CN102219824A - Method for producing glycyrrhizic acid through enzymolysis - Google Patents
Method for producing glycyrrhizic acid through enzymolysis Download PDFInfo
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Abstract
The invention provides a method for producing glycyrrhizic acid through enzymolysis. The method comprises the steps of carrying out enzymolysis on glycyrrhiza uralensis by utilizing complex enzyme, extracting glycyrrhizic acid with 10 percent volume of alcohol, separating and purification with macroporous adsorption resin, and eluting with 10 percent volume alcohol as eluent, thus obtaining glycyrrhizic acid, wherein the complex enzyme is of a mixture of pectinase, cellulose, xylanase and beta-glucanase. The extraction method has the advantages of low cost, simplicity and convenience in operation, environment friendliness, high yield and purity, and suitability for industrial production.
Description
Technical field
The invention belongs to herbal pharmaceutical or raw material manufacture field, be specifically related to the production method that a kind of combined-enzyme method extracts Potenlini.
Background technology
Radix Glycyrrhizae is the extremely wide Chinese medicinal materials of a kind of purposes, clinical and pharmacological research shows that Potenlini has tangible anti-inflammatory, antiviral, immunomodulatory, reducing blood-fat and the effect of anti-artery congee hardened, find also that in recent years Potenlini has been widely used in food, medicine and cosmetic industry, therefore the research of Potenlini extraction separation is more and more caused common people's concern.
The Potenlini of water extraction that adopts and solvent method extraction at present is comparatively sophisticated Technology, and extraction and production method for refining are still relatively backward.These ordinary methods exist tangible weak point, as with an organic solvent, easily cause environmental pollution, and impurity are many in the product, and quality is bad.In water extraction and heating reflux method leaching process, because the service temperature height, the Potenlini in the Radix Glycyrrhizae easily decomposes; Ooze in rumble method and the cold-maceration leaching process, though the influence of having avoided high temperature to bring will reach higher extraction efficiency and take time longer.Methods such as the technology of new development such as ultrasonic extraction, microwave extraction, high pressure extract and supercritical extraction, equipment cost height not only, novel process is also still immature.
To the extraction separation of Potenlini, as the preparation method of the disclosed a kind of Potenlini of Chinese patent application CN101759757A, with water extraction, purification with macroreticular resin adds the acetic acid recrystallization at last in the existing patent.The separation and refining method of the Potenlini of Chinese patent CN1036960 record is that employing Radix Glycyrrhizae or Radix Glycyrrhizae extract are raw material, carries through water, and acid out, alcohol extracting, it is water-soluble to concentrate the back, and with DA-201 type macroporous resin adsorption, purity can reach more than 90%.The separation and purification method of the high-purity liquorice acid crystal of Chinese patent CN85104970 record is to be attached on the powdery polymeric amide with single ammonium that liquorice extract is made, and uses the polar solvent wash-out, takes off ammonium by Zeo-karb then, obtains the sweet crystalline substance of high purity.
The contriver has proposed a kind of enzymatic extracting method of Potenlini by a large amount of experiments, this method economy, environmental protection, less energy-consumption, and can farthest extract active substance in the Radix Glycyrrhizae, and can be applied to suitability for industrialized production.The novel method of preparation Potenlini of the present invention is not at home and abroad appeared in the newspapers as yet.
Summary of the invention
Main purpose of the present invention provides a kind of simple, with low cost, Potenlini extraction process of being suitable for scale operation.
To achieve these goals, the present invention is by the following technical solutions:
A kind of enzymolysis production method of Potenlini, described method are to utilize prozyme with the licorice medicinal materials enzymolysis, adopt 10 volume % extraction using alcohol Potenlinis, adopt macroporous adsorbent resin to separate, purify again, are the elutriant wash-out with 10 volume % ethanol, obtain Potenlini; Described prozyme is the mixture of polygalacturonase, cellulase, zytase and beta-glucanase.
Aforesaid production method, the step of described method is as follows:
A. take by weighing licorice medicinal materials, be crushed to the 10-20 order;
B. the licorice medicinal materials after will pulverizing adds in the distilled water, soaks 30min, and every 500g licorice medicinal materials adds cellulase 1-3.2g, polygalacturonase 0.5-2g, zytase 8-15mg and beta-glucanase 8-15mg;
C. after transferring pH to 5.0-6.0 with HCl, enzymolysis 1.5-5h under 40-60 ℃ of temperature, after boil 2-4min and make enzyme deactivation;
D. with behind the enzyme-deactivating, add ethanol, make the ethanol final concentration reach 10 volume %;
E. be heated to 70-80 ℃ of extraction, continue 1-2h, repeat to heat 3 times, merge No. 3 times extracting solution, extracting liquid filtering is centrifugal, get supernatant liquor;
F. with the supernatant liquor concentrating under reduced pressure, get medicinal extract, medicinal extract is dissolved in water, and transfers pH to 6.2-6.5 with ammoniacal liquor;
G. above-mentioned medicinal extract drips of solution is added to macroporous adsorptive resins, application of sample is to cylinder 1/3 place;
H. 10 volume % ethanol with 4 times of column volumes carry out wash-out as elutriant, collect elutriant, are evaporated to medicinal extract, promptly get Potenlini.
Aforesaid production method, wherein preferably, the ratio vigor of described each enzyme is: cellulase 600,000 U/g, polygalacturonase 800,000 U/g, zytase 4.2 ten thousand U/g, beta-glucanase 1.7 ten thousand U/g.
Aforesaid production method, wherein preferably, among the step b, every 500g licorice medicinal materials adds cellulase 1.6g, polygalacturonase 0.8g, zytase 10mg and beta-glucanase 10mg; Among the step c, regulate pH to 5.0-6.0 with HCl after, enzymolysis 2h under 50 ℃ temperature, after boil 2min and make enzyme deactivation.
Aforesaid production method, wherein preferably, among the step b, institute's adding distil water weight is 2-3 times of licorice medicinal materials weight.
Aforesaid production method, wherein, described licorice medicinal materials is: the Radix Glycyrrhizae among the dicotyledons pulse family Leguminosae
Glycyrrhiza uralensisFisch., glycyrrhiza inflate bat
G. inflataBat. or glycyrrhiza glabra
G. glabraL. root and rhizome.
Aforesaid production method, wherein, described macroporous adsorbent resin is that model is a kind of in the resin of D-101, AB-8, X-5, BS-75, LX-60, LX-11 and DM-130.
Beneficial effect of the present invention is:
1, Potenlini has tangible anti-inflammatory, antiviral, immunomodulatory, reducing blood-fat and the effect of anti-artery congee hardened, is used for pharmacy, health care of food product industry, and is of many uses, the invention provides a kind of novel method of extracting the preparation Potenlini.
2, extracting method of the present invention adopts prozyme that raw material is carried out enzymolysis processing, and cost is low, environmentally friendly, output is high, purity is high, suitability for industrialized production.But the Potenlini in the present invention's enrichment medicinal material more than 9%, the content of the Potenlini in the efficient liquid phase chromatographic analysis gained medicinal extract of the present invention can reach more than 95%.
3, extracting method of the present invention is easy and simple to handle, and that has avoided repeatedly that recrystallization brings is consuming time.
4, do not use alkalization measure such as ammoniacal liquor in the inventive method, the extracting solution clarification, viscosity is low, and product impurity is few, and subsequent disposal is convenient.
5, the macroporous adsorbent resin of the inventive method use can use repeatedly, and cost is low.
Description of drawings
Fig. 1 is the HPLC collection of illustrative plates of Potenlini standard substance.
Fig. 2 is not enzyme-added and adopt the HPLC collection of illustrative plates of 10 volume % ethanol elutions for licorice medicinal materials.
Fig. 3 adds prozyme for licorice medicinal materials and adopts the HPLC collection of illustrative plates of 10 volume % ethanol elutions.
Fig. 4 is not enzyme-added and adopt the HPLC collection of illustrative plates of 90 volume % ethanol elutions for licorice medicinal materials.
Fig. 5 adds prozyme for licorice medicinal materials and adopts the HPLC collection of illustrative plates of 90 volume % ethanol elutions.
Embodiment
Embodiment 1
(1) extracting liquorice (
Glycyrrhiza uralensisFisch.) medicinal material 500g pulverizes, and crosses the 10-20 mesh sieve.
(2) add 2 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 1.6g, polygalacturonase 0.8g, zytase 10mg, beta-glucanase 10mg.
(3) HCl transfers pH to 5.0-6.0, and temperature is 50 ℃ of enzymolysis 2h, then boils 2min, makes enzyme deactivation, adds ethanol and makes the ethanol final concentration reach 10%(to reach the alcohol concn that hereinafter occurs herein and be volume percent).
(4) 10% alcoholic acid extraction conditions are: are heated to 80 ℃ of extractions, continue 2h, repeat to heat 3 times, merge No. 3 times extracting solution, and extracting liquid filtering is centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.2-6.5.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorptive resins, application of sample is to cylinder 1/3 place.
(7) carry out wash-out with 10% and 95% ethanol of 4 times of column volumes as elutriant respectively, collect elutriant respectively, concentrating under reduced pressure obtains Potenlini medicinal extract.
Embodiment 2
(1) get glycyrrhiza inflate bat (
G. inflate.Bat.) medicinal material 500g pulverizes, and crosses the 10-20 mesh sieve.
(2) add 3 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 2g, polygalacturonase 0.8g, zytase 10mg, beta-glucanase 10mg.
(3) HCl transfers pH to 5.0-6.0, and temperature is 50 ℃ of enzymolysis 3h, then boils 2min, makes enzyme deactivation, adds ethanol and makes the ethanol final concentration reach 10%.
(4) 10% alcoholic acid extraction conditions are: be heated to 80 ℃ of extractions, continue 2h, repeat to heat 3 times, merge No. 3 times extracting solution.Extracting liquid filtering, centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.2-6.5.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorptive resins, application of sample is to cylinder 1/3 place.
(7) carry out wash-out with 10% and 95% ethanol of 4 times of column volumes as elutriant respectively, collect elutriant respectively, concentrating under reduced pressure obtains Potenlini medicinal extract.
Embodiment 3
(1) get glycyrrhiza glabra (
G. glabra.L.) medicinal material 500g pulverizes, and crosses the 10-20 mesh sieve.
(2) add 2 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 1.6g, polygalacturonase 1g, zytase 10mg, beta-glucanase 10mg.
(3) HCl transfers pH to 5.0-6.0, and temperature is 50 ℃ of enzymolysis 4h, then boils 2min, makes enzyme deactivation, adds ethanol and makes the ethanol final concentration reach 10%.
(4) 10% alcoholic acid extraction conditions are: be heated to 80 ℃ of extractions, continue 2h, repeat to heat 3 times, merge No. 3 times extracting solution.Extracting liquid filtering, centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.2-6.5.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorptive resins, application of sample is to cylinder 1/3 place.
(7) carry out wash-out with 10% and 95% ethanol of 4 times of column volumes as elutriant respectively, collect elutriant respectively, concentrating under reduced pressure obtains Potenlini medicinal extract.
Embodiment 4
(1) gets glycyrrhiza glabra medicinal material 500g, pulverize, cross the 10-20 mesh sieve.
(2) add 3 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 2g, polygalacturonase 1g, zytase 10mg, beta-glucanase 10mg.
(3) HCl transfers pH to 5.5, and temperature is 50 ℃ of enzymolysis 5h, then boils 3min, and enzyme deactivation adds ethanol and makes the ethanol final concentration reach 10%.
(4) 10% alcoholic acid extraction conditions are: be heated to 70 ℃ of extractions, continue 1h, repeat to heat 3 times, merge No. 3 times extracting solution.Extracting liquid filtering, centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.5.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorbent resin, application of sample is to cylinder 1/3 place.
(7) carry out wash-out with 10% and 90% ethanol of 4 times of column volumes as elutriant respectively, collect elutriant, concentrating under reduced pressure obtains Potenlini medicinal extract.
(1) gets glycyrrhiza glabra medicinal material 500g, pulverize, cross the 10-20 mesh sieve.
(2) add 2 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 1.6g, polygalacturonase 0.8g, zytase 10mg, beta-glucanase 10mg.
(3) HCl transfers pH to 5.7, and 55 ℃ of enzymolysis 1.5h of temperature then boil 2min, make enzyme deactivation, add ethanol and make the ethanol final concentration reach 10%.
(4) 10% alcoholic acid extraction conditions are: be heated to 75 ℃ of extractions, continue 1.5h, repeat to heat 3 times, merge No. 3 times extracting solution.Extracting liquid filtering, centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.3.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorbent resin, application of sample is to cylinder 1/3 place.
(7) carry out wash-out with 10% and 90% ethanol of 4 times of column volumes as elutriant respectively, collect elutriant respectively, concentrating under reduced pressure obtains Potenlini medicinal extract.
Embodiment 6
(1) extracting liquorice medicinal material 500g pulverizes, and crosses the 10-20 mesh sieve.
(2) add 2 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 3g, polygalacturonase 1.5g, zytase 10mg, beta-glucanase 10mg.
(3) HCl transfers pH to 5.3, and 50 ℃ of enzymolysis 4h of temperature then boil 4min, make enzyme deactivation, add ethanol and make the ethanol final concentration reach 10%.
(4) 10% alcoholic acid extraction conditions are: be heated to 78 ℃ of extractions, continue 2h, repeat to heat 3 times, merge No. 3 times extracting solution.Extracting liquid filtering, centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.3.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorbent resin, application of sample is to cylinder 1/3 place.
(7) carry out wash-out with 10% and 80% ethanol of 4 times of column volumes as elutriant respectively, collect elutriant respectively, concentrating under reduced pressure obtains Potenlini medicinal extract.
Embodiment 7
(1) extracting liquorice medicinal material 500g pulverizes, and crosses the 10-20 mesh sieve.
(2) add 2 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 2.5g, polygalacturonase 1g, zytase 15mg, beta-glucanase 8mg.
(3) HCl transfers pH to 5.3, and temperature is 50 ℃ of enzymolysis 3.5h, then boils 3min, makes enzyme deactivation, adds ethanol and makes the ethanol final concentration reach 10%.
(4) 10% alcoholic acid extraction conditions are: be heated to 70 ℃ of extractions, continue 1h, repeat to heat 3 times, merge No. 3 times extracting solution.Extracting liquid filtering, centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.5.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorbent resin, application of sample is to cylinder 1/3 place.
(7) select for use 10% and 80% ethanol of 4 times of column volumes to carry out wash-out as elutriant respectively, collect elutriant respectively, concentrating under reduced pressure obtains Potenlini medicinal extract.
Embodiment 8
(1) extracting liquorice medicinal material 500g pulverizes, and crosses the 10-20 mesh sieve.
(2) add 3 times to the distilled water immersion of licorice medicinal materials weight, every 500g medicinal material adds cellulase 3g, polygalacturonase 2g, zytase 12mg, beta-glucanase 12mg.
(3) HCl transfers pH to 5.6, and temperature is 50 ℃ of enzymolysis 2.5h, then boils 3min, makes enzyme deactivation, adds ethanol, makes the ethanol final concentration reach 10%.
(4) 10% alcoholic acid extraction conditions are: be heated to 77 ℃ of extractions, continue 1h, repeat to heat 3 times, merge No. 3 times extracting solution.Extracting liquid filtering, centrifugal, get supernatant liquor.
(5) supernatant liquor concentrating under reduced pressure gets medicinal extract, and medicinal extract adds the less water dissolving, and weak ammonia is transferred pH to 6.3.
(6) above-mentioned medicinal extract slowly is added drop-wise to macroporous adsorbent resin, application of sample is to cylinder 1/3 place.
(7) select for use 10% and 80% ethanol of 4 times of column volumes to carry out wash-out as elutriant respectively, collect elutriant respectively, concentrating under reduced pressure obtains Potenlini medicinal extract.
The content detection of Potenlini
(1) takes by weighing Potenlini standard substance 4.6mg, with 80% ethanol constant volume.Adopt high performance liquid chromatography (HPLC) method to detect, moving phase is methyl alcohol-0.2mol/L ammonium acetate-acetate mixed solution of volume ratio 67:33:1,35 ℃ of column temperatures, flow velocity 1.0mL/min, measure peak area at the 254nm place, the HPLC collection of illustrative plates is seen Fig. 1 (appearance time T=12.190min).
(2) licorice medicinal materials is not enzyme-added, adopts 10% extraction using alcohol, and the HPLC collection of illustrative plates of 10% ethanol elution product is seen Fig. 2.
(3) licorice medicinal materials adds complex enzyme zymohydrolysis, adopts 10% extraction using alcohol, and the HPLC collection of illustrative plates of 10% ethanol elution product is seen Fig. 3.
(4) licorice medicinal materials is not enzyme-added, adopts 10% extraction using alcohol, and the HPLC collection of illustrative plates of 90% ethanol elution product is seen Fig. 4.
(5) licorice medicinal materials adds complex enzyme zymohydrolysis, adopts 10% extraction using alcohol, and the HPLC collection of illustrative plates of 90% ethanol elution product is seen Fig. 5.
Wherein, licorice medicinal materials is not enzyme-added, and the wash-out result who takes ethanol extraction method is referring to table 1.
The wash-out result of table 1 ethanol extraction method
Licorice medicinal materials adds prozyme carry out enzymolysis after, the wash-out result who takes ethanol extraction method again is referring to table 2.
The wash-out result of table 2 prozyme solution
Associative list 1 and table 2 after prozyme is handled, use 10% ethanol elution as can be known, and medicinal extract weight is obviously made elutriant more than 90% ethanol, and the content of the Potenlini in the medicinal extract (purity) can be up to 95.9%, and 9.1% Potenlini in the energy enrichment medicinal material.Illustrate by the prozyme that uses this patent invention and handle, directly use 10% the ethanol elution can be, and purity increases greatly most Potenlini enrichment.Opposite common extraction method only can only wash Potenlini less than half with 10% ethanol elution, still needs with 90% wash-out one time, and is time-consuming, solvent consumption is big, and its purity is also lower, only reaches about 80%, and its usefulness is far below the inventive method.
Claims (6)
1. the enzymolysis production method of a Potenlini is characterized in that, described method is to utilize prozyme with the licorice medicinal materials enzymolysis, adopt 10 volume % extraction using alcohol Potenlinis, adopting macroporous adsorbent resin to separate, purify again, is the elutriant wash-out with 10 volume % ethanol, obtains Potenlini; Described prozyme is the mixture of polygalacturonase, cellulase, zytase and beta-glucanase.
2. production method as claimed in claim 1 is characterized in that, the step of described method is as follows:
A. take by weighing licorice medicinal materials, be crushed to the 10-20 order;
B. the licorice medicinal materials after will pulverizing adds in the distilled water, soaks 30min, and every 500g licorice medicinal materials adds cellulase 1-3.2g, polygalacturonase 0.5-2g, zytase 8-15mg and beta-glucanase 8-15mg;
C. after transferring pH to 5.0-6.0 with HCl, enzymolysis 1.5-5h under 40-60 ℃ of temperature, after boil 2-4min and make enzyme deactivation;
D. with behind the enzyme-deactivating, add ethanol, make the ethanol final concentration reach 10 volume %;
E. be heated to 70-80 ℃ of extraction, continue 1-2h, repeat to heat 3 times, merge No. 3 times extracting solution, extracting liquid filtering is centrifugal, get supernatant liquor;
F. with the supernatant liquor concentrating under reduced pressure, get medicinal extract, medicinal extract is dissolved in water, and transfers pH to 6.2-6.5 with ammoniacal liquor;
G. above-mentioned medicinal extract drips of solution is added to macroporous adsorptive resins, application of sample is to cylinder 1/3 place;
H. 10 volume % ethanol with 4 times of column volumes carry out wash-out as elutriant, collect elutriant, are evaporated to medicinal extract, promptly get Potenlini.
3. production method as claimed in claim 2 is characterized in that, among the step b, every 500g licorice medicinal materials adds cellulase 1.6g, polygalacturonase 0.8g, zytase 10mg and beta-glucanase 10mg; Among the step c, regulate pH to 5.0-6.0 with HCl after, enzymolysis 2h under 50 ℃ temperature, after boil 2min and make enzyme deactivation.
4. as claim 2 or 3 described production methods, it is characterized in that among the step b, institute's adding distil water weight is 2-3 times of licorice medicinal materials weight.
5. as any described production method in the claim 1 to 3, it is characterized in that described licorice medicinal materials is the root and rhizome of Radix Glycyrrhizae, glycyrrhiza inflate bat or glycyrrhiza glabra in the dicotyledons pulse family.
6. as any described production method in the claim 1 to 3, it is characterized in that described macroporous adsorbent resin is that model is a kind of in the resin of D-101, AB-8, X-5, BS-75, LX-60, LX-11 and DM-130.
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| CN103788167A (en) * | 2012-10-31 | 2014-05-14 | 江苏汉邦科技有限公司 | Preparation method for glycyrrhetinic acid monoglucuronide (GAMG) |
| CN105175376A (en) * | 2015-10-26 | 2015-12-23 | 湖北来凤腾升香料化工有限公司 | Method for extracting luteolin from Laifeng crossostephium leaves |
| CN106010451A (en) * | 2016-06-25 | 2016-10-12 | 丁玉琴 | Preparation method of soft-film type degradable dust suppressant |
| CN107510024A (en) * | 2017-08-24 | 2017-12-26 | 兰溪市捷喜食品加工技术有限公司 | A kind of Flavor release agent and preparation method thereof |
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| CN108743653A (en) * | 2018-08-30 | 2018-11-06 | 佛山市欧若拉生物科技有限公司 | A kind of glycyrrhizin preparation method |
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| CN103788167A (en) * | 2012-10-31 | 2014-05-14 | 江苏汉邦科技有限公司 | Preparation method for glycyrrhetinic acid monoglucuronide (GAMG) |
| CN103788167B (en) * | 2012-10-31 | 2015-06-03 | 江苏汉邦科技有限公司 | Preparation method for glycyrrhetinic acid monoglucuronide (GAMG) |
| CN105175376A (en) * | 2015-10-26 | 2015-12-23 | 湖北来凤腾升香料化工有限公司 | Method for extracting luteolin from Laifeng crossostephium leaves |
| CN106010451A (en) * | 2016-06-25 | 2016-10-12 | 丁玉琴 | Preparation method of soft-film type degradable dust suppressant |
| CN107510024A (en) * | 2017-08-24 | 2017-12-26 | 兰溪市捷喜食品加工技术有限公司 | A kind of Flavor release agent and preparation method thereof |
| CN107668302A (en) * | 2017-08-24 | 2018-02-09 | 浦江县泰如食品科技有限公司 | Candy with mind-easing function |
| CN107751947A (en) * | 2017-08-24 | 2018-03-06 | 兰溪市捷喜食品加工技术有限公司 | Sweetener for candy and preparation method thereof |
| CN108743653A (en) * | 2018-08-30 | 2018-11-06 | 佛山市欧若拉生物科技有限公司 | A kind of glycyrrhizin preparation method |
| CN110959856A (en) * | 2019-12-11 | 2020-04-07 | 广东生和堂健康食品股份有限公司 | Low-sugar tortoise jelly and preparation method thereof |
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