Process for extracting, preparing and purifying gamma methyllinolenate from algae

A technology of methyl linolenate and technology, which is applied in the field of γ-linolenic acid methyl ester, can solve the problems of high cost industrial production, high cost, and high cost, and achieve the effects of avoiding GLA oxidation, short heating time, and high vacuum degree

Inactive Publication Date: 2003-10-15
NANJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, it is generally used to extract from evening primrose seed oil (containing about 7% GLA), but because GLA is easily oxidized and there are a large number of compounds with similar physical properties to GLA, such as linoleic acid, etc., the separation and purification process of GLA is very difficult. , the cost is huge, and there has been no suitable process that can be applied on an industrial scale
[0003] Existing separation processes such as preparative gas chromatography, enzymatic directional hydrolysis, and chromatography are all inefficient and costly and cannot be applied to industrial production.
There are related reports using a supercritical extraction, urea inclusion, or molecular distillation methods alone, but due to the nature of GLA, any separation method alone cannot obtain satisfactory results, or the final purity is too low , or the cost is too high
Extracting GLA from Spirulina has been reported to use organic solvent extraction-column chromatography, but there are also problems of high cost and low purity.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 2000g of raw material Spirulina maxia (Spirulina maxia) algae powder (containing about 14.5g of GLA), add 1000mL of methanol to homogenize, and use CO at 20MPa and 40°C 2 Carry out supercritical extraction as solvent, obtain 56g total lipid after concentrating, total lipid is dissolved in the methyl alcohol containing 5% chloroacetyl of 12 times its volume, under the protection of nitrogen atmosphere, 80 ℃ reflux reaction after 2 hours, cool to At room temperature, add twice the volume of 0.3% sodium carbonate solution, wash, centrifuge to take the upper oil layer, concentrate to obtain the total fatty acid methyl esters and recover methanol, and the total methyl esters are molecularly distilled at 160°C under a high vacuum of 6-10Pa, and the distillate is collected Add three times the volume of acetone to the distillate, and then equilibrate crystallization at 4°C, -10°C, and -30°C for 24 hours to remove part of the saturated fatty acid methyl ester. After each crys...

Embodiment 2

[0019] Add 2000 grams of raw material Spirulina maxia (Spirulina maxia) algae powder (containing about 14.5 g of GLA), add 4000 ml of methanol to homogenate, and use CO2 as a solvent for supercritical extraction at 50 MPa and 60 ° C. After concentration, you can get 98g total lipids, the total lipids are dissolved in 12 times its volume of methanol containing 5% chloroacetyl, under the protection of nitrogen atmosphere, 80 ° C reflux reaction for 2 hours, cooled to room temperature, add twice the volume of 0.3% sodium carbonate Solution, centrifuge to take the upper oil layer, concentrate to obtain the total fatty acid methyl ester and recover methanol, the total methyl ester is molecularly distilled at 160°C under a high vacuum of 6-10Pa, collect the distillate, and add three times the volume of acetone to the distillate , followed by equilibrium crystallization at 4°C, -10°C, and -30°C for 24 hours to remove part of saturated fatty acid methyl esters, and filtered to remove c...

Embodiment 3

[0022] 2,000 grams of raw material freeze-dried Nostoc sp algae powder (containing about 36.4 g of GLA), was added to 4,000 ml of methanol for homogenization, and then supercritical extraction was carried out at 40 MPa and 60 ° C using CO2 as a solvent to obtain 103 g of total lipids class, the following steps are as in Example 2, and finally obtained 4.8 g of GLA methyl ester with a purity of more than 90%.

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Abstract

Algae powder is added into methanol as entainer, the mixture is homogenated and supercritical extracted with CO2 as solvent and general ester is obtained after concentration. The general ester is dissolved and esterified in methanol containing acetyl chloride to obtain general fatty methyl ester, which is distilled with the distillate being collected. The distillate is mixed with acetone, crystallized in 4 deg.c, -10 deg.c and -30 deg.c successively, filtered to eliminate separated matter, the filtrate is concentrated and mixed with urea and methanol, and the mixture is reflux for 1 hr under the protection of nitrogen, cooled, set, filtered to eliminate crystal, mixed with water, petroleum ether extracted to obtain gamma-methyl linolenate after petroleum ether is recovered via distillation. The obtained gamma-methyl linolenate is purified via high vacuum distillation at 100-150 deg.c.

Description

1. Technical field [0001] The invention relates to gamma-linolenic acid methyl ester, in particular to the process of extracting, preparing and purifying gamma-linolenic acid methyl ester from algae. 2. Background technology [0002] γ-linolenic acid (GLA) and its derivatives are important anti-tumor active substances, and also have a variety of potential therapeutic effects on cardiovascular and cerebrovascular diseases, so the separation and purification of GLA has attracted attention at home and abroad. At present, it is generally used to extract from evening primrose seed oil (containing about 7% GLA), but because GLA is easily oxidized and there are a large number of compounds with similar physical properties to GLA, such as linoleic acid, etc., the separation and purification process of GLA is very difficult. , the cost is huge, and there has been no suitable process that can be applied on an industrial scale. [0003] Existing separation techniques such as preparativ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/48C07C69/587
CPCY02P20/54
Inventor 刘志礼葛海涛孔秀芹
Owner NANJING UNIV
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