CN107343897A - A kind of method that effective part group is separated from gardenia-rhubarb soup - Google Patents
A kind of method that effective part group is separated from gardenia-rhubarb soup Download PDFInfo
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- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/74—Rubiaceae (Madder family)
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- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
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- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/331—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using water, e.g. cold water, infusion, tea, steam distillation, decoction
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- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/51—Concentration or drying of the extract, e.g. Lyophilisation, freeze-drying or spray-drying
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
- A61K2236/50—Methods involving additional extraction steps
- A61K2236/55—Liquid-liquid separation; Phase separation
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Abstract
The present invention relates to pharmaceutical technology field, specifically a kind of method that total iridoid glycoside, total isoflavones, general flavone and general anthraquinone effective part group are isolated and purified from gardenia-rhubarb soup, including preparing gardenia-rhubarb rushing crude extract with aqueous solution soaking or backflow, use macroporous absorbent resin to be purified by flash respectively with a small amount of water and the different concentration ethanol aqueous solution again, high-purity total iridoid glycoside, general flavone, total isoflavone and general anthraquinone active component are obtained after being concentrated under reduced pressure.Preparation method of the present invention is simple to operate, and cost is cheap, and product purity is high, yield is high, free from environmental pollution, suitable for industrialized production.
Description
Technical field
The present invention relates to pharmaceutical technology field, is that one kind isolates and purifies total cyclenes ether from gardenia-rhubarb soup specifically
Terpene glycosides, total isoflavone, the method for general flavone and general anthraquinone effective part group.
Background technology
Gardenia-rhubarb soup (Zhi-Zi-Da-Huang decoction, ZZDHD) comes from《Synopsis Golden Chamber》, by cape jasmine, greatly
Huang, the dried immature fruit of citron orange, Fermented Soybean composition, are that one of main side of jaundice with damp-heat pathogen is treated in Zhong Jing prescriptions.Clinical report is for alcohol in recent years
The treatment of the diseases such as property hepatopathy, virus hepatitis has the effect of notable but for its technology for extracting effective component there is not yet document
Report.All concentrated at present for the Separation Research of four effective constituents in gardenia-rhubarb soup on simple, compound is only being carried
Take and possessed some special knowledge in method, the separation to active ingredient it is fresh studies have reported that.In order to be sufficiently separated and retain gardenia-rhubarb soup
In active ingredient preferably play drug effect, this patent using macroreticular resin adsorption capacity it is big, regeneration is simple, cost is cheap,
The advantages that effect is reliable, green be by investigating the purification condition of macroporous absorbent resin, preferably optimum process condition
The further research on gardenia-rhubarb soup effective substance basis and industrialized production provide experiment basis.
At present for the Separation Research of gardenia-rhubarb soup chemical composition, mainly all concentrate on single medicinal material, it is multiple for this
Side only possessed some special knowledge in extracting method, the separation to active ingredient it is fresh studies have reported that.Have and use liquid chromatogram-diode battle array
Row detector-mass spectrometric hyphenated technique, in the compound chemical composition carry out qualitative analysis, identified altogether 30 therein into
Point, it is belonging respectively to iridoid glycosides, flavonoids, osajin and Anthraquinones.Have using ultra performance liquid chromatography-level Four bar-
Flight time tandem mass spectrum is identified from the compound has obtained 82 compounds, wherein 31 kinds of compounds come from cape jasmine, 10 kinds
Compound comes from rheum officinale, and 33 kinds of compounds come from the dried immature fruit of citron orange, and 8 kinds of compounds come from Fermented Soybean, show iridoids, anthracene
Quinones, flavonoids, osajin etc. are the main components of gardenia-rhubarb soup.
In order to be sufficiently separated and retain the active ingredient in gardenia-rhubarb soup, drug action, this patent are preferably played
Gardenia-rhubarb soup effective part group is isolated and purified using macroreticular resin.
The content of the invention
It is an object of the invention to provide it is a kind of it is easy to operate, cost is cheap, yield and purity are high and free from environmental pollution
The method that total iridoid glycoside, general flavone, total isoflavone and general anthraquinone effective part group are isolated and purified from gardenia-rhubarb soup, bag
Include and prepare gardenia-rhubarb rushing crude extract with aqueous solution soaking or backflow, then do not use macroporous absorbent resin respectively with a small amount of water and not
It is purified by flash with the concentration ethanol aqueous solution, high-purity total iridoid glycoside, general flavone, total isoflavone and total anthracene is obtained after being concentrated under reduced pressure
Quinone active component.
The first aspect of the present invention, there is provided it is different that one kind isolates and purifies total iridoid glycoside, total soybean from gardenia-rhubarb soup
The method of flavones, general flavone and general anthraquinone effective part group, comprises the following steps：
A) the preparation of gardenia-rhubarb soup crude extract：Cape jasmine fruit, dried immature fruit of citron orange fruit, rheum officinale and Fermented Soybean coarse powder will be dried by place
Side's proportioning, with water immersion or refluxing extraction 1~3 time, filtering, medicinal extract shape is concentrated filtrate to, then be dried in vacuo to obtain cape jasmine
Rhei Decoction crude extract；
B) isolate and purify：After adding suitable quantity of water to be suspended gardenia-rhubarb soup crude extract made from step A, macroporous absorption tree is crossed
Fat, it is first not muddy with a small amount of water elution to eluent, discard, then eluted with 10%~30% low-concentration ethanol, then with 40%
Concentration ethanol elution in~60%, finally with 70%~80% high concentration ethanol elution, elution is collected respectively
Liquid, be concentrated under reduced pressure drying, obtains total iridoid glycoside powder, general flavone powder, general anthraquinone and isoflavones powder.
Wherein, step A yield is 20~30%.By powder obtained by step B by ultraviolet spectrophotometry (《Chinese Pharmacopoeia》
Four general rules 0401 of version in 2015) detected respectively at 238nm, 283nm, 260nm and 441nm at wavelength, measure total ring
Alkene ether terpene glycosides purity is not less than 60%, and yield is 30~40%, and general flavone purity is not less than 70%, and yield is 5~10%, total different
Flavones and general anthraquinone purity are not less than 25%, and yield is 0~1%.
Preferably, in described step A, cape jasmine, the dried immature fruit of citron orange, rheum officinale, the weight part ratio of Fermented Soybean are 3~4：4~5：1~2：
8~10.It is preferred that 3：4：1：8
Preferably, in described step A, when preparing gardenia-rhubarb soup crude extract, the concentration of alcohol that refluxing extraction is used is
1%~100%.
Preferably, in described step B, the volume of water is no more than 1 times amount of resin during a small amount of water elution.
Preferably, in described step B, low-concentration ethanol is 30% ethanol.
Preferably, in described step B, middle concentration ethanol is 60% ethanol.
Preferably, in described step B, high concentration ethanol is 70% ethanol.
Preferably, in described step B, macroporous absorbent resin is 1300 or D101 or AB-8 type macroporous absorbent resins.
The present invention isolates and purifies total iridoid glycoside general flavone, total isoflavone in gardenia-rhubarb soup using macroporous absorbent resin
And general anthraquinone, the improvement is that：1. first can both wash part aqueous impurity off with a small amount of water elution, strong pole can be reduced again
The active ingredient ingredients from lossing of property, so as to improve yield；2. according to iridoid glycoside constituents, flavones ingredient, osajin
The polarity feature of composition and general anthraquinone constituents elutes iridoid glycoside constituents with low-concentration ethanol first, can reduce flavones
Highly polar composition is eluted in class, osajin and general anthraquinone class etc., then concentration ethanol elutes flavones ingredient in, can be subtracted
Few highly polar composition such as osajin and general anthraquinone class is eluted, so as to improve purity.
The present invention isolates and purifies total iridoid glycoside in gardenia-rhubarb soup, general flavone, total using macroporous absorbent resin simultaneously
Isoflavones and general anthraquinone, the single wasting of resources extracted and brought effectively is avoided, efficiency is improved, is comprehensive study gardenia-rhubarb decoction of medicinal ingredients
To each active component drug effect provide easy-to-use method.Preparation technology of the present invention is simple, total iridoid glycoside, general flavone,
Total isoflavone and general anthraquinone can fully be separated and purity is also high, yield is high, free from environmental pollution, is adapted to industrialized production.
Brief description of the drawings
Fig. 1 is the process chart of the present invention.
Fig. 2 is the chromatogram of gardenia-rhubarb soup high performance liquid chromatography (HPLC) of the present invention.
Fig. 3 is the chromatogram of gardenia-rhubarb soup total iridoid glycosides effective part high performance liquid chromatography (HPLC) of the present invention.
Fig. 4 is the chromatogram of gardenia-rhubarb soup total flavone valid target high performance liquid chromatography (HPLC) of the present invention.
Fig. 5 is the chromatogram of gardenia-rhubarb soup total isoflavone of the present invention and general anthraquinone active component high performance liquid chromatography (HPLC)
Figure.
Embodiment
Embodiment provided by the invention is elaborated with reference to embodiment.
Embodiment 1
1. prepare Decoction of Capejasmine and Fermented Soybean crude extract：Take dry cape jasmine fruit medicinal material coarse powder 93.75g, Fructus Aurantii Immaturus coarse powder 125g, big
Yellow medicinal material coarse powder 31.25g, Fermented Soybean medicinal material coarse powder 250g, water refluxing extractions 2 times, first time 90min are measured with 10 times, for the second time
60min, filtering, merging filtrate, 60 DEG C are concentrated under reduced pressure into dilute medicinal extract, be dried in vacuo Decoction of Capejasmine and Fermented Soybean crude extract, yield are
27.57%.
2. purifying：Above-mentioned gardenia-rhubarb soup crude extract is taken, cumulative volume is 2000ml after adding water suspension.It is added to and is equipped with
On the D101 macroporous adsorption resin chromatography posts of the preprocessed mistakes of 2500ml, adsorbed 3 hours after loading.With 2500ml water elutions
(discarding).The ethanol elutions of 15000ml 30% are used again, after ethanol elution fraction is concentrated under reduced pressure, is dried in vacuo (60 DEG C), is obtained total ring
Alkene ether terpene glycosides powder 28.67g, yield 30.58%, then be concentrated under reduced pressure with 15000ml60% ethanol elutions, ethanol elution fraction
Afterwards, (60 DEG C) are dried in vacuo, obtain general flavone powder 10.49g, yield 8.4%, then with 15000ml70% ethanol elutions, ethanol
After elution fraction is concentrated under reduced pressure, it is dried in vacuo (60 DEG C), obtains total isoflavone and general anthraquinone powder 0.76g, yield 0.27%.Will
Gained powder by ultraviolet spectrophotometry (《Chinese Pharmacopoeia》The one annex VA of version in 2010) respectively in 238nm and 260nm wavelength
Place's detection, it is 63.5% to measure total iridoid glycoside purity, and it is 77.8% to measure general flavone purity, measures total isoflavone and total anthracene
Quinone purity is 27.5%.Carry out high-efficient liquid phase analysis respectively to extract and show that main component has hydroxyl in 20% ethanol eluate
The iridoid glycosides compounds such as different Gardenoside, cape jasmine thuja acid, Geniposide -1- β-D- gentiobioside with cape jasmine, Gardenoside；60% ethanol
Main component has a flavone compounds such as aurantiin, aurantiamarin in eluent, and main component has soybean in 70% ethanol eluate
Isoflavones and the anthraquinone analog compounds such as glycosides, glycitin, genistin, daidzein, Glycitein, genistein, rheum emodin.
HPLC analysis conditions：Chromatographic column is Inertsil ODS-2 chromatographic columns (4.6 × 250nm, 5 μm), and mobile phase is 0.1% acetic acid water
Solution (A) and methanol (B), gradient elution program are：0~80min, 20%~95%B；80~100min, 95%B；100~
101min, 20%B；101~110min, 20%B.Flow rate set 0.9ml/min, Detection wavelength 250nm, 25 DEG C of column temperature, enter
The μ l of sample amount 20.Gardenia-rhubarb soup chromatogram is shown in Fig. 2 on this condition, and wherein peak 1 is Gardenoside, and peak 2 is aurantiin, and peak 3 is dye
Expect lignin, peak 4 is rheum emodin；Total iridoid glycoside chromatogram is shown in Fig. 3, and wherein peak 1 is Gardenoside.General flavone chromatogram is shown in Fig. 4,
Wherein peak 1 is aurantiin.Total isoflavone and general anthraquinone chromatogram are shown in Fig. 5, and wherein peak 1 is genistein, and peak 2 is rheum emodin.
Embodiment 2：
1. prepare Decoction of Capejasmine and Fermented Soybean crude extract：Take dry cape jasmine fruit medicinal material coarse powder 93.75g, Fructus Aurantii Immaturus coarse powder 125g, big
Yellow medicinal material coarse powder 31.25g, Fermented Soybean medicinal material coarse powder 250g, measure water refluxing extraction 2 times with 10 times, 1 hour every time, filter, merge
Filtrate, 60 DEG C are concentrated under reduced pressure into dilute medicinal extract, are dried in vacuo to obtain Decoction of Capejasmine and Fermented Soybean crude extract, yield 22.02%.
2. purifying：Above-mentioned gardenia-rhubarb soup crude extract is taken, cumulative volume is 2000ml after adding water suspension.It is added to and is equipped with
On the AB-8 macroporous adsorption resin chromatography posts of the preprocessed mistakes of 2500ml, adsorbed 2 hours after loading.With 2500ml water elutions
(discarding).With the ethanol elutions of 15000ml 20%, after ethanol elution fraction is concentrated under reduced pressure, it is dried in vacuo (60 DEG C), obtains total cyclenes
Ether terpene glycosides powder 20.53g, yield 21.80%, then be concentrated under reduced pressure with 15000ml60% ethanol elutions, ethanol elution fraction
Afterwards, (60 DEG C) are dried in vacuo, obtain general flavone powder 8.76g, yield 7.10%, then with 15000ml70% ethanol elutions, ethanol
After elution fraction is concentrated under reduced pressure, it is dried in vacuo (60 DEG C), obtains total isoflavone and general anthraquinone powder 0.55g, yield 0.20%.
Detection method is the same as embodiment 1.
Embodiment 3：
1. prepare Decoction of Capejasmine and Fermented Soybean crude extract：Take dry cape jasmine fruit medicinal material coarse powder 93.75g, Fructus Aurantii Immaturus coarse powder 125g, big
Yellow medicinal material coarse powder 31.25g, Fermented Soybean medicinal material coarse powder 250g, measure water refluxing extraction 2 times with 8 times, 2 hours every time, filter, merge
Filtrate, 60 DEG C are concentrated under reduced pressure into dilute medicinal extract, are dried in vacuo to obtain Decoction of Capejasmine and Fermented Soybean crude extract, yield 23.67%.
2. purifying：Above-mentioned gardenia-rhubarb soup crude extract is taken, cumulative volume is 2000ml after adding water suspension.It is added to and is equipped with
On 1300 macroporous adsorption resin chromatography posts of the preprocessed mistakes of 2500ml, adsorbed 2 hours after loading.With 2500ml water elutions
(discarding).With the ethanol elutions of 15000ml 20%, after ethanol elution fraction is concentrated under reduced pressure, it is dried in vacuo (60 DEG C), obtains total cyclenes
Ether terpene glycosides powder 21.67g, yield 23.11%, then be concentrated under reduced pressure with 15000ml60% ethanol elutions, ethanol elution fraction
Afterwards, (60 DEG C) are dried in vacuo, obtain general flavone powder 9.10g, yield 7.28%, then with 15000ml70% ethanol elutions, ethanol
After elution fraction is concentrated under reduced pressure, it is dried in vacuo (60 DEG C), obtains total isoflavone and general anthraquinone powder 0.67g, yield 0.24%.
Detection method is the same as embodiment 1.
The preferred embodiment to the invention is illustrated above, but the invention be not limited to it is described
Embodiment, those skilled in the art can also make a variety of equivalent on the premise of without prejudice to the invention spirit
Modification or replacement, these equivalent modifications or replacement are all contained in the application claim limited range.
Claims (8)
- It is effective that 1. one kind isolates and purifies total iridoid glycoside, total isoflavones, general flavone and general anthraquinone from gardenia-rhubarb soup The method of part group, it is characterised in that comprise the following steps：A) the preparation of gardenia-rhubarb soup crude extract：Cape jasmine fruit, dried immature fruit of citron orange fruit, rheum officinale and Fermented Soybean coarse powder will be dried by prescription to match somebody with somebody Than with water immersion or refluxing extraction 1~3 time, filtering, concentrating filtrate to medicinal extract shape, then be dried in vacuo to obtain gardenia-rhubarb Soup crude extract；B) isolate and purify：After adding suitable quantity of water to be suspended gardenia-rhubarb soup crude extract made from step A, macroporous absorbent resin is crossed, first It is not muddy with a small amount of water elution to eluent, discard, then eluted with 10%~30% low-concentration ethanol, then with 40%~60% Middle concentration ethanol elution, finally with 70%~80% high concentration ethanol elution, eluent is collected respectively, depressurize It is concentrated and dried, obtains total iridoid glycoside powder, general flavone powder, general anthraquinone and isoflavones powder.
- 2. according to claim 1 isolate and purify total iridoid glycoside, total isoflavones, total Huang from gardenia-rhubarb soup The method of ketone and general anthraquinone effective part group, it is characterised in that in described step A, cape jasmine, the dried immature fruit of citron orange, rheum officinale, the weight of Fermented Soybean Amount part is compared for 3~4：4~5：1~2：8~10.
- 3. according to claim 1 isolate and purify total iridoid glycoside, total isoflavones, total Huang from gardenia-rhubarb soup The method of ketone and general anthraquinone effective part group, it is characterised in that in described step A, when preparing gardenia-rhubarb soup crude extract, return The concentration of alcohol that stream extraction is used is 1%~100%.
- 4. according to claim 1 isolate and purify total iridoid glycoside, total isoflavones, total Huang from gardenia-rhubarb soup The method of ketone and general anthraquinone effective part group, it is characterised in that in described step B, the volume of water is not during a small amount of water elution More than 1 times amount of resin.
- 5. according to claim 1 isolate and purify total iridoid glycoside, total isoflavones, total Huang from gardenia-rhubarb soup The method of ketone and general anthraquinone effective part group, it is characterised in that in described step B, low-concentration ethanol is 30% ethanol.
- 6. according to claim 1 isolate and purify total iridoid glycoside, total isoflavones, total Huang from gardenia-rhubarb soup The method of ketone and general anthraquinone effective part group, it is characterised in that in described step B, middle concentration ethanol is 60% ethanol.
- 7. according to claim 1 isolate and purify total iridoid glycoside, total isoflavones, total Huang from gardenia-rhubarb soup The method of ketone and general anthraquinone effective part group, it is characterised in that in described step B, high concentration ethanol is 70% ethanol.
- 8. according to claim 1 isolate and purify total iridoid glycoside, total isoflavones, total Huang from gardenia-rhubarb soup The method of ketone and general anthraquinone effective part group, it is characterised in that in described step B, macroporous absorbent resin is 1300 or D101 Or AB-8 type macroporous absorbent resins.
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