CN101935278A - Method for extracting, separating and purifying chlorogenic acid through folium cortex eucommiae - Google Patents
Method for extracting, separating and purifying chlorogenic acid through folium cortex eucommiae Download PDFInfo
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- CN101935278A CN101935278A CN2009101479281A CN200910147928A CN101935278A CN 101935278 A CN101935278 A CN 101935278A CN 2009101479281 A CN2009101479281 A CN 2009101479281A CN 200910147928 A CN200910147928 A CN 200910147928A CN 101935278 A CN101935278 A CN 101935278A
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Abstract
The invention relates to a method for extracting, separating and purifying chlorogenic acid through folium cortex eucommiae, which comprises the following steps of: A. preparing a chlorogenic acid extracting solution; B. separating the chlorogenic acid extracting solution; C. purifying the chlorogenic acid; and D. preparing a chlorogenic acid fine product. The invention effectively overcomes the defects of complicated working procedures, complex operation, more consumed solvents, difficult material regeneration, more generated sewage, high energy consumption and relatively higher extraction cost during the extraction process of the chlorogenic acid by combining an ultrafiltration membrane and a nanofiltration membrane technology with a macroporous absorbent resin purification technology; and the invention provides a new method for extracting, separating and purifying the chlorogenic acid through the folium cortex eucommiae, and the method has the advantages of simple process, low cost, low energy consumption and used material regeneration and recycling, can not generate pollution and is beneficial to industrialized production.
Description
The present invention relates to a kind of method of manufacturing chlorogenic acid, particularly by the method for Folium Eucommiae extraction, separation, purifying chlorogenic acid.
Chlorogenic acid (chlorogenic acid is called for short CA) is a kind of depside, belongs to phenolic compound.Have effects such as antibiotic, antiviral, leukocyte increasing, hepatic cholagogic, antitumor, hypotensive, reducing blood-fat, removing free radical.Thereby in the application of dietotherapy and pharmacy industry, be subjected to people and pay much attention to.
Existingly adopt organic solvent under acidic conditions, to extract by Folium Eucommiae chlorogenic acid extracting product extraction process, have following shortcoming: the sewage that product purity is low, complex procedures, complex operation, consumption solvent are many, material is difficult for regeneration, produce is more, energy consumption height, extraction cost compare higher, and the purity of end product can only arrive 60%.
The purpose of this invention is to provide a kind of is raw material with the Folium Eucommiae, prepares the method for chlorogenic acid through extraction, separation, purifying.It is more that it can solve the sewage that the consumption solvent is many in the prior art, material is difficult for regeneration, produce, the shortcoming that energy consumption is high.The present invention has been owing to used ultrafiltration, resin isolation and nanofiltration, and its separation, purification process technology are easy, and cost is low, and material therefor can regeneration, does not produce pollution, is beneficial to suitability for industrialized production.The technical process of chlorogenic acid is in the extraction separation Folium Eucommiae:
Folium Eucommiae → drying and crushing → ethanolic soln refluxing extraction → remove under reduced pressure ethanol → flocculation impurity elimination → decolouring → XDA-5 resin absorption → pure water wash-out sugar and Geniposidic acid → 20% ethanol elution obtain chlorogenic acid crude product → decompression recycling ethanol → mistake 150Da nanofiltration membrane, and concentrated → ethyl alcohol recrystallization → cryodrying gets the chlorogenic acid elaboration.It comprises the steps:
A. prepare the chlorogenic acid extracting solution
The Folium Eucommiae of drying and crushing is crossed 60 mesh sieves, be added in the aqueous ethanolic solution, transfer PH=4, heated and stirred is extracted, and filters, and filtrate decompression is steamed ethanol, gets the chlorogenic acid aqueous extract.
B. the separation of chlorogenic acid extracting solution
Filtrate adds decolorizing with activated carbon, crosses ultra-filtration membrane deproteinize, polysaccharide, gets chlorogenic acid crude product aqueous extract.
C. purifying chlorogenic acid:
Chlorogenic acid crude product solution absorption with macroporous adsorbent resin with acidiferous ethanolic soln desorption, gets the pure product solution of chlorogenic acid.
D. prepare the chlorogenic acid elaboration
The chlorogenic acid refined solution is through nanofiltration, and ethyl alcohol recrystallization gets the pure product of chlorogenic acid.
Be used in the steps A crossing the 40-80 mesh sieve after the chlorogenic acid extracting Folium Eucommiae is pulverized;
Heating temperature described in the steps A is 65 degree, and stirring extraction time is 2 hours, and extraction time is 2 times;
Solution described in the steps A is 60% ethanol, and the solid-liquid ratio is 1: 12, the PH=4 of solution.
Discoloring agent described in the step B is an activated carbon, and adding proportion is that 5% stirring bleaching time is 20 minutes,
Ultra-filtration membrane described in the step B is the hollow-fibre membrane of 5000Da, ultrafiltration pressure 0.4PM, and temperature is 30 degree.
The resin that is used to adsorb among the step C is XAD-5, and the ratio of resin and adsorption liquid is 1: 5, adsorption time 4 hours;
The solution that is used for desorption among the step C is 20% aqueous ethanolic solution, the PH=3 of solution; The solution of desorption and the ratio of resin are 4: 1, and the desorption time is 3 hours.
Used nanofiltration membrane is that molecular weight cut-off is the ceramic membrane of 150Da among the step D, and operating pressure is 0.4Mpa, and temperature is a normal temperature;
Used recrystallization solution is dehydrated alcohol and normal hexane among the step D, and two kinds of liquor capacity ratios are 1: 1, and recrystallization temperature is 0 degree.
Adopt among the present invention that extraction using alcohol, ultrafiltration, resin absorption, nanofiltration separation purifying concentrate, the method for ethyl alcohol recrystallization, it has substituted the technology that existing organic solvent extracts, extracts under the acid-basicity condition.Present method is at first used 60% ethanolic soln materials such as chlorogenic acid extracting, albumen, polysaccharide and flavones from Folium Eucommiae, removes protein, polysaccharide, pigment through decolouring, ultrafiltration, separate the chlorogenic acid crude product; Through macroporous resin, nanofiltration purifying, ethyl alcohol recrystallization, the pure product of chlorogenic acid have been prepared.
Advantage of the present invention be pollution-free, energy consumption is low, the renewable recycling of material therefor, but the low continuous production of extraction cost.Do not use noxious solvent in leaching process, product safety easily realizes batch production production.
With embodiment the present invention is specified below.
Embodiment: the method by Folium Eucommiae extraction, separation, purifying chlorogenic acid may further comprise the steps:
A. preparation contains the water extract of chlorogenic acid:
The dried Folium Eucommiae 0.5KG (chlorogenic acid content is 4.96%) that pulverized 60 mesh sieves is put into the there-necked flask of 10L, uses the 6L60% ethanolic soln, add HCL and transfer PH=4, be stirred and heated to 65 degree, under this temperature, extracted 2 hours, filter, filtrate (1); Filter residue adds the 4L60% ethanolic soln and transfers PH=4, is stirred and heated to 65 degree, extracts 2 hours under this temperature, filters, and gets filtrate (2).Merging filtrate (1) and (2), decompression recycling ethanol gets extracting solution 3L.
B. preparation contains the crude product solution of chlorogenic acid
The aqueous extract that will contain chlorogenic acid is heated to 50 degree, adds activated carbon 150g with 5% ratio, stirred 30 minutes,
Left standstill centrifuging 30 minutes; Is ultrafiltration under 0.4MP, temperature 30 degree with filtrate at pressure, and the liquid that dams adds the deionized water ultrafiltration 3 times.Add water 2L at every turn, get the about 8L of chlorogenic acid crude product solution.
C. purifying chlorogenic acid:
Get the XAD-5 resin through manipulation of regeneration, the ratio of chlorogenic acid crude product solution and amount of resin is 5: 1, is 1.6KG in the present embodiment, and solution is transferred PH=4, and whip attachment is 4 hours in the 20L stirred pot,
Centrifuging, resin is washed 3 times with deionized water and stirring, and is haze-free until washing out water; Each water 10L, the collection eluting water can be crossed and reclaim use again after nanofiltration membrane is taken off polysaccharide; Resin after the washing is washed 1 time with 10% ethanol 3L, and filtering solution must be adsorbed with the resin of chlorogenic acid.Get 6.5L PH=3 20% ethanolic soln (with the resin ratio be 4: 1) and resin put into stirred pot together, stirred wash-out 3 hours, filter, wash once with deionized water, collect the about 9L of filtrate.
D. prepare the chlorogenic acid elaboration
The solution of chlorogenic acid of purifying is crossed nanofiltration membrane at normal temperatures, and film is that molecular weight cut-off is the ceramic membrane of 150Da, and operating pressure is 0.4MP; Concentrated ratio is 10 times, gets concentrated solution 900ml, and concentrating under reduced pressure gets solid substance; With dehydrated alcohol under 60 degree, dissolve 150ml solution, add equal-volume normal hexane recrystallization 16 hours under 0 degree, purity is 92% chlorogenic acid elaboration 17.86 grams.
Claims (10)
1. method by Folium Eucommiae extraction, separation and purifying chlorogenic acid
A prepares the chlorogenic acid extracting solution
The Folium Eucommiae of drying and crushing is crossed 60 mesh sieves, be added in the aqueous ethanolic solution, transfer PH=4, heated and stirred is extracted, and filters, and filtrate decompression is steamed ethanol, gets the chlorogenic acid aqueous extract
B. the separation of chlorogenic acid extracting solution
Filtrate adds decolorizing with activated carbon, crosses ultra-filtration membrane deproteinize, polysaccharide, gets chlorogenic acid crude product aqueous extract
C. purifying chlorogenic acid:
Chlorogenic acid crude product solution absorption with macroporous adsorbent resin with acidiferous ethanolic soln desorption, gets the pure product solution of chlorogenic acid.
D. prepare the chlorogenic acid elaboration
The chlorogenic acid crude product solution is crossed nanofiltration membrane, and ethyl alcohol recrystallization gets the pure product of chlorogenic acid.
2. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, it is characterized in that: the extraction temperature described in the steps A is 65 degree, and stirring extraction time is 2 hours.
3. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, it is characterized in that: the solution that is used for chlorogenic acid extracting in the steps A is 60% ethanolic soln, and its PH is 4.
4. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, it is characterized in that: the solid-to-liquid ratio that is used for chlorogenic acid extracting in the steps A is 1: 12.
5. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, it is characterized in that: the molecular weight cut-off that is used for the film of ultrafiltration among the step B is the hollow-fibre membrane of 5000Da, and operating pressure is 0.4MPa during ultrafiltration, and working temperature is 30 degree.
6. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, it is characterized in that: used discoloring agent is an activated carbon among the step B, and adding proportion is 5% of a solution; Stirring bleaching temperature is 40 degree, and stirring bleaching time is 30 minutes.
7. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, it is characterized in that: used purifying resin is XAD-5 among the step C, and resin demand is 1: 5 with being purified solution proportion; Adsorption time is 4 hours, solution PH=4.
8. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, it is characterized in that: the solution that is used for wash-out absorption among the step C is 20% ethanolic soln, solution PH=3, and elution time is 3 hours.
9. according to the described method of claim 1 by Folium Eucommiae extraction, separation and purifying chlorogenic acid, it is characterized in that: being used for the spissated film of purifying among the step D is that molecular weight cut-off is the ceramic membrane of 150Da, operating pressure is 0.4MPa, and working temperature is a normal temperature, and it is 10 times that the solution behind the purifying is concentrated multiple.
10. according to the described method by Folium Eucommiae extraction, separation and purifying chlorogenic acid of claim 1, the solvent that it is characterized in that being used among the step D recrystallization is ethanol and normal hexane, and the temperature of recrystallization is 0 degree.
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102579564A (en) * | 2012-03-15 | 2012-07-18 | 中国科学院西北高原生物研究所 | Preparing method of Tibetan capillaris effective part extractives |
| CN102731309A (en) * | 2012-06-25 | 2012-10-17 | 浙江农林大学 | Method for extracting and separating chlorogenic acid from chrysanthemum indicum |
| CN102786417A (en) * | 2011-05-18 | 2012-11-21 | 中国医学科学院药物研究所 | Chlorogenic acid crystal III characterization and preparation methods, and applications of chlorogenic acid crystal III in medicines and healthcare products |
| CN103497106A (en) * | 2013-09-04 | 2014-01-08 | 草本创想生物科技（成都）有限公司 | Method for extracting chlorogenic acid from green coffee beans |
| CN103641718A (en) * | 2013-12-23 | 2014-03-19 | 聊城大学 | Method for separating and purifying chlorogenic acid and 3,5-dicaffeoylquinic acid from honeysuckle flower |
| CN104224891A (en) * | 2014-09-26 | 2014-12-24 | 西北农林科技大学 | Eucommia ulmoides fine powder and preparation method thereof |
| CN105254500A (en) * | 2015-11-11 | 2016-01-20 | 中国科学院烟台海岸带研究所 | Method for preparing high-purity chlorogenic acid from eucommia ulmoides leaf crude extract |
| CN108147964A (en) * | 2017-12-23 | 2018-06-12 | 安徽名创新材料科技有限公司 | A kind of method with Integrated Membrane Technology separating chlorogenic acid |
| EP3251683A4 (en) * | 2015-01-30 | 2018-09-26 | Sichuan Jiuzhang Biological Science And Technology Co., Ltd | Eucommia leaf extract, and preparation method and use thereof |
| CN110193034A (en) * | 2019-05-06 | 2019-09-03 | 普正药业集团股份有限公司 | A kind of eucommia leaf extract and its application in alleviation physical fatigue product |
| CN112807263A (en) * | 2021-03-01 | 2021-05-18 | 科丝美诗(中国)化妆品有限公司 | Anti-aging composition and preparation method and application thereof |
| CN114409542A (en) * | 2021-09-09 | 2022-04-29 | 南京工业大学 | Method for extracting chlorogenic acid and flavone by membrane separation of eucommia ulmoides |
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| CN1616402A (en) * | 2003-12-12 | 2005-05-18 | 贵州家诚药业有限责任公司 | Method for extracting and separating chlorogenic acid |
| CN1974527A (en) * | 2006-12-01 | 2007-06-06 | 广州汉方现代中药研究开发有限公司 | Process of preparing high purity chlorogenic acid and flavonid with eucommia leaf |
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| CN1400199A (en) * | 2001-08-06 | 2003-03-05 | 西北农林科技大学 | Method for continuously extracting active component from eucommia leaf |
| CN1616402A (en) * | 2003-12-12 | 2005-05-18 | 贵州家诚药业有限责任公司 | Method for extracting and separating chlorogenic acid |
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Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102786417B (en) * | 2011-05-18 | 2016-04-27 | 中国医学科学院药物研究所 | The brilliant type III of chlorogenic acid characterizes and preparation method and applying in medicine and healthcare products |
| CN102786417A (en) * | 2011-05-18 | 2012-11-21 | 中国医学科学院药物研究所 | Chlorogenic acid crystal III characterization and preparation methods, and applications of chlorogenic acid crystal III in medicines and healthcare products |
| CN102579564B (en) * | 2012-03-15 | 2013-07-31 | 中国科学院西北高原生物研究所 | Preparing method of Tibetan capillaris effective part extractives |
| CN102579564A (en) * | 2012-03-15 | 2012-07-18 | 中国科学院西北高原生物研究所 | Preparing method of Tibetan capillaris effective part extractives |
| CN102731309A (en) * | 2012-06-25 | 2012-10-17 | 浙江农林大学 | Method for extracting and separating chlorogenic acid from chrysanthemum indicum |
| CN102731309B (en) * | 2012-06-25 | 2016-12-21 | 浙江农林大学 | A kind of method extracting separating chlorogenic acid from Herba Dendranthematis indici |
| CN103497106A (en) * | 2013-09-04 | 2014-01-08 | 草本创想生物科技（成都）有限公司 | Method for extracting chlorogenic acid from green coffee beans |
| CN103641718A (en) * | 2013-12-23 | 2014-03-19 | 聊城大学 | Method for separating and purifying chlorogenic acid and 3,5-dicaffeoylquinic acid from honeysuckle flower |
| CN104224891A (en) * | 2014-09-26 | 2014-12-24 | 西北农林科技大学 | Eucommia ulmoides fine powder and preparation method thereof |
| CN104224891B (en) * | 2014-09-26 | 2018-05-15 | 西北农林科技大学 | A kind of bark of eucommia fine powder and preparation method thereof |
| EP3251683A4 (en) * | 2015-01-30 | 2018-09-26 | Sichuan Jiuzhang Biological Science And Technology Co., Ltd | Eucommia leaf extract, and preparation method and use thereof |
| CN105254500A (en) * | 2015-11-11 | 2016-01-20 | 中国科学院烟台海岸带研究所 | Method for preparing high-purity chlorogenic acid from eucommia ulmoides leaf crude extract |
| CN105254500B (en) * | 2015-11-11 | 2017-06-16 | 中国科学院烟台海岸带研究所 | A kind of method that high-purity chlorogenic acid is prepared in the Leave extract from the bark of eucommia |
| CN108147964A (en) * | 2017-12-23 | 2018-06-12 | 安徽名创新材料科技有限公司 | A kind of method with Integrated Membrane Technology separating chlorogenic acid |
| CN110193034A (en) * | 2019-05-06 | 2019-09-03 | 普正药业集团股份有限公司 | A kind of eucommia leaf extract and its application in alleviation physical fatigue product |
| CN112807263A (en) * | 2021-03-01 | 2021-05-18 | 科丝美诗(中国)化妆品有限公司 | Anti-aging composition and preparation method and application thereof |
| CN114409542A (en) * | 2021-09-09 | 2022-04-29 | 南京工业大学 | Method for extracting chlorogenic acid and flavone by membrane separation of eucommia ulmoides |
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