CN110018265A - A kind of " integration " active ingredient of Chinese herbs screening technique based on target compatibility - Google Patents
A kind of " integration " active ingredient of Chinese herbs screening technique based on target compatibility Download PDFInfo
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- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
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- G01N30/02—Column chromatography
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- G01N30/12—Preparation by evaporation
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- G01N30/02—Column chromatography
- G01N30/04—Preparation or injection of sample to be analysed
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- G01N2030/126—Preparation by evaporation evaporating sample
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Abstract
The invention discloses a kind of " integration " active ingredient of Chinese herbs screening technique based on target compatibility, this method mainly includes that (1) contacts natural products mixture alternate library sample with target molecule, (2) impurity not in conjunction with target molecule is retained, affine compound passes through with target molecule, (3) by the complex dissociation affine with target molecule, elute target molecule, it obtains binding constituents (group), binding constituents (group) is carried out qualitative analysis by (4).This method realizes the automation control that the overall process of active constituent is fast and efficiently filtered out from the complex systems such as Chinese medicine by way of online " integration ", can quickly screen active ingredient of Chinese herbs and carry out qualitative analysis.
Description
Technical field
The present invention relates to a kind of " integration " active ingredient of Chinese herbs screening technique based on target compatibility.
Background technique
How from the complex systems such as Chinese medicine active constituent is fast and efficiently filtered out, is the important of modern medicines research
One of field.That there are targets is unknown for traditional Chemical Decomposition, Structural Identification, screening active ingredients mode to activity guiding Chemical Decomposition
Really, cumbersome, heavy workload, period be long, active constituent many deficiencies such as easy to be lost during the separation process.
Modern pharmacology research shows that drug and the affine of large biological molecule (such as enzyme, receptor, DNA, RNA) are its hairs
Wave the first step of effect.
The present inventor has found after study, a kind of " integration " active ingredient of Chinese herbs screening technique based on target compatibility
The full automation for realizing affine screening process can be improved complex separations speed and minimize enzyme protein dosage, raising pair
The detectability of false positive or even weak binding ligand is realized to the same type small molecule compound with different target affinity
Library is quickly screened, and evaluates its structure-activity relationship, and has no that correlative study is reported, spy's application the invention patent.
Summary of the invention
The object of the present invention is to provide a kind of " integration " active ingredient of Chinese herbs screening technique based on target compatibility.
Method provided by the present invention includes the following steps: (1) by natural products mixture alternate library sample and target molecule
Contact, (2) retain the impurity not in conjunction with target molecule, and affine compound passes through with target molecule, and (3) will be affine with target molecule
Complex dissociation, elute target molecule, obtain binding constituents (group), (4) by binding constituents (group) carry out qualitative analysis.Online
" integration " method is by above-mentioned 4 step organic combinations at realizing the automation control of overall process.
The method of the invention preferably includes following steps: (1) by natural products mixture alternate library sample and target molecule
Contact, (2) using the vortex chromatographic column of inverter functionality by the impurity retention not in conjunction with target molecule, with affine compound of target molecule
Object passes through, and the complex dissociation affine with target molecule is used ion exchange/reverse phase mixed function vortex chromatography eluant by (3)
Target molecule obtains binding constituents (group), and binding constituents (group) is carried out qualitative analysis using liquid chromatogram matter combination system by (4).
It is also preferable to include following steps for the method for the invention: the optimization of (5) target molecule and further biological experiment.
It is a certain amount of primary former that the preparation of natural products mixture alternate library of the present invention includes the following steps: that (a) takes
Material, with ethanol solution refluxing extraction, combined extract is concentrated to give medicinal extract；Extract preparation for microbial metabolic products, then
It is to filter the culture solution containing appropriate microorganism, obtains solid microbe mycelium and culture solution filtrate, mycelium uses third again
Ketone solution ultrasonication, filtering, filtrate are concentrated to give medicinal extract, this medicinal extract and culture solution filtrate are all respectively as microbial metabolic products
Extract carry out next step processing；(b) medicinal extract obtained in a certain amount of step (a) is weighed, is suspended with distilled water, use is organic
Solvent extraction, Separation of Organic phase and water phase；Merge water phase, it is spare；Merge each organic solvent extracts, is evaporated off organic molten
Agent obtains dry cream shape organic solvent phase constituent, spare；For microorganism extracts culture solution filtrate portion then directly with organic
Solvent extraction merges each organic solvent extracts, organic solvent is evaporated off, and obtains dry cream shape organic solvent phase constituent, spare；
(c) aqueous portion extracted in step (b) is evaporated off to a small amount of organic solvent dissolved in water, with macroporous resin column chromatography point
From, with water be mobile phase elution, discard water-wash section；It is eluted with ethanol solution, solvent is evaporated off in ethanol solution elution fraction, is obtained
Dry cream shape sample is spare；(d) dry cream shape organic solvent obtained mutually part, dry cream obtained in step (c) in above-mentioned steps (b)
Shape sample is natural products mixture alternate sample, constitutes natural products mixture alternate sample provided by a primary raw materials
Product, the natural products mixture alternate sample that all primary raw materials provide constitute this natural products mixture alternate library.
Preferably, in step (a), when primary raw materials is prescriptions of traditional Chinese medicine, except ethanol solution refluxing extraction is used, medicinal extract is obtained
Outside, primary raw materials is also separately taken, is decocted with water, decoction liquor merges, and is concentrated to give medicinal extract；Two parts extracted with ethanol solution and water
Medicinal extract all carries out the processing of next step respectively as the extract medicinal extract of prescriptions of traditional Chinese medicine.
Preferably, step (a) are as follows: take a certain amount of primary raw materials, extracted with 70%-95% alcohol reflux, merge and extract
Liquid is concentrated to give medicinal extract；Preparation for the extract medicinal extract of prescriptions of traditional Chinese medicine, then according to medicinal material type and 1-6 specified in prescription
Times dosage forms primary raw materials, and medicinal extract one is made by above-mentioned same method with 70%-95% ethyl alcohol respectively；In addition, equally then
Primary raw materials is formed according to medicinal material type specified in prescription and 1-6 times of dosage, is decocted with distilled water, decoction liquor merges, concentration
Obtain medicinal extract two；Medicinal extract one and medicinal extract two all carry out the processing of next step respectively as the extract medicinal extract of prescriptions of traditional Chinese medicine；For micro-
Prepared by the extract of biological metabolic product, then be to filter the culture solution containing appropriate microorganism, obtain solid microbe mycelia
Body and culture solution filtrate, mycelium use 60%-90% acetone ultrasonication again, and filtering, filtrate is concentrated to give medicinal extract, this medicinal extract and training
Nutrient solution filtrate all carries out the processing of next step respectively as the extract of microbial metabolic products.
The primary raw materials of natural products mixture alternate library of the present invention is selected from any one of following: traditional medicine
Or potential medicinal plants and animals, the mixing medicinal material, seaweed or the sponge that are formed by medicinal material type as defined in prescriptions of traditional Chinese medicine and dosage etc.
Marine organisms, microorganism.Wherein the traditional medicine be " Chinese medicine pharmacopeia ", the kind included in " China's book on Chinese herbal medicine "；Wherein institute
The product that the potential medicinal plants and animals stated are " Chinese medicine pharmacopeia ", do not include in " China book on Chinese herbal medicine " and include in " Chinese Plants will "
Kind.
Binding constituents (group) in step (3) of the present invention are can present in natural products mixture alternate sample
The ligand molecular including inhibitor in conjunction with target molecule.
Specific embodiment
Illustrate: the affine ingredient that the present invention is combined using the screening of Oroxylum indicum flavonoids with xanthine oxidase (XOD), and survey
Determine the affinity costant and IC50 of binding constituents, confirmation result and classical pharmacological experiment coincide property to illustrate that technology of the invention is imitated
Fruit.It should be noted that embodiment is the description of the invention, it is not limiting the scope of the invention.
1 Oroxylum indicum flavonoids screening experiment of embodiment
The preparation of 1 Oroxylum indicum general flavone
1.1 preparation method
(a) a certain amount of Oroxylum indicum is taken, with 70%-95% ethanol solution refluxing extraction, combined extract is concentrated to give leaching
Cream；(b) medicinal extract obtained in a certain amount of step (a) is weighed, is suspended with distilled water, is extracted with organic solvent, Separation of Organic
Phase and water phase；Merge water phase, it is spare；Merge each organic solvent extracts, organic solvent is evaporated off, obtains dry cream shape organic solvent
Phase constituent, it is spare；(c) aqueous portion extracted in step (b) is evaporated off to a small amount of organic solvent dissolved in water, with macropore tree
Rouge column chromatography for separation is mobile phase elution with water, discards water-wash section；It is eluted with ethanol solution, by ethanol solution elution fraction
Solvent is evaporated off, the shape sample that gets dry extract is spare；(d) Oroxylum indicum mixture alternate library is obtained.
1.2 Oroxylum indicum flavones libraries
Through chromatographic isolation and Mass Spectrometric Identification from Oroxylum indicum mixture, 36 flavones ingredients are prepared in Oroxylum indicum
Library, as shown in table 1.
1 Oroxylum indicum flavones ingredient library of table
2 target compatibility screening experiments
2.1 screening technique
Xanthine oxidase (XOD) solution and Oroxylum indicum sample are sucked according to the injection procedure of " sample+target enzyme+sample "
In the reaction tube of liquid-phase inlet system and mix temperature incubation 15min；Incubating Solution is infused using the 10mM PBS buffer solution of pH 6.8
Enter liquid-phase separating system, using high flow capacity by hydrophilic-lipophilic balance (HLB) reversed-phase column retention not with target
The Oroxylum indicum flavones molecule that molecule combines, protein isolate matter/ligand complex；Thereafter solvent [0.2% trifluoroacetic acid (group is used
Knit) and 20% acetonitrile water] destroy protein/ligand complex, and come capture ligands and washed by cationic exchange/reversed-phase column
Deproteinized matter and salt；Finally binding partner is backwashed onto analytical column using mobile phase, is further separated and is detected.
Using high-resolution time of-flight mass spectrometer, it is equipped with electrospray ionisation source (ESI) and obtains spectrum.All researchs are equal
Using positive ion mode.Qualitative analysis is carried out to TOF-MS under the conditions of full scan using the ion chromatography of protonation product.
2.2 IC50 test combines the IC50 value of flavones ingredient using spectrophotometry external test.Test chemical combination
Object and reference substance are dissolved in the solvent containing 1%DMSO.All reactions carry out in 96 hole microplates, altogether three times.Pass through monitoring
The inhibiting effect of compound, test sample inhibit the concentration (IC50) of substrate hydrolysis 50%.
2.3 results obtain 5 flavones ingredients with XOD affinity.It is opposite combine than with IC50 value result such as
Shown in table 2.
Table 2 have the Oroxylum indicum flavones ingredient of XOD affinity it is opposite combine than and IC50Value
The result shows that using the method for the invention realizes the full automation of affine screening process, quick screening and targets
Affine active constituent is marked, and result and classical pharmacological experiment coincide, is a kind of fast and efficiently active ingredient of Chinese herbs screening
Method.
Claims (9)
1. a kind of " integration " active ingredient of Chinese herbs screening technique based on target compatibility, it is characterised in that including walking as follows
It is rapid: (1) natural products mixture alternate library sample with target molecule is contacted, (2) retain the impurity not in conjunction with target molecule, with
The compound that target molecule is affine passes through, and the complex dissociation affine with target molecule is eluted target molecule by (3), obtains binding constituents
Binding constituents (group) is carried out qualitative analysis by (group), (4).
2. according to the method described in claim 1, it is characterized by comprising following steps: (1) by natural products mixture alternate
Library sample is contacted with target molecule, and (2) are retained the impurity not in conjunction with target molecule using the vortex chromatographic column of inverter functionality, with target
The compound that molecule is affine passes through, and the complex dissociation affine with target molecule is used ion exchange/reverse phase mixed function by (3)
Vortex chromatography eluant target molecule, obtain binding constituents (group), (4) are using liquid chromatogram matter combination system by binding constituents (group)
Carry out qualitative analysis.
3. method according to claim 1 to 2, it is characterised in that include the following steps: the optimization of (5) target molecule and into one
The biological experiment of step.
4. method according to claim 1 to 2, it is characterised in that the preparation of the natural products mixture alternate library includes
Following steps: (a) taking a certain amount of primary raw materials, and with ethanol solution refluxing extraction, combined extract is concentrated to give medicinal extract；For
Prepared by the extract of microbial metabolic products, then be to filter the culture solution containing appropriate microorganism, obtain solid microbe bacterium
Filament and culture solution filtrate, mycelium use acetone soln ultrasonication again, and filtering, filtrate is concentrated to give medicinal extract, this medicinal extract and culture
Liquid filtrate all carries out the processing of next step respectively as the extract of microbial metabolic products；(b) it weighs in a certain amount of step (a)
Resulting medicinal extract, is suspended with distilled water, is extracted with organic solvent, Separation of Organic phase and water phase；Merge water phase, it is spare；It closes
And each organic solvent extracts, organic solvent is evaporated off, obtains dry cream shape organic solvent phase constituent, it is spare；Microorganism is mentioned
It takes the culture solution filtrate portion of object then directly to be extracted with organic solvent, merges each organic solvent extracts, organic solvent is evaporated off,
Dry cream shape organic solvent phase constituent is obtained, it is spare；(c) aqueous portion extracted in step (b) is evaporated off to lacking of dissolving in water
Organic solvent is measured, is separated with macroporous resin column chromatography, is mobile phase elution with water, discards water-wash section；It is eluted with ethanol solution,
Solvent is evaporated off in ethanol solution elution fraction, the shape sample that gets dry extract is spare；(d) dry cream shape obtained is organic in above-mentioned steps (b)
Solvent mutually part, dry cream shape sample obtained is natural products mixture alternate sample in step (c), constitute a primary raw materials
Provided natural products mixture alternate sample, the natural products mixture alternate sample that all primary raw materials provide form
This natural products mixture alternate library.
5. according to the method described in claim 4, it is characterized in that when primary raw materials is prescriptions of traditional Chinese medicine, removing and using in step (a)
Ethanol solution refluxing extraction, obtains outside medicinal extract, also separately takes primary raw materials, is decocted with water, and decoction liquor merges, and is concentrated to give medicinal extract；Use second
Two parts of medicinal extract that alcoholic solution and water extract all carry out the processing of next step respectively as the extract medicinal extract of prescriptions of traditional Chinese medicine.
6. according to the method described in claim 5, it is characterized in that step (a) are as follows: take a certain amount of primary raw materials, use 70%-
95% alcohol reflux extracts, and combined extract is concentrated to give medicinal extract；Preparation for the extract medicinal extract of prescriptions of traditional Chinese medicine, then according to
Medicinal material type specified in prescription and 1-6 times of dosage form primary raw materials, press above-mentioned same side with 70%-95% ethyl alcohol respectively
Legal system obtains medicinal extract one；In addition, equally then form primary raw materials according to medicinal material type specified in prescription and 1-6 times of dosage, with double
It steams water to decoct, decoction liquor merges, and is concentrated to give medicinal extract two；Medicinal extract one and medicinal extract two are all respectively as the extract medicinal extract of prescriptions of traditional Chinese medicine
Carry out the processing of next step；Extract preparation for microbial metabolic products is then the culture solution that will contain appropriate microorganism
Filtering, obtains solid microbe mycelium and culture solution filtrate, and mycelium uses 60%-90% acetone ultrasonication again, filters, filter
Liquid is concentrated to give medicinal extract, the place of this medicinal extract and culture solution filtrate all respectively as the extract progress next step of microbial metabolic products
Reason.
7. method described in any one of -6 claims according to claim 1, wherein the natural products mixture alternate library
Primary raw materials be selected from it is any one of following: traditional medicine or potential medicinal plants and animals, by medicinal material as defined in prescriptions of traditional Chinese medicine
The marine organisms, microorganism such as mixing medicinal material, seaweed or the sponge of type and dosage composition.
8. according to the method described in claim 7, wherein the traditional medicine is " Chinese medicine pharmacopeia ", includes in " China's book on Chinese herbal medicine "
Kind；Wherein the potential medicinal plants and animals be " Chinese medicine pharmacopeia ", do not included in " China's book on Chinese herbal medicine " and in " Chinese Plants
Will " in the kind included.
9. method according to claim 1 to 2, it is characterised in that the binding constituents (group) in step (3) are that natural products is mixed
Closing being capable of the ligand molecular including inhibitor in conjunction with target molecule present in the alternative sample of object.
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| CN110907576A (en) * | 2019-11-06 | 2020-03-24 | 河北医科大学 | Method for simultaneously determining content of 16 active ingredients in Guanxinjing capsule |
| CN112748209A (en) * | 2020-12-22 | 2021-05-04 | 浙江工业大学 | Anti-gout drug screening method based on modified fiber enrichment |
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| CN112748209A (en) * | 2020-12-22 | 2021-05-04 | 浙江工业大学 | Anti-gout drug screening method based on modified fiber enrichment |
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