CN104557966B - Method for extracting active ingredients from cambogia - Google Patents
Method for extracting active ingredients from cambogia Download PDFInfo
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- CN104557966B CN104557966B CN201510074533.9A CN201510074533A CN104557966B CN 104557966 B CN104557966 B CN 104557966B CN 201510074533 A CN201510074533 A CN 201510074533A CN 104557966 B CN104557966 B CN 104557966B
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- Prior art keywords
- acid
- neogambogic
- gamlogic
- extracted
- resina garciniae
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- 238000000034 method Methods 0.000 title claims abstract description 19
- 239000004480 active ingredient Substances 0.000 title abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 38
- BLDWFKHVHHINGR-FYJGNVAPSA-N neo-gambogic acid Chemical compound C1C2C(C)(C)OC3(C\C=C(/C)C(O)=O)C(=O)C1C=C1C(=O)C(C(O)=C4C(O)CC(OC4=C4CC=C(C)C)(C)CCC=C(C)C)=C4OC123 BLDWFKHVHHINGR-FYJGNVAPSA-N 0.000 claims abstract description 29
- 238000004587 chromatography analysis Methods 0.000 claims abstract description 14
- 239000000047 product Substances 0.000 claims abstract description 13
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 238000001035 drying Methods 0.000 claims abstract description 6
- 239000000706 filtrate Substances 0.000 claims abstract description 6
- 238000000605 extraction Methods 0.000 claims abstract description 5
- 238000010992 reflux Methods 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims description 39
- 239000011347 resin Substances 0.000 claims description 19
- 229920005989 resin Polymers 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000003463 adsorbent Substances 0.000 claims description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 5
- 238000010521 absorption reaction Methods 0.000 claims description 5
- 238000003795 desorption Methods 0.000 claims description 5
- 239000008213 purified water Substances 0.000 claims description 5
- 238000001179 sorption measurement Methods 0.000 claims description 5
- 238000011049 filling Methods 0.000 claims description 3
- 238000002137 ultrasound extraction Methods 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 239000003814 drug Substances 0.000 abstract description 10
- GEZHEQNLKAOMCA-RRZNCOCZSA-N (-)-gambogic acid Chemical compound C([C@@H]1[C@]2([C@@](C3=O)(C\C=C(\C)C(O)=O)OC1(C)C)O1)[C@H]3C=C2C(=O)C2=C1C(CC=C(C)C)=C1O[C@@](CCC=C(C)C)(C)C=CC1=C2O GEZHEQNLKAOMCA-RRZNCOCZSA-N 0.000 abstract description 7
- GEZHEQNLKAOMCA-UHFFFAOYSA-N epiisogambogic acid Natural products O1C2(C(C3=O)(CC=C(C)C(O)=O)OC4(C)C)C4CC3C=C2C(=O)C2=C1C(CC=C(C)C)=C1OC(CCC=C(C)C)(C)C=CC1=C2O GEZHEQNLKAOMCA-UHFFFAOYSA-N 0.000 abstract description 7
- GEZHEQNLKAOMCA-GXSDCXQCSA-N gambogic acid Natural products C([C@@H]1[C@]2([C@@](C3=O)(C\C=C(/C)C(O)=O)OC1(C)C)O1)[C@H]3C=C2C(=O)C2=C1C(CC=C(C)C)=C1O[C@@](CCC=C(C)C)(C)C=CC1=C2O GEZHEQNLKAOMCA-GXSDCXQCSA-N 0.000 abstract description 7
- QALPNMQDVCOSMJ-UHFFFAOYSA-N isogambogic acid Natural products CC(=CCc1c2OC(C)(CC=C(C)C)C=Cc2c(O)c3C(=O)C4=CC5CC6C(C)(C)OC(CC=C(C)/C(=O)O)(C5=O)C46Oc13)C QALPNMQDVCOSMJ-UHFFFAOYSA-N 0.000 abstract description 7
- 238000000926 separation method Methods 0.000 abstract description 5
- 239000002994 raw material Substances 0.000 abstract description 4
- 238000001914 filtration Methods 0.000 abstract 1
- 238000000227 grinding Methods 0.000 abstract 1
- 241000598860 Garcinia hanburyi Species 0.000 description 8
- 229940117709 gamboge Drugs 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 102000011759 adducin Human genes 0.000 description 3
- 108010076723 adducin Proteins 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 201000004624 Dermatitis Diseases 0.000 description 2
- 208000025865 Ulcer Diseases 0.000 description 2
- XTVYWYLMVSZOSU-LPYMAVHISA-N allogambogic acid Chemical compound O1C2(C(C3=O)(C\C=C(/C)C(O)=O)OC4(C)C)C4CC3C=C2C(=O)C2=C1C(CC=C(C)C)=C(O)C1=C2OC(CCC=C(C)C)(C)C=C1 XTVYWYLMVSZOSU-LPYMAVHISA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 210000004881 tumor cell Anatomy 0.000 description 2
- 231100000397 ulcer Toxicity 0.000 description 2
- 241000345998 Calamus manan Species 0.000 description 1
- 241000593508 Garcinia Species 0.000 description 1
- 235000000885 Garcinia xanthochymus Nutrition 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000118 anti-neoplastic effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 208000010668 atopic eczema Diseases 0.000 description 1
- 239000012846 chemical reference substance Substances 0.000 description 1
- 238000005253 cladding Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000002607 hemopoietic effect Effects 0.000 description 1
- 230000036737 immune function Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 238000004262 preparative liquid chromatography Methods 0.000 description 1
- 235000012950 rattan cane Nutrition 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000008542 thermal sensitivity Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
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
- C07D493/12—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains three hetero rings
- C07D493/20—Spiro-condensed systems
Abstract
The invention provides a method for efficiently extracting active ingredients from traditional Chinese medicine cambogia. The method comprises the following steps: grinding and performing reflux extraction and concentration to the cambogia, to obtain extractum A; adding ethanol and dissolving, filtering, separating a filtrate after entering simulated moving bed chromatography, to obtain a component B rich in gambogic acid and a component C rich in gambogic acid and neogambogic acid; and recovering a solvent, and performing pressure-reduced drying to obtain two specifications of products: gambogic acid with the purity of more than 95%, and a mixture of gambogic acid with the purity of 10%-20% and neogambogic acid with the purity of 30%-50%. According to the method for extracting active ingredients from cambogia, the gambogic acid and neogambogic acid in cambogia can be separated and purified by adopting the simulated moving bed chromatography, the related separation parameters are determined, the steps are simple, the purity of the product is high, and the two specifications of gambogic acid and neogambogic acid can be simultaneously obtained, and the active ingredients in the raw materials are fully extracted and separated, and the raw material resources can be saved.
Description
Technical field
The present invention relates to a kind of method for extracting effective ingredient in Chinese medicine gamboge.
Background technology
Resina garciniae is the glue flowed out after the trunk of Garcinia maingayii Resina garciniae (Garcinia hanburyi Hook f.) is hurt
Shape resin, or irregular block cylindric in yellowish-brown after being dried, matter are crisp frangible, originate in Southeast Asia, and China some areas are such as
There is introducing and planting on the ground such as Yunnan, Guangxi, Guangdong.Contain gamlogic acid in Resina garciniae（Gambogic acid）, neogambogic acid
（Neomogenic acid）, allogambogic acid（Allogambogic acid）Deng Multiple components.In clinical practice of Chinese medicine, rattan
Huang is mainly used in treating the diseases such as swollen ulcer drug, ulcer, eczema, tumor, stubborn dermatitis.Modern pharmacological research shows that gamlogic acid is to more
Kind of tumor cell has a stronger inhibitory action, and toxic and side effects are less in the effective dosage ranges, the suppression to tumor cell
With higher selectivity, and intact animal's hemopoietic system and immunologic function are not affected.There are some researches show neogambogic acid
Anti-tumor activity is about 2 times of gamlogic acid, is expected to exploitation for new type antineoplastic medicine.
In prior art, in CN101781309A, disclose a kind of using gamlogic acid in supercritical extraction Chinese medicine gamboge
With the method for neogambogic acid.But the method need to strictly regulate and control pressure in kettle, it is difficult to adapt to the demand of industrialized production.
CN101921283A discloses one of a kind of Resina garciniae by after crushing and silica gel, kieselguhr, silica flour or polyacrylamide and mixes
Load column chromatography, Jing methanol, ethyl acetate equal solvent afford the gamlogic acid extracting method of gamlogic acid primary extract.Lin Qinghua etc.
Combine to prepare neogambogic acid using silica gel column chromatography with preparative liquid chromatography, with organic solvent using less, avoid it is anti-
Production loss that the high cost and extremely adsorbing of cladding analysis is caused, product purity can reach the advantage of chemical reference substance prescription
（Chinese medicine journal, neogambogic acid prepare liquid phase separation method, Lin Qinghua, Zhang Jian, Li Guanglei etc., Vol.42, No.3,
Jun.2014, P71-72）.But above two method is to be suitable only for isolating gamlogic acid or a kind of effective ingredient of neogambogic acid,
Remaining active component is caused to waste.
Simulated moving bed chromatography technology is that the design philosophy of Simulation moving bed is introduced in liquid phantom preparing chromatogram, is both maintained
The consumption of liquid phantom preparing chromatogram is little, separation purity is high, and temperature-changeable is the advantages of operate, and overcomes usual liquid phantom preparing chromatogram again
The shortcoming that can not be operated continuously so as to which strong with separating power, equipment volume is little, and cost of investment is low, and be particularly conducive to separate
Thermal sensitivity is high and the features such as difficult detached thing system.
The content of the invention
The present invention is intended to provide a kind of method that its effective ingredient efficiently can be extracted from Chinese medicine gamboge.
The method that its effective ingredient is extracted from Resina garciniae of the present invention, comprises the following steps：
(1) dry Resina garciniae is crushed, crosses 40～80 mesh sieves, plus alcohol reflux is extracted, after extracting solution concentration, obtain extractum A；
(2) in extractum A add ethanol to be dissolved, filter, filtrate is separated into simulated moving bed chromatography, obtained
To component B rich in gamlogic acid and component C containing gamlogic acid, neogambogic acid；
(3) recycling design, drying under reduced pressure obtain the gamlogic acid of the gamlogic acid of purity more than 95% and purity 10%～20% with
The product of two kinds of specifications of neogambogic acid mixture of purity 30%～50%.
In step (1) of the present invention, alcohol can be methanol or ethanol.
In step (2) of the present invention, the adsorbent of simulated moving bed chromatography filling is low pole macroporous adsorbent resin,
Water wash zone is purified water, and strippant is 20～50% ethanol, and its consumption is 1～3 times of resin volume；Resin absorption regenerated solvent
For 95% ethanol or 2～4% sodium hydrate aqueous solutions；Adsorption zone 1～2BV/h of flow velocity；Water wash zone 1～3BV/h of flow velocity；Flow desorption zone
1～3BV/h of speed；Renewing zone 2～3BV/h of flow velocity；Switching time is 600～900s；Temperature control is at 40 DEG C～60 DEG C；Pressure control
System is in 0.2MPa～0.6MPa.
Further, in step (2) of the present invention, the switching time preferably 700～800s of simulated moving bed chromatography.
Further, in step (2) of the present invention, the adsorbent of simulated moving bed chromatography filling is AB-8 or DM130.
Further, in step (2) of the present invention, strippant consumption is preferably 3 times of resin volume.
Further, in step (1) of the present invention, ultrasound assisted extraction can be adopted, 30～60 kHz of frequency is extracted, is carried
30～60 DEG C of temperature is taken, extraction time is 5～20min.
Although simulated moving bed technology can apply to natural product or the separating-purifying of medicine having had in the art altogether
Know, but because Simulation moving bed it is big be structurally characterized in that by the key elements such as the continuous, adverse current in chemical industry, rectification, backflow all concentrate into
System, it is multiple degrees of freedom, a dynamic, be mutually related nonlinear system.Therefore, prediction, optimization and control for it
It is more complicated problem, in particular for a certain natural product kind, the prediction of separation parameter is a sufficiently complex problem.
Chinese medicine gamboge extraction process of effective component of the present invention, using simulated moving bed chromatography method to the gamlogic acid in Resina garciniae and new
Gamlogic acid carries out separating-purifying, it is determined that related separation parameter, and step is simple, and product purity is higher, can obtain two kinds simultaneously
Effective ingredient in raw material is fully extracted separation, has saved raw material resources by the gamlogic acid of specification and neogambogic acid product.
Specific embodiment
Embodiment 1
The Gamboge that 200g is dried（Resina garciniae acid content 31.28%, neogambogic acid content 12.34%）40 mesh are crossed after crushing
Sieve, adds 2L absolute methanols, reflux, extract, 2h, and repeats to extract once, merges whole extracting solution, concentrates as extractum A.To extractum
Add 95% ethanol to be dissolved in A, filter, filtrate is separated into simulated moving bed chromatography.Adsorbent is inhaled for AB-8 macropores
Attached resin, strippant are 25% ethanol water, and its consumption is 3 times of resin volume, and water wash zone is purified water, and resin absorption is again
Solvent is given birth to for 95% ethanol, adsorption zone flow velocity 2BV/h, desorption zone flow velocity 3BV/h, water wash zone flow velocity 3BV/h, renewing zone flow velocity
3BV/h, switching time is 700s, temperature 50 C, pressure 0.5MPa.Isolated component B rich in gamlogic acid and contain Resina garciniae
Acid, component C of neogambogic acid.Component B and C are separately recovered into solvent, drying under reduced pressure respectively obtains Resina garciniae acid content 95.2%
Product 33.5g and Resina garciniae acid content 12.3%, the product 15.8g of neogambogic acid content 47.6%.
Embodiment 2
The Gamboge that 500g is dried（Resina garciniae acid content 31.28%, neogambogic acid content 12.34%）80 mesh are crossed after crushing
Sieve, adds 95% ethanol solution 5L, reflux, extract, 2h, and repeats to extract once, merges whole extracting solution, concentrates as extractum A.To
Add 95% ethanol to be dissolved in extractum A, filter, filtrate is separated into simulated moving bed chromatography.Adsorbent is DM130
Macroporous adsorbent resin, strippant are 30% ethanol water, and its consumption is 3 times of resin volume, and water wash zone is purified water, resin
Absorption regeneration solvent be 95% ethanol, adsorption zone flow velocity 2BV/h, desorption zone flow velocity 3BV/h, water wash zone flow velocity 3BV/h, renewing zone
Flow velocity 3BV/h, switching time is 750s, temperature 50 C, pressure 0.5MPa.Isolated component B rich in gamlogic acid and contain
Component C of gamlogic acid, neogambogic acid.Component B and C are separately recovered into solvent, drying under reduced pressure respectively obtains Resina garciniae acid content
95.6% product 79.7g and Resina garciniae acid content 10.7%, the product 48.5g of neogambogic acid content 38.9%.
Embodiment 3
The Gamboge that 500g is dried（Resina garciniae acid content 31.28%, neogambogic acid content 12.34%）80 mesh are crossed after crushing
Sieve, adds 95% ethanol solution 5L, the ultrasound assisted extraction 20min at 50kHz, 50 DEG C, is extractum by the extracting solution for obtaining concentration
A.To in extractum A, add 95% ethanol to be dissolved, filter, filtrate is separated into simulated moving bed chromatography.Adsorbent is
DM130 macroporous adsorbent resins, strippant are 30% ethanol water, and its consumption is 3 times of resin volume, and water wash zone is purified water,
Resin absorption regenerated solvent be 95% ethanol, adsorption zone flow velocity 2BV/h, desorption zone flow velocity 3BV/h, water wash zone flow velocity 3BV/h, then
Raw area flow velocity 3BV/h, switching time is 750s, temperature 50 C, pressure 0.5MPa.Isolated component B rich in gamlogic acid and
Component C containing gamlogic acid, neogambogic acid.Component B and C are separately recovered into solvent, drying under reduced pressure respectively obtains Resina garciniae acid content
96.3% product 82.8g and Resina garciniae acid content 12.4%, the product 42.2g of neogambogic acid content 45.6%.
Claims (5)
1. a kind of method that gamlogic acid and neogambogic acid are extracted from Resina garciniae, it is characterised in that comprise the following steps：
(1) dry Resina garciniae is crushed, crosses 40～80 mesh sieves, plus alcohol reflux is extracted, after extracting solution concentration, obtain extractum A；
(2) in extractum A add ethanol to be dissolved, filter, filtrate is separated into simulated moving bed chromatography, is rich in
Component B of gamlogic acid and component C containing gamlogic acid, neogambogic acid；
(3) recycling design, drying under reduced pressure obtain the gamlogic acid of the gamlogic acid of purity more than 95% and purity 10%～20% with it is pure
The product of two kinds of specifications of neogambogic acid mixture of degree 30%～50%, wherein in the step (2), simulated moving bed chromatography is filled out
The adsorbent for filling is AB-8 macroporous adsorbent resins or DM130 macroporous adsorbent resins, and water wash zone is purified water, strippant is 20～
50% ethanol, 1～3 times for resin volume of its consumption；Resin absorption regenerated solvent is 95% ethanol or 2～4% sodium hydroxide
Aqueous solution；Adsorption zone 1～2BV/h of flow velocity；Water wash zone 1～3BV/h of flow velocity；Desorption zone 1～3BV/h of flow velocity；Renewing zone flow velocity 2～
3BV/h；Switching time is 600～900s；Temperature control is at 40 DEG C～60 DEG C；Stress control is in 0.2MPa～0.6MPa.
2. a kind of method that gamlogic acid and neogambogic acid are extracted from Resina garciniae as claimed in claim 1, it is characterised in that：It is described
In step (1), alcohol can be methanol or ethanol.
3. a kind of method that gamlogic acid and neogambogic acid are extracted from Resina garciniae as claimed in claim 1 or 2, it is characterised in that：
In the step (2), the switching time of simulated moving bed chromatography is 700～800s.
4. a kind of method that gamlogic acid and neogambogic acid are extracted from Resina garciniae as claimed in claim 1 or 2, it is characterised in that：
In the step (2), 3 times for resin volume of strippant consumption.
5. a kind of method that gamlogic acid and neogambogic acid are extracted from Resina garciniae as claimed in claim 1 or 2, it is characterised in that：
In the step (1), using ultrasound assisted extraction, extraction 30～60kHz of frequency, 30～60 DEG C of Extracting temperature, extraction time is 5
～20min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510074533.9A CN104557966B (en) | 2015-02-12 | 2015-02-12 | Method for extracting active ingredients from cambogia |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510074533.9A CN104557966B (en) | 2015-02-12 | 2015-02-12 | Method for extracting active ingredients from cambogia |
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| CN104557966B true CN104557966B (en) | 2017-04-12 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105061455B (en) * | 2015-08-26 | 2017-10-27 | 上海中医药大学 | It is a kind of can massively separating high purity gambogicacid and Neo-garcinolic acid simultaneously method |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1252073C (en) * | 2004-02-12 | 2006-04-19 | 江苏康缘药业股份有限公司 | Process for preparation of garcinia acid |
| CN101781309B (en) * | 2010-02-09 | 2013-04-24 | 夏伦祝 | Method for extracting gambogic acid and neo-gambogic acid in traditional Chinese medicine gamboge by using supercritical fluid |
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Denomination of invention: Method for extracting active ingredients from cambogia Effective date of registration: 20200610 Granted publication date: 20170412 Pledgee: Bank of China Limited by Share Ltd. Hohhot Xinhua Branch Pledgor: INNER MONGOLIA CHANGHUI BIOTECHNOLOGY Co.,Ltd. Registration number: Y2020150000026 |
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Denomination of invention: A method for extracting effective components from Garcinia Effective date of registration: 20210916 Granted publication date: 20170412 Pledgee: Tongliao Horqin sub branch of Bank of Inner Mongolia Co.,Ltd. Pledgor: INNER MONGOLIA CHANGHUI BIOTECHNOLOGY Co.,Ltd. Registration number: Y2021150000062 |
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Denomination of invention: A method for extracting effective components from Tenghuang Granted publication date: 20170412 Pledgee: China Construction Bank Tongliao Branch Pledgor: INNER MONGOLIA CHANGHUI BIOTECHNOLOGY CO.,LTD. Registration number: Y2024150000025 |