CN103980121A - Method for producing chlorogenic acids from fresh eucommia leaves - Google Patents
Method for producing chlorogenic acids from fresh eucommia leaves Download PDFInfo
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- CN103980121A CN103980121A CN201410228652.0A CN201410228652A CN103980121A CN 103980121 A CN103980121 A CN 103980121A CN 201410228652 A CN201410228652 A CN 201410228652A CN 103980121 A CN103980121 A CN 103980121A
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- chlorogenic acid
- eucommia
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- folium eucommiae
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- C07—ORGANIC CHEMISTRY
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- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
Abstract
The invention provides a method for producing chlorogenic acids from fresh eucommia leaves. The method comprises the following steps: firstly, pulping the fresh eucommia leaves so as to obtain eucommia leaf pulp; then adding purified water to the eucommia leaf pulp, and carrying out ultrasonic-assisted extraction so as to obtain eucommia chlorogenic acid crude extracting liquid; flocculating the eucommia chlorogenic acid crude extracting liquid by using chitosan, and decolorizing the eucommia chlorogenic acid crude extracting liquid by using activated carbon so as to obtain eucommia chlorogenic acid loading liquid; and finally adsorbing the eucommia chlorogenic acid loading liquid by using a chromatographic column, and carrying out stepwise elution so as to obtain eucommia chlorogenic acids with different purities. The method has the advantages that the purified water is used for safe nontoxic extraction, separation and purification so as to obtain the eucommia chlorogenic acids, the lost of effective components in an eucommia leaf harvesting aftertreatment process is effectively avoided, the high-effective extraction of the the eucommia chlorogenic acid is realized, the production cost of the eucommia chlorogenic acid is aslo greatly reduced, and the idea of green environment-friendly protection and energy-saving and consumption reducing production is fully embodied.
Description
Technical field
The present invention relates to a kind of method of producing chlorogenic acid, particularly a kind of method of producing chlorogenic acid with Fresh Folium Eucommiae.
Background technology
The bark of eucommia (
eucommia Ulmoides Olive) be Eucommiaceae bark of eucommia platymiscium, deciduous tree.The region of China's adaptation Growth of Eucommia ulmoides is very wide, the soil that can be used for planting the bark of eucommia reaches more than 1,000 ten thousand hectares, and approximately 350,000 hectares of current national cultivating eucommia areas, account for the more than 99% of world's bark of eucommia total cultivated area, have unique resources advantage, China can produce 4,000,000 tons, leaf every year.
Chlorogenic acid (
chlorogenic acid, be called for short CA) and belong to phenylpropanoids, be the organic acid that a class contains carboxyl and adjacent diphenylol, chemistry CA by name.Chlorogenic acid is extensively present in high dicotyledons and pteridophyte, mainly be present in Caprifoliaceae Lonicera, composite family artemisia, the plant that wherein content is higher mainly contains Japanese Honeysuckle, the bark of eucommia, Sunflower Receptacle, cocoa tree, coffee and sea-buckthorn etc., Chlorogenic Acid of Flos Lonicerae content is the highest, and Folium Eucommiae takes second place.On market, Japanese Honeysuckle resource is less and price is high, and higher with extracting chlorogenci acid from honeysuckle cost, from eucommia resource, chlorogenic acid extracting can overcome the above problems.
Research shows, the multiple pharmacological function such as that chlorogenic acid has is antibacterial, antiviral, anti-inflammatory, antipyretic, antianaphylaxis, and can be used for food fresh keeping, can effectively prevent the putrid and deteriorated of drink and food.Jia Jingliang etc. utilize the rat hepatocytes of the former culture of chlorogenic acid effect of different concns, and result shows, chlorogenic acid has inducing action to rat hepatocytes, and action effect is with the increase of chlorogenic acid concentration and the prolongation of action time and in rising trend.Therefore bark of eucommia chlorogenic acid is widely used in health care and food service industry.
At present the method for separation and purification chlorogenic acid mainly contain that alcohol extracting-water precipitating, plumbous heavy, ethanol or ethyl acetate extraction, beta-cyclodextrin comprise, resin isolation etc.Jiang Xinyi comparative analysis traditional soxhlet extraction and ultrasonic extraction, the content that test shows to adopt content that ultrasonic extraction is surveyed to record higher than traditional soxhlet extraction; Liu Zonglin adopts water extraction by orthogonal test, to determine extraction time, time and the pH value of the effective constituents such as bark of eucommia Content of Chlorogenic Acid, Quercetin; Cheng Dejun first uses chloroform grease removal by Eucommia Leaf Powder, ethanol ultrasonic extraction chlorogenic acid, then after suitable abstraction impurity removal, set up the method for producing the chlorogenic acid in thin-layer chromatography separation and purification Folium Eucommiae for twice; Wang Hongwu adopts lead salt precipitation, after acidifying, is extracted with ethyl acetate, and last recrystallization obtains chlorogenic acid sterling; Qian Hua etc. have carried out comprehensive comparison to 17 kinds of common macroporous resins to the adsorption rate of chlorogenic acid, rate of adsorption and desorption efficiency, and result shows, the loading capacity maximum of AAS, but more difficult being eluted; NKA-9 has larger loading capacity and is easily desorbed, and elution peak is more concentrated, and separating effect is better; NKA-II has larger loading capacity, and also more easily by wash-out, but elution peak is concentrated gently and not.
Summary of the invention
Technical problem to be solved by this invention is: for above-mentioned the deficiencies in the prior art, a kind of efficient, green safety, low cost, high yield, high purity are provided, are applicable to the industrial method with Fresh Folium Eucommiae chlorogenic acid extracting.
In order to address the above problem, the technical solution used in the present invention is: a kind of method of producing chlorogenic acid with Fresh Folium Eucommiae, and it comprises the following steps:
1) Fresh Folium Eucommiae that selection is plucked in 5-8 month is through hollander making beating;
2) 40-60 ℃ that adds 4-8 doubly to measure, after the pure water that pH is 4-7, adopts 20-40kHz frequency ultrasonic wave assisted extraction 30-60min, filters and obtains bark of eucommia chlorogenic acid crude extract;
3) in bark of eucommia chlorogenic acid crude extract, add the chitosan of 1-3% weight to mix, purifying flocculates;
4) add the activated carbon decolorizing 10-30min of the bark of eucommia chlorogenic acid crude extract weight 1-3% after flocculation purifying to obtain bark of eucommia chlorogenic acid sample solution;
5) by this bark of eucommia chlorogenic acid sample solution of 4.0BV～8.0BV, with the flow velocity of 2.0 BV/h～4.0 BV/h, the chromatography column by HPD826 resin adsorbs, saturated to adsorbing; Then with the distilled water of 1BV～3BV, with 1BV/h～3BV/h flow velocity, rinse to colourless, use again the edible ethanol of 20%～95% volumetric concentration of 1BV～3BV with the flow velocity stepwise elution of 1BV/h～3.0 BV/h, collect elutriant, elutriant is concentrated under-0.05～-0.09MPa, 45～55 ℃ of conditions, reclaim edible ethanol,-0.05～-0.09MPa, 40～60 ℃ of vacuum-dryings, obtain the chlorogenic acid product of different purity.
Compared with prior art, advantage of the present invention is:
1 the present invention gathers the content of Fresh Folium Eucommiae Content of Chlorogenic Acid through investigating each Various Seasonal, determine the collection season that gathers Folium Eucommiae;
2 Fresh Folium Eucommiaes, through extracting after making beating, have not only been eliminated the loss of the chlorogenic acid in drying process completely, and have been pulled an oar and can be destroyed the stability of plant cell wall by hollander, make subsequent extracted more abundant.
In 3 research process of the present invention, adopt ultrasonic-assisted extraction, ultrasonic wave has cavitation effect, mechanical effect and heat effect, not only can greatly shorten extraction time, and chlorogenic acid yield also can be effectively improved.
4 the present invention have investigated alcohol precipitation, plumbous heavy and several purifying modes of flocculate with chitosan, optimize respectively its processing parameter, obtain conclusion, adopt flocculate with chitosan to meet green safety, requirement with low cost.
The HPD826 resin that 5 the present invention select is that Static Adsorption and the desorption experiment by system screens from resins such as D101, NKA-2, AB-8, HPD500, HPD700, S-8, HPD826, from polarity aspect, investigate, comprised from nonpolar to polar resin, from resinous type aspect, investigate, comprise macroporous adsorbent resin and ion exchange resin is dissimilar, finally by Static Adsorption and desorption experiment, filtering out optimum resin is HPD826 resin, completely representative and scientific.
6 the present invention adopt the mode of stepwise elution to obtain the bark of eucommia chlorogenic acid of different purity, can meet the requirement of different user to product specification, adapt to the production and sales demand of factory completely.
In the whole Industrial processes of 7 the present invention, do not use edible ethanol organic solvent in addition, meet the theory that Modern Green Chemistry is produced completely.
8 the present invention adopt the extraction separation and purification of pure water safety non-toxic to obtain bark of eucommia chlorogenic acid, effectively prevented the loss of effective constituent in Folium Eucommiae Post-harvest processing process, not only realized efficiently obtaining through refining of bark of eucommia chlorogenic acid, also greatly reduced the production cost of bark of eucommia chlorogenic acid, fully demonstrated environmental protection and produced and the production theory of saving energy and reduce the cost.
Embodiment
Embodiment 1 takes the Fresh Folium Eucommiae 10kg plucking May, hollander making beating, and the pure water that the pH that adds 40L40 ℃ is 7, extracts 30min under the Ultrasonic Conditions that is 20kHz in frequency, filters and obtains bark of eucommia chlorogenic acid crude extract; Add while stirring 400g chitosan to mix, flocculate bark of eucommia chlorogenic acid crude extract; Again with obtaining bark of eucommia chlorogenic acid sample solution after 400g activated carbon decolorizing 10min, by this sample solution of 4.0BV, with the flow velocity of 2.0 BV/h, the chromatography column by HPD826 resin adsorbs, saturated to adsorbing; Then with the distilled water of 1BV, with 1BV/h flow velocity, rinse to colourless, use respectively again the edible ethanol of 20%, 40%, 60%, 80%, 95% volumetric concentration of 2BV with the flow velocity stepwise elution of 1BV/h, collect respectively elutriant, elutriant is concentrated under-0.05MPa, 45 ℃ of conditions, reclaim edible ethanol,-0.05MPa, 40 ℃ of vacuum-dryings, obtain respectively purity and be 26.21%, 90.42%, 98.21%, 83.58%, 63.24% chlorogenic acid product, and total yield is 94.87%.
Embodiment 2 takes the Fresh Folium Eucommiae 10kg plucking June, hollander making beating, the pure water that the pH that adds 60L50 ℃ is 5, under the Ultrasonic Conditions that is 30kHz in frequency, extract 60min, filtration obtains bark of eucommia chlorogenic acid crude extract, after adding while stirring 600g chitosan to mix, flocculate, then obtain sample solution after adding 600g activated carbon decolorizing 20min; By this sample solution of 6.0BV, with the flow velocity of 2.5 BV/h, the chromatography column by HPD826 resin adsorbs, saturated to adsorbing; Then with the distilled water of 2BV, with 2BV/h flow velocity, rinse to colourless, use respectively again the edible ethanol of 20%, 40%, 60%, 80%, 95% volumetric concentration of 2BV with the flow velocity stepwise elution of 2BV/h, collect respectively elutriant, elutriant is concentrated under-0.07MPa, 50 ℃ of conditions, reclaim edible ethanol,-0.07MPa, 50 ℃ of vacuum-dryings, obtain respectively purity and be 28.35%, 91.25%, 98.81%, 84.93%, 61.84% chlorogenic acid product, and total yield is 95.46%.
Embodiment 3 takes the Fresh Folium Eucommiae 10kg plucking August, hollander making beating, the pure water that the pH that adds 80L60 ℃ is 4, under the Ultrasonic Conditions that is 40kHz in frequency, extract 90min, after adding while stirring 800g chitosan to mix, flocculate, then obtain sample solution after adding 800g activated carbon decolorizing 30min; By this sample solution of 8.0BV, with the flow velocity of 3.0 BV/h, the chromatography column by HPD826 resin adsorbs, saturated to adsorbing; Then with the distilled water of 3BV, with 3BV/h flow velocity, rinse, use respectively again the edible ethanol of 20%, 40%, 60%, 80%, 95% volumetric concentration of 2BV with the flow velocity stepwise elution of 3BV/h, collect respectively elutriant, elutriant is existed--concentrated under 0.09MPa, 55 ℃ of conditions, reclaim edible ethanol,-0.09MPa, 60 ℃ of vacuum-dryings, obtain respectively purity and be 24.36%, 87.43%, 97.81%, 84.67%, 58.69% chlorogenic acid product, and total yield is 93.75%.
Claims (7)
1. with Fresh Folium Eucommiae, produce a method for chlorogenic acid, it is characterized in that comprising the following steps:
(1) first Fresh Folium Eucommiae making beating is obtained to Folium Eucommiae slurry;
(2) Folium Eucommiae slurry obtains bark of eucommia chlorogenic acid crude extract through ultrasonic-assisted extraction;
(3) bark of eucommia chlorogenic acid crude extract obtains bark of eucommia chlorogenic acid sample solution through flocculate with chitosan, activated carbon decolorizing;
(4) bark of eucommia chlorogenic acid sample solution adsorbs through chromatography column, and stepwise elution obtains the bark of eucommia chlorogenic acid of different purity.
2. method of producing chlorogenic acid with Fresh Folium Eucommiae according to claim 1, is characterized in that: described Fresh Folium Eucommiae is the fresh leaf gathering in 5-8 month.
3. method of producing chlorogenic acid with Fresh Folium Eucommiae according to claim 1, is characterized in that: described making beating is, by hollander, Fresh Folium Eucommiae is broken into slurry.
4. method of producing chlorogenic acid with Fresh Folium Eucommiae according to claim 1, it is characterized in that: described ultrasonic-assisted extraction refers to that Folium Eucommiae slurry adds 4-8 doubly to measure 40-60 ℃, after pH is the pure water of 4-7, adopt 20-40kHz frequency ultrasonic wave assisted extraction 30-60min, filter and obtain bark of eucommia chlorogenic acid crude extract.
5. method of producing chlorogenic acid with Fresh Folium Eucommiae according to claim 1, is characterized in that: described flocculate with chitosan is that the chitosan that adds 1-3% weight in bark of eucommia chlorogenic acid crude extract mixes, flocculation.
6. method of producing chlorogenic acid with Fresh Folium Eucommiae according to claim 1, is characterized in that: described activated carbon decolorizing is in the bark of eucommia chlorogenic acid crude extract after flocculate with chitosan, to add the activated carbon decolorizing 10-30min of 1-3% weight.
7. method of producing chlorogenic acid with Fresh Folium Eucommiae according to claim 1, it is characterized in that: the bark of eucommia chlorogenic acid that described bark of eucommia chlorogenic acid sample solution obtains different purity through chromatography column absorption, stepwise elution refers to that the chromatography column by HPD826 resin adsorbs with the flow velocity of 2.0 BV/h～4.0 BV/h by the bark of eucommia chlorogenic acid sample solution of 4.0BV～8.0BV, saturated to adsorbing; Then with the distilled water of 1BV～3BV, with 1BV/h～3BV/h flow velocity, rinse to colourless, use again the edible ethanol of 20%～95% volumetric concentration of 1BV～3BV with the flow velocity stepwise elution of 1BV/h～3.0 BV/h, collect elutriant, elutriant is concentrated under-0.05～-0.09MPa, 45～55 ℃ of conditions, reclaim edible ethanol,-0.05～-0.09MPa, 40～60 ℃ of vacuum-dryings, obtain the chlorogenic acid product of different purity.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN108191658A (en) * | 2018-01-09 | 2018-06-22 | 保定冀中药业有限公司 | A kind of extracting method of Chlorogenic Acid in Eucommia ulmoides Oliv. Leaves |
| CN108689847A (en) * | 2018-08-08 | 2018-10-23 | 安徽省美极调味食品有限公司 | A method of using biotechnology from Fresh Folium Eucommiae chlorogenic acid extracting |
| CN110063489A (en) * | 2019-06-04 | 2019-07-30 | 洛阳农林科学院 | A kind of Cortex Eucommiae vermicelli and preparation method thereof |
| CN110063490A (en) * | 2019-06-04 | 2019-07-30 | 洛阳农林科学院 | A kind of Cortex Eucommiae bean sheet jelly and preparation method thereof |
| CN113045418A (en) * | 2021-03-22 | 2021-06-29 | 中国科学院广州能源研究所 | Method for separating chlorogenic acid from eucommia ulmoides raw material by adopting macroporous adsorption resin |
| CN114436838A (en) * | 2022-01-05 | 2022-05-06 | 湖南朗林生物资源股份有限公司 | Preparation method of globe artichoke extract |
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2014
- 2014-05-28 CN CN201410228652.0A patent/CN103980121B/en not_active Expired - Fee Related
Non-Patent Citations (1)
| Title |
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| 李文娜等: "杜仲叶绿原酸分离纯化工艺比较及其抗氧化性研究", 《中医药导报》 * |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN108191658A (en) * | 2018-01-09 | 2018-06-22 | 保定冀中药业有限公司 | A kind of extracting method of Chlorogenic Acid in Eucommia ulmoides Oliv. Leaves |
| CN108191658B (en) * | 2018-01-09 | 2021-02-26 | 保定冀中药业有限公司 | Method for extracting chlorogenic acid from eucommia ulmoides leaves |
| CN108689847A (en) * | 2018-08-08 | 2018-10-23 | 安徽省美极调味食品有限公司 | A method of using biotechnology from Fresh Folium Eucommiae chlorogenic acid extracting |
| CN108689847B (en) * | 2018-08-08 | 2021-03-02 | 安徽省美极调味食品有限公司 | Method for extracting chlorogenic acid from fresh eucommia leaves by using biotechnology |
| CN110063489A (en) * | 2019-06-04 | 2019-07-30 | 洛阳农林科学院 | A kind of Cortex Eucommiae vermicelli and preparation method thereof |
| CN110063490A (en) * | 2019-06-04 | 2019-07-30 | 洛阳农林科学院 | A kind of Cortex Eucommiae bean sheet jelly and preparation method thereof |
| CN113045418A (en) * | 2021-03-22 | 2021-06-29 | 中国科学院广州能源研究所 | Method for separating chlorogenic acid from eucommia ulmoides raw material by adopting macroporous adsorption resin |
| CN114436838A (en) * | 2022-01-05 | 2022-05-06 | 湖南朗林生物资源股份有限公司 | Preparation method of globe artichoke extract |
| CN114436838B (en) * | 2022-01-05 | 2023-08-22 | 湖南朗林生物资源股份有限公司 | Preparation method of globe artichoke extract |
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