CN104710392A - Method for preparing baicalein by using baicalin - Google Patents
Method for preparing baicalein by using baicalin Download PDFInfo
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Abstract
The invention provides a method for preparing baicalein by using baicalin. The novel method comprises the following steps: by taking a eutectic solvent as a hydrolysis medium, performing enzymatic hydrolysis on the baicalin, thereby obtaining the baicalein. The method disclosed by the invention has the advantages that the aqueous solution of the eutectic solvent which is a green solvent with the advantages of low volatility, safety and non toxicity as the hydrolysis medium, the defects such as large baicalin damage effect, low conversion rate, severe pollution and complex separation and purification process existing in the prior art are overcome. The preparation method is simple, feasible, safe and environmentally friendly, the baicalein is prepared by utilizing raw materials with the baicalin content of 80 percent, the conversion rate of the baicalin can be over 90 percent, and the purity of the baicalein can be over 75 percent.
Description
Technical field:
The present invention relates to the preparation method of scutellarin, specifically a kind of baicalin prepares the method for scutellarin.
Background technology:
Baicalin and scutellarin are the main active ingredient of baikal skullcap root.Current high amount of drug metabolism research shows, after baicalin oral administration, in Digestive tract, be converted into aglycon by intestinal microflora to be just absorbed and used (Lai, et al., 2003), therefore, the bioavailability of baicalin is lower, and scutellarin is easily absorbed, bioavailability high (Zhao Jing etc., 1998).In addition, a large amount of inside and outsides pharmacology activity research shows, the pharmacologically active of scutellarin is also far above baicalin, especially scavenging free radicals and anti-oxidant (Gao, et al., 1999), anti AIDS virus (Wu, ea al., 2001), the aspect such as angiogenesis inhibitor (Liu, et al., 2003) effect.Because scutellarin content in radix scutellariae medicinal materials is humble, be worth, so the preparation relating to scutellarin at present mainly contains three kinds of modes without extracting directly.First is utilize industrial chemicals to carry out organic synthesis preparation (application number 200410008987.8), a large amount of preparations of organic synthesis method, and possible cost is lower, but owing to using a large amount of organic solvent, there is the problem that environmental pollution is larger.Second is the extraction with aqueous solution radix scutellariae medicinal materials utilized containing the root of large-flowered skullcap self enzyme or other enzyme, while baicalin is extracted, is converted into scutellarin by the root of large-flowered skullcap self enzyme or other enzymic hydrolysis again, and then utilizes the mode such as organic solvent extraction, post separation to be further purified the highly purified scutellarin of acquisition (application number 201110422999.5).Although the method has certain advantage, because the solubleness of the aqueous solution to baicalin containing enzyme is less, thus hydrolysis efficiency is lower.In addition, thus subsequent disposal is more complicated.3rd is adopt acid hydrolysis (application number 200410019726.6,200302129372.4) and prepare scutellarin (application number 200410020649.6) containing the aqueous solution direct hydrolysis baicalin of baicalin lytic enzyme.Acid-hydrolysis method needs at 100 DEG C, to be hydrolyzed 16-20 hour, long reaction time, and destroys comparatively large to baicalin as entered strong acid, and environmental pollution is serious.Although the method that enzymatic hydrolysis baicalin glucal acidic group prepares scutellarin overcomes with serious pollution shortcoming, equally because the solubleness of the aqueous solution to baicalin containing enzyme is less, long reaction time, hydrolysis efficiency is lower.
Eutectic solvent is that a class is synthesized by crude substance, novel green solvent that is reproducible, that easily synthesize in a large number, it has the fusing point lower than room temperature, low volatility and high thermostability, the more important thing is that lipase hydrolysis enzyme, glycoside hydrolase etc. still show good catalytic activity in eutectic solvent.Such as, lipase can be converted into the transesterification reaction (Johnathan T.Gorke, Chem.Commun., 2008) of butyl valerate by the Valeric acid ethylester of catalysis preferably in eutectic solvent.Therefore, eutectic solvent is with a wide range of applications in Hydrolases catalyze bio-transformation.Have not yet to see about taking eutectic solvent as solvent, enzymatic hydrolysis baicalin prepares the report of scutellarin.
Summary of the invention:
A kind of method being prepared scutellarin by baicalin that the object of the invention is to provide environmental protection, efficiency high, simple.
A kind of method being prepared scutellarin by baicalin provided by the invention, comprises the steps:
(1) preparation of the thick enzyme powder of the root of large-flowered skullcap: fresh Scutellaria baicalensis is got and pH is the damping fluid of 4 ~ 6 in 1:1.5 ~ 2.5 in mass ratio, adds a small amount of quartz sand, grinding, centrifuging, obtain root of large-flowered skullcap crude enzyme liquid, after filtration, dialyse, vacuum lyophilization obtains the thick enzyme powder of the root of large-flowered skullcap to crude enzyme liquid;
(2) enzymic hydrolysis baicalin: the baicalin getting content at least 80%, dissolve with eutectic solvent, add damping fluid, the thick enzyme powder of the root of large-flowered skullcap that pH is 4 ~ 6 more successively, mix, be heated to 40 ~ 50 DEG C, insulation, stirring reaction 2.0 ~ 4.0 hours, be cooled to room temperature, filter, reclaim throw out, filtrate can again for being hydrolyzed baicalin; Wherein: the mass ratio of the thick enzyme powder of baicalin, eutectic solvent, damping fluid, the root of large-flowered skullcap is 1:40 ~ 60:150 ~ 250:0.025 ~ 0.1;
(3) scutellarin purifying: by the throw out obtained above dissolve with ethanol of 95%, filter, discard insolubles; Add 5 ~ 6 times amount deionized waters (volume ratio) in filtrate, stir, leave standstill, separate out scutellarin, filter and obtain precipitation, precipitation, again with deionized water wash at least 3 times, to be filtered, dry, obtains refining scutellarin.
The preferred 1:2 of mass ratio of fresh Scutellaria baicalensis and damping fluid in step (1).
Preferred 1:50:200:0.025 ~ 0.1 of mass ratio of baicalin, eutectic solvent, damping fluid, the root of large-flowered skullcap thick enzyme powder in step (2).
Eutectic solvent described in step (2) is that a kind of ammonium salt and a kind of hydrogen-bond donor compound mix in the ratio of 1:0.5 ~ 2 (mol ratio), heats, is stirred to formation transparent and homogeneous liquid under 60 ~ 90 DEG C of conditions.The preferred choline chloride 60 of ammonium salt wherein, the preferred urea of hydrogen-bond donor compound.
Described damping fluid can be any one damping fluid in acetic acid-acetate buffer, citric acid-citrate damping fluid, phosphoric acid-phosphate buffered saline buffer.
The present invention utilize content of baicalin be 80% raw material prepare scutellarin, the transformation efficiency of baicalin can reach more than 90%, the purity of scutellarin can reach more than 75%.
Compared with prior art tool of the present invention has the following advantages:
(1) the eutectic solvent aqueous solution that preparation method of the present invention uses all has good solubleness to baicalinase and baicalin, and therefore, baicalin hydrolysis efficiency is high, and the transformation efficiency of baicalin can reach more than 90%, the purity of scutellarin can reach more than 75%.
(2) the present invention uses solvent for eutectic solvent, has the fusing point lower than room temperature, low volatility, high thermostability and safety non-toxic, and recyclable recycling, be a kind of green and environment-friendly solvent.
(3) not with an organic solvent (except a small amount of ethanol) and soda acid in preparation method of the present invention, environmentally safe.
Accompanying drawing illustrates:
Fig. 1. the HPLC collection of illustrative plates of baicalin prepared by this laboratory
Fig. 2. the HPLC collection of illustrative plates of scutellarin prepared by example 3 preparation method of the present invention
Embodiment:
The present invention is described in further detail by following examples, it should be understood that embodiment described herein only for illustration of with understand the present invention, be not limited to the present invention.
Embodiment 1
A. the preparation of the root of large-flowered skullcap thick enzyme powder: get the fresh medicinal material 200g of the root of large-flowered skullcap and shred, be placed in mortar, add acetic acid-acetate buffer that a small amount of quartz sand and 400mlpH value are 4.0, grinding, filtration, filtrate is put in dialysis tubing, with deionized water dialysis, until outer liquid is colourless, get dialysis tubing endoenzyme liquid, vacuum lyophilization, obtain the root of large-flowered skullcap thick enzyme powder 0.18g.
B. eutectic solvent preparation: get 140g choline chloride 60 and 60g urea, be placed in the round-bottomed flask of 250ml, heats, is stirred to formation transparent and homogeneous liquid under 80 DEG C of conditions.
C. enzymic hydrolysis baicalin prepares scutellarin: get baicalin (content of baicalin 80%) 2g, dissolve with 100g eutectic solvent, to add 400mL pH value be more successively pH value be 4.0 acetic acid-acetate buffer, the root of large-flowered skullcap thick enzyme powder 100mg, mix.Above-mentioned solution is heated to 45 DEG C, and insulation, stirring reaction 2.5 hours, after react, be cooled to room temperature, filters, recovery throw out (filtrate can again for being hydrolyzed baicalin).By throw out obtained above 95% dissolve with ethanol, filter, discard insolubles.Add 5 times amount deionized waters (volume ratio) in filtrate, stir, leave standstill, scutellarin is separated out, and filters and obtains precipitation, and precipitation uses deionized water wash 3 times again, filtration, drying, obtaining scutellarin 1.081g. through HPLC detection purity is 80.2%, and baicalin transformation efficiency is 90.3%.
Embodiment 2
A. the preparation of the root of large-flowered skullcap thick enzyme powder: get the fresh medicinal material 200g of the root of large-flowered skullcap and shred, be placed in mortar, add the citric acid-citrate damping fluid that a small amount of quartz sand and 400mlpH value are 4.5, grinding, filtration, filtrate is put in dialysis tubing, with deionized water dialysis, until outer liquid is colourless, get dialysis tubing endoenzyme liquid, vacuum lyophilization, obtain the root of large-flowered skullcap thick enzyme powder 0.20g.
B. eutectic solvent preparation: get 140g choline chloride 60 and 60g urea, be placed in the round-bottomed flask of 250ml, heats, is stirred to formation transparent and homogeneous liquid under 60 DEG C of conditions.
C. enzymic hydrolysis baicalin prepares scutellarin: get baicalin (content of baicalin 80%) 2g, dissolves, then adds citric acid-citrate damping fluid, the root of large-flowered skullcap thick enzyme powder 100mg that 400mL pH value is 4.5 successively, mix with 100g eutectic solvent.Above-mentioned solution is heated to 45 DEG C, and insulation, stirring reaction 2.6 hours, after react, be cooled to room temperature, filters, recovery throw out (filtrate can again for being hydrolyzed baicalin).By throw out obtained above 95% dissolve with ethanol, filter, discard insolubles.Add 5 times amount deionized waters (volume ratio) in filtrate, stir, leave standstill, scutellarin precipitation, filtration obtains precipitation, and precipitation uses deionized water wash 3 times again, and filtration, drying, obtain scutellarin 1.07g.Detecting purity through HPLC is 83.0%, and baicalin transformation efficiency is 92.5%.
Embodiment 3
A. the preparation of the root of large-flowered skullcap thick enzyme powder: get the fresh medicinal material 200g of the root of large-flowered skullcap and shred, be placed in mortar, add phosphoric acid-phosphate buffered saline buffer that a small amount of quartz sand and 400mlpH value are 6.0, grinding, filtration, filtrate is put in dialysis tubing, with deionized water dialysis, until outer liquid is colourless, get dialysis tubing endoenzyme liquid, vacuum lyophilization, obtain the root of large-flowered skullcap thick enzyme powder 0.22g.
B. eutectic solvent preparation: get 140g choline chloride 60 and 60g urea, be placed in the round-bottomed flask of 250ml, heats, is stirred to formation transparent and homogeneous liquid under 90 DEG C of conditions.
C. enzymic hydrolysis baicalin prepares scutellarin: get baicalin (content of baicalin 80%) 2g, dissolves, then adds phosphoric acid-phosphate buffered saline buffer, the root of large-flowered skullcap thick enzyme powder 100mg that 400mL pH value is 6.0 successively, mix with 100g eutectic solvent.Above-mentioned solution is heated to 45 DEG C, and insulation, stirring reaction 2.5 hours, after react, be cooled to room temperature, filters, recovery throw out (filtrate can again for being hydrolyzed baicalin).By throw out obtained above 95% dissolve with ethanol, filter, discard insolubles.Add 5 times amount deionized waters (volume ratio) in filtrate, stir, leave standstill, scutellarin precipitation, filtration obtains precipitation, and precipitation uses deionized water wash 3 times again, and filtration, drying, obtain scutellarin 1.076g.Detecting purity through HPLC is 85.0%, and baicalin transformation efficiency is 95.3%.
Embodiment 4
A. the preparation of the root of large-flowered skullcap thick enzyme powder: get the fresh medicinal material 200g of the root of large-flowered skullcap and shred, be placed in mortar, add phosphoric acid-phosphate buffered saline buffer that a small amount of quartz sand and 400mlpH value are 4.5, grinding, filtration, filtrate is put in dialysis tubing, with deionized water dialysis, until outer liquid is colourless, get dialysis tubing endoenzyme liquid, vacuum lyophilization, obtain the root of large-flowered skullcap thick enzyme powder 0.18g.
B. eutectic solvent preparation: get 140g choline chloride 60 and 30g urea, be placed in the round-bottomed flask of 250ml, heats, is stirred to formation transparent and homogeneous liquid under 80 DEG C of conditions.
C. enzymic hydrolysis baicalin prepares scutellarin: get baicalin (content of baicalin 80%) 2g, dissolves, then adds phosphoric acid-phosphate buffered saline buffer, the root of large-flowered skullcap thick enzyme powder 50mg that 400mL pH value is 4.5 successively, mix with 100g eutectic solvent.Above-mentioned solution is heated to 50 DEG C, and insulation, stirring reaction 4.0 hours, after react, be cooled to room temperature, filters, recovery throw out (filtrate can again for being hydrolyzed baicalin).By throw out obtained above 95% dissolve with ethanol, filter, discard insolubles.Add 5 times amount deionized waters (volume ratio) in filtrate, stir, leave standstill, scutellarin precipitation, filtration obtains precipitation, and precipitation uses deionized water wash 3 times again, and filtration, drying, obtain scutellarin 1.07g.Detecting purity through HPLC is 82.8%, and baicalin transformation efficiency is 92.3%.
Embodiment 5
A. the preparation of the root of large-flowered skullcap thick enzyme powder: get the fresh medicinal material 200g of the root of large-flowered skullcap and shred, be placed in mortar, add the citric acid-citrate damping fluid that a small amount of quartz sand and 400mlpH value are 5.0, grinding, filtration, filtrate is put in dialysis tubing, with deionized water dialysis, until outer liquid is colourless, get dialysis tubing endoenzyme liquid, vacuum lyophilization, obtain the root of large-flowered skullcap thick enzyme powder 0.18g.
B. eutectic solvent preparation: get 140g choline chloride 60 and 120g urea, be placed in the round-bottomed flask of 250ml, heats, is stirred to formation transparent and homogeneous liquid under 90 DEG C of conditions.
C. enzymic hydrolysis baicalin prepares scutellarin: get baicalin (content of baicalin 80%) 2g, dissolves, then adds citric acid-citrate damping fluid, the root of large-flowered skullcap thick enzyme powder 200mg that 400mL pH value is 5.0 successively, mix with 100g eutectic solvent.Above-mentioned solution is heated to 40 DEG C, and insulation, stirring reaction 2.0 hours, after react, be cooled to room temperature, filters, recovery throw out (filtrate can again for being hydrolyzed baicalin).By throw out obtained above 95% dissolve with ethanol, filter, discard insolubles.Add 5 times amount deionized waters (volume ratio) in filtrate, stir, leave standstill, scutellarin is separated out, filtration obtains precipitation, and precipitation uses deionized water wash 3 times again, filtration, drying, obtain scutellarin 1.177g, detecting purity through HPLC is 78.2%, and baicalin transformation efficiency is 95.6%.
Claims (5)
1. prepare a method for scutellarin with baicalin, it is characterized in that comprising the steps:
(1) preparation of the thick enzyme powder of the root of large-flowered skullcap: fresh Scutellaria baicalensis is got and pH is the damping fluid of 4 ~ 6 in 1:1.5 ~ 2.5 in mass ratio, adds a small amount of quartz sand, grinding, centrifuging, obtain root of large-flowered skullcap crude enzyme liquid, after filtration, dialyse, vacuum lyophilization obtains the thick enzyme powder of the root of large-flowered skullcap to crude enzyme liquid;
(2) enzymic hydrolysis baicalin: the baicalin getting content at least 80%, dissolve with eutectic solvent, add damping fluid, the thick enzyme powder of the root of large-flowered skullcap that pH is 4 ~ 6 more successively, mix, be heated to 40 ~ 50 DEG C, insulation, stirring reaction 2.0 ~ 4.0 hours, be cooled to room temperature, filter, reclaim throw out, filtrate can again for being hydrolyzed baicalin; Wherein: the mass ratio of the thick enzyme powder of baicalin, eutectic solvent, damping fluid, the root of large-flowered skullcap is 1:40 ~ 60:150 ~ 250:0.025 ~ 0.1;
(3) scutellarin purifying: by the throw out obtained above dissolve with ethanol of 95%, filter, discard insolubles; Add 5 ~ 6 times amount deionized waters in filtrate, stir, leave standstill, separate out scutellarin, filter and obtain precipitation, precipitation, again with deionized water wash at least 3 times, to be filtered, dry, obtains refining scutellarin.
2. a kind of baicalin prepares the method for scutellarin as claimed in claim 1, it is characterized in that, the mass ratio 1:2 of fresh Scutellaria baicalensis and damping fluid in described step (1).
3. a kind of baicalin prepares the method for scutellarin as claimed in claim 1, it is characterized in that, in described step (2), the mass ratio of baicalin, eutectic solvent, damping fluid, the thick enzyme powder of the root of large-flowered skullcap is 1:50:200:0.025 ~ 0.1.
4. a kind of baicalin as described in claim 1,2 or 3 prepares the method for scutellarin, it is characterized in that, described eutectic solvent prepares by the following method: 1:0.5 ~ 2 are by choline chloride 60 and urea mixing in molar ratio, heats, is stirred to formation transparent and homogeneous liquid under 60 ~ 90 DEG C of conditions.
5. a kind of baicalin as described in claim 1,2 or 3 prepares the method for scutellarin, it is characterized in that, described damping fluid is acetic acid-acetate buffer, citric acid-citrate damping fluid or phosphoric acid-phosphate buffered saline buffer.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106749442A (en) * | 2016-12-08 | 2017-05-31 | 河西学院 | A kind of method of benzyl carbinol glycosides in Salt treatment eutectic solvent extraction saline cistanche |
| CN106950318A (en) * | 2017-04-20 | 2017-07-14 | 广西壮族自治区梧州食品药品检验所 | A kind of method that ASE HPLC methods determine baicalin in Scutellaria baicalensis Georgi content |
| CN107091889A (en) * | 2017-04-20 | 2017-08-25 | 广西壮族自治区梧州食品药品检验所 | A kind of method that ASE methods extract baicalin in Scutellaria baicalensis Georgi |
| CN108088943A (en) * | 2018-02-13 | 2018-05-29 | 沈阳药科大学 | Extractant-eutectic is dissolved in the application during effective component of chinese medicine measures |
| CN115948488A (en) * | 2022-12-28 | 2023-04-11 | 东北林业大学 | Method for efficiently converting baicalin in scutellaria baicalensis raw material into baicalein |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005045051A1 (en) * | 2003-11-05 | 2005-05-19 | Novozymes A/S | Baicalin de-glycosylation |
| CN103160549A (en) * | 2011-12-16 | 2013-06-19 | 东北林业大学 | Method of preparing, separating and purifying baicalein and wogonin by endogenous enzymatic hydrolysis of baicalin and wogonoside in scutellaria |
-
2015
- 2015-03-31 CN CN201510147657.5A patent/CN104710392B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005045051A1 (en) * | 2003-11-05 | 2005-05-19 | Novozymes A/S | Baicalin de-glycosylation |
| CN103160549A (en) * | 2011-12-16 | 2013-06-19 | 东北林业大学 | Method of preparing, separating and purifying baicalein and wogonin by endogenous enzymatic hydrolysis of baicalin and wogonoside in scutellaria |
Non-Patent Citations (1)
| Title |
|---|
| 施春阳等: "黄芩素的酶法提取工艺研究", 《西北药学杂志》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106749442A (en) * | 2016-12-08 | 2017-05-31 | 河西学院 | A kind of method of benzyl carbinol glycosides in Salt treatment eutectic solvent extraction saline cistanche |
| CN106950318A (en) * | 2017-04-20 | 2017-07-14 | 广西壮族自治区梧州食品药品检验所 | A kind of method that ASE HPLC methods determine baicalin in Scutellaria baicalensis Georgi content |
| CN107091889A (en) * | 2017-04-20 | 2017-08-25 | 广西壮族自治区梧州食品药品检验所 | A kind of method that ASE methods extract baicalin in Scutellaria baicalensis Georgi |
| CN108088943A (en) * | 2018-02-13 | 2018-05-29 | 沈阳药科大学 | Extractant-eutectic is dissolved in the application during effective component of chinese medicine measures |
| CN115948488A (en) * | 2022-12-28 | 2023-04-11 | 东北林业大学 | Method for efficiently converting baicalin in scutellaria baicalensis raw material into baicalein |
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Effective date of registration: 20190816 Address after: 030600, No. 8, Yuci Industrial Park, Shanxi, Jinzhong Patentee after: Shanxi Huawei Pharmaceutical Co., Ltd. Address before: 030006 Taiyuan, Xiaodian District, Shanxi City Road, No. 92 Patentee before: Shanxi Univeristy |