Preparation method of 6-gingerol

A technology of gingerol and ethanol, which is applied in the field of preparation of 6-gingerol, can solve problems such as the difficulty in mass production and preparation, difficulty in separation and purification of 6-gingerol, and lack of market prospects, and achieve convenient segment identification and shortened elution The effect of time and purification effect is obvious

Active Publication Date: 2019-08-02
湖南和广生物科技有限公司
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  • Abstract
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Problems solved by technology

[0003] 6-gingerol belongs to the gingerol compounds in ginger, and the same kind also includes 8-gingerol, 10-gingerol and 12-gingerol, etc. The properties and structures of each gingerol compound are very similar, which gives 6-gingerol The separation and purification of phenols brings great difficulties
The method utilizes a two-step decompression gradient elution method to separate and purify ginger oleoresin (6-gingerol content is 10%-15%), the first step of decompression chromatography column separation and purification to obtain 6-gingerol crude product, The content of 6-gingerol is 62%-65%, and the yield of 6-gingerol is between 85%-90%. The second step of decompression chromatography column separation and purification obtains high-purity 6-gingerol. Purity ≥ 98.0%, the yield of 6-gingerol is about 10%, the separation time is as long as 16-20 days, and the total yield of the target product 6-gingerol is 8.5%-9.0%, and the total yield is 5 % or so, the operation time is long, the production cost is high, and the practical significance of mass production is not great
[0008] In summary, so far, the existing high-purity 6-gingerol preparation process has shortcomings such as long operation time, low preparation efficiency, low product yield, and high production cost. It is only suitable for small batch sample preparation in laboratories, and it is difficult to Achieve mass production preparation, thus lacking market prospects

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  • Preparation method of 6-gingerol
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  • Preparation method of 6-gingerol

Examples

Experimental program
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Effect test

Embodiment 1

[0049] The present embodiment is the preparation method of high-purity 6-gingerol, and the steps are as follows:

[0050] (1) Ethanol pretreatment: Weigh 100 g of ginger resin (6-gingerol content is 34.77%), add it to 1000 mL of 95% (volume fraction) ethanol, stir and dissolve at room temperature. After the ginger resin is completely dissolved, add water to the solution while homogenizing, add 730 mL of water within 1 hour to adjust the volume fraction of ethanol to about 55%, and obtain a yellow ginger resin ethanol emulsion.

[0051] (2) Cooling and impurity removal: Cool the above-mentioned ginger resin ethanol emulsion at 0-5°C for 12 hours to precipitate a brown precipitate, then place it at room temperature and allow it to warm up to room temperature naturally, and the precipitate gradually melts into a dark brown oily liquid , then remove the dark brown oily liquid in the lower layer through liquid separation, keep the light yellow and clear ethanol solution of ginger r...

Embodiment 2-5

[0055] Embodiment 2-5 is the preparation method of high-purity 6-gingerol, with reference to the preparation method of embodiment 1 high-purity 6-gingerol, part parameter conditions are as shown in Table 1, all the other steps are identical with embodiment 1. In addition, the test results of Examples 1-5 are also shown in Table 1.

[0056] Table 1

[0057]

[0058]

[0059] As can be seen from Table 1, the ginger resin with a 6-gingerol content of 34.77% is used as a raw material, and after cooling and removal of impurities, a ginger resin ethanol solution is obtained, and an appropriate amount of sample is taken to concentrate and dewater and then detect the content of 6-gingerol by HPLC , 6-gingerol content is increased to 45%-50%; Then utilize liquid-liquid extraction, obtain 6-gingerol crude product, 6-gingerol content further improves to 65%-70%, at this moment, 6-gingerol The productive rate of crude product is about 40%, and the rate of recovery of 6-gingerol is ...

Embodiment 6

[0071] Referring to the preparation method of embodiment 1 high-purity 6-gingerol. Embodiment 6 carries out scale-up test.

[0072] (1) Ethanol pretreatment: Weigh 1000 g ginger resin (6-gingerol content is 34.77%), add in 10.0 L of 95% (volume fraction) ethanol, stir and dissolve at room temperature. After the ginger resin is completely dissolved, add water to the solution while homogenizing, add 7.3L of water within 1 hour to adjust the ethanol volume fraction to about 55%, and obtain a yellow ginger resin ethanol emulsion.

[0073] (2) Cooling to remove impurities: Cool the above-mentioned ginger resin ethanol emulsion at 0-5°C for 12 hours to precipitate a brown precipitate, then let it stand at room temperature and allow it to warm up to room temperature naturally, and the precipitate gradually melts into a dark brown oily liquid. Then remove the dark brown oily liquid of the lower floor through liquid separation, keep the light yellow clear ginger resin ethanol solution...

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Abstract

The invention relates to a preparation method of 6-gingerol. The preparation method comprises the following steps: (1), pretreating: adding an ethanol solution into ginger resin, dissolving, and thenadding water to adjust the volume fraction of ethanol to 50-60% while homogenizing to obtain a ginger resin-ethanol mixed solution; (2), cooling and removing impurities: cooling the ginger resin-ethanol mixed solution in the step (1) till a precipitate is separated out, then raising the temperature to the room temperature, waiting till the precipitate is melted into an oily substance, and then separating to remove the oily substance to obtain an ethanol solution phase; (3), performing liquid-liquid extraction: adjusting the volume fraction of the ethanol in the ethanol solution phase in the step (2) to 70-90%, performing the liquid-liquid extraction by using n-hexane, collecting an ethanol phase, concentrating and removing water to obtain crude 6-gingerol. The content of the 6-gingerol inthe crude 6-gingerol prepared by the preparation method is relatively high, so that obtainment of the high-purity 6-gingerol through purification is facilitated, the yield of the 6-gingerol is increased and the preparation cost is reduced.

Description

technical field [0001] The invention relates to the technical field of plant extraction, in particular to a preparation method of 6-gingerol. Background technique [0002] Gingerol is a general term for the related spicy substances in ginger extract, which is composed of a variety of compounds, including gingerols, shogaols, zingerols, zingerones, gingerediones and gingerdiols Wait, the most abundant of them is 6-gingerol. 6-gingerol has a wide range of biological activities and pharmacological effects, such as anti-oxidation, anti-tumor, anti-inflammatory, cardiotonic, lowering blood pressure, lowering blood fat, lowering blood sugar, anticoagulation, dispelling cold and sweating, reducing phlegm and relieving cough, and anti-atherosclerosis , protect the liver and gallbladder, prevent dizziness and relieve vomiting, etc. Therefore, there are sufficient reasons to expect that high-purity, high-quality 6-gingerol will have broad application fields and huge market demand. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/255C07C45/78C07C45/80C07C45/79
CPCC07C45/78C07C45/80C07C45/79C07C49/255
Inventor 曾健青凌琳戴世杰李英奇
Owner 湖南和广生物科技有限公司
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