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Cellulose-polylactic acid amphiphilic drug-loading micelle preparation method and product thereof, and applications of product

A technology of drug-loaded micelles and amphiphilicity, which is applied in the preparation of cellulose-polylactic acid amphiphilic drug-loaded micelles and the preparation of drug-loaded amphiphilic nanomicelles, which can solve the problems of underutilization of renewable resources , to achieve good biodegradability, meet production and application requirements, and good biocompatibility

Inactive Publication Date: 2019-01-25
SHANGHAI NAT ENG RES CENT FORNANOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this cheap and inexhaustible renewable resource is far from being fully utilized

Method used

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  • Cellulose-polylactic acid amphiphilic drug-loading micelle preparation method and product thereof, and applications of product
  • Cellulose-polylactic acid amphiphilic drug-loading micelle preparation method and product thereof, and applications of product
  • Cellulose-polylactic acid amphiphilic drug-loading micelle preparation method and product thereof, and applications of product

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] First, 1 g of hydroxypropylmethylcellulose (Mn=7000 g / mol) and 0.2 g of sodium cyanoborohydride reducing agent were dissolved in 50 mL of dimethyl sulfoxide (DMSO) at 60 °C and 10×10 -3 M NaCl mixed solution (3 / 1 v / v), add 0.1g mercaptoethylamine after complete dissolution, and slowly stir and reflux the above mixed solution at 60 ºC for 6 days, cool the solution to room temperature, and use deionized water in Dialyze in a dialysis bag with a molecular weight cut-off of 3500 g / mol for 3 days, freeze-dry, then add excess dithiothreitol (DTT), react at room temperature for 12 hours under an argon atmosphere, dialyze again for 3 days, and freeze-dry Obtain the hydroxypropyl methylcellulose of end-capping of mercapto;

[0035] Next, 7.2g L-lactide, 168.78 mg propargyl alcohol, 0.2g stannous octoate (Sn(Oct) 2 ) The three substances were added to a Schlenk bottle of 30 mL of anhydrous toluene solution, and the resulting mixture solution was stirred and reacted at 80 ºC for...

Embodiment 2

[0049] First, 1 g of hydroxypropylmethylcellulose (Mn=5000 g / mol) and 0.13 g of sodium cyanoborohydride reducing agent were dissolved in 50 mL of dimethylsulfoxide (DMSO) at 60 °C and 10×10 -3 M NaCl mixed solution (3 / 1 v / v), add 0.15g of mercaptoethylamine after complete dissolution, and slowly stir and reflux the above mixed solution at 60 ºC for 6 days, cool the solution to room temperature, and use deionized water in Dialyze in a dialysis bag with a molecular weight cut-off of 3500 g / mol for 3 days, freeze-dry, then add excess dithiothreitol (DTT), react at room temperature for 12 hours under an argon atmosphere, dialyze again for 3 days, and freeze-dry Obtain the hydroxypropyl methylcellulose of end-capping of mercapto;

[0050] Next, 7.2g L-lactide, 168.78 mg propargyl alcohol, 0.2g stannous octoate (Sn(Oct) 2 ) The three substances were added to a Schlenk bottle of 30 mL of anhydrous toluene solution, and the resulting mixture solution was stirred and reacted at 80 ºC...

Embodiment 3

[0053] First, 1 g of hydroxypropylmethylcellulose (Mn=10000 g / mol) and 0.06 g of sodium cyanoborohydride reducing agent were dissolved in 50 mL of dimethyl sulfoxide (DMSO) at 60 °C and 10 × 10 -3 M NaCl mixed solution (3 / 1 v / v), add 0.08g mercaptoethylamine after complete dissolution, slowly stir and reflux the above mixed solution at 60 ºC for 6 days, cool the solution to room temperature, and use deionized water in Dialyze in a dialysis bag with a molecular weight cut-off of 3500 g / mol for 3 days, freeze-dry, then add excess dithiothreitol (DTT), react at room temperature for 12 hours under an argon atmosphere, dialyze again for 3 days, and freeze-dry Obtain the hydroxypropyl methylcellulose of end-capping of mercapto;

[0054] Next, 7.2g L-lactide, 168.78 mg propargyl alcohol, 0.2g stannous octoate (Sn(Oct) 2 ) The three substances were added to a Schlenk bottle of 30 mL of anhydrous toluene solution, and the resulting mixture solution was stirred and reacted at 80 ºC fo...

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Abstract

The invention relates to a cellulose-polylactic acid amphiphilic drug-loading micelle preparation method and a product thereof, and applications of the product. According to the method, the active aldehyde group of hydroxypropylmethylcellulose is reduced with mercapto-ethylamine to obtain thiol-terminated hydroxypropylmethylcellulose, alkynyl-terminal poly(L-lactic acid) is synthesis by initiatingwith propargyl alcohol through a ring-opening polymerization method, and finally a thiol alkyne click reaction is initiated under ultraviolet light irradiation so as to obtain a series of hydroxypropylmethylcellulose-poly(L-lactic acid) block copolymers with different molecular weights. According to the present invention, the product is the amphiphilic block nano-micelles using hydroxypropylmethylcellulose as the hydrophilic chain segment and using poly(L-lactic acid) as the hydrophobic chain segment; the preparation method has characteristics of wide raw material source, simple process and strong operability; and the obtained product has good popularization and application value in drug controlled slow release carriers, bio-intelligent switches and nano-scale reactors.

Description

technical field [0001] The invention relates to a preparation method of drug-loaded amphiphilic nano micelles, in particular to a preparation method of cellulose-polylactic acid amphiphilic drug-loaded micelles as well as its products and applications. The invention belongs to the field of macromolecular materials and nano biomedical materials. Background technique [0002] Because amphiphilic block copolymers can self-assemble into aggregates of different shapes in selective solvents, they are widely used in the fields of nano templates, nanoreactors and drug carriers. Among them, the most focused ones are nanoparticles or micelles composed of amphiphilic front-end copolymers as nanocarriers for carrying bioactive molecules. Compared with traditional drug delivery systems, nanometer-sized polymer micelles have excellent properties, such as: selective targeting, prolonging the residence time of drugs in blood circulation, etc., so it can reduce drug dosage, drug delivery f...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G63/08C08B15/00A61K9/107A61K47/34A61K47/38
CPCA61K9/1075A61K47/34A61K47/38C08B15/00C08G63/08C08G81/00
Inventor 何丹农王杰林王萍金彩虹
Owner SHANGHAI NAT ENG RES CENT FORNANOTECH
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