CN101857530B - Separation method for magnolol and honokiol - Google Patents
Separation method for magnolol and honokiol Download PDFInfo
- Publication number
- CN101857530B CN101857530B CN2010101894893A CN201010189489A CN101857530B CN 101857530 B CN101857530 B CN 101857530B CN 2010101894893 A CN2010101894893 A CN 2010101894893A CN 201010189489 A CN201010189489 A CN 201010189489A CN 101857530 B CN101857530 B CN 101857530B
- Authority
- CN
- China
- Prior art keywords
- honokiol
- magnolol
- acid
- solution
- separation method
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- VVOAZFWZEDHOOU-UHFFFAOYSA-N magnolol Chemical compound OC1=CC=C(CC=C)C=C1C1=CC(CC=C)=CC=C1O VVOAZFWZEDHOOU-UHFFFAOYSA-N 0.000 title claims abstract description 139
- BYTORXDZJWWIKR-UHFFFAOYSA-N Hinokiol Natural products CC(C)c1cc2CCC3C(C)(CO)C(O)CCC3(C)c2cc1O BYTORXDZJWWIKR-UHFFFAOYSA-N 0.000 title claims abstract description 49
- FVYXIJYOAGAUQK-UHFFFAOYSA-N honokiol Chemical compound C1=C(CC=C)C(O)=CC=C1C1=CC(CC=C)=CC=C1O FVYXIJYOAGAUQK-UHFFFAOYSA-N 0.000 title claims abstract description 49
- 238000000926 separation method Methods 0.000 title claims abstract description 20
- 239000002253 acid Substances 0.000 claims abstract description 26
- 239000000243 solution Substances 0.000 claims description 34
- 238000003756 stirring Methods 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 20
- 230000008021 deposition Effects 0.000 claims description 19
- 239000012670 alkaline solution Substances 0.000 claims description 11
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 5
- 241000218378 Magnolia Species 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 claims description 2
- 235000019253 formic acid Nutrition 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 claims description 2
- 229940040692 lithium hydroxide monohydrate Drugs 0.000 claims description 2
- 150000002989 phenols Chemical class 0.000 claims description 2
- 235000019260 propionic acid Nutrition 0.000 claims description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 2
- 239000001384 succinic acid Substances 0.000 claims 1
- 239000004615 ingredient Substances 0.000 abstract description 5
- 239000003960 organic solvent Substances 0.000 abstract description 4
- 238000011084 recovery Methods 0.000 abstract description 4
- 239000003513 alkali Substances 0.000 abstract description 3
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 11
- 238000004128 high performance liquid chromatography Methods 0.000 description 9
- 239000003921 oil Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000005303 weighing Methods 0.000 description 3
- OYAQUBKYAKSHOA-UHFFFAOYSA-N 2-(2-hydroxy-5-propylphenyl)-4-propylphenol Chemical compound CCCC1=CC=C(O)C(C=2C(=CC=C(CCC)C=2)O)=C1 OYAQUBKYAKSHOA-UHFFFAOYSA-N 0.000 description 2
- 241001673966 Magnolia officinalis Species 0.000 description 2
- 241000209094 Oryza Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
- 229910001863 barium hydroxide Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003815 supercritical carbon dioxide extraction Methods 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The invention discloses a separation method for magnolol and honokiol, which utilizes the different dissolving capacity of each ingredient in crude mangnolia officinalis extract product in aqueous alkalis with different pH values to separate the magnolol, the honokiol and other ingredients. Because the separation method only uses the aqueous solutions of acid and alkali and does not use organic solvent, no organic solvent is left; the operation is simple, and the control is easy; and the separation efficiency and the target ingredient recovery rate are high.
Description
Technical field
The present invention relates to the separation method of a kind of magnolol and Honokiol.
Background technology
The bark of official magnolia derives from dry stem skin, Gen Pi and the branch skin of Magnoliacea plant bark of official magnolia Magnolia officinalis Rehd.et Wils. or Magnolia bilola M.O.R.et Wils.Var.biloba Rehd.et Wils..Wherein main effective ingredient is magnolol, Honokiol, in addition also contains iso-agnolol, tetrahydromagnolol and volatilization wet goods composition.Because the continuous development of medicine industry, continue to increase for the demand of pure article of single magnolol and the pure article of Honokiol.
The method for preparing at present pure article of magnolol and the pure article of Honokiol does; At first adopt solvent extraction or supercritical carbon dioxide extraction to obtain containing the thick product of magnolol and Honokiol; Again thick product is separated through repeatedly crystallization of solvent, column chromatography, high speed adverse current chromatogram or the molecular recognition technology is separated, obtain highly purified magnolol and Honokiol (like Chinese patent 200410012324.3---high-purity magnolia bark phenol technology of preparing; Chinese patent 200410036087.4---use the method for high speed adverse current chromatogram separation and purification Honokiol and magnolol).These methods all will be used a large amount of organic solvents in sepn process, cause organic solvent residual easily, and process is complicated, production cost is high and separation efficiency is low.
Summary of the invention
The objective of the invention is to overcome the defective of prior art, provide a kind of simple, efficient, do not have and dissolve the residual separating magnolol and the method for Honokiol.
For realizing above-mentioned purpose, the present invention has taked following technical scheme:
The separation method of a kind of magnolol and Honokiol may further comprise the steps:
(1) the Cortex Magnoliae Officinalis extract bullion with no solvent residue is a raw material, and alkaline solution is joined in the Cortex Magnoliae Officinalis extract bullion, stirs, and standing demix is removed oil reservoir, keeps water layer;
(2) in water layer, dripping acid solution while stirring, is 10.0～11.0 until the pH of water layer value, leaves standstill, and centrifugal or filtration obtains deposition and filtrating, and deposition is dried, and promptly gets Honokiol;
(3) dripping acid solution in the filtrating that obtains toward step (2) while stirring, is 7.5～8.5 until pH value of filtrate, leaves standstill, centrifugal or filter, and obtains deposition and filtrating, and deposition is dried, and promptly gets magnolol.
Preferably; The separation method of said a kind of magnolol and Honokiol also comprises step (4): dripping acid solution in the filter solution that obtains toward step (3) while stirring, is 6.8～7.2 until the pH of solution value; Leave standstill; Centrifugal or filter, obtain water-insoluble, be mainly other non-magnolols and Honokiol composition.
Preferably, pH＞11 of alkaline solution described in the step (1).
Preferably, alkaline solution is sodium hydroxide, Pottasium Hydroxide, Lithium Hydroxide MonoHydrate, hydrated barta or aqua calcis described in the step (1); The quality percentage composition of said alkaline solution is 0.1～3.0%.
Preferably, said acid solution is water-soluble inorganic acid solution or organic carboxyl acid solution; Said water-soluble inorganic acid solution is hydrochloric acid, sulfuric acid or phosphoric acid; Said organic carboxyl acid solution is formic acid, acetate, propionic acid, oxysuccinic acid, Succinic Acid, Hydrocerol A or other polycarboxylic acid solution.
The present invention utilizes the characteristic of the different solubility of each composition in the alkaline solution of different pH values in the Cortex Magnoliae Officinalis extract bullion, separates to obtain highly purified magnolol and Honokiol.At first, the undissolved oily matter of alkali is told, obtained major ingredient and be other compositions except that volatile oil.Next can separate out flaky precipitate when the pH of solution value is 10.0～11.0, dry promptly to obtain Honokiol; Then, the pH value of solution is to separate out the needle-like deposition at 7.5～8.5 o'clock, dries promptly to obtain magnolol; At last, the pH value of solution is can separate out water-insoluble at 6.8～7.2 o'clock, is mainly other compositions of non-bark of official magnolia phenols.
Compared with prior art, the present invention has following beneficial effect:
1. separation method of the present invention utilizes the dissolving power difference of each composition in the alkaline solution of different pH values in the Cortex Magnoliae Officinalis extract bullion; Make magnolol, Honokiol and other compositions be able to be separated from each other; Owing in sepn process, only use water as medium; What use is water-soluble acid and alkali, does not therefore have organic problem of solvent residue;
2. separation method of the present invention only needs the pH value of control solution in sepn process; Each composition substep is separated out from alkaline solution in the Cortex Magnoliae Officinalis extract bullion; Gained magnolol and Honokiol get final product through simply drying or drying; Do not need purification steps such as further solvent crystallization, therefore simple to operate, be easy to control;
3. the recovery of separation efficiency and target component is high.In the flash liberation operation, can obtain highly purified magnolol and Honokiol simultaneously, and the recovery of separation efficiency and target component is high.
Embodiment
Embodiment 1
The method of a kind of separating magnolol and Honokiol may further comprise the steps:
(1) take by weighing the thick product of 9.3g Cortex Magnoliae Officinalis extract (HPLC detects magnolol and is respectively 51% and 43% with Honokiol content) in the 1000mL four-hole bottle, adding 600g quality percentage composition is in 0.5% the sodium hydroxide solution.Stirred 0.5 hour, and be transferred in the separating funnel, standing demix half a hour.The upper strata is a brown oil, and lower aqueous layer is emitted, and removes the about 0.3g of oil reservoir;
(2) water layer is transferred in the four-hole bottle.Slowly drip the quality percentage composition while stirring and be 10% citric acid solution.When the pH value of solution value reaches 10.5, stop to add acid, leave standstill half a hour after continuing to stir half a hour; Centrifugal or filter; Obtain rice white flaky precipitate and filtrating, obtain 3.5g Honokiol (it is 95.7% that HPLC detects Honokiol content) after this deposition is dried, the Honokiol yield is 83.8%.
(3) filtrating is transferred in the four-hole bottle, slowly drips 10% citric acid solution while stirring.When filtrating pH value reaches 7.8, stop to add acid, leave standstill half a hour after continuing to stir half a hour; Centrifugal or filter; Obtain off-white color needle-like deposition and filtrating, obtain 4.3g magnolol (it is 96.5% that HPLC detects magnolol content) after this deposition is dried, the yield of magnolol is 87.5%.
(4) filtrating is transferred in the four-hole bottle, continues slowly to drip 10% citric acid solution while stirring.When filtrating pH value reaches 6.9, stop to add acid, leave standstill half a hour after continuing to stir half a hour, centrifugal or filtration obtains 0.3g yellow powder shape thing after filter residue dries, be mainly other non-magnolols and Honokiol composition.
In this embodiment, the total yield of highly purified magnolol and Honokiol is 85.8%.
Embodiment 2
The method of a kind of separating magnolol and Honokiol may further comprise the steps:
(1) take by weighing the thick product of 20.0g Cortex Magnoliae Officinalis extract (HPLC detects magnolol and is respectively 33% and 59% with Honokiol content) in the 5L four-hole bottle, adding 3900g quality percentage composition is in 0.2% the potassium hydroxide solution.Stirred 0.5 hour, and be transferred in the separating funnel, standing demix half a hour.The upper strata is a brown oil, and lower aqueous layer is emitted, and removes the about 0.9g of oil reservoir;
(2) water layer is transferred in the four-hole bottle, slowly drips the quality percentage composition while stirring and be 15% acetum.When the pH value of solution value reaches 10.7, stop to add acid, leave standstill half a hour after continuing to stir half a hour, centrifugal or filtration obtains rice white flaky precipitate and filtrating, obtains 10.5g Honokiol (it is 98.1% that HPLC detects Honokiol content) after this deposition is dried; The Honokiol yield is 87.3%.
(3) filtrating is transferred in the four-hole bottle, slowly drips 15% acetum while stirring.When filtrating pH value reaches 8.2, stop to add acid, leave standstill half a hour after continuing to stir half a hour; Centrifugal or filter; Obtain off-white color needle-like deposition and filtrating, obtain 5.7g magnolol (it is 95.4% that HPLC detects magnolol content) after the off-white color deposition is dried, the magnolol yield is 82.4%.
(4) filtrating is transferred in the four-hole bottle; Continue while stirring slowly to drip 15% acetum, when the pH value of solution value reaches 7.0, stop to add acid; Leave standstill half a hour after continuing to stir half a hour; Centrifugal or filter, after drying, filter residue obtains 1.1g yellow powder shape thing, be mainly other non-magnolols and Honokiol composition.
In this embodiment, the total yield of magnolol and Honokiol is 85.5%.
Embodiment 3
The method of a kind of separating magnolol and Honokiol may further comprise the steps:
(1) take by weighing the thick product of 30.0g Cortex Magnoliae Officinalis extract (HPLC detects magnolol and is respectively 56% and 21% with Honokiol content) in the 10L four-hole bottle, adding 4500g quality percentage composition is in 0.35% the barium hydroxide solution.Stirred 0.5 hour, and be transferred in the separating funnel, standing demix half a hour.The upper strata is a brown oil, and lower aqueous layer is emitted, and removes the about 4.6g of oil reservoir;
(2) water layer is transferred in the four-hole bottle, slowly drips the quality percentage composition while stirring and be 5% hydrochloric acid soln.When the pH value of solution value reaches 10.1; Stop to add acid; Leave standstill half a hour after continuing to stir half a hour, centrifugal or filtration obtains pale yellow powder shape deposition and filtrating; Obtain 5.6g Honokiol (it is 88.0% that HPLC detects Honokiol content) after this deposition dried, the recovery of Honokiol is 78.2%.
(3) filtrating is transferred in the four-hole bottle, while stirring the hydrochloric acid soln of Dropwise 5 % slowly.When filtrating pH value reaches 8.5, stop to add acid, leave standstill half a hour after continuing to stir half a hour; Centrifugal or filter; Obtain pale yellow powder shape deposition and filtrating, obtain 16.1g magnolol (it is 90.3% that HPLC detects magnolol content) after this deposition is dried, the magnolol yield is 86.5%;
(4) filtrating is transferred in the four-hole bottle, continues the slowly hydrochloric acid soln of Dropwise 5 % while stirring, when the pH value of solution value reaches 7.2; Stop to add acid; Leave standstill half a hour after continuing to stir half a hour, tell the brown paste of 2.1g, be mainly other non-magnolols and Honokiol composition from aqueous phase.
In this embodiment, the total yield of magnolol and Honokiol is 84.3%.
More than be to the specifying of possible embodiments of the present invention, but this embodiment is not in order to limiting claim of the present invention, does not allly break away from equivalence of the present invention and implement or change, all should be contained in the claim of the present invention.
Claims (6)
1. the separation method of magnolol and Honokiol is characterized in that, may further comprise the steps:
(1) alkaline solution is joined in the Cortex Magnoliae Officinalis extract bullion, stir, standing demix is removed oil reservoir, keeps water layer;
(2) in water layer, dripping acid solution while stirring, is 10.0～11.0 until the pH of water layer value, leaves standstill, and centrifugal or filtration obtains deposition and filtrating, and deposition is dried, and promptly gets Honokiol;
(3) dripping acid solution in the filtrating that obtains toward step (2) while stirring, is 7.5～8.5 until pH value of filtrate, leaves standstill, centrifugal or filter, and obtains deposition and filtrating, and deposition is dried, and promptly gets magnolol.
2. the separation method of magnolol according to claim 1 and Honokiol; It is characterized in that; Also comprise step (4): dripping acid solution in the filtrating that obtains toward step (3) while stirring, is 6.8～7.2 until pH value of filtrate, leaves standstill; Obtain water-insoluble, be mainly other compositions of non-bark of official magnolia phenols.
3. the separation method of magnolol according to claim 1 and 2 and Honokiol is characterized in that, pH＞11 of alkaline solution described in the step (1).
4. the separation method of magnolol according to claim 1 and 2 and Honokiol; It is characterized in that; Alkaline solution is sodium hydroxide, Pottasium Hydroxide, Lithium Hydroxide MonoHydrate, hydrated barta or aqua calcis described in the step (1), and the quality percentage composition of said alkaline solution is 0.1～3.0%.
5. the separation method of magnolol according to claim 1 and 2 and Honokiol is characterized in that, said acid solution is water-soluble inorganic acid solution or organic carboxyl acid solution.
6. the separation method of magnolol according to claim 5 and Honokiol is characterized in that, said water-soluble inorganic acid solution is hydrochloric acid, sulfuric acid or phosphoric acid; Said organic carboxyl acid solution is the solution of formic acid, acetate, propionic acid, oxysuccinic acid, Succinic Acid or Hydrocerol A.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101894893A CN101857530B (en) | 2010-05-26 | 2010-05-26 | Separation method for magnolol and honokiol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101894893A CN101857530B (en) | 2010-05-26 | 2010-05-26 | Separation method for magnolol and honokiol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101857530A CN101857530A (en) | 2010-10-13 |
| CN101857530B true CN101857530B (en) | 2012-11-21 |
Family
ID=42943724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010101894893A Active CN101857530B (en) | 2010-05-26 | 2010-05-26 | Separation method for magnolol and honokiol |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101857530B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103922899B (en) * | 2014-04-22 | 2015-09-02 | 浙江得恩德制药有限公司 | A kind of method extracting Honokiol and magnolol in bark of official magnolia crude extract |
| CN108164399A (en) * | 2018-01-31 | 2018-06-15 | 湖南佳沐生物科技有限公司 | A kind of green separation technique that magnolol and honokiol monomer are prepared from magnolia bark raw material |
| CN108794306A (en) * | 2018-05-08 | 2018-11-13 | 广西大学 | A method of preparing high-purity magnolia bark phenol monomer and honokiol monomer |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1446785A (en) * | 2003-03-07 | 2003-10-08 | 上海大学 | Method of producing magnolol and honokiol |
| CN1583700A (en) * | 2004-06-08 | 2005-02-23 | 河北农业大学 | Preparation of pure magnolol |
| CN1686990A (en) * | 2005-04-06 | 2005-10-26 | 浙江大学 | Method for separating magnolol and honokiol from magnolia bark |
-
2010
- 2010-05-26 CN CN2010101894893A patent/CN101857530B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1446785A (en) * | 2003-03-07 | 2003-10-08 | 上海大学 | Method of producing magnolol and honokiol |
| CN1583700A (en) * | 2004-06-08 | 2005-02-23 | 河北农业大学 | Preparation of pure magnolol |
| CN1686990A (en) * | 2005-04-06 | 2005-10-26 | 浙江大学 | Method for separating magnolol and honokiol from magnolia bark |
Non-Patent Citations (2)
| Title |
|---|
| 张建超等.超声提取和索氏提取厚朴中厚朴酚与和厚朴酚的比较研究.《湖北中医学院学报》.2012,第12卷(第1期), |
| 超声提取和索氏提取厚朴中厚朴酚与和厚朴酚的比较研究;张建超等;《湖北中医学院学报》;20120228;第12卷(第1期);第39页第1.3节 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101857530A (en) | 2010-10-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103373913B (en) | The extracting method of Shikonin | |
| CN101857530B (en) | Separation method for magnolol and honokiol | |
| CN111960930A (en) | Method for separating and purifying cannabidiol from industrial cannabis sativa leaves | |
| CN1197857C (en) | Method for extracting tea polyhenols and tea pigment | |
| CN106173817B (en) | The production method of low molten residual turmeric paste | |
| CN103193832A (en) | Method for extracting and separating high-purity tea polyphenol from tea leaves | |
| CN109705127B (en) | Anti-emulsification preparation method of plant-derived sodium copper chlorophyllin | |
| JP2012501990A5 (en) | ||
| CN103804336B (en) | Method for separating and purifying epigallocatechin gallate by aqueous two-phase system | |
| CN106417840A (en) | Green preparation method for tea leaf natural active matters and caffeine-removed tea | |
| CN104926719A (en) | Method for extracting gynesine from fructus cannabis | |
| CN103819572A (en) | Extraction technology for production of polysaccharide from mulberry leaf | |
| CN101973983A (en) | Method for extracting orientins from Chinese globeflower flowers | |
| CN1847238A (en) | New process of extracting tea polyphenol from tea | |
| CN104311530A (en) | Method for extracting high-purity piperine with low pollution | |
| JP2021505210A (en) | Process for separation of gallate epicatechins (EGCG and ECG) from green tea extract or green tea grounds | |
| CN102229612B (en) | Method for extracting chlorophyll Cu from silkworm excrements | |
| CN111647002B (en) | Method for preparing high-purity 1,8-cineole by using alkanediol mixed green solvent | |
| CN103719532A (en) | Preparation method of eucommia seed protein | |
| CN102285976A (en) | Method for extracting isoorientin from bamboo leaf flavones | |
| CN113880697A (en) | Extraction method of cannabidiol | |
| CN103242213B (en) | The method of the saliferous produced in polyphenylene sulfide building-up process, water, N-methyl-pyrrolidon solution dehydrates desalination | |
| CN106905145A (en) | A kind of preparation method of high-purity crocetin | |
| CN101704783A (en) | Preparation method of dauricine | |
| CN106236780A (en) | A kind of propolis ethanol countercurrent extraction method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| ASS | Succession or assignment of patent right |
Owner name: CENG JIANQING Free format text: FORMER OWNER: GUANGZHOU HERBS EX INC. Effective date: 20120803 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20120803 Address after: Yan Qiao No. 89 building, 510507 Guangdong city of Guangzhou province Tianhe District Yanling Road, room 2103-2104 Applicant after: Zeng Jianqing Address before: 510507, Guangdong province Guangzhou Baiyun District Taihe Town Guangzhou private science and Technology Park Road, No. 1 building on the east side of the two floor Applicant before: Guangzhou Herbs-Ex Inc. |
|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20101013 Assignee: Hunan harmony Biological Technology Co., Ltd. Assignor: Zeng Jianqing Contract record no.: 2014430000168 Denomination of invention: Separation method for magnolol and honokiol Granted publication date: 20121121 License type: Exclusive License Record date: 20141223 |
|
| LICC | Enforcement, change and cancellation of record of contracts on the licence for exploitation of a patent or utility model | ||
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20160819 Address after: 425000 Yongzhou national agricultural science and technology zone, pond town, Lengshuitan District, Hunan, Yongzhou Patentee after: Hunan harmony Biological Technology Co., Ltd. Address before: Yan Qiao No. 89 building, 510507 Guangdong city of Guangzhou province Tianhe District Yanling Road, room 2103-2104 Patentee before: Zeng Jianqing |