Hydrogel capable of loading high-hydrophobicity drug as well as preparation method and application of hydrogel

A hydrogel and drug technology, applied in the field of hydrogel that can load highly hydrophobic drugs and its preparation, can solve problems such as incompatibility, and achieve the effects of easy separation, mild reaction conditions, and stable capacity

Active Publication Date: 2021-09-21
CHANGSHA JINGYI PHARM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, how to encapsulate hydrophobic drugs into hydrogels remains a challenge due to the inherent incompatibility

Method used

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  • Hydrogel capable of loading high-hydrophobicity drug as well as preparation method and application of hydrogel
  • Hydrogel capable of loading high-hydrophobicity drug as well as preparation method and application of hydrogel
  • Hydrogel capable of loading high-hydrophobicity drug as well as preparation method and application of hydrogel

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preparation example Construction

[0039] In another specific embodiment of the present invention, the preparation method of the above-mentioned cyclodextrin-terminated side chain double bond-containing polyurethane (DPU) is provided, the preparation method comprising:

[0040] The isocyanato-terminated polyethylene glycol is first reacted with 1,5-hexadiene-3,4-diol to prepare the isocyanato-terminated polyurethane prepolymer containing double bonds in the side chain, and then reacted with mono-6- O-amino-β-cyclodextrin reacts to obtain DPU by capping;

[0041] Wherein, the molecular structural formula of the isocyanato-terminated polyethylene glycol is as follows:

[0042]

[0043] In yet another specific embodiment of the present invention, the molecular weight of the above-mentioned isocyanato-terminated polyethylene glycol is controlled to be 3000-12000;

[0044] In yet another specific embodiment of the present invention, the molar ratio of 1,5-hexadiene-3,4-diol to isocyanato-terminated polyethylene gl...

Embodiment 1

[0074] Preparation of polyurethane: Dissolve 90.00g of double-terminated isocyanatopolyethylene glycol (molecular weight: 3000g / mol), 1.71g of 1,5-hexadiene-3,4-diol and 0.18g of stannous octoate in 200mL N , In N-dimethylformamide (DMF), heat the oil bath to 75°C to a constant temperature reaction until the -NCO content measured by the di-n-butylamine method reaches the theoretical value, about 3.5h. After cooling to 15°C, add 34.02g of mono-6-O-amino-β-cyclodextrin, maintain the temperature and react until the infrared absorption peak of isocyanate in the detection system disappears, about 2 hours. After the reaction is complete, when the system returns to room temperature, add DMF solution to dilute the cyclodextrin-terminated side chain double bond-containing polyurethane to 0.05g / mL, and then settle with ten times the volume of glacial ether (-6-1°C). Suction filtration, normal temperature vacuum drying to constant weight, obtain the polyurethane (DPU 1 ).

[0075] Prep...

Embodiment 2

[0078] Preparation of polyurethane: Dissolve 90g of double-terminated isocyanatopolyethylene glycol (molecular weight: 3000g / mol), 2.05g of 1,5-hexadiene-3,4-diol and 0.18g of diisobutyltin dilaurate in 200mL In N,N-dimethylformamide (DMF), heat the oil bath to 75°C to constant temperature reaction until the -NCO content measured by the di-n-butylamine method reaches the theoretical value, about 3.5h. After cooling to 15°C, add 27.22g of mono-6-O-amino-β-cyclodextrin, maintain the temperature and react until the infrared absorption peak of isocyanate in the detection system disappears, about 2 hours. After the reaction was completed, the system returned to room temperature, and DMF solution was added to dilute the cyclodextrin-terminated side chain-containing polyurethane to 0.05g / mL, and then settled with ten times the volume of glacial ether (-6-1°C). filtered, and vacuum-dried at room temperature to constant weight to obtain a cyclodextrin-terminated side chain containing d...

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Abstract

The invention provides hydrogel capable of loading a high-hydrophobicity drug as well as a preparation method and application of the hydrogel, which belongs to the technical field of preparation of high polymer materials. The preparation method comprises the following steps of firstly, preparing cyclodextrin-terminated polyurethane (DPU) with a side chain containing double bonds, and carrying out click chemical crosslinking on a multi-sulfhydryl compound and the double bonds to form the polyurethane hydrogel. The inner cavity of cyclodextrin is hydrophobic, the outer edge of the cyclodextrin is hydrophilic, and a hydrophobic binding site can be provided, so that the cyclodextrin molecular cavity in the polyurethane hydrogel can be subjected to non-covalent binding with a high-hydrophobicity drug, the loading of the high-hydrophobicity drug is realized, the gel is very stable in vitro, and under the action of an in-vivo enzyme, the cyclodextrin polysaccharide is gradually degraded, so that the combined medicine is released, the hydrogel capable of loading the high-hydrophobicity drug is successfully prepared, and the hydrogel has a good practical application value.

Description

technical field [0001] The invention belongs to the technical field of polymer material preparation, and in particular relates to a hydrogel capable of loading highly hydrophobic drugs, a preparation method and application thereof. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Hydrogel is a type of polymer with a three-dimensional network structure composed of covalent and non-covalent interactions and cross-links. It can absorb a large amount of water and swell in water, and can continue to maintain its original state after swelling. It has a structure without being dissolved, and can achieve the purpose of controlled release of drugs through chemical cross-linking or ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/67C08G18/64C08G18/77C08J3/075A61K47/69A61K31/337A61K9/06A61P35/00C08L75/14
CPCC08G18/675C08G18/6484C08G18/771C08J3/075A61K47/6951A61K31/337A61K9/06A61P35/00C08J2375/14
Inventor 侯昭升毕晶晶李雪静刘常琳高伟伟文正
Owner CHANGSHA JINGYI PHARM TECH CO LTD
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