CN106943438A - Phellinus active anticancer flavone compound PBF 1 and preparation method and application - Google Patents
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- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
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Abstract
The invention discloses a kind of Phellinus active anticancer flavone compound PBF 1 and preparation method and application.The processing of Phellinus fructification is obtained into Phellinus fructification powder; Phellinus fructification powder is taken to add 70% ethanol solution and carry out ultrasonically treated; solution after ultrasonically treated carries out water-bath backflow and suction filtration processing successively; it is then centrifuged for collecting supernatant concentration extraction after processing; concentration and recovery obtains crude flavonoid powder class chemical combination thing liquid again; it is diluted with 70% ethanol solution; after centrifuging and taking supernatant; filter membrane goes up D101 macroporous resin column adsorption treatments again; the eluent of eluting peak is collected after being eluted with 70% ethanol solution, homogeneous flavone compound PBF 1 is obtained after freeze-drying.Present invention preparation product purity is homogeneous, has inhibitory action to cell Hela and SGC 7901 growth, and normal cell embryo nephrocyte HEK293 and mouse macrophage RAW264.7 growths are had no adverse effects, available for antineoplastic product exploitation.
Description
Technical field
The present invention relates to a kind of flavonoids compound and preparation method thereof, more particularly, to a kind of Phellinus active anticancer
Flavonoids compound PBF-1 and preparation method and application.
Background technology
Flavone compound is the polyphenolic substance that two phenyl ring are interconnected by central three carbochain, is widely present
In animals and plants, the foreign matter intrusion of growing and resist to animals and plants is played a very important role.According to middle three carbochain
Degree of oxidation, β rings (phenyl) link position (2- or 3-) and the features such as three carbochains whether annular in shape, flavone compound
The polytypes such as flavones, flavonols, flavanone, flavanonol, isoflavones, isoflavanone, chalcone can be divided into, it is different
Animals and plants species and position there are different flavone compound types.There is natural flavonoid compound extensive pharmacology to make
With, and toxic and side effect is small, and it is deep to be paid high attention to by domestic and international researcher, it is widely used in the fields such as medicine, food.
Phellinus (Phellinus baumii) is a kind of fungus sporophore with multiple pharmacological effect, because parasitizing mulberry tree
And gain the name, the traditional Chinese medical science thinks its energy relieving the five internal organs, softening hard masses, toxin expelling, hemostasis etc..Modern pharmacology research finds the anticancer effect pole of Phellinus
It significantly, there is the good reputation of " forest gold ".But the anticancer mechanism of Phellinus is not clear, this encumbered the medicinal level of Phellinus improve and
Medicinal scope expands.Preparation Phellinus anticancer active constituent is isolated and purified, there is positive reality for promoting the medicinal exploitation of Phellinus
Meaning.
The content of the invention
It is an object of the invention to provide a kind of Phellinus active anticancer flavone compound PBF-1 and preparation method thereof with answering
With, be using refluxing extraction, ethyl acetate extraction, the method for D101 macroreticular resin column separating purifications, prepare Phellinus active anticancer
Flavone compound PBF-1.
In order to achieve the above object, the technical solution adopted by the present invention is as follows：
First, a kind of Phellinus active anticancer flavone compound PBF-1 preparation method：
1) processing of Phellinus fructification is obtained into Phellinus fructification powder；
2) Phellinus fructification powder is taken to add ethanol solution and carry out ultrasonically treated；
3) solution after ultrasonically treated carries out water-bath backflow and suction filtration processing successively, and supernatant is collected after being then centrifuged for processing
Liquid；
4) extracted after supernatant concentration, then concentration and recovery obtains crude flavonoid powder class chemical combination thing liquid；
5) crude flavonoid powder class chemical combination thing liquid is diluted with ethanol solution, after centrifuging and taking supernatant, filter membrane goes up D101 again
Macroporous resin column adsorption treatment；
6) eluent of eluting peak is collected after being eluted with ethanol solution, homogeneous flavone compound is obtained after freeze-drying
Component, is named PBF-1.
The step 2), 5) and 6) in ethanol solution be the aqueous solution containing 70% mass fraction ethanol.
The process conditions of the inventive method are specially：
1) Phellinus fructification is in being dried in vacuo 36h at -50 DEG C, in ultramicro grinding 5min at -15 DEG C, crosses 80~100 mesh sieves,
Obtain Phellinus fructification powder；
2) Phellinus fructification powder is taken, by W：V is 1:40 add the ethanol solution that mass fraction is 70%, after mixing, 30
With ultrasonic washing instrument with the ultrasonic magnetic field action 30min of 500W power 53KHz frequencies at DEG C；
3) refluxing extraction 3 times in 100 DEG C of water-baths, 1.5~2.0h every time, the extract solution that centralized collection is three times is carried for three times
Take liquid to carry out suction filtration processing with suction filtration machine after merging, discard filter residue, by filtrate with supercentrifuge under 10000rpm from
Heart 5min, discards precipitation, collects supernatant；
4) supernatant is concentrated with Rotary Evaporators, is extracted with ethyl acetate 3 times, is collected and is merged three extracts, with rotation
Turn evaporimeter concentration and recycling design, obtain crude flavonoid powder class chemical combination thing liquid；
5) with flavonoid content in spectrophotometry crude flavonoid powder class chemical combination thing liquid, used according to the content of measure
Mass fraction is diluted for 70% ethanol solution so that flavone compound mass concentration is adjusted to 1.0~1.2mg/mL
Solution, then solution is centrifuged into 10min under 8000rpm, supernatant is taken, 0.45 μm of filter membrane is crossed, upper D101 macroporous resin columns are adsorbed,
With distilled water flushing until efflux is colourless；
6) received with the ethanol solution that mass fraction is 70% in being eluted under 1.5~2.0mL/min flow velocitys with automatic collector
Collection, there is vacuum at the eluent of the eluting peak of flavone compound, -50 DEG C to do according to spectrophotometry collection
It is dry, obtain homogeneous flavone compound component PBF-1.
The step 4) in ethyl acetate volume be 2 times of liquor capacity after concentration.
2nd, application of the Phellinus active anticancer flavone compound being prepared from by the above method in anticancer.
Application in the anticancer is to be directed to human cervical carcinoma cell Hela and SGC-7901 cells, is specifically suppressed
The effect of growth of cancer cells.
The invention has the advantages that：
The present invention isolates and purifies the Phellinus active anticancer flavone compound PBF-1 of preparation, and purity is homogeneous, to human cervical carcinoma
The growth of cell Hela and SGC-7901 cells shows obvious inhibitory action, thin to normal cell embryo kidney
Born of the same parents HEK293 and mouse macrophage RAW264.7 growths have no adverse effects, and available for the exploitation of antineoplastic product, this is for carrying
Phellinus medical value is risen, with positive Social benefit and economic benefit.
Brief description of the drawings
Fig. 1 is the suppression figures that are grown to SGC-7901 cells of PBF-1 of embodiment 1.
Fig. 2 is the suppression figures that are grown to human cervical carcinoma cell Hela of PBF-1 of embodiment 1.
Embodiment
The invention will be further described with reference to the accompanying drawings and examples.
Before implementation, first by Phellinus fructification in being dried in vacuo 36h at -50 DEG C, in ultramicro grinding 5min, mistake at -15 DEG C
80~100 mesh sieves, obtain Phellinus fructification powder, for each following embodiment.
The embodiment of the present invention detects PBF-1 to human cervical carcinoma cell Hela and SGC-7901 cells using mtt assay
Growing state, come verify the present invention prepare product whether have its technique effect.
Embodiment 1：
The Phellinus fructification powder of 80 mesh sieves was taken, by 1：40 solid-liquid ratios add the ethanol solution that mass fraction is 70%, mix
After even, with ultrasonic washing instrument with the ultrasonic magnetic field action 30min of 500W power 53KHz frequencies at 30 DEG C.
Refluxing extraction 3 times in 100 DEG C of water-baths, each 1.5h, the extract solution that centralized collection is three times, No. three times extract solution passes through
Suction filtration processing is carried out with suction filtration machine after merging, filter residue is discarded, filtrate is abandoned with supercentrifuge in centrifuging 5min under 10000rpm
Fall precipitation, collect supernatant.
Supernatant is concentrated with Rotary Evaporators, is extracted with ethyl acetate 3 times, is collected and is merged three extracts, with rotation
Evaporimeter concentration and recycling design, obtain crude flavonoid powder class chemical combination thing liquid.
It is 3.0mg/mL, crude flavonoid powder class with flavonoid content in spectrophotometry crude flavonoid powder class chemical combination thing liquid
Ethanol solution that compound is 70% with mass fraction adjustment mass concentration is 1.0mg/mL, then by solution under 8000rpm from
Heart 10min, takes supernatant, crosses 0.45 μm of filter membrane, upper D101 macroporous resin columns absorption, with distilled water flushing until efflux is nothing
Color.
Eluted again with mass fraction for 70% ethanol solution in 2.0mL/min flow velocitys, automatic collector is collected, and uses light splitting
Photometry is determined, and is collected and be dried in vacuo at the eluent of the eluting peak with flavone compound, -50 DEG C, obtains flavonoids
Compound PBF-1, PBF-1 purity is homogeneous.
For SGC-7901 cells, the flavone compound PBF-1 that the present embodiment is obtained is made into 0.05mg/ respectively
SGC-7901 growth is tested under mL, 0.1mg/mL, 0.15mg/mL, 0.2mg/mL and 0.25mg/mL various concentrations,
And increase tumor Drugs fluorouracil 5-Fu as positive control.
For human cervical carcinoma cell Hela, the flavone compound PBF-1 that the present embodiment is obtained be made into respectively 0.1mg/mL,
Hela growth is tested under 0.2mg/mL, 0.3mg/mL and 0.4mg/mL various concentrations, and increases tumor Drugs
Fluorouracil 5-Fu is used as positive control.
Found after experiment, the flavone compound PBF-1 that the present embodiment is obtained is in concentration 0.25mg/mL to SGC-7901
Inhibiting rate for 96.38% (letter is different shown in Fig. 1, on figure center pillar represents that difference reaches the level of signifiance between the two), in concentration
During 0.4mg/mL to Hela inhibiting rate for 93.88% (as shown in Fig. 2 letter is different on figure center pillar represents that difference reaches between the two
The level of signifiance), normal cell embryo nephrocyte HEK293 and mouse macrophage RAW264.7 growths are had no adverse effects, phase
Equal inhibitory action can be reached than tumor Drugs fluorouracil 5-Fu.
Embodiment 2：
The Phellinus fructification powder of 100 mesh sieves was taken, by 1：40 solid-liquid ratios add the ethanol solution that mass fraction is 70%, mix
After even, with ultrasonic washing instrument with the ultrasonic magnetic field action 30min of 500W power 53KHz frequencies at 30 DEG C.
Refluxing extraction 3 times in 100 DEG C of water-baths, each 2.0h, the extract solution that centralized collection is three times, No. three times extract solution passes through
Suction filtration processing is carried out with suction filtration machine after merging, filter residue is discarded, filtrate is abandoned with supercentrifuge in centrifuging 5min under 10000rpm
Fall precipitation, collect supernatant.
Supernatant is concentrated with Rotary Evaporators, is extracted with ethyl acetate 3 times, is collected and is merged three extracts, with rotation
Evaporimeter concentration and recycling design, obtain crude flavonoid powder class chemical combination thing liquid.
It is 2.85mg/mL, crude flavonoid powder with flavonoid content in spectrophotometry crude flavonoid powder class chemical combination thing liquid
The ethanol solution adjustment mass concentration that class compound is 70% with mass fraction is 1.1mg/mL, then by solution under 8000rpm
10min is centrifuged, supernatant is taken, 0.45 μm of filter membrane, upper D101 macroporous resin columns absorption, with distilled water flushing until efflux is is crossed
It is colourless.
Eluted again with mass fraction for 70% ethanol solution in 1.8mL/min flow velocitys, automatic collector is collected, and uses light splitting
Photometry is determined, and is collected and be dried in vacuo at the eluent of the eluting peak with flavone compound, -50 DEG C, obtains flavonoids
Compound PBF-1.
The PBF-1 purity of the present embodiment is homogeneous, and the inhibiting rate in concentration 0.25mg/mL to SGC-7901 is 95.89%,
Inhibiting rate in concentration 0.4mg/mL to Hela is 94.16% (similar to Fig. 1 and Fig. 2 in embodiment 1), to normal cell
Human embryonic kidney cell HEK293 and mouse macrophage RAW264.7 growths have no adverse effects, and urinate phonetic compared to tumor Drugs fluorine
Pyridine 5-Fu can reach equal inhibitory action.
Embodiment 3：
The Phellinus fructification powder of 90 mesh sieves was taken, by 1：40 solid-liquid ratios add the ethanol solution that mass fraction is 70%, mix
After even, with ultrasonic washing instrument with the ultrasonic magnetic field action 30min of 500W power 53KHz frequencies at 30 DEG C.
Refluxing extraction 3 times in 100 DEG C of water-baths, each 1.7h, the extract solution that centralized collection is three times, No. three times extract solution passes through
Suction filtration processing is carried out with suction filtration machine after merging, filter residue is discarded, filtrate is abandoned with supercentrifuge in centrifuging 5min under 10000rpm
Fall precipitation, collect supernatant.
Supernatant is concentrated with Rotary Evaporators, is extracted with ethyl acetate 3 times, is collected and is merged three extracts, with rotation
Evaporimeter concentration and recycling design, obtain crude flavonoid powder class chemical combination thing liquid.
It is 2.9mg/mL, crude flavonoid powder class with flavonoid content in spectrophotometry crude flavonoid powder class chemical combination thing liquid
Ethanol solution that compound is 70% with mass fraction adjustment mass concentration is 1.2mg/mL, then by solution under 8000rpm from
Heart 10min, takes supernatant, crosses 0.45 μm of filter membrane, upper D101 macroporous resin columns absorption, with distilled water flushing until efflux is nothing
Color.
Eluted again with mass fraction for 70% ethanol solution in 1.5mL/min flow velocitys, automatic collector is collected, and uses light splitting
Photometry is determined, and is collected and be dried in vacuo at the eluent of the eluting peak with flavone compound, -50 DEG C, obtains flavonoids
Compound PBF-1.
The PBF-1 purity of the present embodiment is homogeneous, and the inhibiting rate in concentration 0.25mg/mL to SGC-7901 is 96.29%,
Inhibiting rate in concentration 0.4mg/mL to Hela is 94.05% (similar to Fig. 1 and Fig. 2 in embodiment 1), to normal cell
Human embryonic kidney cell HEK293 and mouse macrophage RAW264.7 growths have no adverse effects, and urinate phonetic compared to tumor Drugs fluorine
Pyridine 5-Fu can reach equal inhibitory action.
Claims (7)
1. a kind of Phellinus active anticancer flavone compound PBF-1 preparation method, it is characterised in that：
1) processing of Phellinus fructification is obtained into Phellinus fructification powder；
2) Phellinus fructification powder is taken to add ethanol solution and carry out ultrasonically treated；
3) solution after ultrasonically treated carries out water-bath backflow and suction filtration processing successively, and supernatant is collected after being then centrifuged for processing；
4) extracted after supernatant concentration, then concentration and recovery obtains crude flavonoid powder class chemical combination thing liquid；
5) crude flavonoid powder class chemical combination thing liquid is diluted with ethanol solution, after centrifuging and taking supernatant, filter membrane goes up D101 macropores again
Resin column adsorption treatment；
6) eluent of eluting peak is collected after being eluted with ethanol solution, homogeneous flavone compound component is obtained after freeze-drying
PBF-1。
2. a kind of Phellinus active anticancer flavone compound PBF-1 according to claim 1 preparation method, its feature exists
In：The step 2), 5) and 6) in ethanol solution be the aqueous solution containing 70% mass fraction ethanol.
3. a kind of Phellinus active anticancer flavone compound PBF-1 according to claim 1 preparation method, its feature exists
It is specially in the process conditions of method：
1) Phellinus fructification is in being dried in vacuo 36h at -50 DEG C, in ultramicro grinding 5min at -15 DEG C, crosses 80~100 mesh sieves, obtains
Phellinus fructification powder；
2) Phellinus fructification powder is taken, by W：V is 1:40 add the ethanol solution that mass fraction is 70%, after mixing, at 30 DEG C
With ultrasonic washing instrument with the ultrasonic magnetic field action 30min of 500W power 53KHz frequencies；
3) refluxing extraction 3 times in 100 DEG C of water-baths, every time 1.5~2.0h, the extract solution that centralized collection is three times, No. three extract solutions
Suction filtration processing is carried out with suction filtration machine after merging, filter residue is discarded, by filtrate with supercentrifuge in centrifugation under 10000rpm
5min, discards precipitation, collects supernatant；
4) supernatant is concentrated with Rotary Evaporators, is extracted with ethyl acetate 3 times, is collected and is merged three extracts, is steamed with rotation
Instrument concentration and recycling design are sent out, crude flavonoid powder class chemical combination thing liquid is obtained；
5) with flavonoid content in spectrophotometry crude flavonoid powder class chemical combination thing liquid, according to the content quality of measure
Fraction is diluted for 70% ethanol solution so that flavone compound mass concentration is adjusted to 1.0~1.2mg/mL solution,
Solution is centrifuged into 10min under 8000rpm again, supernatant is taken, 0.45 μm of filter membrane, upper D101 macroporous resin columns absorption, with steaming is crossed
Distilled water is rinsed until efflux is colourless；
6) collected with the ethanol solution that mass fraction is 70% in being eluted under 1.5~2.0mL/min flow velocitys with automatic collector,
Being had according to spectrophotometry collection be dried in vacuo at the eluent of the eluting peak of flavone compound, -50 DEG C, is obtained
To homogeneous flavone compound component PBF-1.
4. a kind of Phellinus active anticancer flavone compound PBF-1 according to claim 3 preparation method, its feature exists
In：The step 4) in ethyl acetate volume be 2 times of liquor capacity after concentration.
5. a kind of Phellinus active anticancer flavone compound, it is characterised in that：By any methods described preparations of claim 1-4
Into.
6. the application of Phellinus active anticancer flavone compound according to claim 5, it is characterised in that：Answering in anticancer
With.
7. the application of Phellinus active anticancer flavone compound according to claim 6, it is characterised in that：In the anticancer
Application be directed to human cervical carcinoma cell Hela and SGC-7901 cells.
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Cited By (1)
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| CN108403728A (en) * | 2018-04-24 | 2018-08-17 | 吉林大学 | Phellinus alcohol extract and its application in preparing antitumor drug, health products |
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| CN108403728A (en) * | 2018-04-24 | 2018-08-17 | 吉林大学 | Phellinus alcohol extract and its application in preparing antitumor drug, health products |
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