Multi-response supramolecular hydrogel factor, hydrogel and preparation method thereof

A supramolecular hydrogel and hydrogel technology, applied in chemical instruments and methods, medical preparations of non-active ingredients, pharmaceutical formulations, etc., can solve problems such as limited applications, and achieve good anti-tumor and anti-inflammatory effects

Active Publication Date: 2013-05-22
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since the organogel dispersion medium is an

Method used

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  • Multi-response supramolecular hydrogel factor, hydrogel and preparation method thereof
  • Multi-response supramolecular hydrogel factor, hydrogel and preparation method thereof
  • Multi-response supramolecular hydrogel factor, hydrogel and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Weigh 1.84 g of Fc-COOH (8mM), dissolve it in 250ml of dry dichloromethane, add 1.20g of HOBt and 3.36g of HBTU (8.8mM each) under ice bath. Slowly add about 6 mL of triethylamine dropwise. The reaction was stirred under ice bath for 40 minutes to 1 hour. TLC dot plate to track the reaction. After the reaction is complete, use saturated NaCO sequentially 3 , 5% HCl and distilled water each extract once. The extract was concentrated, purified by column chromatography, and dried in vacuo. Obtained 2.60 g of dark red compound (1).

[0052] Weigh 1.6 g of compound (1), dissolve it in 50 mL of anhydrous dichloromethane, and add 0.86 g of H-Phe-OMe·HCl. Then 2 mL of triethylamine was added dropwise, and reacted for about 10 hours at room temperature. The TLC dot plate tracks the reaction. After the reaction is complete, use saturated NaCO sequentially 3 , 5% HCl and distilled water each extract once. The extract was concentrated, purified by column chromatography, and dri...

Embodiment 2

[0056] Dissolve Fc-COOH, HOBt and HBTU with a molar ratio of 1:1.2:1.2 in anhydrous dichloromethane, and slowly add triethylamine dropwise to pH 8.0-9.0 under ice bath. The reaction is stirred for 40 minutes to 1 hour. TLC dot plate to track the reaction. After the reaction is complete, use saturated NaCO sequentially 3 , 5% HCl and distilled water each extract once. The extract was concentrated, purified by column chromatography, and dried in vacuo. Obtain dark red compound (1).

[0057] The compound (1) and H-Phe-OMe·HCl with a molar ratio of 1:1.2 were dissolved in anhydrous dichloromethane, and then triethylamine was added dropwise to pH 8.0-9.0, and the reaction was stirred at room temperature for about 10 hours. The TLC dot plate tracks the reaction. After the reaction is complete, use saturated NaCO sequentially 3 , 5% HCl and water are extracted once. The extract was concentrated, purified by column chromatography, and dried in vacuo. The yellow compound (2) is obta...

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Abstract

The invention discloses a multi-response supramolecular hydrogel factor, a hydrogel and a preparation method thereof. The method comprises the following operation steps: chemically modifying phenylalanine with activated ferrocene to obtain a ferrocene-phenylalanine hydrogel factor; and diluting a dimethylsulfoxide solution of the gel factor to 0.5%(w/v) with a PBS (phosphate buffer solution) having a pH value of 7.4, thus forming the hydrogel. The hydrogel prepared by the invention is simple and cheap, has multi-response property and simultaneously reserves the reduction-oxidation activity of ferrocene and the bioactivity of amino acid or short peptide, thus being hopefully used widely in the fields of such as medicine slow release, biosensing, response materials and the like.

Description

Technical field [0001] The invention relates to a multi-response supramolecular hydrogel factor, hydrogel and a preparation method thereof. In particular, it relates to a method for preparing multi-responsive and multifunctional supramolecular hydrogels by using ferrocene to connect aromatic phenylalanine through chemical modification, and through aromatic accumulation and hydrogen bond self-assembly. Background technique [0002] Hydrogel is a gel in which water is the dispersion medium. Traditional hydrogels are prepared by a cross-linked polymer network structure bound to water molecules. In the past ten years, with the rise of small molecule organic gels (Chem. Rev. 1997, 97, 3133), small molecule hydrogels (Chem. Rev. 2004, 104, 1201) have gradually entered people's field of vision. Small-molecule hydrogels are supramolecular hydrogels, which use non-covalent bonds in water to self-assemble to form a network-like supramolecular structure, which binds water molecules to for...

Claims

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Application Information

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IPC IPC(8): C07F17/02G01N27/30A61K47/24A61K9/06A61P35/00A61P29/00
Inventor 张翼孙志方李正元戴璇何庭
Owner CENT SOUTH UNIV
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