CN102020683A

CN102020683A - Preparation method of corilagin

Info

Publication number: CN102020683A
Application number: CN2010105353783A
Authority: CN
Inventors: 王峰; 王琳; 张发成
Original assignee: Suzhou Paiteng Biomedical Technology Co Ltd
Current assignee: Suzhou Paiteng Biomedical Technology Co Ltd
Priority date: 2010-11-09
Filing date: 2010-11-09
Publication date: 2011-04-20

Abstract

The invention relates to a preparation method of corilagin, wherein the preparation method is simple and convenient in operation, less in pollution and low in energy consumption. The preparation method comprises the following process steps: taking coarse powder of phyllanthus urinaria; adding the coarse powder of phyllanthus urinaria into a CO2 supercritical extractor for extracting to obtain an extract; adding water for dissolving; filtering; adsorbing the filtered solution by macroporous absorption resin; eluting by ethanol; collecting the eluent; recovering the ethanol at the reduced pressure, and concentrating the ethanol; adding acetic acid into the concentrated solution for regulating the pH to 4-4.5; carrying out 6-10-grade counter-current extraction by a mixed solvent formed by mixing ethyl acetate and water based on the ratio of 10:2, wherein the volume ratio of the concentrated solution to the total dosage of the mixed solvent is (1:6)-10; mixing the extracted solutions; recovering the solvent at the reduced pressure; adding absolute ethanol for crystallizing; and separating the crystal, washing and drying to obtain a finished product. By using the method provided by the invention for preparing the corilagin, the product purity is high, and the industrialized amplification can be realized easily.

Description

A kind of preparation method of corilagin

Technical field

The present invention relates to a kind of preparation method of corilagin, especially a kind of preparation method who from plant, extracts corilagin.

Background technology

Corilagin (Corilagin), another name: the divi divi essence of tanning, tanning material divi divi element, molecular formula: C ₂₇H ₂₂O ₁₈, molecular weight: 634.46, CAS accession number: 23094-69-1 is present in Combretum Racemosum, setose thistle section, the Punicaceae various plants.Wherein under the setose thistle section leaf among the strain Phyllanthus urinaria L. content abundant.Its molecular formula is as follows:

Modern study shows, corilagin has various active such as stronger antiviral, antibiotic, anti-inflammatory, treatment hepatitis, and it is also as the raw material of synthetic other reactive derivative simultaneously.

The Chinese medicine Common Leafflower Herb is the herb of strain Phyllanthus urinaria L. under the setose thistle section leaf, has clearing heat and detoxicating, inducing diuresis to remove edema, effect such as long-pending makes eye bright, disappears.

In the prior art, still be not applicable to preparation technology's report of high purity corilagin industrialized production.

Summary of the invention

Technical problem to be solved by this invention provides a kind of preparation method who is beneficial to big production operation, corilagin that product purity is high.

For solving the problems of the technologies described above, the present invention adopts following technical proposal:

Get the Common Leafflower Herb meal, join CO ₂In the supercritical extraction device, ethyl acetate is as entrainment agent, and the volume percent that entrainment agent accounts for total extraction solvent is 3-8%, extracting pressure 10-30MPa, 3555 ℃ of temperature, CO ₂Flow 1-3ml/g crude drug min, extraction time 80-150min, get extract, be dissolved in water, filter, filtrate is by absorption with macroporous adsorbent resin, and the 20-60% ethanol elution is collected the elutriant that 3-8 doubly measures column volume, decompression recycling ethanol also concentrates, concentrated solution adds acetate and regulates pH to 4-4.5, is that ethyl acetate-water mixed solvent of 10: 2 carries out the 6-10 stage countercurrent and extracts with ratio, and the volume ratio of concentrated solution and the total consumption of mixed solvent is 1: 6-10, combining extraction liquid, decompression and solvent recovery adds the dehydrated alcohol crystallization, fractional crystallization, washs, is drying to obtain.

CO ₂The volume percent that the used entrainment agent of supercritical extraction accounts for total extraction solvent is 5%.

CO ₂Supercritical extraction pressure 20MPa, 45 ℃ of temperature, CO ₂Flow 2ml/g crude drug min.

CO ₂The supercritical extraction time is 100min.

Macroporous adsorbent resin is selected from a kind of in HPD700 type, H50 type, the AB8 type macroporous adsorbent resin.

Macroporous adsorbent resin wash-out concentration of ethanol is 40%.

Wash-out is 5 times of amount column volumes with the alcoholic acid amount.

The progression of counter-current extraction is 8 grades, and the volume ratio of concentrated solution and the total consumption of mixed solvent is 1: 8.

Preparation gained corilagin can adopt following method to detect:

Test routine 1HPLC method and measure corilagin purity

Chromatographic condition

Chromatographic column: octadecylsilane bonding glue silica gel is weighting agent; Moving phase: acetonitrile-0.2% glacial acetic acid aqueous solution (20: 80); Flow velocity: 1.0mL/min; Detect wavelength: 270nm; Column temperature: 30 ℃.

Measuring method

Precision takes by weighing corilagin 2mg, places the 50mL measuring bottle, adds people's methyl alcohol 20mL, and sonic oscillation makes dissolving, and methanol constant volume is drawn 10 μ L to scale, injects high performance liquid chromatograph, adopts normalization method working sample purity.

Adopt the present invention to prepare corilagin, be beneficial to big production operation, energy consumption is little, pollutes little.

The present invention is further elaborated below in conjunction with embodiment, but the scope of protection of present invention is not limited to following embodiment.

Embodiment

Embodiment 1

Get Common Leafflower Herb meal 10Kg, join CO ₂In the supercritical extraction device, ethyl acetate is as entrainment agent, and the volume percent that entrainment agent accounts for total extraction solvent is 3%, extracting pressure 10MPa, 35 ℃ of temperature, CO ₂Flow 1ml/g crude drug min, extraction time 80min, get extract, be dissolved in water, filter, filtrate is by HPD700 type absorption with macroporous adsorbent resin, 20% ethanol elution is collected 3 times of elutriants of measuring column volumes, and decompression recycling ethanol also concentrates, concentrated solution adds acetate and regulates pH to 4-4.5, with ratio is that ethyl acetate-water mixed solvent of 10: 2 carries out the extraction of 6 stage countercurrents, and the volume ratio of concentrated solution and the total consumption of mixed solvent is 1: 6, combining extraction liquid, decompression and solvent recovery, add the dehydrated alcohol crystallization, fractional crystallization, washing, be drying to obtain white needle-corilagin 12.6g, detect through HPLC, purity is 93.2%, UV, IR, MS; ²HNMR, ¹³The data of its physical behavior of sign such as CNMR are consistent with prior art.

Embodiment 2

Get Common Leafflower Herb meal 10Kg, join CO ₂In the supercritical extraction device, ethyl acetate is as entrainment agent, and the volume percent that entrainment agent accounts for total extraction solvent is 8%, extracting pressure 30MPa, 55 ℃ of temperature, CO ₂Flow 3ml/g crude drug min, extraction time 150min, get extract, be dissolved in water, filter, filtrate is by H50 type absorption with macroporous adsorbent resin, 60% ethanol elution is collected 8 times of elutriants of measuring column volumes, and decompression recycling ethanol also concentrates, concentrated solution adds acetate and regulates pH to 4-4.5, with ratio is that ethyl acetate-water mixed solvent of 10: 2 carries out the extraction of 10 stage countercurrents, and the volume ratio of concentrated solution and the total consumption of mixed solvent is 1: 10, combining extraction liquid, decompression and solvent recovery, add the dehydrated alcohol crystallization, fractional crystallization, washing, be drying to obtain white needle-corilagin 13.8g, detect through HPLC, purity is 91.3%, UV, IR, MS; ²HNMR, ¹³The data of its physical behavior of sign such as CNMR are consistent with prior art.

Embodiment 3

Get Common Leafflower Herb meal 10Kg, join CO ₂In the supercritical extraction device, ethyl acetate is as entrainment agent, and the volume percent that entrainment agent accounts for total extraction solvent is 5%, extracting pressure 20MPa, 45 ℃ of temperature, CO ₂Flow 2ml/g crude drug min, extraction time 100min, get extract, be dissolved in water, filter, filtrate is by AB8 type absorption with macroporous adsorbent resin, 40% ethanol elution is collected 5 times of elutriants of measuring column volumes, and decompression recycling ethanol also concentrates, concentrated solution adds acetate and regulates pH to 4-4.5, with ratio is that ethyl acetate-water mixed solvent of 10: 2 carries out the extraction of 8 stage countercurrents, and the volume ratio of concentrated solution and the total consumption of mixed solvent is 1: 8, combining extraction liquid, decompression and solvent recovery, add the dehydrated alcohol crystallization, fractional crystallization, washing, be drying to obtain white needle-corilagin 12.4g, detect through HPLC, purity is 96.2%, UV, IR, MS; ²HNMR, ¹³The data of its physical behavior of sign such as CNMR are consistent with prior art.

Claims

1. the preparation method of a corilagin is characterized in that described method is made up of the following step: get the Common Leafflower Herb meal, join CO ₂In the supercritical extraction device, ethyl acetate is as entrainment agent, and the volume percent that entrainment agent accounts for total extraction solvent is 3-8%, extracting pressure 10-30MPa, temperature 35-55 ℃, CO ₂Flow 1-3ml/g crude drug min, extraction time 80-150min, get extract, be dissolved in water, filter, filtrate is by absorption with macroporous adsorbent resin, and the 20-60% ethanol elution is collected the elutriant that 3-8 doubly measures column volume, decompression recycling ethanol also concentrates, concentrated solution adds acetate and regulates pH to 4-4.5, is that ethyl acetate-water mixed solvent of 10: 2 carries out the 6-10 stage countercurrent and extracts with ratio, and the volume ratio of concentrated solution and the total consumption of mixed solvent is 1: 6-10, combining extraction liquid, decompression and solvent recovery adds the dehydrated alcohol crystallization, fractional crystallization, washs, is drying to obtain.

2. according to the preparation method of the described a kind of corilagin of claim 1, it is characterized in that described CO ₂The volume percent that the used entrainment agent of supercritical extraction accounts for total extraction solvent is 5%.

3. according to the preparation method of the described a kind of corilagin of claim 1, it is characterized in that described CO ₂Supercritical extraction pressure 20MPa, 45 ℃ of temperature, CO ₂Flow 2ml/g crude drug min.

4. according to the preparation method of the described a kind of corilagin of claim 1, it is characterized in that described CO ₂The supercritical extraction time is 100min.

5. according to the preparation method of the described a kind of corilagin of claim 1, it is characterized in that described macroporous adsorbent resin is selected from a kind of in HPD700 type, H50 type, the AB8 type macroporous adsorbent resin.

6. according to the preparation method of the described a kind of corilagin of claim 1, it is characterized in that described macroporous adsorbent resin wash-out concentration of ethanol is 40%.

7. according to the preparation method of the described a kind of corilagin of claim 1, it is characterized in that described wash-out is 5 times of amount column volumes with the alcoholic acid amount.

8. according to the preparation method of the described a kind of corilagin of claim 1, the progression that it is characterized in that described counter-current extraction is 8 grades, and the volume ratio of concentrated solution and the total consumption of mixed solvent is 1: 8.