CN101869581B - Technical method for extracting active component from Chinese herbal medicine - Google Patents
Technical method for extracting active component from Chinese herbal medicine Download PDFInfo
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- CN101869581B CN101869581B CN2009100617871A CN200910061787A CN101869581B CN 101869581 B CN101869581 B CN 101869581B CN 2009100617871 A CN2009100617871 A CN 2009100617871A CN 200910061787 A CN200910061787 A CN 200910061787A CN 101869581 B CN101869581 B CN 101869581B
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- 241000411851 herbal medicine Species 0.000 title claims abstract description 16
- 238000000034 method Methods 0.000 title claims abstract description 15
- 239000011347 resin Substances 0.000 claims abstract description 51
- 229920005989 resin Polymers 0.000 claims abstract description 51
- 238000010521 absorption reaction Methods 0.000 claims abstract description 14
- 238000010828 elution Methods 0.000 claims abstract description 14
- 239000007788 liquid Substances 0.000 claims abstract description 14
- 239000012530 fluid Substances 0.000 claims abstract description 12
- 239000003463 adsorbent Substances 0.000 claims description 41
- 238000000605 extraction Methods 0.000 claims description 32
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 23
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 16
- 238000000194 supercritical-fluid extraction Methods 0.000 claims description 14
- 238000000926 separation method Methods 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 8
- 239000001569 carbon dioxide Substances 0.000 claims description 8
- 230000003068 static effect Effects 0.000 claims description 7
- 239000004615 ingredient Substances 0.000 claims description 6
- 238000003795 desorption Methods 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 239000013543 active substance Substances 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 abstract description 8
- 239000003814 drug Substances 0.000 abstract description 3
- 239000004480 active ingredient Substances 0.000 description 10
- 238000003815 supercritical carbon dioxide extraction Methods 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 239000001100 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one Substances 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- QUQPHWDTPGMPEX-UHFFFAOYSA-N Hesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(COC4C(C(O)C(O)C(C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-UHFFFAOYSA-N 0.000 description 2
- IPQKDIRUZHOIOM-UHFFFAOYSA-N Oroxin A Natural products OC1C(O)C(O)C(CO)OC1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC=CC=1)O2 IPQKDIRUZHOIOM-UHFFFAOYSA-N 0.000 description 2
- RXUWDKBZZLIASQ-UHFFFAOYSA-N Puerarin Natural products OCC1OC(Oc2c(O)cc(O)c3C(=O)C(=COc23)c4ccc(O)cc4)C(O)C(O)C1O RXUWDKBZZLIASQ-UHFFFAOYSA-N 0.000 description 2
- QUQPHWDTPGMPEX-UTWYECKDSA-N aurantiamarin Natural products COc1ccc(cc1O)[C@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)cc2O1 QUQPHWDTPGMPEX-UTWYECKDSA-N 0.000 description 2
- IKIIZLYTISPENI-ZFORQUDYSA-N baicalin Chemical compound O1[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC=CC=1)O2 IKIIZLYTISPENI-ZFORQUDYSA-N 0.000 description 2
- 229960003321 baicalin Drugs 0.000 description 2
- AQHDANHUMGXSJZ-UHFFFAOYSA-N baicalin Natural products OC1C(O)C(C(O)CO)OC1OC(C(=C1O)O)=CC2=C1C(=O)C=C(C=1C=CC=CC=1)O2 AQHDANHUMGXSJZ-UHFFFAOYSA-N 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical class [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- APSNPMVGBGZYAJ-GLOOOPAXSA-N clematine Natural products COc1cc(ccc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2 APSNPMVGBGZYAJ-GLOOOPAXSA-N 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 229930003944 flavone Natural products 0.000 description 2
- 235000011949 flavones Nutrition 0.000 description 2
- VUYDGVRIQRPHFX-UHFFFAOYSA-N hesperidin Natural products COc1cc(ccc1O)C2CC(=O)c3c(O)cc(OC4OC(COC5OC(O)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2 VUYDGVRIQRPHFX-UHFFFAOYSA-N 0.000 description 2
- QUQPHWDTPGMPEX-QJBIFVCTSA-N hesperidin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]4[C@@H]([C@H](O)[C@@H](O)[C@H](C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-QJBIFVCTSA-N 0.000 description 2
- 229940025878 hesperidin Drugs 0.000 description 2
- ARGKVCXINMKCAZ-UHFFFAOYSA-N neohesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(CO)O3)OC3C(C(O)C(O)C(C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UHFFFAOYSA-N 0.000 description 2
- HKEAFJYKMMKDOR-VPRICQMDSA-N puerarin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1C1=C(O)C=CC(C2=O)=C1OC=C2C1=CC=C(O)C=C1 HKEAFJYKMMKDOR-VPRICQMDSA-N 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 239000002156 adsorbate Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 150000002212 flavone derivatives Chemical class 0.000 description 1
- 150000002213 flavones Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 description 1
- 238000003809 water extraction Methods 0.000 description 1
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- Medicines Containing Plant Substances (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
The invention discloses a technical method for extracting an active component from Chinese herbal medicine. The technical method includes the following steps: (1) using solvent to extract the Chinese herbal medicine to obtain extract; (2) concentrating the extract to obtain concentrated liquor; (3) using macroporous absorption resin to enrich the active traditional Chinese medicine component of the concentrated liquor; (4) under the supercritical condition, using supercritical fluid to sufficiently contact with the macroporous absorption resin, removing organic micromole residue, separating the liquor from the macroporous absorption resin under the liquid state of the supercritical fluid, and relieving the high pressure of the liquor, so that the active component of the Chinese herbal medicine is obtained. The invention has the advantages of less solvent dosage, short elution time, complete elution and the like.
Description
Technical field
The present invention relates to the process of pharmaceutically active ingredient in a kind of the extraction, specifically a kind of earlier with macroporous adsorbent resin enrichment effective components of Chinese medicinal, the back obtains the process of effective components of Chinese medicinal with the supercritical fluid eluting.
Background technology
Macroporous adsorbent resin belongs to the porous with stereochemical structure, spongy thermosetting polymer polymer; Rely on the Van der Waals force between it and the molecule (adsorbate) that is adsorbed; Optionally the adsorb organic compound molecule is a kind of effective ways that separate the Chinese herbal medicine water soluble ingredient.The used extractant of supercritical extraction is a supercritical fluid, and supercritical fluid is a kind of not only on-gaseous but also the states of matter of non-liquid state between gas-liquid, and this material can only could exist when its temperature and pressure postcritical.The density of supercritical fluid is bigger, and is similar with liquid, and its viscosity approaches gas.Therefore supercritical fluid is a kind of very good extractant, and supercritical extraction method also is a kind of reasonable separation method.But supercritical extraction method active ingredient optionally aspect have defective, so it is not suitable for directly being used for separation and Extraction Chinese herbal medicine composition, adopts macroreticular resin absorbing method usually.The general treatment step of macroporous resin adsorption method is an absorption with macroporous adsorbent resin medium-height grass liquid medicine extract, and with the ethanol elution of a large amount of different gradients, the eluent that obtains different solvents reaches the separation purpose behind the water elution.The shortcoming of macroporous resin adsorption method is that the alcohol solvent consumption is very big, elution time is slow and eluting fully.Therefore inventing a kind of method that can effectively extract with the separating traditional Chinese medicine active ingredient is highly profitable.
The content of invention
The object of the invention is exactly that defective to prior art provides a kind of process of from Chinese herbal medicine, extracting active ingredient, and it is few that it has a solvent load, and elution time soon and separate advantage completely.
Technical scheme of the present invention is achieved in that it may further comprise the steps:
(1), the medium-height grass medicinal solvent is extracted obtains extracting solution;
(2), extracting solution is concentrated obtain concentrated solution;
(3), with concentrated solution with macroporous adsorbent resin enrichment effective components of Chinese medicinal;
(4), under super critical condition, fully contact with macroporous adsorbent resin with supercritical fluid, it is residual to remove organic molecule, under the supercritical fluid liquid condition, it is separated with macroporous adsorbent resin, liquid obtains the Chinese herbal medicine active ingredient after removing high pressure.
Described solvent is water, alcoholic solution or saturated limewater.
The present invention's technical scheme preferably is:
(1), be adsorbent with the macroporous adsorbent resin, the active ingredient of absorption concentrated solution, static absorption 3~8 hours;
(2), remove the material molecule that is not adsorbed with the water elution of 3~5 times of resin volumes;
(3), drain the macroporous adsorbent resin that has adsorbed effective ingredient;
(4), the macroporous adsorbent resin of handling well is placed the extraction of supercritical extraction unit mesohigh; Desorption pressure is selected 8~20MPa; Temperature is selected 40~200 ℃, under the supercritical fluid liquid condition, it is separated with macroporous adsorbent resin, and liquid obtains Chinese herbal medicine effective ingredients after removing high pressure.
The better technical scheme of the present invention is:
(1), macroporous adsorbent resin pretreatment: the macroporous adsorbent resin that will prepare adsorbing and extracting liquid places the extraction of supercritical extraction agitated reactor; Extracting pressure is selected 10MPa, and extraction temperature is selected 50 ℃, and separating pressure is selected 3MPa; Separation temperature is selected 20 ℃; Selection accounts for 95% ethanol of macroporous adsorbent resin weight 10% as entrainer, and control carbon dioxide flow velocity is 20Kg/h, and the extraction time is 1h.To remove benzene residual in the macroporous adsorbent resin and other small molecular weight impurities;
(2), be adsorbent with the macroporous adsorbent resin, the active ingredient of absorption Chinese herbal medicine water extract, static absorption 3~8 hours;
(3), remove the material molecule that is not adsorbed with the water elution of 3~5 times of resin volumes;
(4), drain the macroporous adsorbent resin that has adsorbed effective ingredient;
(5), the macroporous adsorbent resin of handling well is placed supercritical extraction unit, carry out the high pressure extraction desorption, extracting pressure is selected 8~30MPa; Extraction temperature is selected 35~65 ℃; Separating pressure is selected 3~12MPa, and separation temperature is selected 20~60 ℃, and 95% ethanol of selecting to account for raw material weight 10~25% is as entrainer; Control carbon dioxide flow velocity is 20Kg/h~60Kg/h, and the extraction time is 1~4h.The active substance that under the supercritical fluid liquid condition, adsorbs in to macroporous adsorbent resin carries out extract and separate.
The present invention especially be fit to Chinese herbal medicine such as Radix Puerariae, Fructus Crataegi, Radix Scutellariae or Pericarpium Citri grandis active ingredient extraction with separate.
The present invention has combined macroporous adsorbent resin technology and supercritical liquid extraction technique dexterously, the simple separation that has reached the Chinese herbal medicine active ingredient with obtain.The invention has the beneficial effects as follows: it is residual that (one), the present invention can solve the macroporous adsorbent resin organic molecule effectively, and wherein benzene content is reduced to below the 1ppm; (2) the eluting solvent consumption is few, and traditional eluting needs a large amount of ethanol elutions, needs post processings such as lot of energy and high temperature concentrate behind the eluting; (3), K cryogenic treatment and be easy to separate, supercritical extraction needs temperature low, later separation simple (blood pressure lowering is promptly separable); (4), desorption is complete, supercritical extraction is more thorough, having solved traditional extraction has the difficult problem that small amount of matter can't eluting.
The specific embodiment
Below in conjunction with embodiment the present invention is further described:
Embodiment 1: the extraction of puerarin in the Radix Puerariae extract
Take by weighing Radix Puerariae 300g, add the alcohol extraction of 900g 70%, solution concentration to 300g, is added in the 500g resin, static absorption 3h uses the 1500g water elution, drains macroporous adsorbent resin.Place supercritical extraction reactor to carry out supercritical carbon dioxide extraction the macroporous adsorbent resin of handling well; Extracting pressure is selected 8MPa, and the extraction temperature temperature is selected 40 ℃, and separating pressure is selected 8MPa; Separation temperature is selected 30 ℃; Selection accounts for 95% ethanol of raw material weight 10% as entrainer, and control carbon dioxide flow velocity is 30Kg/h, and the extraction time is 1h.Except that content of puerarin in the back extract that desolvates reaches 67%.
Embodiment 2: the extraction of total flavones in the Fructus Crataegi
Take by weighing Fructus Crataegi 200g, add the 800g water extraction, solution concentration to the 400g, is added in the 600g resin, static absorption 4h uses the 2400g water elution, drains macroporous adsorbent resin.Place supercritical extraction reactor to carry out supercritical carbon dioxide extraction the macroporous adsorbent resin of handling well.Extracting pressure is selected 12MPa, and the extraction temperature temperature is selected 45 ℃, and separating pressure is selected 8MPa; Separation temperature is selected 40 ℃; Selection accounts for 95% ethanol of macroporous adsorbent resin weight 15% as entrainer, and control carbon dioxide flow velocity is 20Kg/h, and the extraction time is 1.5h.Content of total flavone reaches 72% in the extract.
Embodiment 3: the extraction of baicalin in the Radix Scutellariae
Take by weighing Radix Scutellariae 200g, add the alcohol extraction of 1600g 60%, solution concentration to 300g, is added in the 500g resin, static absorption 6h uses the 2500g water elution, drains macroporous adsorbent resin.Place supercritical extraction reactor to carry out supercritical carbon dioxide extraction the macroporous adsorbent resin of handling well.Extracting pressure is selected 20MPa, and the extraction temperature temperature is selected 50 ℃, and separating pressure is selected 9MPa, and separation temperature is selected 45 ℃, and 95% ethanol of selecting to account for macroporous adsorbent resin weight 20% is as entrainer, and control carbon dioxide flow velocity is 50Kg/h, and the extraction time is 3h.Content of baicalin reaches 52% in the extract.
Embodiment 4: the extraction of Hesperidin in the Pericarpium Citri grandis
Take by weighing Pericarpium Citri grandis 200g, add the 1600g saturated limewater and extract, solution concentration to 400g, is regulated pH value to 4.5 upper props, add in the 600g resin, static absorption 8h uses the 3000g water elution, drains macroporous adsorbent resin.Place supercritical extraction reactor to carry out supercritical carbon dioxide extraction the macroporous adsorbent resin of handling well.Extracting pressure is selected 30MPa, and the extraction temperature temperature is selected 65 ℃, and separating pressure is selected 12MPa, and separation temperature is selected 60 ℃, and 95% ethanol of selecting to account for raw material weight 25% is as entrainer, and control carbon dioxide flow velocity is 60Kg/h, and the extraction time is 4h.Determination of Hesperidin Content reaches 72% in the extract.
Claims (1)
1. the process of an effective component extracting from Chinese herbal medicine, it may further comprise the steps:
(1), macroporous adsorbent resin pretreatment: the macroporous adsorbent resin that will prepare adsorbing and extracting liquid places the extraction of supercritical extraction agitated reactor, and extracting pressure is selected 10MPa, and extraction temperature is selected 50 ℃; Separating pressure is selected 3MPa; Separation temperature is selected 20 ℃, and 95% ethanol of selecting to account for macroporous adsorbent resin weight 10% is as entrainer, and control carbon dioxide flow velocity is 20Kg/h; The extraction time is 1h, to remove benzene residual in the macroporous adsorbent resin and other small molecular weight impurities;
(2), be adsorbent with the macroporous adsorbent resin, the effective ingredient of absorption Chinese herbal medicine water extract, static absorption 3~8 hours;
(3), remove the material molecule that is not adsorbed with the water elution of 3~5 times of resin volumes;
(4), drain the macroporous adsorbent resin that has adsorbed effective ingredient;
(5), the macroporous adsorbent resin of handling well is placed supercritical extraction unit, carry out the high pressure extraction desorption, extracting pressure is selected 8~30MPa; Extraction temperature is selected 35~65 ℃; Separating pressure is selected 3~12MPa, and separation temperature is selected 20~60 ℃, and 95% ethanol of selecting to account for raw material weight 10~25% is as entrainer; Control carbon dioxide flow velocity is 20Kg/h~60Kg/h; The extraction time is 1~4h, and the active substance that under the supercritical fluid liquid condition, adsorbs in to macroporous adsorbent resin carries out extract and separate, and wherein said Chinese herbal medicine is Radix Puerariae, Fructus Crataegi, Radix Scutellariae or Pericarpium Citri grandis.
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CN106689980A (en) * | 2016-11-30 | 2017-05-24 | 西北大学 | Method for removing pesticide and antibiotic residues from honey |
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CN104475067A (en) * | 2014-11-25 | 2015-04-01 | 复旦大学 | Method for cleaning macroporous adsorption resin by supercritical carbon dioxide |
WO2019046936A1 (en) * | 2017-09-05 | 2019-03-14 | Mazza Innovation Ltd. | Purification methods using sorbents and pressurized low-polarity water extraction |
CN109575354B (en) * | 2018-11-16 | 2022-12-23 | 浙江大学 | Method for removing volatile organic compounds in sponge by using supercritical/subcritical fluid |
CN112136989A (en) * | 2019-06-27 | 2020-12-29 | 北京汇源食品饮料有限公司 | Auricularia auricula drink and preparation method thereof |
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CN106689980A (en) * | 2016-11-30 | 2017-05-24 | 西北大学 | Method for removing pesticide and antibiotic residues from honey |
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