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Preparation method and application of monosialotetrahexosylganglioside

A technology of ganglioside and monosialic acid, applied in the field of medicine and biology, to achieve the effect of reducing usage, reducing cost, and being suitable for industrial production

Active Publication Date: 2013-05-08
BEIJING SIHUAN PHARMA +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] At present, there are practical difficulties that are difficult to overcome in the preparation of ganglioside GM1 by chemical synthesis

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1 Preparation of Porcine Brain Ganglioside Mixture

[0038] The preparation method of pig brain ganglioside mixture comprises the steps:

[0039] 1) Centrifuge the fresh pig brain tissue at 5000rpm to remove free water, pulverize it with a colloid mill, and homogenize it at a high speed of 3000r / min for 30min. 2: 0.8 methanol aqueous solution, stirred at 2°C for 12 hours to obtain the extract;

[0040] 2) Filter the extract, collect the filtrate and separate and purify it through a macroporous adsorption resin D-101 chromatographic column, wash away impurities with methanol aqueous solution with a volume ratio of methanol:water of 1:2, then elute with anhydrous methanol, and collect An eluate containing a mixture of gangliosides;

[0041] 3) Concentrate the eluate of the ganglioside mixture in vacuum at 40°C, freeze-dry at -20°C, and then prepare gangliosides with a GM1 content of 7-10% according to the detection method of the present invention ...

Embodiment 2

[0042] Example 2 Preparation method of monosialotetrahexosyl ganglioside

[0043] The preparation method of monosialotetrahexosyl ganglioside comprises the following steps:

[0044] (1) Take 1000 grams of the ganglioside mixture prepared in Example 1, dissolve it in 10 liters of a mixed solvent composed of water, ethanol and chloroform, adjust the pH value to 2.5 with hydrochloric acid, stir and mix well, and obtain ganglion Glycoside mixture solution, wherein, in the mixed solvent, water: ethanol: the volume ratio of chloroform is 45:5:1;

[0045] (2) Rinse the cationic resin (Dowex 50) with pure water, drain the water, soak it in 5% HCl solution for 3 hours, then rinse it with pure water until it is neutral, and drain the water to obtain the acid-activated cationic resin Resin (Dowex 50);

[0046] (3) Weigh 200 grams of acid-activated cationic resin (Dowex 50), and add it to the mixed solution of gangliosides prepared in step (1); heat the water bath to 75°C, ...

Embodiment 3-5

[0049] Example 3-5 Preparation method of monosialotetrahexosyl ganglioside

[0050] The method and steps for preparing GM1 in Example 3-5 are basically the same as in Example 2, and the differences are shown in Table 1.

[0051] Table 1

[0052] Example 3 Example 4 Example 5 Volume ratio of ethanol, water, chloroform 30:8:1 60:2:1 50:3:1 The pH value of the reaction solution in step (1) 2.4 2.8 2.6 Product yield (%) 95% 93% 96% GM1 purity in the product obtained (%) 73.1 72.1 78.4

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PUM

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Abstract

The invention relates to a preparation method and application of monosialotetrahexosylganglioside. The method comprises the following step: by taking a cationic resin (preferably Dowex50) as a medium, in an acidic mixed water solution containing chloroform, translating a ganglioside mixture derived from an animal brain tissue into a mixture enriched with GM1. The GM1 content in the obtained translation product is increased from 7-10% before translation to 72-80%, so that the consumption of the animal brain tissue can be reduced by 7-12 times (for producing the same amount of GM1), thereby obviously lowering the production cost.

Description

technical field [0001] The invention belongs to the technical field of medicine and biology, and in particular relates to a preparation method and application of monosialotetrahexosyl ganglioside. Background technique [0002] Gangliosides (Gls) are a class of sialic acid-containing membrane glycolipids / glycosphingolipids, which are composed of hydrophilic oligosaccharide chains and lipophilic ceramides. Ganglioside is located in the outer layer of the bilayer structure of neuron cells. It is a component of most mammalian cell membranes and an important substance for the formation of memory in the brain. It is named after it was first discovered in ganglion cells. [0003] Monosialotetrahexosylganglioside (GM1) is a milky white powder, odorless, hygroscopic, with a molecular weight of 1551 (the molecular weight of GM1 sodium salt is 1574), soluble in water, methanol-water, methanol-chloroform, Insoluble in methanol, acetone, chloroform, ether, melting point is 207-230°C, it...

Claims

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Application Information

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IPC IPC(8): C07H15/10C07H1/00A61K31/7032A61P25/28A61P9/10A61P9/00A61P25/16
Inventor 黄晓霞屈英薇张洋
Owner BEIJING SIHUAN PHARMA
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