Dihydroartemisinin higher fatty acid ester and preparation method thereof
A technology of dihydroartemisinin and higher fatty acids, applied in organic chemistry, fermentation, antibacterial drugs, etc., can solve the problems of affecting enzyme selectivity and low reaction efficiency, and achieve improved solubility, high yield, and increased The effect of amphiphilicity
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[0045] Example 1 Preparation of dihydroartemisinin stearate
[0046]
[0047] Dihydroartemisinin and stearic acid are dissolved in tert-butanol at a ratio of 1:6 (molar ratio), and the concentration of dihydroartemisinin in tert-butanol is 1 mg / ml. Add lipase Novozyme 435 at 60°C with a concentration of 4 mg / mL, and place it on a shaker with shaking and stirring at a shaking speed of 60 rpm / min. After 5 hours of reaction, add 100g of molecular sieve 4A to 1L of the reaction solution. Molecular sieve 4A was activated at 150°C for 24 hours in advance. Molecular sieve 4A removed the water produced by the esterification reaction. The reaction was completed for a total of 96 hours, and enzymes and molecular sieves were removed by filtration. Concentrate under reduced pressure to remove the solvent to obtain the reaction product. The reaction products were separated by column chromatography, and the mobile phase was ethyl acetate: petroleum ether 60-90°C=1: 1.5. The yield of dihydroa...
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[0048] Example 2 Preparation of dihydroartemisinin laurate
[0049]
[0050] Dihydroartemisinin and lauric acid are dissolved in tert-butanol at a ratio of 1:6 (molar ratio), and the concentration of dihydroartemisinin in tert-butanol is 1 mg / ml. Add lipase Novozyme 435 at 60°C with a concentration of 4 mg / mL, and place it on a shaker with shaking and stirring at a shaking speed of 60 rpm / min. After reacting for 5 hours, add molecular sieve 4A in an amount of 100 g in 1 L of liquid. Molecular sieve 4A was activated at 150° C. for 24 hours in advance. Molecular sieve 4A removed the water produced by the esterification reaction. After 96 hours of reaction, the enzyme and molecular sieve were filtered to remove. Concentrate under reduced pressure to remove the solvent to obtain the product material. The reaction products were separated by column chromatography, and the mobile phase was ethyl acetate: petroleum ether 60-90°C=1:2. The yield of dihydroartemisinin laurate (G) obtained...
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[0051] Example 3 Reaction of different ratios of dihydroartemisinin and lauric acid
[0052] Dihydroartemisinin and lauric acid are dissolved in tert-butanol in the ratio of 1:3, 1:4, 1:5, 1:7, 1:8 (molar ratio), and dihydroartemisinin is in tert-butanol. The concentration in is 1mg / ml. Add lipase Novozyme 435 at 60°C with a concentration of 4 mg / mL, and place in a shaker with shaking and stirring. After 5 hours of reaction, add molecular sieve 4A in the amount of 100g in 1L of liquid. Molecular sieve 4A was activated at 150°C for 24 hours in advance. Molecular sieve 4A removed the water produced by the esterification reaction. After 96 hours of reaction, the enzyme and molecular sieve were removed by filtration. The solvent was removed by concentration under reduced pressure to obtain the product material. The reaction products were separated by column chromatography, and the mobile phase was ethyl acetate: petroleum ether 60-90°C=1:2.
[0053] The yield of dihydroartemisinin l...
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