CN109265339A - A kind of polygonum capitatum active component, extracting method and application - Google Patents
A kind of polygonum capitatum active component, extracting method and application Download PDFInfo
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- CN109265339A CN109265339A CN201811195578.1A CN201811195578A CN109265339A CN 109265339 A CN109265339 A CN 109265339A CN 201811195578 A CN201811195578 A CN 201811195578A CN 109265339 A CN109265339 A CN 109265339A
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- active component
- quercetin
- quercitin
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
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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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- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
The invention belongs to technical field of extraction of Chinese traditional medicine, in particular to a kind of polygonum capitatum active component, extracting method and application, it include gallic acid, quercitin, Quercetin in the active component of extraction, extraction process are as follows: for polygonum capitatum ethyl alcohol with solid-liquid ratio 1:25g/mL mixing, the refluxing extraction 1.5h at 80 DEG C obtains first time extracting solution and filter residue, filter residue is primary with the same terms refluxing extraction again, merge extracting solution twice, is concentrated under reduced pressure after suction filtration, obtains headdress flower ethanol extract；It is successively extracted with petroleum ether, chloroform, ethyl acetate, n-butanol after being dissolved in water, each extraction phase is concentrated under reduced pressure, obtain ethyl acetate phase extract and n-butyl alcohol phase extract；Gallic acid, quercitin and Quercetin are obtained through chromatographic isolation.Gallic acid, quercitin and the Quercetin that the present invention separates can be applied to the research of bacterium infection, treating diabetes.
Description
Technical field
The invention belongs to technical field of extraction of Chinese traditional medicine, in particular to a kind of polygonum capitatum active component, extracting method and application.
Background technique
Polygonum capitatum (scientific name: Polygonum capitatum Buch.-Ham.ex D.Don) is polygonaceae, and Polygonum is perennial
Herbaceous plant.Stem is crawled, and is grown thickly, and section portion takes root, and internode is shorter than blade, sparsely grow glandular hairs or nearly hairless, leaf elliptical or oval shape, top
End point, base portion wedge shape, two sides sparsely grow glandular hairs, ochrea tubular, film quality, loosely, top section shape has echinid.Inflorescence head, Dan Sheng
Or in pairs, basidixed；Peduncle has glandular hairs；Bract long avette, film quality；Bennet is extremely short；Perianth pale red, tapel ellipse are thin
Fruit long avette, dark brown is micro- glossy, is wrapped in persitent perianth；The 6-9 month blooms, 8-10 month result.Be distributed in Jiangxi, China,
Hunan, Hubei, Sichuan, Guizhou, Guangdong, Guangxi, Yunnan and Tibet.North India, Nepal, Sillim, Bhutan, Burma and Vietnam
It is also distributed；Raw hillside, mountain valley wetland, often growth in flakes, 600-3500 meters of height above sea level.The plant can all herbal medicine, " in Guangxi
Medicine will ", " Yunnan Chinese herbal medicine ", on the books in " mountain of papers Chinese herbal medicine ", there is heat-clearing, diuresis is treating stranguria, dysentery-stopping efficacy, Ke Yiyong
In treatment cystitis, pyelonephritis, dysentery.
The extraction of polygonum capitatum active material is the emphasis for studying polygonum capitatum pharmacological properties all the time, horn of plenty polygonum capitatum
Research information, the present invention have studied the extracting method of polygonum capitatum active component.
Summary of the invention
Gallic acid, quercitin and the Quercetin that the present invention separates can be used for inhibiting Escherichia coli and Staphylococcus aureus
Bacterium, quercitin, quercitrin, which are known as, inhibits alpha-glucosaccharase enzyme effect, can be applied to treating diabetes.
It include gallic acid, quercitin, Quercetin in active component the present invention provides a kind of polygonum capitatum active component,
And the active component is extracted from polygonum capitatum.
A kind of application of polygonum capitatum active component, gallic acid, quercitin, Quercetin are inhibiting large intestine bar in active component
Application in bacterium and staphylococcus aureus；Quercitin, Quercetin are inhibiting the application in alpha-glucosidase in active component.
A kind of extracting method of above-mentioned polygonum capitatum active component, comprising the following steps:
The ethyl alcohol that polygonum capitatum volume fraction is 79% is mixed with solid-liquid ratio 1:25g/mL, flows back and mention at 80 DEG C by S1
1.5h is taken, first time extracting solution and filter residue are obtained, filter residue is primary with the same terms refluxing extraction again, merges extracting solution twice, filters
After be concentrated under reduced pressure, obtain headdress flower ethanol extract；
Headdress flower ethanol extract in S1 is dissolved in water by S2, successively with petroleum ether, chloroform, ethyl acetate, n-butanol into
Row extraction, each extraction phase is concentrated under reduced pressure, and obtains ethyl acetate phase extract and n-butyl alcohol phase extract, and n-butanol respectively
It include active component quercitin, Quercetin in phase extract；
Ethyl acetate phase extract in S2 is crossed MCI reversed-phase column by S3, with methanol-water solution gradient elution, respectively do not eat
Sub- acid, quercitin and Quercetin.
Preferably, the volumetric concentration of methanol-water solution is 20%-100%, and the volumetric concentration of methanol-water solution in S3
Gallic acid is obtained when being 20%, the volumetric concentration of methanol-water solution obtains quercitin when being 60%, and the volume of methanol-water solution is dense
Degree obtains Quercetin when being 80%.
Compared with prior art, beneficial effects of the present invention:
Gallic acid, quercitin and the Quercetin that the present invention separates can be used for inhibiting Escherichia coli and Staphylococcus aureus
Bacterium can be applied to the research of bacterium infection, and quercitin, quercitrin, which are known as, inhibits alpha-glucosaccharase enzyme effect, can be applied to diabetes
Treatment.
Detailed description of the invention
Fig. 1 is the high-efficient liquid phase chromatogram of component A in the embodiment of the present invention 1；
Fig. 2 is the high-efficient liquid phase chromatogram of component C in the embodiment of the present invention 1；
Fig. 3 is the high-efficient liquid phase chromatogram of component D in the embodiment of the present invention 1；
Fig. 4 is the high-efficient liquid phase chromatogram of hybrid standard product in the embodiment of the present invention 1；
Fig. 5 is the mass spectrogram of component A in the embodiment of the present invention 1；
Fig. 6 is the mass spectrogram of component C in the embodiment of the present invention 1；
Fig. 7 is the mass spectrogram of component D in the embodiment of the present invention 1；
Fig. 8 is quercitin in the embodiment of the present invention 2, Quercetin to the inhibition graph of relation of alpha-glucosidase.
Specific embodiment
1 pair of the specific embodiment of the present invention is described in detail with reference to the accompanying drawing, it is to be understood that of the invention
Protection scope be not limited by the specific implementation.
Embodiment 1
A kind of extracting method of polygonum capitatum active component, comprising the following steps:
The ethyl alcohol that 3kg polygonum capitatum volume fraction is 79% is mixed with solid-liquid ratio 1:25g/mL, is flowed back at 80 DEG C by S1
1.5h is extracted, first time extracting solution and filter residue are obtained, filter residue is primary with the same terms refluxing extraction again, merges extracting solution twice, takes out
It is concentrated under reduced pressure under routinely using parameter with Rotary Evaporators after filter, obtains headdress flower ethanol extract 375g；
Headdress flower ethanol extract 365g in S1 is dissolved in water, shakes up by S2, successively uses petroleum ether, chloroform, acetic acid second
Ester, n-butanol are extracted, and each extract liquor is merged, and each extraction phase is carried out conventional Rotary Evaporators and is concentrated under reduced pressure, obtains stone respectively
Oily ether phase extract 5.636g, chloroform phase extract 33.209g, ethyl acetate phase extract 30.8g and n-butyl alcohol phase extract
31.912g, water phase extract 227.560g, and include active component quercitin, Quercetin in n-butyl alcohol phase extract；
Ethyl acetate phase extract 27.05g in S2 is crossed MCI reversed-phase column by S3, respectively with volumetric concentration be 20%, 40%,
60%, 80%, 100% methanol-water solution gradient elution obtains component A (wash-out concentration 20%) 8.265g, B component respectively
(wash-out concentration 40%) 4.535g, component C (wash-out concentration 60%) 5.963g, D component (wash-out concentration 80%)
1.072g, component E (wash-out concentration 100%) 2.551g.
For the particular chemical for verifying above-mentioned each component, by ethyl acetate phase extract through efficient liquid phase chromatographic analysis,
According to chromatogram as a result, respectively buy gallic acid, quercitin, Quercetin, protocatechuic acid, rutin standard items, it is molten with methanol
Liquid dissolves and is settled to 5ml, the hybrid standard product solution that mass concentration is 0.5mg/mL is made into, respectively by isolated each group
Divide and 5mL is dissolved and be settled to methanol solution, preparing mass concentration is respectively 0.67mg/mL, 0.53mg/mL, 0.66mg/mL
Solution, each solution cross performance liquid chromatographic column.
Chromatographic condition: it uses chromatographic column C18 (4.6 × 150mm, 5um), volume flow 0.7ml/min, Detection wavelength
254nm, 35 DEG C of column temperature, sample volume 10uL.
Chromatogram flow phase condition: 0~6.5min:13% acetonitrile-(0.1% formic acid) water~18% acetonitrile-(0.1% formic acid)
Water；6.5~15min:18% acetonitrile-(0.1% formic acid) water~41.5% acetonitrile-(0.1% formic acid) water；15~25.5min:
41.5% acetonitrile-(0.1% formic acid) water~41.5% acetonitrile-(0.1% formic acid) water；25.5~32min:41.5% acetonitrile-
(0.1% formic acid) water~80% acetonitrile-(0.1% formic acid) water；32~40min:80% acetonitrile-(0.1% formic acid) water~100%
Acetonitrile-(0.1% formic acid) water.
Mass Spectrometry Conditions: electric spray ion source, using positive ion mode, scanning range 100-1000Da, positive ion mode
Voltage 4000V, atomization gas are nitrogen, and flow velocity 60L/h, desolventizing temperature is 400 DEG C.
As a result picture 1-4, comparative diagram 1-4 is it is found that compound component A may be that gallic acid, compound component C may be
Quercitin, compound component D may be Quercetin.
Mass Spectrometric Identification further is done to said components A, C, D, as a result such as Fig. 5-7, and with existing gallic acid, quercitrin
Glycosides, Quercetin obtain mass spectrogram and compare, it is known that component A is gallic acid, and relative molecular weight 170.12 is examined in mass spectra peak
171.12 [M+H] may be shown as by surveying in peak+、193.1[M+Na]+；Component C be quercitin, relative molecular weight 448.37,
449.1 [M+H] may be shown as in mass spectrum blob detection peak+、471.1[M+Na]+、487.1[M+K]+；Component D is Quercetin,
Its relative molecular weight is 302, and 303.1 [M+H] may be shown as in mass spectrum blob detection peak+、325.1[M+Na]+。
Embodiment 2
For the application for exploring the isolated each component of the present invention, carried out verification experimental verification, discovery gallate-based, quercitin,
Quercetin has inhibiting effect to Escherichia coli and staphylococcus aureus, and quercitin, Quercetin have suppression to alpha-glucosidase
Production is used.Fig. 8 is quercitin, Quercetin to the inhibition graph of relation of alpha-glucosidase.
It should be noted that the step method used in claims of the present invention is same as the previously described embodiments, in order to anti-
It only repeats, description of the invention preferred embodiment, once a person skilled in the art knows basic creative general
It reads, then additional changes and modifications can be made to these embodiments.So it includes preferred real that the following claims are intended to be interpreted as
It applies example and falls into all change and modification of the scope of the invention.
Obviously, various changes and modifications can be made to the invention without departing from essence of the invention by those skilled in the art
Mind and range.In this way, if these modifications and changes of the present invention belongs to the range of the claims in the present invention and its equivalent technologies
Within, then the present invention is also intended to include these modifications and variations.
Claims (4)
1. a kind of polygonum capitatum active component, which is characterized in that including gallic acid, quercitin, Quercetin in active component, and
The active component is extracted from polygonum capitatum.
2. the application of polygonum capitatum active component as described in claim 1, which is characterized in that gallic acid, Mongolian oak in active component
Skin glycosides, Quercetin are inhibiting the application in Escherichia coli and staphylococcus aureus；Quercitin, Quercetin are pressing down in active component
Application in alpha-glucosidase processed.
3. the extracting method of polygonum capitatum active component as described in claim 1, which comprises the following steps:
S1 is mixed the ethyl alcohol that polygonum capitatum volume fraction is 79% with solid-liquid ratio 1:25g/mL, the refluxing extraction at 80 DEG C
1.5h obtains first time extracting solution and filter residue, and filter residue is primary with the same terms refluxing extraction again, merges extracting solution twice, after suction filtration
It is concentrated under reduced pressure, obtains headdress flower ethanol extract；
Headdress flower ethanol extract in S1 is dissolved in water, is successively extracted with petroleum ether, chloroform, ethyl acetate, n-butanol by S2
It takes, each extraction phase is concentrated under reduced pressure, obtain ethyl acetate phase extract and n-butyl alcohol phase extract respectively, and n-butanol mutually extracts
It takes in object comprising active component quercitin, Quercetin；
Ethyl acetate phase extract in S2 is crossed MCI reversed-phase column by S3, with methanol-water solution gradient elution, obtains galla turcica respectively
Acid, quercitin and Quercetin.
4. the extracting method of polygonum capitatum active component as claimed in claim 3, which is characterized in that methanol-water solution in S3
Volumetric concentration is 20%-100%, and when volumetric concentration of methanol-water solution is 20% obtains gallic acid, methanol-water solution
Volumetric concentration obtains quercitin when being 60%, the volumetric concentration of methanol-water solution obtains Quercetin when being 80%.
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| CN112098563A (en) * | 2020-10-14 | 2020-12-18 | 中国中医科学院望京医院(中国中医科学院骨伤科研究所) | Detection method for chemical components of kidney-tonifying and blood-activating formula |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109771483A (en) * | 2019-03-18 | 2019-05-21 | 泉州师范学院 | A method of extracting high activity alpha-glucosidase restrainer from water polygonum flaccidum |
| CN109771483B (en) * | 2019-03-18 | 2021-11-02 | 泉州师范学院 | Method for extracting high-activity alpha-glucosidase inhibitor from polygonum hydropiper |
| CN112098563A (en) * | 2020-10-14 | 2020-12-18 | 中国中医科学院望京医院(中国中医科学院骨伤科研究所) | Detection method for chemical components of kidney-tonifying and blood-activating formula |
| CN112098563B (en) * | 2020-10-14 | 2022-07-15 | 中国中医科学院望京医院(中国中医科学院骨伤科研究所) | Detection method for chemical components of kidney-tonifying and blood-activating formula |
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| CN109265339B (en) | 2022-03-18 |
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