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Glycyrrhetinic acid clathrate compound and preparation method thereof

A technology of glycyrrhetinic acid and inclusion compound, applied in the field of glycyrrhetinic acid inclusion compound and its preparation, to achieve the effects of improving embedding rate, mild preparation conditions and increasing solubility

Inactive Publication Date: 2020-09-29
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the methods for improving the water solubility of glycyrrhetinic acid mainly include liposomes, clathrates, polymer micelles, solid lipid nanoparticles, polymer nanoparticles and phospholipid complexes, etc., but these methods can only be very effective. Improve the solubility of glycyrrhetinic acid, and have limited improvement on the anti-inflammatory and other biological activities of glycyrrhetinic acid

Method used

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  • Glycyrrhetinic acid clathrate compound and preparation method thereof
  • Glycyrrhetinic acid clathrate compound and preparation method thereof
  • Glycyrrhetinic acid clathrate compound and preparation method thereof

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Effect test

Embodiment 1

[0031] This embodiment provides a water-soluble glycyrrhetinic acid clathrate, and its specific preparation steps are as follows:

[0032] S1. Accurately weigh 100 mg of glycyrrhetinic acid and dissolve it in 10 ml of chloroform to obtain a clear solution 1;

[0033] S2. Accurately weigh 50mg α-cyclodextrin and 50mg arginine and dissolve them in 10ml deionized water to obtain clear solution 2;

[0034] S3. Mix the clear solution 1 and the clear solution 2, and stir at 100 rpm / min for 3 hours at 30 degrees Celsius to obtain a mixed solution;

[0035] S4, the mixed solution is rotated and evaporated for a period of time at 30 degrees Celsius, and the organic solvent is removed to obtain a solid;

[0036] S5. Add 30 ml of water to the solid to dissolve, filter through a 0.45 μm microporous membrane, and freeze-dry at -80° C. for 24 hours to obtain glycyrrhetinic acid-arginine-α-cyclodextrin inclusion compound.

Embodiment 2

[0038] This embodiment provides a water-soluble glycyrrhetinic acid clathrate, and its specific preparation steps are as follows:

[0039] S1. Accurately weigh 50 mg of glycyrrhetinic acid and dissolve it in 20 ml of absolute ethanol to obtain a clear solution 1;

[0040] S2. Accurately weigh 250mg β-cyclodextrin and 100mg lysine and dissolve in 20ml deionized water to obtain clear solution 2;

[0041] S3. Mix the clear solution 1 and the clear solution 2, and stir at 200 rpm / min for 4 hours at 40 degrees Celsius to obtain a mixed solution;

[0042] S4, the mixed solution is rotated and evaporated for a period of time at 40 degrees Celsius, and the organic solvent is removed to obtain a solid;

[0043] S5. Add 100 ml of water to the solid to dissolve, filter through a 0.45 μm microporous membrane, and freeze-dry at -80° C. for 24 hours to obtain glycyrrhetinic acid-lysine-β-cyclodextrin inclusion compound.

Embodiment 3

[0045] This embodiment provides a water-soluble glycyrrhetinic acid clathrate, and its specific preparation steps are as follows:

[0046] S1. Accurately weigh 500 mg of glycyrrhetinic acid and dissolve it in 200 ml of absolute ethanol to obtain a clear solution 1;

[0047] S2. Accurately weigh 5g of hydroxypropyl-β-cyclodextrin and 1g of histidine and dissolve them in 400ml of deionized water to obtain clear solution 2;

[0048] S3. Mix the clear solution 1 and the clear solution 2, and stir at 600 rpm / min for 8 hours at 40 degrees Celsius to obtain a mixed solution;

[0049] S4, the mixed solution is rotated and evaporated for a period of time at 40 degrees Celsius, and the organic solvent is removed to obtain a solid;

[0050] S5. Add 1000ml of water to the solid to dissolve, filter through a 0.45 μm microporous membrane, and spray dry to obtain glycyrrhetinic acid-histidine-hydroxypropyl-β-cyclodextrin inclusion compound.

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Abstract

The invention provides a glycyrrhetinic acid clathrate compound and a preparation method thereof. The glycyrrhetinic acid clathrate compound takes cyclodextrin as an annular cavity; basic amino acid and glycyrrhetinic acid form an amphipathic structure; the cyclodextrin clathrates the formed amphipathic structure in the annular cavity through a hydrogen bond; thus, a solid ternary compound, namelythe glycyrrhetinic acid clathrate compound, is formed. The glycyrrhetinic acid clathrate compound takes the basic amino acid and the glycyrrhetinic acid to form the amphiphilic structure, and has anexternally hydrophilic and internally hydrophobic annular cavity structure, wherein a hydrophilic part can be used as a surfactant of the clathrate compound to reduce the surface tension of water, sonon-water-soluble substances can be converted into water-soluble substances; meanwhile, the crystallinity of the clathrate compound is reduced; thus, the solubility of the glycyrrhetinic acid in the water is increased, and the biological activity of the glycyrrhetinic acid is improved; in addition, the preparation conditions are mild, and no high temperature exists in the whole process, so the loss of the glycyrrhetinic acid in the preparation process is reduced, and the embedding rate of the glycyrrhetinic acid is increased.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and in particular relates to a glycyrrhetinic acid inclusion compound and a preparation method thereof. Background technique [0002] Glycyrrhetinic acid (GA for short) is a white crystal with the molecular formula C 30 h 46 o 4 , relative molecular weight 470.64, a pentacyclic triterpene saponins. Glycyrrhetinic acid is widely used in the field of medicine and cosmetics: in the field of cosmetics, it can be used to regulate the skin's immunity and disease resistance, remove inflammation, prevent allergies, clean the skin, and at the same time inhibit the production of melanin by inhibiting the activation of tyrosinase. Achieve whitening effect; in the field of medicine, it has obvious anti-inflammatory, anti-tumor, anti-virus, anti-oxidation and adrenocortical hormone-like effects. [0003] However, glycyrrhetinic acid is neither water-soluble nor oil-soluble, which greatly limits its ap...

Claims

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Application Information

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IPC IPC(8): A61K47/69A61K31/56A61K47/54A61P29/00A61P31/12A61P35/00A61P39/06
CPCA61K31/56A61K47/6951A61P29/00A61P35/00A61P31/12A61P39/06A61K47/542
Inventor 梁浩刘赛星
Owner BEIJING UNIV OF CHEM TECH
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