CN105130939A - Method for extracting luteolin from peanut shells - Google Patents
Method for extracting luteolin from peanut shells Download PDFInfo
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- CN105130939A CN105130939A CN201510540953.1A CN201510540953A CN105130939A CN 105130939 A CN105130939 A CN 105130939A CN 201510540953 A CN201510540953 A CN 201510540953A CN 105130939 A CN105130939 A CN 105130939A
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- luteolin
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
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- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for extracting luteolin from peanut shells. The method comprises the following steps of steeping treatment, raw material treatment, enzymolysis, deoiling, alkaline extraction, extraction and recrystallization. According to the method, vegetable fat is extracted through enzyme, oil ingredients and non-oil ingredients are separated based on the affinity difference of the non-oil ingredients to oil and water and the different specific gravities of oil and water, and the product yield and the extracting rate are increased.
Description
Technical field
The present invention relates to the extracting method of biological technical field, is a kind of method extracting luteolin from Pericarppium arachidis hypogaeae specifically.
Background technology
Pericarppium arachidis hypogaeae is the shell of peanut.Peanut fruit is pod, and shape has silk cocoon shape, beading shape and hockey stick shape.The color of shell mostly is yellow-white, also has tawny, brown or yellow, this kind with peanut and soil property relevant.
Pericarppium arachidis hypogaeae is very common in life, all they is worked as refuse treatment time most of, and what have directly burns, and what also have even directly throws away, and Pericarppium arachidis hypogaeae could not be made good use of, waste very much.Plant is all precious with it, through the process of science, can bring more income.Contain the robust fibre of 60% in Pericarppium arachidis hypogaeae nearly, occupy first of roughage.In Pericarppium arachidis hypogaeae nutritive ingredient, dry-matter accounts for 90.3%, wherein crude protein 4.8-7.2%, crude fat 1-1.1%, crude fibre 65.7-79.3%, hemicellulose 10.1%, soluble-carbohydrate is 10.6-21.2%, and Pericarppium arachidis hypogaeae is also containing VITAMIN and mineral substance and partial amino-acid in addition.
Luteolin (luteolin) is a kind of natural flavone compounds, is present in various plants.There is multiple pharmacologically active, as anti-inflammatory, antianaphylaxis, antitumor, antibacterial, antiviral etc., be clinically mainly used in cough-relieving, eliminate the phlegm, anti-inflammatory, Cardiovarscular, treatment " amyotrophic lateral sclerosis ", SARS, hepatitis etc.
Luteolin is widely distributed at occurring in nature, because being isolate from the leaf of Resedaceae (Resedaceae) Reseda herbaceous plant Reseda odorata (ResedaodorataL.), stem, branch and gain the name at first, can being separated from multiple crude drug, vegetables fruit and obtaining.Current discovery is mainly present in Japanese Honeysuckle, chrysanthemum, schizonepeta, Herba Ajugae, arithoke, Perilla, Scutellaria, the crude drug such as callicarpa nudiflora, and in the vegetables fruit such as Brussels sprouts, cabbage, cauliflower, beet, cabbage, Radix Dauci Sativae, celery, pimento, capsicum, Semen arachidis hypogaeae, other is if the plant prod such as sweet oil and red wine and Impatiens textori Miq., thyme grass, labiate Herba Dracocephali Integrifolii grass, Herba ajugae ciliatae (Herba Ajugae Ajuga ciliata Bge.) etc. are also containing luteolin.Not containing luteolin in tamarind pulp, and containing luteolin in shell, also saw the report containing luteolin in tamarind leaf in the past.
At present, obtain luteolin, comprise and extract outer from natural product or adopt the method for synthetic to obtain:
Extraction process generally comprises:
1, medicinal material pre-treatment: the medicinal material being rich in luteolin, after washing, drying, is ground into meal for subsequent use;
2, extraction purification: medicinal powder adds methyl alcohol, ethanol, acetone and other organic solvent, refluxing extraction, with sherwood oil, hexanaphthene equal solvent extraction degreasing after extracting solution concentrating under reduced pressure, aqueous phase crosses the macroporous adsorbent resin of low-pole, be washed with water to effluent liquid colourless after, with 95% ethanol for eluent, wash-out concentrating under reduced pressure, vacuum-drying obtain luteolin sterling after recrystallization.
The method of synthetic:
1, semi-synthetic route: have bioactive Hesperidin for raw material with what extract in orange peel, obtain luteolin through three-step reaction, total yield of products is about 40-47%.
The first step is dehydrogenation reaction: Hesperidin dehydrogenation under the systems such as iodine/pyridine, iodine/dimethyl sulfoxide (DMSO)/sulfuric acid, temperature of reaction 50-120 DEG C, reaction times 5-16 hour, after precipitate washing, alkali lye dissolves, add methyl alcohol again and regulate PH to acid, after precipitate suction filtration, washing, drying, obtaining diosmin.
Second step is the reaction of hydrolysis desugar glycosides: diosmin is at methyl alcohol/hydrochloric acid, ethylene glycol/sulfuric acid, ethylene glycol/hydrochloric acid, ethanol/hydrochloric acid, desugar glycosides is hydrolyzed, temperature of reaction 50-120 DEG C, reaction times 1-5 hour under the hydrolyzation systems such as methyl alcohol/sulfuric acid, cooling evolution reaction product, obtains diosmetin through organic solvent recrystallization.
3rd step is demethylating reaction: diosmetin is demethylation under the demethylation reagent systems such as Hydrogen bromide, Hydrogen bromide/diacetyl oxide, hydroiodic acid HI/diacetyl oxide, temperature of reaction 70-120 DEG C, reaction times 5-12 hour, after the yellow product suction filtration that cooling is separated out, washing is to neutral, cryodrying obtains luteolin crude product, obtains light yellow luteolin sterling after organic solvent recrystallization.
2, complete synthesis route: take Phloroglucinol as Material synthesis luteolin, total yield of products is about 34%.
The first step: Phloroglucinol and 3,4-dimethoxybenzoyl ethyl acetate is at 140-160 DEG C, reflux 2 hours under vacuum (1330Pa), add phenyl ether after slightly cold, 140-160 DEG C, under vacuum (1330Pa), react dealcoholysis in 4 ~ 5 hours dehydration, suction filtration after cooling, add 95% ethanol and obtain intermediate 3', 4'-dimethoxy-CR.
Second step: 3', 4'-dimethoxy-5,7-dihydroxyflavone adds catalyzer anhydrous pyridine, catalyzer aluminum chloride is added again at 100 DEG C, 160-180 DEG C of reaction sloughs 3' in 3-5 hour, two methyl on 4' position, and reactant is put into water and is hydrolyzed, cooling obtains luteolin crude product, obtains luteolin sterling after crude product washing, recrystallization.
3, biosynthesizing: LeonardE etc. establish the approach of the yeast saccharomyces cerevisiae 4 step restructuring flavanone that is made up of meat silicic acid-4-hydroxylase, CoA ligase, chalcone synthetase, chalcone isomerase etc.Being introduced in flavanone restructuring yeast strains by flavones synthetic enzyme, can be flavones molecule by multiple phenol propyl alcohol acids precursor conversion, as chrysin, apigenin, luteolin etc.
Summary of the invention
The object of this invention is to provide a kind of method extracting luteolin from Pericarppium arachidis hypogaeae, there is technique simple, be applicable to producing, the advantages such as production cost is low.
The present invention is achieved through the following technical solutions, and a kind of method extracting luteolin from Pericarppium arachidis hypogaeae, specifically comprises the steps:
1) immersion treatment: Pericarppium arachidis hypogaeae is loaded woven bag, ties mouth, is placed in pond, pond topped up with water, and presses weight on pond, soaks;
2) Feedstock treating: by step 1) Pericarppium arachidis hypogaeae that obtains pulverizes, adds the pure water being equivalent to raw material 2-3 times weight, be heated to 50-60 DEG C and maintain 5-10 minute, obtain paste serous material;
3) enzymolysis: by step 2) paste serous material that obtains, tune pH is 4-5, and the N.F,USP MANNITOL of the pectin-cellulose prozyme and 0.001 weight part that add paste serous material 0.05-0.1% weight part carries out enzymolysis 40-60 minute, obtains enzymolysis solution;
4) deoil: by step 3) enzymolysis solution that obtains, add the pure water of 2-3 times of weight, be heated to 60-70 DEG C of lixiviate 60-120 minute, obtain upper strata oil slick liquid and subnatant, slag mixture, be separated;
5) alkali is carried: by step 4) subnatant that obtains, slag mixture is concentrated to obtain medicinal extract, and in medicinal extract, add alkali lye, extract;
6) extract: to step 5) obtain mixing solutions and add ethyl acetate and extract, obtain the aqueous solution not containing ethyl acetate, acid adding adjusts below pH to 5.5, then adds sherwood oil and carry out extracting to obtain extraction liquid;
7) recrystallization: by step 6) extraction liquid that obtains is concentrated to obtain medicinal extract, dissolve with 75% (v/v) aqueous ethanolic solution, add isopyknic 50-60 DEG C hot water, concentration and recovery ethanol, 24h is left standstill at remaining liquid 4 DEG C, obtain luteolin crystallization, recrystallization once obtains highly purified luteolin.
Step 1 of the present invention) described in immersion, time preferred 15-24 hour.
Step 3) described in pectin-cellulose prozyme, preferred activity be 1-3 ten thousand activity unit/gram solid-state pectin-fiber composite enzyme.
Step 5) described in alkali carry, preferably add the NaOH solution of 0.1M, add-on be the 2-5 of medicinal extract volume doubly, heating extraction 2 times, temperature 40-60 DEG C, each 30-60min.
Step 6) described in extraction, preferably add mixed liquor volume 2-4 ethyl acetate doubly, add the sherwood oil of solution 2-3 times volume after adjustment pH.
Step 7) described in 75% (v/v) aqueous ethanolic solution, preferable amount is 1-3 times of medicinal extract volume.
Compared with prior art, advantage of the present invention:
1, Pericarppium arachidis hypogaeae vegetable cell in containing grease, be the mixture of the compound composition of triglyceride level primarily of composition, these greases with elaioleucite and oil body protoplastis form, the existence form such as to be irregularly dispersed in cell in discontinuous particulate state, together with granule protein body and to exist.Existing extracting method, all by the water extraction/mode such as alcohol extracting or microwave extraction extracting directly after directly the raw materials such as Pericarppium arachidis hypogaeae being smashed or pulverized, when extraction, grease in cell together with time isolate, the compositions such as the group containing grease and luteolin, β-sitosterol, pigment mix, thus affect the separation of follow-up effective constituent, add the intractability of operation.The present invention first adopts enzyme extraction Vegetable oil lipoprotein, utilizes non-oil component different with the avidity difference of water and profit proportion and by oil and non-oil component separating, add product yield and improve extraction yield to oil.
2, the present invention adopts Pericarppium arachidis hypogaeae pond to soak, and Pericarppium arachidis hypogaeae is immersed in water, and Pericarppium arachidis hypogaeae softens gradually, and moisture enters into inside naturally, is beneficial to the separation of Vegetable oil lipoprotein, is beneficial to follow-up enzymolysis, deoils; Meanwhile, Pericarppium arachidis hypogaeae is immersed in water, anaerobic bacterium amount reproduction, and particularly when summer, meeting souring, pH value can reduce, the adjustment pH of convenient operation below.
3, the present invention first adopts pectin-cellulose prozyme to remove cell walls, and the grease in release vegetable cell, adds N.F,USP MANNITOL, can keep osmotic pressure, be beneficial to the release of grease, also can destroy pigment simultaneously, eliminate the step of decolouring.
4, the luteolin that obtains of the present invention, detects through HPLC, and content is more than 99.5%, and yield improves 25% than prior art.
Embodiment
With embodiment, the invention will be further described below, but the present invention is not limited to these embodiments.
Embodiment 1:
From Pericarppium arachidis hypogaeae, extract a method for luteolin, specifically comprise the steps:
1) immersion treatment: Pericarppium arachidis hypogaeae is loaded woven bag, ties mouth, is placed in pond, pond topped up with water, and presses weight on pond, soaks 15 hours;
2) Feedstock treating: by step 1) Pericarppium arachidis hypogaeae that obtains pulverizes, adds the pure water being equivalent to raw material 3 times of weight, be heated to 60 DEG C and maintain 5 minutes, obtain paste serous material;
3) enzymolysis: by step 2) paste serous material that obtains, adjust pH to be 4, add paste serous material 0.1% parts by weight of activated be 30,000 activity units/gram pectin-cellulose prozyme and the N.F,USP MANNITOL of 0.001 weight part carry out enzymolysis 60 minutes, obtain enzymolysis solution;
4) deoil: by step 3) enzymolysis solution that obtains, add the pure water of 3 times of weight, be heated to 70 DEG C of lixiviates 60 minutes, obtain upper strata oil slick liquid and subnatant, slag mixture, be separated;
5) alkali is carried: by step 4) subnatant that obtains, slag mixture is concentrated to obtain medicinal extract, and in medicinal extract, add the NaOH solution of 0.1M, add-on is 5 times of medicinal extract volume, heating extraction 2 times, temperature 60 C, each 30min;
6) extract: to step 5) obtain the ethyl acetate that mixing solutions adds 2 times of volumes and extract, obtain the aqueous solution not containing ethyl acetate, acid adding adjusts pH to 5.5, then the sherwood oil adding 4 times of volumes carries out extracting to obtain extraction liquid;
7) recrystallization: by step 6) extraction liquid that obtains is concentrated to obtain medicinal extract, dissolve with 2 times of volume 75% aqueous ethanolic solutions, add isopyknic 50 DEG C of hot water, concentration and recovery ethanol, leave standstill 24h at remaining liquid 4 DEG C, obtain luteolin crystallization, recrystallization once obtains highly purified luteolin, detect through HPLC, content 99.58%.
Embodiment 2:
From Pericarppium arachidis hypogaeae, extract a method for luteolin, specifically comprise the steps:
1) immersion treatment: Pericarppium arachidis hypogaeae is loaded woven bag, ties mouth, is placed in pond, pond topped up with water, and presses weight on pond, soaks 20 hours;
2) Feedstock treating: by step 1) Pericarppium arachidis hypogaeae that obtains pulverizes, adds the pure water being equivalent to raw material 3 times of weight, be heated to 50 DEG C and maintain 10 minutes, obtain paste serous material;
3) enzymolysis: by step 2) paste serous material that obtains, adjust pH to be 5, add paste serous material 0.05% parts by weight of activated be 10,000 activity units/gram pectin-cellulose prozyme and the N.F,USP MANNITOL of 0.001 weight part carry out enzymolysis 40 minutes, obtain enzymolysis solution;
4) deoil: by step 3) enzymolysis solution that obtains, add the pure water of 3 times of weight, be heated to 60 DEG C of lixiviates 60 minutes, obtain upper strata oil slick liquid and subnatant, slag mixture, be separated;
5) alkali is carried: by step 4) subnatant that obtains, slag mixture is concentrated to obtain medicinal extract, and in medicinal extract, add the NaOH solution of 0.1M, add-on is 2 times of medicinal extract volume, heating extraction 2 times, temperature 50 C, each 40min;
6) extract: to step 5) obtain the ethyl acetate that mixing solutions adds 4 times of volumes and extract, obtain the aqueous solution not containing ethyl acetate, acid adding adjusts pH to 5, then the sherwood oil adding 2 times of volumes carries out extracting to obtain extraction liquid;
7) recrystallization: by step 6) extraction liquid that obtains is concentrated to obtain medicinal extract, dissolve with 4 times of volume 75% aqueous ethanolic solutions, add isopyknic 60 DEG C of hot water, concentration and recovery ethanol, leave standstill 24h at remaining liquid 4 DEG C, obtain luteolin crystallization, recrystallization once obtains highly purified luteolin, detect through HPLC, content 99.65%.
Embodiment 3:
From Pericarppium arachidis hypogaeae, extract a method for luteolin, specifically comprise the steps:
1) immersion treatment: Pericarppium arachidis hypogaeae is loaded woven bag, ties mouth, is placed in pond, pond topped up with water, and presses weight on pond, soaks 24 hours;
2) Feedstock treating: by step 1) Pericarppium arachidis hypogaeae that obtains pulverizes, adds the pure water being equivalent to raw material 2 times of weight, be heated to 55 DEG C and maintain 10 minutes, obtain paste serous material;
3) enzymolysis: by step 2) paste serous material that obtains, adjust pH to be 4.5, add paste serous material 0.1% parts by weight of activated be 20,000 activity units/gram pectin-cellulose prozyme and the N.F,USP MANNITOL of 0.001 weight part carry out enzymolysis 50 minutes, obtain enzymolysis solution;
4) deoil: by step 3) enzymolysis solution that obtains, add the pure water of 2 times of weight, be heated to 65 DEG C of lixiviates 100 minutes, obtain upper strata oil slick liquid and subnatant, slag mixture, be separated;
5) alkali is carried: by step 4) subnatant that obtains, slag mixture is concentrated to obtain medicinal extract, and in medicinal extract, add the NaOH solution of 0.1M, add-on is 3 times of medicinal extract volume, heating extraction 2 times, temperature 40 DEG C, each 60min;
6) extract: to step 5) obtain the ethyl acetate that mixing solutions adds 3 times of volumes and extract, obtain the aqueous solution not containing ethyl acetate, acid adding adjusts pH to 5, then the sherwood oil adding 3 times of volumes carries out extracting to obtain extraction liquid;
7) recrystallization: by step 6) extraction liquid that obtains is concentrated to obtain medicinal extract, dissolve with 3 times of volume 75% aqueous ethanolic solutions, add isopyknic 55 DEG C of hot water, concentration and recovery ethanol, leave standstill 24h at remaining liquid 4 DEG C, obtain luteolin crystallization, recrystallization once obtains highly purified luteolin, detect through HPLC, content 99.66%.
Claims (6)
1. from Pericarppium arachidis hypogaeae, extract a method for luteolin, it is characterized in that, comprise the steps:
1) immersion treatment: Pericarppium arachidis hypogaeae is loaded woven bag, ties mouth, is placed in pond, pond topped up with water, and presses weight on pond, soaks;
2) Feedstock treating: by step 1) Pericarppium arachidis hypogaeae that obtains pulverizes, adds the pure water being equivalent to raw material 2-3 times weight, be heated to 50-60 DEG C and maintain 5-10 minute, obtain paste serous material;
3) enzymolysis: by step 2) paste serous material that obtains, tune pH is 4-5, and the N.F,USP MANNITOL of the pectin-cellulose prozyme and 0.001 weight part that add paste serous material 0.05-0.1% weight part carries out enzymolysis 40-60 minute, obtains enzymolysis solution;
4) deoil: by step 3) enzymolysis solution that obtains, add the pure water of 2-3 times of weight, be heated to 60-70 DEG C of lixiviate 60-120 minute, obtain upper strata oil slick liquid and subnatant, slag mixture, be separated;
5) alkali is carried: by step 4) subnatant that obtains, slag mixture is concentrated to obtain medicinal extract, and in medicinal extract, add alkali lye, extract;
6) extract: to step 5) obtain mixing solutions and add ethyl acetate and extract, obtain the aqueous solution not containing ethyl acetate, acid adding adjusts below pH to 5.5, then adds sherwood oil and carry out extracting to obtain extraction liquid;
7) recrystallization: by step 6) extraction liquid that obtains is concentrated to obtain medicinal extract, with 75% aqueous ethanolic solution dissolving, adds isopyknic 50-60 DEG C hot water, concentration and recovery ethanol, leave standstill 24h at remaining liquid 4 DEG C, obtain luteolin crystallization, recrystallization once obtains highly purified luteolin.
2. a kind of method extracting luteolin from Pericarppium arachidis hypogaeae according to claim 1, is characterized in that: step 1) described in immersion, the time is 15-24 hour.
3. a kind of method extracting luteolin from Pericarppium arachidis hypogaeae according to claim 1, is characterized in that: step 3) described in pectin-cellulose prozyme, for activity be 1-3 ten thousand activity unit/gram solid-state pectin-fiber composite enzyme.
4. a kind of method extracting luteolin from Pericarppium arachidis hypogaeae according to claim 1, is characterized in that: step 5) described in alkali carry, add the NaOH solution of 0.1M, add-on is 2-5 times of medicinal extract volume, heating extraction 2 times, temperature 40-60 DEG C, each 30-60min.
5. a kind of method extracting luteolin from Pericarppium arachidis hypogaeae according to claim 1, is characterized in that: step 6) described in extraction, add ethyl acetate be mixed liquor volume 2-4 doubly, add sherwood oil for solution 2-3 times volume after adjustment pH.
6. a kind of method extracting luteolin from Pericarppium arachidis hypogaeae according to claim 1, is characterized in that: step 7) described in 75% aqueous ethanolic solution, consumption is 1-3 times of medicinal extract volume.
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| CN201510540953.1A CN105130939B (en) | 2015-08-31 | 2015-08-31 | A kind of method that cyanidenon is extracted from peanut shell |
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| CN201510540953.1A CN105130939B (en) | 2015-08-31 | 2015-08-31 | A kind of method that cyanidenon is extracted from peanut shell |
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Cited By (9)
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| CN107837295A (en) * | 2017-11-30 | 2018-03-27 | 广西南宁栩兮科技有限公司 | The extracting method of flavones in a kind of peanut shell |
| CN108794443A (en) * | 2017-10-13 | 2018-11-13 | 昌邑市银江生物科技有限公司 | A method of preparing high-purity cyanidenon |
| CN108864022A (en) * | 2017-10-13 | 2018-11-23 | 昌邑市银江生物科技有限公司 | A method of high-purity luteolin is prepared using ferrous salt |
| CN108864021A (en) * | 2017-10-13 | 2018-11-23 | 昌邑市银江生物科技有限公司 | A method of high-purity luteolin is prepared using zinc salt |
| CN108864023A (en) * | 2017-11-02 | 2018-11-23 | 昌邑市银江生物科技有限公司 | A method of preparing high-purity luteolin |
| CN109731029A (en) * | 2019-02-25 | 2019-05-10 | 昌邑市银江生物科技有限公司 | A method of preparing Extracts from Peanut Hulls particle |
| CN110790740A (en) * | 2019-08-23 | 2020-02-14 | 北京理工大学 | Method for preparing diosmetin from peanut shells |
| CN115725672A (en) * | 2022-12-01 | 2023-03-03 | 华南理工大学 | Pretreatment method for improving enzymatic saccharification effect of shell biomass and application thereof |
| CN116622060A (en) * | 2022-08-15 | 2023-08-22 | 徐州安联木业有限公司 | Multifunctional biomass crosslinking agent, vegetable protein adhesive and preparation method thereof |
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| IT202100028997A1 (en) * | 2021-11-16 | 2023-05-16 | C I A M S R L | USEFUL COMPOSITIONS TO REDUCE COGNITIVE DECLINE IN PETS |
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108794443A (en) * | 2017-10-13 | 2018-11-13 | 昌邑市银江生物科技有限公司 | A method of preparing high-purity cyanidenon |
| CN108864022A (en) * | 2017-10-13 | 2018-11-23 | 昌邑市银江生物科技有限公司 | A method of high-purity luteolin is prepared using ferrous salt |
| CN108864021A (en) * | 2017-10-13 | 2018-11-23 | 昌邑市银江生物科技有限公司 | A method of high-purity luteolin is prepared using zinc salt |
| CN108864023A (en) * | 2017-11-02 | 2018-11-23 | 昌邑市银江生物科技有限公司 | A method of preparing high-purity luteolin |
| CN108864023B (en) * | 2017-11-02 | 2022-04-05 | 昌邑市银江生物科技有限公司 | Method for preparing high-purity luteolin |
| CN107837295A (en) * | 2017-11-30 | 2018-03-27 | 广西南宁栩兮科技有限公司 | The extracting method of flavones in a kind of peanut shell |
| CN109731029A (en) * | 2019-02-25 | 2019-05-10 | 昌邑市银江生物科技有限公司 | A method of preparing Extracts from Peanut Hulls particle |
| CN110790740A (en) * | 2019-08-23 | 2020-02-14 | 北京理工大学 | Method for preparing diosmetin from peanut shells |
| CN116622060A (en) * | 2022-08-15 | 2023-08-22 | 徐州安联木业有限公司 | Multifunctional biomass crosslinking agent, vegetable protein adhesive and preparation method thereof |
| CN116622060B (en) * | 2022-08-15 | 2024-03-12 | 徐州安联木业有限公司 | Multifunctional biomass crosslinking agent, vegetable protein adhesive and preparation method thereof |
| CN115725672A (en) * | 2022-12-01 | 2023-03-03 | 华南理工大学 | Pretreatment method for improving enzymatic saccharification effect of shell biomass and application thereof |
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