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Polymer by grafting cyclodextrins onto polylysine and preparation method of polymer

A technology of polylysine and succinyl polylysine, which is applied in the field of preparation of pharmaceutical supramolecular carriers, can solve problems such as the difficulty of making medicines alone, and achieve the effects of simple operation, mild reaction conditions and high yield

Inactive Publication Date: 2014-01-01
KUNMING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The cyclodextrin-grafted polylysine polymer obtained in the present invention is an excellent water-soluble drug carrier, which can form clathrates with some space-matched drugs by utilizing the hydrophobic inner cavity of the cyclodextrin, so as to Modification of a compounded drug to improve stability and water solubility. There are many active compounds on the market that have good curative effects, but due to their poor water solubility or poor stability, it is difficult to form a drug alone, such as Anticancer drugs doxorubicin, artesunate, dihydroartemisinin, scutellarin and 5-fluorouracil, the present invention aims to obtain a drug carrier with excellent water solubility, excellent stability and no toxic side effects , to improve the physicochemical properties of these active molecules

Method used

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  • Polymer by grafting cyclodextrins onto polylysine and preparation method of polymer
  • Polymer by grafting cyclodextrins onto polylysine and preparation method of polymer
  • Polymer by grafting cyclodextrins onto polylysine and preparation method of polymer

Examples

Experimental program
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Effect test

Embodiment 1

[0041] Embodiment 1: the preparation of N-succinyl polylysine

[0042] Add 5g (1.25mmol) ε-polylysine to 100mL dimethyl sulfoxide and stir evenly at room temperature, add 4.5g (45.0mmol) succinic anhydride to the obtained solution, stir evenly and heat to 45°C for reaction 96h, after the reaction was finished and left to cool, the reaction liquid was dropped into 600mL of acetone and stirred at the same time. 87.5%.

Embodiment 2

[0043] Example 2: Preparation of mono(6-amino-6-deoxy)-β-cyclodextrin grafted polylysine polymer

[0044] Add 0.5g (0.0735mmol) N-succinyl polylysine to 100ml of solvent water, add EDCI 0.423g (2.207mmol), NHS 0.068g (0.591mmol), and stir at 4°C for 1.0h; Add 2.503 g (2.207 mmol) of mono(6-amino-6-deoxy)-β-cyclodextrin to the obtained solution, stir at 40°C for 60 hours, filter to remove insoluble matter, and place the reaction solution in a dialysis bag with a molecular weight of 10,000 After 96 hours of dialysis, the solvent in the reaction solution was evaporated to dryness after dialysis to obtain mono(6-amino-6-deoxy)-β-cyclodextrin grafted polylysine polymer with a yield of 75.8% and a grafting rate of 32.1%. .

Embodiment 3

[0045] Example 3: Preparation of mono(6-triethylenetetraamine-6-deoxy)-γ-cyclodextrin grafted polylysine polymer

[0046] Add 0.5g (0.0735mmol) N-succinyl polylysine to 100ml solvent N,N-dimethylformamide (DMF), add DCC 0.52g (2.573mmol), HOBT 0.2779g (2.058mmol) , stirred at 0°C for 0.5h, added mono(6-triethylenetetramine-6-deoxy)-γ-cyclodextrin 2.932g (2.058mmol) to the obtained solution, stirred at 20°C for 108h, filtered Remove the insoluble matter; drop the reaction solution into 150ml of acetone to precipitate, filter with suction to obtain the precipitate, then dissolve it in 16ml of water, and finally dialyze it with a dialysis bag with a molecular cut-off of 10,000 for 96 hours, evaporate to dryness and concentrate to obtain the product, with a yield of 70.8% , The grafting rate is 35.7%.

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Abstract

The invention discloses a polymer by grafting cyclodextrins onto polylysine and a preparation method of the polymer. The preparation method comprises the steps as follows: under the condition that a condensation agent and a condensation assistant agent exist, the cyclodextrins modified by amino are stirred with N-succinyl polylysine for several hours; after insoluble matters are removed by filtration, small molecules in a reaction system are removed by using a dialysis bag; reaction liquid is concentrated and dried through a rotary evaporator, so that the polymer by grafting the cyclodextrins onto the polylysine is obtained. The preparation method provided by the invention has the advantages that the reaction condition is more moderate, and the yield, grafting ratio and purity of the product polymer by grafting the cyclodextrins onto the polylysine are high.

Description

technical field [0001] The invention belongs to the field of preparation methods of pharmaceutical supramolecular carriers, and specifically relates to a water-soluble supramolecular carrier, which uses cyclodextrin derivatives with good water solubility and N-succinyl polylysine as raw materials, and constructs a water-soluble supramolecular carrier through amide condensation. Excellent drug supramolecular carrier. Background technique [0002] ε-Polylysine (ε-Polylysine) is a polymer straight-chain amino acid formed by a single lysine forming an amide bond at the α-hydroxyl group and ε-amino group, containing 25 to 35 lysine units. Solid, molecular weight about 3500-4500, no fixed melting point, softens and decomposes above 250 ℃, strong hygroscopicity, slightly bitter taste, soluble in water, hydrochloric acid, slightly soluble in ethanol, biodegradable, safe and non-toxic. ε-PL has attracted widespread attention because it can be used as a food preservative. It has the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/00A61K47/48A61K47/61A61K47/62
Inventor 杨波蒋锐剑廖霞俐易东王芬韩彬
Owner KUNMING UNIV OF SCI & TECH
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