CN102001947A - Method for preparing honeysuckle chlorogenic acid - Google Patents
Method for preparing honeysuckle chlorogenic acid Download PDFInfo
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- CN102001947A CN102001947A CN2010105771163A CN201010577116A CN102001947A CN 102001947 A CN102001947 A CN 102001947A CN 2010105771163 A CN2010105771163 A CN 2010105771163A CN 201010577116 A CN201010577116 A CN 201010577116A CN 102001947 A CN102001947 A CN 102001947A
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- chlorogenic acid
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- japanese honeysuckle
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- CWVRJTMFETXNAD-FWCWNIRPSA-N 3-O-Caffeoylquinic acid Natural products O[C@H]1[C@@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-FWCWNIRPSA-N 0.000 title claims abstract description 82
- PZIRUHCJZBGLDY-UHFFFAOYSA-N Caffeoylquinic acid Natural products CC(CCC(=O)C(C)C1C(=O)CC2C3CC(O)C4CC(O)CCC4(C)C3CCC12C)C(=O)O PZIRUHCJZBGLDY-UHFFFAOYSA-N 0.000 title claims abstract description 82
- CWVRJTMFETXNAD-KLZCAUPSSA-N Neochlorogenin-saeure Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O CWVRJTMFETXNAD-KLZCAUPSSA-N 0.000 title claims abstract description 82
- CWVRJTMFETXNAD-JUHZACGLSA-N chlorogenic acid Chemical compound O[C@@H]1[C@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-JUHZACGLSA-N 0.000 title claims abstract description 82
- 229940074393 chlorogenic acid Drugs 0.000 title claims abstract description 82
- FFQSDFBBSXGVKF-KHSQJDLVSA-N chlorogenic acid Natural products O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O FFQSDFBBSXGVKF-KHSQJDLVSA-N 0.000 title claims abstract description 82
- 235000001368 chlorogenic acid Nutrition 0.000 title claims abstract description 82
- BMRSEYFENKXDIS-KLZCAUPSSA-N cis-3-O-p-coumaroylquinic acid Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)cc2)[C@@H]1O)C(=O)O BMRSEYFENKXDIS-KLZCAUPSSA-N 0.000 title claims abstract description 82
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
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- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
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- JMSVCTWVEWCHDZ-UHFFFAOYSA-N syringic acid Chemical compound COC1=CC(C(O)=O)=CC(OC)=C1O JMSVCTWVEWCHDZ-UHFFFAOYSA-N 0.000 description 2
- VAJVDSVGBWFCLW-UHFFFAOYSA-N 3-Phenyl-1-propanol Chemical compound OCCCC1=CC=CC=C1 VAJVDSVGBWFCLW-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for preparing honeysuckle chlorogenic acid, comprising the following steps of: carrying out water extraction on honeysuckle and branches and leaves of honeysuckle, which are used as raw materials, and then forming a dual-aqueous phase system by mixing a water soluble organic solvent together with a saline solution and a water soluble compound in proportion; then dissolving total extract into the dual-aqueous phase system for distribution so that the average concentration of the extract in two phases is 30-50 percent to achieve distribution balance; then extracting with an extracting agent which is not solvable with the two aqueous phases to separate out extract liquor; firstly removing impurities the polarity of which is lower than that of the chlorogenic acid; performing a three-phase extracting method, i.e. extracting the rest dual-aqueous phase with another extracting agent; carrying out selective direct enrichment and separating purification to obtain a chlorogenic acid initial product; and then decolorizing, crystallizing and drying to obtain the chlorogenic acid product with the mass fraction of 95 percent. The method simplifies production process, has better repeatability and no pollutant emission, and is suitable for industrial production; and the chlorogenic acid produced by using the method has high mass fraction.
Description
Technical field
The invention belongs to the pharmaceutical technology field, relate to a kind of preparation method of Flos Lonicerae chlorogenic acid.
Background technology
Chlorogenic acid (cNorogenic acid) is the plain class material of a kind of phenylpropyl alcohol of plant materials synthetic in the aerobic repiration process, it is one of main effective constituent of many herbal medicine such as Japanese Honeysuckle, the bark of eucommia, oriental wormwood etc., also is the important activity composition in the numerous fruits vegetables.The chlorogenic acid content of Japanese Honeysuckle is 1.81～2.92%, and the phase Lao Ye chlorogenic acid content of surviving the winter is 1.41 times of flower, and chlorogenic acid content is equivalent to 4 times of rattan in the leaf.The economic yield index of Lao Ye and trimming leaf of surviving the winter is 1.5 times of Japanese Honeysuckle dried flower.Therefore, the modern times only are that medicinal raw material and beverage, cosmetic material are the wastes of natural resources with the flower.Chlorogenic acid has multiple efficacies such as removing free radical, anti-mattress anti-inflammatory, antiviral, hypoglycemic, lipopenicillinase, hepatic cholagogic, and especially discovered in recent years chlorogenic acid material has effect anticancer, anti-AIDS, can design and develop anticancer, anti-AIDS drug as the guide.Simultaneously, its resistance of oxidation is better than coffic acid, to through benzoic acid, forulic acid, syringic acid etc., is good antioxidants.Chlorogenic acid not only is applied to all be widely used in fields such as daily-use chemical industry, food on the pharmaceutical industries.By retrieval, the extracting and purifying method of chlorogenic acid is taken passages as follows in the Japanese Honeysuckle
Chinese patent application number 01144170.4, the extracting and purifying method of chlorogenic acid in the Japanese Honeysuckle.The technical scheme of this method is: the Japanese Honeysuckle coarse crushing is become segment, with Diluted Alcohol Japanese Honeysuckle is carried out secondary back and extract, concentrated extract adopts Amberlyst process or acid ethyl acetate extraction method purification refine at last again with the preliminary edulcoration purification of flocculence.
Chinese patent application numbers 200410035758.5 is extracted the technology of each chlorogenic acid of system from Japanese Honeysuckle.The technical scheme of this technology is: Japanese Honeysuckle adds water or ethanol carries out three times, each time is 2.5～3.5 hours, Japanese Honeysuckle is 1: 5 refluxing extraction with the ratio of water or ethanol, filter, collect filtrate and reclaim solvent, add ethanol sedimentation impurity, spend the night, filter, decompression and solvent recovery, it is an amount of to add water, standing over night, filter, granularity is 20～60 purpose styrene type resin DM130 or propylene fat type resin D101 macroporous resin column on the filtrate, concentrates with eluent, collects the component that contains chlorogenic acid, last polyamide column, with eluent water or ethanol elution, collect the component that contains chlorogenic acid, concentrate, refer to ethyl acetate or primary isoamyl alcohol extracting and refining with organic solvent, or obtain chlorogenic acid with the silica gel chromatography column purification.
Chinese patent application numbers 200510020265.9, honeysuckle chlorogenic acid extracting technology.This technology is that to adopt honeysuckle fresh flower, bright leaf, bright rattan be raw material, with making beating, alcohol precipitation, membrane separation process and supercutical fluid CO
2The extraction coupling extracts active substance Flos Lonicerae chlorogenic acid and accessory substance Japanese Honeysuckle total flavones.
Chinese patent application numbers 200910047915.7, a kind of from Japanese Honeysuckle the method for extraction separation chlorogenic acid.The technology of this method realizes by being prepared as follows step: (1) alcohol soaks: Japanese Honeysuckle is placed alcohol solution for soaking, and reflux 3 times, each 1.3 hours, add water, refrigeration was filtered concentrating under reduced pressure more than 12 hours; (2) degreasing: gained filtrate is adopted weak polar solvent degreasing three times, the water intaking layer; (3) go up macroporous resin enrichment: (2) step gained water layer solution is by macroporous resin, and effluent liquid and water lotion are collected in washing, concentrate, and regulate pH value 1.8～2.21; (4) extraction: adopt medium polar solvent extraction (3) step gained, get organic layer, concentrate and reclaim solvent, obtain faint yellow fluffy solids; (5) recrystallization.The present invention adopts alcohol extracting method to improve the extraction yield and the rate of transform of chlorogenic acid, and the final rate of transform that makes chlorogenic acid is up to 84%, and products obtained therefrom purity can reach more than 98%.
Chinese patent application numbers 200910116384.2, the extracting process of chlorogenic acid in the Japanese Honeysuckle.These method and technology main points are: ground honeysuckle is carried out dynamic lixiviate with sherwood oil, after extracting solution reclaims sherwood oil after filtration, concentrate and obtain gold and silver fragrance of a flower medicinal extract; Japanese Honeysuckle after the sherwood oil lixiviate carries out refluxing extraction with acetate second junket again, and extracting solution reclaims acetate second junket after filtering, concentrates to obtain the Japanese Honeysuckle total flavones; Japanese Honeysuckle after the acetate second junket refluxing extraction adds water, dynamic extraction, extracting solution after filtration, decompression, concentrate, alcohol precipitation, decolouring, purifying, concentrate, dry, promptly get Flos Lonicerae chlorogenic acid.
Chinese patent application numbers 201010196913.7 is extracted the method for high-purity chlorogenic acid from Japanese Honeysuckle.This method and technology scheme is: the Japanese Honeysuckle material is pulverized with the low temperature supersonic airstream, obtained cell grade Japanese Honeysuckle micro mist; Through enzymeization, ultrasonication, water is proposed filtration, obtains chlorogenic acid liquid just, and through flocculation, decolouring, purifying, concentrate drying promptly get high-purity chlorogenic acid again.
Chinese patent application CN200510105658.X, a kind of method for preparing high-purity chlorogenic acid by the Japanese Honeysuckle crude extract.This method is: with the filtration of Japanese Honeysuckle crude extract alcohol precipitation, counter-current extraction, concentrate, preparation water, post analyse, collect stripping liquid, crystallizing and drying obtains the product of chlorogenic acid content 50～92%.But the chlorogenic acid purity of this method preparation is lower, the highlyest only can reach 92%, and chromatography column is not suitable for the commercialization industrial production, and Practical significance is little.
Chinese patent application numbers 200510020080.8, Japanese Honeysuckle high-purity chlorogenic acid extraction process.This technology is: (1) is by adding NaH-S031 yield promotor and finings, and filter press again by the macroporous adsorptive resins upper prop, gets concentrated solution, and spraying drying gets the oral liquid chlorogenic acid; (2) be by adding ethanol sedimentation, add the water depositing in water again, post-defecation handle clear liquor, through activated carbon treatment, concentrating under reduced pressure, spraying drying gets the injection Flos Lonicerae extract; (3) described clear liquor is added the 5-CD complex reaction, add the pimelinketone decomplexing again, make the transition the chlorogenic acid concentrated solution, vacuum-drying gets the chlorogenic acid of content about 90%, pimelinketone exempts to reclaim, cover is used for next batch; (4) be with (3) described concentrated solution, use dissolve with ethanol, last silica gel column chromatography, segmentation is resolved, and uses thin-layer chromatography, measures, and merges same section, drying under reduced pressure, crystallization gets content＞95% chlorogenic acid.Though this method gained chlorogenic acid content thing 95%.But be similarly silica gel column chromatography, and gained purity is not suitable for the commercialization industrial production about 95%, Practical significance is little.
Chinese patent application numbers 200910115669.4, the method that a kind of chlorogenic acid extracts.Chlorogenic acid extraction process flow process is: water is carried-4 and is crossed post ' extraction ' phase-splitting, recrystallization.(1) water is carried: raw material Japanese Honeysuckle (or Folium Eucommiae, Cortex Eucommiae) is carried out pre-treatment.With raw material drying, pulverize; Raw material after the pulverizing is carried through water, filters; (2) cross post: step (1) gained filtrate is regulated pH 1.5～3, last macroporous resin column, wash-out, elutriant concentrates; (3) extraction:, add the extraction of acetate second junket with regulating step (2) gained concentrated solution pH1.5～3; (4) phase-splitting: step (3) gained extraction liquid is added the phase-splitting agent, mix, collect lower floor's water (5) recrystallization: with step (4) gained aqueous crystallization, recrystallization.Obtain the chlorogenic acid finished product.
Li Ping etc. extract with low polar solvent, use the extraction using alcohol leaves of woodbind then, and the medicinal extract water dissolution that obtains goes up macroporous resin column then, earlier with 0～10% ethanol elution, collect 0～10% ethanol eluate; Use 20～40% ethanol elutions again, collect 20～40% ethanol eluates.Get 0～10% ethanol eluate then, after concentrating, adding ethanol is 45～60% to containing the alcohol amount earlier, removes precipitation, supernatant concentration, and adding ethanol again is 75～85% to containing the alcohol amount, removes precipitation, gets supernatant concentration, gets the chlorogenic acid crude product.
At present, the commercially available prod of chlorogenic acid is many extracts from plant bark of eucommia the inside, and impurities is more, and the extraction separation chlorogenic acid does not form the production of large-scale commercial applicationsization as yet from Japanese Honeysuckle.The traditional technology that chlorogenic acid extracts in the Japanese Honeysuckle has water-boiling method, water extract-alcohol precipitation, extraction, macroporous resin adsorption etc.But, be difficult to obtain the high-content product because the unstable characteristic of chlorogenic acid usually is accompanied by the decomposition of chlorogenic acid in the extraction separation process.The subject matter that the filtration difficulty that causes greatly because of precipitation capacity in the impurity elimination purge process in some prior arts, Amberlyst process exist is, needs the time long, handles that material quantity is beneath, product purity is low.A macroporous resin column, each medicinal extract sample size of handling only is 5% of an adsorption stuffing, and the content of target substance is 0.1～10% in the medicinal extract, even the thick product production that obtains after the lower process separation seldom, the macroporous resin column of one ton of filler of a filling, a flow process only can be produced several kilograms thick product.A flow process comprises that the medicinal extract dissolving into about 5% aqueous solution, is added to chromatography and lives in, and needs for ten a few hours; Washing needed for ten a few hours to the dissociant flush away that is not adsorbed again then; Carry out the wash-out first time with a certain proportion of water-etoh solvent then, remove non-active substance, need tens of hours; With another kind of solvent system the active substance position is eluted tens of hours consuming time again afterwards again.Use neat solvent ethanol elution pillar at last, the flush away alkaline soluble materials.If the pillar pollution level is lighter, after ethanol was washed, water was replaced ethanol, can carry out separation next time.If pillar is seriously polluted, after alcohol is washed, washed, also to carry out the alkaline solution washing, be washed to neutrality then; Wash with acid solution, and then wash with water to neutrality, regenerative process just is accomplished.From throwing the solution upper prop, wash pillar regeneration, whole requirements of process 4 days even longer time fully up to component.Though some breadboard preparation method can obtain higher purity, can't carry out large-scale industrial production.Therefore, though the determined curative effect of chlorogenic acid can't be declared first class national new drug owing to the technical reason of extraction separation always.
Summary of the invention
It is little to the objective of the invention is to overcome in the prior art Japanese Honeysuckle treatment capacity, the filtration difficulty that causes greatly because of precipitation capacity in the impurity elimination purge process, technical process is long, difficulty is carried out operate continuously, the chlorogenic acid separating effect is undesirable, the technical problem of difficult suitability for industrialized production provides a kind of preparation method of Flos Lonicerae chlorogenic acid.
Technical scheme of the present invention is: with the liquid-phase extraction system of water extraction Flos Lonicerae extractive solution employing inorganic salt solution-water-miscible organic solvent-slightly water-soluble organic solvent, sepn process is lived separation circuit without chromatography, separates and all carries out in liquid phase.Separation and purification from general extractive, concentrated, crystallization obtains the chlorogenic acid product.
The present invention is achieved in that
The preparation method of Flos Lonicerae chlorogenic acid, be adopt water carry-liquid-liquid extraction method is effective ingredient of honeysuckle chlorogenic acid separation purification method, Japanese Honeysuckle is used the hot water lixiviate, the condensed water extract, liquid-phase extraction, form double-aqueous phase system in proportion with water-miscible organic solvent and salts solution and water-soluble compound, then general extractive medicinal extract is dissolved in the double-aqueous phase system and distributes, make it to reach the mean concns of medicinal extract in two-phase and be 30～50% partition equilibrium, use then with the immiscible extraction agent of two waters and extract, tell extraction liquid, earlier the impurity of polarity less than chlorogenic acid is removed, remaining double water-phase extracts with another extraction agent again, the decolouring of footpath, back, crystallization and drying obtain the chlorogenic acid product, and its operational process of craft is:
1, pre-treatment: through removal of impurities, coarse breaking or the section of cutting back are standby with the raw material Japanese Honeysuckle.
2, water is carried: pretreated Japanese Honeysuckle is added in the extraction equipment, add entry in raw material and 1: 3 ratio of water, and add antioxidant, heat tracing extracts three times, and controlled temperature is 60～70 ℃, and soaking time is 0.5～1.5h, united extraction liquid.
3, concentrate: extracting solution is imported thickening equipment carry out concentrating under reduced pressure, controlled temperature is≤60 ℃, and vacuum tightness is 〉=0.08MPa to be condensed into the medicinal extract of 7.5～8.5 degree Beaume.
4, extraction: spissated medicinal extract is added in the extraction equipment, the ethanol that the weight of adding raw material Japanese Honeysuckle is 100～200 times, and adding inorganic salt, stir, leave standstill 0.5～1.5h and form two-phase, obtain the phase extraction liquid, add the molten and water-soluble two-phase extraction agent extraction of shipwreck, separating and extracting liquid, lower section solution add water-soluble extraction agent extraction, obtain water-soluble phase extraction liquid.
5, decolouring: will go up the step extraction liquid through decolorizing with activated carbon, and filter and obtain the purifying extraction liquid.
6, crystallization: will go up step purifying extraction liquid and add the acetone crystallization, and obtain the crystallization chlorogenic acid, and distillating filtering liquid reclaim organic solvent.
7, drying: vacuum-drying, controlled temperature are below 60 ℃, and vacuum tightness is 0.08 〉=MPa, obtain the high-purity chlorogenic acid product.
Above-described liquid-liquid extraction method is the three phase extraction system of the auxiliary inorganic salt solution-water-miscible organic solvent of mixture-slightly water-soluble organic solvent.
Above-described raw material Japanese Honeysuckle, comprise that Japanese Honeysuckle does or bright flower, leaf and branch bar in one or more.
Above-described antioxidant comprises sodium bisulfite and EDTA, and usage quantity is 0.5/10000th～2.0, and regulator solution ph value is 3.2.
The molten extraction agent of above-described shipwreck comprises one or more mixtures in sherwood oil, ethyl acetate, the butanols, and add-on is 1～1.5 times of weight of raw material Japanese Honeysuckle.
Above-described water-soluble extraction agent, comprise ethanol, methyl polypropylene glycol, polyoxyethylene glycol, Volpo S 10, one or more mixtures in polyvinylpyrrolidone, hydroxypropyl dextran, methylcellulose gum, dextran and the derivative thereof, add-on be the raw material Japanese Honeysuckle weight 0.2～0.4%.
Above-described inorganic salt are water-soluble inorganic salt, comprise one or more mixtures in ammonium sulfate, potassiumphosphate, potassium hydrogen phosphate and the sodium-chlor, add-on be the raw material Japanese Honeysuckle weight 3.5～4.5%.
Above-described stirring is for centrifugal phase-splitting is evenly stirred.
Above-described extraction equipment, thickening equipment and extraction equipment comprise one or more equipment in retort, reactor and the reactor that adopts stainless steel, enamel and aluminium alloy making.
Characteristics of the present invention are:
The preparation method of Flos Lonicerae chlorogenic acid of the present invention, be to utilize the auxiliary double water-phase of polymkeric substance-organic solvent three phase extraction method, optionally directly enrichment and separation and purification obtain the chlorogenic acid head product, and sepn process is lived separation circuit without chromatography, separate and all carry out in liquid phase.Through decolouring, concentrate, obtain 95% high-purity chlorogenic acid after the crystallization.This method is compared with traditional in the past silica gel column chromatography, macroporous adsorption resin chromatography method, and it is big to have treatment capacity, and technical process is short, can carry out operate continuously, advantage that separation efficiency is high, its production efficiency is 3～10 times of traditional method, and is homogeneous system, is easy to the continuous production operation.
Description of drawings
Fig. 1 is a process flow diagram of the present invention;
Specific embodiments
The present invention will be further described below in conjunction with drawings and Examples.
Embodiment one:
To add in the stainless steel reaction jar through raw material Japanese Honeysuckle dried flower, leaf branch bar 5 weight parts of removal of impurities, coarse breaking or the section of cutting, add deionized water in raw material and 1: 3 weight part ratio of water, and adding antioxidant sodium bisulfite usage quantity is 1.0/10000ths of total charging capacity, regulating the ph value is 3.2, heat tracing extracts three times, controlled temperature is 65～67 ℃, and soaking time is 1.2h, united extraction liquid.Then extracting solution is imported the stainless steel reaction jar and carry out concentrating under reduced pressure, controlled temperature is≤60 ℃, and vacuum tightness is 〉=0.08MPa to be condensed into the medicinal extract of 8 degree Beaume.Again spissated medicinal extract is added in the stainless steel cauldron, the ethanol that the weight part of adding raw material Japanese Honeysuckle is 180 times, and add inorganic salt ammonium sulfate 40 weight parts, and stir, leave standstill 1.5h and form two-phase, obtain the phase extraction liquid, add molten and water-soluble two-phase extraction agent ethyl acetate-sherwood oil 4 weight parts of shipwreck (5: 1, v/v) extract separating and extracting liquid, lower section solution adds water-soluble extraction agent butanols-0.8 part of extraction of ethyl acetate weight part, obtains water-soluble phase extraction liquid.Extraction liquid through decolorizing with activated carbon, is filtered and obtains the purifying extraction liquid.The purifying extraction liquid is added the trace acetone crystallization, obtain the crystallization chlorogenic acid, and distillating filtering liquid recovery organic solvent, last controlled temperature is below 60 ℃, vacuum tightness is to carry out vacuum-drying more than the 0.08Mpa, obtains the high-purity chlorogenic acid product.
Product chlorogenic acid yield is 0.5%, and product is 95.3% with high effective liquid chromatography for measuring purity.
Embodiment two:
To add through raw material gold and silver dried flower 5 weight parts of removal of impurities, coarse breaking or the section of cutting in the aluminium alloy retort, add deionized water in raw material and 1: 3 weight part ratio of water, and adding antioxidant sodium bisulfite is 1.4/10000ths of total charging capacity, regulating the ph value is 3.2, heat tracing extracts three times, controlled temperature is 67～69 ℃, and soaking time is 1～1.5h, united extraction liquid.Then extracting solution is imported enamel reaction still and carry out concentrating under reduced pressure, controlled temperature is≤60 ℃, and vacuum tightness is 〉=0.08MPa to be condensed into the medicinal extract of 7.8 degree Beaume.Again spissated medicinal extract is added in the enamel reaction still, the ethanol that adds raw material Japanese Honeysuckle 200 weight parts, methyl polypropylene glycol 0.113 weight part, and add inorganic salt ammonium sulfate 40 weight parts, stir, leave standstill 1h and form two-phase, obtain the phase extraction liquid, added molten and water-soluble two-phase extraction agent ethyl acetate-sherwood oil 4 weight parts of shipwreck (5: 1, v/v) extraction, separating and extracting liquid, lower section solution add water-soluble extraction agent butanols-ethyl acetate 4 weight parts extraction, obtain water-soluble phase extraction liquid.Extraction liquid through decolorizing with activated carbon, is filtered and obtains the purifying extraction liquid.The purifying extraction liquid is added the trace acetone crystallization, obtain the crystallization chlorogenic acid, and distillating filtering liquid recovery organic solvent, last controlled temperature is below 60 ℃, vacuum tightness is to carry out vacuum-drying more than the 0.08Mpa, obtains the high-purity chlorogenic acid product.
Product chlorogenic acid yield is 0.7%, and product is 95.1% with high effective liquid chromatography for measuring purity.
Claims (9)
1. the preparation method of a Flos Lonicerae chlorogenic acid, it is characterized in that: adopt water carry-liquid-liquid extraction method is effective ingredient of honeysuckle chlorogenic acid separation purification method, Japanese Honeysuckle is used the hot water lixiviate, the water extract concentrates, liquid-phase extraction, form double-aqueous phase system in proportion with water-miscible organic solvent and salts solution and water-soluble compound, then general extractive medicinal extract is dissolved in the double-aqueous phase system and distributes, make it to reach the mean concns of medicinal extract in two-phase and be 30～50% partition equilibrium, use again with the immiscible extraction agent of two waters and extract, tell extraction liquid, earlier the impurity of polarity less than chlorogenic acid is removed, remaining double water-phase extracts with another extraction agent again, after decolouring, crystallization and drying obtain the chlorogenic acid product, and its operational process of craft is:
(1) pre-treatment: through removal of impurities, coarse breaking or the section of cutting back are standby with the raw material Japanese Honeysuckle;
(2) water is carried: pretreated Japanese Honeysuckle is added in the extraction equipment, add entry in raw material and 1: 3 ratio of water, and add antioxidant, heat tracing extracts three times, and controlled temperature is 60～70 ℃, and soaking time is 0.5～1.5h, united extraction liquid;
(3) concentrate: extracting solution is imported thickening equipment carry out concentrating under reduced pressure, controlled temperature is≤60 ℃, and vacuum tightness is 〉=0.08MPa to be condensed into the medicinal extract of 7.5～8.5 degree Beaume;
(4) extraction: spissated medicinal extract is added in the extraction equipment, the ethanol that the weight of adding raw material Japanese Honeysuckle is 100～200 times, and adding inorganic salt, stir, leave standstill 0.5～1.5h and form two-phase, obtain the phase extraction liquid, add the molten and water-soluble two-phase extraction agent extraction of shipwreck, separating and extracting liquid, lower section solution add water-soluble extraction agent extraction, obtain water-soluble phase extraction liquid;
(5) decolouring: will go up the step extraction liquid through decolorizing with activated carbon, and filter and obtain the purifying extraction liquid;
(6) crystallization: will go up step purifying extraction liquid and add the trace acetone crystallization, and obtain the crystallization chlorogenic acid, and distillating filtering liquid reclaim organic solvent;
(7) drying: vacuum-drying, controlled temperature are 60 ℃, and vacuum tightness is 0.08MPa, obtain the high-purity chlorogenic acid product.
2. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1, it is characterized in that: described liquid-liquid extraction method is the three phase extraction system of the auxiliary inorganic salt solution-water-miscible organic solvent of mixture-slightly water-soluble organic solvent.
3. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1 is characterized in that: described raw material Japanese Honeysuckle, comprise that Japanese Honeysuckle does or bright flower, leaf and branch bar in one or more.
4. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1 is characterized in that: described antioxidant, comprise sodium bisulfite and EDTA, and usage quantity is 0.5/10000th～2.0, regulator solution ph value is 3.2.
5. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1 is characterized in that: the molten extraction agent of described shipwreck, comprise one or more mixtures in sherwood oil, ethyl acetate, the butanols, and add-on is 1～1.5 times of weight of raw material Japanese Honeysuckle.
6. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1, it is characterized in that: described water-soluble extraction agent, comprise one or more mixtures in ethanol, methyl polypropylene glycol, polyoxyethylene glycol, Volpo S 10, polyvinylpyrrolidone, hydroxypropyl dextran, methylcellulose gum, dextran and the derivative thereof, add-on be the raw material Japanese Honeysuckle weight 0.2～0.4%.
7. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1, it is characterized in that: described inorganic salt, be water-soluble inorganic salt, comprise one or more mixtures in ammonium sulfate, potassiumphosphate, potassium hydrogen phosphate and the sodium-chlor, add-on be the raw material Japanese Honeysuckle weight 3.5～4.5%.
8. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1 is characterized in that: described stirring, and for centrifugal phase-splitting is evenly stirred.
9. the preparation method of Flos Lonicerae chlorogenic acid according to claim 1, it is characterized in that: described extraction equipment, thickening equipment and extraction equipment comprise one or more equipment in retort, reactor and the reactor that adopts stainless steel, enamel and aluminium alloy making.
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| CN107157842B (en) * | 2017-06-06 | 2021-07-13 | 广东康王日化有限公司 | Preparation method of honeysuckle extract for toothpaste |
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| CN111892503B (en) * | 2020-08-11 | 2023-01-24 | 江西省科学院应用化学研究所 | Method for rapidly preparing high-purity chlorogenic acid from gynura procumbens |
| CN115894236A (en) * | 2022-12-07 | 2023-04-04 | 西安萃源生物科技有限公司 | Preparation method of caffeine-free chlorogenic acid |
| CN115925547A (en) * | 2022-12-27 | 2023-04-07 | 北京石油化工学院 | Method for extracting chlorogenic acid from honeysuckle |
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Application publication date: 20110406 |