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Redox-responsive micromolecular gel compound, preparation method thereof, micromolecular gel of compound and application thereof

A technology of small molecule gels and compounds, which is applied in the field of compounds for preparing medical small molecule gels, to achieve good gelation ability, damage recovery ability, good biocompatibility, and adjustable mechanical strength

Pending Publication Date: 2021-02-09
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on the construction of redox-responsive small molecule gels.

Method used

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  • Redox-responsive micromolecular gel compound, preparation method thereof, micromolecular gel of compound and application thereof
  • Redox-responsive micromolecular gel compound, preparation method thereof, micromolecular gel of compound and application thereof
  • Redox-responsive micromolecular gel compound, preparation method thereof, micromolecular gel of compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Example 1 (compound (1) (n=10))

[0045] (1) Take a 100 mL round bottom flask and add 20 mL of dichloromethane, 0.74 mL (10 mmol) of acetone and two drops of trifluoroacetic acid, and stir at room temperature for 30 min to activate the acetone. Add 4.37g (20mmol) 11-mercaptoundecanoic acid to the activated acetone, and stir at room temperature for 48h. Then put in -20 ℃ refrigerator, after the solid precipitates, filter, wash the solid alternately with ice n-hexane and water, and dry to obtain the product formula (3) (n=10), white solid, yield 70.5%.

[0046] (2) ① Take a 100mL round bottom flask with a branched mouth, add 20mL of chloroform, 4.7g (22mmol) of phenylalanine methyl ester hydrochloride into it, and slowly add 5.9mL (44mmol) of phenylalanine methyl ester hydrochloride under ice bath conditions. Triethylamine, stirred for 10 minutes after the dropwise addition, to remove the hydrochloric acid molecules of phenylalanine methyl ester hydrochloride. ② Dissolv...

Embodiment 2

[0049] Add 10mg of compound (1) into a 4mL screw bottle, then add 1mL of absolute ethanol, seal it, heat to 90°C to dissolve it, and let it cool down to room temperature to form a 10mg / mL small molecule hydrogel. Such as figure 1 Shown as a translucent gel.

Embodiment 3

[0051] Add 10mg of compound (1) into a 4mL screw bottle, add 1mL PEG200, seal it, heat it to 90°C to dissolve it, and let it cool down to room temperature to form a 10mg / mL organogel, as figure 2 Shown, white opaque gel.

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Abstract

The invention discloses an redox-responsive micromolecular gel compound, and also discloses a preparation method of the compound. The preparation method comprises the following steps: adding a solventA into mercaptoalkyl acid shown in the structural formula (2), stirring, and dropwisely adding a sulfonyl chloride solution; 2, dissolving the product in a solvent, and adding a condensing agent foractivation; dissolving phenylalanine methyl ester hydrochloride in a solvent, dropwise adding organic alkali while stirring in an ice bath, and stirring; and 3, adding a solvent and hydrazine hydrateinto the product, and reacting under the protection of nitrogen to finally obtain the compound. The invention further discloses micromolecular gel prepared from the compound and application of the micromolecular gel to medical materials. The micromolecular water / organic gel provided by the invention has the advantages of simple preparation, low critical gelatinization concentration, easy regulation and control of mechanical strength, good shear thinning behavior, good damage recovery capability, good biocompatibility and the like.

Description

technical field [0001] The invention relates to a compound used for preparing a medical small molecule gel, and also relates to a preparation method of the compound, a small molecule gel obtained by the compound and an application thereof. Background technique [0002] The application of low molecular weight gels in the fields of sensors, cosmetics, oil-water separation, cell culture, drug delivery and tissue engineering has been paid more and more attention. It is formed by self-assembly of small molecule gelling factors in a solvent through non-covalent bond forces (hydrogen bonds, van der Waals forces, π-π stacking forces, hydrophobic forces, electrostatic forces, etc.). Small molecule gels are widely used in the fields of sensors, cosmetics, oil-water separation, cell culture, drug delivery, and tissue engineering. Based on the solvents in which small molecule gelling factors form gels, small molecule gels can be divided into small molecule organogels and small molecule...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C323/52C07C319/24C07C319/22A61K9/06A61K47/20A61K31/704A61P35/00
CPCC07C323/52C07C319/24C07C319/22A61K9/06A61K47/20A61K31/704A61P35/00
Inventor 徐龙董佳玲雷一豪金凯豪
Owner NINGBO UNIV
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