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Preparation method for digalactosyl diacylglycerol (DGDG) and application thereof

A technology of lactosyl diacylglyceride and lactosyl diacylglycerol, which is applied in the field of preparation and application of medicinal natural surfactants, and can solve problems such as high cost, increased separation and purification, and difficulties

Inactive Publication Date: 2009-10-07
SHENYANG PHARMA UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main disadvantages of the method are: the raw materials used are all grains, and the cost is high; more impurity components are extracted in the ethanol extract, which increases difficulties for the next step of separation and refinement; finally, there are still Impurities
However, there is no report using it as a carrier material for active substances in traditional Chinese medicine.

Method used

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  • Preparation method for digalactosyl diacylglycerol (DGDG) and application thereof
  • Preparation method for digalactosyl diacylglycerol (DGDG) and application thereof
  • Preparation method for digalactosyl diacylglycerol (DGDG) and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042]Embodiment 1: acetone extraction-silica gel column separation DGDG

[0043] Weigh 500 g of commercially available oat bran and add 1120 mL of acetone to extract at 56°C for 4 hours, extract 3 times, and combine the extracts from the 3 times. The extract was concentrated under reduced pressure at 50°C, the concentrated solution was mixed with 100 g of silica gel, and the solvent was evaporated to dryness. Add 110g of blank silica gel to the separation column, and then add the sample silica gel. First, 680 mL of cyclohexane-acetone 28:72 (v / v) mixture was used for elution, and finally 900 mL of acetone was used for elution. The acetone eluate was concentrated under reduced pressure at 47°C, the concentrate was mixed with 30 g of silica gel, and the solvent was evaporated to dryness. Add 100g of blank silica gel to the separation column, and then add the sample silica gel. First eluted with 650 mL of 85:15 (v / v) mixture of chloroform-methanol, and finally eluted with 680...

Embodiment 2

[0044] Embodiment 2: Carbon dioxide supercritical degreasing-extraction and separation of DGDG

[0045] Weigh 500g of commercially available oat bran, put it into the extraction kettle of the carbon dioxide supercritical extraction equipment, set the extraction pressure to 31MPa, the extraction temperature to 42°C, the temperature of the first separator to be 48°C, the temperature of the second separator to be 25°C, and the flow rate of the system to be Controlled at 75~78Kg·h -1 , take the extract from separator 1 every half hour, and extract for a total of 3 hours. The extracted oat bran was taken out, leached with 1200mL acetone at 50°C for 2.5 hours, leached 3 times, and the leached solutions were combined for 3 times. The extract was concentrated under reduced pressure at 45°C. The concentrated solution was mixed with 25g of silica gel, and the solvent was evaporated to dryness. Add 85g of blank silica gel to the separation column, and then add the sample silica gel. ...

Embodiment 3

[0046] Embodiment 3: the preparation of geranium oil DGDG submicron emulsion

[0047] Weigh 0.8g of DGDG, 2g of geranium oil, and 0.1g of sodium oleate, vortex and mix well, keep warm at 50°C, add 100mL (50°C) water for injection, stir until a uniform emulsion is formed, and cut it with a tissue homogenizer After cutting for 5 minutes, add high-pressure milk to homogenize at a pressure of 750 bar, homogenize 5 times, and the product is ready. The average particle size is 222.2nm, and the particle size distribution is narrow. See Figure 8 .

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Abstract

The invention relates to a preparation method for medicinal natural surfactant, namely, digalactosyl diacylglycerol (DGDG) and applications thereof as a pharmaceutical carrier. The preparation process is as follows: oat bran is extracted by acetone; leaching liquor is absorbed by silicon gel after being concentrated; eluent with different polarities are used for eluting; and refined DGDG is obtained from the final eluent. Or the oat bran can be degreased by supercritical carbon dioxide, and then extracted by acetone; leaching liquor is absorbed by silicon gel after being concentrated; and refined DGDG can be obtained after being eluted by eluent with different polarities. The hydrophile-lipophile balance value of the DGDG is 7.00 to 8.15, and the critical micelle concentration (CMC) thereof is 2*10 g / L. The raw materials of the method are easy to be obtained, and the obtained DGDG is thin-layer chromatographically pure without haemolysis and acrimony. The DGDG can be taken as a pharmaceutical carrier as two amphipathic properties thereof can self-assemble to form the property of bilayer vesicles. Galactose residues in DGDG molecules can be taken as ligands which can specifically distinguish galactose accepters on parenchymal hepatic cells so as to realize active hepatic targeting mediated by ligands.

Description

technical field [0001] The invention belongs to the technical field of preparation and application of medicinal natural surfactants, and relates to a preparation method of digalactosyl diacylglyceride and its application, in particular to its preparation method and its application as an active targeting drug carrier. Background technique [0002] In the digalactosyl diacylglyceride (DGDG) molecule, there is a diacylglycerol and two galactose residues connected to each other, the first galactose residue and the C-3 -OH on the glycerol backbone groups are directly connected. The second galactose residue is linked to the first galactose by an α-1,6 glycosidic bond, where R 1 , R 2 It is different kinds of fatty acids, among the glycolipids extracted from oat bran, palmitic acid (C 15 h 31 CO; 16:0), oleic acid (C 17 h 33 CO; 18:1), linoleic acid (C 17 h 31 CO; 18:2), and a small amount of linolenic acid (C 17 h 29 CO; 18:3), stearic acid (C 17 h 35 CO; 18:0), lauric...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/06C07H1/08A61K47/26A61K9/107A61K9/127
CPCY02P20/54
Inventor 陈大为赵庆春李新刚胡海洋赵秀丽乔明曦
Owner SHENYANG PHARMA UNIVERSITY
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