CN108690041A - The preparation method of Yi Zhong fraxinellones, dictamine and obakunone - Google Patents
The preparation method of Yi Zhong fraxinellones, dictamine and obakunone Download PDFInfo
- Publication number
- CN108690041A CN108690041A CN201810446083.5A CN201810446083A CN108690041A CN 108690041 A CN108690041 A CN 108690041A CN 201810446083 A CN201810446083 A CN 201810446083A CN 108690041 A CN108690041 A CN 108690041A
- Authority
- CN
- China
- Prior art keywords
- ethyl acetate
- solution
- medicinal extract
- preparation
- petroleum ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
- C07D307/88—Benzo [c] furans; Hydrogenated benzo [c] furans with one oxygen atom directly attached in position 1 or 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses the preparation methods of Yi Zhong fraxinellones, dictamine and obakunone, include the following steps:1) root bark of shaggy-fruited dittany or salicis,cortex medicinal material are provided, is extracted with the alcoholic solution of 50%-90%, is merged extracting solution A, concentrate B is concentrated under reduced pressure to obtain;2) concentrate B is extracted with ethyl acetate, and medicinal extract C is concentrated under reduced pressure to obtain;3) medicinal extract C is taken to carry out thin layer chromatography separation, with petroleum ether-ethyl acetate system gradient elution, in petroleum ether-ethyl acetate volume ratio from 50:1 to 30:During 1, solution D is collected, in petroleum ether-ethyl acetate volume ratio from 30:1 to 15:During 1, solution E is collected, in petroleum ether-ethyl acetate volume ratio from 15:1 to 2:During 1, solution F is collected;4) solution is concentrated into medicinal extract, recrystallization and dry Hou Huo get fraxinellones, dictamine and obakunone sterling respectively.The method yield is up to 90%, and purity is more than 99%, is suitble to industrialized production.
Description
Technical field
The present invention relates to crude drug fields, the specially preparation method of Yi Zhong fraxinellones, dictamine and obakunone.
Background technology
The traditional Chinese medicine root bark of shaggy-fruited dittany is the dry root skin of rutaceae shaggy-fruited dittany (Dictamnusdasycarpus Turcz),
With wind-dispelling, eliminating dampness, heat-clearing, removing toxic substances and other effects.It is anti-oxidant, antiviral, anti-thin that modern pharmacology research shows that the root bark of shaggy-fruited dittany has
The various actives such as bacterium, anti-inflammatory, antitumor.Recent studies indicate that isolated fraxinellones, dictamine, Huang from the root bark of shaggy-fruited dittany
Cypress ketone is the main pharmacodynamics composition of the root bark of shaggy-fruited dittany, has a variety of stronger bioactivity.But it in the prior art, is extracted from the root bark of shaggy-fruited dittany
The yield of fraxinellone, dictamine and obakunone is unable to meet production requirement, can not accomplish fully to extract to these three ingredients, can not
Meets the needs of productivity effect.
Invention content
The present invention provides the preparation method of Yi Zhong fraxinellones, dictamine and obakunone, and the preparation method can obtain simultaneously
Three kinds of fraxinellone, dictamine and obakunone products can more adequately extract the active ingredient in medicinal material, and high income, purity are high,
At low cost, process control is suitble to industrialized production.
To solve the above problems, the present invention provides the preparation method of Yi Zhong fraxinellones, dictamine and obakunone, feature exists
In including the following steps:
1) root bark of shaggy-fruited dittany or salicis,cortex medicinal material are provided, is extracted with the alcoholic solution of 50%-90%, merges extracting solution A, be concentrated under reduced pressure
Obtain concentrate B;
2) concentrate B is extracted with ethyl acetate, combined ethyl acetate layer, and medicinal extract C is concentrated under reduced pressure to obtain;
3) medicinal extract C is taken, upper silicagel column carries out thin layer chromatography separation, with petroleum ether-ethyl acetate system gradient elution, in stone
Oily ether-ethyl acetate volume ratio is from 50:1 to 30:During 1, solution D is collected, in petroleum ether-ethyl acetate volume ratio from 30:1 arrives
15:During 1, solution E is collected, in petroleum ether-ethyl acetate volume ratio from 15:1 to 2:During 1, solution F is collected;
4) solution D is concentrated into medicinal extract H, the dry Hou Huo get fraxinellone sterlings of medicinal extract H recrystallizations;Solution E is concentrated into medicinal extract I, leaching
Dictamine sterling is obtained after cream I recrystallizations are dry;Solution F is concentrated into medicinal extract J, and it is pure to obtain obakunone after medicinal extract J recrystallizations are dry
Product.
Preferably, the alcoholic solution that alcoholic solution is 70%-80% in the step 1).
Preferably, alcoholic solution is ethyl alcohol or methanol solution in the step 1).
Preferably, extracting method is refluxing extraction, seepage pressure effects, one kind in ultrasonic extraction or more in the step 1)
Kind.
Preferably, extracting method is refluxing extraction or seepage pressure effects in the step 1).
Preferably, volume weight (L/kg) ratio of the solvent and medicinal material of refluxing extraction is (2~5) in the step 1):1.
Preferably, the Extracting temperature of refluxing extraction is 50 DEG C -70 DEG C in the step 1), is extracted as 1-2h, extraction time
It is 4-6 times.
Preferably, the volume ratio of concentrate B and ethyl acetate is 1 in the step 2):1.
More preferably, recrystallization solvent is ethyl acetate or ethyl acetate-light petrol mixed solvent in the step 4)
One or both of.
Shaggy-fruited dittany Dictamnus dasycarpus Turcz are Rutaceae shaggy-fruited dittany category herbaceos perennial, first recorded in"God
Agriculture book on Chinese herbal medicine passes through", there is the effect of heat-clearing and damp-drying drug, wind-dispelling is detoxified, be chiefly used in treating damp and hot sore, yellow water leaching glass, eczema, rubella,
The illnesss such as pruitus, mange, yellow subcutaneous ulcer, acute, chronic hepatitis, and the root bark of shaggy-fruited dittany is its dry root skin.The platymiscium whole world has 5 kinds,
It is distributed mainly on Europe and Asia, wherein there are two types of China, respectively shaggy-fruited dittany and Dictamnus angustifolius Dictamnus
Angustifolius G.Don, the former is distributed in Heilungkiang, Jilin, Liaoning, the Inner Mongol, Hebei, Shaanxi, Gansu, Shandong, river
The ground such as Soviet Union, Jiangxi, Anhui, Hubei;The latter also known as Xinjiang shaggy-fruited dittany, are only distributed in Xinjiang, are not used for medicinal purpose temporarily.
White willow Salix alba L., Salicaceae sallow deciduous tree, tree is 20 meters high, and 70 centimetres of the diameter of a cross-section of a tree trunk 1.3 meters above the ground, tree crown is opened
Wealthy, growth is rapid, and light, cold-resistant, high temperature resistant, happiness water is wet, adaptable, and salicis,cortex is its dry bark.White willow distribution is wide, newly
There are cultivation in boundary, the provinces and regions such as Gansu, Qinghai, Tibet, are Plain fast-growing materials and the chief species turned the four sides green.White willow leaf, bud or
Root can be used as medicine, and have the effect of clearing heat and detoxicating, dispelling wind and eliminating dampness.It is usually used in acute tonsillitis, sphagitis, the gland cheek is scorching, bilious
Hepatitis, pelvic infecton, ephritis, boil, rheumatic arthritis, rheumatoid arthritis.
Isolated fraxinellones, dictamine, obakunone are its main pharmacodynamics composition from the root bark of shaggy-fruited dittany or salicis,cortex, are had more
The stronger bioactivity of kind.Fraxinellone has good protecting liver, lowering enzymes and inhibits liver as a kind of novel hepatosis treating medicine in it
Fibrosis isoreactivity, and there is antibacterial, desinsection isoreactivity;Dictamine has cardiac stimulant, relaxation blood vessel, anti-skin light damage, anti-blood
The effects that platelet is assembled, antimycotic and insect antifeedant;Obakunone has reduction blood glucose, anticancer isoreactivity.
In the present invention, medicinal raw material is obtained first, by heating and refluxing extraction, normal temperature percolation extraction and ultrasonic extraction
Mode, obtain extraction solution, extraction solution through extraction concentrate after obtain crude product, after by column chromatography chromatogram, by petroleum ether-second
Acetoacetic ester mixed solvent gradient elution is collected the eluent of different sections, and then is purified to preceding product by recrystallization,
After vacuum drying get Dao fraxinellone, dictamine, obakunone sterling, it is reachable using technical solutions according to the invention , fraxinellone yields
90.3%, yield 0.18%, purity 99.44%, dictamine yield is up to 82%, yield 0.05%, purity 99.91%, Cortex Phellodendri
Ketone yield is up to 78.2%, and yield 0.31%, purity 99.98%, yield, yield, purity are all higher, at low cost, easy to operate,
Process control is suitble to industrialized production.
Specific implementation mode
It is right With reference to embodiment in order to make those skilled in the art more fully understand the technical solution of invention
The present invention is described in further detail.
Fraxinellone is limonin substances, is off-white powder, is soluble in ethyl acetate, methanol is not soluble in water, dissolves in
Petroleum ether.Dictamine is alkaloids substance, is prismatic crystals, is dissolved in hot ethanol and chloroform, is slightly soluble in ether, be insoluble in water.
Obakunone is limonin triterpenoid, is off-white powder, not soluble in water, is soluble in chloroform, acetone, glacial acetic acid, indissoluble
In ether, it is slightly dissolved in ethyl alcohol.
The present invention provides the preparation method of Yi Zhong fraxinellones, dictamine and obakunone, includes the following steps:
1) root bark of shaggy-fruited dittany or salicis,cortex medicinal material are provided, extracted with the alcoholic solution of 50%-90%, preferably the alcohol of 70%-80%
Solution, more preferably ethyl alcohol or methanol solution merge extracting solution A, concentrate B are concentrated under reduced pressure to obtain.Extracting method is that reflux carries
It takes, is in seepage pressure effects, ultrasonic extraction one or more.Preferably refluxing extraction or seepage pressure effects.The solvent of refluxing extraction with
The volume weight (L/kg) of medicinal material is than being (2~5):1, the Extracting temperature of refluxing extraction is 50 DEG C -70 DEG C, is extracted as 1-2h, carries
It is 4-6 times to take number.
2) concentrate B is extracted with ethyl acetate, combined ethyl acetate layer, and medicinal extract C is concentrated under reduced pressure to obtain;Concentrate B and acetic acid
The volume ratio of ethyl ester is 1:1.
3) medicinal extract C is taken, upper silicagel column carries out thin layer chromatography separation, with petroleum ether-ethyl acetate system gradient elution, in stone
Oily ether-ethyl acetate volume ratio is from 50:1 to 30:During 1, solution D is collected, in petroleum ether-ethyl acetate volume ratio from 30:1 arrives
15:During 1, solution E is collected, in petroleum ether-ethyl acetate volume ratio from 15:1 to 2:During 1, solution F is collected.
4) solution D is concentrated into medicinal extract H, the dry Hou Huo get fraxinellone sterlings of medicinal extract H recrystallizations;Solution E is concentrated into medicinal extract I, leaching
Dictamine sterling is obtained after cream I recrystallizations are dry;Solution F is concentrated into medicinal extract J, and it is pure to obtain obakunone after medicinal extract J recrystallizations are dry
Product.Recrystallization solvent is one or both of ethyl acetate or ethyl acetate-light petrol mixed solvent.
Wherein, the TLC testing conditions of silica gel column chromatography are toluene-cyclohexane-ethyl acetate:3:3:3,5% sulfuric acid
105 degree of colour developings of vanillic aldehyde.
HPLC (high performance liquid chromatography) Quality Control testing conditions are AgilentC18 (250nm × 4.6nm, 5 μm), and mobile phase is
Methanol-water (60: 40);Flow velocity 0.8ml/min;25 DEG C of column temperature;Detection wavelength 236nm.
In the present invention, yield=(monomer mass in monomer quantities received/raw material) * 100%, yield=(product quantities received/
Material quantity) * 100%.
Using technical solutions according to the invention , fraxinellones yield up to 90.3%, yield 0.18%, purity 99.44%, in vain
Fresh alkali yield is up to 82%, yield 0.05%, purity 99.91%, and obakunone yield is up to 78.2%, yield 0.31%, purity
99.98%, yield, yield, purity are all higher, at low cost, easy to operate, process control, are suitble to industrialized production.
Above-mentioned elaborating for the present invention is the embodiment of the present invention below.
Embodiment one
1, it extracts
Root bark of shaggy-fruited dittany medicinal material or salicis,cortex medicinal material are taken, is crushed, it is organic molten with methanol, ethyl alcohol, ethyl acetate, dichloromethane etc.
Agent extracts, and extracting mode is refluxing extraction, and the liquid ratio that feeds intake is 3:1, Extracting temperature is 60 DEG C, every time extraction 1.5 hours,
Extraction 5 times, merges all extracting solution A, in 50-70 DEG C of reduced pressure, is concentrated into no alcohol, collects concentrate B, spare.
2, extraction pretreatment
The extraction concentrate B that previous step is collected, by volume 1:1 addition ethyl acetate is extracted, and is extracted 3-5 times, is received
Collection ethyl acetate layer simultaneously merges, and in 50-70 DEG C of reduced pressure, is concentrated into medicinal extract C, spare.
3, it isolates and purifies:
Isolation and purification method:Silica gel lives thin layer chromatography
Purified feed stock:The spare medicinal extract C of previous step is dissolved with proper amount of methanol, and silica gel (60-80 mesh) is then added and mixes sample, at
The particle of the dispersion of yellow, as column raw material excessively
Cross cylinder system:Petroleum ether-ethyl acetate gradient elution, a concentration of petroleum ether:Ethyl acetate is from 50:1-30:1-15:
1-2:1, the product solution of different elution sections is collected, petroleum ether is collected:Ethyl acetate=50:1-30:1 solution D , Wei fraxinellones production
Product section collects petroleum ether:Ethyl acetate=30:1-15:1 solution E is dictamine product section, collects petroleum ether:Ethyl acetate
=15:1-2:1 solution F, is obakunone product section, and elution process passes through TLC tracking and monitorings.
4, it crystallizes, is dry
Solution D, E, F are concentrated into medicinal extract respectively, obtain medicinal extract H, I, J, recrystallize primary, Huo get Ash respectively with ethyl acetate
Ketone, dictamine, obakunone.
Grouping is divided into 4 groups in step 1 by Extraction solvent difference, 1 group be methanol, 2 groups be 75% ethyl alcohol, 3 groups be acetic acid second
Ester, 4 groups are dichloromethane, detect Mei Zu fraxinellones, dictamine, the yield of obakunone, yield and purity by HPLC methods, as a result
Such as table 1.
Table 1, the grouping experiment result of embodiment one
The above results, which can be seen that solvent methanol and ethyl alcohol, can meet production requirement.
Embodiment two
1, it extracts
Take root bark of shaggy-fruited dittany medicinal material or salicis,cortex medicinal material, crush, with a concentration of 50% ethyl alcohol, 60% ethyl alcohol, 75% ethyl alcohol,
80% ethyl alcohol, 90% ethyl alcohol extract, and extracting mode is refluxing extraction, and the liquid ratio that feeds intake is 3:1,70 DEG C of Extracting temperature carries
Time 1h is taken, extracts 4 times times, merges all extracting solution A, in 50-70 DEG C of reduced pressure, no alcohol is concentrated into, collects concentrate
B, it is spare.
2, extraction pretreatment
The extraction concentrate B that previous step is collected, by volume 1:1 addition ethyl acetate is extracted, and is extracted 3-5 times, is received
Collection ethyl acetate layer simultaneously merges, and in 50-70 DEG C of reduced pressure, is concentrated into medicinal extract C, spare.
3, it isolates and purifies:
Isolation and purification method:Silica gel lives thin layer chromatography
Purified feed stock:The spare medicinal extract C of previous step is dissolved with proper amount of methanol, and silica gel (60-80 mesh) is then added and mixes sample, at
The particle of the dispersion of yellow, as column raw material excessively
Cross cylinder system:Petroleum ether-ethyl acetate gradient elution, a concentration of petroleum ether:Ethyl acetate is from 50:1-30:1-15:
1-2:1, the product solution of different elution sections is collected, petroleum ether is collected:Ethyl acetate=50:1-30:1 solution D , Wei fraxinellones production
Product section collects petroleum ether:Ethyl acetate=30:1-15:1 solution E is dictamine product section, collects petroleum ether:Ethyl acetate
=15:1-2:1 solution F, is obakunone product section, and elution process passes through TLC tracking and monitorings.
4, it crystallizes, is dry
Solution D, E, F are concentrated into medicinal extract respectively, obtain medicinal extract H, I, J, are distinguished with the mixed solvent of petroleum ether-ethyl acetate
Recrystallization is primary, Huo get fraxinellones, dictamine, obakunone.
Grouping is divided into 5 groups in step 1 by concentration of alcohol difference, 1 group be 50% ethyl alcohol, 2 groups be 60% ethyl alcohol, 3 groups be
75% ethyl alcohol, 4 groups be 80% ethyl alcohol, 5 groups be 90% ethyl alcohol, pass through the receipts that HPLC methods detect Mei Zu fraxinellones, dictamine, obakunone
Rate, yield and purity, as a result such as table 2.
Table 2, the grouping experiment result of embodiment two
The above results can be seen that 50%-90% ethyl alcohol, disclosure satisfy that production requirement, wherein 60%-80% ethyl alcohol is excellent
It is most preferably scheme to select scheme, 75% ethyl alcohol.
Embodiment three
1, it extracts
Root bark of shaggy-fruited dittany medicinal material or salicis,cortex medicinal material are taken, crushes, is extracted with a concentration of 75% ethyl alcohol, extracting mode includes
The liquid ratio that feeds intake of Soakage extraction, refluxing extraction, ultrasonic extraction and seepage pressure effects, wherein refluxing extraction is 3:1, heating temperature is
It 50 DEG C, extraction time 2h, extracts 4 times.Merge all extracting solution A, in 50-70 DEG C of reduced pressure, is concentrated into no alcohol, collects dense
Contracting liquid B, it is spare.
2, extraction pretreatment
The extraction concentrate B that previous step is collected, by volume 1:1 addition ethyl acetate is extracted, and is extracted 3-5 times, is received
Collection ethyl acetate layer simultaneously merges, and in 50-70 DEG C of reduced pressure, is concentrated into medicinal extract C, spare.
3, it isolates and purifies:
Isolation and purification method:Silica gel lives thin layer chromatography
Purified feed stock:The spare medicinal extract C of previous step is dissolved with proper amount of methanol, and silica gel (60-80 mesh) is then added and mixes sample, at
The particle of the dispersion of yellow, as column raw material excessively
Cross cylinder system:Petroleum ether-ethyl acetate gradient elution, a concentration of petroleum ether:Ethyl acetate is from 50:1-30:1-15:
1-2:1, the product solution of different elution sections is collected, petroleum ether is collected:Ethyl acetate=50:1-30:1 solution D , Wei fraxinellones production
Product section collects petroleum ether:Ethyl acetate=30:1-15:1 solution E is dictamine product section, collects petroleum ether:Ethyl acetate
=15:1-2:1 solution F, is obakunone product section, and elution process passes through TLC tracking and monitorings.
4, it crystallizes, is dry
Solution D, E, F are concentrated into medicinal extract respectively, obtain medicinal extract H, I, J, recrystallize primary, Huo get Ash respectively with ethyl acetate
Ketone, dictamine, obakunone.
Grouping is divided into 4 groups in step 1 by extracting mode difference, 1 group be Soakage extraction, 2 groups be ultrasonic extraction, 3 groups be back
Stream extraction, 4 groups be seepage pressure effects, Mei Zu fraxinellones, dictamine, the yield of obakunone, yield and purity are detected by HPLC methods,
As a result such as table 3.
Table 3, the grouping experiment result of embodiment three
It is above-mentioned the experimental results showed that, ultrasonic extraction, refluxing extraction, seepage pressure effects disclosure satisfy that production requirement, in conjunction with production
Cost consideration, preferably refluxing extraction and seepage pressure effects.
Example IV
1, it extracts
Root bark of shaggy-fruited dittany medicinal material or salicis,cortex medicinal material are taken, crushes, is extracted with a concentration of 75% ethyl alcohol, extracting mode includes back
Stream extraction, 60 DEG C of Extracting temperature extract 5 times, every time extraction 1.5 hours, and rate of charge is medicinal material:Organic solvent (L/kg)=(1~
6):1, after extraction thoroughly, merge all extracting solution A, in 50-70 DEG C of reduced pressure, be concentrated into no alcohol, collects concentrate B, it is standby
With.
2, extraction pretreatment
The extraction concentrate B that previous step is collected, by volume 1:1 addition ethyl acetate is extracted, and is extracted 3-5 times, is received
Collection ethyl acetate layer simultaneously merges, and in 50-70 DEG C of reduced pressure, is concentrated into medicinal extract C, spare.
3, it isolates and purifies:
Isolation and purification method:Silica gel lives thin layer chromatography
Purified feed stock:The spare medicinal extract C of previous step is dissolved with proper amount of methanol, and silica gel (60-80 mesh) is then added and mixes sample, at
The particle of the dispersion of yellow, as column raw material excessively
Cross cylinder system:Petroleum ether-ethyl acetate gradient elution, a concentration of petroleum ether:Ethyl acetate is from 50:1-30:1-15:
1-2:1, the product solution of different elution sections is collected, petroleum ether is collected:Ethyl acetate=50:1-30:1 solution D , Wei fraxinellones production
Product section collects petroleum ether:Ethyl acetate=30:1-15:1 solution E is dictamine product section, collects petroleum ether:Ethyl acetate
=15:1-2:1 solution F, is obakunone product section, and elution process passes through TLC tracking and monitorings.
4, it crystallizes, is dry
Solution D, E, F are concentrated into medicinal extract respectively, obtain medicinal extract H, I, J, are distinguished with the mixed solvent of petroleum ether-ethyl acetate
Recrystallization is primary, Huo get fraxinellones, dictamine, obakunone.
It is grouped, is divided into 6 groups by the liquid ratio that feeds intake (L/kg) difference in step 1,1 group of liquid ratio is 1:1,2 group of liquid ratio is
2:1,3 group of liquid ratio is 3:Isosorbide-5-Nitrae group liquid ratio is 4:1,5 group is 5:1,6 group is 6:1, by HPLC methods detection Mei Zu fraxinellones, in vain
Fresh alkali, the yield of obakunone, yield and purity, as a result such as table 4.
Table 4, the grouping experiment result of example IV
It is above-mentioned the experimental results showed that, when the liquid ratio to feed intake be (2~5):When 1, meet production requirement.
It the above is only the preferred embodiment of the present invention, it is noted that above-mentioned preferred embodiment is not construed as pair
The limitation of the present invention, protection scope of the present invention should be subject to claim limited range.For the art
For those of ordinary skill, without departing from the spirit and scope of the present invention, several improvements and modifications can also be made, these change
Protection scope of the present invention is also should be regarded as into retouching.
Claims (9)
1. the preparation method of Yi Zhong fraxinellones, dictamine and obakunone, which is characterized in that include the following steps:
1) root bark of shaggy-fruited dittany or salicis,cortex medicinal material are provided, is extracted with the alcoholic solution of 50%-90%, is merged extracting solution A, be concentrated under reduced pressure dense
Contracting liquid B;
2) concentrate B is extracted with ethyl acetate, combined ethyl acetate layer, and medicinal extract C is concentrated under reduced pressure to obtain;
3) medicinal extract C is taken, upper silicagel column carries out thin layer chromatography separation, with petroleum ether-ethyl acetate system gradient elution, in oil
Ether-ethyl acetate volume ratio is from 50:1 to 30:During 1, solution D is collected, in petroleum ether-ethyl acetate volume ratio from 30:1 arrives
15:During 1, solution E is collected, in petroleum ether-ethyl acetate volume ratio from 15:1 to 2:During 1, solution F is collected;
4) solution D is concentrated into medicinal extract H, the dry Hou Huo get fraxinellone sterlings of medicinal extract H recrystallizations;Solution E is concentrated into medicinal extract I, medicinal extract I weights
Dictamine sterling is obtained after crystallizing and drying;Solution F is concentrated into medicinal extract J, and obakunone sterling is obtained after medicinal extract J recrystallizations are dry.
2. preparation method according to claim 1, which is characterized in that alcoholic solution is 70%-80%'s in the step 1)
Alcoholic solution.
3. preparation method according to claim 2, which is characterized in that alcoholic solution is that ethyl alcohol or methanol are molten in the step 1)
Liquid.
4. preparation method according to claim 3, which is characterized in that in the step 1) extracting method be refluxing extraction,
It is one or more in seepage pressure effects, ultrasonic extraction.
5. preparation method according to claim 4, which is characterized in that in the step 1) extracting method be refluxing extraction or
Seepage pressure effects.
6. preparation method according to claim 5, which is characterized in that the solvent and medicinal material of refluxing extraction in the step 1)
Volume weight (L/kg) than be (2~5):1.
7. preparation method according to claim 6, which is characterized in that the Extracting temperature of refluxing extraction is in the step 1)
50 DEG C -70 DEG C, it is extracted as 1-2h, extraction time is 4-6 times.
8. preparation method according to claim 1, which is characterized in that concentrate B and ethyl acetate in the step 2)
Volume ratio is 1:1.
9. preparation method according to claim 1, which is characterized in that recrystallization solvent is ethyl acetate in the step 4)
Or one or both of ethyl acetate-light petrol mixed solvent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810446083.5A CN108690041A (en) | 2018-05-11 | 2018-05-11 | The preparation method of Yi Zhong fraxinellones, dictamine and obakunone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810446083.5A CN108690041A (en) | 2018-05-11 | 2018-05-11 | The preparation method of Yi Zhong fraxinellones, dictamine and obakunone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108690041A true CN108690041A (en) | 2018-10-23 |
Family
ID=63847398
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810446083.5A Pending CN108690041A (en) | 2018-05-11 | 2018-05-11 | The preparation method of Yi Zhong fraxinellones, dictamine and obakunone |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108690041A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109824638A (en) * | 2019-04-01 | 2019-05-31 | 山东笑康生物科技有限公司 | A method of the Ti Qu Ash skin ketone from cortex dictamni |
| CN111671747A (en) * | 2020-05-15 | 2020-09-18 | 广东华夏友美生物科技有限公司 | Antibacterial composition and application thereof in preparation of staphylococcus epidermidis quorum sensing inhibitor |
| CN114133401A (en) * | 2021-12-30 | 2022-03-04 | 吉林化工学院 | Preparation method of dictamnine monomer |
| CN114259519A (en) * | 2021-12-24 | 2022-04-01 | 吉林化工学院 | Processing technology for optimizing cortex dictamni decoction pieces by combining hierarchical analysis with response surface method |
| CN114133401B (en) * | 2021-12-30 | 2024-05-31 | 吉林化工学院 | Preparation method of dictamnine monomer |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010116371A (en) * | 2008-11-14 | 2010-05-27 | Hamari Chemicals Ltd | Composition for prevention or amelioration of metabolic syndrome |
| CN101805344A (en) * | 2010-04-27 | 2010-08-18 | 南京泽朗医药科技有限公司 | Purification method of monomeric compound in root bark of shaggy-fruited dittany |
| CN101955473A (en) * | 2010-10-19 | 2011-01-26 | 南京泽朗医药科技有限公司 | Method for extracting fraxinellone from cortex dictamni radicis |
| CN105412828A (en) * | 2015-12-14 | 2016-03-23 | 陈秀霞 | Traditional Chinese medicine ointment for nursing tendinitis and preparation method of traditional Chinese medicine ointment |
| CN106421075A (en) * | 2016-12-05 | 2017-02-22 | 山东省科学院生物研究所 | Preparation method and application of anti-oxidation active component of bamboo willows |
| CN106421076A (en) * | 2016-12-05 | 2017-02-22 | 山东省科学院生物研究所 | Preparation method and application of bamboo-willow bark anti-inflammatory activity extract |
-
2018
- 2018-05-11 CN CN201810446083.5A patent/CN108690041A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010116371A (en) * | 2008-11-14 | 2010-05-27 | Hamari Chemicals Ltd | Composition for prevention or amelioration of metabolic syndrome |
| CN101805344A (en) * | 2010-04-27 | 2010-08-18 | 南京泽朗医药科技有限公司 | Purification method of monomeric compound in root bark of shaggy-fruited dittany |
| CN101955473A (en) * | 2010-10-19 | 2011-01-26 | 南京泽朗医药科技有限公司 | Method for extracting fraxinellone from cortex dictamni radicis |
| CN105412828A (en) * | 2015-12-14 | 2016-03-23 | 陈秀霞 | Traditional Chinese medicine ointment for nursing tendinitis and preparation method of traditional Chinese medicine ointment |
| CN106421075A (en) * | 2016-12-05 | 2017-02-22 | 山东省科学院生物研究所 | Preparation method and application of anti-oxidation active component of bamboo willows |
| CN106421076A (en) * | 2016-12-05 | 2017-02-22 | 山东省科学院生物研究所 | Preparation method and application of bamboo-willow bark anti-inflammatory activity extract |
Non-Patent Citations (4)
| Title |
|---|
| 从欢等，: "白鲜皮主要成分分离", 《齐齐哈尔 医学院学报》 * |
| 冯静等: "白鲜皮乙酸乙酯部位化学成分及其体外抗幽门螺旋杆菌活性研究", 《山地农业生物学报》 * |
| 李翔等: "从白鲜皮中同时制备梣酮、白鲜碱、黄柏酮单体的方法", 《四川大学学报（工程科学学报）》 * |
| 王锋等: "中药白鲜皮的化学成分研究", 《安徽农业科学》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109824638A (en) * | 2019-04-01 | 2019-05-31 | 山东笑康生物科技有限公司 | A method of the Ti Qu Ash skin ketone from cortex dictamni |
| CN111671747A (en) * | 2020-05-15 | 2020-09-18 | 广东华夏友美生物科技有限公司 | Antibacterial composition and application thereof in preparation of staphylococcus epidermidis quorum sensing inhibitor |
| CN114259519A (en) * | 2021-12-24 | 2022-04-01 | 吉林化工学院 | Processing technology for optimizing cortex dictamni decoction pieces by combining hierarchical analysis with response surface method |
| CN114133401A (en) * | 2021-12-30 | 2022-03-04 | 吉林化工学院 | Preparation method of dictamnine monomer |
| CN114133401B (en) * | 2021-12-30 | 2024-05-31 | 吉林化工学院 | Preparation method of dictamnine monomer |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101899070B (en) | Preparation method for fast separating flavonoid glycosides from oil-tea-cakes with medium pressure column | |
| CN102058678B (en) | Medicine or health-care food composition for treating fatty liver | |
| CN102643322B (en) | Method for simultaneously preparing pedunculoside and syringin | |
| CN108690041A (en) | The preparation method of Yi Zhong fraxinellones, dictamine and obakunone | |
| CN105348192B (en) | Isoquinoline alkaloids bases compound of antiviral activity and preparation method thereof in a kind of wing pod Cassia tora | |
| CN102746362A (en) | Method for extracting refined astragaloside from astragaliradix | |
| CN105503807B (en) | A kind of catechin derivative of the trans caffeic acid ester of entitled epicatechin and its preparation method and application | |
| CN103263462A (en) | Desmodium caudatum extractive and extraction method and new application thereof | |
| CN104497090A (en) | Caulerpenone, and preparation method and application thereof | |
| CN109912551A (en) | Sesquiterpene eudesmanolide class compound and its pharmaceutical composition and preparation method and application | |
| CN104926772B (en) | Novel flavonoid compound as well as preparation method and uses thereof | |
| CN101830892B (en) | Method for separating glycoside chemical components from tibetan capillaris | |
| CN105884588B (en) | One kind drop sesquiterpenoids and preparation method and application | |
| CN104292202A (en) | Flavonoid compound as well as preparation method and application of flavonoid compound | |
| CN106831909A (en) | The extracting method of double benzene pyrrones compounds in wind-weed fibrous root | |
| CN101531721B (en) | Industrial preparation method for triterpenoid saponin monomer | |
| CN102311466A (en) | Method for extracting phenylethanoid glycoside active components from semenplantaginis | |
| CN104761525A (en) | Flavonoid compound, and preparation method and application thereof | |
| CN113200911B (en) | Quinoline alkaloid compound and preparation method and application thereof | |
| CN104906083A (en) | New use of iridoid compound | |
| CN101817828B (en) | Preparation of bergenin in aruneus dioicus | |
| CN106380503B (en) | A kind of trihydroxy single ketones class cucurbit alkane type triterpenoid and its preparation method and purposes | |
| CN104478981B (en) | The extracting method of (22 is trans)-3 beta-hydroxies-cholesteric-5,22-diene-24-ketone in Caulerpa racemosa (Forssk) Web V. Bos | |
| CN104817447B (en) | A kind of preparation method of selaginellin M | |
| CN113214151B (en) | Anti-rotavirus active compound in Thalictrum cyrtonema and preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20201203 Address after: 611130 Building 29, No. 1919 Shuangyan Road, Chengdu cross strait science and Technology Industry Development Park, Wenjiang District, Chengdu City, Sichuan Province Applicant after: Chengdu rifenstedan Biotechnology Co.,Ltd. Address before: 610041 Tianfu life science and Technology Park 88, 12 South Garden Road, Chengdu hi tech Zone, Sichuan, 713 Applicant before: CHENGDU HERBPURIFY Co.,Ltd. |
|
| TA01 | Transfer of patent application right |