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Method for preparing water-soluble inclusion compound

A clathrate, water-soluble technology, applied in the preparation of hesperetin, water-soluble clathrate, ellagic acid, quercetin water-soluble clathrate preparation field, can solve the problem of insufficient inclusion rate of cyclodextrin Ideal and other issues, to achieve the effect of improving bioavailability, strong stability, and good water solubility

Inactive Publication Date: 2019-02-01
NORTHWEST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] Therefore, the technical problem to be solved by the present invention is to overcome the technical defect that the cyclodextrin inclusion ratio in the prior art is not ideal enough, thereby proposing a water-soluble inclusion ratio high inclusion ratio, increasing the water solubility and bioavailability of the compound substances and their preparation methods

Method used

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  • Method for preparing water-soluble inclusion compound
  • Method for preparing water-soluble inclusion compound
  • Method for preparing water-soluble inclusion compound

Examples

Experimental program
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Effect test

Embodiment 1

[0040] The inclusion of embodiment 1 ellagic acid

[0041] Prepare 20 mL of 0.001 M aqueous solution of mono-6-ethylenediamino-6-deoxy-β-cyclodextrin, add 1 mL of 0.01 mol / L sodium hydroxide solution, and weigh ellagitan according to the inclusion ratio of 1.5:1 Acid solid powder 0.453g, quickly add mono-6-ethylenediamino-6-deoxy-β-cyclodextrin aqueous solution under stirring condition, vibrate and stir at 35℃ for 24h, stirring speed 250rpm, use 0.45μm The filter membrane was filtered, and the filtrate was freeze-dried at -80°C for 48 hours to obtain a pale yellow ellagic acid / mono-6-ethylenediamino-6-deoxy-β-cyclodextrin inclusion compound. Phase solubility studies showed that 10 mM cyclodextrin increased the solubility of ellagic acid in water by 735 times. Such as figure 1 Shown is the SEM image of ellagic acid / mono-6-ethylenediamino-6-deoxy-β-cyclodextrin inclusion complex.

Embodiment 2

[0042] Inclusion of embodiment 2 hesperetin

[0043] Prepare 20mL of 0.001M aqueous solution of mono-6-ethylenediamino-6-deoxy-β-cyclodextrin, add 1mL of 0.01mol / L sodium hydroxide solution, and weigh the orange peel according to the inclusion ratio of 1.5:1 Add 0.453g of plain solid powder into the aqueous solution of mono-6-ethylenediamino-6-deoxy-β-cyclodextrin quickly under the condition of stirring, vibrate and stir at room temperature for 24h, the stirring speed is 250rpm, use 0.45μm Filter through a filter membrane, and freeze-dry the filtrate at -80°C for 48 hours to obtain a light yellow hesperetin / mono-6-ethylenediamino-6-deoxy-β-cyclodextrin inclusion compound. The phase solubility study showed that 10mM cyclodextrin increased the solubility of hesperetin in water from 2.60μM to 8.86mM, and the solubility increased by 3407 times. Such as figure 2 Shown is the SEM image of hesperetin / mono-6-ethylenediamino-6-deoxy-β-cyclodextrin inclusion complex.

Embodiment 3

[0044] Inclusion of embodiment 3 quercetin

[0045] Prepare 20mL of 0.001M aqueous solution of mono-6-ethylenediamino-6-deoxy-β-cyclodextrin, add 1mL of 0.01mol / L sodium hydroxide solution, and weigh quercetin according to the inclusion ratio of 1.5:1 Add 0.453g of plain solid powder into the aqueous solution of mono-6-ethylenediamino-6-deoxy-β-cyclodextrin quickly under the condition of stirring, vibrate and stir at room temperature for 24h, the stirring speed is 250rpm, use 0.45μm Filter through a filter membrane, and freeze-dry the filtrate at -80°C for 48 hours to obtain a light yellow inclusion complex of quercetin / mono-6-ethylenediamino-6-deoxy-β-cyclodextrin. Phase solubility studies showed that 10mM cyclodextrin increased the solubility of quercetin in water from 2.67μM to 6.12mM by 2292 times. Such as image 3 Shown is the SEM image of quercetin / mono-6-ethylenediamino-6-deoxy-β-cyclodextrin inclusion complex.

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Abstract

The invention provides a preparation method of a water-soluble inclusion compound. The inclusion compound is a product obtained after inclusion of ellagic acid, hesperetin and quercetin by mono-(6-ethanediamine-6-deoxy)-beta-cyclodextrin. The ratio of (ellagic acid, hesperetin and quercetin) to cyclodextrin is 1.5: 1. The inclusion compound is prepared by oscillation stirring and freeze drying methods. The invention has the following advantages: the prepared inclusion compound has good water solubility and strong stability, has a good scavenging effect on superoxide radicals, and has a good inhibition effect on lipid peroxidation. The high water solubility is more conducive to the quantitative analysis of the biological activity of ellagic acid, hesperetin and quercetin.

Description

technical field [0001] The invention belongs to the field of compound preparation, and relates to a preparation method of a water-soluble inclusion compound, in particular to a preparation method of a water-soluble inclusion compound of ellagic acid, hesperetin and quercetin. Background technique [0002] Ellagic acid, also known as gallic acid, is a derivative of gallic acid dimerization compound. Ellagic acid is a natural polyphenolic compound widely found in a variety of vegetables, fruits and nuts, such as pomegranates, raspberries, strawberries, blackberries, walnuts and gallnuts. Ellagic acid exists in two states, free form and complex form, in plants. It has the functions of anti-oxidation, anti-inflammation, antibacterial, anti-proliferation, anti-mutation, blood coagulation, protection of liver and heart, and can be used to treat neurodegenerative diseases and complications of diabetes, etc. However, due to the poor water solubility and low bioavailability of ella...

Claims

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Application Information

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IPC IPC(8): A61K47/69A61K31/352A61K31/366A61P39/06
CPCA61K31/352A61K31/366A61K47/6951A61P39/06
Inventor 和媛芦芮
Owner NORTHWEST UNIV
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