Method for preparing artemisinin by using residue obtained through extraction of artemisinin from sweet wormwood herb

Abstract

The invention relates to a method and equipment for preparing artemisinin by using residue obtained through extraction of artemisinin from sweet wormwood herb. The method comprises: 1) adopting an organic solvent to extract arteannuic acid and dihydroarteannuic acid from residue obtained through extraction of artemisinin from sweet wormwood herb; 2) adopting hydrazine hydrate to reduce the arteannuic acid obtained in the step 1) into a dihydroarteannuic acid crude product; 3) dissolving the dihydroarteannuic acid crude product obtained in the step 2) in an organic solvent, adding a photosensitizer and an acid catalyst, and adopting a light source to carry out a light oxidation reaction of the dihydroarteannuic acid so as to synthesize a artemisinin crude product; and 4) carrying out column chromatography and recrystallization purification on the artemisinin crude product obtained in the step 3). The invention further provides the equipment light oxidation reactor for performing the method. According to the present invention, the residue obtained through extraction of artemisinin from sweet wormwood herb is recycled so as to provide advantages of low environment pollution and resource saving; and the effective component in the residue obtained through extraction of artemisinin from sweet wormwood herb is completely utilized so as to increase the conversion rate of preparation of artemisinin from sweet wormwood herb.

Description

technical field

[0001] The invention relates to a method for preparing artemisinin, in particular to a method for large-scale preparation of artemisinin by using the residue of artemisinin extracted from Artemisia annua. Background technique

[0002] Malaria was called miasma in ancient my country, and malaria abroad, which is a combination of the Italian words mala (bad) and aria (air). The disease is caused by female Anopheles mosquitoes biting the human body and introducing Plasmodium parasites into the human body.

[0003] Malaria is characterized by periodic hot and cold episodes, splenomegaly, anemia, and various syndromes caused by damage to the brain, liver, kidney, heart, intestines, and stomach.

[0004] Malaria is still an important disease in the world, especially in Africa. At present, hundreds of thousands of people still die of malaria every year in the world.

[0005] Artemisinin and its derivatives are currently the most effective and low-toxic antimalaria...

Examples

Embodiment 1

[0052] The photo-oxidation reaction equipment used in this embodiment consists of a constant temperature tank 1 and ten 6L photoreactors 2, and the light source used is an LED light source.

[0053] 1) Add 100Kg of residue to 1m 3 In the enamel reaction kettle, pour 0.5m 3 ethyl acetate, stirred at room temperature for 4 hours, repeated extraction 3 times, the extraction temperature was 50 o C, filtered, the filtrate was concentrated, and the residue was 60Kg in total. The residue was sent to HPLC to detect the contents of artemisinic acid and dihydroartemisinic acid, and the measured contents of artemisinic acid and dihydroartemisinic acid were 5% and 10%, respectively.

[0054] 2) Put 60Kg residue obtained in step 1) into 1m 3 In the enamel reaction kettle, pour 0.5m 3 10 L of hydrazine hydrate with a concentration of 80% was added to the reactor, and the temperature of the reactor was lowered to 0°C, and 20 L of 30% hydrogen peroxide was slowly added to the reactor, and...

Embodiment 2

[0062] The photo-oxidation reaction equipment used in this embodiment consists of a constant temperature tank 1 and six 6L photoreactors, and the light source used is an LED light source.

[0063] 1) Add 50Kg of residue to 1m 3 Into the enamel reaction kettle, then pour 0.3m 3 ethyl acetate, stirred at room temperature for 5 hours, repeated extraction 2 times, the extraction temperature was 10 o C, filtered, and the filtrate was concentrated, and the residue was 28Kg in total. The residue was sent to HPLC to detect the contents of artemisinic acid and dihydroartemisinic acid, and the contents of artemisinic acid and dihydroartemisinic acid were measured to be 4.5% and 10.3%, respectively.

[0064] 2) Put the 28Kg residue obtained in step 1) into 1m 3 In the enamel reaction kettle, pour 0.3m 3 THF, stirred, and 5 L of 80% concentration of hydrazine hydrate was added to the reactor, the temperature of the reactor was lowered to 0°C, and 10 L of 30% hydrogen peroxide was slow...

Embodiment 3

[0068] The photo-oxidation reaction equipment used in this embodiment consists of a constant temperature tank 1 and 20 6L photoreactors, and the light source used is an LED light source.

[0069] 1) Add 200Kg of residue to 2m 3 In the enamel reaction kettle, pour 1m 3 ethyl acetate, stirred at room temperature for 5 hours, repeated extraction 4 times, the extraction temperature was 100 o C, filtered, and the filtrate was concentrated, and the residue was 129Kg in total. The residue was sent to HPLC to detect the content of artemisinic acid and dihydroartemisinic acid, and the content of artemisinic acid and dihydroartemisinic acid was measured to be 5.2% and 10.7% respectively;

[0070] 2) Put the 129Kg residue obtained in step 1) into 2m 3 In the enamel reaction kettle, pour 1m 3 20L of hydrazine hydrate with a concentration of 80% was added to the reactor, the temperature of the reactor was lowered to 0°C, and 40L of hydrogen peroxide with a mass concentration of 30% was...

technical field

[0001] The invention relates to a method for preparing artemisinin, in particular to a method for large-scale preparation of artemisinin by using the residue of artemisinin extracted from Artemisia annua. Background technique

[0002] Malaria was called miasma in ancient my country, and malaria abroad, which is a combination of the Italian words mala (bad) and aria (air). The disease is caused by female Anopheles mosquitoes biting the human body and introducing Plasmodium parasites into the human body.

[0003] Malaria is characterized by periodic hot and cold episodes, splenomegaly, anemia, and various syndromes caused by damage to the brain, liver, kidney, heart, intestines, and stomach.

[0004] Malaria is still an important disease in the world, especially in Africa. At present, hundreds of thousands of people still die of malaria every year in the world.

[0005] Artemisinin and its derivatives are currently the most effective and low-toxic antimalaria...

Examples

Embodiment 1

[0052] The photo-oxidation reaction equipment used in this embodiment consists of a constant temperature tank 1 and ten 6L photoreactors 2, and the light source used is an LED light source.

[0053] 1) Add 100Kg of residue to 1m 3 In the enamel reaction kettle, pour 0.5m 3 ethyl acetate, stirred at room temperature for 4 hours, repeated extraction 3 times, the extraction temperature was 50 o C, filtered, the filtrate was concentrated, and the residue was 60Kg in total. The residue was sent to HPLC to detect the contents of artemisinic acid and dihydroartemisinic acid, and the measured contents of artemisinic acid and dihydroartemisinic acid were 5% and 10%, respectively.

[0054] 2) Put 60Kg residue obtained in step 1) into 1m 3 In the enamel reaction kettle, pour 0.5m 3 10 L of hydrazine hydrate with a concentration of 80% was added to the reactor, and the temperature of the reactor was lowered to 0°C, and 20 L of 30% hydrogen peroxide was slowly added to the reactor, and...

Embodiment 2

[0062] The photo-oxidation reaction equipment used in this embodiment consists of a constant temperature tank 1 and six 6L photoreactors, and the light source used is an LED light source.

[0063] 1) Add 50Kg of residue to 1m 3 Into the enamel reaction kettle, then pour 0.3m 3 ethyl acetate, stirred at room temperature for 5 hours, repeated extraction 2 times, the extraction temperature was 10 o C, filtered, and the filtrate was concentrated, and the residue was 28Kg in total. The residue was sent to HPLC to detect the contents of artemisinic acid and dihydroartemisinic acid, and the contents of artemisinic acid and dihydroartemisinic acid were measured to be 4.5% and 10.3%, respectively.

[0064] 2) Put the 28Kg residue obtained in step 1) into 1m 3 In the enamel reaction kettle, pour 0.3m 3 THF, stirred, and 5 L of 80% concentration of hydrazine hydrate was added to the reactor, the temperature of the reactor was lowered to 0°C, and 10 L of 30% hydrogen peroxide was slow...

Embodiment 3

[0068] The photo-oxidation reaction equipment used in this embodiment consists of a constant temperature tank 1 and 20 6L photoreactors, and the light source used is an LED light source.

[0069] 1) Add 200Kg of residue to 2m 3 In the enamel reaction kettle, pour 1m 3 ethyl acetate, stirred at room temperature for 5 hours, repeated extraction 4 times, the extraction temperature was 100 o C, filtered, and the filtrate was concentrated, and the residue was 129Kg in total. The residue was sent to HPLC to detect the content of artemisinic acid and dihydroartemisinic acid, and the content of artemisinic acid and dihydroartemisinic acid was measured to be 5.2% and 10.7% respectively;

[0070] 2) Put the 129Kg residue obtained in step 1) into 2m 3 In the enamel reaction kettle, pour 1m 3 20L of hydrazine hydrate with a concentration of 80% was added to the reactor, the temperature of the reactor was lowered to 0°C, and 40L of hydrogen peroxide with a mass concentration of 30% was...

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