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Method for separating and purifying shikimic acid

A shikimic acid and residue technology, applied in the field of natural product chemistry, can solve the problems of limited resources of star anise, and achieve the effects of energy saving, less solvent consumption and simple process

Inactive Publication Date: 2007-06-13
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI +1
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Star anise belongs to the same origin of medicine and food. It can be used for family consumption and in traditional Chinese medicine formulas. It is used in a large amount among the people. At present, almost all shikimic acid in the world is extracted from star anise. Although the extraction The method is very mature, but the resources of star anise are limited, which cannot meet the current demand for shikimic acid in the whole world at all; and the resources of star anise leaf are very sufficient, and the content of shikimic acid in it is about 5% after testing, but currently the star anise leaf mainly It is used for industrial extraction of its essential oil, and the remaining waste residue (leftovers) is discarded and not well utilized. It is a pity. After testing, the content of shikimic acid in the leftovers is about 10-20%

Method used

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  • Method for separating and purifying shikimic acid
  • Method for separating and purifying shikimic acid

Examples

Experimental program
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Effect test

Embodiment 1

[0022] Dissolve 100g of residue after extraction of star anise leaf essential oil (the content of shikimic acid is 12% after detection), dissolve in 200ml of pure water, add 5g of activated carbon (Qingdao Ocean Chemical Factory), stir at room temperature to 45°C for 30min, and filter to obtain decolorization solution. Pack the column with 500ml of 717 strong basic styrene series (Shanghai Huizhi), and treat it with 3% NaOH solution to form an OH type resin column. The above-mentioned decolorizing solution is processed through the OH type anion exchange resin column to absorb shikimic acid. Wash with 1000ml of pure water, and then elute with 1500ml of 3% NaOH to obtain the site containing shikimic acid. The site was passed through 500ml of H-type strongly acidic cation exchange resin (732 strongly acidic styrene series, Shanghai Huizhi) to remove sodium ions. The resulting solution was concentrated. Static crystallization at 0-4°C gave shikimic acid (9.7g, 98.5%).

[0023] ...

Embodiment 2

[0025] Dissolve 1000g of the residue after extraction of star anise leaf essential oil (the content of shikimic acid is 10% after detection), dissolve in 2000ml of pure water, add 50g of activated carbon (Wako Pure Chemical Industries, Ltd.), stir at room temperature to 45°C for 30min, and filter to obtain a decolorizing solution. Pack the column with 5000ml of 717 strong basic styrene series (Shanghai Huizhi), and treat it with 5% NaOH solution to form an OH type resin column. The above-mentioned decolorizing solution is processed through the OH type anion exchange resin column to absorb shikimic acid. Wash with 10,000 ml of pure water, and then elute with 15,000 ml of 5% NaOH to obtain the site containing shikimic acid. The site was passed through 5000ml of H-type strongly acidic cation exchange resin (732 strongly acidic styrene series, Shanghai Huizhi) to remove sodium ions. The resulting solution was concentrated. Static crystallization at 0-4°C gave shikimic acid (88.5...

Embodiment 3

[0027] Dissolve 1000g of the residue after extraction of star anise leaf essential oil (the content of shikimic acid is 10% after detection), dissolve in 2000ml of pure water, add 50g of activated carbon (Wako Pure Chemical Industries, Ltd.), stir at room temperature to 45°C for 30min, and filter to obtain the decolorizing solution. Pack the column with 5000ml of 717 strong basic styrene system (Shanghai Huizhi), and treat it with 10% NaOH solution to form an OH type resin column. The above-mentioned decolorizing solution is processed through the OH type anion exchange resin column to absorb shikimic acid. Wash with 10,000 ml of pure water, and then elute with 15,000 ml of 10% NaOH to obtain the site containing shikimic acid. The site was passed through 5000ml of H-type strongly acidic cation exchange resin (732 strongly acidic styrene series, Shanghai Huizhi) to remove sodium ions. The resulting solution was concentrated. Static crystallization at 0 ~ 4 ℃ to obtain shikimic...

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Abstract

The invention discloses a method for reusing the residue after extracting the anise leaves essential oil. The residues which is left after extracting the anise leaves essential oil with shikimic acid is dissolved in water, then the eluate that is processed by the strong base anion exchange resin and strong acid cation pay exchange resin is concentrated and crystallized in low temperature to get the shikimic acid with high purity. The process of this invention is simple without the need of special equipment, can produce the shikimic acid with high purity of 98% more and recovery rate of 80% more. So it greatly reduces the cost and energy, shortens the production cycle, lessens the solvent consumption, nearly does not use the organic solvent, which is suitable for the general pharmaceutical factory.

Description

technical field [0001] The present invention relates to natural product chemistry, and more specifically refers to a method for extracting, separating and purifying shikimic acid from the residue after extracting essential oil from star anise leaves. Background technique [0002] Shikimic acid, the chemical name is 3,4,5-trihydroxy-1-cyclohexane-1-carboxylic acid, the molecular formula is C 7 h 10 o 5 ; The molecular weight is 174.16. Soluble in water, insoluble in chloroform, benzene and petroleum ether. The melting point is 185°C to 187°C. It is a monomer compound extracted from star anise, the fruit of the star anise plant of the family star anise. It has anti-inflammatory and analgesic effects, and is an intermediate of anticancer drugs. Currently, Tamiflu, the only effective treatment drug for H5N1 avian influenza virus confirmed by the World Health Organization, is synthesized from shikimic acid; the preliminary study of the Pharmacology Laboratory of Beijing Univ...

Claims

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Application Information

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IPC IPC(8): C07C51/42C07C62/32
Inventor 叶阳司马骏一唐春萍杉本规矩夫柯昌强李希强谭敏佳葛凡杨新洲丁健
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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