Sugar-responsive medicament delivery material and preparation method thereof
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A sugar-responsive, drug-based technology, applied in the field of sugar-responsive polymer drug delivery materials and its preparation, can solve the problems of low recognition ability and poor selectivity of polyhydroxy substances, and achieve good biocompatibility
Inactive Publication Date: 2011-05-25
BEIJING UNIV OF CHEM TECH
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However, in the application of the drug delivery system, there are still some problems to be solved. For example, under the conditions of physiological pH (7.4) and physiological tempe
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Embodiment 1
[0024] 1) Add 1,1,1,-trimethylolpropane (6.5g, 48.4mmol), phenylboronic acid (5.9g, 48.4mmol), toluene 80 to a 250ml three-necked round bottom flask equipped with a water separator milliliter and appropriate amount of molecular sieves. Heating to toluene reflux, stirring for 4 hours, the system was concentrated and dried to obtain compound II.
[0025]
[0026] 2) Compound II (10g, 45mmol) was added to a 100ml round bottom flask equipped with a constant pressure dropping funnel, and triethylamine (5.44g, 54mmol) and 40mL of dry dichloromethane were added successively under the protection of N2, Under the protection of an ice bath, a solution of acryloyl chloride (4.88 g, 54 mmol) in dichloromethane (10 mL) was added dropwise, and reacted for 8 hours. The system was suction filtered and concentrated. Separated by column chromatography to obtain compound III.
[0038] 4) Under inert gas protection, initiator IV-1 (0.1mmol), copper bromide (0.005mmol), cuprous bromide (0.1mmol), pentamethylene divinyltriamine (0.12mmol) and compound III (10 mmol) of anisole (1.8 mL) was reacted at 90° C. under nitrogen for 18 hours, concentrated, and precipitated in diethyl ether / n-hexane to obtain polymer I-2.
[0039]
[0040] In the formula, n=44, m=54
Embodiment 3
[0042] 1) with embodiment 1 step 1)
[0043] 2) with embodiment 1 step 2)
[0044] 3) with embodiment 1 step 3)
[0045] 4) Under the protection of inert gas, polymer IV-1 (0.1mmol), copper bromide (0.005mmol), cuprous bromide (0.1mmol), pentamethylene divinyltriamine (0.12mmol) and compound III (8 mmol) of anisole (2.2 mL) was reacted at 90° C. under nitrogen for 21 hours, concentrated, and precipitated in diethyl ether / n-hexane to obtain polymer I-3.
[0046]
[0047] I-3
[0048] In the formula, n=44, m=42
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Abstract
The invention discloses a sugar-responsive medicament delivery material and a preparation method thereof, belonging to the field of biological materials. The chemical structure of the sugar-responsive polymer medicament delivery material is as follows, wherein n is not less than 22 and not more than 110, m is not less than 14 and not more than 100, and the n and the m are integers respectively. The preparation method comprises the following steps: enabling 1,1,1-trimethylolpropane and phenylboronic acid to react according to the molar ratio of 1:1, and getting a compound II; enabling the compound II, triethylamine and acryloyl chloride to react under the protection of nitrogen at the temperature of 0 DEG C, and getting a compound III; enabling polyethylene glycol monomethyl ether, the triethylamine and 2-bromopropionyl bromide to react for preparing a compound IV; and enabling a polyethylene glycol macroinitiator IV, copper bromide, cuprous bromide, pentylene diethylenetriamine and the compound III to react and further getting a compound I. The sugar-responsive medicament delivery material can form a nano-medicament delivery carrier via self-assembly in water solution, an amphiphilic polymer can be transformed from hydrophobicity to hydrophilicity in the place with high blood glucose concentration, and loaded medicament molecules are further released.
Description
technical field [0001] The invention belongs to the field of biological materials, and specifically relates to a sugar-responsive type in which polyethylene glycol is a hydrophilic segment and poly(2-phenylboronate-5-ethyl-1,3-dioxane) acrylate is a hydrophobic segment. Polymer drug delivery material and its preparation method. Background technique [0002] In recent years, the research on smart polymer materials in the field of drug delivery has become one of the hot topics. After the drug arrives at the target affected area, the drug carrier generates an intelligent response to changes in the surrounding environment or external stimuli to achieve the purpose of controlled release of the loaded drug. Diabetes mellitus is a metabolic disease characterized by hyperglycemia, especially postprandial blood glucose rise. Lowering blood sugar is currently the main method for treating diabetes. Since the rise of blood sugar is closely related to meals, and the current drug delive...
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