CN104415096A - Extracting method of eucalyptus leaf flavonoid compound - Google Patents

Extracting method of eucalyptus leaf flavonoid compound Download PDF

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CN104415096A
CN104415096A CN201310362180.3A CN201310362180A CN104415096A CN 104415096 A CN104415096 A CN 104415096A CN 201310362180 A CN201310362180 A CN 201310362180A CN 104415096 A CN104415096 A CN 104415096A
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eucalyptus
extraction
extracting method
flavone
folium eucalypti
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王彦阳
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Jiangmen Polytechnic
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • 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)
    • A61K36/61—Myrtaceae (Myrtle family), e.g. teatree or eucalyptus
    • A—HUMAN NECESSITIES
    • 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
    • A61K2236/10—Preparation or pretreatment of starting material
    • A61K2236/15—Preparation or pretreatment of starting material involving mechanical treatment, e.g. chopping up, cutting or grinding
    • A—HUMAN NECESSITIES
    • 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
    • A61K2236/10—Preparation or pretreatment of starting material
    • A61K2236/19—Preparation or pretreatment of starting material involving fermentation using yeast, bacteria or both; enzymatic treatment
    • A—HUMAN NECESSITIES
    • 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
    • A61K2236/30—Extraction of the material
    • A61K2236/37—Extraction at elevated pressure or temperature, e.g. pressurized solvent extraction [PSE], supercritical carbon dioxide extraction or subcritical water extraction

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  • Natural Medicines & Medicinal Plants (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • General Health & Medical Sciences (AREA)
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  • Medicines Containing Plant Substances (AREA)

Abstract

An extracting method of a eucalyptus leaf flavonoid compound. The invention particularly relates to the extracting method of the eucalyptus leaf flavonoid compound. The method includes following steps of performing supercritical CO2 extraction to a mixed extraction material consisting of eucalyptus leaf powder and an immobilized enzyme, wherein an additive, being a mixture of one or more of petroleum ether, ethanol and ethyl acetate, is available during the supercritical CO2 extraction. Compared with a solvent extracting technology widely applied in the prior art, the extracting method is low in residual organic solvent, is free of environmental pollution and is low in impurity content in the obtained eucalyptus leaf flavonoid. By means of the combination between enzymolysis by the immobilized enzyme and the supercritical CO2 extraction for extracting the flavonoid from eucalyptus leaves, the extracting method is low in the residual organic solvent, allows the immobilized enzyme to be recycled, is short in extracting time and is high in yield, wherein the yield of the eucalyptus leaf flavonoid can reach 2.32-3.85%. The extracting method can enable many impurities to be removed and is good in application prospect.

Description

A kind of extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone compound
Technical field
The present invention relates to the extracting method of Flavonoid substances, be specifically related to the extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone.
Background technology
Flavone compound is nontoxic, and extensively exist with plant kingdom, human body can not synthesize, and very fast human body metabolism.The extraction of flavone compound in recent years becomes focus, and searching is efficient, and rapid and simple extracting method acquisition optimum has become the focus of researcher discussion.Solvent extraction method is at present for the main extracting method of the native compounds such as flavone, but the method exists the defects such as a large amount of organic solvent residual, contaminated environment, extraction of substance impurity content are large.And the active component in plant is present in cell, its outer wall is made up of materials such as lignin, cellulose, hemicellulose, pectic substances, there is the many kinds of substances such as protein, lipid compounds, saccharide in cell simultaneously, form the obstacle of the native compound extraction purification such as flavone, therefore, the extraction of flavone compound can be hindered, and yield is lower.
The composition having researcher to take aqueous phase enzyme enzymatic isolation method degradation of cell wall in liquid phase enzyme, intercellular junctional complex and some interference in recent years successively to extract, not only can shorten extraction time, and can improve the yield of effective ingredient.But the application of liquid phase enzyme also comes with some shortcomings, need to carry out inactivation treatment after the application of liquid phase enzyme, expensive enzyme only can utilize once, production cost is caused to improve, and they can remain in extract, become new impurity, and adopt immobilized enzyme to avoid problems.Fixed enzyme vector conventional is at present water-fast material, as chitosan microball, poly tetrafluoroethylene, calcium alginate etc., enzyme is immobilized in these solid material surfaces or inside, be used to complete rear easy separation from system and product do not polluted, the recycling to enzyme can be realized.
Supercritical fluid has the property of many uniquenesses, because matter supercritical fluid liquid and gas boundary disappear, even if be the non-coherency gas that raising pressure does not also liquefy.The physical property of supercritical fluid has liquid property and gas property concurrently.It is still a kind of gaseous state substantially, but is different from general gas flow, is a kind of dense gaseous state.Its density ratio general gas flow wants large two orders of magnitude, close with liquid.Its ratio of viscosities liquid is little, but diffusion velocity faster than liquid (about two orders of magnitude), so have good mobility and transmit performance.A lot of material has shooting flow tagma, but due to CO 2critical temperature lower (304.1K), critical pressure is not high (7.38MPa) also, and nontoxic, and odorless is nuisanceless, so often use CO in practical operation 2supercritical fluid.In recent years, the natural product utilizing supercritical carbon dioxide extraction method extraction to have physiologically active more and more receives the concern of people.Supercritical carbon dioxide fluid is nontoxic, cheap, chemical inertness, no solvent residue, pollution-free, natural component can be kept active, it is excellent environment-friendly type solvent, due to supercritical carbon dioxide extraction method environmental protection, therefore there is boundless application prospect.
Eucalyptus is one of quick growing species of trees of the most extensively introducing a fine variety in the world, and for a long time, people just obtain through refining eucalyptus oil with eucalyptus leaves, is made for the raw material of industry such as spice, medicine.In recent years, the research about flavonoid in eucalyptus leaves is existing to be reported successively, and flavonoid is a compounds with multi-functional physiologically active, at least has 35 kinds of different physiologically actives.Antimicrobial acivity is had according to domestic and international related documents Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone compound; It pharmaceutically can do the adjuvant of Cardiovarscular, and have good therapeutic effect to diseases such as acute pyelonephritis, diarrhoea, burns, its active ingredient can also promote plant growth and growth in addition; Australia and the U.S. once reported and filtered out 8 kinds containing the very high seeds of flavonoid glycoside, had isolated the globulariacitrin confession medical applications of about ten tons at present every year with the long leaves chewing eucalyptus globulus and You Man eucalyptus globulus.South China grows a large amount of Eucalypt plantation, produces 10 ten thousand stere eucalyptus globulus materials per year, have certain economic worth to the research of eucalyptus leaves flavone compound in Leizhou forestry bureau.
Summary of the invention
The object of the invention is the extracting method in order to provide a kind of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone, extracting method organic solvent residual is low, non-environmental-pollution, and yield is high, and the Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone impurity content obtained is low, is made full use of by Folium eucalypti globueli (Eucalyptus globulus Labill.), improves the added value of Folium eucalypti globueli (Eucalyptus globulus Labill.).
The extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone of the present invention is realized by following steps:
One, pluck the leaf of disease-free eucalyptus plant, rinse well clearly with water, under 60 ~ 100 DEG C of conditions, be then dried to the mass percentage of moisture in leaf lower than 3%, then be 60 ~ 100 orders by dried crushing up leaves to particle diameter, obtain Eucalyptus leaf powder body;
Two, eucalyptus plant leaf powder body step one obtained and immobilized enzyme are mixed to get extraction material, wherein the mass ratio of eucalyptus plant leaf powder body and immobilized enzyme is 20 ~ 100: 1, and the enzyme adopted in immobilized enzyme is a kind of in cellulase, xylanase, pectase, hemicellulase and Snailase or wherein several;
Three, the extraction material of step 2 is loaded extraction kettle, carry out supercritical carbon dioxide extraction and must extract mixture, wherein extraction conditions is as follows: extracting pressure is 25MPa ~ 45MPa, extraction temperature 50 ~ 75 DEG C, stream of supercritical carbon dioxide amount is 25 ~ 50kg/h, and extraction time is 2h ~ 3h;
Four, extraction mixture step 3 obtained is by decompression separation still, carry out the second-order separation, wherein one-level decompression separation pressure is 5 ~ 10MPa, temperature is 40 ~ 50 DEG C, second depressurized separating pressure is 4 ~ 5MPa, temperature is 30 ~ 40 DEG C, obtains Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract, namely completes the extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone.
Carrying out in supercritical carbon dioxide extraction process, also added extraction aid, adding of extraction aid in step 3 of the present invention, improve the yield of extracting method of the present invention.Extraction aid is 1: 3 ~ 15 with extracting the mass ratio of expecting, extraction aid is a kind of in petroleum ether, ethanol and ethyl acetate or wherein several mixture.Wherein extraction aid can also for by organic solvent dissolution in pH value be 4 ~ 7 buffer in the concentration expressed in percentage by volume prepared be the organic solvent solution of 50% ~ 90%, extraction aid can also be the concentration expressed in percentage by volume prepared in water by organic solvent dissolution is the aqueous solutions of organic solvent of 50% ~ 90%.
In extracting method of the present invention, from the leftover materials after extraction, sieve out immobilized enzyme, recycled.
Extracting method of the present invention has the following advantages: compared with current widely used solvent extraction techniques, the present invention adopts immobilized enzyme enzymolysis to combine with supercritical carbon dioxide extraction method and extracts flavone compound in Folium eucalypti globueli (Eucalyptus globulus Labill.), organic solvent residual is low, immobilized enzyme recoverable, extraction time is short and extraction efficiency is high, Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone yield reaches 3.32% ~ 3.85%, can remove more impurity, has stronger application prospect.
Detailed description of the invention
Embodiment 1
The extracting method of gray gum Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone: present embodiment is the extracting method of gray gum Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone, and it is realized by following steps:
1, pluck disease-free gray gum leaf, rinse well clearly with water, under 90 DEG C of conditions, be then dried to the mass percentage of moisture in leaf lower than 3%, then be 100 orders by dried crushing up leaves to particle diameter, obtain gray gum leaf powder body;
2, Eucalyptus leaf powder body step 1 obtained and immobilized enzyme are mixed to get extraction material, are wherein 100: 1 by the mass ratio of leaf powder body and immobilized enzyme,
3, present embodiment adopt immobilized enzyme with 3-Aminopropyl silica gel for carrier, cellulase is fixed on 3-Aminopropyl silica gel carrier, it is prepared by following steps: one is that 80 order 3-Aminopropyl silica gel are added volume fraction is in the glutaraldehyde solution of 2%, then stirred at ambient temperature 4h, then centrifugal abandoning supernatant, by sediment undergoes washing 3 times, put at 60 DEG C dry again, 3-Aminopropyl silica gel must be activated, wherein the solid-to-liquid ratio of 3-Aminopropyl silica gel and glutaraldehyde solution is 5% (59/100mL), two be to step one activation 3-Aminopropyl silica gel in add the cellulase solution that concentration is 1mg/mL, the usage ratio of cellulase consumption and 3-Aminopropyl silica gel is 100mg/g, then stirred at ambient temperature 10h, sucking filtration again, precipitate is washed 3 times, vacuum drying obtains immobilized enzyme, the ratio activating 3 one Aminopropyl silica gel quality and cellulase solution volume in step 2 is 159: 100mL.
4, the extraction material of step 2 is loaded extraction kettle, carry out supercritical carbon dioxide extraction and must extract mixture, wherein extraction conditions is as follows: extracting pressure is 25MPa ~ 45MPa, extraction temperature 50 ~ 75 DEG C, stream of supercritical carbon dioxide amount is 25 ~ 50kg/h, and extraction time is 3h;
5, extraction mixture step 4 obtained, by decompression separation still, carries out the second-order separation, and wherein one-level decompression separation pressure is 5 ~ 10MPa, temperature is 50 DEG C, and second depressurized separating pressure is 4 ~ 5MPa, and temperature is 40 DEG C, obtain Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract, namely complete the extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone.
In the extracting method of present embodiment, from the leftover materials after extraction, sieve out immobilized enzyme, recycled.
Present embodiment carries out Flavonoid substances qualification to the gray gum flavone extract prepared: the Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract that step 5 obtains through obtaining testing sample with 5mL dissolve with methanol after lower drying under reduced pressure, carry out identification reaction: with the reaction of ammonia, measuring 100mL testing sample drips on filter paper, then the smoked 2 ~ 3min of ammonia bottleneck is placed in, observe under being placed in uviol lamp immediately, visible bright orange green fluorescence speckle.Prove in the Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract that present embodiment obtains containing Flavonoid substances.
Present embodiment is contrast experiment: adopt existing 75% (volume) ethanol water for extracting solution, by 100g Folium eucalypti globueli (Eucalyptus globulus Labill.) powder reflux, extract, 2 times under 60 DEG C of conditions, each extraction time is 3 hours, cross filtering solid content, obtain Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract, wherein extracting solution is 10: 1 with Folium eucalypti globueli (Eucalyptus globulus Labill.) powder ratio (weight ratio).
The mensuration of Flavonoid substances content in the gray gum Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract that present embodiment obtains, carries out according to Determination Method of Flavone Content under the quarrel leaf assay item of Pharmacopoeia of People's Republic of China mountain, calculates, with rutin (C by dry product 27h 30o 16) meter, record present embodiment and extract 2.32g Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone, Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone yield is 2.32%.
Compared with current widely used solvent extraction techniques, present embodiment adopts immobilized enzyme enzymolysis to combine with supercritical carbon dioxide extraction method and extracts flavone compound in gray gum Folium eucalypti globueli (Eucalyptus globulus Labill.), organic solvent residual is low, immobilized enzyme recoverable, extraction time is short and extraction efficiency is high, gray gum Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone yield reaches 2.32%, higher than the yield (1.45%) of the reflux extraction method (above-mentioned contrast experiment) adopting existing routine a lot, there is stronger application prospect.
Embodiment 2
The extracting method of E. exserta Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone: present embodiment is the extracting method of E. exserta Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone, and it is realized by following steps:
1, pluck disease-free E. exserta Eucalyptus leaf, rinse well clearly with water, under 60 DEG C of conditions, be then dried to the mass percentage of moisture in leaf lower than 3%, then be 60 orders by dried crushing up leaves to particle diameter, obtain leaf powder body;
2, Eucalyptus leaf powder body step 1 obtained and immobilized enzyme are mixed to get extraction material, are wherein 20 ~ 100: 1 by the mass ratio of leaf powder body and immobilized enzyme,
3, the immobilized enzyme that present embodiment adopts take chitosan as carrier, cellulase is fixed on chitin carrier, it is prepared by following steps: one, chitosan is crossed 40 mesh sieves, adding volume fraction is in the glutaraldehyde solution of 5%, then stirred at ambient temperature 2h, then 20h, then centrifugal abandoning supernatant is left standstill at 4 DEG C, chitosan after washing and precipitating thing must process for 3 times, wherein chitosan and glutaraldehyde solution are solid-to-liquid ratio is 5% (59/100mL); Two, to step ~ process after chitosan in add the cellulase solution that concentration is 1mg/mL, then stirred at ambient temperature 2h, centrifugal again, abandoning supernatant, precipitate is washed 3 times, filter to obtain immobilized enzyme, the chitosan mass in step 2 after process and the ratio of cellulase solution volume are 15g: 100mL.
4, the extraction material of step 2 is loaded extraction kettle, carry out supercritical carbon dioxide extraction and must extract mixture, wherein extraction conditions is as follows: extracting pressure is 25MPa ~ 45MPa, extraction temperature 50 ~ 75 DEG C, stream of supercritical carbon dioxide amount is 25 ~ 50kg/h, and extraction time is 2h;
5, extraction mixture step 4 obtained, by decompression separation still, carries out the second-order separation, and wherein one-level decompression separation pressure is 5 ~ 10MPa, temperature is 40 DEG C, and second depressurized separating pressure is 4 ~ 5MPa, and temperature is 30 DEG C, obtain Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract, namely complete the extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone.
In the extracting method of present embodiment, from the leftover materials after extraction, sieve out immobilized enzyme, recycled.
Present embodiment carries out Flavonoid substances qualification to the E. exserta Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract prepared: the E. exserta eucalyptus leaves flavone extract that step 5 obtains through obtaining testing sample with 5mL dissolve with methanol after drying under reduced pressure under temperature 50 C, carry out the identification reaction of hydrochloric acid-magnesium powder reaction: in test tube, add Zml testing sample, add a little magnesium powder, after concussion, drip concentrated hydrochloric acid number to drip, shake well, after reacting completely, observation color changes, and visible solution shows brownish red.Prove to contain Flavonoid substances in the extract that present embodiment obtains, prove in the E. exserta eucalyptus leaves extract that present embodiment obtains containing Flavonoid substances.
Present embodiment is contrast experiment: adopt existing 75% (volume) ethanol water for extracting solution, by 100g Folium eucalypti globueli (Eucalyptus globulus Labill.) powder reflux, extract, 2 times under 60 DEG C of conditions, each extraction time is 3 hours, cross filtering solid content, obtain E. exserta Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract, wherein extracting solution is 10: 1 with Folium eucalypti globueli (Eucalyptus globulus Labill.) powder ratio (weight ratio).
The mensuration of Flavonoid substances content in the E. exserta Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract that present embodiment obtains, carries out according to Determination Method of Flavone Content under the quarrel leaf assay item of Pharmacopoeia of People's Republic of China mountain, calculates, with rutin (C by dry product 27h 30o 16) meter, record present embodiment and extract 3.85g Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone, Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone yield is 3.85%.Compared with current widely used solvent extraction techniques, present embodiment adopts immobilized enzyme enzymolysis to combine with supercritical carbon dioxide extraction method and extracts flavone compound in Folium eucalypti globueli (Eucalyptus globulus Labill.), organic solvent residual is low, immobilized enzyme recoverable, extraction time is short and extraction efficiency is high, higher than the yield (2.25%) of the reflux extraction method (above-mentioned contrast experiment) adopting existing routine a lot.There is stronger application prospect.

Claims (4)

1. an extracting method for Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone, is characterized in that the extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone is realized by following steps:
(1) leaf without disease and pest eucalyptus plant is plucked, rinse well clearly with water, then under 60 ~ 100 DEG C of conditions, be dried to the mass percentage of moisture in leaf lower than 3%, then be 60-100 order by dried crushing up leaves to particle diameter, obtain Eucalyptus leaf powder body;
(2) eucalyptus plant leaf powder body step (1) obtained and immobilized enzyme are mixed to get extraction material, wherein the mass ratio of eucalyptus plant leaf powder body and immobilized enzyme is 20 ~ 100: 1, and the enzyme adopted in immobilized enzyme is a kind of in cellulase, xylanase, pectase, hemicellulase and Snailase or wherein several;
(3) the extraction material of step 2 is loaded extraction kettle, carry out supercritical carbon dioxide extraction and must extract mixture, wherein extraction conditions is as follows: extracting pressure is 25MPa ~ 45MPa, extraction temperature 50 ~ 75 DEG C, stream of supercritical carbon dioxide amount is 25 ~ 50kg/h, and extraction time is 2h ~ 3h;
(4) extraction mixture step 3 obtained is by decompression separation still, carry out the second-order separation, wherein one-level decompression separation pressure is 5 ~ 10MPa, temperature is 40 ~ 50 DEG C, second depressurized separating pressure is 4 ~ 5MPa, temperature is 30 ~ 40 DEG C, obtains Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone extract, namely completes the extracting method of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone.
2. the extracting method of a kind of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone according to claim 1, it is characterized in that carrying out in supercritical carbon dioxide extraction process in step 3, also added auxiliary agent, agent aid is 1: 3 ~ 15 with extracting the mass ratio of expecting, entrainer is a kind of or wherein several mixture in petroleum ether, ethanol and ethyl acetate.
3. the extracting method of a kind of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone according to claim 1-2, it is characterized in that: auxiliary agent is be the concentration expressed in percentage by volume prepared in the buffer of 4 ~ 7 in pH value by organic solvent dissolution is the organic solvent solution of 60% ~ 90%, and organic solvent is a kind of or wherein several mixture in petroleum ether, ethanol and ethyl acetate.
4. the extracting method of a kind of Folium eucalypti globueli (Eucalyptus globulus Labill.) flavone according to claim 1-3, is characterized in that: step (1) described eucalyptus plant is selected from the one in a kind of in gray gum, Eucalyptus eamalducensis Dehnd．, eucalyptus citriodora, E. exserta, Folium Eucalypti Robustae, rake glue eucalyptus globulus, Eucalyptus globulus Labill, eucalyptus maideni or the Hybrid eucalyptus globulus wherein between two kinds.
CN201310362180.3A 2013-08-19 2013-08-19 Extracting method of eucalyptus leaf flavonoid compound Pending CN104415096A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110642956A (en) * 2019-08-14 2020-01-03 浙江万寿康药业有限公司 Extraction and application of dendrobium officinale O-acetyl glucomannan
CN113273683A (en) * 2021-05-31 2021-08-20 四川省雅士科技有限公司 Method for extracting spice oleoresin under assistance of complex enzyme

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110642956A (en) * 2019-08-14 2020-01-03 浙江万寿康药业有限公司 Extraction and application of dendrobium officinale O-acetyl glucomannan
CN113273683A (en) * 2021-05-31 2021-08-20 四川省雅士科技有限公司 Method for extracting spice oleoresin under assistance of complex enzyme

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