CN104086424B - A kind of method of extraction and isolation chlorogenic acid from Lonicera confusa DC. - Google Patents
A kind of method of extraction and isolation chlorogenic acid from Lonicera confusa DC. Download PDFInfo
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- CN104086424B CN104086424B CN201410332285.9A CN201410332285A CN104086424B CN 104086424 B CN104086424 B CN 104086424B CN 201410332285 A CN201410332285 A CN 201410332285A CN 104086424 B CN104086424 B CN 104086424B
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- macroporous resin
- chlorogenic acid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/56—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
Abstract
The invention discloses a kind of method of extraction and isolation chlorogenic acid from Lonicera confusa DC., step is as follows: Lonicera confusa DC. uses pulverizer to pulverize by (1), is ground into 10-100 object medicinal powder; (2) medicinal powder of step (1) is put into extractor extracting in water, then filter and obtain extracting solution; (3) extracting solution that step (2) obtains is carried out fractionation by adsorption by macroporous resin, applied sample amount is the weight ratio of medicinal material and macroporous resin is 1:1-8, does is loading flow velocity 0.5-2? BV/h, after completion of the sample, first with 0.5-5? is the water of BV with 0.5-2? the speed of BV/h is rinsed, then 4-8 is used? is the ethanol of BV10%-40% with 1-4? the speed wash-out of BV/h, collects elutriant; (4) elutriant is concentrated into original volume 1/3 ~ 1/8, by industrial chromatography purifying after filtering, using 10%-30% ethanol as eluent, flow velocity is 10-25mLmin
-1, elutriant concentrating under reduced pressure, spraying dry, obtain chlorogenic acid.Rational technology of the present invention, feasible, the rate of transform of chlorogenic acid is high, and process is simple, and solvent is single, convenient to be reclaimed, and has very strong practical value.
Description
Technical field
The present invention relates to extraction and separation technology field, particularly relate to a kind of method of extraction and isolation chlorogenic acid from Lonicera confusa DC..
Background technology
Chlorogenic acid is from Japanese Honeysuckle, a kind of important biologically active substance that in the medicinal materials such as Lonicera confusa DC., extraction and isolation obtains, there is pharmacologically active widely, as antibacterial, antiviral, hepatic cholagogic, antitumor, hypotensive, reducing blood-fat, scavenging free radicals and stimulating central nervous system system etc., be with a wide range of applications, as can be used as the effective constituent of the production quality control such as multiple Chinese patent medicine, partial synthesis oxygenant can be replaced, add in lard and prevent lard to be oxidized, increase the quality guaranteed period, also can be used as the uses such as fodder additives, there is larger market demand, especially highly purified chlorogenic acid extract is expensive.Research obtains high-purity chlorogenic acid and will play an important role to society from plant.
Chlorogenic acid wide material sources, medicinal material kind at present for extraction and isolation chlorogenic acid mainly contains Japanese Honeysuckle class, Lonicera confusa DC. class, Folium Eucommiae etc., the wherein Chinese medicine that records for Chinese Pharmacopoeia of the Lonicera confusa DC. class medicinal material such as largeflower-like honeysuckle flower, lonicera hypoglauca miq, Lonicera confusa, there is higher chlorogenic acid content, and it is relatively less to disclose the report quantity of extraction and isolation chlorogenic acid from Lonicera confusa DC. both at home and abroad, extraction and isolation chlorogenic acid from Lonicera confusa DC. is selected to have larger resources advantage.
Have active group in chlorogenic acid structure, its character is unstable, can not be in the environment of high temperature, high light, facile hydrolysis during extraction and isolation.Report that the main method of extraction and isolation chlorogenic acid from natural drug has solvent-extraction process, physical field assisted Extraction follows the example of (ultrasonic field, microwave field etc.), alcohol deposition method, extraction into ethyl acetate method, Amberlyst process etc. at present.There are some problems in said extracted separation method, follow the example of as physical field assisted Extraction and be not suitable for scale operation, the rate of transform of alcohol deposition method, extraction into ethyl acetate method is low, process is dangerous, solvent toxicity is large, and the rate of transform of the Amberlyst process reported is low, process is complicated, solvent for use is not suitable for reclaiming.Therefore study that chlorogenic acid rate of transform is high, process simple, solvent toxicity is little and can be had important economic implications by the extraction and isolation new technology route conveniently reclaimed.
Summary of the invention
The invention provides a kind of method of extraction and isolation chlorogenic acid from Lonicera confusa DC..
The present invention adopts following technical scheme:
The concrete steps of the method for extraction and isolation chlorogenic acid from Lonicera confusa DC. of the present invention are as follows:
(1) use pulverizer to pulverize Lonicera confusa DC., be ground into 10-100 object medicinal powder;
(2) medicinal powder of step (1) is put into extractor extracting in water, solid-liquid ratio is 1:10-30, and Extracting temperature is 40-90 DEG C, extracts 1-2 time, each 0.5-2h, then filters and obtains extracting solution;
(3) extracting solution that step (2) obtains is carried out fractionation by adsorption by macroporous resin, macroporous resin fills post in a wet process, its blade diameter length ratio is 1:3-10, applied sample amount is the weight ratio of medicinal material and macroporous resin is 1:1-8, loading flow velocity is 0.5-2BV/h, after completion of the sample, first rinses with the speed of 0.5-2BV/h with the water of 0.5-5BV, then use the ethanol of 4-8BV10%-40% with the speed wash-out of 1-4BV/h, collect elutriant;
(4) elutriant of step (3) gained is concentrated into original volume 1/3 ~ 1/8, by industrial chromatography purifying after filtering, using 10%-30% ethanol as eluent, flow velocity is 10-25mLmin
-1, elutriant concentrating under reduced pressure, spraying dry, obtain chlorogenic acid product.
In step (1), preferably Lonicera confusa DC. is ground into 60 object drug powders.
In step (2), the medicinal powder of step (1) is put into extractor extracting in water, solid-liquid ratio is 1:20, and Extracting temperature is 60 DEG C, and extract 1 time, extraction time is 2h, then filters and obtains extracting solution.
In step (3), macroporous resin is D101 type, AB-8 type, HPD100 type, HPD750 type or the preferred macroporous resin of ADS-7 type are ADS-7 type.
In step (3), macroporous resin fills post in a wet process, and its blade diameter length ratio is preferably 1:5-8.
In step (3), the weight ratio of preferred extraction medicinal material and macroporous resin is 1:5, loading flow velocity is 1BV/h, after completion of the sample, first rinse with the speed of 1BV/h with the distilled water of 1BV, then use the ethanol of 6BV with the speed wash-out of 2BV/h, collect elutriant, the mass concentration of described ethanol is 20%.
In step (3), macroporous resin carries out pre-treatment before using, step is as follows: by macroporous resin decompress filter to anhydrous drippage, for subsequent use, by macroporous resin more than 95% alcohol immersion 24h before test, remove macroporous resin fragment and foreign material, wet method upper prop, first with 95% ethanol be washed till effluent liquid mix with water after till aobvious muddiness, then be washed till effluent liquid without alcohol taste with distilled water; Then 4% sodium hydroxide solution is used again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water; Use 4% hydrochloric acid soln again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water.
In step (4), chromatograph packing material is the one in CT-25-1, CT-25-2, PIPO-02, and preferred chromatograph packing material is PIPO-02.
Positively effect of the present invention is as follows:
The present invention adopts first with water extraction-macroporous resin adsorption separation-industrial chromatography purifying the method for the complete set technology extraction and isolation chlorogenic acid from Lonicera confusa DC. being core, establish the operational path of an extracting and developing from Lonicera confusa DC., purification of high-purity chlorogenic acid, this rational technology, feasible, the rate of transform of chlorogenic acid is high, process is simple, solvent is convenient to be reclaimed, and has very strong practical value.
Embodiment
The following examples describe in further detail of the present invention.
Embodiment 1
The concrete steps of the method for extraction and isolation chlorogenic acid from Lonicera confusa DC. of the present invention are as follows:
(1) use pulverizer to pulverize Lonicera confusa DC., be ground into 10 object medicinal powders;
(2) medicinal powder of step (1) is put into extractor extracting in water, solid-liquid ratio is 1:10, and Extracting temperature is 40 DEG C, extracts 2 times, each 2h, then filters and obtains extracting solution;
(3) extracting solution that step (2) obtains is carried out fractionation by adsorption by macroporous resin, applied sample amount is the weight ratio of medicinal material and macroporous resin is 1:1, loading flow velocity is 0.5BV/h, after completion of the sample, first rinse with the speed of 0.5BV/h with the water of 0.5BV, then use the ethanol of 4BV10% with the speed wash-out of 1BV/h, collect elutriant;
(4) elutriant of step (3) gained is concentrated into original volume 1/3, upper industrial chromatography after filtering, chromatograph packing material is CT-25-1, and using 10% ethanol as eluent, flow velocity is 10mLmin
-1, elutriant concentrating under reduced pressure, spraying dry, obtain chlorogenic acid product.
In step (3), macroporous resin is D101 type.
In step (3), macroporous resin carries out pre-treatment before using, step is as follows: by macroporous resin decompress filter to anhydrous drippage, for subsequent use, by macroporous resin more than 95% alcohol immersion 24h before test, remove macroporous resin fragment and foreign material, wet method upper prop, first with 95% ethanol be washed till effluent liquid mix with water after till aobvious muddiness, then be washed till effluent liquid without alcohol taste with distilled water; Then 4% sodium hydroxide solution is used again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water; Use 4% hydrochloric acid soln again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water.
In step (3), macroporous resin fills post in a wet process, and its blade diameter length ratio is 1:3.
Embodiment 2
The concrete steps of the method for extraction and isolation chlorogenic acid from Lonicera confusa DC. of the present invention are as follows:
(1) use pulverizer to pulverize Lonicera confusa DC., be ground into 100 object medicinal powders;
(2) medicinal powder of step (1) is put into extractor extracting in water, solid-liquid ratio is 1:30, and Extracting temperature is 90 DEG C, extracts 1 time, each 0.5h, then filters and obtains extracting solution;
(3) extracting solution that step (2) obtains is carried out fractionation by adsorption by macroporous resin, applied sample amount is the weight ratio of medicinal material and macroporous resin is 1:8, loading flow velocity is 2BV/h, after completion of the sample, first rinse with the speed of 2BV/h with the water of 5BV, then use the ethanol of 8BV40% with the speed wash-out of 4BV/h, collect elutriant;
(4) elutriant of step (3) gained is concentrated into original volume 1/8, upper industrial chromatography after filtering, chromatograph packing material is CT-25-2, and using 30% ethanol as eluent, flow velocity is 25mLmin
-1, elutriant concentrating under reduced pressure, spraying dry, obtain chlorogenic acid product.
In step (3), macroporous resin is HPD750 type.
In step (3), macroporous resin carries out pre-treatment before using, step is as follows: by macroporous resin decompress filter to anhydrous drippage, for subsequent use, by macroporous resin more than 95% alcohol immersion 24h before test, remove macroporous resin fragment and foreign material, wet method upper prop, first with 95% ethanol be washed till effluent liquid mix with water after till aobvious muddiness, then be washed till effluent liquid without alcohol taste with distilled water; Then 4% sodium hydroxide solution is used again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water; Use 4% hydrochloric acid soln again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water.
In step (3), macroporous resin fills post in a wet process, and its blade diameter length ratio is 1:10.
Embodiment 3
The concrete steps of the method for extraction and isolation chlorogenic acid from Lonicera confusa DC. of the present invention are as follows:
(1) use pulverizer to pulverize Lonicera confusa DC., be ground into 60 object medicinal powders;
(2) medicinal powder of step (1) is put into extractor extracting in water, solid-liquid ratio is 1:20, and Extracting temperature is 60 DEG C, extracts 1 time, extracts 2h, then filters and obtains extracting solution;
(3) extracting solution that step (2) obtains is carried out fractionation by adsorption by macroporous resin, applied sample amount is the weight ratio of medicinal material and macroporous resin is 1:5, loading flow velocity is 1BV/h, after completion of the sample, first rinse with the speed of 1BV/h with the water of 1BV, then use the ethanol of 6BV20% with the speed wash-out of 2BV/h, collect elutriant;
(4) elutriant of step (3) gained is concentrated into original volume 1/5, upper industrial chromatography after filtering, chromatograph packing material is PIPO-02, and using 20% ethanol as eluent, flow velocity is 16.46mLmin
-1, elutriant concentrating under reduced pressure, spraying dry, obtain chlorogenic acid product.
In step (3), macroporous resin is ADS-7 type.
In step (3), macroporous resin carries out pre-treatment before using, step is as follows: by macroporous resin decompress filter to anhydrous drippage, for subsequent use, by macroporous resin more than 95% alcohol immersion 24h before test, remove macroporous resin fragment and foreign material, wet method upper prop, first with 95% ethanol be washed till effluent liquid mix with water after till aobvious muddiness, then be washed till effluent liquid without alcohol taste with distilled water; Then 4% sodium hydroxide solution is used again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water; Use 4% hydrochloric acid soln again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water.
In step (3), macroporous resin fills post in a wet process, and its blade diameter length ratio is 1:5.
Extract the calculation specifications of test
Solution Content of Chlorogenic Acid total amount (mg)=C × V
1
Medicinal extract content (%)=(C × V
2/ W
1) × 100%
The rate of transform (%)=C × V
1/ (W
0× 4.41%) × 100%
C: according to regression equation calculation gained solution Content of Chlorogenic Acid concentration (mgml
-1)
V
1: extracting solution cumulative volume (ml)
W
0: Lonicera confusa DC. medicinal material weight (mg)
V
2: dissolve medicinal extract liquor capacity (ml)
W
1: medicinal extract sampling heavy (mg)
Extraction efficiency refers to extract chlorogenic acid amount in the unit time, is directly proportional, is inversely proportional to extraction time to extracting solution Content of Chlorogenic Acid amount.
In extraction test, the rate of transform refers to the rate of transform of extraction process.
Calculate the medicinal extract content of the leaching process of embodiment 1-3 and the rate of transform, result is as shown in table 1.
Table 1
The present invention, under the condition of low production cost, makes medicinal material Content of Chlorogenic Acid transfer in Extraction solvent as much as possible, and other impurity components in medicinal material are retained in the dregs of a decoction as much as possible.As can be seen from Table 1, method chlorogenic acid mean transferred rate of the present invention is 82.98 ± 0.52%.
The calculating of macroporous resin adsorption separation test and explanation
Solution Content of Chlorogenic Acid total amount (mg)=C × V
1
Adsorptive capacity (%)=applied sample amount-discharge
Adsorption rate (%)=(applied sample amount-discharge)/(applied sample amount) × 100%
Water elution rate (%)=water elution amount/adsorptive capacity × 100%
Eluting rate (%)=elution amount/adsorptive capacity × 100%
Chlorogenic acid purity (%)=(C × V
2/ W
1) × 100%
The rate of transform (%)=elution amount/applied sample amount × 100%
C: according to regression equation calculation gained solution Content of Chlorogenic Acid concentration (mgml
-1)
V
1: overall solution volume (ml)
V
2: the volume (ml) dissolving elutriant medicinal extract
W
1: elutriant medicinal extract sampling amount (mg)
Applied sample amount is the extracting solution Content of Chlorogenic Acid total amount (mg) flowing through macroporous resin bed.
When outflow liquid measure is loading, effluent liquid Content of Chlorogenic Acid total amount (mg).
When water elution amount is for washing with water, the receiving liquid Content of Chlorogenic Acid total amount (mg) of gained.
Elution amount is after using the eluent drip washing containing ethanol, the receiving liquid Content of Chlorogenic Acid total amount (mg) of gained.
In macroporous resin adsorption separation test, purity refers to the medicinal extract Content of Chlorogenic Acid purity that elutriant is dried to
In macroporous resin adsorption separation test, the rate of transform refers to the rate of transform of macroporous resin adsorption separating technology.
Calculate the purity of the macroporous resin sepn process of embodiment 1-3 and the rate of transform, result is as shown in table 2.
Table 2
The present invention, under the condition of low production cost, makes extracting solution Content of Chlorogenic Acid transfer in eluting solvent as much as possible, and other impurity component content in elutriant are reduced as far as possible.The mean transferred rate of this process chlorogenic acid is 95.12 ± 0.73% as can be seen from Table 2.
The calculation specifications of industrial chromatography purification experiment
Solution Content of Chlorogenic Acid total amount (mg)=C × V
1
Rate of transform %=elution amount/sample size × 100%
Chlorogenic acid purity (%)=(C × V
2/ W
1) × 100%
C: according to regression equation calculation gained solution Content of Chlorogenic Acid concentration (mgml
-1)
V
1: overall solution volume (ml)
V
2: the cumulative volume (ml) dissolving dry powder solution
W
1: get chlorogenic acid extract dry powder weight (mg)
Sample size is the elutriant Content of Chlorogenic Acid total amount of gained under optimum macroporous resin adsorption separation process conditions.
Elution amount is the receiving liquid Content of Chlorogenic Acid total amount of gained after industrial chromatography purifying.
Preparation efficiency is the amount eluting chlorogenic acid within the unit time, is directly proportional to elution amount, is inversely proportional to industrial chromatography elution time.
In industrial chromatography purification experiment, purity refers to the dry powder Content of Chlorogenic Acid purity of the spray-dried one-tenth of elutriant.
In industrial chromatography purification experiment, the rate of transform refers to the rate of transform of industrial chromatography purifying process.
Calculate the rate of transform of the industrial chromatography purge process of embodiment 1-3, result is as shown in table 3.
Table 3
Although illustrate and describe embodiments of the invention, for the ordinary skill in the art, be appreciated that and can carry out multiple change, amendment, replacement and modification to these embodiments without departing from the principles and spirit of the present invention, scope of the present invention is by claims and equivalents thereof.
Claims (1)
1. the method for extraction and isolation chlorogenic acid from Lonicera confusa DC., is characterized in that: the concrete steps of described method are as follows:
(1) use pulverizer to pulverize Lonicera confusa DC., be ground into 60 object medicinal powders;
(2) medicinal powder of step (1) is put into extractor extracting in water, solid-liquid ratio is 1:20, and Extracting temperature is 60 DEG C, extracts 1 time, extracts 2h, then filters and obtains extracting solution;
(3) extracting solution that step (2) obtains is carried out fractionation by adsorption by macroporous resin, applied sample amount is the weight ratio of medicinal material and macroporous resin is 1:5, loading flow velocity is 1BV/h, after completion of the sample, first rinse with the speed of 1BV/h with the water of 1BV, then use the ethanol of 6BV20% with the speed wash-out of 2BV/h, collect elutriant;
(4) elutriant of step (3) gained is concentrated into original volume 1/5, upper industrial chromatography after filtering, chromatograph packing material is PIPO-02, and using 20% ethanol as eluent, flow velocity is 16.46mLmin
-1, elutriant concentrating under reduced pressure, spraying dry, obtain chlorogenic acid product;
In step (3), macroporous resin is ADS-7 type;
In step (3), macroporous resin carries out pre-treatment before using, step is as follows: by macroporous resin decompress filter to anhydrous drippage, for subsequent use, by macroporous resin more than 95% alcohol immersion 24h before test, remove macroporous resin fragment and foreign material, wet method upper prop, first with 95% ethanol be washed till effluent liquid mix with water after till aobvious muddiness, then be washed till effluent liquid without alcohol taste with distilled water; Then 4% sodium hydroxide solution is used again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water; Use 4% hydrochloric acid soln again with 2BV volume with 2BVh
-1speed is rinsed, and then soaks 2 ~ 4h, and it is neutral for being washed till effluent liquid with distilled water;
In step (3), macroporous resin fills post in a wet process, and its blade diameter length ratio is 1:5.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1616403A (en) * | 2004-09-21 | 2005-05-18 | 济南永曜医药科技有限公司 | Process for preparing chlorogenic acid from honeysuckle |
| CN1687008A (en) * | 2005-03-22 | 2005-10-26 | 中国药科大学 | Method for extracting compound of phenolic acid from leaves of woodbind |
| CN102973635A (en) * | 2012-11-22 | 2013-03-20 | 贵州大学 | Wild honeysuckle flower extracting method |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04145048A (en) * | 1990-10-04 | 1992-05-19 | T Hasegawa Co Ltd | Production of purified chlorogenic acid |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1616403A (en) * | 2004-09-21 | 2005-05-18 | 济南永曜医药科技有限公司 | Process for preparing chlorogenic acid from honeysuckle |
| CN1687008A (en) * | 2005-03-22 | 2005-10-26 | 中国药科大学 | Method for extracting compound of phenolic acid from leaves of woodbind |
| CN102973635A (en) * | 2012-11-22 | 2013-03-20 | 贵州大学 | Wild honeysuckle flower extracting method |
Non-Patent Citations (1)
| Title |
|---|
| 金银花中绿原酸的工业化提取纯化方法探讨;凌益平等;《药学研究》;20131231;第32卷(第1期);第55-56页下转第58页 * |
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