CN109053706A - A method of isolating and purifying Puerarin - Google Patents
A method of isolating and purifying Puerarin Download PDFInfo
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- CN109053706A CN109053706A CN201810889421.2A CN201810889421A CN109053706A CN 109053706 A CN109053706 A CN 109053706A CN 201810889421 A CN201810889421 A CN 201810889421A CN 109053706 A CN109053706 A CN 109053706A
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- puerarin
- isolating
- ethyl alcohol
- purifying
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
The present invention provides a kind of method for isolating and purifying Puerarin.It is including (1) that dry raw pueraria feed powder is broken, add ethyl alcohol extract pueraria lobata crude extract (2) crosses lignocellulosic resin (3) eluent vacuum concentration (4) aqueous two-phase extraction (5) ultrafiltration (6) Puerarin product for being dried in vacuo to isolate and purify.Puerarin content is 40-50% in product.The method of the present invention combines Bi-aqueous extraction purified puerarin by utilizing using lignocellulosic resin, and water and ethyl alcohol is only used, without using other reagents, can effectively to remove impurity purified puerarin by utilizing, whole safe preparation process environmental protection as medium.The method of the present invention is simple, at low cost, strong operability, is suitble to industrialized production, there is biggish application value.
Description
Technical field
The present invention relates to Chinese medicine preparations, and in particular to the isolation and purification method of effective component of chinese medicine, more particularly to a kind of point
Method from purified puerarin by utilizing.
Background technique
The main component for the effective component kudzu root flavone that Puerarin (Puerarin) is extracted by Chinese medicament kudzu-vine root, is in pueraria lobata
Main active substances.With bring down a fever, it is calm and make the increased effect of coronary blood flow, to acute caused by pituitrin
Myocardium bleeding has protective effect etc..Clinically it is used for coronary disease and angina pectoris, hypertension.Main side is isolated and purified for Puerarin
Method has: n-butanol extraction, acid-hydrolysis method, macroreticular resin absorbing method etc..In recent years it industrially concentrates on using all kinds of macroporous absorptions
Resin, as CN201010136218.1 patent is pure to the progress of Pueraria Flavonid solution using macroreticular resin absorbing method (AB-8 resin)
Change and obtains puerarin products.CN102532111 uses D101 enriching and purifying macroporous resin Puerarin, but macroreticular resin is in life
There are the remaining security risks of toxic pore-foaming agent in production, therefore very careful in the use of the industries such as food.
201610473507.8 patents provide a kind of aqueous two-phase extraction-ultrasonic wave and separating-purifying Puerarin are used in conjunction, and use poly- second two
Alcohol-inorganic salts aqueous two-phase, but this method need to remove poly- second two with the dialysis membrane dialysis 20-26h of retention relative molecular mass 5000
Alcohol macromolecule, time-consuming, and polyethylene glycol dosage is big, price is high.201110280671.4 patent uses dehydrated alcohol-biphosphate
Potassium double-aqueous phase system separate Pueraria Flavonid, but single separate when on meet there are partial salts impurity, can not remove, and to Pueraria lobota
The separating effect of root element is indefinite.
Lignocellulosic is organic wadding fibrous object that natural reproducible timber is processed by chemical treatment, Mechanical Method
Matter, it is nontoxic, tasteless, pollution-free, "dead".Wood fibre is a kind of cheap and from a wealth of sources renewable natural resources, by
Phenylpropane units are polymerized at random, containing functional groups such as hydroxyl (- OH), methoxyl group (- OCH3), aldehyde radicals (- CHO),
With good absorption property.Wood fibre is not soluble in water, large specific surface area, will form tridimensional network after mixing.And
Its distinctive structure stickiness, can make drying after material it is uniform and stable be attached to surface.Wood fibre is usually used in filtering, and makees
It is uncommon for the application of filler resin, and cellulose regenerated processing is more convenient, availability is high.
Aqueous two-phase extraction is according to substance in two alternate selectivity distribution.After substance enters double-aqueous phase system, due to
Surface nature, the presence of charge effect and various power (such as hydrogen bond, ionic bond) and environmental factor influence, make it up and down in phase
Concentration it is different, distribution coefficient K is concentration ratio of the substance in two-phase, since the K value of substance is different, then using aqueous two-phase extraction
System separates substance.Traditional aqueous two-phase refers to high polymer-high polymer double-aqueous phase system, and two alternate macromoleculars are due to boundary
The factors such as face tension are asymmetric, produce space obstacle effect, can not interpenetrate.And for novel System forming mechanism, greatly
Some scholars think that high polymer-salt-aqueous systems formation is salting out;Common organic matter ethyl alcohol, isopropyl alcohols form double
Water phase mechanism is the result that a salting liquid and organic solvent contention hydrone form association hydrate.
Therefore, how research and development are separated using lignocellulosic resin and multiple double-aqueous phase system combination method
Purified puerarin by utilizing is of great significance.
Summary of the invention
Technical problem to be solved by the present invention lies in overcoming above-mentioned shortcoming, researching and designing, which is not brought into or not any toxic to be had
Evil reagent, method is simple and easy, and effective component extract yield is high, safety and environmental protection, and energy Produce on a large scale isolates and purifies Puerarin
Method.
The present invention provides a kind of method for isolating and purifying Puerarin.
The method of the present invention combines Bi-aqueous extraction purified puerarin by utilizing using lignocellulosic resin.
The method of the present invention the following steps are included:
(1) dry raw pueraria feed powder is broken, add the ethyl alcohol of 8-12 times of weight, concentration of alcohol 60-85% is heated to reflux
1h is extracted 2 times altogether, and No. 2 extracting solutions are centrifuged, and supernatant is taken to be concentrated into dry rate 15-30%, and filtered clear liquid is that pueraria lobata is thick
Extract;
(2) lignocellulosic resin is crossed: slow glaze column after first impregnating lignocellulosic with 85% ethyl alcohol, for use;
The pueraria lobata crude extract is slowly added into lignocellulosic, it is stirring while adding, it stirs evenly and is placed in baking oven 60-80 DEG C
Temperature drying, wooden celluosic resin in the resin dry method after drying are eluted with 75-85% ethanol solution, using ultraviolet monitoring,
Collect the peak 250nm eluent;
(3) eluent vacuum concentration (50-65 DEG C of temperature, pressure are in 0.05Mpa-0.08Mpa) is to concentration of alcohol in 20-
40%, it is monitored with alcohol meter;
(4) aqueous two-phase extraction: add inorganic salts in concentrate, stood after stirring;Under ultraviolet monitoring, survey respectively it is upper mutually with
250nm light absorption value in lower phase extracts repeatedly: taking phase solution, continues to add inorganic salts.Inorganic salts dosage is upper phase solution
10-30% 2-3 times repeatedly, takes final upper phase solution to be concentrated in vacuo to no ethyl alcohol;It is filtered by 400-600D nanometers lower phase part
Film, permeation parts cooling recrystallization, reusable inorganic salts ingredients after being concentrated in vacuo;
(5) ultrafiltration: upper phase solution crosses 3000D ultrafiltration membrane, using ultraviolet monitoring, until without 250nm absorption peak in trapped fluid,
The permeate of 3000D ultrafiltration membrane continued 400-600D nanofiltration membrane, was monitored online with conductivity gauge, until conductivity in trapped fluid
Less than 15, show that salt impurity all passes through, take the trapped fluid of 400-600D nanofiltration membrane, the dry rate for being concentrated into concentrate exists
24-26%;
(6) be dried in vacuo: (50-65 DEG C of temperature, pressure are in 0.05Mpa- using vacuum drying for the concentrate after ultrafiltration
0.08Mpa), the Puerarin product that must be isolated and purified.
Puerarin content is 40-50% in the product that the method for the present invention obtains.
70% ethyl alcohol that step described in the method for the present invention (1) is preferably added to 10 times of weight extracts.
The concentration of step (2) ethanol eluate is 75-85%, and preferably 80% ethyl alcohol is eluted, the cellulose and Pueraria lobota
The mass ratio of root thickness extract is 1:2-3.
Step (4) inorganic salts are selected from dipotassium hydrogen phosphate, sodium sulphate or ammonium sulfate, preferably dihydric phosphate;The concentrate
Ratio with inorganic salts is 6:1-8:1.
The lignocellulosic resin eluent that the present invention uses is high concentration ethanol, and concentration to a certain extent, is added appropriate
Inorganic salts can form double-aqueous phase system.Puerarin is largely present in the alcohol system of phase after standing, but still has a small amount of
Salt exists.It repeatedly takes phase solution repeated multiple times, two-phase material balance can be made again, Puerarin contains in phase in continuous improvement
Amount, but still can have the salt impurity brought on a small quantity in final upper phase.It lower phase part can be by 400-600D nanofiltration membrane, thoroughly
Cooling recrystallizes after crossing partial concentration, and inorganic salts ingredients can be recycled.Since the molecular weight of Puerarin is 416, with the ultrafiltration of 3000D
Film can remove the polymer substances such as partially protein, and all retain Puerarin.Permeate carries out 400-600D nanometers of filters again
Film can remove salt impurity and the oligomeric sugar substance of small molecule, although Puerarin theoretically can partially be received by 400-600D
Filter membrane, but due to the inhomogeneities of the space structure of Puerarin, the presence of other substances and fenestra in practical operation, largely
Puerarin is retained down.Nanofiltration membrane trapped fluid is concentrated into a certain concentration, is dried in vacuo, and > 40% Puerarin can be obtained.
And the kudzu root extract that food uses on existing market, substantially 10% or so, the prior art is difficult to improve its content.
Effect of the invention:
1. innovatively using lignocellulosic as adsorbent material.Wood fibre be it is a kind of it is cheap but from a wealth of sources can
Renewable natural resource, nontoxic, tasteless, pollution-free, "dead", high temperature resistant.Regeneration treatment is carried out with water, it can be again after drying
It uses, recycling degree is high.
2. innovatively wood fibre, aqueous two-phase extraction and membrane filtration system are combined, it is all linked with one another, only using water and second
Alcohol, without using under the premise of other reagents, can effectively remove impurity purified puerarin by utilizing, whole safe preparation process as medium
Environmental protection.
3. aqueous two-phase extracts the content that Puerarin can be continuously improved repeatedly, and ultrafiltration technology can remove the salt impurity of introducing
It goes.
4. of the invention simple, strong operability is suitble to industrialized production, there is biggish application value.
Detailed description of the invention:
Fig. 1: the HPLC map of Puerarin standard items.Puerarin standard items are purchased from middle inspection institute.
Fig. 2: embodiment 1 crosses the HPLC map of lignocellulosic resin eluent.
Fig. 3: the Puerarin uv-spectrogram of phase and lower phase on 1 aqueous two-phase of embodiment.
Fig. 4: the Puerarin uv-spectrogram of 1 3000D ultrafiltration membrane of embodiment and 400-600D nanofiltration coating solution.Left figure is
3000D ultrafiltration membrane trapped fluid and the uv-spectrogram of permeate, the uv-spectrogram that right figure is 400D nanofiltration membrane trapped fluid and permeate
Fig. 5: the final Puerarin product HPLC map of embodiment 1.
Specific embodiment
Following embodiment it is raw materials used with reagent unless otherwise stated, can be by being commercially available.
Chinese medicament kudzu-vine root raw material is Radix puerariae, is purchased from Shaanxi, and raw material meets 2015 editions Chinese Pharmacopoeia standards.
Embodiment one:
Raw material that is dry raw pueraria feed powder is broken, taking 100g to crush, adds 70% ethyl alcohol of 1L, is heated to reflux 1h, extracts 2
It is secondary, 2 leaching liquors are centrifuged, supernatant is taken to be concentrated into dry rate 26% (counted and monitored with brix).Concentrate be slowly added into
It is stirring while adding in 250g lignocellulosic, it stirs evenly to be placed in baking oven and be dried in 70 DEG C, in the material dry method after drying
Lignocellulosic plexiglas column (Φ3cm*h45cm), it is eluted with 85% ethanol solution, using ultraviolet monitoring, collects 250nm appearance
Eluent.Eluent is concentrated in vacuo to dry (55 DEG C of temperature, pressure 0.05Mpa), is total up to 20.35g, efficient liquid phase surveys its pueraria lobata
Cellulose content is 22.8%, sees Fig. 2.
After the ethanol solution dissolution of 450ml 30% of the Puerarin after drying, adds the dipotassium hydrogen phosphate of 70g, sufficiently stir
Mix stratification after 30min.190-400nm length scanning is carried out with ultraviolet respectively, uv-spectrogram is shown in Fig. 3.It takes after supernatant again
Add 60g dipotassium hydrogen phosphate, stratification after 30min is sufficiently stirred.Continue to add 60g dipotassium hydrogen phosphate after taking supernatant, sufficiently stir
Mix stratification after 30min.Phase is taken to be concentrated to small size, when no ethyl alcohol, centrifuging and taking supernatant crosses 3000D ultrafiltration membrane ultrafiltration,
Using ultraviolet monitoring, until without 250nm absorption peak in trapped fluid.Permeate continued 400-600D nanofiltration membrane, used conductivity gauge
On-line monitoring, until conductivity shows that salt impurity all passes through less than 15 in trapped fluid.Nanofiltration membrane trapped fluid is taken to be concentrated to dryness
Object rate 23.5%.The solution map of ultrafiltration and nanofiltration is shown in Fig. 4.Concentrate is using vacuum drying (55 DEG C of temperature, pressure
0.05Mpa), Puerarin product, puerarin content 41.2% are obtained, HPLC map is shown in Fig. 5.
Embodiment 2:
Raw material that is dry raw pueraria feed powder is broken, taking 200g to crush, adds 75% ethyl alcohol of 2L, is heated to reflux 1h, extracts 2
It is secondary, 2 leaching liquors are centrifuged, supernatant is taken to be concentrated into dry rate 32%.Concentrate is slowly added into 500g lignocellulosic,
It is stirring while adding, it stirs evenly to be placed in baking oven and be dried in 65 DEG C of temperature, lignocellulosic tree in the material dry method after drying
Rouge glass column is eluted with 85% ethanol solution, using ultraviolet monitoring, collects 250nm appearance eluent.Eluent is concentrated into ethyl alcohol
Concentration is 32% (being monitored with alcohol meter).Stratification after 30min is sufficiently stirred in the dipotassium hydrogen phosphate for adding 150g.Take supernatant
Add 120g dipotassium hydrogen phosphate again afterwards, stratification after 30min is sufficiently stirred.Continue to add 100g dipotassium hydrogen phosphate after taking supernatant,
Stratification after 30min is sufficiently stirred.When phase being taken to be concentrated to no ethyl alcohol, centrifuging and taking supernatant crosses 3000D ultrafiltration membrane ultrafiltration, adopts
With ultraviolet monitoring, until without 250nm absorption peak in trapped fluid.Permeate continued 400-600D nanofiltration membrane, online with conductivity gauge
Monitoring, until conductivity is less than 15 in trapped fluid.Take nanofiltration membrane trapped fluid vacuum concentration (55 DEG C of temperature, pressure 0.01Mpa) extremely
Dry rate 24.5%.Concentrate obtains Puerarin sample, puerarin content 40.9% using vacuum drying.
Example 3:
Raw material that is dry raw pueraria feed powder is broken, taking 10g to crush, adds 80% ethyl alcohol of 120ml, is heated to reflux 1h, mentions
It takes 2 times, 2 leaching liquors is centrifuged, supernatant is taken to be concentrated into dry rate 29%.Concentrate is slowly added into 30g lignocellulosic
In, it is stirring while adding, it stirs evenly to be placed in baking oven and be dried in 70 DEG C of temperature, lignocellulosic in the material dry method after drying
Resin is eluted with 85% ethanol solution, using ultraviolet monitoring, collects 250nm appearance eluent.Eluent is concentrated into concentration of alcohol
It is 29%.Stratification after 30min is sufficiently stirred in the dipotassium hydrogen phosphate for adding 7g.Add 5g dipotassium hydrogen phosphate again after taking supernatant, fills
Divide stratification after stirring 30min.Continue to add 5g dipotassium hydrogen phosphate after taking supernatant, stratification after 30min is sufficiently stirred.It takes
Upper phase is concentrated to small size, and when no ethyl alcohol, centrifuging and taking supernatant crosses 3000D ultrafiltration membrane ultrafiltration, using ultraviolet monitoring, until retention
Without 250nm absorption peak in liquid.Permeate continued 400-600D nanofiltration membrane, was monitored online with conductivity gauge, until electricity in trapped fluid
Conductance is less than 15.Take nanofiltration membrane trapped fluid vacuum concentration (55 DEG C of temperature, pressure 0.05Mpa) to dry rate 21.5%.Concentrate
Using vacuum drying, Puerarin sample is obtained.
Claims (7)
1. a kind of method for isolating and purifying Puerarin, which is characterized in that method includes the following steps:
(1) dry raw pueraria feed powder is broken, add the ethyl alcohol of 8-12 times of weight, concentration of alcohol 60-85% is heated to reflux 1h,
It extracts 2 times altogether, No. 2 extracting solutions is centrifuged, supernatant is taken to be concentrated into dry rate 15-30%, filtered clear liquid is that pueraria lobata slightly mentions
Liquid;
(2) lignocellulosic resin is crossed: slow glaze column after first impregnating lignocellulosic with 85% ethyl alcohol, for use;By institute
Pueraria lobata crude extract is stated to be slowly added into lignocellulosic, it is stirring while adding, it stirs evenly and is placed on 60-80 DEG C of temperature in baking oven
It dries, wooden celluosic resin in the resin dry method after drying is eluted with 75-85% ethanol solution, using ultraviolet monitoring, is collected
The peak 250nm eluent;
(3) eluent is concentrated in vacuo, and 50-65 DEG C of temperature, pressure 0.05Mpa-0.08Mpa to concentration of alcohol are 20-40%, uses second
The monitoring of alcohol meter;
(4) aqueous two-phase extraction: add inorganic salts in concentrate, stood after stirring;Under ultraviolet monitoring, upper phase and lower phase are surveyed respectively
In 250nm light absorption value, extract repeatedly: taking phase solution, continue plus inorganic salts.Inorganic salts dosage is the 10- of upper phase solution
30%, 2-3 times repeatedly, final upper phase solution is taken to be concentrated in vacuo to no ethyl alcohol;Lower phase part passes through 400-600D nanofiltration membrane, thoroughly
Cooling recrystallizes after crossing partial vacuum concentration, reusable inorganic salts ingredients;
(5) ultrafiltration: upper phase solution crosses 3000D ultrafiltration membrane, using ultraviolet monitoring, until without 250nm absorption peak in trapped fluid,
The permeate of 3000D ultrafiltration membrane continued 400-600D nanofiltration membrane, was monitored online with conductivity gauge, until conductivity in trapped fluid
Less than 15, show that salt impurity all passes through, take the trapped fluid of 400-600D nanofiltration membrane, the dry rate for being concentrated into concentrate exists
24-26%;
(6) be dried in vacuo: the concentrate after ultrafiltration, which uses, to be dried in vacuo, 50-65 DEG C of temperature, pressure 0.05Mpa-0.08Mpa,
The Puerarin product that must be isolated and purified.
2. a kind of method for isolating and purifying Puerarin according to claim 1, which is characterized in that pueraria lobata in obtained product
Cellulose content is 40-50%.
3. a kind of method for isolating and purifying Puerarin according to claim 1, which is characterized in that the step (1) is to add
70% ethyl alcohol for entering 10 times of weight extracts.
4. a kind of method for isolating and purifying Puerarin according to claim 1, which is characterized in that step (2) ethyl alcohol
The concentration of eluent is 75-85%, and the mass ratio of the cellulose and pueraria lobata crude extract is 1:2-3.
5. a kind of method for isolating and purifying Puerarin according to claim 4, which is characterized in that step (2) ethyl alcohol
The concentration of eluent is 80%.
6. a kind of method for isolating and purifying Puerarin according to claim 1, which is characterized in that the step (4) is inorganic
Salt is selected from dipotassium hydrogen phosphate, sodium sulphate or ammonium sulfate;The ratio of the concentrate and inorganic salts is 6:1-8:1.
7. a kind of method for isolating and purifying Puerarin according to claim 1, which is characterized in that the step (4) is inorganic
Salt is dihydric phosphate.
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