CN107573217B - Method for extracting magnolol and honokiol from magnolia officinalis - Google Patents
Method for extracting magnolol and honokiol from magnolia officinalis Download PDFInfo
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Abstract
The invention provides a method for extracting magnolol and honokiol from magnolia officinalis, which comprises the following steps: (1) pre-treating; (2) extracting with ethanol; (3) concentrating; (4) water precipitation for removing impurities; (5) and (2) crystallizing, wherein the pretreatment in the step (1) is as follows: drying the mangnolia officinalis, cutting the dried mangnolia officinalis into small sections of 1-2cm, and mixing the dried mangnolia officinalis and the small sections according to a material-liquid ratio of 1 g: adding 10mL of grape juice into the grape juice, soaking for 4-5h at normal temperature, taking out the grape juice, washing the grape juice with water, and then mixing the grape juice with the water according to a feed-liquid ratio of 1 g: adding 0.20-0.25 mL of the mixture into 50% ginger juice, uniformly mixing, soaking at 80-85 ℃ for 2-3h, taking out, draining clear water, and fumigating with onion for 3-5 h. According to the method, before and after the mangnolia officinalis is soaked in the ginger juice, the mangnolia officinalis is respectively soaked in the grape juice and fumigated by the onions for pretreatment, and then the mangnolia officinalis is extracted, so that the obtained mangnolia officinalis is high in extraction rate and good in purity, and the purity can reach more than 99% through HPLC detection.
Description
Technical Field
The invention belongs to the technical field of biological extraction, and particularly relates to a method for extracting magnolol and honokiol from magnolia officinalis.
Background
Magnolia officinalis is a perennial Magnoliaceae plant, is a common clinical traditional Chinese medicine, and has the main effective components of magnolol, honokiol, iso-magnolol, tetrahydro-magnolol, magnoline and the like, wherein the content of magnolol and honokiol is the highest. The Chinese pharmacopoeia stipulates that the contents of the two phenols in the medicinal materials can be more than 2 percent for medicinal use, and the content of the trunk bark of the tree which grows for about 15 years is 3 to 5 percent generally.
Magnolol and honokiol in cortex Magnolia officinalis have effects of relaxing muscle, inhibiting central nerve, resisting inflammation, bacteria, resisting pathogenic microorganism, resisting ulcer, resisting oxidation, resisting tumor, inhibiting morphine withdrawal reaction, inhibiting platelet aggregation, etc., and can be widely used in clinic.
At present, the mangnolia officinalis is mainly used in two aspects, namely processing by a ginger method, but the effective ingredients of the mangnolia officinalis prepared by the method are difficult to release, so that the effective utilization rate of the mangnolia officinalis is low; secondly, the magnolia officinalis is extracted for use, and the extraction method mainly comprises the following steps: (1) Alkali extraction and acid precipitation: the method has the advantages of large consumption of acid and alkali solutions, low extraction rate and serious pollution. Chinese patent: CN 101507755A discloses that magnolia officinalis coarse powder is leaked by using alkaline solution, leaked liquid is adjusted to be acidic by adding acid to carry out acid precipitation, precipitate is subjected to Soxhlet extraction by using low-polarity organic solvent, and crystal is obtained by concentration and drying to obtain magnolia officinalis extract products; (2) the solvent extraction method comprises the following steps: magnolol and honokiol belong to phenolic substances, and are easily soluble in polar solvents such as alcohol and water due to the existence of phenolic hydroxyl. The yield of the product obtained by the water extraction method is low; although the ethanol extraction method can obtain higher extraction rate in the initial extraction, the obtained product has low content and low purity, and the subsequent treatment of the high-purity product is difficult; (3) the process for extracting resin with alkali comprises extracting cortex Magnolia officinalis with alkali, mixing filtrates, adjusting pH with acid solution, passing the medicinal liquid through resin column, eluting with 95% and 75% ethanol in sequence, mixing the eluates, and concentrating to obtain crystal. The process can realize industrial production, but has longer period and higher cost; (4) although the silica gel column chromatography has the characteristics of good separation effect on effective components and high product yield, large-scale industrial production is difficult to realize and the cost is high; (5) supercritical CO2The extraction method and equipment are expensive, the early investment is large, the cost is too high, and the large-scale industrial production is not easy to realize. From the analysis of the above 5 extraction methods of magnolol and honokiol, the alcohol extraction method is widely used due to the characteristics of low price, low pollution, suitability for industrial production and the like, but how to overcome the technical problem that the extraction of high-purity products by alcohols is still urgent to solve.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a method for extracting magnolol and honokiol from magnolia officinalis, which has high yield and purity of products.
A method for extracting magnolol and honokiol from cortex Magnolia officinalis comprises the following steps: (1) pre-treating; (2) extracting with ethanol; (3) concentrating; (4) water precipitation for removing impurities; (5) the crystallization is carried out, and the crystallization is carried out,
wherein, the pretreatment in the step (1) comprises the following steps: drying the mangnolia officinalis, cutting the dried mangnolia officinalis into small sections of 1-2cm, and mixing the dried mangnolia officinalis and the small sections according to a material-liquid ratio of 1 g: adding 10mL of grape juice into the grape juice, soaking for 4-5h at normal temperature, taking out the grape juice, washing the grape juice with water, and then mixing the grape juice with the water according to a feed-liquid ratio of 1 g: adding 0.20-0.25 mL of the mixture into 50% ginger juice, uniformly mixing, soaking at 80-85 ℃ for 2-3h, taking out, draining clear water, and fumigating with onion for 3-5 h.
Preferably, the specific steps of fumigating onion in step (1) are as follows: weighing the onion according to the mass ratio of the magnolia officinalis to the onion of 4:1, cutting into pieces, adding into a steamer, adding water, keeping the water in a boiling state, and placing the magnolia officinalis on a steamer.
Preferably, the ethanol extraction step in step (2) is: according to the feed-liquid ratio of 1 g: adding 70% ethanol solution into 6 mL, extracting at 80-85 deg.C for 120min, filtering, and collecting filtrate and residue; and continuously filtering residues according to the material-liquid ratio of 1 g: adding 70% ethanol solution into 5mL, extracting for 2 times (each time for 120 min), filtering, and mixing the filtrates obtained by 3 times of extraction.
Preferably, the concentration step in step (3) is: and (3) concentrating the filtrate obtained in the step (2) at 60-65 ℃ and-0.075-0.081 MPa in vacuum for 20-25min, and recovering the solvent to obtain concentrated paste.
Preferably, the step of water precipitation and impurity removal in the step (4) is as follows: adding 15-20 times of water into the concentrated paste obtained in the step (3), adding sodium hydroxide to adjust the pH value of the solution to 10.4-10.6, standing for 12h for layering, removing upper brown oily substances, filtering, and collecting filtrate.
Preferably, the step of crystallizing in step (5) is: adding concentrated hydrochloric acid into the filtrate obtained in the step (4) to adjust the pH value to 2-3, standing for 2 hours, pouring out supernatant, adjusting the pH value of the supernatant to be neutral, and discarding; drying the lower-layer precipitate, adding petroleum ether for dissolving, and then mixing the mixture according to a feed-liquid ratio of 1 g: (10-15) mL of absolute ethyl alcohol (the feed-liquid ratio is the ratio of the mass of the dried lower-layer precipitate to the absolute ethyl alcohol), and then adding the mixture into the solution according to the feed-liquid ratio of 100 mL: (0.1-0.126) adding magnolol monomer (the ratio of the materials to the liquid refers to the ratio of the volume of the solution to the magnolol monomer), standing to separate out crystal, filtering, collecting filtrate (which can be used in the next crystallization step), and drying the filter residue to obtain cortex Magnolia officinalis extract.
Preferably, the mass concentration of the magnolol monomer is more than or equal to 99%, and crystal nuclei are provided for the crystallization solution.
Preferably, in the step (1), the grape juice is prepared by mixing grapes and water according to the ratio of 1:4 and then pulping.
Preferably, in the step (1), the ginger juice is prepared by mixing ginger and water according to a ratio of 1:1 and then pulping.
The invention has the advantages that:
according to the method, before and after the mangnolia officinalis is soaked in the ginger juice, the mangnolia officinalis is respectively soaked in the grape juice and fumigated by the onions for pretreatment, and then the mangnolia officinalis is extracted, so that the obtained mangnolia officinalis is high in extraction rate and good in purity, and the purity can reach more than 99% through HPLC detection.
Detailed Description
Raw materials: cortex Magnolia officinalis, total phenol content is 3.0%.
Example 1
A method for extracting magnolol and honokiol from cortex Magnolia officinalis comprises the following steps:
(1) pretreatment: after the mangnolia officinalis is dried, weighing 1kg, cutting into 1-2cm small sections, and then mixing the raw materials according to a material-liquid ratio of 1 g: adding 10mL of grape juice into the grape juice, soaking for 4h at normal temperature, taking out the grape juice, washing the grape juice with water, and then mixing the grape juice with the water according to a feed-liquid ratio of 1 g: adding 0.20mL of the mixture into 50% of ginger juice, uniformly mixing, soaking at 80 ℃ for 3h, taking out, draining off clear water, fumigating with onion, weighing onion according to the mass ratio of 4:1 of cortex magnoliae officinalis to onion, cutting into blocks, adding into a steamer, adding water, keeping the water in a boiling state, placing the cortex magnoliae officinalis on a steamer, and fumigating with onion for 3 h; wherein, preferably, the grape juice is prepared by mixing grapes and water according to the proportion of 1:4 and then pulping; the ginger juice is prepared by mixing ginger and water according to the proportion of 1:1 and then pulping;
(2) ethanol extraction: according to the feed-liquid ratio of 1 g: adding 6000mL of ethanol solution with the mass concentration of 70% into 6 mL, extracting for 120min at 80 ℃, filtering, and collecting filtrate and filter residue; and continuously filtering residues according to the material-liquid ratio of 1 g: adding 5mL of ethanol solution with the mass concentration of 70% into the mixture, extracting for 2 times, wherein the extraction time is 120min each time, filtering, and combining filtrates obtained by 3 times of extraction for later use;
(3) concentration: vacuum concentrating the filtrate obtained in step (2) at 60-65 deg.C and-0.075-0.081 MPa for 20min, and recovering solvent to obtain concentrated extract;
(4) water precipitation and impurity removal: adding 15 times of water by mass into the concentrated paste obtained in the step (3), adding sodium hydroxide to adjust the pH value of the solution to 10.4, standing for 12h for layering, removing upper brown oily substances, filtering, and collecting filtrate;
(5) and (3) crystallization: adding concentrated hydrochloric acid into the filtrate obtained in the step (4) to adjust the pH value to 2, standing for 2h, pouring out supernatant, adjusting the pH value of the supernatant to be neutral, and discarding; drying the lower-layer precipitate, adding petroleum ether for dissolving, and then mixing the mixture according to a feed-liquid ratio of 1 g: adding 10mL of absolute ethyl alcohol (the feed-liquid ratio is the ratio of the mass of the dried lower-layer precipitate to the absolute ethyl alcohol), and adding the mixture into the solution according to the feed-liquid ratio of 100 mL: 0.1g of magnolol monomer with the mass concentration of more than or equal to 99% (the material-liquid ratio refers to the ratio of the volume of the solution to the magnolol monomer), standing to separate out crystals, filtering, reserving filtrate (which can be used in the next crystallization step), and drying filter residues to obtain 22.6g of magnolia officinalis extract, wherein the magnolol monomer is magnolol needle-shaped crystal monomer and provides crystal nuclei for the crystallization solution.
The yield is as follows: 22.6 g/(1000 g × 3.0%) =75.3%, and the purity is 99.6% by HPLC.
Example 2
A method for extracting magnolol and honokiol from cortex Magnolia officinalis comprises the following steps:
(1) pretreatment: after the mangnolia officinalis is dried, weighing 1kg, cutting into 1-2cm small sections, and then mixing the raw materials according to a material-liquid ratio of 1 g: adding 10mL of grape juice into the grape juice, soaking for 5h at normal temperature, taking out the grape juice, washing the grape juice with water, and then mixing the grape juice with the water according to a feed-liquid ratio of 1 g: adding 0.25mL of the mixture into 50% of ginger juice, uniformly mixing, soaking at 85 ℃ for 2h, taking out, draining off clear water, fumigating with onion, weighing onion according to the mass ratio of 4:1 of cortex magnoliae officinalis to onion, cutting into blocks, adding into a steamer, adding water, keeping the water in a boiling state, placing the cortex magnoliae officinalis on a steamer, and fumigating with onion for 5 h; wherein, preferably, the grape juice is prepared by mixing grapes and water according to the proportion of 1:4 and then pulping; the ginger juice is prepared by mixing ginger and water according to the proportion of 1:1 and then pulping;
(2) ethanol extraction: according to the feed-liquid ratio of 1 g: adding 6000mL of ethanol solution with the mass concentration of 70% into 6 mL, extracting for 120min at 85 ℃, filtering, and collecting filtrate and filter residue; and continuously filtering residues according to the material-liquid ratio of 1 g: adding 5mL of ethanol solution with the mass concentration of 70% into the mixture, extracting for 2 times, wherein the extraction time is 120min each time, filtering, and combining filtrates obtained by 3 times of extraction for later use;
(3) concentration: concentrating the filtrate obtained in step (2) at 60-65 deg.C and-0.075-0.081 MPa in vacuum for 25min, and recovering solvent to obtain concentrated extract;
(4) water precipitation and impurity removal: adding 20 times of water by mass into the concentrated paste obtained in the step (3), adding sodium hydroxide to adjust the pH value of the solution to 10.6, standing for 12h for layering, removing upper brown oily substances, filtering, and collecting filtrate;
(5) and (3) crystallization: adding concentrated hydrochloric acid into the filtrate obtained in the step (4) to adjust the pH value to 3, standing for 2h, pouring out supernatant, adjusting the pH value of the supernatant to be neutral, and discarding; drying the lower-layer precipitate, adding petroleum ether for dissolving, and then mixing the mixture according to a feed-liquid ratio of 1 g: adding anhydrous ethanol into 15mL of the solution (the feed-liquid ratio is the ratio of the mass of the dried lower-layer precipitate to the anhydrous ethanol), and adding the solution into the solution according to the feed-liquid ratio of 100 mL: 0.126g of magnolol monomer with the mass concentration of more than or equal to 99.5 percent (the material-liquid ratio refers to the ratio of the volume of the solution to the magnolol monomer at this time), standing to separate out crystals, filtering, reserving the filtrate for later use (which can be used in the next crystallization step), and drying the filter residue to obtain 23.7g of the magnolia officinalis extract, wherein the magnolol monomer is magnolol needle-shaped crystal monomer and provides crystal nuclei for the crystallization solution.
The yield is as follows: 23.7 g/(1000 g × 3.0%) =79.0%, and the purity is 99.7% by HPLC.
Example 3
A method for extracting magnolol and honokiol from cortex Magnolia officinalis comprises the following steps:
(1) pretreatment: after the mangnolia officinalis is dried, weighing 1kg, cutting into 1-2cm small sections, and then mixing the raw materials according to a material-liquid ratio of 1 g: adding 10mL of grape juice into the grape juice, soaking for 4.5h at normal temperature, taking out the grape juice, washing the grape juice with water, and then mixing the grape juice and the water according to a feed-liquid ratio of 1 g: adding 0.22mL of the mixture into 50% of ginger juice, uniformly mixing, soaking at 83 ℃ for 2.5 hours, taking out, draining clear water, fumigating with onion, weighing onion according to the mass ratio of 4:1 of cortex magnoliae officinalis to onion, cutting into pieces, adding into a steamer, adding water, keeping the water in a boiling state, placing the cortex magnoliae officinalis on a steamer, and fumigating with onion for 4 hours; wherein, preferably, the grape juice is prepared by mixing grapes and water according to the proportion of 1:4 and then pulping; the ginger juice is prepared by mixing ginger and water according to the proportion of 1:1 and then pulping;
(2) ethanol extraction: according to the feed-liquid ratio of 1 g: adding 6000mL of ethanol solution with the mass concentration of 70% into 6 mL, extracting for 120min at 83 ℃, filtering, and collecting filtrate and filter residue; and continuously filtering residues according to the material-liquid ratio of 1 g: adding 5mL of ethanol solution with the mass concentration of 70% into the mixture, extracting for 2 times, wherein the extraction time is 120min each time, filtering, and combining filtrates obtained by 3 times of extraction for later use;
(3) concentration: vacuum concentrating the filtrate obtained in step (2) at 60-65 deg.C and-0.075-0.081 MPa for 23min, and recovering solvent to obtain concentrated extract;
(4) water precipitation and impurity removal: adding 20 times of water by mass into the concentrated paste obtained in the step (3), adding sodium hydroxide to adjust the pH value of the solution to 10.5, standing for 12h for layering, removing upper brown oily substances, filtering, and collecting filtrate;
(5) and (3) crystallization: adding concentrated hydrochloric acid into the filtrate obtained in the step (4) to adjust the pH value to 2.5, standing for 2h, pouring out supernatant, adjusting the pH value of the supernatant to be neutral, and discarding; drying the lower-layer precipitate, adding petroleum ether for dissolving, and then mixing the mixture according to a feed-liquid ratio of 1 g: adding anhydrous ethanol into 13mL (the feed-liquid ratio is the ratio of the mass of the dried lower-layer precipitate to the anhydrous ethanol), and adding the mixture into the solution according to the feed-liquid ratio of 100 mL: adding 0.11g of magnolol monomer with the mass concentration of more than or equal to 99.5% (wherein the material-liquid ratio refers to the ratio of the volume of the solution to the magnolol monomer), standing to separate out crystals, filtering, reserving filtrate (which can be used in the next crystallization step), and drying filter residues to obtain 24.5g of magnolia officinalis extract, wherein the magnolol monomer is magnolol needle-shaped crystal monomer and provides crystal nuclei for the crystallization solution.
The yield is as follows: 24.5 g/(1000 g × 3.0%) =81.7%, and the purity is 99.8% by HPLC.
Comparative example 1 (pretreatment of step (1), soaking with ginger juice only, not with grape juice and onion, other same as example 3)
A method for extracting magnolol and honokiol from cortex Magnolia officinalis comprises the following steps:
(1) pretreatment: after the mangnolia officinalis is dried, weighing 1kg, cutting into 1-2cm small sections, and then mixing the raw materials according to a material-liquid ratio of 1 g: adding 0.22mL of the ginger juice with the mass concentration of 50%, uniformly mixing, soaking at 83 ℃ for 2.5h, taking out, and washing with water; wherein the ginger juice is prepared by mixing ginger and water according to the proportion of 1:1 and pulping;
steps (2) - (5) were the same as in example 3.
To obtain 20.1g of Magnolia officinalis extract.
The yield is as follows: 20.1 g/(1000 g × 3.0%) =67%, and the purity by HPLC was 76.1%.
Comparative example 2 (Magnolia officinalis starting directly from step (2) without pretreatment, otherwise as in example 3)
A method for extracting magnolol and honokiol from cortex Magnolia officinalis comprises the following steps:
(1) after drying the mangnolia officinalis, weighing 1kg, and cutting into 1-2cm small sections;
steps (2) - (5) were the same as in example 3.
6.7g of magnolia bark extract is obtained.
The yield is as follows: 6.7 g/(1000 g × 3.0%) =22.3%, and the purity is 54.8% by HPLC.
Therefore, when the mangnolia officinalis is directly extracted without any pretreatment, the yield and the purity of the product are low, and the effective utilization rate of the mangnolia officinalis is low; when the mangnolia officinalis is pretreated by the ginger juice, the purity of the product can be improved, but the purity is still low. The method provided by the invention has the advantages of high yield and high purity of the total phenols in the magnolia officinalis extract.
Claims (6)
1. A method for extracting magnolol and honokiol from cortex Magnolia officinalis comprises the following steps: (1) pre-treating; (2) extracting with ethanol; (3) concentrating; (4) water precipitation for removing impurities; (5) the crystallization is carried out, and the crystallization is carried out,
wherein, the pretreatment in the step (1) comprises the following steps: drying the mangnolia officinalis, cutting the dried mangnolia officinalis into small sections of 1-2cm, and mixing the dried mangnolia officinalis and the small sections according to a material-liquid ratio of 1 g: adding 10mL of grape juice into the grape juice, soaking for 4-5h at normal temperature, taking out the grape juice, washing the grape juice with water, and then mixing the grape juice with the water according to a feed-liquid ratio of 1 g: (0.20-0.25) mL of the mixture is added into 50% ginger juice, the ginger juice is soaked for 2-3h at 80-85 ℃ after being uniformly mixed, the mixture is taken out and drained, and then the onion is used for fumigating for 3-5 h;
wherein, the specific steps of fumigating onion in the step (1) are as follows: weighing the onion according to the mass ratio of the magnolia officinalis to the onion of 4:1, cutting into pieces, adding the pieces into a steamer, adding water, keeping the water in a boiling state, and placing the magnolia officinalis on a steamer;
wherein in the step (1), the grape juice is prepared by mixing grapes and water according to the proportion of 1:4 and pulping;
wherein in the step (1), the ginger juice is prepared by mixing ginger and water according to the ratio of 1:1 and then pulping.
2. The method of claim 1, wherein the magnolol and honokiol are extracted from Magnolia officinalis, and the method comprises: the ethanol extraction in the step (2) comprises the following steps: according to the feed-liquid ratio of 1 g: adding 70% ethanol solution into 6 mL, extracting at 80-85 deg.C for 120min, filtering, and collecting filtrate and residue; and continuously filtering residues according to the material-liquid ratio of 1 g: adding 70% ethanol solution into 5mL, extracting for 2 times (each time for 120 min), filtering, and mixing the filtrates obtained by 3 times of extraction.
3. The method of claim 2, wherein the magnolol and honokiol are extracted from Magnolia officinalis, and the method comprises: the concentration step in the step (3) is as follows: and (3) concentrating the filtrate obtained in the step (2) at 60-65 ℃ and-0.075-0.081 MPa in vacuum for 20-25min, and recovering the solvent to obtain concentrated paste.
4. The method of claim 3, wherein the magnolol and honokiol are extracted from Magnolia officinalis, wherein: the step (4) of water precipitation and impurity removal comprises the following steps: adding 15-20 times of water into the concentrated paste obtained in the step (3), adding sodium hydroxide to adjust the pH value of the solution to 10.4-10.6, standing for 12h for layering, removing upper brown oily substances, filtering, and collecting filtrate.
5. The method of claim 4, wherein the magnolol and honokiol are extracted from Magnolia officinalis, and the method comprises: the crystallization step in the step (5) is as follows: adding concentrated hydrochloric acid into the filtrate obtained in the step (4) to adjust the pH value to 2-3, standing for 2 hours, pouring out supernatant, adjusting the pH value of the supernatant to be neutral, and discarding; drying the lower-layer precipitate, adding petroleum ether for dissolving, and then mixing the mixture according to a feed-liquid ratio of 1 g: (10-15) mL of absolute ethyl alcohol is added, and then the mixture is added into the solution according to the feed-liquid ratio of 100 mL: (0.1-0.126) adding magnolol monomer, standing to precipitate crystal, filtering, keeping filtrate, and drying filter residue to obtain cortex Magnolia officinalis extract.
6. The method of claim 5, wherein the magnolol and honokiol are extracted from Magnolia officinalis, wherein: the mass concentration of the magnolol monomer is more than or equal to 99%.
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| CN101125801A (en) * | 2007-08-22 | 2008-02-20 | 肖文军 | Highly effective extraction method for magnolol and honokiol crude extract |
| CN101857531A (en) * | 2010-06-14 | 2010-10-13 | 江西海富生物工程有限公司 | Method for extracting magnolol and honokiol from magnolia bark |
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| CN101125801A (en) * | 2007-08-22 | 2008-02-20 | 肖文军 | Highly effective extraction method for magnolol and honokiol crude extract |
| CN101857531A (en) * | 2010-06-14 | 2010-10-13 | 江西海富生物工程有限公司 | Method for extracting magnolol and honokiol from magnolia bark |
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