CN101215302B - Method for preparing forsythiaside A - Google Patents
Method for preparing forsythiaside A Download PDFInfo
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- CN101215302B CN101215302B CN2008100544289A CN200810054428A CN101215302B CN 101215302 B CN101215302 B CN 101215302B CN 2008100544289 A CN2008100544289 A CN 2008100544289A CN 200810054428 A CN200810054428 A CN 200810054428A CN 101215302 B CN101215302 B CN 101215302B
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Abstract
A process for preparing forsythiaside A comprises using forsythia shell as raw material, using deionized water and water alcohol as extracting solution, passing through preliminary separation column and refining column, using deionized water and water alcohol as eluent, and then obtaining forsythiaside A after being frozen and dried, the content can reaches 85%-99%. The invention uses cheap material, no toxic and safe solution, and has simple technology, high forsythia usage and low cost, which is suitable to the industrialized production, and the extracting rate is 0.5%-2%.
Description
Technical field:
The present invention relates to the method for extracting effective components from medicinal plant, specifically is a kind of preparation method of forsythiaside A.
Background technology:
The capsule of weeping forsythia is an Oleaceae capsule of weeping forsythia machaka, and fruit medicine has clearing heat and detoxicating, mass dissipating and swelling eliminating, antibiotic and suppress function such as fungi.Forsythiaside A is its main component, and it not only has extremely strong restraining effect to 11 kinds of pathogenic bacterium such as streptococcus aureuses, and has the phosphodiesterase of inhibition and suppress the fungi effect.We find that again it has very strong restraining effect to active oxygen at research recently.In view of it has diversified bioactive functions, forsythiaside A has wide practical use as natural drug, natural antiseptic agent and natural antioxidants at medicine and field of food.To so far, the relevant reports that from the medicinal plant capsule of weeping forsythia, extract high-purity forsythin A in a large number of Shang Weijian, based on above reason, the present invention studies in great detail the extraction process of forsythiaside A.
Current, the extraction and separation method of forsythiaside A all has bibliographical information both at home and abroad, and the method for employing is: directly use organic solvent extraction again with water extraction or aqueous extract, extract is analysed or column chromatography for separation obtains product through the preparation of silica gel thin layer.As Japanese scholar Sansel (Chem.Pharm.Bull, 1982,32 (12), 4548-4553) method that the extraction forsythiaside A adopts from the capsule of weeping forsythia is at first to use the water extraction capsule of weeping forsythia, aqueous extract is used methanol extraction again, methanol extract separates with silica gel column chromatography, and methyl alcohol in varing proportions, chloroform carry out gradient elution repeatedly, separate the forsythiaside A product.The beam decorative embellishments of writing etc. (the pharmaceutical analysis magazine, 1986,6 (5), 263-266) extracting the forsythiaside A product from the capsule of weeping forsythia is to adopt the chemical separation method, carries out purifying with the preparation of lamina plate then, obtains pure product at last.Said extracted method efficient is low, a large amount of has used poisonous organic solvent, and used parting material also is difficult for regeneration and reuses, thereby can not transplant and be enlarged into suitability for industrialized production.Chinese scholar in 2006 have been applied for three Chinese patents (200610027024.1,200610027036.4,200610027037.9) of " purifying forsythiaside A from Fructus Forsythiae extract " continuously, this method is applicable to the preparation of sample in a small amount, the parting material costliness of use.This research group had obtained the relevant patent (ZL 01122779.6) of utilizing macroporous adsorbent resin separation, purifying Fructus Forsythiae ester glycoside in 2004, this patent is suitable for industrialization and prepares Fructus Forsythiae ester glycoside in a large number, but the content of Fructus Forsythiae ester glycoside only can reach about 60% in the products therefrom.Therefore, on the research basis of original patent, the present invention adopts the column chromatography of twice different column chromatography filler, and lyophilize has obtained purity and be 85%～99% forsythiaside A product.
Summary of the invention
It is cheap to the purpose of this invention is to provide a kind of material, and technology is simple, rate of recovery height, purity height, the preparation method of the forsythiaside A of suitable suitability for industrialized production.
The preparation method of a kind of forsythiaside A provided by the invention comprises the steps:
(1) extracts: get dry deseed FRUCTUS FORSYTHIAE or leaf, extract twice, extract 30～90min at every turn with the aqueous ethanolic solution that is 20～40 times 0～70% of starting material amount, extract 60～90 ℃ of temperature, twice gained extracting solution merged, filter, it is 1.05～1.10 water extract that 60 ℃ of filtrates are evaporated to proportion;
(2) separate: above-mentioned water extract is with macroporous adsorbent resin or hydrogen bonding type column chromatography material column chromatography, applied sample amount is 1: 1～5, earlier be pale brown look with 2～4 column volume to drip washing of water wash, use 3～5 column volumes of 20%～60% ethanol drip washing again, collect pure leacheate, 60 ℃ be evaporated to proportion be 1.05～1.15 the initial gross separation concentrated solution;
(3) refining: with above-mentioned initial gross separation concentrated solution reversed phase chromatography material column chromatography, applied sample amount is 0.5～2: 1, earlier be faint yellow with 2～4 column volume to drip washing of 0%～10% ethanol drip washing, use 2～5 column volumes of 20%～50% ethanol drip washing again, collect pure leacheate, 60 ℃ are evaporated to proportion is 1.05～1.2 must make with extra care concentrated solution;
(4) lyophilize: above-mentioned refining concentrated solution gets the forsythiaside A product through lyophilize.
Measure the content of the forsythiaside A of products obtained therefrom with HPLC, forsythiaside A content can reach 85%～99%.
The macroporous adsorbent resin that column material is selected for use described in the step (2) can be AB-8 or H101; Hydrogen bonding type column chromatography material can be a polymeric amide.A large amount of impurity can be effectively removed in initial gross separation, lay the foundation for next step column chromatography obtains high purity product.
Column material can be selected reversed phase chromatography material MDS for use described in the step (3); The renewable recycling of MDS is as making material regeneration with 95% ethanol drip washing cylinder.
Adopt lyophilize can prevent that forsythiaside A is subjected to thermal distortion in the step (4).
Content assaying method is measured (pressing external standard method) with HPLC.The HPLC chromatographic condition is: chromatographic column is the ODS post; Moving phase is methyl alcohol (containing 1% tetrahydrofuran (THF)): water (contain the 0.01mol/L potassium primary phosphate, transfer pH to 3.2 with phosphoric acid)=36.5: 63.5; Flow velocity: 1ml/min; Detect wavelength: 332nm; Column temperature: 25 ℃.
The present invention has following advantage:
(1) process for refining of the present invention is simple, the extraction efficiency height.By the requirement of the different purposes of forsythiaside A to purity, purity can reach 85%～99%, and extraction yield can reach 0.5%～2%.
(2) the present invention uses solvent safety nontoxic, cheap recyclable usefulness again, environmentally safe;
(3) the present invention uses the separation and purification material cheap, and is easy to wash-out regeneration, can repeatedly utilize;
In a word, the preparation method of forsythiaside A of the present invention, not only production cost is low, technology is simple, pollution-free, and the yield height of gained forsythiaside A, purity height, is fit to suitability for industrialized production.
Embodiment:
Embodiment 1
Get the dry deseed FRUCTUS FORSYTHIAE of 400g, extract twice, extract 60 ℃ of temperature with the ethanolic soln of 8Kg 50%, extraction time 60min, united extraction liquid filters, and it is 1.08 water extract that 60 ℃ of filtrates are evaporated to about proportion; Polyamide column separates (blade diameter length ratio is 1: 15) on the water extract, and applied sample amount is 1: 5.Earlier with deionized water drip washing when effluent liquid is pale brown look, use 3 times of column volumes of 30% ethanol drip washing instead, collect 30% ethanol leacheate, being evaporated to proportion and being 1.08 must the initial gross separation concentrated solution; MDS post refining (blade diameter length ratio is 1: 15) when being faint yellow with deionized water drip washing to leacheate earlier, is used 4 column volumes of 20% ethanol drip washing again on the initial gross separation concentrated solution, collects 20% alcoholic acid leacheate.(developping agent is a butanone: ethyl acetate: formic acid: water: benzene=4: 3: 1: 1: 2 upper strata liquid), merge the leacheate that contains single spot, 60 ℃ are evaporated to proportion is 1.10, and lyophilize promptly gets light yellow forsythiaside A product in the thin-layer chromatography detection.With the forsythiaside A is reference substance, utilizes HPLC to measure the content of forsythiaside A, and the purity of forsythiaside A is 99%, and yield is 0.5%.
Embodiment 2
Get the dry deseed FRUCTUS FORSYTHIAE of 400g,, extract 80 ℃ of temperature with 15Kg deionized water extraction twice, extraction time 45min, united extraction liquid filters, and it is 1.05 water extract that 60 ℃ of filtrates are evaporated to about proportion; The D101 post separates (blade diameter length ratio is 1: 15) on the water extract, and applied sample amount is 1: 4.Earlier with deionized water drip washing when effluent liquid is pale brown look, use 4 times of column volumes of 20% ethanol drip washing instead, collect 20% ethanol leacheate, being evaporated to proportion and being 1.05 must the initial gross separation concentrated solution; MDS post refining (blade diameter length ratio is 1: 12) when being faint yellow with deionized water drip washing to leacheate earlier, is used 4 column volumes of 30% ethanol drip washing again on the initial gross separation concentrated solution, collects 30% alcoholic acid leacheate.(developping agent is a butanone: ethyl acetate: formic acid: water: benzene=4: 3: 1: 1: 2 upper strata liquid) in the thin-layer chromatography detection, merge the leacheate that contains the forsythiaside A spot, 60 ℃ are evaporated to proportion is 1.15, and lyophilize promptly gets light yellow forsythiaside A product.With the forsythiaside A is reference substance, utilizes HPLC to measure the content of forsythiaside A, and the purity of forsythiaside A is 90.6%, and yield is 1.5%.
Embodiment 3
Get the dry deseed FRUCTUS FORSYTHIAE of 1Kg, extract twice, extract 80 ℃ of temperature with the ethanolic soln of 35Kg 40%, extraction time 80min, united extraction liquid filters, and it is 1.10 water extract that 60 ℃ of filtrates are evaporated to about proportion; The AB-8 post separates (blade diameter length ratio is 1: 15) on the water extract, and applied sample amount is 1: 4.Earlier with deionized water drip washing when effluent liquid is pale brown look, use 4 times of column volumes of 30% ethanol drip washing instead, collect 30% ethanol leacheate, being evaporated to proportion and being 1.06 must the initial gross separation concentrated solution; MDS post refining (blade diameter length ratio is 1: 12) when being faint yellow with deionized water drip washing to leacheate earlier, is used 4 column volumes of 30% ethanol drip washing again on the initial gross separation concentrated solution, collects 30% alcoholic acid leacheate.(developping agent is a butanone: ethyl acetate: formic acid: water: benzene=4: 3: 1: 1: 2 upper strata liquid) in the thin-layer chromatography detection, merge the leacheate that contains the forsythiaside A spot, 60 ℃ are evaporated to proportion is 1.18, and lyophilize promptly gets light yellow forsythiaside A product.With the forsythiaside A is reference substance, utilizes HPLC to measure the content of forsythiaside A, and the purity of forsythiaside A is 87.1%, and yield is 1.8%.
Claims (1)
1. a method for preparing forsythiaside A is characterized in that comprising the steps:
(1) extracts: get dry deseed FRUCTUS FORSYTHIAE or leaf, extract twice, extract 30～90min at every turn with the aqueous ethanolic solution that is 20～40 times 0～70% of starting material amount, extract 60～90 ℃ of temperature, twice gained extracting solution merged, filter, it is 1.05～1.10 water extract that 60 ℃ of filtrates are evaporated to proportion;
(2) separate: above-mentioned water extract is with macroporous adsorbent resin or hydrogen bonding type column chromatography material column chromatography, applied sample amount is 1: 1～5, earlier be pale brown look with 2～4 column volume to drip washing of water wash, use 3～5 column volumes of 20%～60% ethanol drip washing again, collect pure leacheate, 60 ℃ be evaporated to proportion be 1.05～1.15 the initial gross separation concentrated solution;
(3) refining: with above-mentioned initial gross separation concentrated solution reversed phase chromatography material column chromatography, applied sample amount is 0.5～2: 1, earlier be faint yellow with 2～4 column volume to drip washing of 0%～10% ethanol drip washing, use 2～5 column volumes of 20%～50% ethanol drip washing again, collect pure leacheate, 60 ℃ are evaporated to proportion is 1.05～1.2 must make with extra care concentrated solution;
(4) lyophilize: above-mentioned refining concentrated solution gets the forsythiaside A product through lyophilize;
Macroporous adsorbent resin is AB-8 or H101 described in the step (2); The material of hydrogen bonding type column chromatography described in the step (2) is a polymeric amide; Reversed phase chromatography material described in the step (3) is reversed phase chromatography material MDS.
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| CN2008100544289A CN101215302B (en) | 2008-01-08 | 2008-01-08 | Method for preparing forsythiaside A |
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| CN2008100544289A CN101215302B (en) | 2008-01-08 | 2008-01-08 | Method for preparing forsythiaside A |
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| CN101215302B true CN101215302B (en) | 2010-11-03 |
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Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102060884B (en) * | 2009-11-13 | 2014-05-14 | 天士力制药集团股份有限公司 | Preparation method of forsythoside A |
| CN102060885B (en) * | 2009-11-13 | 2014-09-17 | 天士力制药集团股份有限公司 | Preparation method for forsythoside A |
| CN102010450A (en) * | 2010-11-09 | 2011-04-13 | 苏州派腾生物医药科技有限公司 | Preparation method of forsythiaside |
| CN102050849A (en) * | 2010-12-09 | 2011-05-11 | 江苏天晟药业有限公司 | Forsythoside A and preparation method thereof |
| CN103102375B (en) * | 2013-02-18 | 2015-07-08 | 陕西师范大学 | Composite extracting method for forsythin, forsythiaside A and rutin in forsythia suspense leaves |
| CN103193836B (en) * | 2013-04-19 | 2015-09-09 | 山东农业大学 | The separation purification method of monomeric compound in a kind of Flos Forsythiae |
| CN103230077A (en) * | 2013-05-17 | 2013-08-07 | 山西大学 | Natural food preservative and preparation method of same |
| CN103275145A (en) * | 2013-06-14 | 2013-09-04 | 山东农业大学 | Ultrasonic extraction method for forsythiaside compound by using ionic liquid |
| CN104130858B (en) * | 2014-07-02 | 2016-05-18 | 河南科技大学 | Forsythiaside A is in the application and the preparation method that prepare in oil quality retention agent |
| CN104130859B (en) * | 2014-07-02 | 2016-08-31 | 河南科技大学 | The oil quality retention agent prepared by forsythiaside A and citric acid and preparation method |
| CN106858555B (en) * | 2017-02-15 | 2020-01-03 | 山西大学 | Application of forsythia suspense leaf extract in blocking formation of N-nitrosamine |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1398868A (en) * | 2001-07-24 | 2003-02-26 | 山西大学 | Forsythigenol extracting process |
| CN101081855A (en) * | 2006-05-29 | 2007-12-05 | 上海玉森新药开发有限公司 | Method for purifying forsythiaside A from forsythia extractive |
| CN101081857A (en) * | 2006-05-29 | 2007-12-05 | 上海玉森新药开发有限公司 | Method for purifying forsythiaside A from forsythia extractive |
| CN101081856A (en) * | 2006-05-29 | 2007-12-05 | 上海玉森新药开发有限公司 | Method for purifying forsythiaside A from forsythia extractive |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1398868A (en) * | 2001-07-24 | 2003-02-26 | 山西大学 | Forsythigenol extracting process |
| CN101081855A (en) * | 2006-05-29 | 2007-12-05 | 上海玉森新药开发有限公司 | Method for purifying forsythiaside A from forsythia extractive |
| CN101081857A (en) * | 2006-05-29 | 2007-12-05 | 上海玉森新药开发有限公司 | Method for purifying forsythiaside A from forsythia extractive |
| CN101081856A (en) * | 2006-05-29 | 2007-12-05 | 上海玉森新药开发有限公司 | Method for purifying forsythiaside A from forsythia extractive |
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