CN107162888A - The production method of resveratrol and rheum emodin is prepared from giant knotweed - Google Patents
The production method of resveratrol and rheum emodin is prepared from giant knotweed Download PDFInfo
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- CN107162888A CN107162888A CN201710396578.7A CN201710396578A CN107162888A CN 107162888 A CN107162888 A CN 107162888A CN 201710396578 A CN201710396578 A CN 201710396578A CN 107162888 A CN107162888 A CN 107162888A
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- resveratrol
- giant knotweed
- ethanol
- crude product
- rheum emodin
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- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 title claims abstract description 45
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 235000021283 resveratrol Nutrition 0.000 title claims abstract description 43
- 229940016667 resveratrol Drugs 0.000 title claims abstract description 43
- 244000153955 Reynoutria sachalinensis Species 0.000 title claims abstract description 29
- 235000003202 Reynoutria sachalinensis Nutrition 0.000 title claims abstract description 29
- 239000010282 Emodin Substances 0.000 title claims abstract description 15
- RHMXXJGYXNZAPX-UHFFFAOYSA-N emodin Chemical compound C1=C(O)C=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O RHMXXJGYXNZAPX-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000012043 crude product Substances 0.000 claims abstract description 16
- 238000010828 elution Methods 0.000 claims abstract description 13
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 59
- 239000000284 extract Substances 0.000 claims description 20
- 239000003480 eluent Substances 0.000 claims description 12
- 239000011347 resin Substances 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 12
- 239000000843 powder Substances 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 238000000855 fermentation Methods 0.000 claims description 6
- 230000004151 fermentation Effects 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 239000000047 product Substances 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- 239000002250 absorbent Substances 0.000 claims description 4
- 230000002745 absorbent Effects 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000001953 recrystallisation Methods 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 238000004062 sedimentation Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 238000001291 vacuum drying Methods 0.000 claims description 2
- 238000009736 wetting Methods 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 2
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 238000002481 ethanol extraction Methods 0.000 abstract 1
- 238000011031 large-scale manufacturing process Methods 0.000 abstract 1
- 238000007605 air drying Methods 0.000 description 4
- 238000005119 centrifugation Methods 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- HDWLUGYOLUHEMN-UHFFFAOYSA-N Dinobuton Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)OC(C)C HDWLUGYOLUHEMN-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 229930012538 Paclitaxel Natural products 0.000 description 1
- 241000219050 Polygonaceae Species 0.000 description 1
- 241000425573 Talanes Species 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000001147 anti-toxic effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229930003944 flavone Natural products 0.000 description 1
- 235000011949 flavones Nutrition 0.000 description 1
- -1 flavones polyphenol compound Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000013402 health food Nutrition 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 238000011275 oncology therapy Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229960001592 paclitaxel Drugs 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/22—Preparation of oxygen-containing organic compounds containing a hydroxy group aromatic
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Cosmetics (AREA)
Abstract
The invention provides the production method that resveratrol and rheum emodin are prepared from giant knotweed, the crushing of giant knotweed stem tuber will be dried and be screened to 10 30 mesh, by 0.5 0.8 times of giant knotweed quality after the crushing wettings that add water, yeast is added, fermented 48 72 hours at 45 DEG C~50 DEG C;Then ethanol extraction, concentration, upper prop, elution, concentration, crystallization, dry resveratrol crude product are added;Resveratrol crude product is recrystallized to give the resveratrol of high-purity.The technical process of the present invention is safe, economical, easy to operate, and is easily achieved the resveratrol that the large-scale production from giant knotweed prepares high-purity.
Description
Technical field
Field is extracted the present invention relates to plant functional component, is specifically that one kind prepares resveratrol and rheum emodin from giant knotweed
Production method.
Background technology
Resveratrol is called the another new green cancer therapy drug after taxol, have it is significant suppress cancer cell,
Reduce the effect such as blood fat, prevention and cure of cardiovascular disease, anti-oxidant, strengthen immunity, anti-aging.Pharmacy, food, health products and
Have and be widely applied in the industries such as cosmetics.In recent years, the health food using resveratrol as active component emerges in an endless stream:
Resveratrol(Also known as resvertrol), chemistry entitled 3,4,5 ,-trihydroxy talan(3,4,5 ,-
trihydrolystilbene), it is the non-flavones polyphenol compound containing stilbene class formation.Resveratrol is plant by should
A kind of antitoxin of itself synthesis when swashing, with important smooth activity.Hydroxyl is rich in resveratrol molecule structure, with catching
Obtaining the hexichol alkene structure in free radical, oxidation resistance, its molecule has the ability for absorbing ultraviolet light, and these characteristics are by cosmetic conduct
Industry is fully applied.Resveratrol is all distributed in many plants, but polygonaceae plant Resveratrol in Rhizoma Polygoni Cuspidati content is highest,
It is the most preferable resource for obtaining natural resveratrol up to 0.1-0.4%.In view of resveratrol is in medicine, health products, cosmetics city
Field, which has, to be increasingly widely applied, and structure is simple to operate, with low cost, it is easy to which the separation that high-volume obtains resveratrol sterling is pure
Change technology, has wide practical use and significance.
The content of the invention
A kind of preparation from giant knotweed it is an object of the invention to provide low cost, without toxic solvent, energy industrialized production
The production method of resveratrol and rheum emodin.
The technical solution adopted by the present invention is:The production method of resveratrol and rheum emodin is prepared from giant knotweed, its feature
It is, comprises the following steps:
(1)Giant knotweed is crushed, 10-30 mesh powder is obtained;
(2)By the giant knotweed quality after crushing, the water for adding 0.5-0.8 times soaks, adds the yeast of 9-10 ‰, be placed in fermentation tank,
Fermented 48-72 hours at a temperature of 45 DEG C~50 DEG C, polygonin is changed into resveratrol;
(3)By the giant knotweed quality after crushing, the ethanol of 10-14 times of addition, refluxing extraction at least 2 times;Wherein, ethanol is 60-70%
Ethanol;
(4)Extract solution is merged, filtered, concentration and recovery ethanol obtains extraction medicinal extract;2-3 times of quality of addition in medicinal extract is extracted
Water sedimentation, centrifuge, filter residue and centrifugate;Filter residue and drying is product rheum emodin;
(5)Macroporous absorbent resin in centrifugate, is eluted to colourless with pure water, then with 2BV 25% ethanol elution, is discarded;
1.5BV 80% ethanol elution is finally used, 1.5BV eluent is collected;
(6)By the eluent being collected into concentration, dry, obtain resveratrol crude product;
(7)Resveratrol crude product is recrystallized:Resveratrol crude product is dissolved with 80% ethanol, be configured to solid content for 10% it is molten
Liquid, added by crude product resveratrol weight 3 ‰ activated carbon, 55-65 DEG C of decolouring 1-1.5 hours, centrifugal filtration, filtrate is concentrated into
Solid content 50%, obtains medicinal extract;95% ethanol of medicinal extract quality 20% is added, recrystallization is placed 12-48 hours, refiltered, finally will knot
Crystalline substance vacuum drying produces resveratrol.
Further restriction to above-mentioned technical proposal:The macroporous absorbent resin is LS101 resins or LX-17 resins.
The device have the advantages that:
1st, the present invention is using the method for alcohol extracting-water precipitating, and production cost is low, while obtaining byproduct rheum emodin;
2nd, it is with short production cycle, water and ethanol are only used in production, without other organic solvent safety and environmental protections;
3rd, resveratrol product purity >=98%.
Embodiment
Embodiment 1
Rhizoma Polygoni Cuspidati is dried and crushed into giant knotweed powder, 10-30 mesh sieves are crossed, giant knotweed powder 1000Kg, plus the wetting of 700KG water is taken;Will
9.6Kg yeast is added in 100KG water, adjusts pH=4.5, is then added and is stirred in giant knotweed, 50 DEG C of fermentation 72h.Add 70%
Alcohol reflux is extracted twice, and filtering merges extract solution, solid content 20% is concentrated into, after 2 times of water of addition medicinal extract amount are sufficiently stirred for
Centrifugation, obtains filter residue and centrifugate.Filter residue is washed with water rear heated-air drying and obtains rheum emodin.Extracting centrifugal liquid, upper LS101 resins, pure water
It is washed till colourless, then with 20% ethanol elution 2BV, finally uses 80% ethanol elution, collects 1.5BV eluents, it is eluent concentration, dry
Dry, HPLC is determined, and obtains the resveratrol crude product of purity 62.7%.
Embodiment 2
Rhizoma Polygoni Cuspidati is dried and crushed into giant knotweed powder, 10-30 mesh sieves are crossed, giant knotweed powder 1000Kg, plus the wetting of 700KG water is taken;Will
9.6Kg yeast is added in 100KG water, adjusts pH=4.5, is then added and is stirred in giant knotweed, 50 DEG C of fermentation 72h.Add 70%
Alcohol reflux is extracted twice, and filtering merges extract solution, solid content 20% is concentrated into, after 2 times of water of addition medicinal extract amount are sufficiently stirred for
Centrifugation, obtains filter residue and centrifugate.Filter residue is washed with water rear heated-air drying and obtains rheum emodin.Extracting centrifugal liquid, upper LX-17 resins, pure water
It is washed till colourless, then with 20% ethanol elution 2BV, finally uses 80% ethanol elution, collects 1.5BV eluents, it is eluent concentration, dry
Dry, HPLC is determined, and obtains the resveratrol crude product of purity 63.3%.
Embodiment 3
Rhizoma Polygoni Cuspidati is dried and crushed into giant knotweed powder, 10-30 mesh sieves are crossed, giant knotweed powder 1000Kg, plus the wetting of 700KG water is taken;Will
9.6Kg yeast is added in 100KG water, adjusts pH=4.5, is then added and is stirred in giant knotweed, 50 DEG C of fermentation 72h.Add 70%
Alcohol reflux is extracted twice, and filtering merges extract solution, solid content 20% is concentrated into, after 2 times of water of addition medicinal extract amount are sufficiently stirred for
Centrifugation, obtains filter residue and centrifugate.Filter residue is washed with water rear heated-air drying and obtains rheum emodin.Extracting centrifugal liquid, upper LS101 resins, pure water
It is washed till colourless, then with 25% ethanol elution 2BV, finally uses 80% ethanol elution, collects 1.5BV eluents, it is eluent concentration, dry
Dry, HPLC is determined, and obtains the resveratrol crude product of purity 65.4%.
Embodiment 4
Rhizoma Polygoni Cuspidati is dried and crushed into giant knotweed powder, 10-30 mesh sieves are crossed, giant knotweed powder 1000Kg, plus the wetting of 700KG water is taken;Will
9.6Kg yeast is added in 100KG water, adjusts pH=4.5, is then added and is stirred in giant knotweed, 50 DEG C of fermentation 72h.Add 70%
Alcohol reflux is extracted twice, and filtering merges extract solution, solid content 20% is concentrated into, after 2 times of water of addition medicinal extract amount are sufficiently stirred for
Centrifugation, obtains filter residue and centrifugate.Filter residue is washed with water rear heated-air drying and obtains rheum emodin.Extracting centrifugal liquid, upper LX-17 resins, pure water
It is washed till colourless, then with 25% ethanol elution 2BV, finally uses 80% ethanol elution, collects 1.5BV eluents, it is eluent concentration, dry
Dry, HPLC is determined, and obtains the resveratrol crude product of purity 68.7%.
Embodiment 5
Resveratrol is recrystallized:The resveratrol crude product product that embodiment 1 or embodiment 2 or embodiment 3 or embodiment 4 are produced are used
80% ethanol is dissolved, and is configured to the solution that solid content is 10%, and 3 ‰ activated carbon, 55-65 DEG C are added by crude product resveratrol weight
Decolouring 1-1.5 hours, centrifugal filtration, filtrate is concentrated into solid content 50%, obtains medicinal extract;95% ethanol of medicinal extract quality 20% is added, is put
Put recrystallization 12-48 hours, refilter, will finally crystallize and be dried in vacuo the resveratrol for producing purity >=98%.
Claims (2)
1. the production method of resveratrol and rheum emodin is prepared from giant knotweed, it is characterised in that comprise the following steps:
(1)Giant knotweed is crushed, 10-30 mesh powder is obtained;
(2)By the giant knotweed quality after crushing, the water for adding 0.5-0.8 times soaks, adds the yeast of 9-10 ‰, be placed in fermentation tank,
Fermented 48-72 hours at a temperature of 45 DEG C~50 DEG C, polygonin is changed into resveratrol;
(3)By the giant knotweed quality after crushing, the ethanol of 10-14 times of addition, refluxing extraction at least 2 times;Wherein, ethanol is 60-70%
Ethanol;
(4)Extract solution is merged, filtered, concentration and recovery ethanol obtains extraction medicinal extract;2-3 times of quality of addition in medicinal extract is extracted
Water sedimentation, centrifuge, filter residue and centrifugate;Filter residue and drying is product rheum emodin;
(5)Macroporous absorbent resin in centrifugate, is eluted to colourless with pure water, then with 2BV 25% ethanol elution, is discarded;
1.5BV 80% ethanol elution is finally used, 1.5BV eluent is collected;
(6)By the eluent being collected into concentration, dry, obtain resveratrol crude product;
(7)Resveratrol crude product is recrystallized:Resveratrol crude product is dissolved with 80% ethanol, be configured to solid content for 10% it is molten
Liquid, added by crude product resveratrol weight 3 ‰ activated carbon, 55-65 DEG C of decolouring 1-1.5 hours, centrifugal filtration, filtrate is concentrated into
Solid content 50%, obtains medicinal extract;95% ethanol of medicinal extract quality 20% is added, recrystallization is placed 12-48 hours, refiltered, finally will knot
Crystalline substance vacuum drying produces resveratrol.
2. the production method according to claim 1 that resveratrol and rheum emodin are prepared from giant knotweed, it is characterised in that institute
Macroporous absorbent resin is stated for LS101 resins or LX-17 resins.
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Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101698634A (en) * | 2009-06-30 | 2010-04-28 | 三原润禾植化有限公司 | Method for extracting and separating resveratrol from giant knotweed rhizome |
CN101792373A (en) * | 2010-03-18 | 2010-08-04 | 重庆科瑞南海制药有限责任公司 | Process for extracting, separating and purifying high-purity resveratrol |
CN102219652A (en) * | 2011-05-05 | 2011-10-19 | 三明华健生物工程有限公司 | Method for preparing water-soluble resveratrol from giant knotweed rhizome |
CN102838456A (en) * | 2012-09-17 | 2012-12-26 | 湖南希尔天然药业有限公司 | Technology for preparing resveratrol by using traditional Chinese medicine giant knotweed rhizome |
CN102838455A (en) * | 2012-09-17 | 2012-12-26 | 湖南希尔天然药业有限公司 | Method for extracting high-content resveratrol from polygonum cuspidatum |
CN104263763A (en) * | 2014-09-04 | 2015-01-07 | 南京标科生物科技有限公司 | Novel method for extracting resveratrol from giant knotweed |
CN104341277A (en) * | 2014-11-18 | 2015-02-11 | 白心亮 | Method for extracting resveratrol from Polygonum cuspidatum |
-
2017
- 2017-05-31 CN CN201710396578.7A patent/CN107162888A/en active Pending
Patent Citations (7)
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CN104263763A (en) * | 2014-09-04 | 2015-01-07 | 南京标科生物科技有限公司 | Novel method for extracting resveratrol from giant knotweed |
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Title |
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