Preparation method of star polymer-based drug carrier material with fluorescence labeling and temperature responsiveness

A temperature-responsive, star-shaped polymer technology, which is applied in the fields of polymer materials and biomedical engineering, can solve problems such as the influence of carrier material drug loading rate, achieve good biocompatibility and temperature responsiveness, and good fluorescent tracer The effect of performance and synthesis method is simple and feasible

Active Publication Date: 2017-04-26
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Liu et al. (Biomaterials, 2014, 35, 760-770) prepared mPEG-PLGA-PLL block copolymer, and used its self-assembly property to physically embed fluorescent probe Cyanine 5 for in vivo imaging research The mechanism of intracellular transport and phagocytosis of nanoparticles, but the way of physical embedding and loading of fluorescent probes will affect the drug loading rate of carrier materials

Method used

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  • Preparation method of star polymer-based drug carrier material with fluorescence labeling and temperature responsiveness
  • Preparation method of star polymer-based drug carrier material with fluorescence labeling and temperature responsiveness
  • Preparation method of star polymer-based drug carrier material with fluorescence labeling and temperature responsiveness

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 0.47g of pentaerythritol and 39.4g of ε-caprolactone were added to the reaction flask, and 400μmol of stannous octoate was injected into it. The system was frozen and evacuated three times, reacted at 120°C for 24h under the protection of argon, and dissolved in dichloromethane after cooling. Precipitate with methanol, vacuum and dry to obtain product I star polycaprolactone (4sPCL); Dissolve 17.3g product I and 2.4g triethylamine in 100ml dichloromethane, wait for the system to cool to 0℃, add to it Add 2-bromoisobutyryl bromide solution (4.1g / 25ml CH 2 Cl 2 ), continue to stir for 2h and then move to room temperature to react for 48h. After the reaction is complete, it is concentrated by rotary evaporation and saturated NaHCO 3 The solution was washed with deionized water several times, filtered with anhydrous magnesium sulfate to remove water, precipitated with methanol, filtered and dried in a vacuum to obtain the product II star-shaped macroinitiator (4sPCL-Br); 3....

Embodiment 2

[0033] 0.47g of pentaerythritol and 49.9g of L-lactide were added to the reaction flask, and 300μmol of stannous octoate was injected into it. The system was frozen and evacuated three times, reacted at 110°C for 24h under the protection of nitrogen, and then dissolved in dichloromethane after cooling. Precipitating with methanol, vacuum drying to obtain product I star-shaped polylactic acid (4sPLLA); 21.8 g of product I and 3.1 g of triethylamine were dissolved in 120 ml of dichloromethane, and the system was cooled to 0° C. Add 2-bromoisobutyryl bromide solution (5.5g / 30mlCH 2 Cl 2 ), continue to stir for 2h and then move to room temperature to react for 48h. After the reaction is complete, it is concentrated by rotary evaporation and saturated NaHCO 3 The solution and deionized water are washed several times, dewatered with anhydrous magnesium sulfate, filtered, precipitated with methanol, filtered and dried in vacuum to obtain the product II star-shaped macroinitiator (4sP...

Embodiment 3

[0036] Add 0.38g of dipentaerythritol and 25.7g of ε-caprolactone into the reaction flask, and inject 350μmol of stannous octoate into it, freeze the system and vacuum three times, react at 120°C for 36h under argon protection, and dissolve with dichloromethane after cooling Precipitating with methanol, vacuum drying to obtain product I star polycaprolactone (6sPCL); Dissolve 17.4g product I and 3.1g triethylamine in 80ml dichloromethane, wait the system to cool to 0℃, Among them, 2-bromoisobutyryl bromide solution (6.9g / 40mlCH 2 Cl 2 ), continue to stir for 2h and then move to room temperature to react for 72h. After the reaction is complete, it is concentrated by rotary evaporation and saturated NaHCO 3 The solution was washed with deionized water several times, filtered with anhydrous magnesium sulfate to remove water, precipitated with methanol, filtered and dried in vacuum to obtain the product II star-shaped macroinitiator (6sPCL-Br); 2.9g product II, 10.3g MEO 2 MA, 1....

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Abstract

The invention belongs to the field of macromolecular materials and biomedical engineering, and particularly relates to a preparation method of a star polymer-based drug carrier material with fluorescence labeling and temperature responsiveness. The preparation method comprises the following steps: carrying out ring opening polymerization on a cyclo-carbonate monomer serving as a raw material by using a star initiator to prepare a star polyester macromolecular material, and carrying out reaction on the star polyester macromolecular material and 2-bromoisobutyryl bromine to prepare a star macromolecular initiator; introducing a hydrophilic monomer with temperature responsiveness into the macromolecular initiator through atom transfer radical polymerizationto prepare an amphipathic segmented copolymer with temperature responsiveness, and introducing a methacrylic acid hydroxyethyl monomer through the atom transfer radical polymerization to provide a hydroxyl; and preparing the star polymer-based drug carrier material with fluorescence labeling and temperature responsiveness by the chemical reaction between the hydroxyl and fluorescent small molecules. The material can be self-assembled into a fluorescence labeled nano drug carrier micelle in an aqueous solution, and has good application prospects in the fields of cancer chemotherapy, drug transportation, distribution and monitoring and the like.

Description

Technical field [0001] The invention belongs to the field of polymer materials and biomedical engineering, and specifically relates to a method for preparing a star-shaped polymer-based drug carrier material with fluorescent labels and temperature responsiveness. Background technique [0002] Malignant tumors (also known as cancer) are currently one of the deadly diseases that seriously threaten human health. Chemotherapy has been widely used as one of the three basic methods of cancer treatment. Although the traditional chemical drug treatment adopts direct administration method, it can inhibit the spread of tumor tissue to a certain extent, but because chemotherapy drugs do not have a specific selective function, they can kill cancer cells while also being toxic to normal human cells. Side effects, therefore, it is necessary to study and prepare drug carrier materials with excellent properties to achieve the controlled release of chemotherapeutic drugs and reduce their damage ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F293/00C08F8/00C08F8/30C08G63/91C08G63/08A61K9/107A61K47/34A61K49/00B82Y20/00
CPCA61K9/1075A61K47/34A61K49/0054A61K49/0082B82Y20/00C08F8/00C08F8/30C08F293/005C08F2438/01C08G63/08C08G63/912
Inventor 任杰王雪芳李建波
Owner TONGJI UNIV
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