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Near-infrared light response photodynamic drug controlled release system and preparation method thereof

A near-infrared light and drug controlled release technology, applied in the field of medicine, can solve the problems of large toxic and side effects and low practical value, and achieve the effects of improving effective concentration, enhancing response ability and increasing solubility

Inactive Publication Date: 2018-12-11
WUHAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Phototrigger molecules are sensitive to ultraviolet light, but not to near-infrared light, so the practical value is not high, and the toxic and side effects of using a converter to convert near-infrared light into ultraviolet light are also relatively large

Method used

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  • Near-infrared light response photodynamic drug controlled release system and preparation method thereof
  • Near-infrared light response photodynamic drug controlled release system and preparation method thereof
  • Near-infrared light response photodynamic drug controlled release system and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0040] Preparation of carboxymethyl chitosan (CMCS):

[0041] Weighing 10g of chitosan with a degree of deacetylation of 90% is added to a 250mL there-necked flask, added 100mL of pure isopropanol, stirred at room temperature for 6h and filtered, took out the filter residue and introduced it into a beaker, then added 60g of NaOH solution (50wt %), fully stirred evenly, refrigerated overnight at -4°C, took it out the next day and waited for natural melting, then transferred to a 500mL three-necked bottle, added 100mL pure isopropanol, and stirred evenly. Get 30g of isopropanol solution (50wt%) of chloroacetic acid and add it dropwise in the three-necked flask, and the dripping is completed in about 2 hours. At this time, the three-necked bottle is in a white emulsified state, and the stirring reaction is continued for 20 hours. The reaction is carried out in an ice bath, and the reaction temperature is controlled. Below 10°C, filter, dissolve the filter cake in 250mL deionized ...

Embodiment 2

[0049] (1) Preparation of carboxymethyl chitosan:

[0050] The preparation method is the same as Example 1, the deacetylation degree of the chitosan used as raw material is 95%; the carboxymethyl substitution degree of the obtained carboxy chitosan is 0.85.

[0051] (2) Preparation of phototrigger compound succinic acid monoester:

[0052] The trigger molecules o-nitrobenzyl alcohol (25.0 mmol), succinic anhydride (5.03 g) and DMAP (1.53 g) were dissolved in pure chloroform (90 mL). The reaction mixture was refluxed for 24h under nitrogen protection. Chloroform was then distilled off under reduced pressure. The mixture was washed three times with 10% hydrochloric acid by volume to remove DMAP, and then washed with saturated NaHCO 3 Solution extraction. The aqueous phase was washed with diethyl ether and adjusted to pH 5.0 with 10% hydrochloric acid by volume. The white precipitate was collected and dried under vacuum at 40°C to obtain o-nitrobenzyl succinic acid monoester...

Embodiment 3

[0058] (1) Preparation of carboxymethyl chitosan:

[0059] The preparation method is the same as Example 1, the deacetylation degree of the chitosan used as raw material is 100%; the carboxymethyl substitution degree of the obtained carboxy chitosan is 1.0.

[0060] (2) Preparation of phototrigger compound succinic acid monoester:

[0061] The trigger molecule 1-pyrenemethanol (25.0mmol), succinic anhydride (5.03g) and DMAP (1.53g) were dissolved in pure chloroform (90mL). The reaction mixture was refluxed for 24h under nitrogen protection. Chloroform was then distilled off under reduced pressure. The mixture was washed three times with 10% hydrochloric acid by volume to remove DMAP, and then washed with saturated NaHCO 3 Solution extraction. The aqueous phase was washed with ether and adjusted to pH 5.0 with 10% hydrochloric acid by volume. The white precipitate was collected and dried under vacuum at 40°C to produce 1-pyrenemethylsuccinate (PMS). All the above reaction...

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Abstract

The invention relates to a near-infrared light response photodynamic drug controlled release system and a preparation method thereof. The near-infrared light response photodynamic drug controlled release system and the preparation method thereof can effectively solve the problems that an existing controlled release system is poor in near-infrared response, high in toxic and side effects and poor in controllability. The near-infrared light response photodynamic drug controlled release system and the preparation method thereof is characterized in that succinic acid monoester of a light trigger compound is synthesized and is grafted to biodegradable carboxymethyl chitosan (CMCS) with good biocompatibility so as to form an amphiphilic conjugate, the amphiphilic conjugate is dissolved in neutral or weakly-alkaline deionized water, then an organic solution containing a hydrophobic photodynamic is added, uniform mixing is carried out, and ultrasonic self-assembly is carried out so as to obtain the near-infrared light response photodynamic drug controlled release system. The controlled release system reaches a target part of a human body through intravenous injection or other approaches and can respond to in-vitro near-infrared light stimulation to accelerate release of the photodynamic agent; and the release of the photodynamic agent can be regulated and controlled by adjusting the action time and the intensity of near-infrared light, and the controlled release system is used for photodynamic therapy of cancers.

Description

technical field [0001] The invention relates to medical technology, in particular to a near-infrared photoresponsive photodynamic drug controlled release system and a preparation method thereof. Background technique [0002] In the past 20 years, polymeric micelles composed of amphiphilic polymers have become one of the most studied nanocarriers in the field of controlled drug release. These carriers generally have a core-shell structure of 20 to 500 nm. The hydrophobic segments gather inward to form a core under the hydrophobic force, while the hydrophilic segments extend outward to form a shell, so that the micelles can be stably dispersed in water; core-shell When structural polymer micelles are used as drug carriers, the hydrophobic core can fully embed hydrophobic drugs and increase the water solubility of drugs; in addition, compared with small molecule surfactants, polymer micelles have a smaller critical micelle concentration , can resist the structural damage cause...

Claims

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Application Information

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IPC IPC(8): A61K9/107A61K47/36A61K47/16A61K47/14A61K41/00A61P35/00
CPCA61K9/1075A61K41/0071A61K47/14A61K47/16A61K47/36A61P35/00
Inventor 殷以华吴杰曾添郑丽敏潘茜杨梦丹郑化何梦
Owner WUHAN UNIV OF TECH
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