A glutathione-responsive thermosensitive hydrogel, preparation method and application thereof

A technology of glutathione and hydrogel, which is applied in the field of polymer material synthesis, can solve the problems of no very effective treatment methods, etc., and achieve the effect of great application potential and good biocompatibility

Active Publication Date: 2022-06-21
HEFEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Cancer is one of the most lethal diseases in the world, and there is still no very effective treatment

Method used

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  • A glutathione-responsive thermosensitive hydrogel, preparation method and application thereof
  • A glutathione-responsive thermosensitive hydrogel, preparation method and application thereof
  • A glutathione-responsive thermosensitive hydrogel, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] In this example, the glutathione-responsive thermosensitive hydrogel was prepared according to the following steps.

[0031] Step 1: Preparation of cross-linking agent N,N'-dimethylcystamine bisacrylamide (CBA)

[0032] Weigh 2g of cystamine dihydrochloride and dissolve it in 50mL of dichloromethane, add 4.93mL of triethylamine dropwise, stir well for 2h, take 1.59mL of methacryloyl chloride, dilute it with dichloromethane (DCM) and place it dropwise In the liquid funnel, methacryloyl chloride was slowly added dropwise in an ice bath (0°C), and the reaction was carried out for 6 h. After the reaction was completed, 0.5 mL of deionized water was added, and the mixture was stirred for 10 min, and then all the solvent was spin-dried. It was redissolved with ethyl acetate, filtered, and the filtrate was dried under high vacuum to obtain the cross-linking agent CBA. The H NMR spectrum of CBA is attached figure 2 shown.

[0033] Step 2: Synthesis of poly-oligoethylene gl...

Embodiment 2

[0047] In this example, PONs with different molecular weights were synthesized according to the following steps.

[0048] Step 1: Weigh 2 g of oligoethylene glycol methyl ether methacrylate OEGMA (-CH 3 ) (molecular weight 300) was placed in a polymerization bottle, filled with nitrogen, added with 2 mL of 1,4-dioxane and stirred well, and weighed 80.9 mg of 4-cyano-4-(phenylthiocarbonylthio)pentane Acid (CTA) was dissolved in 3mL of 1,4-dioxane, transferred to a polymerization bottle, 1.9mL of azobisisobutyronitrile (AIBN) was measured with a pipette and added to it, stirred well, and refrigerated and pumped to circulate Three times, the reaction was carried out at 70 °C for 8 h. After the reaction, chemical sedimentation was carried out twice in n-hexane, and POEGMA was obtained after vacuum drying.

[0049] Step 2: Weigh 1g of N-isopropylacrylamide (NIPAM) into a polymerization bottle, fill with nitrogen, add 2mL of 1,4-dioxane and stir to dissolve, take 211.1mg of the ab...

Embodiment 3

[0054] This example is used for the preparation of multi-proportion PON and PON (CBA)

[0055] Change the input ratio and reaction time (3h, 4h, 5h, etc.) of CTA and OEGMA, respectively, to obtain POEGMA with different molecular weights with a molar ratio of 20, 30, and 40; change the feeding ratio of POEGMA and NIPAM to obtain PON and PON with a molar ratio of NIPAM of 200, 300, and 450. (CBA); changing the input ratio of the crosslinking agent CBA to obtain a PON containing 0.37, 0.5, and 1.0 molar ratios of CBA. Using the same method as Examples 1 and 2, the gel-forming effect of PON and PON (CBA) and the dissociation behavior of GSH in response were observed.

[0056] To sum up, the hydrogel prepared according to the synthetic method of the present invention has the following advantages:

[0057] 1. It can form gel in situ, and the human body temperature (≥32°C) can reach the gel-forming temperature requirement of the hydrogel, and the temperature can be reversed to a sol...

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Abstract

The invention relates to the technical field of polymer material synthesis, in particular to a glutathione-responsive temperature-sensitive hydrogel, a preparation method and its application, comprising the following steps: combining a RAFT chain transfer agent, a monomer, and a cross-linking agent And the initiator is uniformly mixed in the polymerization bottle according to the molar ratio of 1:200:0.37:0.4, and then reacted at 70°C for 8 hours after freezing and evacuating three times to remove oxygen; the polymerization product is chemically deposited in n-hexane, and vacuum-dried to obtain The polymer PON is ready for use; the polymer PON is dissolved in water at 4°C, and the temperature is raised to obtain a glutathione-responsive hydrogel. This glutathione-responsive thermosensitive hydrogel is prepared The hydrogel prepared by the method is in a solution state at low temperature, and when the temperature reaches 37 ° C, the hydrogel is formed in situ, and the hydrogel will be decomposed into a solution state after dropping glutathione (GSH) solution, and It cannot be gelled again, has good biocompatibility, and has great application potential in tumor areas with abundant glutathione secretion.

Description

technical field [0001] The invention relates to the technical field of polymer material synthesis, in particular to a glutathione-responsive thermosensitive hydrogel, a preparation method and an application thereof. Background technique [0002] A hydrogel is a substance with a highly hydrophilic three-dimensional network structure, which can have a very high water content according to its cross-linking degree. In general, hydrogels can be formed by means of physical cross-linking and chemical cross-linking. Hydrogels have excellent biocompatibility and are widely used in biomedical fields. Hydrogels are ideal dressing materials, which can keep the wound environment moist, cool the wound surface, allow gas exchange, especially injectable hydrogels, can encapsulate drugs in situ, fill wounds of various shapes, integrate antioxidant, hemostasis, tissue adhesion and other functions. [0003] Stimuli-responsive hydrogels have extremely broad application prospects in cancer th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J3/075C08L53/00C08F293/00C08F220/54A61K9/06A61K47/32A61P35/00
CPCC08F293/005C08J3/075A61K9/06A61K47/32A61P35/00C08J2353/00C08F2438/03C08F220/54
Inventor 唐龙祥陈胜胜何涛孙天赐闫旭夏彬徐皖川
Owner HEFEI UNIV OF TECH
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