CN103224590A - Glabridin molecularly imprinted polymer, as well as preparation method and application thereof - Google Patents
Glabridin molecularly imprinted polymer, as well as preparation method and application thereof Download PDFInfo
- Publication number
- CN103224590A CN103224590A CN2013101787274A CN201310178727A CN103224590A CN 103224590 A CN103224590 A CN 103224590A CN 2013101787274 A CN2013101787274 A CN 2013101787274A CN 201310178727 A CN201310178727 A CN 201310178727A CN 103224590 A CN103224590 A CN 103224590A
- Authority
- CN
- China
- Prior art keywords
- glabridin
- molecularly imprinted
- imprinted polymer
- preparation
- chloroform
- 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.)
- Granted
Links
Images
Abstract
The invention relates to a glabridin molecularly imprinted polymer, as well as a preparation method and application thereof. The preparation method comprises the following steps of: taking glabridin as a template, adding the template, functional monomers, a cross-linking agent, an initiator and a solvent into a reaction kettle according to the mass ratio of (1-3): (2-8): (15-30): (0.05-0.2): (20-50), mixing, performing ultrasonic degassing, then charging nitrogen, removing oxygen, sealing, and then polymerizing for 10-24h in a constant-temperature water bath at the temperature of 40-60 DEG C to obtain the glabridin molecularly imprinted polymer with template molecules; and grinding, eluting and drying the obtained polymer to obtain the molecularly imprinted polymer for purifying the glabridin. The obtained glabridin molecularly imprinted polymer can be used as column chromatography packing for column packing so as to be applied in extraction of the glabridin from glycyrrhiza glabra, and the glabridin molecularly imprinted polymer has the advantages of strong selectivity, high adsorption capacity and high purity of the obtained glabridin.
Description
Technical field
The invention belongs to the preparation field of natural product or bioactive ingredients, particularly a kind of molecularly imprinted polymer of glabridin and its production and application of purifying that is used to.
Background technology
Glabridin (Glabridin) molecular formula is C
20H
20O
4, molecular weight 324.37 is a kind of natural antioxidantss, it is the flavanone compound of separation and Extraction from medicinal plant glycyrrhiza glabra (Glycyrrhiza Glabra L.).It demonstrates very strong Green Tea Extract oxygenizement in Cytochrome P450/NADPH oxidation system, can obviously suppress the free radical that produced in the body intracellular metabolic process, with avoid to oxidation-sensitive biomacromolecule (low-density lipoprotein LDL, DNA) and cell walls etc. damaged by free-radical oxidn.Thereby can prevent and treat some pathological change relevant with free-radical oxidn, as atherosclerosis, cell aging etc.Simultaneously, glabridin still has certain reducing blood-fat and hypotensive activity.In addition,, be called as the glabridin energy deep enough skin inside of " gold of whitening " at makeup circle and keep high reactivity, effectively suppress the activity of plurality of enzymes in the melanochrome generative process, particularly suppress the Tyrosine enzyme activity.Pear Power, high-efficiency antioxidant, prevent pachylosis, anti-inflammatory, antimicrobial effect.The glabridin safety non-toxic is even life-time service is also harmless.Usually be used as cosmetics additive and medical material at industrial glabridin.
The traditional technology of producing glabridin adopts organic reagent to extract more, extraction, and operations such as column chromatography for separation, the glabridin content that obtains like this is low, the cost height.And the high-purity glabrene purification step is comparatively loaded down with trivial details, and the production cycle is long, and preparation amount is little, and the organic solvent consumption is big, causes commodity price high.As Okada etc. at " Chemical﹠Pharmaceutical Bulletin " (Vol.37, No.9,1989,2528～2530) delivered " Identification of antimicrobial and antioxidant constituents from licorice of Russian and Xinjiang origin. " on, the author extracts the glycyrrhiza glabra root with the methylene dichloride room temperature, extracting solution is concentrated into dried brown medicinal extract, silica gel column chromatography separates rough segmentation, oppositely silica gel column chromatography separates once more, the benzol-cyclohexane recrystallization obtains the pure product of glabridin.Ma Shuyan etc. have delivered " extraction of glabridin and anti-oxidant activity research in the Radix Glycyrrhizae " on " research and development of natural products " (Vol.19,2007,675～677), the acetone extraction glycyrrhiza glabra is used in this research, and gained medicinal extract is through Al behind the evaporate to dryness acetone
2O
3Post, preparation type thin layer plate separates, and obtains high-purity glabrene with the benzol-cyclohexane recrystallization at last.
Molecular imprinting is called molecular imprinting technique again, belongs to an interdisciplinary field between polymer chemistry, Materials science, biological chemistry, the analytical chemistry etc.Molecular imprinting is the Experiment Preparation technology for the polymkeric substance that obtains to mate fully with certain a part (being commonly referred to template molecule) on space structure and binding site position.Molecularly imprinted polymer is meant with the target molecule to be template molecule, the functionalized polymer monomer that will have a complementary structure combines with template molecule by mode covalently or non-covalently, add linking agent and carry out polyreaction, a kind of cross-linked high polymer that fixed cavitation size and shape is arranged and have definite arranging functional to roll into a ball that after reaction is finished template molecule is extracted that the back forms.Why molecular imprinting develops so rapidly, mainly is because it has precordainment, identity and practicality.Because MIPs has the ability of anti-adverse environment, show advantages such as by force stable and long service life, therefore synthetic and applied research is very active to it, the wide range that relates to, separate biosensor, analog antibody and acceptor as chiral material, mimetic enzyme catalysis, the isolation and purification of biomacromolecule metal ion, drug molecule, natural products etc. such as amino acid and polypeptide.
At present the preparation method of glabridin molecularly imprinted polymer does not appear in the newspapers, and the glabridin molecular imprinting is used to extract purifying and does not also appear in the newspapers.
Summary of the invention
The objective of the invention is to fill up technological gap, a kind of glabridin molecularly imprinted polymer and its production and application, this method is simple to operate, and the alternative absorption of the polymkeric substance of preparation glabridin has advantages such as selectivity is strong, adsorptive capacity is big, renewable.
The technical scheme that the present invention takes is:
A kind of preparation method of glabridin molecularly imprinted polymer comprises that step is as follows:
(1) with the glabridin is template, with acrylamide, methacrylic acid, 4-vinylpridine, vinyl imidazole, N-phenyl methyl acrylate chloride or thanomin carboxylate (NOBE) is function monomer, is to mix in 1～3:2～8:15～30:0.05～0.2:20～50 adding reactors template, function monomer, linking agent, initiator, solvent by mass ratio, ultrasonic degas 5～25min, fill the nitrogen deoxygenation then, the sealing back obtains having the molecularly imprinted polymer of template molecule glabridin in 40～60 ℃ of water bath with thermostatic control polymerizations 10～24 hours;
(2) polymkeric substance that step (1) is obtained ground 60～200 mesh sieves, get the molecularly imprinted polymer particle that evenly has the template molecule glabridin, with volume fraction is the molecularly imprinted polymer particle that has the template molecule glabridin that 10%～20% acetate methanol solution wash-out obtains, 50～65 ℃ of oven dry under the vacuum, the molecularly imprinted polymer of the glabridin that promptly obtains being used to purifying.
The described function monomer preferable methyl of above-mentioned steps (1) vinylformic acid.
The described linking agent of step (1) is N, N-dimethyl diacrylamine, Ethylene glycol dimethacrylate or Vinylstyrene.Described initiator is a Diisopropyl azodicarboxylate.Described solvent is selected from acetonitrile/chloroform (v/v=1:1～3), N, dinethylformamide/chloroform (v/v=1:1～2), methyl-sulphoxide/chloroform (v/v=1:1～2.5), tetrahydrofuran (THF)/chloroform (v/v=1:1～3), preferred acetonitrile/chloroform (v/v=1).
The glabridin molecularly imprinted polymer that above-mentioned preparation method makes.
Described glabridin molecularly imprinted polymer is in the application of extracting from glycyrrhiza glabra in the glabridin.
Application method is: preparation-obtained glabridin molecularly imprinted polymer is done column chromatography filler dress post, use up fruit licorice extract upper prop then, use the acetonitrile solution drip washing of the methyl alcohol of volume fraction 5%～15% again, last chromatography column reclaims elutriant and obtains glabridin with the acetate methanol solution wash-out of mass concentration 10%～20%.
The present invention uses glabridin as template in the molecularly imprinted polymer building-up process of purification glabridin, utilize molecular imprinting to make the identification material to measure for glabridin, wash-out goes out the glabridin template, leaves the hole (or being called trace) with glabridin molecular volume, structure, polar phase coupling on material.When this molecularly imprinted polymer is used to purify glabridin, have only the glabridin molecule can enter in the middle of the trace, and other impurity molecule can not enter trace, make this molecularly imprinted polymer mainly adsorb glabridin, other impurity absorption seldom, make the purity of glabridin improve greatly, can reach 90%.
The present invention is not limited to certain simple function monomer (as 4-vinylpridine) in preparation glabridin molecularly imprinted polymer process, the multiple function monomer to selecting for use adopts preparation method of the present invention, all can obtain identity molecularly imprinted polymer preferably.Aspect preparation technology, the present invention adopts traditional mass polymerization, has better technology stability and controllability than additive method (as suspension polymerization, dispersion polymerization).
The present invention has following advantage and beneficial effect with respect to prior art:
The molecularly imprinted polymer selectivity of the glabridin that is used to purify 1. of the present invention is strong, uses the glabridin purity height that this material purification glabridin is obtained.
The molecularly imprinted polymer adsorptive capacity of the glabridin that is used to purify 2. of the present invention is big, is 4～10 times of conventional resins.
The molecularly imprinted polymer production cost of the glabridin that is used to purify 3. of the present invention is low, and the elutriant consumption is few.
4. present device less investment, production cost reduces greatly.
The molecularly imprinted polymer of the glabridin that is used for purifying 5. of the present invention is being applied to behind the glycyrrhiza glabra crude extract purification glabridin renewablely, and its renovation process is simple.
Description of drawings
Fig. 1 is the preparation of molecularly imprinted polymer of the glabridin that is used to purify of the present invention and the schema of application.
Fig. 2 is the molecular structural formula of function monomer NOBE used in the present invention.
Fig. 3 is the purify purity detecting figure of the glabridin that obtains of the molecularly imprinted polymer of using the glabridin that is used to purify of the present invention, and its content is 90.10g/100g.
Fig. 4 uses the glabridin proton nmr spectra that the present invention extracted.
Embodiment
Below in conjunction with embodiment the present invention is described in further detail, but the working of an invention mode is not limited thereto.
(1) gets the raw materials ready
Each component of present embodiment is prepared burden by following consumption proportion: template molecule (glabridin) 0.97g, function monomer (methacrylic acid) 1.63g, linking agent (Ethylene glycol dimethacrylate) 19.00g, initiator (Diisopropyl azodicarboxylate) 0.10g, solvent (weight ratio of acetonitrile and chloroform is the mixed solvent of 1:1) 42.00g.
(2) preparation has the molecularly imprinted polymer of template molecule glabridin
The mixed solvent of template molecule glabridin, methacrylic acid, Ethylene glycol dimethacrylate, Diisopropyl azodicarboxylate, acetonitrile and the chloroform got ready in (1) added in the reactor mix, ultrasonic degas 15min, fill the nitrogen deoxygenation then, the sealing back was in 60 ℃ of water bath with thermostatic control polymerizations 24 hours, obtain having the molecularly imprinted polymer of template molecule glabridin, then it was milled 60 orders and 100 mesh sieves promptly obtain the molecularly imprinted polymer particle that 60～100 orders have the template molecule glabridin.
(3) purification has the molecularly imprinted polymer of template molecule glabridin
With the acetate volume fraction be 10% methanol solution wash-out by (2) the prepared molecularly imprinted polymer particle that has the template molecule glabridin, after 60 ℃ of vacuum-drying, promptly obtain the molecularly imprinted polymer 18.4g of the described glabridin that is used to purify.
(4) get the molecularly imprinted polymer dress post of the prepared glabridin that is used to purify of 15 gram steps (2).Take by weighing the 300g glycyrrhiza glabra and pulverize, add 4L95%(v/v) after alcohol heating reflux extracts 2h, filter, filtrate evaporate to dryness, 1L chloroform redissolve the back upper prop.After treating that upper prop solution flows to end, with the methyl alcohol volume fraction is that 5% acetonitrile solution carries out drip washing for 300 milliliters, and chromatography column is 10% methanol solution wash-out with the acetate volume fraction, collects elutriant, promptly get high-purity glabrene behind the evaporate to dryness, its purity is 90.10g/100g (seeing accompanying drawing 3) after testing.
1H?NMR(DMSO-d
6,600MHz):δ9.39(s,1H),9.11(s,1H),6.86(d,1H,J=7.8Hz),6.83(d,1H,J=8.4Hz),6.54(d,1H,J=9.6Hz),6.33(s,1H),6.29(d,1H,J=8.4Hz),6.19(d,1H,J=8.4Hz),5.64(d,1H,J=10.2Hz),4.23(d,1H,J=10.2Hz),3.93(t,1H,J=10.2Hz),3.29(t,1H,J=10.2Hz),2.89(dd?appeared?t,1H,J=11.4Hz),2.69(dd,1H,J=16.2and4.2Hz),1.76(s,6H)
(5) regeneration of molecularly imprinted polymer
With the molecularly imprinted polymer of above-mentioned flush away glabridin, use 95% ethanol elution, promptly renewablely be used for extracting usefulness next time.
(1) gets the raw materials ready
Each component of present embodiment is prepared burden by following consumption proportion: template molecule (glabridin) 0.97g, function monomer (4-vinylpridine) 1.83g, linking agent (N, N-dimethyl diacrylamine) 21.00g, initiator (Diisopropyl azodicarboxylate) 0.16g, solvent (N, the weight ratio of dinethylformamide and chloroform is the mixed solvent of 2:1) 45.00g.
(2) preparation has the molecularly imprinted polymer of template molecule glabridin
With template molecule glabridin, 4-vinylpridine, the N that gets ready in (1), N-dimethyl diacrylamine, Diisopropyl azodicarboxylate and N, mix in the mixed solvent adding reactor of dinethylformamide and chloroform, ultrasonic degas 15min, fill the nitrogen deoxygenation then, the sealing back was in 60 ℃ of water bath with thermostatic control polymerizations 24 hours, obtain having the molecularly imprinted polymer of template molecule glabridin, then it was milled 100 orders and 150 mesh sieves promptly obtain the molecularly imprinted polymer particle that 100～150 orders have the template molecule glabridin.
(3) purification has the molecularly imprinted polymer of template molecule glabridin
With the acetate volume fraction be 10% methanol solution wash-out by (2) the prepared molecularly imprinted polymer particle that has the template molecule glabridin, after 60 ℃ of vacuum-drying, promptly obtain the molecularly imprinted polymer 20.1g of the described glabridin that is used to purify.
(4) get the molecularly imprinted polymer dress post of the prepared glabridin that is used to purify of 15 gram steps (2).Take by weighing the 300g glycyrrhiza glabra and pulverize, add 4L95%(v/v) after alcohol heating reflux extracts 2h, filter, filtrate evaporate to dryness, 1L chloroform redissolve the back upper prop.After treating that upper prop solution flows to end, be that 5% acetonitrile solution carries out drip washing for 300 milliliters with the methyl alcohol volume fraction, chromatography column is 10% methanol solution wash-out with the acetate volume fraction, collects elutriant, promptly gets glabridin behind the evaporate to dryness, and its purity is 89.25g/100g after testing.
(5) regeneration of molecularly imprinted polymer
With the molecularly imprinted polymer of above-mentioned flush away glabridin, use 95% ethanol elution, promptly renewablely be used for extracting usefulness next time.
(1) gets the raw materials ready
Each component of present embodiment is prepared burden by following consumption proportion: template molecule (glabridin) 0.97g, function monomer (vinyl imidazole) 1.60g, linking agent (Ethylene glycol dimethacrylate) 21.00g, initiator (benzoyl peroxide) 0.16g, solvent (weight ratio of tetrahydrofuran (THF) and chloroform is the mixed solvent of 2:1) 42.00g.
(2) preparation has the molecularly imprinted polymer of template molecule glabridin
The mixed solvent of template molecule glabridin, vinyl imidazole, Ethylene glycol dimethacrylate, Diisopropyl azodicarboxylate, tetrahydrofuran (THF) and the chloroform got ready in (1) added in the reactor mix, ultrasonic degas 15min, fill the nitrogen deoxygenation then, the sealing back was in 60 ℃ of water bath with thermostatic control polymerizations 24 hours, obtain having the molecularly imprinted polymer of template molecule glabridin, then it was milled 100 orders and 150 mesh sieves promptly obtain the molecularly imprinted polymer particle that 100～150 orders have the template molecule glabridin.
(3) purification has the molecularly imprinted polymer of template molecule glabridin
With the acetate volume fraction be 10% methanol solution wash-out by (2) the prepared molecularly imprinted polymer particle that has the template molecule glabridin, after 60 ℃ of vacuum-drying, promptly obtain the molecularly imprinted polymer 19.8g of the described glabridin that is used to purify.
(4) get the molecularly imprinted polymer dress post of the prepared glabridin that is used to purify of 15 gram steps (2).Take by weighing the 300g glycyrrhiza glabra and pulverize, behind adding 4L95% ethanol (v/v) the heating and refluxing extraction 2h, filter, filtrate evaporate to dryness, upper prop after the 1L chloroform redissolves.After treating that upper prop solution flows to end, be that 5% acetonitrile solution carries out drip washing for 300 milliliters with the methyl alcohol volume fraction, chromatography column is 10% methanol solution wash-out with the acetate volume fraction, collects elutriant, promptly gets glabridin behind the evaporate to dryness, and its purity is 85.28g/100g after testing.。
(5) regeneration of molecularly imprinted polymer
With the molecularly imprinted polymer of above-mentioned flush away glabridin, use 95% ethanol elution, promptly renewablely be used for extracting usefulness next time.
The employed function monomer of present embodiment is an acrylamide, linking agent is N, N-dimethyl diacrylamine, solvent is that the weight ratio of methyl-sulphoxide and chloroform is the mixed solvent of 1:1, initiator is a Diisopropyl azodicarboxylate, other is all identical with embodiment 1, the gained glabridin, and its purity is 85.60g/100g after testing.
The employed function monomer of present embodiment is a N-phenyl methyl acrylate chloride, linking agent is an Ethylene glycol dimethacrylate, solvent is that the weight ratio of tetrahydrofuran (THF) and chloroform is the mixed solvent of 2:1, initiator is a Diisopropyl azodicarboxylate, other is all identical with embodiment 1, the gained glabridin, its purity is 75.35g/100g after testing.
The employed function monomer of present embodiment is NOBE, and linking agent is a Vinylstyrene, and solvent is the mixed solvent of the weight ratio 1:1 of methyl-sulphoxide and chloroform, initiator is a Diisopropyl azodicarboxylate, other is all identical with embodiment 1, the gained glabridin, and its purity is 88.80g/100g after testing.
The foregoing description is a preferred implementation of the present invention; but embodiments of the present invention are not restricted to the described embodiments; other any do not deviate from change, the modification done under spirit of the present invention and the principle, substitutes, combination, simplify; all should be the substitute mode of equivalence, be included within protection scope of the present invention.
Claims (9)
1. the preparation method of a glabridin molecularly imprinted polymer is characterized in that, comprises that step is as follows:
(1) with the glabridin is template, with acrylamide, methacrylic acid, 4-vinylpridine, vinyl imidazole, N-phenyl methyl acrylate chloride or thanomin carboxylate (NOBE) is function monomer, is to mix in 1～3:2～8:15～30:0.05～0.2:20～50 adding reactors template, function monomer, linking agent, initiator, solvent by mass ratio, ultrasonic degas 5～25min, fill the nitrogen deoxygenation then, the sealing back obtains having the molecularly imprinted polymer of template molecule glabridin in 40～60 ℃ of water bath with thermostatic control polymerizations 10～24 hours;
(2) polymkeric substance that step (1) is obtained ground 60～200 mesh sieves, get the molecularly imprinted polymer particle that evenly has the template molecule glabridin, with volume fraction is the molecularly imprinted polymer particle that has the template molecule glabridin that 10%～20% acetate methanol solution wash-out obtains, 50～65 ℃ of oven dry under the vacuum, the molecularly imprinted polymer of the glabridin that promptly obtains being used to purifying.
2. the preparation method of a kind of glabridin molecularly imprinted polymer according to claim 1 is characterized in that, the described function monomer of step (1) is a methacrylic acid.
3. the preparation method of a kind of glabridin molecularly imprinted polymer according to claim 1 is characterized in that, the described linking agent of step (1) is N, N-dimethyl diacrylamine, Ethylene glycol dimethacrylate or Vinylstyrene.
4. the preparation method of a kind of glabridin molecularly imprinted polymer according to claim 1 is characterized in that, described initiator is a Diisopropyl azodicarboxylate.
5. the preparation method of a kind of glabridin molecularly imprinted polymer according to claim 1 is characterized in that, described solvent is selected from acetonitrile/chloroform, v/v=1:1～3; N, dinethylformamide/chloroform, v/v=1:1～2; Methyl-sulphoxide/chloroform, v/v=1:1～2.5; Tetrahydrofuran (THF)/chloroform, v/v=1:1～3.
6. the preparation method of a kind of glabridin molecularly imprinted polymer according to claim 5 is characterized in that, described solvent selects acetonitrile/chloroform, v/v=1:1.
7. the glabridin molecularly imprinted polymer that makes of each described preparation method of claim 1-6.
8. the described glabridin molecularly imprinted polymer of claim 7 is in the application of extracting from glycyrrhiza glabra in the glabridin.
9. the described application method of claim 8, it is characterized in that, the glabridin molecularly imprinted polymer that obtains is done column chromatography filler dress post, use up fruit licorice extract upper prop then, use the acetonitrile solution drip washing of the methyl alcohol of volume fraction 5%～15% again, last chromatography column reclaims elutriant and obtains glabridin with the acetate methanol solution wash-out of mass concentration 10%～20%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310178727.4A CN103224590B (en) | 2013-05-14 | 2013-05-14 | Glabridin molecularly imprinted polymer, as well as preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310178727.4A CN103224590B (en) | 2013-05-14 | 2013-05-14 | Glabridin molecularly imprinted polymer, as well as preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103224590A true CN103224590A (en) | 2013-07-31 |
| CN103224590B CN103224590B (en) | 2015-05-13 |
Family
ID=48835248
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310178727.4A Active CN103224590B (en) | 2013-05-14 | 2013-05-14 | Glabridin molecularly imprinted polymer, as well as preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103224590B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104072512A (en) * | 2014-07-21 | 2014-10-01 | 江苏天晟药业有限公司 | Method for preparing glabridin |
| CN104189026A (en) * | 2014-08-20 | 2014-12-10 | 山东省分析测试中心 | Method for removing and enriching ginkgolic acid from ginkgo biloba extract |
| CN107179367A (en) * | 2017-06-15 | 2017-09-19 | 青岛斯比密科学仪器有限公司 | A kind of SPE columns in series and preparation method for Mycotoxin identification |
| CN108176079A (en) * | 2017-12-29 | 2018-06-19 | 无限极（中国）有限公司 | A kind of discoloration method of licorice |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6849701B2 (en) * | 2001-03-02 | 2005-02-01 | E. I. Du Pont De Nemours And Company | Droplet polymerization method for synthesis of molecularly imprinted polymers |
| CN101210058A (en) * | 2006-12-27 | 2008-07-02 | 中国科学院大连化学物理研究所 | Molecular engram polymer with selectivity to genistein and daidzein |
-
2013
- 2013-05-14 CN CN201310178727.4A patent/CN103224590B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6849701B2 (en) * | 2001-03-02 | 2005-02-01 | E. I. Du Pont De Nemours And Company | Droplet polymerization method for synthesis of molecularly imprinted polymers |
| CN101210058A (en) * | 2006-12-27 | 2008-07-02 | 中国科学院大连化学物理研究所 | Molecular engram polymer with selectivity to genistein and daidzein |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104072512A (en) * | 2014-07-21 | 2014-10-01 | 江苏天晟药业有限公司 | Method for preparing glabridin |
| CN104189026A (en) * | 2014-08-20 | 2014-12-10 | 山东省分析测试中心 | Method for removing and enriching ginkgolic acid from ginkgo biloba extract |
| CN104189026B (en) * | 2014-08-20 | 2017-04-05 | 山东省分析测试中心 | A kind of method for removing from Ginkgo Biloba Extract and being enriched with ginkgoic acid |
| CN107179367A (en) * | 2017-06-15 | 2017-09-19 | 青岛斯比密科学仪器有限公司 | A kind of SPE columns in series and preparation method for Mycotoxin identification |
| CN107179367B (en) * | 2017-06-15 | 2024-01-26 | 青岛贞正分析仪器有限公司 | Solid phase extraction series column for toxin detection and preparation method thereof |
| CN108176079A (en) * | 2017-12-29 | 2018-06-19 | 无限极（中国）有限公司 | A kind of discoloration method of licorice |
| CN108176079B (en) * | 2017-12-29 | 2021-04-27 | 无限极（中国）有限公司 | A method for decolorizing Glycyrrhrizae radix extract |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103224590B (en) | 2015-05-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Tang et al. | Application of ionic liquid for extraction and separation of bioactive compounds from plants | |
| CN103224590B (en) | Glabridin molecularly imprinted polymer, as well as preparation method and application thereof | |
| CN108864217B (en) | Purification method of pomegranate peel punicalagin | |
| CN103319441B (en) | A kind of method of separating-purifying 10-deacetylate Bakating III from Ramulus et folium taxi cuspidatae | |
| CN102167777B (en) | Preparation method and application of molecularly imprinted polymer | |
| CN101337960A (en) | Process for extracting matrine form Chinese traditional medicine extract | |
| CN106046254B (en) | It is enriched with the hydrophilic molecular engram polymer and preparation method and application of geniposide | |
| CN101260138B (en) | Highly effective separation purification method for polygalic acid and tenuigenin | |
| CN101381430A (en) | Molecule brand polymer of curcumin, preparation method and application thereof | |
| CN103251658A (en) | Antrodia camphorate extraction concentrate and preparation method thereof | |
| CN101255206A (en) | Molecular engram polymer for purifying 6-gingerol as well as preparation and uses thereof | |
| CN105854844B (en) | Arteannuic acid magnetic blotting microballoon and its preparation method and application | |
| CN106279488B (en) | The preparation for the molecularly imprinted polymer that three kinds of alkaloids of sandliving sophora seed extract at the same time and extracting process | |
| CN108250256A (en) | A kind of method for preparing high-purity punicalagins crystalline powder | |
| CN105968165A (en) | Response surface method optimized subcritical water extraction method for ursolic acid in glossy privet leaves | |
| CN109942663B (en) | Method for preparing cycloastragenol by using diphasic acid hydrolysis | |
| CN109771475A (en) | A method of extracting polyphenol from purple perilla seed shell | |
| CN109912582A (en) | The method of mangiferin is extracted from mango leaf | |
| CN104277177B (en) | The false template molecule imprinted polymer of a kind of gingerol and extract the method for gingerol with it from ginger | |
| CN107365284A (en) | A kind of method that taxol is extracted from Chinese yew | |
| CN103235067A (en) | Method for enriching gallotannin with antioxidation activity from mangos | |
| CN102491946A (en) | Method for separating and purifying huperzine by molecular imprinting technology | |
| CN107746419B (en) | A kind of apple flower active component, preparation method and the method for extracting Kaempferol glucoside using it | |
| CN102786472B (en) | Method for extraction separation of huperzine A in all-grass of snake foot clubmoss and its hairy root by supercritical extraction-crystallization technology | |
| CN106964326B (en) | A kind of preparation method of cotton stalk skins surface Kaempferol molecular engram adsorbent material |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |