CN106943439A - Phellinus active anticancer flavone compound PBF 3 and preparation method and application - Google Patents
Phellinus active anticancer flavone compound PBF 3 and preparation method and application Download PDFInfo
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Abstract
The invention discloses a kind of Phellinus active anticancer flavone compound PBF 3 and preparation method and application.The processing of Phellinus fructification is obtained into Phellinus fructification powder; Phellinus fructification powder is taken to add 85% 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 85% ethanol solution; after centrifuging and taking supernatant; filter membrane goes up the macroporous resin column adsorption treatments of X 5 again; the eluent of eluting peak is collected after being eluted with 85% ethanol solution, homogeneous flavone compound 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 flavone compound and preparation method thereof, more particularly, to a kind of Phellinus active anticancer
Flavone compound PBF-3 and preparation method and application.
Background technology
The flavone compound being widely present in animal and plant body has the polytypes such as flavones, flavonols, different flavones
Class type of compounds is present in different animals and plants species and position.Natural flavonoid compound is removed to existing animals and plants
Grow and resist foreign matter intrusion to play outside particularly significant effect, also with anti-inflammatory, antiviral, anti-oxidant, antitumor, solution
The extensive pharmacological action such as heat, liver protection, and toxic and side effect is small, is widely used in the fields such as medicine, food, it is deep by the country
Outer researcher pays high attention to.
Phellinus (Phellinus baumii) is a kind of medicinal fungi fructification in China's traditional Chinese medicine treasure-house, because parasitizing
Mulberry tree and gain the name.Phellinus has the multiple pharmacological effect such as anticancer, anti-inflammatory, anti-oxidant, hypoglycemic, immunological regulation, protect liver, wherein
Anticancer effect is the most notable, the good reputation for having " forest gold ".But the anticancer mechanism of Phellinus is not clear, and it is medicinal that this has encumbered Phellinus
Level is improved and medicinal scope expands.Preparation Phellinus anticancer active constituent is isolated and purified, for promoting the medicinal exploitation of Phellinus to have
Positive realistic meaning.
The content of the invention
It is an object of the invention to provide a kind of Phellinus active anticancer flavone compound PBF-3 and preparation method thereof with answering
With, it is to use refluxing extraction, ethyl acetate extraction, the method for X-5 macroreticular resin column separating purifications, preparation Phellinus active anticancer Huang
Ketone compounds PBF-3.
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-3 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, upper X-5 is big again for filter membrane
Hole 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-3.
The step 2), 5) and 6) in ethanol solution be the aqueous solution containing 85% 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 85%, 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 85% ethanol solution so that flavone compound mass concentration is adjusted to 1.3~1.5mg/mL
Solution, then solution is centrifuged into 10min under 8000rpm, supernatant is taken, 0.45 μm of filter membrane is crossed, upper X-5 macroporous resin columns are adsorbed,
With distilled water flushing until efflux is colourless；
6) received with the ethanol solution that mass fraction is 85% in being eluted under 1.6~2.0mL/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-3.
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-3 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 PBF-3 of embodiment 1 to human cervical carcinoma cell Hela and the suppression of SGC-7901 cells growth
Figure.
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-3 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 85%, 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, extract solution ethyl acetate, each 1.5h, the extraction that centralized collection is three times
Liquid, No. three times extract solution carries out suction filtration processing after merging with suction filtration machine, discards filter residue, by filtrate with supercentrifuge in
5min is centrifuged under 10000rpm, precipitation is discarded, supernatant is collected.
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 2.78mg/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 85% with mass fraction is 1.5mg/mL, then by solution under 8000rpm
10min is centrifuged, supernatant is taken, 0.45 μm of filter membrane, upper X-5 macroporous resin columns absorption, with distilled water flushing until efflux is is crossed
It is colourless.
Eluted, automatic collector is collected, depressurized dense in 1.8mL/min flow velocitys for 85% ethanol solution with mass fraction again
Contracting, with spectrophotometry, collects and be dried in vacuo at the eluent of the eluting peak with flavone compound, -50 DEG C, obtain
Flavone compound PBF-3, PBF-3 purity is homogeneous.
For two kinds of cancer cells, the flavone compound PBF-3 that the present embodiment is obtained is made into 0.3mg/mL, 0.2mg/ respectively
ML, 0.1mg/mL and 0.05mg/mL various concentrations (in such as Fig. 1, phase can be reached compared to tumor Drugs fluorouracil 5-Fu
Deng inhibitory action) under SGC-7901 and Hela growth is tested, and increase tumor Drugs fluorouracil 5-Fu
It is used as positive control.
Found after experiment, the flavone compound PBF-3 that the present embodiment is obtained in concentration 0.3mg/mL to Hela and
SGC-7901 inhibiting rate is respectively 93.85% and 95.92% (as shown in Figure 1), to normal cell embryo nephrocyte
HEK293 and mouse macrophage RAW264.7 growths have no adverse effects, and can be reached compared to tumor Drugs fluorouracil 5-Fu
To equal inhibitory action.
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 85%, 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, extract solution ethyl acetate, each 2.0h, the extraction that centralized collection is three times
Liquid, No. three times extract solution carries out suction filtration processing after merging with suction filtration machine, discards filter residue, by filtrate with supercentrifuge in
5min is centrifuged under 10000rpm, precipitation is discarded, supernatant is collected.
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 2.71mg/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 85% with mass fraction is 1.4mg/mL, then by solution under 8000rpm
10min is centrifuged, supernatant is taken, 0.45 μm of filter membrane, upper X-5 macroporous resin columns absorption, with distilled water flushing until efflux is is crossed
It is colourless.
Eluted, automatic collector is collected, depressurized dense in 1.6mL/min flow velocitys for 85% ethanol solution with mass fraction again
Contracting, with spectrophotometry, collects and be dried in vacuo at the eluent of the eluting peak with flavone compound, -50 DEG C, obtain
Flavone compound PBF-3.
The PBF-3 purity of the present embodiment is homogeneous, and Hela and SGC-7901 inhibiting rate is distinguished in concentration 0.3mg/mL
It is huge to normal cell embryo nephrocyte HEK293 and mouse for 94.05% and 95.12% (similar to Fig. 1 in embodiment 1)
Phagocyte RAW264.7 growths are had no adverse effects, and equal suppression can be reached compared to tumor Drugs fluorouracil 5-Fu
Effect.
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 85%, 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, extract solution ethyl acetate, each 1.8h, the extraction that centralized collection is three times
Liquid, No. three times extract solution carries out suction filtration processing after merging with suction filtration machine, discards filter residue, by filtrate with supercentrifuge in
5min is centrifuged under 10000rpm, precipitation is discarded, supernatant is collected.
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 2.75mg/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 85% with mass fraction is 1.3mg/mL, then by solution under 8000rpm
10min is centrifuged, supernatant is taken, 0.45 μm of filter membrane, upper X-5 macroporous resin columns absorption, with distilled water flushing until efflux is is crossed
It is colourless.
Eluted, automatic collector is collected, depressurized dense in 2.0mL/min flow velocitys for 85% ethanol solution with mass fraction again
Contracting, with spectrophotometry, collects and be dried in vacuo at the eluent of the eluting peak with flavone compound, -50 DEG C, obtain
Flavone compound PBF-3.
The PBF-3 purity of the present embodiment is homogeneous, and Hela and SGC-7901 inhibiting rate is distinguished in concentration 0.3mg/mL
It is huge to normal cell embryo nephrocyte HEK293 and mouse for 95.01% and 96.02% (similar to Fig. 1 in embodiment 1)
Phagocyte RAW264.7 growths are had no adverse effects, and equal suppression can be reached compared to tumor Drugs fluorouracil 5-Fu
Effect.
Claims (7)
1. a kind of Phellinus active anticancer flavone compound PBF-3 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 X-5 macropore trees again
Fat post 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-3。
2. a kind of Phellinus active anticancer flavone compound PBF-3 according to claim 1 preparation method, its feature exists
In：The step 2), 5) and 6) in ethanol solution be the aqueous solution containing 85% mass fraction ethanol.
3. a kind of Phellinus active anticancer flavone compound PBF-3 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 85%, 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 85% ethanol solution so that flavone compound mass concentration is adjusted to 1.3~1.5mg/mL solution,
Solution is centrifuged into 10min under 8000rpm again, supernatant is taken, 0.45 μm of filter membrane, upper X-5 macroporous resin columns absorption, with distillation is crossed
Water is rinsed until efflux is colourless；
6) collected with the ethanol solution that mass fraction is 85% in being eluted under 1.6~2.0mL/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-3.
4. a kind of Phellinus active anticancer flavone compound PBF-3 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)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN113440544A (en) * | 2021-08-02 | 2021-09-28 | 四川省农业科学院农业资源与环境研究所 | Morchella extract with effect of preventing and treating colitis and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN113440544A (en) * | 2021-08-02 | 2021-09-28 | 四川省农业科学院农业资源与环境研究所 | Morchella extract with effect of preventing and treating colitis and application thereof |
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Application publication date: 20170714 |