y, Guo K, Li B-J, Zhang S. Chemical Communications 2014; 50:11083-92.), has been widely used in drug carriers (Hu J, LiuS.Macromolecules 2010; 43:8315-30.), sensors (Nunes SP, Behzad AR, Hooghan B, Sougrat R, Karunakaran M, Pradeep N, Vainio U, Peinemann KV. ACS Nano 2011;5:3516-22.), nanodevices (Feng D, Lv Y, Wu Z, Dou Y, Han L, Sun Z, Xia Y, Zheng G, Zhao D. Journal of the American Chemical Society 2011; 133:15148-56.) and many other fields. However, traditional stimuli-responsive polymers have defects such as single responsiveness and incapable of real-time regulation, which limit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F293/00C08F220/56A61K9/107A61K47/40A61K47/10A61P35/00A61K31/704A61K31/337A61K31/4745A61K31/475
Inventor 李邦经康洋张晟丁立生
Owner CHENGDU INST OF BIOLOGY CHINESE ACAD OF S
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