CN107586311B - The method that robinin -6-C- β-D-Glucose glycosides is extracted in creeping oxalis - Google Patents
The method that robinin -6-C- β-D-Glucose glycosides is extracted in creeping oxalis Download PDFInfo
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Abstract
The present invention provides a kind of methods that 6 C β D glucosides of robinin are extracted in creeping oxalis, creeping oxalis water raises creeping oxalis water extract, creeping oxalis water extract is dried and crushed into powder, after extraction, Rotary Evaporators are concentrated under reduced pressure, ethyl acetate extract layer medicinal extract is obtained, the separation of ethyl acetate layer medicinal extract obtains 6 C β D glucosides of robinin.With the method for the present invention from Herba Oxalidis Corniculatae extract when separating effective ingredient, obtained active ingredient purity is high, especially the purity of 6 C β D glucosides of robinin can use as creeping oxalis monomer reference substance up to 99% or more, be conducive to exploitation and the quality control to creeping oxalis medicinal material and its preparation.
Description
Technical field
The present invention relates to the extracting methods of active ingredient in creeping oxalis, and in particular to extraction high-purity thorn in a kind of creeping oxalis
The method of Chinese scholartree element -6-C- β-D-Glucose glycosides.
Background technology
Creeping oxalis (Oxalis corniculataL) is the oxalic dry herb of oxalidaceae plant.Perennial small grass
This, herb is sour, therefore also referred to as Sorrel, tart flavour grass, ringdove grass, clover etc..Originate in vacant lot, roadside and weeds on the ground,
Summer, two season of autumn harvesting, be distributed in Jiangxi and all parts of the country, and record in《Jiangxi Province's Chinese medicine standard》、《Shanghai City Chinese medicine mark
It is accurate》.Herb contains-6-C- β of robinin-D-Glucose glycosides, citric acid, malic acid, tartaric acid, oxalates etc..Its property is sour, cool,
Effect is clearing heat and detoxicating, detumescence dampness removing.It clinically can be used to treat neurasthenia, insomnia, pneumonia, tonsillitis, Acute Hepatic
A variety of diseases such as inflammation, children's upper respiratory tract infection, fracture are the primary raw materials of Gukang capsule.
Therefore, oxalic further investigation is had a very important significance and becomes a research hotspot both domestic and external.
Foreign countries tend to pharmacological research for oxalic research is most of.And China is domestic, it is just relatively more complete for oxalic research
Face, but do not go deep into.Include mainly its behavior study, production environment research, pharmacological research and work for oxalic research
Property screening study.There is presently no creeping oxalis monomer reference substance, main cause is：Existing method extracts separation to creeping oxalis
When, obtained active ingredient purity is low, cannot function as creeping oxalis monomer reference substance.It limits to creeping oxalis medicinal material and its preparation
Exploitation and quality control.
Invention content
The object of the present invention is to provide a kind of methods that robinin -6-C- β-D-Glucose glycosides is extracted in creeping oxalis, use
This method is from Herba Oxalidis Corniculatae extract when separating effective ingredient, and obtained active ingredient purity is high, especially robinin -6-C- β -
The purity of D-Glucose glycosides can use as creeping oxalis monomer reference substance, be conducive to creeping oxalis medicinal material and its system up to 99% or more
The exploitation and quality control of agent.
The present invention adopts the following technical scheme that realization：Extraction robinin -6-C- β-D-Glucose glycosides in a kind of creeping oxalis
Method includes the following steps：
Step（1）Creeping oxalis water raises creeping oxalis water extract；
Step（2）Creeping oxalis water extract is dried and crushed into powder, and after extraction, Rotary Evaporators are concentrated under reduced pressure, and obtain acetic acid
Ethyl ester extract layer medicinal extract；
Step（3）Ethyl acetate layer medicinal extract detaches, and obtains robinin -6-C- β-D-Glucose glycosides.
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, step（1）In, the jealous woman
The careless water extract of slurry is prepared：Creeping oxalis adds 4-8 times to measure water decoction 2-3 times, each 50-90min, collecting decoction, filtration, filtrate
It is concentrated into the medicinal extract that relative density at 60-65 DEG C is 1.31-1.35.
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, the creeping oxalis water extract
It is prepared：Creeping oxalis adds 6 times of amount water to decoct 3 times, each 60min, collecting decoction, filtration, and filtrate is concentrated into phase at 60-65 DEG C
To the medicinal extract that density is 1.31-1.35.
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, step（2）In, the extraction
It takes；Creeping oxalis water extract powder with 1-2 times measure it is water-dispersed after, be fitted into separatory funnel, be extracted with ethyl acetate 2-3 times.
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, the extraction；It is creeping oxalis
Water extract powder with 1.5 times amount it is water-dispersed after, be fitted into separatory funnel, be extracted with ethyl acetate 3 times.
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, step（3）In, described takes
Ethyl acetate layer medicinal extract detaches；It is that ethyl acetate layer medicinal extract is dissolved with chloroform, adds the 0.5-1.5 times of silica gel measured to mix thoroughly, volatilize molten
Agent；The another silica gel dry method for taking 28-32 times of medicinal extract amount to measure is fitted into Ordinary pressure chromatographic columns；Divided using normal pressure silica gel column chromatography
From medicinal extract being fitted into normal pressure silica gel column, and cover the silica gel of last layer 0.3-2cm thickness；With chloroform-methanol=9：1-0：1 system
Gradient elution, last methanol rush column, collect eluent, per fraction 500ml, solvent are recovered under reduced pressure, each gradient washes 3 cylinders
Product, obtains 30 flow points；Merge Fr（8-15）, Fr（8-15）Liquid volatilize after use convention amount methanol, acetone and petroleum ether
It recrystallizes repeatedly.
It is described described to take acetic acid in the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned
Methacrylate layer medicinal extract detaches；It is that ethyl acetate layer medicinal extract is dissolved with chloroform, adds the silica gel of 1 times of amount to mix thoroughly, volatilize solvent；Separately take medicinal extract
The silica gel dry method of 30 times of amounts of amount is fitted into Ordinary pressure chromatographic columns；It is detached, medicinal extract is packed into normal using normal pressure silica gel column chromatography
It presses in silicagel column, and covers the silica gel of last layer 0.5cm thickness；With chloroform-methanol=9：1-4：1 system is divided into 6 gradients and is washed
De-, last methanol rushes column, collects eluent, per fraction 500ml, solvent is recovered under reduced pressure, each gradient is washed 3 column volumes, obtained
18 flow points；Merge Fr（8-15）, Fr（8-15）Liquid volatilize after tied again repeatedly with the methanol of convention amount, acetone and petroleum ether
It is brilliant.
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, the gradient is：Chloroform-first
Alcohol=9:1、8:1、7:1、6:1、5:1 or 4:1.
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, when gradient elution, flow velocity is
12-18ml/min。
In the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis above-mentioned, when gradient elution, flow velocity is
15ml/min。
Applicant has carried out a large amount of experimental study to creeping oxalis, and part is as follows：
Experimental example 1：Technique is compared to investigate
1 investigates technique
1.1 present invention process：See Fig. 1, includes the following steps：
（1）Creeping oxalis adds 6 times of amount water to decoct 3 times, each 60min, collecting decoction, filtration, and filtrate is concentrated at 60-65 DEG C
Relative density is the medicinal extract of 1.31-1.35, obtains creeping oxalis water extract；
（2）Creeping oxalis water extract is dried and crushed into powder, the rear liquid separation for being packed into 5L water-dispersed that powder 500g is measured with 1.5 times
It in funnel, is extracted with ethyl acetate for several times, Rotary Evaporators are concentrated under reduced pressure, and obtain ethyl acetate extract layer medicinal extract, take acetic acid second
Ester layer medicinal extract is spare；Ethyl acetate layer is taken, is dissolved with methanol, the silica gel with 1 times of amount of example weight is added（100-200 mesh）It mixes thoroughly,
Solvent is volatilized, the silica gel of 30 times of amounts of sample size is separately taken（200 ~ 300 mesh）During dry method is fitted into compression leg.Using silica gel medium pressure column chromatography
Method is detached, and sample is fitted into silica gel medium pressure column, and covers last layer silica gel.With chloroform-methanol=9：1-4：1 system
System is divided into 6 gradients and is eluted, and last methanol rushes column, collects eluent, and per fraction 500ml, solvent, Mei Geti is recovered under reduced pressure
Degree washes 3 column volumes, obtains 18 flow points；Merge Fr（8-15）, Fr（8-15）Liquid volatilize after with the methanol of convention amount, acetone and
Petroleum ether is recrystallizing repeatedly so as to obtain compound CJ003.The gradient is：Chloroform-methanol=9:1、8:1、7:1、6:1、5:1 or 4:
1。
1.2 comparison techniques：Include the following steps：Creeping oxalis adds 6 times of amount water to decoct 3 times, each 60min, collecting decoction,
Filtration, filtrate are concentrated into the medicinal extract that relative density at 60-65 DEG C is 1.31-1.35, obtain creeping oxalis water extract；Creeping oxalis water extract
It is dried and crushed into powder, powder (crossing No. 4 sieves) 500g is accurately weighed, sets in the band plug conical flask of 150 m L, adds people
70%
Methanol 5 m L, cold soaking 1h are ultrasonically treated 30 m in, filtration, residue ultrasonic extraction 1 time again.Merge extracting solution,
The methanol of convention amount, acetone, petroleum ether is used to be recrystallizing repeatedly so as to obtain compound CJ004 after water bath method.
The Structural Identification of 2 compounds
2.1 compound CJ003 Structural Identifications
Yellow powder crystallizes (methanol), mp.250~252 DEG C, hydrochloric acid magnesium powder reacting positive.EI-MS:m/z=445.3
[M-H]+.Determine that molecular formula is C22H22O10。1HNMR（400MHz, DMSO）δppm：3.87 (3H, s, 4'-0CH3), 7.97（2H,
D, J=8.4Hz, H-2'6'）, 6.93（2H, d, J=8.4Hz, H-3', 5'）, 10.38 (1H, s, 7-OH), 13.50 (1H, s, 5-
OH)。13CNMR（400MHz, DMSO）δppm：57.1(4'-0CH3), 91.9 (8-C), 101.7 (3-C), 103.9 (10-C),
110.6 (6-C), 116.8 (3'-C), 116.8 (5'-C), 121.9 (1'-C), 129.4 (2'-C), 129.4 (6'-C), 155.4
(5-C), 160.4 (4'-C), 162.1 (2-C), 164.6 (7-C), 164.8 (9-C), 183.1 (4-C=O).6-C-β-D-GlC：
82.5 (C-1 "), 71.2 (C-2 "), 79.9 (C-3 "), 70.5 (C-4 "), 73.5 (C-5 "), 62.6 (C-6 ").Therefore identification CJ003
For robinin -6-C-β-DGlucoside.See Fig. 2 ~ Fig. 5.
2.2 compound CJ004 Structural Identifications
Yellow powder crystallizes (methanol), mp.250~252 DEG C, hydrochloric acid magnesium powder reacting positive.EI-MS:m/z=445.3
[M-H]+.Determine that molecular formula is C22H22O10。1HNMR（400MHz, DMSO）δppm：3.87 (3H, s, 4'-0CH3), 7.97（2H,
D, J=8.4Hz, H-2'6'）, 6.93（2H, d, J=8.4Hz, H-3', 5'）, 10.38 (1H, s, 7-OH), 13.50 (1H, s, 5-
OH)。13CNMR（400MHz, DMSO）δppm：57.1(4'-0CH3), 91.9 (8-C), 101.7 (3-C), 103.9 (10-C),
110.6 (6-C), 116.8 (3'-C), 116.8 (5'-C), 121.9 (1'-C), 129.4 (2'-C), 129.4 (6'-C), 155.4
(5-C), 160.4 (4'-C), 162.1 (2-C), 164.6 (7-C), 164.8 (9-C), 183.1 (4-C=O).6-C-β-D-GlC：
82.5 (C-1 "), 71.2 (C-2 "), 79.9 (C-3 "), 70.5 (C-4 "), 73.5 (C-5 "), 62.6 (C-6 ").Therefore identification CJ003
For robinin -6-C-β-DGlucoside.
3 purity testings
The purity testing of 3.1 CJ003
Thin layer condition：GF prefabricated sheets plates；Experimental method：It takes 5 mg of CJ003 samples to be dissolved in 10 ml methanol, prepares
At every 1ml methanol -6- containing robininC-β-DThe sample solution of 0.5 mg of glucoside, according to thin-layered chromatography（《Middle traditional Chinese medicines
Allusion quotation》The one annex VIB of version in 2010）Experiment puts on same silica G F lamellaes, is with two different solvent systems respectively
Solvent is unfolded, and takes out, dries, sulfuring up acid ethyl alcohol color developing agent, heating is inspected, in addition to sample yellow spotting, without other spots
Point.
Solvent 1：Chloroform-acetone-acetic acid=1: 3: 0.1;As a result see Fig. 6,
Solvent 2：Chloroform-methanol-acetic acid=4: 1: 0.1;As a result see Fig. 7.
Chromatographic condition：Chromatographic column：DiamonsilC18Column (4.6 mm × 250mm, 5μm)；Mobile phase：- 0.2% phosphoric acid of acetonitrile
Water 20：80；Flow velocity：1mL/min；Detection wavelength：340nm；Column temperature：Room temperature.Precision weighs robinin -6-C-β-DGlucoside
Sample 2.01mg is placed in 10mL volumetric flasks, and scale is dissolved and be settled to methanol, is made containing robinin -6-C-β-DGrape
The reference substance solution of glucosides 0.201mg/mL, precision draw 10 μ L of above-mentioned solution and inject liquid chromatograph, measure its purity.As a result
See Fig. 8.
As a result：Isolated robinin-the 6- from creeping oxalis water extractC-β-D-Glucoside 40mg, purity are
99.8%。
The purity testing of 3.2 CJ004
Thin layer condition：GF prefabricated sheets plates；Experimental method：It takes 5 mg of CJ004 samples to be dissolved in 10 ml methanol, prepares
At every 1ml methanol -6- containing robininC-β-DThe sample solution of 0.5 mg of glucoside, according to thin-layered chromatography（《Middle traditional Chinese medicines
Allusion quotation》The one annex VIB of version in 2010）Experiment puts on same silica G F lamellaes, is with two different solvent systems respectively
Solvent is unfolded, and takes out, dries, sulfuring up acid ethyl alcohol color developing agent, heating is inspected, in addition to sample yellow spotting, without other spots
Point.
Solvent 1：Chloroform-acetone-acetic acid=1: 3: 0.1;,
Solvent 2：Chloroform-methanol-acetic acid=4: 1: 0.1;.
Chromatographic condition：Chromatographic column：DiamonsilC18Column (4.6 mm × 250mm, 5μm)；Mobile phase：- 0.2% phosphoric acid of acetonitrile
Water 20：80；Flow velocity：1mL/min；Detection wavelength：340nm；Column temperature：Room temperature.Precision weighs robinin -6-C-β-DGlucoside
Sample 2.01mg is placed in 10mL volumetric flasks, and scale is dissolved and be settled to methanol, is made containing robinin -6-C-β-DGrape
The reference substance solution of glucosides 0.201mg/mL, precision draw 10 μ L of above-mentioned solution and inject liquid chromatograph, measure its purity.
As a result：Isolated robinin-the 6- from creeping oxalis water extractC-β-D-Glucoside 28mg, purity 70%.
Compared with prior art, with the method for the present invention from Herba Oxalidis Corniculatae extract when separating effective ingredient, what is obtained is effective
Material is high, and especially the purity of robinin -6-C- β-D-Glucose glycosides can be used as creeping oxalis monomer to compare up to 99% or more
Product use, and are conducive to exploitation and the quality control to creeping oxalis medicinal material and its preparation.
Description of the drawings
Fig. 1 is creeping oxalis extraction separation process figure；
Fig. 2 is1HNMR Spectrum of CJ003 (400MHz, DMSO) figure；
Fig. 3 is13CNMR Spectrum of CJ003 (400MHz, DMSO) figure；
Fig. 4 is The EI-MS spectrum of CJ003 figures；
Fig. 5 is robinin -6-C-β-DGlucose structural formula；
Fig. 6 is robinin -6-C-β-DGlucoside thin layer figure（Chloroform-acetone-acetic acid=1: 3: 0.1）；
Fig. 7 is robinin -6-C-β-DGlucoside thin layer figure（Chloroform-methanol-acetic acid=4: 1: 0.1）；
Fig. 8 is robinin -6-C-β-DGlucoside liquid phase figure.
Specific implementation mode
Embodiment 1.
A kind of method of extraction robinin -6-C- β-D-Glucose glycosides in creeping oxalis：Creeping oxalis adds 6 times of amount water to decoct 3 times,
Each 60min, collecting decoction, filtration, filtrate are concentrated into the medicinal extract that relative density at 60-65 DEG C is 1.31-1.35, extract dry
Be ground into powder, powder with 1.5 times of amounts it is water-dispersed after, be fitted into separatory funnel, be extracted with ethyl acetate for several times, obtain acetic acid second
Ester extract layer medicinal extract, ethyl acetate layer medicinal extract are dissolved with chloroform, are added the silica gel of 1 times of amount to mix thoroughly, are volatilized solvent；Separately take medicinal extract amount 30
The silica gel dry method of amount is fitted into Ordinary pressure chromatographic columns again；It is detached using normal pressure silica gel column chromatography, medicinal extract is packed into normal pressure silicon
In rubber column gel column, and cover the silica gel of last layer 0.5cm thickness；With chloroform-methanol=9：1-4：1 system is divided into 6 gradients and is eluted,
Last methanol rushes column, collects eluent, per fraction 500ml, solvent is recovered under reduced pressure, each gradient washes 3 column volumes, obtains 18
Flow point；Merge Fr（8-15）, Fr（8-15）Liquid is recrystallized after volatilizing with the methanol of convention amount, acetone and petroleum ether repeatedly, is obtained
Robinin -6-C- β-D-Glucose glycosides；The gradient is：Chloroform-methanol=9:1；8:1；7:1；6:1；5:1 or 4:1；Gradient is washed
When de-, flow velocity 15ml/min.The purity of obtained robinin -6-C- β-D-Glucose glycosides is 99.8%.
Embodiment 2.
A kind of method of extraction robinin -6-C- β-D-Glucose glycosides in creeping oxalis：Creeping oxalis adds 7 times of amount water to decoct 3 times,
Each 70min, collecting decoction, filtration, filtrate are concentrated into the medicinal extract that relative density at 60-65 DEG C is 1.31-1.35, extract dry
Be ground into powder, powder with 2 times of amounts it is water-dispersed after, be fitted into separatory funnel, be extracted with ethyl acetate for several times, obtain ethyl acetate
Extract layer medicinal extract, ethyl acetate layer medicinal extract are dissolved with chloroform, are added the silica gel of 1.5 times of amounts to mix thoroughly, are volatilized solvent；Separately take medicinal extract amount 32
The silica gel dry method of amount is fitted into Ordinary pressure chromatographic columns again；It is detached using normal pressure silica gel column chromatography, medicinal extract is packed into normal pressure silicon
In rubber column gel column, and cover last layer silica gel；With chloroform-methanol=9：1-4：1 system is divided into 6 gradients and is eluted, last methanol punching
Column collects eluent, per fraction 500ml, solvent is recovered under reduced pressure, each gradient washes 3 column volumes, obtains 18 flow points；Merge
Fr（8-15）, Fr（8-15）Liquid is recrystallized after volatilizing with the methanol of convention amount, acetone and petroleum ether repeatedly, obtains robinin -6-
C- β-D-Glucose glycosides；The gradient is：Chloroform-methanol=9:1；8:1；7:1；6:1；5:1 or 4:1；When gradient elution, flow velocity
For 18ml/min.The purity of obtained robinin -6-C- β-D-Glucose glycosides is 99.3%.
Embodiment 3.
A kind of method of extraction robinin -6-C- β-D-Glucose glycosides in creeping oxalis：Creeping oxalis adds 5 times of amount water to decoct 2 times,
Each 50min, collecting decoction, filtration, filtrate are concentrated into the medicinal extract that relative density at 60-65 DEG C is 1.31-1.35, extract dry
Be ground into powder, powder with 1 times of amount it is water-dispersed after, be fitted into separatory funnel, be extracted with ethyl acetate for several times, obtain ethyl acetate
Extract layer medicinal extract, ethyl acetate layer medicinal extract are dissolved with chloroform, are added the silica gel of 0.5 times of amount to mix thoroughly, are volatilized solvent；Separately take medicinal extract amount 28
The silica gel dry method of amount is fitted into Ordinary pressure chromatographic columns again；It is detached using normal pressure silica gel column chromatography, medicinal extract is packed into normal pressure silicon
In rubber column gel column, and cover the silica gel of last layer 2cm thickness；With chloroform-methanol=9：1-4：1 system is divided into 6 gradients and is eluted, most
Methanol rushes column afterwards, collects eluent, and per fraction 500ml, solvent is recovered under reduced pressure, and each gradient washes 3 column volumes, obtains 18 streams
Point；Merge Fr（8-15）, Fr（8-15）Liquid is recrystallized after volatilizing with the methanol of convention amount, acetone and petroleum ether repeatedly, is pierced
Chinese scholartree element -6-C- β-D-Glucose glycosides；The gradient is：Chloroform-methanol=9:1；8:1；7:1；6:1；5:1 or 4:1；Gradient elution
When, flow velocity 12ml/min.The purity of obtained robinin -6-C- β-D-Glucose glycosides is 99.5%.
Claims (4)
1. a kind of method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis, it is characterised in that：Include the following steps：
Step（1）Creeping oxalis water raises creeping oxalis water extract：Creeping oxalis adds 4-8 times to measure water decoction 2-3 times, each 50-90min,
Collecting decoction, filtration, filtrate are concentrated into the medicinal extract that relative density at 60-65 DEG C is 1.31-1.35；
Step（2）Creeping oxalis water extract is dried and crushed into powder, creeping oxalis water extract powder with 1-2 times measure it is water-dispersed after, be packed into
It in separatory funnel, is extracted with ethyl acetate 2-3 times, Rotary Evaporators are concentrated under reduced pressure, and obtain ethyl acetate extract layer medicinal extract；
Step（3）Ethyl acetate layer medicinal extract is dissolved with chloroform, is added the silica gel of 1 times of amount to mix thoroughly, is volatilized solvent；Separately take 30 times of medicinal extract amount
The silica gel dry method of amount is fitted into Ordinary pressure chromatographic columns；It is detached using normal pressure silica gel column chromatography, medicinal extract is packed into normal pressure silica gel
In column, and cover the silica gel of last layer 0.5cm thickness；With chloroform-methanol=9:1、8:1、7:1、6:1、5:1 or 4:1 system is divided into 6
A gradient is eluted, and when gradient elution, flow velocity 12-18ml/min, last methanol rushes column, collects eluent, per fraction
Solvent is recovered under reduced pressure in 500ml, and each gradient washes 3 column volumes, obtains 18 flow points；Merge Fr（8-15）, Fr（8-15）Liquid
Body is recrystallized after volatilizing with the methanol of convention amount, acetone and petroleum ether repeatedly, obtains robinin -6-C- β-D-Glucose glycosides.
2. the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis as described in claim 1, it is characterised in that：
The step（1）In creeping oxalis water extract be prepared：Creeping oxalis adds 6 times of amount water to decoct 3 times, each 60min, merges and decocts
Liquid, filtration, filtrate are concentrated into the medicinal extract that relative density at 60-65 DEG C is 1.31-1.35.
3. the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis as described in claim 1, it is characterised in that：
The step（2）In, creeping oxalis water extract powder with 1.5 times amount it is water-dispersed after, be fitted into separatory funnel, be extracted with ethyl acetate
3 times.
4. the method for extracting robinin -6-C- β-D-Glucose glycosides in creeping oxalis as described in claim 1, it is characterised in that：
The step（3）In, when gradient elution, flow velocity 15ml/min.
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