CN108101952A - A kind of ginsenoside Re and the preparation method of Rd - Google Patents
A kind of ginsenoside Re and the preparation method of Rd Download PDFInfo
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- CN108101952A CN108101952A CN201810031942.4A CN201810031942A CN108101952A CN 108101952 A CN108101952 A CN 108101952A CN 201810031942 A CN201810031942 A CN 201810031942A CN 108101952 A CN108101952 A CN 108101952A
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- ginsenoside
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- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
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Abstract
The invention discloses the preparation methods of a kind of ginsenoside Re and Rd, are as follows：Step 1 is taken ginseng stem and leave general saponin and is isolated and purified using macroporous absorbent resin, washed, then eluted with ethanol water, collect eluent and concentrated and dried, and respectively obtains the part containing ginsenoside Re and containing ginsenoside Rd；Step 2 takes the part rich in ginsenoside Re and is dissolved in ethanol water, eluted, collects the eluent of ginsenoside Re, is recovered under reduced pressure, concentrate vacuum freeze drying obtains the freeze-dried powder of ginsenoside Re；Step 3 takes the part rich in ginsenoside Rd and is dissolved in ethanol water, eluted, collects the eluent of ginsenoside Rd, is recovered under reduced pressure, concentrate vacuum freeze drying obtains the freeze-dried powder of ginsenoside Rd.The preparation method step of the present invention is simple, easy to operate, greatly reduces production cost；The product yield and purity that the method for the present invention obtains are all higher.
Description
Technical field
The present invention relates to medical extraction fields, the specifically preparation method of a kind of ginsenoside Re and Rd.
Background technology
Ginseng is herbaceos perennial, and happiness is shady and cool, be grown on hundreds of meters of height above sea level between 33 degree of -48 degree of north latitude with red
Theropencedrymion or broad leaved and deciduous broad leaved hayashishita based on pine originate in Northeast China, Korea, South Korea, Japan, Russian east.Ginseng
As excellent tonic product, ingredient is extremely complex, and physiological activity is mostly derived from ginsenoside.Ginsenoside extract (mainly into
Part is Rg1、Rg2、Rg3、Rb1、Rb2、Rb3、Rh、Rh1、Rh2With Ro etc.) be many tcm products primary raw material, ginsenoside uses
In treatment shock, coronary heart disease, arrhythmia cordis, anaemia, chronic obstructive pulmonary disease, hyperlipemia, diabetes, tumour, neurasthenia,
Climacteric syndrome, immunologic hypofunction disease.It is also used as having bad physiques, middle-aged and elderly people keeps fit and healthy, physical labourer disappears
Except fatigue, brain worker's intelligence development, the functional health-care food raw material for improving memory.Meanwhile different ginsenoside monomer
With different physiological activity, the preparation of various saponin monomers is the important active ingredient of research ginseng, scientifically establishes drug mark
Standard and valuable saponin(e is synthesized and the basis of chemical modification, is only separated ginsenoside monomer one by one,
The physiological activity of each monomer is specified, can just be suited the remedy to the case, preferably utilizes ginseng resource.The country carries general ginsenoside at present
The comparison taken is more, but extracts the relatively fewer of monomer, and technical difficulty is higher；And the method for current separation and Extraction ginsenoside monomer
Heavy duty detergent liquid chromatography and silica gel column chromatography are mainly prepared, these methods are all unavoidably using substantial amounts of chloroform, first
The organic solvents such as alcohol, acetonitrile, environmental pollution are very big；Obtained ginseng monomer purity is relatively low, it is difficult to meet drug and health products
Production requirement.
The content of the invention
It is an object of the invention to provide the preparation method of a kind of ginsenoside Re and Rd, to solve in above-mentioned background technology
The problem of proposition.
To achieve the above object, the present invention provides following technical solution：
A kind of ginsenoside Re and the preparation method of Rd, are as follows：
Step 1 is taken ginseng stem and leave general saponin and is isolated and purified using macroporous absorbent resin, washed and discard washing
De- liquid, then eluted with ethanol water, collect eluent and concentrated and dried, respectively obtain containing ginsenoside Re and
Part containing ginsenoside Rd；
Step 2 takes the part rich in ginsenoside Re and is dissolved in ethanol water, using preparative high-efficient liquid phase color
Spectrometer, 10 μm of chromatographic columns of Me C18 20*250mm, Detection wavelength 203nm, flow velocity 13mL/min, sample introduction 10mL are washed
De-, mobile phase A is ethyl alcohol, and Mobile phase B is water, and the gradient of elution is the mixed proportion in 0-35 minutes mobile phase As and Mobile phase B
32% A is remained, the mixed proportion of mobile phase A and Mobile phase B gradually increases the A for 100% in 35-35.1 minutes,
The mixed proportion of mobile phase A and Mobile phase B remains 100% A in 35.1-50 minutes, collects the eluent of ginsenoside Re,
Ethyl alcohol is recovered under reduced pressure, concentrate vacuum freeze drying obtains the freeze-dried powder of ginsenoside Re；
Step 3 takes the part rich in ginsenoside Rd and is dissolved in ethanol water, using preparative high-efficient liquid phase color
Spectrometer, 10 μm of chromatographic columns of Me C18 20*250mm, Detection wavelength 203nm, flow velocity 13mL/min, sample introduction 10mL are washed
De-, mobile phase A is ethyl alcohol, and Mobile phase B is water, and the gradient of elution is the mixed proportion in 0-40 minutes mobile phase As and Mobile phase B
The A for 35-60% is gradually increased, the mixed proportion of mobile phase A and Mobile phase B is gradually increased as 60- in 40-40.1 minutes
100% A, the mixed proportion of mobile phase A and Mobile phase B remains 100% A in 40.1-55 minutes, collects ginsenoside
The eluent of Rd, is recovered under reduced pressure ethyl alcohol, and concentrate vacuum freeze drying obtains the freeze-dried powder of ginsenoside Rd.
As further embodiment of the present invention：It is carried out gen-seng haulms in step 1 before macroporous absorbent resin isolates and purifies
Total saposins high purity water stirring and dissolving.
Compared with prior art, the beneficial effects of the invention are as follows：The preparation method step of the present invention is simple, easy to operate,
It is economic and environment-friendly, using ginsenoside powder as raw material, cost is reduced from raw material, using second alcohol and water as solvent, is avoided
Using have pollution to environment methanol, acetonitrile, chloroform, acetone and other organic solvent, and ethyl alcohol carries out recycling in production process and follows
Ring uses, and greatly reduces production cost；The product yield and purity that the method for the present invention obtains are all higher：Obtained monomer
Purity reaches more than 85%, and monomer yield is more than 80%, far above current conventional method.
Specific embodiment
The technical solution of this patent is described in more detail With reference to embodiment.
Embodiment 1：
Take ginseng stem and leave general saponin, high purity water stirring and dissolving, upper D101 large pore resin absorption columns, successively with pure water, 20%
Ethanol water, 60% ethanol water, anhydrous ethanol elution, eluent carries out ethyl alcohol recycling respectively.20% ethyl alcohol
Eluent recovered ethyl alcohol obtains the crude product rich in ginsenoside Re, the 60% recovered second of ethanol eluate after freeze-drying
Alcohol obtains the crude product rich in ginsenoside Rd after freeze-drying.
Embodiment 2：
Take ginseng stem and leave general saponin, high purity water stirring and dissolving, upper AB-8 large pore resin absorption columns, successively with pure water, 30%
Ethanol water, 65% ethanol water, anhydrous ethanol elution, eluent carries out ethyl alcohol recycling respectively.30% ethyl alcohol
Eluent recovered ethyl alcohol obtains the crude product rich in ginsenoside Re, the 65% recovered second of ethanol eluate after freeze-drying
Alcohol obtains the crude product rich in ginsenoside Rd after freeze-drying.
Embodiment 3：
Take ginseng stem and leave general saponin, high purity water stirring and dissolving, upper HPD100 large pore resin absorption columns, successively with pure water,
30% ethanol water, 65% ethanol water, anhydrous ethanol elution, eluent carry out ethyl alcohol recycling respectively.30%
The recovered ethyl alcohol of ethanol eluate, obtains the crude product rich in ginsenoside Re after freeze-drying, 65% ethanol eluate passes through back
Ethyl alcohol is received, the crude product rich in ginsenoside Rd is obtained after freeze-drying.
Embodiment 4：
Take ginseng stem and leave general saponin, high purity water stirring and dissolving, upper HPD300 large pore resin absorption columns, successively with pure water,
20% ethanol water, 55% ethanol water, anhydrous ethanol elution, eluent carry out ethyl alcohol recycling respectively.20%
The recovered ethyl alcohol of ethanol eluate, obtains the crude product rich in ginsenoside Re after freeze-drying, 55% ethanol eluate passes through back
Ethyl alcohol is received, the crude product rich in ginsenoside Rd is obtained after freeze-drying.
Embodiment 5：
Take ginseng stem and leave general saponin, high purity water stirring and dissolving, upper ADS-7 large pore resin absorption columns, successively with pure water, 40%
Ethanol water, 70% ethanol water, anhydrous ethanol elution, eluent carries out ethyl alcohol recycling respectively.40% ethyl alcohol
Eluent recovered ethyl alcohol obtains the crude product rich in ginsenoside Re, the 70% recovered second of ethanol eluate after freeze-drying
Alcohol obtains the crude product rich in ginsenoside Rd after freeze-drying.
Embodiment 6：
Take ginseng stem and leave general saponin, high purity water stirring and dissolving, upper HP20 large pore resin absorption columns, successively with pure water, 25%
Ethanol water, 70% ethanol water, anhydrous ethanol elution, eluent carries out ethyl alcohol recycling respectively.25% ethyl alcohol
Eluent recovered ethyl alcohol obtains the crude product rich in ginsenoside Re, the 70% recovered second of ethanol eluate after freeze-drying
Alcohol obtains the crude product rich in ginsenoside Rd after freeze-drying.
The preparation extraction process of ginsenoside Re, implementation steps include：
The foregoing obtained crude product rich in ginsenoside Re is dissolved in 30% ethanol water, using the efficient liquid of preparative
Chromatography, 10 μm of chromatographic columns of Me C18 20*250mm, Detection wavelength 203nm, flow velocity 13mL/min, sample introduction 10mL are pressed
The mobile phase ratio of table 5 is eluted.
5 eluent gradient table of table
The eluent of ginsenoside Re is collected, ethyl alcohol is recovered under reduced pressure, ginsenoside is made in concentrate vacuum freeze drying
The freeze-dried powder of Re.
The preparation extraction process of ginsenoside Rd, implementation steps include：
The foregoing obtained component rich in ginsenoside Rd is dissolved in 30% ethanol water, using the efficient liquid of preparative
Chromatography, 10 μm of chromatographic columns of Me C18 20*250mm, Detection wavelength 203nm, flow velocity 13mL/min, sample introduction 10mL are pressed
The gradient elution table of table 6 is eluted.
6 gradient elution table of table
The eluent of ginsenoside Rd is collected, ethyl alcohol is recovered under reduced pressure, ginsenoside Rd is made in concentrate vacuum freeze drying
Freeze-dried powder
It is obvious to a person skilled in the art that the invention is not restricted to the details of above-mentioned exemplary embodiment, Er Qie
In the case of without departing substantially from spirit or essential attributes of the invention, the present invention can be realized in other specific forms.Therefore, no matter
From the point of view of which point, the present embodiments are to be considered as illustrative and not restrictive, and the scope of the present invention is by appended power
Profit requirement rather than above description limit, it is intended that all by what is fallen within the meaning and scope of the equivalent requirements of the claims
Variation is included within the present invention.
Moreover, it will be appreciated that although this specification is described in terms of embodiments, but not each embodiment is only wrapped
Containing an independent technical solution, this description of the specification is merely for the sake of clarity, and those skilled in the art should
Using specification as an entirety, the technical solutions in each embodiment can also be properly combined, forms those skilled in the art
It is appreciated that other embodiment.
Claims (2)
1. a kind of ginsenoside Re and the preparation method of Rd, which is characterized in that be as follows：
Step 1 is taken ginseng stem and leave general saponin and is isolated and purified using macroporous absorbent resin, washed and discard water elution,
It is eluted again with ethanol water, collect eluent and is concentrated and dried, respectively obtained containing ginsenoside Re and contained
The part of ginsenoside Rd；
Step 2 takes the part rich in ginsenoside Re and is dissolved in ethanol water, using preparative high performance liquid chromatography instrument,
10 μm of chromatographic columns of Me C18 20*250mm, Detection wavelength 203nm, flow velocity 13mL/min, sample introduction 10mL are eluted, flowing
Phase A is ethyl alcohol, and Mobile phase B is water, and the gradient of elution remains for the mixed proportion in 0-35 minutes mobile phase As and Mobile phase B
32% A, the mixed proportion of mobile phase A and Mobile phase B gradually increases the A for 100% in 35-35.1 minutes, in 35.1-50
The mixed proportion of mobile phase A and Mobile phase B remains 100% A in minute, collects the eluent of ginsenoside Re, depressurizes back
Ethyl alcohol is received, concentrate vacuum freeze drying obtains the freeze-dried powder of ginsenoside Re；
Step 3 takes the part rich in ginsenoside Rd and is dissolved in ethanol water, using preparative high performance liquid chromatography instrument,
10 μm of chromatographic columns of Me C18 20*250mm, Detection wavelength 203nm, flow velocity 13mL/min, sample introduction 10mL are eluted, flowing
Phase A is ethyl alcohol, and Mobile phase B is water, and the gradient of elution gradually increases for the mixed proportion in 0-40 minutes mobile phase As and Mobile phase B
The A of 35-60% is added as, the mixed proportion of mobile phase A and Mobile phase B is gradually increased as 60-100%'s in 40-40.1 minutes
A, the mixed proportion of mobile phase A and Mobile phase B remains 100% A in 40.1-55 minutes, collects washing for ginsenoside Rd
De- liquid, is recovered under reduced pressure ethyl alcohol, concentrate vacuum freeze drying obtains the freeze-dried powder of ginsenoside Rd.
2. ginsenoside Re according to claim 1 and the preparation method of Rd, which is characterized in that carried out in the step 1
Macroporous absorbent resin isolate and purify before by ginseng stem and leave general saponin high purity water stirring and dissolving.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810031942.4A CN108101952A (en) | 2018-01-12 | 2018-01-12 | A kind of ginsenoside Re and the preparation method of Rd |
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| CN201810031942.4A CN108101952A (en) | 2018-01-12 | 2018-01-12 | A kind of ginsenoside Re and the preparation method of Rd |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113004364A (en) * | 2021-03-25 | 2021-06-22 | 杭州天草科技有限公司 | Preparation method of high-purity ginsenoside Re |
| CN113831380A (en) * | 2020-06-24 | 2021-12-24 | 山东新时代药业有限公司 | Preparation process of ginsenoside Re and ginsenoside Rg1 |
Citations (5)
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| CN1869048A (en) * | 2006-06-21 | 2006-11-29 | 海南亚洲制药有限公司 | Method of extracting and separating F group ginseng saponin from ginseng leaf |
| CN1869055A (en) * | 2006-06-21 | 2006-11-29 | 海南亚洲制药有限公司 | Method of extracting and separating ginseng saponine monomer from ginseng leaf |
| CN101032535A (en) * | 2006-12-22 | 2007-09-12 | 吉林人参研究院 | Extracting purified ginsenoside from leaves of Panax quinquefolium and ginseng at the same time and the preparing method thereof |
| CN101575357A (en) * | 2008-05-09 | 2009-11-11 | 澳门大学 | Method for preparing notoginsenoside R1 and ginsenoside Rg1, Re, Rb1 and Rd |
| CN101829170A (en) * | 2010-05-13 | 2010-09-15 | 北京中海康医药科技发展有限公司 | Extract of panax notoginseng saponins and preparation method thereof |
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2018
- 2018-01-12 CN CN201810031942.4A patent/CN108101952A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1869048A (en) * | 2006-06-21 | 2006-11-29 | 海南亚洲制药有限公司 | Method of extracting and separating F group ginseng saponin from ginseng leaf |
| CN1869055A (en) * | 2006-06-21 | 2006-11-29 | 海南亚洲制药有限公司 | Method of extracting and separating ginseng saponine monomer from ginseng leaf |
| CN101032535A (en) * | 2006-12-22 | 2007-09-12 | 吉林人参研究院 | Extracting purified ginsenoside from leaves of Panax quinquefolium and ginseng at the same time and the preparing method thereof |
| CN101575357A (en) * | 2008-05-09 | 2009-11-11 | 澳门大学 | Method for preparing notoginsenoside R1 and ginsenoside Rg1, Re, Rb1 and Rd |
| CN101829170A (en) * | 2010-05-13 | 2010-09-15 | 北京中海康医药科技发展有限公司 | Extract of panax notoginseng saponins and preparation method thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113831380A (en) * | 2020-06-24 | 2021-12-24 | 山东新时代药业有限公司 | Preparation process of ginsenoside Re and ginsenoside Rg1 |
| CN113831380B (en) * | 2020-06-24 | 2023-07-07 | 山东新时代药业有限公司 | Preparation process of ginsenoside Re and Rg1 |
| CN113004364A (en) * | 2021-03-25 | 2021-06-22 | 杭州天草科技有限公司 | Preparation method of high-purity ginsenoside Re |
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Application publication date: 20180601 |
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