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Method for separating and purifying dihydroartemisinic acid from artemisinin waste wax oil

A technology for purifying dihydroartemisinic acid and artemisinin, applied in the separation/purification of carboxylic acid compounds, organic chemistry, etc., can solve the problems of waste of resources, complicated separation process, low separation efficiency, etc., to reduce separation cost, The separation process is simple and the effect of improving the separation efficiency

Pending Publication Date: 2020-08-14
YUZHOU TIANYUAN BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Artemisinin is a sesquiterpene lactone drug with peroxy groups extracted from the stems and leaves of the plant Artemisia annua. It is currently the first choice for the treatment of malaria, but the content of artemisinin in Artemisia annua plants is low, much lower than The content of its biosynthetic precursor dihydroartemisinic acid, during the extraction process of artemisinin, dihydroartemisinic acid is also extracted from the Artemisia annua plant at the same time, but in the further separation and purification process of artemisinin, Dihydroartemisinic acid is left in the waste artemisinin wax oil, resulting in a waste of resources. In order to reduce the production cost of artemisinin, it is necessary to separate the waste artemisinin wax oil to separate dihydroartemisinin acid, but The current method for separating dihydroartemisinic acid from waste artemisinin wax oil has the problems of low separation efficiency, complicated separation process, high cost, difficulty in industrial production, and low purity of separated dihydroartemisinic acid

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] A method for separating and purifying dihydroartemisinic acid from artemisinin waste wax oil, comprising the steps of:

[0024] 1) Add 2000mL of purified water to 500g of artemisinin waste wax oil, heat at 70°C to remove the organic solvent remaining in the wax oil due to production separation, add 500mL of petroleum ether after cooling, and add sodium bicarbonate to adjust the pH value to 10 , heated to reflux at 70°C and stirred for 30min;

[0025] 2) After cooling to room temperature and layering, the aqueous solution layer was removed and centrifuged to obtain an orange-yellow aqueous solution, which was then concentrated to obtain a concentrated solution of 700 mL;

[0026] 3) adding hydrochloric acid to the concentrated solution obtained in step 2), and adjusting the pH value to 4;

[0027] 4) Add 500mL of petroleum ether to the concentrated solution after acidification in step 3), heat and stir at 40°C for 30min, let it stand and separate layers, take the petrol...

Embodiment 2

[0032] A method for separating and purifying dihydroartemisinic acid from artemisinin waste wax oil, comprising the steps of:

[0033] 1) Add 1500mL of purified water to 500g of artemisinin waste wax oil, heat at 65°C to remove the residual organic solvent in the wax oil due to production separation, let it cool, add 1000mL of petroleum ether, and add caustic soda to adjust the pH value to 9, Stir under reflux at 65°C for 40 minutes;

[0034] 2) After cooling to room temperature and separating the layers, remove the aqueous solution layer and centrifuge to obtain an orange-yellow aqueous solution, which is then concentrated to obtain a concentrated solution of 600 mL;

[0035] 3) adding sulfuric acid to the concentrated solution obtained in step 2), adjusting the pH value to 5;

[0036] 4) Add 600mL of petroleum ether to the concentrated solution after acidification in step 3), heat and stir at 35°C for 40min, let it stand and separate layers, take the petroleum ether layer, ...

Embodiment 3

[0041] A method for separating and purifying dihydroartemisinic acid from artemisinin waste wax oil, comprising the steps of:

[0042] 1) Add 2500mL of purified water to 500g of artemisinin waste wax oil, heat at 80°C to remove the organic solvent remaining in the wax oil due to production separation, add 1500mL of petroleum ether after cooling, and add sodium hydroxide to adjust the pH value to 10 , heated to reflux at 80°C and stirred for 20 minutes;

[0043] 2) After cooling to room temperature and separating the layers, remove the aqueous layer and centrifuge to obtain an orange-yellow aqueous solution, which is then concentrated to obtain 500 mL of a concentrated solution;

[0044] 3) Add glacial acetic acid to the concentrated solution obtained in step 2), and adjust the pH value to 3;

[0045] 4) Add 700mL of petroleum ether to the concentrated solution after acidification in step 3), heat and stir at 50°C for 20min, let it stand and separate layers, take the petroleum...

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PUM

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Abstract

The invention discloses a method for separating and purifying dihydroartemisinic acid from artemisinin waste wax oil, which comprises the following steps: 1) adding purified water into the artemisininwaste wax oil, heating to remove residual organic solvent in the wax oil, cooling, adding petroleum ether, adding an alkaline substance to regulate the pH value, heating, refluxing and stirring; 2) cooling to room temperature, layering, removing an aqueous solution layer, centrifuging and concentrating; 3) adding an acidic substance to adjust the pH value; 4) adding petroleum ether, heating and stirring, cooling, standing for layering to obtain a petroleum ether layer, and performing extraction twice; 5) combining petroleum ether layers, concentrating under reduced pressure, cooling and crystallizing to obtain dihydroartemisinic acid white yellow coarse crystals; and (6) adding an ethanol solution having a concentration of 80% into the dihydroartemisinic acid white yellow coarse crystals,stirring until the dihydroartemisinic acid white yellow coarse crystals are completely dissolved, adding activated carbon, stirring for decolorization, carrying out suction filtration to remove the activated carbon, recovering ethanol, cooling the residual aqueous solution, crystallizing, carrying out suction filtration, and drying to obtain the high-purity dihydroartemisinic acid colorless crystals. The method is high in separation efficiency and simple in separation process, and the separated dihydroartemisinic acid is high in purity.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and in particular relates to a method for separating and purifying dihydroartemisinic acid from waste artemisinin wax oil. Background technique [0002] Artemisinin is a sesquiterpene lactone drug with peroxy groups extracted from the stems and leaves of the plant Artemisia annua. It is currently the first choice for the treatment of malaria, but the content of artemisinin in Artemisia annua plants is low, much lower than The content of its biosynthetic precursor dihydroartemisinic acid, during the extraction process of artemisinin, dihydroartemisinic acid is also extracted from the Artemisia annua plant at the same time, but in the further separation and purification process of artemisinin, Dihydroartemisinic acid is left in the waste artemisinin wax oil, resulting in a waste of resources. In order to reduce the production cost of artemisinin, it is necessary to separate the waste ar...

Claims

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Application Information

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IPC IPC(8): C07C51/42C07C51/43C07C51/47C07C51/48C07C57/26
CPCC07C51/42C07C51/43C07C51/47C07C51/48C07C2602/10C07C57/26
Inventor 孙美鹤郭宇鹏王晓鸽保广春王成龙李英杰庐漏军
Owner YUZHOU TIANYUAN BIOTECH CO LTD
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