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A kind of hydrogel that can be loaded with high hydrophobicity drug and its preparation method and application

A hydrogel and reaction technology, applied in the field of hydrogel that can load highly hydrophobic drugs and its preparation, can solve incompatibility and other problems, and achieve the effect of easy separation, mild reaction conditions and stable ability

Active Publication Date: 2022-07-19
CHANGSHA JINGYI PHARM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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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  • A kind of hydrogel that can be loaded with high hydrophobicity drug and its preparation method and application
  • A kind of hydrogel that can be loaded with high hydrophobicity drug and its preparation method and application
  • A kind of hydrogel that can be loaded with high hydrophobicity drug and its preparation method and application

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preparation example Construction

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

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

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

[0042]

[0043] In 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 g...

Embodiment 1

[0074] Preparation of polyurethane: 90.00 g of double-ended isocyanato polyethylene glycol (molecular weight 3000 g / mol), 1.71 g of 1,5-hexadiene-3,4-diol and 0.18 g of stannous octoate were dissolved in 200 mL of N , N-dimethylformamide (DMF), the oil bath is heated to 75 ℃ 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, 34.02 g of mono-6-O-amino-β-cyclodextrin was added, and the reaction was maintained at the temperature until the infrared absorption peak of isocyanate in the detection system disappeared, about 2 hours. After the reaction is completed, wait for the system to return to room temperature, add DMF solution to dilute the cyclodextrin-terminated side chain double bond-containing polyurethane to 0.05g / mL, and then use ten times the volume of glacial ether (-6-1 ℃) for sedimentation, Suction filtration, vacuum drying at room temperature to constant wei...

Embodiment 2

[0078] Preparation of polyurethane: 90 g of double-ended isocyanato polyethylene glycol (molecular weight of 3000 g / mol), 2.05 g of 1,5-hexadiene-3,4-diol and 0.18 g of diisobutyltin dilaurel were dissolved in 200 mL In N,N-dimethylformamide (DMF), the oil bath was heated to 75°C for a constant temperature reaction, and the -NCO content was determined by the di-n-butylamine method to reach the theoretical value, about 3.5h. After cooling to 15 °C, 27.22 g of mono-6-O-amino-β-cyclodextrin was added, and the reaction was maintained at the temperature until the infrared absorption peak of isocyanate in the detection system disappeared, about 2 h. After the reaction is completed, the system is returned to room temperature, and DMF solution is added to dilute the cyclodextrin-terminated side chain double bond-containing polyurethane to 0.05 g / mL, and then settle with ten times the volume of glacial ether (-6-1 °C), pump filter, and vacuum-dry to constant weight at room temperature ...

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Abstract

The invention provides a hydrogel capable of loading high hydrophobicity drugs, a preparation method and application thereof, and belongs to the technical field of polymer material preparation. The invention firstly prepares a cyclodextrin-terminated side chain containing double bond polyurethane (DPU), and utilizes the click chemical cross-linking of the polysulfhydryl compound and the double bond to form the polyurethane hydrogel. Since the inner cavity of the cyclodextrin is hydrophobic and the outer edge is hydrophilic, it can provide a hydrophobic binding site, so the cyclodextrin molecular cavity in the polyurethane hydrogel can be non-covalently combined with highly hydrophobic drugs, thereby The loading of highly hydrophobic drugs is realized, and the gel is very stable in vitro. Under the action of enzymes in vivo, the cyclodextrin polysaccharide is gradually degraded, so that the bound drugs are released, thereby successfully preparing a high-loading gel. The hydrogels of hydrophobic drugs therefore have 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 high hydrophobicity drugs and a preparation method and application thereof. Background technique [0002] The information disclosed in this Background section is only for enhancement of understanding of the general background of the invention and should not necessarily be taken as an acknowledgement or any form of suggestion that this information forms the prior art already known to a person of ordinary skill in the art. [0003] Hydrogel is a kind of polymer with three-dimensional network structure composed of covalent bond and non-covalent bond interaction and cross-linking. It has a structure without being dissolved, and can achieve the purpose of controlled release of drugs through chemical cross-linking or physical force, or the contraction and relaxation of the cross-linked network itself under specific conditio...

Claims

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Application Information

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Patent Type & Authority Patents(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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