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Preparation method of amphipathic hydroxyethyl starch-grafted polylactic acid nano-micelle

A technology of hydroxyethyl starch and nano micelles is applied in the fields of chemistry and medicine, and achieves the effects of good biocompatibility, uniform distribution, and simple and easy synthesis method.

Inactive Publication Date: 2013-12-25
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there is no report on the regulation of drug release by designing the chemical structure of the carrier material itself.

Method used

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  • Preparation method of amphipathic hydroxyethyl starch-grafted polylactic acid nano-micelle
  • Preparation method of amphipathic hydroxyethyl starch-grafted polylactic acid nano-micelle
  • Preparation method of amphipathic hydroxyethyl starch-grafted polylactic acid nano-micelle

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Experimental program
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Effect test

Embodiment 1

[0041] At room temperature, dissolve 3g of hydroxyethyl starch (130 / 0.4) in 30ml of DMSO until it becomes clear and transparent, and add a hydroxyl protecting agent (32.28g of hexamethyldisilazane or 1.09g of trimethylchlorosilane) under nitrogen protection. React at 60° C. for 24 hours to form a reaction liquid. The above reaction solution was added to methanol for precipitation, washed, and dried in a vacuum oven. The hydroxyethyl starch with partially protected hydroxyl groups was obtained as a white solid.

[0042] Under the protection of nitrogen, the hydroxyethyl starch powder whose hydroxyl groups are partially protected is dissolved in 20ml of toluene, and after it is completely dissolved at 80°C, a total content of 5% of the catalyst stannous octoate and lactide is added to make the hydroxyethyl starch unit sugar ring The molar ratio to lactide was kept at 1:4, stirred at 110° C. for 24 hours, and dried by rotary evaporation to obtain a crude product.

[0043] The c...

Embodiment 2

[0047] Based on the conditions of Example 1, the molar ratio of hydroxyethyl starch unit sugar rings to lactide was changed to 1:7. The proton NMR spectrum of the product is shown in image 3 The spectrum in C. According to the data calculation of spectrogram C, the average degree of polymerization of grafted polylactic acid in the HES-g-PLA copolymer is 7.6 (abbreviated as HES-g-PLA 7.6 ). The transmission electron micrographs of the nanomicelles prepared by this copolymer are shown in Figure 4 B, the particle size is 97nm.

Embodiment 3

[0049] Based on the conditions of Example 1, the molar ratio of hydroxyethyl starch unit sugar ring to lactide was changed to 1:15. The proton NMR spectrum of the product is shown in image 3 The spectrum in D. According to the data calculation of spectrogram D, the average degree of polymerization of grafted polylactic acid in the HES-g-PLA copolymer is 23.9 (abbreviated as HES-g-PLA 23.9 ). The transmission electron micrographs of the nanomicelles prepared by this copolymer are shown in Figure 4 B, the particle size is 65nm.

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Abstract

The invention provides a preparation method of an amphipathic hydroxyethyl starch-grafted polylactic acid nano-micelle. The preparation method comprises the following steps of: protecting part of hydroxyls in hydroxyethyl starch; and under the action of a catalyst stannous octoate, carrying out graft copolymerization reaction on the rest of the hydroxyls and a lactide monomer to obtain an amphipathic hydroxyethyl starch-polylactic acid grafted copolymer which is good in biocompatibility and degradable. The amphipathic copolymer can be quickly formed into a nano-micelle with grain size of 65 nm-130 nm and uniform distribution through a self-emulsifying solvent volatilization method. An internal hydrophobic structure of the nano-micelle can be used for loading fat-soluble medicines, and release of the medicines can be controlled by utilizing different polylactic acid side chain lengths in the copolymer.

Description

technical field [0001] The invention belongs to the fields of chemistry and medicine, and relates to biocompatible and biodegradable novel drug carrier technology, in particular to a preparation method of amphiphilic hydroxyethyl starch grafted polylactic acid copolymer and nano micelles thereof. Background technique [0002] Synthetic polymer nanoparticles have received extensive attention and intensive research as carriers for drug delivery and controlled release. However, synthetic polymer nanoparticles are still not comparable to natural polysaccharide-based polymers in terms of biocompatibility and biodegradability. Although natural polysaccharide polymers have good biocompatibility and biodegradability, they can also effectively avoid and reduce the toxic and side effects of nanocarriers themselves. However, due to the poor water solubility of natural polysaccharides, not only when loading water-soluble drugs , and there are certain limitations in loading fat-soluble ...

Claims

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Application Information

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IPC IPC(8): C08J3/07C08G63/08C08G63/85C08B31/12A61K47/34
Inventor 杨祥良杨亚江徐辉碧柳轻瑶万江陵
Owner HUAZHONG UNIV OF SCI & TECH