CN107746419B - A kind of apple flower active component, preparation method and the method for extracting Kaempferol glucoside using it - Google Patents
A kind of apple flower active component, preparation method and the method for extracting Kaempferol glucoside using it Download PDFInfo
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- CN107746419B CN107746419B CN201710263967.2A CN201710263967A CN107746419B CN 107746419 B CN107746419 B CN 107746419B CN 201710263967 A CN201710263967 A CN 201710263967A CN 107746419 B CN107746419 B CN 107746419B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
- C07H17/07—Benzo[b]pyran-4-ones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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Abstract
The invention discloses a kind of preparation methods of apple flower active component, include the following steps：Ethyl alcohol heating extraction is used after apple flower is crushed, and is dispersed in water after extracting solution is concentrated, is extracted successively with petroleum ether, ethyl acetate, n-butanol, obtain acetic acid ethyl ester extract；The invention also discloses the method for extracting Kaempferol glucoside using above-mentioned apple flower active component, by by apple flower active component by the separation means such as silicagel column, gel column and preparative efficient liquid phase to get.The method that the present invention provides a kind of to extract separating kaempferol glucoside from apple flower, be conducive to preferably this medicinal plant of utilization apple flower, it also allows for carrying out in-depth study to Kaempferol glucoside, and time saving and energy saving, the yield of sample can be greatly improved.
Description
Technical field
The invention belongs to plant extract separation technology fields, and in particular to a kind of apple flower active component, preparation method and
The method for extracting Kaempferol glucoside using it.
Background technology
The dry flower that apple flower is rosaceous plant apple Malus Pumila Mill.Apple flower main component has two
Hydrogen chalcone such as phloretin, phloridzin；Other flavones ingredients such as Quercetin, Kaempferide, rutin etc..With treatment glycosuria
Disease, Metabolic syndrome seek peace neurogenic disease, it is anti-oxidant, improve memory, beautifying whitening the effect of.Apple after processing
Jasmine tea then has effects that enrich blood improving eyesight, removing toxic substances, treatment neuralgia, anti-acne.
Kaempferol derivative has analgesia, promotes cutaneous pigmentation, antiallergy isoreactivity, currently, red from feverfew
Middle extraction Kaempferol -3-O- glucosides are spent, production cost is higher, yield is relatively low；It was not yet reported from apple in patent document
The method that fruit spends middle extraction Kaempferol glucoside.
Invention content
Based on the deficiencies of the prior art, the present invention provides a kind of apple flower active components, and provide the apple flower and have
The preparation method at position is imitated, then apple flower active component is passed through into common silicagel column, gel column and preparative efficient liquid phase
Etc. separation means, extraction obtain Kaempferol glucoside.
To achieve the goals above, the technical solution adopted by the present invention is：
A kind of preparation method of apple flower active component, includes the following steps：Using dry apple flower as raw material, after crushing
With ethyl alcohol heating extraction, extracting solution is concentrated to obtain total medicinal extract；Total medicinal extract is dispersed in water, uses petroleum ether, acetic acid second successively
Ester, n-butanol are extracted, and volatilize dry solvent, obtain acetic acid ethyl ester extract, i.e. apple flower active component.
Preferably, heating extraction the specific steps are：It is 65 ~ 85% that volumetric concentration is added into the apple flower after crushing
Ethyl alcohol, refluxing extraction 2 ~ 3 times, every time 0.5 ~ 2 h.
The apple flower active component being prepared using the above method.
The method for extracting Kaempferol glucoside using above-mentioned apple flower active component, includes the following steps：By apple flower
Active component is dissolved in water, and after macroporous resin column loading, successively with 30% ethyl alcohol and 60% ethanol elution, obtains corresponding elution portion
Point；It chooses 60% ethanol elution part and crosses silica gel H Ordinary pressure chromatographic columns and methanol gel column successively, 2 components are obtained, according to gained group
Polarity is ascending to be labeled as component 1, component 2 successively；Component 2 is detached using preparative high performance liquid chromatography,
It is 254 or 230 nm that mobile phase, which uses acetonitrile and water gradient elution, Detection wavelength, collects first peak, concentration, it is dry to get.
Further, the chromatographic condition of high performance liquid chromatography is that mobile phase uses acetonitrile and water according to volume ratio by 35：65
To 60：40 gradient elutions（Specific procedure is as shown in table 1）, flow velocity is 8 ~ 12 mL/min.
1 eluent gradient elution program of table
The Kaempferol glucoside that said extracted obtains（Kaempferol -7-O- glucosides）Chemical formula is as follows：
Beneficial effects of the present invention：
（1）Up to the present, there is not yet obtaining the report of Kaempferol glucoside in being spent from plant apple, the present invention provides
A kind of method for extracting separating kaempferol glucoside from apple flower is conducive to preferably to develop and use apple flower this medicine
Use plant.
（2）The compound Kaempferol glucoside that the present invention extracts has extensive bioactivity, the present invention provides
A kind of Kaempferol glucoside extracting method, convenient for carrying out in-depth study to it.
（3）The separation material that the present invention uses has silica gel H Ordinary pressure chromatographic columns and methanol gel chromatographic column, their physics and chemistry
Property is stablized, and insoluble in acid, alkali and organic solvent are selectively preferable to organic matter, not by inorganic salts and strong ion low molecule
Compound is existing to be influenced, and is easy to zeolite regeneration, is beneficial to repeatedly utilize.And the preparative used in purification process
The separation of efficient liquid phase is then current most popular novel separation method, time saving and energy saving, can greatly improve the yield of sample.
Specific implementation mode
In order to keep the technical purpose, technical solution and advantageous effect of the present invention clearer, with reference to specific embodiment
Technical scheme of the present invention is further illustrated, but the embodiment is intended to explain the present invention, and should not be understood as pair
The limitation of the present invention, in the examples where no specific technique or condition is specified, according to technology described in document in the art or
Condition is carried out according to product description.
In following embodiments, the apple flower as raw material is purchased from Bozhou City fragrance garden health products Co., Ltd；The ethyl alcohol,
Methanol concentration is volumetric concentration.
Embodiment 1
A kind of preparation method of apple flower active component, includes the following steps：Using the apple flower of 1kg dryings as raw material, powder
The ethyl alcohol that volumetric concentration is 65% is added after broken（The dosage of 65% ethyl alcohol is 8L）, heating extraction 3 times, 1 h, merges extraction every time
Liquid, it is concentrated to obtain total medicinal extract；Total medicinal extract is dispersed in water, is extracted successively with petroleum ether, ethyl acetate, n-butanol,
Volatilize dry solvent, obtains acetic acid ethyl ester extract, i.e. apple flower active component.
The method for extracting Kaempferol glucoside using above-mentioned apple flower active component, includes the following steps：By apple flower
Active component is dissolved in water, and after macroporous resin column loading, successively with 30% ethyl alcohol and 60% ethanol elution, obtains corresponding elution portion
Point；It chooses 60% ethanol elution part and crosses silica gel H Ordinary pressure chromatographic columns and methanol gel column successively, 2 components are obtained, according to gained group
Polarity is ascending to be labeled as component 1, component 2 successively；Component 2 is detached using preparative high performance liquid chromatography,
Mobile phase uses acetonitrile：Water is according to volume ratio by 35：65 to 60：40 gradient elutions（I.e. the volumetric concentration of acetonitrile is 35% → 60%,
The volumetric concentration of water is 65% → 40%）, flow velocity is 10 mL/min, and Detection wavelength is 254 or 230 nm, simultaneously with standard items comparison
First peak is collected, concentration, drying are to get Kaempferol glucoside sterling.
The yield that apple flower active component is obtained from apple flower is 4.1%, and Kaempferol glucoside is finally obtained from apple flower
The yield of sterling is 0.015%.
To Kaempferol glucoside sterling obtained above, its purity is detected using efficient liquid phase.Chromatographic column used is
Agilent SB-pheny columns, chromatographic condition are：With containing 0.1% formic acid water and methanol two-phase with 2 mL/min current gradients
Elution, the linear gradient of methanol are to increase to 90% by 60% in 30 min；Detection wavelength is 254 or 230nm.It is tied from detection
Fruit it is found that Kaempferol glucoside purity >=98%.
Embodiment 2
A kind of preparation method of apple flower active component, includes the following steps：Using the apple flower of 1kg dryings as raw material, powder
The ethyl alcohol that volumetric concentration is 70% is added after broken（The dosage of 70% ethyl alcohol is 8L）, heating extraction 3 times, 0.5 h, merges extraction every time
Liquid, it is concentrated to obtain total medicinal extract；Total medicinal extract is dispersed in water, is extracted successively with petroleum ether, ethyl acetate, n-butanol,
Volatilize dry solvent, obtains acetic acid ethyl ester extract, i.e. apple flower active component.
The method for extracting Kaempferol glucoside using above-mentioned apple flower active component, includes the following steps：By apple flower
Active component is dissolved in water, and after macroporous resin column loading, successively with 30% ethyl alcohol and 60% ethanol elution, obtains corresponding elution portion
Point；It chooses 60% ethanol elution part and crosses silica gel H Ordinary pressure chromatographic columns and methanol gel column successively, 2 components are obtained, according to gained group
Polarity is ascending to be labeled as component 1, component 2 successively；Component 2 is detached using preparative high performance liquid chromatography,
Mobile phase uses acetonitrile：Water is according to volume ratio by 35：65 to 60：40 gradient elutions（I.e. the volumetric concentration of acetonitrile is 35% → 60%,
The volumetric concentration of water is 65% → 40%）, flow velocity is 10 mL/min, and Detection wavelength is 254 or 230 nm, simultaneously with standard items comparison
First peak is collected, concentration, drying are to get Kaempferol glucoside sterling.
After testing, it is 4.2% to obtain the yield of apple flower active component from apple flower, and Kaempferol is finally obtained from apple flower
The yield of glucoside sterling is 0.016%；Purity >=98% of Kaempferol glucoside obtained above.
Embodiment 3
A kind of preparation method of apple flower active component, includes the following steps：Using the apple flower of 1kg dryings as raw material, powder
The ethyl alcohol that volumetric concentration is 80% is added after broken（The dosage of 80% ethyl alcohol is 8L）, heating extraction 2 times, 2 h, merges extraction every time
Liquid, it is concentrated to obtain total medicinal extract；Total medicinal extract is dispersed in water, is extracted successively with petroleum ether, ethyl acetate, n-butanol,
Volatilize dry solvent, obtains acetic acid ethyl ester extract, i.e. apple flower active component.
The method for extracting Kaempferol glucoside using above-mentioned apple flower active component, includes the following steps：By apple flower
Active component is dissolved in water, and after macroporous resin column loading, successively with 30% ethyl alcohol and 60% ethanol elution, obtains corresponding elution portion
Point；It chooses 60% ethanol elution part and crosses silica gel H Ordinary pressure chromatographic columns and methanol gel column successively, 2 components are obtained, according to gained group
Polarity is ascending to be labeled as component 1, component 2 successively；Component 2 is detached using preparative high performance liquid chromatography,
Mobile phase uses acetonitrile：Water is according to volume ratio by 35：65 to 60：40 gradient elutions（I.e. the volumetric concentration of acetonitrile is 35% → 60%,
The volumetric concentration of water is 65% → 40%）, flow velocity is 10 mL/min, and Detection wavelength is 254 or 230 nm, simultaneously with standard items comparison
First peak is collected, concentration, drying are to get Kaempferol glucoside sterling.
After testing, it is 4.1% to obtain the yield of apple flower active component from apple flower, and Kaempferol is finally obtained from apple flower
The yield of glucoside sterling is 0.015%；Purity >=98% of Kaempferol glucoside obtained above.
Claims (3)
1. utilizing the method for apple flower acetic acid ethyl ester extract extraction Kaempferol glucoside, which is characterized in that including following step
Suddenly：Using dry apple flower as raw material, ethyl alcohol heating extraction is used after crushing, extracting solution is concentrated to obtain total medicinal extract；By total medicinal extract
It is dispersed in water, is extracted successively with petroleum ether, ethyl acetate, n-butanol, volatilize dry solvent, obtains ethyl acetate extraction
Object；
Acetic acid ethyl ester extract is dissolved in water, macroporous resin column loading obtains phase successively with 30% ethyl alcohol and 60% ethanol elution
Answer elution fraction；It chooses 60% ethanol elution part and crosses silica gel H Ordinary pressure chromatographic columns and methanol gel column successively, obtain 2 components, press
It is labeled as component 1, component 2 successively according to obtained component polarity is ascending；By component 2 using preparative high performance liquid chromatography into
Row detaches, and it is 254 or 230 nm that mobile phase, which uses acetonitrile and water gradient elution, Detection wavelength, collects first peak, concentration is done
It is dry to get.
2. the method for utilizing apple flower acetic acid ethyl ester extract extraction Kaempferol glucoside according to claim 1, special
Sign is：Heating extraction the specific steps are：The ethyl alcohol that volumetric concentration is 65 ~ 85%, heating are added into the apple flower after crushing
Extraction 2 ~ 3 times, every time 0.5 ~ 2 h.
3. the method for apple flower acetic acid ethyl ester extract extraction Kaempferol glucoside according to claim 1 or claim 2, feature
It is：The chromatographic condition of high performance liquid chromatography is that mobile phase uses acetonitrile and water according to volume ratio by 35：65 to 60：40 gradients
Elution, flow velocity are 8 ~ 12 mL/min.
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| CN103044506B (en) * | 2012-12-31 | 2015-10-21 | 浙江大学宁波理工学院 | A kind of method extracting kaempferol-7-O-glucose from leaves of Taxus mairei |
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