CN104193714A - Method for extracting taxifolin by use of supercritical CO2 - Google Patents

Method for extracting taxifolin by use of supercritical CO2 Download PDF

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Publication number
CN104193714A
CN104193714A CN201410450609.9A CN201410450609A CN104193714A CN 104193714 A CN104193714 A CN 104193714A CN 201410450609 A CN201410450609 A CN 201410450609A CN 104193714 A CN104193714 A CN 104193714A
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CN
China
Prior art keywords
taxifolin
extraction
ethanol
supercritical
extracting
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Pending
Application number
CN201410450609.9A
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Chinese (zh)
Inventor
苏刘花
杨存
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Nanjing Zelang Biotechnology Co Ltd
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Nanjing Zelang Biotechnology Co Ltd
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Priority to CN201410450609.9A priority Critical patent/CN104193714A/en
Publication of CN104193714A publication Critical patent/CN104193714A/en
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/32—2,3-Dihydro derivatives, e.g. flavanones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/40—Separation, e.g. from natural material; Purification
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention provides a method for extracting taxifolin by use of supercritical CO2. According to the invention, the method comprises the steps of wetting pseudotsuga taxifolia powder by use of an ethanol solution; next, putting the wetted pseudotsuga taxifolia powder in an extraction kettle and extracting based on the supercritical CO2 as an extracting agent and the ethanol as an entrainer; resolving the extract, putting the resolved extract on a chromatographic column for ethanol-chloroform gradient elution; and carrying out decolorization on the eluate is decolored by addition of activated carbon, filtering, carrying out concentration and crystallization on the filtrate, and drying the obtained crystals at a low temperature to obtain the taxifolin. The taxifolin obtained by use of the method is prepared by virtue of extraction with the supercritical CO2, and is good in quality and high in purity; the whole method is short in operation time, simple in process and suitable for large-scale production.

Description

A kind of supercritical CO that utilizes 2the method of extraction Taxifolin
Technical field
The invention belongs to field of natural product extraction, relate to a kind of supercritical CO that utilizes 2the method of extraction Taxifolin.
Background technology
Taxifolin has another name called taxifolin, Taxifolin, derives from pinaceae plant Pseudotsuga menziesii (Mirbel) Franco, and molecular formula is C 15h 12o 7, molecular weight is 304.25, structural formula is as follows:
Taxifolin is colourless needle crystal, is soluble in ethanol, acetic acid, boiling water, is slightly dissolved in cold water, is dissolved in hardly benzene.
The pharmacological action of Taxifolin: (1) is anticancer: P388 has activity to mouse leukemia, 150 and the increase in life span of 100mg/kg be respectively 40% and 37%; (2) antibacterial: streptococcus aureus, intestinal bacteria, dysentery bacterium and Corynebacterium diphtheriae are had to stronger bacteriostatic action.In addition, Taxifolin, as a kind of potent natural antioxidants, can be used as anticorrosion in foodstuffs industry
Agent, extend the quality guaranteed period of vegetables oil, animal tallow, dried milk, fatty sweet goods etc. and can make food performance be improved significantly.
The method of current existing extraction Taxifolin, as Chinese patent " a kind of method of preparing high purity Taxifolin monomer " (application number 201110459107.9), comprising: the steps such as pulverizing, extraction using alcohol, resin purification, acid hydrolysis, recrystallization.The method complex steps, complex process, pollution weight, be not suitable for suitability for industrialized production.
Summary of the invention
The object of the present invention is to provide a kind of supercritical CO that utilizes 2the method of extraction Taxifolin.
The present invention is achieved by the following technical solutions:
A kind of supercritical CO that utilizes 2the method of extraction Taxifolin, is characterized in that: Pseudotsuga menziesii (Mirbel) Franco powder is doubly measured to ethanolic soln with 4-6 it is infiltrated to 0.5-2h, put into extraction kettle, with postcritical CO 2for extraction agent, ethanol is that entrainment agent extracts, and then resolves extract, upper chromatography column, and 6-8BV ethanol-chloroform gradient elution, elutriant adds activated carbon decolorizing, filters, filtrate condensing crystal, cryodrying crystallization obtains Taxifolin.
Described extracting pressure 20-50MPa, temperature are that 35-60 ℃, extraction time are that 2-5h, parsing pressure are 4-10MPa, CO 2flow is that the flow velocity of 0.3-0.5L/min, entrainment agent ethanol is 1-8mL/min, and chromatography column filler is silica gel.
The amount solution quality of described gac is 0.5%-1%.
Described ethanol-chloroform volume ratio is 1:100-1:2.
Present method adopts supercritical CO 2extraction, has avoided the impact of high temperature on effective constituent during treatment capacity Datong District, the method is simple to operate, safe, overcome in traditional technology pollute heavy, produce the pure shortcoming such as low, be applicable to scale operation.
Embodiment
Below in conjunction with embodiment, the present invention is described in further detail, but embodiments of the present invention are not limited to this.
Embodiment 1:
Get 1kg Pseudotsuga menziesii (Mirbel) Franco and pulverize, add 4kg ethanol to infiltrate 0.5h, put into extraction kettle, with postcritical CO 2for extraction agent, ethanol is that entrainment agent extracts, 35 ℃ of extracting pressure 20MPa, temperature, extraction 2h, CO 2flow is 0.3L/min, and ethanol flow velocity is 1mL/min, resolves pressure 4MPa.Silicagel column on extraction liquid, with 6BV ethanol-chloroform mixed solution gradient elution, collects elutriant, and elutriant adds activated carbon decolorizing, and amounts of activated carbon is solution quality 0.5%, filter, and condensing crystal, cryodrying crystallization obtains Taxifolin 1.32g, and content is 78.2%.
Embodiment 2:
Get 5kg Pseudotsuga menziesii (Mirbel) Franco and pulverize, add 30kg ethanol to infiltrate 2h, put into extraction kettle, with postcritical CO 2for extraction agent, ethanol is that entrainment agent extracts, extracting pressure 50MPa, temperature 60 C, extraction 5h, CO 2flow is 0.5L/min, and ethanol flow velocity is 8mL/min, resolves pressure 10MPa.Silicagel column on extraction liquid, with 8BV ethanol-chloroform mixed solution gradient elution, collects elutriant, and elutriant adds activated carbon decolorizing, and amounts of activated carbon is solution quality 1%, filter, and condensing crystal, cryodrying crystallization obtains Taxifolin 6.1g, and content is 73.5%.
Embodiment 3:
Get 10kg Pseudotsuga menziesii (Mirbel) Franco and pulverize, add 50kg ethanol to infiltrate 1.2h, put into extraction kettle, with postcritical CO 2for extraction agent, ethanol is that entrainment agent extracts, extracting pressure 35MPa, temperature 45 C, extraction 3.5h, CO 2flow is 0.4L/min, and ethanol flow velocity is 4mL/min, resolves pressure 7MPa.Silicagel column on extraction liquid, with 7BV ethanol-chloroform mixed solution gradient elution, collects elutriant, and elutriant adds activated carbon decolorizing, and amounts of activated carbon is solution quality 0.75%, filter, and condensing crystal, cryodrying crystallization obtains Taxifolin 12.6g, and content is 76.9%.

Claims (4)

1. one kind is utilized supercritical CO 2the method of extraction Taxifolin, is characterized in that: Pseudotsuga menziesii (Mirbel) Franco powder is doubly measured to ethanolic soln with 4-6 it is infiltrated to 0.5-2h, put into extraction kettle, with postcritical CO 2for extraction agent, ethanol is that entrainment agent extracts, and then resolves extract, upper chromatography column, and 6-8BV ethanol-chloroform gradient elution, elutriant adds activated carbon decolorizing, filters, filtrate condensing crystal, cryodrying crystallization obtains Taxifolin.
2. a kind of supercritical CO that utilizes as claimed in claim 1 2the method of extraction Taxifolin, is characterized in that, extracting pressure 20-50MPa, temperature are that 35-60 ℃, extraction time are that 2-5h, parsing pressure are 4-10MPa, CO 2flow is that the flow velocity of 0.3-0.5L/min, entrainment agent ethanol is 1-8mL/min, and chromatography column filler is silica gel.
3. a kind of supercritical CO that utilizes as claimed in claim 1 2the method of extraction Taxifolin, is characterized in that the 0.5%-1% that the amount of gac is solution quality.
4. a kind of supercritical CO that utilizes as claimed in claim 1 2the method of extraction Taxifolin, is characterized in that, ethanol-chloroform volume ratio is 1:100-1:2.
CN201410450609.9A 2014-09-05 2014-09-05 Method for extracting taxifolin by use of supercritical CO2 Pending CN104193714A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201410450609.9A CN104193714A (en) 2014-09-05 2014-09-05 Method for extracting taxifolin by use of supercritical CO2

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201410450609.9A CN104193714A (en) 2014-09-05 2014-09-05 Method for extracting taxifolin by use of supercritical CO2

Publications (1)

Publication Number Publication Date
CN104193714A true CN104193714A (en) 2014-12-10

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CN201410450609.9A Pending CN104193714A (en) 2014-09-05 2014-09-05 Method for extracting taxifolin by use of supercritical CO2

Country Status (1)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104910110A (en) * 2015-05-28 2015-09-16 南京泽朗生物科技有限公司 Aeginetolide preparation method

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104910110A (en) * 2015-05-28 2015-09-16 南京泽朗生物科技有限公司 Aeginetolide preparation method

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Application publication date: 20141210