CN103937854A - Method for preparing rhamnose by using rutin - Google Patents
Method for preparing rhamnose by using rutin Download PDFInfo
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- CN103937854A CN103937854A CN201410192206.9A CN201410192206A CN103937854A CN 103937854 A CN103937854 A CN 103937854A CN 201410192206 A CN201410192206 A CN 201410192206A CN 103937854 A CN103937854 A CN 103937854A
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Abstract
The invention belongs to the field of extraction of flavonoid compounds, and in particular relates to a method for preparing rhamnose by using rutin. The method comprises the steps of extracting quercetin from collected sophora flower bud, producing hydrolyzed mother liquor, performing filtration, impurity removal and neutralizing treatment on the hydrolyzed mother liquor, degrading glucose by using glucose degrading enzyme, filtering and separating a solution, and then performing decolorization, vacuum centrifugal concentration and crystallization to obtain a product namely rhamnose. In the technological process, the rutin hydrolyzed mother liquor is subjected to comprehensive treatment at the same time, and is used for producing rhamnose; the hydrolyzed mother liquor from which quercetin is separated out is recovered, so that the production cost of the product is reduced, the possibilities of causing environment pollution are avoided, and the environment-friendly and energy-saving effects of the production are realized.
Description
Technical field
The invention belongs to flavonoid compound and extract field, specifically a kind of method of utilizing rutin to prepare rhamnosyl.
Background technology
Rutin is a kind of flavonoid compound, and being widely distributed in natural plant all exists in the roots of a lot of plants, stem, leaf, flower, fruit, seed.Some conventional Chinese medicines, as all contained rutin in the various plants such as the sophora bud, rue, foster wheat, sea-buckthorn, ginkgo, matrimony vine, Motherwort Herb, radix bupleuri, Spica Prunellae, aloe, eucalyptus leaves and tobacco leaf, rutin is one of important source material of China's medicine industry.
Rhamnosyl is distributed widely in plant as a kind of trace sugar.Can be present in a variety of plant glucosides (as thujin, aurantiin etc.), polysaccharide, particularly pectin and colloid in conjunction with sugared form, also can be present in lacquer tree toxin.Rhamnosyl can be used to measure the perviousness of enteron aisle, can be used as sweeting agent, also can be used for producing essence and flavoring agent, edible.
At present, for the research of Extraction of rutin rhamnosyl, patent CN201210424952.7, announce a kind of method of utilizing the sophora bud to prepare Quercetin and rhamnosyl, employing following steps complete: A, to get the sophora bud appropriate, pulverizes, and utilizes the limewater extraction rutin of saturated clarification; B, utilize the rutin hydrolysis of extracting in steps A to produce Quercetin; C, the waste liquid fermentation in step B is produced to rhamnosyl crude product; D, utilize the glucose in rhamnosyl crude product in separating methanol step C, make rhamnosyl fine work.Though the method is produced byproduct rhamnosyl, but its preparation method product yield is not high, acidolysis process is too single, acidolysis efficiency is low, rhamnosyl needs repeatedly purification repeatedly, and its preparation process only limits to, and sophora bud raw material extracts, whole leaching process energy consumption is high.
Summary of the invention
The object of the invention is to overcome the existing method of preparing rhamnosyl and have that complex process is loaded down with trivial details, long reaction time, product purity is low does not reach international standard, exist pollute, resource can not get the problems such as comprehensive utilization, and a kind of method of utilizing rutin to prepare rhamnosyl is provided.
The solution of the present invention is by such realization: a kind of method of utilizing rutin to prepare rhamnosyl, the method comprises the steps.
By the sophora flower flower bud steamed collecting, dry, pulverizing, diacolation; remove colloid, greenery element impurity in the processing of process flocculate and clarify; recycling oxidation inhibitor, complexing agent protection complexing processing; add mixing acid to be adjusted to acidity; heating and pressurizing hydrolysis obtains Quercetin precipitation and hydrolysising mother liquid; make Quercetin Precipitation, separate and obtain Quercetin product and hydrolysising mother liquid, hydrolysising mother liquid further extracts rhamnosyl.
Step a: will obtain carrying out neutralizing treatment after hydrolysising mother liquid filtering and impurity removing, according to the ratio of glucose degradation enzyme: hydrolysising mother liquid=50 ~ 100U:1L, glucose degradation enzyme is joined in the hydrolysising mother liquid after neutralizing treatment, glucose is degraded 12 ~ 24 hours, solution after degraded separates decolouring by activated carbon filtration, obtains rhamnosyl refining liquid.
Step b: the refining liquid that step a is obtained is concentrated centrifugal, crystallization in 25 ~ 30 DEG C, the rotating speed vacuum environment that is 300 ~ 800rpm in temperature, obtains rhamnosyl crude product, and refining rhamnosyl crude product obtains rhamnosyl content > 98%.
As a further improvement on the present invention, described mixing acid is any two or the mixing of three kinds in hydrochloric acid HCl, sulfuric acid H2SO4, Glacial acetic acid.
As a further improvement on the present invention, described oxidation inhibitor citric acid, 2, tri-grades of butyl-4-methylphenols of 6-, double thioether (3, tri-grades of butyl-4-hydroxy phenyls of 5-), any in pentaerythritol tetrathioglycollate (β-(tri-grades of butyl-4-hydroxy phenyls of 3,5-) propionic acid), vitamins C, S-WAT, sodium bisulfite.
As a further improvement on the present invention, described complexing agent is any or their mixture in tartrate, heptose hydrochlorate, Sunmorl N 60S, sodium alginate, ethylenediamine tetraacetic acid (EDTA) (EDTA).
As a further improvement on the present invention, the neutralizing treatment in described step a is the H in any neutralizing hydrolysis mother liquor in the sodium hydroxide that is 0.05 ~ 0.2mol/L by concentration, potassium hydroxide, hydrated barta
+, to pH be 6.5 ~ 7.0.
The know-why that the present invention realizes is: taking Chinese scholar tree extract rutin as starting raw material, under acidic conditions, glucose and rhamanopyranosyl are removed in heating and pressurizing hydrolysis, high performance liquid chromatography for Quercetin (HPLC) detection level obtaining can reach more than 95%, every impurity requires to have reached international standard requirement, in technological process, rutin hydrolysising mother liquid obtains comprehensive treating process simultaneously, production has obtained rhamnosyl, separate out the recycling of the hydrolysising mother liquid after Quercetin, not only reduce products production cost, and stop to cause the possibility of environmental pollution, realize the environmental protection and energy saving effect of producing.
The present invention possesses following good result:
(1) first rear operation in the process of sophora bud extraction rutin of the present invention, directly the rutin intermediate extracting is carried out to removal of impurities processing, remove the impurity such as colloid and chlorophyll in rutin, without the operation of re-refining of pressure-filteration drying treatment process and rutin crude product, shorten technical process, reduced production cost, and produce finished product reached international standard through an one-step hydrolysis content, high performance liquid chromatography for Quercetin (HPLC) detection level can reach more than 95%.And traditional technology is the first rutin crude product that proposes from the sophora bud, after the pulverizing of rutin crude product drying, regeneration is produced to be hydrolyzed and is first obtained Quercetin crude product, and Quercetin crude product just can meet international standards after dissolution filter again.
(2) the present invention adopts under high-temperature high-pressure state and is hydrolyzed with mixing acid, has reduced sour consumption, makes hydrolysis reaction thoroughly complete.Greatly shorten the production cycle, hydrolysis time shortened to about 2 hours above from traditional 12 hours, traditional technology is for adopting single acid, High Temperature High Pressure is hydrolyzed, the consumption of acid is 10 times of consumption of the present invention, hydrolysis time is the more than 6 times of hydrolysis time of the present invention, and the control of hydrolysis difficult quality.
(3) comprehensive reutilization of hydrolysising mother liquid of the present invention not only makes product cost obtain significantly reducing, and the rhamnosyl purity > 98% producing, fill up the blank of like product, simultaneously because the possibility of environmental pollution has fundamentally been stopped in the recycling of mother liquor, than directly having discarded qualitative leap after traditional mother liquor simple process.
(4) the present invention is by after the improvement of Technology, and Product Process is tending towards simply, production cycle shortening, and product cost reduces, feed stock conversion improves, minimizing is polluted, and has saved to greatest extent the energy, meets the energy-conservation requirement of national environmental protection.
Brief description of the drawings
Fig. 1. rhamnosyl preparation method schema of the present invention.
Embodiment
Describe a kind of method of utilizing rutin to prepare rhamnosyl of the present invention below in conjunction with embodiment and accompanying drawing, these descriptions are not that content of the present invention is further limited.The reagent of using in following examples if no special instructions, all can buy by commercial means.Operation in following examples if no special instructions, all can realize by producing conventional means.
Embodiment 1
Step a: gather sophora flower flower bud 10kg(weight in wet base), the sophora flower flower bud collecting is eliminated to degrading enzyme at the middle steaming 12min of 100 DEG C of water vapour, take out that steamed bud dries successively, pulverizing, diacolation, diacolation is used the leaching solution that contains 18% sodium carbonate, 20% sodium bisulfite, calcium chloride 30%, the ratio of leaching solution and sophora flower flower bud (weight in wet base) is 2.5L:1kg, to the solution filter slagging-off obtaining after diacolation, obtain crude extract.
Step b: add natural traditional Chinese medicine finings KBT-ZTC in the crude extract obtaining at step a, the ratio of flocculate and clarify agent and crude extract is 3.0g:100L, after adding flocculate and clarify agent, stir flocculate and clarify agent is uniformly distributed in crude extract gently, leave standstill again 25min, make impurity separate out and remove precipitate, in solution, add oxidation inhibitor, complexing agent makes its concentration be respectively 0.5g/L, 0.6g/L, oxidation inhibitor is that citric acid and S-WAT mix according to weight 1:1, complexing agent is that tartrate and EDTA mix according to weight 1:1, add mixed acid solution to adjust pH to 3.0, mixing acid is 20% hydrochloric acid HCl, 20% sulfuric acid H
2sO
4mix according to volume 1:1, obtain acid hydrolysis solution.
Step c: the acid hydrolysis solution that step b is obtained is 150 DEG C, the pressure Water Under solution that is 0.75Mpa 2.0 hours in temperature, obtain mixed hydrolysis liquid, its temperature is cooled to after 25 DEG C, ratio according to mixed hydrolysis liquid: water=1L:20L pours water, make Quercetin Precipitation, separation obtains Quercetin product and hydrolysising mother liquid, and hydrolysising mother liquid further extracts rhamnosyl.
Steps d: step c is obtained carrying out after hydrolysising mother liquid filtering and impurity removing neutralizing treatment: the sodium hydroxide neutralizing hydrolysis mother liquor that is 0.1mol/L by concentration to pH be 6.5, according to the ratio of glucose degradation enzyme: hydrolysising mother liquid=60U:1L, glucose degradation enzyme is joined in the hydrolysising mother liquid after neutralizing treatment, glucose is degraded 12 hours, solution after degraded separates decolouring by activated carbon filtration, obtains rhamnosyl refining liquid.
Step e: the refining liquid that steps d is obtained is concentrated centrifugal, crystallization in 25 DEG C, the rotating speed vacuum environment that is 300rpm in temperature, obtains rhamnosyl crude product, and refining rhamnosyl crude product obtains rhamnosyl content > 98%.
Embodiment 2
Step a: gather sophora flower flower bud 10kg(weight in wet base), the sophora flower flower bud collecting is eliminated to degrading enzyme at the middle steaming 10min of 120 DEG C of water vapour, take out that steamed bud dries successively, pulverizing, diacolation, diacolation is used the leaching solution that contains 15% sodium carbonate, 30% sodium bisulfite, calcium chloride 40%, the ratio of leaching solution and sophora flower flower bud (weight in wet base) is 3.0L:1kg, to the solution filter slagging-off obtaining after diacolation, obtain crude extract.
Step b: add natural traditional Chinese medicine finings KBT-ZTC in the crude extract obtaining at step a, the ratio of flocculate and clarify agent and crude extract is 2.5g:100L, after adding flocculate and clarify agent, stir flocculate and clarify agent is uniformly distributed in crude extract gently, leave standstill again 30min, make impurity separate out and remove precipitate, in solution, add oxidation inhibitor, EDTA complexing agent to make its concentration be respectively 0.4g/L, 0.3g/L, oxidation inhibitor is that sodium bisulfite and S-WAT mix according to weight 1:1, add mixed acid solution to adjust pH to 4.0, mixing acid is 30% hydrochloric acid HCl, 30% sulfuric acid H
2sO
4mix according to volume 1:1, obtain acid hydrolysis solution.
Step c: the acid hydrolysis solution that step b is obtained is 200 DEG C, the pressure Water Under solution that is 0.65Mpa 2.5 hours in temperature, obtain mixed hydrolysis liquid, its temperature is cooled to after 30 DEG C, ratio according to mixed hydrolysis liquid: water=1L:30L pours water, make Quercetin Precipitation, separation obtains Quercetin product and hydrolysising mother liquid, and hydrolysising mother liquid further extracts rhamnosyl.
Steps d: step c is obtained carrying out after hydrolysising mother liquid filtering and impurity removing neutralizing treatment: the potassium hydroxide neutralizing hydrolysis mother liquor that is 0.2mol/L by concentration to pH be 7.0, according to the ratio of glucose degradation enzyme: hydrolysising mother liquid=50U:1L, glucose degradation enzyme is joined in the hydrolysising mother liquid after neutralizing treatment, glucose is degraded 20 hours, solution after degraded separates decolouring by activated carbon filtration, obtains rhamnosyl refining liquid.
Step e: the refining liquid that steps d is obtained is concentrated centrifugal, crystallization in 30 DEG C, the rotating speed vacuum environment that is 500rpm in temperature, obtains rhamnosyl crude product, and refining rhamnosyl crude product obtains rhamnosyl content > 98%.
Embodiment 3
Step a: gather sophora flower flower bud 10kg(weight in wet base), the sophora flower flower bud collecting is eliminated to degrading enzyme at the middle steaming 13min of 115 DEG C of water vapour, take out that steamed bud dries successively, pulverizing, diacolation, diacolation is used the leaching solution that contains 30% sodium carbonate, 15% sodium bisulfite, calcium chloride 30%, the ratio of leaching solution and sophora flower flower bud (weight in wet base) is 2.0L:1kg, to the solution filter slagging-off obtaining after diacolation, obtain crude extract.
Step b: add natural traditional Chinese medicine finings KBT-ZTC in the crude extract obtaining at step a, the ratio of flocculate and clarify agent and crude extract is 5.0g:100L, after adding flocculate and clarify agent, stir flocculate and clarify agent is uniformly distributed in crude extract gently, leave standstill again 20min, make impurity separate out and remove precipitate, in solution, add citric acid oxidation inhibitor, complexing agent to make its concentration be respectively 0.7g/L, 0.8g/L, complexing agent is that Sunmorl N 60S and tartrate mix according to weight 1:1, add mixed acid solution to adjust pH to 3.5, mixing acid is 20% hydrochloric acid HCl, 20% sulfuric acid H
2sO
4, Glacial acetic acid according to volume 1:1:1 mix, obtain acid hydrolysis solution.
Step c: the acid hydrolysis solution that step b is obtained is 180 DEG C, the pressure Water Under solution that is 0.5Mpa 0.5 hour in temperature, obtain mixed hydrolysis liquid, its temperature is cooled to after 20 DEG C, ratio according to mixed hydrolysis liquid: water=1L:25L pours water, make Quercetin Precipitation, separation obtains Quercetin product and hydrolysising mother liquid, and hydrolysising mother liquid further extracts rhamnosyl.
Steps d: step c is obtained carrying out after hydrolysising mother liquid filtering and impurity removing neutralizing treatment: the hydrated barta neutralizing hydrolysis mother liquor that is 0.05mol/L by concentration to pH be 7.0, according to the ratio of glucose degradation enzyme: hydrolysising mother liquid=100U:1L, glucose degradation enzyme is joined in the hydrolysising mother liquid after neutralizing treatment, glucose is degraded 24 hours, solution after degraded separates decolouring by activated carbon filtration, obtains rhamnosyl refining liquid.
Step e: the refining liquid that steps d is obtained is concentrated centrifugal, crystallization in 27 DEG C, the rotating speed vacuum environment that is 300rpm in temperature, obtains rhamnosyl crude product, and refining rhamnosyl crude product obtains rhamnosyl content > 98%.
Embodiment 4
Step a: gather sophora flower flower bud 10kg(weight in wet base), the sophora flower flower bud collecting is eliminated to degrading enzyme at the middle steaming 15min of 105 DEG C of water vapour, take out that steamed bud dries successively, pulverizing, diacolation, diacolation is used the leaching solution that contains 20% sodium carbonate, 30% sodium bisulfite, calcium chloride 10%, the ratio of leaching solution and sophora flower flower bud (weight in wet base) is 3.0L:1kg, to the solution filter slagging-off obtaining after diacolation, obtain crude extract.
Step b: add natural traditional Chinese medicine finings KBT-ZTC in the crude extract obtaining at step a, the ratio of flocculate and clarify agent and crude extract is 4.0g:100L, after adding flocculate and clarify agent, stir flocculate and clarify agent is uniformly distributed in crude extract gently, leave standstill again 40min, make impurity separate out and remove precipitate, in solution, add oxidation inhibitor, complexing agent makes its concentration be respectively 0.8g/L, 0.5g/L, oxidation inhibitor is that vitamins C and S-WAT mix according to weight 1:1, complexing agent is that heptose hydrochlorate and sodium alginate mix according to weight 1:1, add mixed acid solution to adjust pH to 5.0, mixing acid is 25% hydrochloric acid HCl, 25% sulfuric acid H
2sO
4mix according to volume 1:1, obtain acid hydrolysis solution.
Step c: the acid hydrolysis solution that step b is obtained is 160 DEG C, the pressure Water Under solution that is 0.4Mpa 1.5 hours in temperature, obtain mixed hydrolysis liquid, its temperature is cooled to after 25 DEG C, ratio according to mixed hydrolysis liquid: water=1L:22L pours water, make Quercetin Precipitation, separation obtains Quercetin product and hydrolysising mother liquid, and hydrolysising mother liquid further extracts rhamnosyl.
Steps d: step c is obtained carrying out after hydrolysising mother liquid filtering and impurity removing neutralizing treatment: the sodium hydroxide neutralizing hydrolysis mother liquor that is 0.15mol/L by concentration to pH be 6.0, according to the ratio of glucose degradation enzyme: hydrolysising mother liquid=80U:1L, glucose degradation enzyme is joined in the hydrolysising mother liquid after neutralizing treatment, glucose is degraded 15 hours, solution after degraded separates decolouring by activated carbon filtration, obtains rhamnosyl refining liquid.
Step e: the refining liquid that steps d is obtained is concentrated centrifugal, crystallization in 25 DEG C, the rotating speed vacuum environment that is 800rpm in temperature, obtains rhamnosyl crude product, and refining rhamnosyl crude product obtains rhamnosyl content > 98%.
Embodiment 5
Step a: gather sophora flower flower bud 10kg(weight in wet base), the sophora flower flower bud collecting is eliminated to degrading enzyme at the middle steaming 10min of 110 DEG C of water vapour, take out that steamed bud dries successively, pulverizing, diacolation, diacolation is used the leaching solution that contains 20% sodium carbonate, 25% sodium bisulfite, calcium chloride 35%, the ratio of leaching solution and sophora flower flower bud (weight in wet base) is 2.0L:1kg, to the solution filter slagging-off obtaining after diacolation, obtain crude extract.
Step b: add natural traditional Chinese medicine finings KBT-ZTC in the crude extract obtaining at step a, the ratio of flocculate and clarify agent and crude extract is 1.0g:100L, after adding flocculate and clarify agent, stir flocculate and clarify agent is uniformly distributed in crude extract gently, leave standstill again 35min, make impurity separate out and remove precipitate, in solution, add sodium bisulfite oxidation inhibitor, complexing agent makes its concentration be respectively 0.7 g/L, 0.8g/L, complexing agent is that Sunmorl N 60S and EDTA mix and mix according to weight 1:1 according to weight 1:1, add mixed acid solution to adjust pH to 4.0, mixing acid is 25% hydrochloric acid HCl, 25% sulfuric acid H
2sO
4mix according to volume 1:1, obtain acid hydrolysis solution.
Step c: the acid hydrolysis solution that step b is obtained is 190 DEG C, the pressure Water Under solution that is 0.05Mpa 2.0 hours in temperature, obtain mixed hydrolysis liquid, its temperature is cooled to after 30 DEG C, ratio according to mixed hydrolysis liquid: water=1L:30L pours water, make Quercetin Precipitation, separation obtains Quercetin product and hydrolysising mother liquid, and hydrolysising mother liquid further extracts rhamnosyl.
Steps d: step c is obtained carrying out after hydrolysising mother liquid filtering and impurity removing neutralizing treatment: the potassium hydroxide neutralizing hydrolysis mother liquor that is 0.2mol/L by concentration to pH be 6.5, according to the ratio of glucose degradation enzyme: hydrolysising mother liquid=100U:1L, glucose degradation enzyme is joined in the hydrolysising mother liquid after neutralizing treatment, glucose is degraded 18 hours, solution after degraded separates decolouring by activated carbon filtration, obtains rhamnosyl refining liquid.
Step e: the refining liquid that steps d is obtained is concentrated centrifugal, crystallization in 30 DEG C, the rotating speed vacuum environment that is 600rpm in temperature, obtains rhamnosyl crude product, and refining rhamnosyl crude product obtains rhamnosyl content > 98%.
The above embodiment of the present invention scheme is only can not limit the present invention to explanation of the present invention, in claim, point out the scope of product moiety of the present invention, component proportions, preparation method's parameter, and the scope of parameter of the present invention is not pointed out in above-mentioned explanation, therefore, any change in implication and the scope suitable with claims of the present invention, is all considered to be in the scope that is included in claims.
The present invention be through multidigit with rutin prepare Quercetin researchist's long term operation experience accumulation of rhamnosyl technique, and create by creative work.The present invention has shortened the production cycle, hydrolysis time shortened to about 2 hours above from traditional 12 hours, traditional technology is for adopting single acid, High Temperature High Pressure is hydrolyzed, the consumption of acid is 10 times of consumption of the present invention, hydrolysis time is the more than 6 times of hydrolysis time of the present invention, and the control of hydrolysis difficult quality; The comprehensive reutilization of hydrolysising mother liquid not only makes product cost obtain significantly reducing, and the rhamnosyl purity > 98% producing, and has filled up the blank of like product; To sum up, the present invention has marked improvement and substantive distinguishing features.
Claims (5)
1. a method of utilizing rutin to prepare rhamnosyl; by the sophora flower flower bud steamed collecting, dry, pulverizing, diacolation; remove colloid, greenery element impurity in the processing of process flocculate and clarify; recycling oxidation inhibitor, complexing agent protection complexing processing; add mixing acid to be adjusted to acidity; heating and pressurizing hydrolysis obtains Quercetin precipitation and hydrolysising mother liquid, it is characterized in that, hydrolysising mother liquid further extracts rhamnosyl according to following steps:
Step a: will obtain carrying out neutralizing treatment after hydrolysising mother liquid filtering and impurity removing, according to the ratio of glucose degradation enzyme: hydrolysising mother liquid=50 ~ 100U:1L, glucose degradation enzyme is joined in the hydrolysising mother liquid after neutralizing treatment, glucose is degraded 12 ~ 24 hours, solution after degraded separates decolouring by activated carbon filtration, obtains rhamnosyl refining liquid;
Step b: the refining liquid that step a is obtained is concentrated centrifugal, crystallization in 25 ~ 30 DEG C, the rotating speed vacuum environment that is 300 ~ 800rpm in temperature, then through the refining rhamnosyl that obtains.
2. prepare the method for rhamnosyl according to the rutin that utilizes of right 1, it is characterized in that, described mixing acid is hydrochloric acid HCl, sulfuric acid H
2sO
4, any two or the mixing of three kinds in Glacial acetic acid.
3. the method for utilizing rutin to prepare rhamnosyl according to claim 1, it is characterized in that, described oxidation inhibitor is citric acid, 2, any in tri-grades of butyl-4-methylphenols of 6-, double thioether, pentaerythritol tetrathioglycollate, vitamins C, S-WAT, sodium bisulfite.
4. the method for utilizing rutin to prepare rhamnosyl according to claim 1, is characterized in that, described complexing agent is any or their mixture in tartrate, heptose hydrochlorate, Sunmorl N 60S, sodium alginate, ethylenediamine tetraacetic acid (EDTA).
5. the method for utilizing rutin to prepare rhamnosyl according to claim 1, it is characterized in that, the neutralizing treatment in described step a for any neutralizing hydrolysis mother liquor in the sodium hydroxide that is 0.05 ~ 0.2mol/L by concentration, potassium hydroxide, hydrated barta to pH be 6.5 ~ 7.0.
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| CN201410192206.9A CN103937854A (en) | 2014-05-08 | 2014-05-08 | Method for preparing rhamnose by using rutin |
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| CN201410192206.9A CN103937854A (en) | 2014-05-08 | 2014-05-08 | Method for preparing rhamnose by using rutin |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110183405A (en) * | 2019-05-30 | 2019-08-30 | 苏州禾研生物技术有限公司 | A kind of method that acid hydrolyzing rutin prepares Quercetin and compound rhamnose syrup |
| CN110200255A (en) * | 2019-06-01 | 2019-09-06 | 苏州禾研生物技术有限公司 | A kind of preparation method and its usage of compound rhamnose syrup fragrance |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1483825A (en) * | 2003-08-01 | 2004-03-24 | 金凤燮 | Method for preparing isoquercetin and quercetin by enzymatic method and hydrolyzing rutin |
| CN101985639A (en) * | 2010-11-16 | 2011-03-16 | 江苏科技大学 | Application of alpha-L-rhamnoside enzyme in directional synthesis of isoquercitrin by biological conversion of rutin |
| CN102952108A (en) * | 2012-10-30 | 2013-03-06 | 长沙富方制药技术有限公司 | Method for preparing quercetin and rhamnose by using flos sophora |
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2014
- 2014-05-08 CN CN201410192206.9A patent/CN103937854A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1483825A (en) * | 2003-08-01 | 2004-03-24 | 金凤燮 | Method for preparing isoquercetin and quercetin by enzymatic method and hydrolyzing rutin |
| CN101985639A (en) * | 2010-11-16 | 2011-03-16 | 江苏科技大学 | Application of alpha-L-rhamnoside enzyme in directional synthesis of isoquercitrin by biological conversion of rutin |
| CN102952108A (en) * | 2012-10-30 | 2013-03-06 | 长沙富方制药技术有限公司 | Method for preparing quercetin and rhamnose by using flos sophora |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110183405A (en) * | 2019-05-30 | 2019-08-30 | 苏州禾研生物技术有限公司 | A kind of method that acid hydrolyzing rutin prepares Quercetin and compound rhamnose syrup |
| CN110200255A (en) * | 2019-06-01 | 2019-09-06 | 苏州禾研生物技术有限公司 | A kind of preparation method and its usage of compound rhamnose syrup fragrance |
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Application publication date: 20140723 |