CN105131005A - Preparation method for high content macleaya cordata alkaloid - Google Patents
Preparation method for high content macleaya cordata alkaloid Download PDFInfo
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- CN105131005A CN105131005A CN201510523342.6A CN201510523342A CN105131005A CN 105131005 A CN105131005 A CN 105131005A CN 201510523342 A CN201510523342 A CN 201510523342A CN 105131005 A CN105131005 A CN 105131005A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
- C07D491/153—Ortho-condensed systems the condensed system containing two rings with oxygen as ring hetero atom and one ring with nitrogen as ring hetero atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/056—Ortho-condensed systems with two or more oxygen atoms as ring hetero atoms in the oxygen-containing ring
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Abstract
The invention relates to a method for preparing total alkaloid from macleaya cordata and further separating the total alkaloid to obtain high content alkaloid, particularly a preparation method for high content sanguinarine and chelerythrine. The preparation method comprises: atomizing and extracting a macleaya cordata raw material by acid water, adsorbing and eluting an extraction liquid by weakly polar macroporous resin, and recovering a solvent from an eluant and drying the eluant to obtain the total alkaloid, the content of which is not less than 60%; dissolving the total alkaloid in low-degree ethanol, carrying out secondary adsorption by using polar macroporous resin, carrying out stepwise elution by using 60% and 80% ethanol, and recovering a solvent from an eluant and drying the eluant to separately obtain the chelerythrine and the sanguinarine, the contents of which are not less than 90%. The preparation method provided by the invention is simple in process step, short in production period, high in product yield and less in use level of solvent, the environment is slightly polluted, and the obtained product is high in content, stable in quality and low in cost.
Description
Technical field:
The present invention relates to a kind of total alkaloids of preparing from Pink Plumepoppy Herb and be also separated the method obtaining high-content biological alkali further, be specifically related to the preparation method of high-content sanguinarine(e) and white chelerythrine.
Background technology:
Pink Plumepoppy Herb (Macleayacordata (willd) R.Br.) belongs to papaveracease Macleaya plant, widely distributed in China, containing benzylisoquinoline alkaloid in its body, especially based on sanguinarine(e), white chelerythrine, the highest with fruit pod position content in complete stool, total alkaloid content reaches as high as more than 1.5%, annual mid or late August various places start incoming stock collection period.Macleaya cordata total alkaloid has pharmacologically active widely, and main manifestations is anti-tumor activity, antimicrobial acivity and insecticidal activity, therefore its can be used for agricultural, the animal of preparation with and people's external application sterilant, also can be used for preparation anticancer.Under the situation that current synthetic antibiotic, sterilant threaten human health, damaging property of ecotope day by day, from the Nature, obtain natural microbiotic, medicine, sterilant become trend of the times.Be applied at present or approve from Pink Plumepoppy Herb, obtain alkaloid method mainly as follows:
(1) traditional class methods: mainly take acid extraction, alkali heavy, precipitate by organic solvent extraction, then acid adding makes it crystallization salify, and carry out necessary acid-soluble alkali according to content situation and sink operation and repeat, to obtain the product of desired content specification; Equaling " a kind of method of Herba Macleayae Cordatae extract " disclosed in 4 days July in 2012 (publication number is CN101849994B) as once founded the state, and namely adopting sour water diacolation, alkaline chemical precipitation, low-carbon alcohol extraction, acid adding salify, dry serial operation to obtain the macleaya cordata total alkaloid being not less than 60%; These class methods are carried alkali in acid and are sunk in process and can produce a large amount of alkali water and minerals waste water, environmental protection high cost, and the more difficult product reaching more high-content.
(2) solvent extraction is in conjunction with macroporous resin partition method: build as strongly fragrant and be born in " macleaya cordata total alkaloid " disclosed in 22 days Augusts in 2007 (publication number is CN101020703A), adopts the ethanol ultrasonic extraction of gradient concentration, adds acid dissolve upper prop, highly ethanol elution, concentrate drying obtain total alkaloids.In this method, consumption of organic solvent is comparatively large, and solvent extraction process energy consumption is higher.
(3) solvent extraction coupled ion exchange resin method: as Wang Guanglu equals " a kind of method of separating macleaya cordata total alkaloids from Chinese medicine Pink Plumepoppy Herb extracting solution " (publication number is CN101491587A) disclosed in 29 days July in 2009, adopt Pink Plumepoppy Herb extracting solution adjustment pH value 1 ~ 7, getting filtrate after filtration is added on Zeo-karb, 0.5% ~ 15% acid solution wash-out is used again after ion, collect elutriant, add alkali neutralization, through desalting treatment, obtain macleaya cordata total alkaloid.Adopt in this method and use a large amount of sour waters in leaching process and elution process, cause a large amount of acidic and alkaline waste water process, environmental protection cost is higher equally, and total alkaloid content neither be very high simultaneously.
(4) liquid film separation extraction method: Ma Ming equals " liquid film separation extracts alkaloidal method in Pink Plumepoppy Herb " (publication number is CN100569777C) disclosed in 16 days December in 2009, employing edible oil is membrane solvent, using the mixture of Span80 or itself and cosurfactant as tensio-active agent, phosphoric acid ester is carrier, again Pink Plumepoppy Herb sour water supersound extraction liquid and milk sap are added in extractor by (50: 5 ~ 50: 2) and carry out stirring and extract, divide oil-yielding stratum through heating in water bath breakdown of emulsion, gained aqueous phase is the solution of total alkaloids in Pink Plumepoppy Herb.The reagent type used of this method is various and consume larger; Relate to supersound extraction and water-bath in technological process, and when emulsification is extracted, milk sap proportion is very large, therefore in reality production, processing power is limited simultaneously, not easily realizes large-scale industrial and produce.
(5) supersound extraction binding film method of purification: as Man Hanyun equals " a kind of method preparing macleaya cordata total alkaloid " (publication number is CN102258580B) disclosed in 24 days April in 2013, adopt the technology such as ultrasonic wave adverse current is extracted continuously, ceramic membrane purifying, sodium filter membrane are concentrated, Intelligentized static microwave vacuum drying technology, prepare Herba Macleayae Cordatae extract, one time extraction yield can reach 0.7-1%.This method has applied to and has widely chased after high ceramic membrane and sodium filter film technology in recent years, operational path relative ease, and energy consumption is also lower; But also shown out the high-level operation and maintenance technology of relevant device especially, require higher to the overall qualities of Operation and Maintenance personnel, be need key problems-solving in actual production simultaneously.
Except the representational method of above a few class, still have the method such as ultrasonic extraction, acidic ethanol extraction method, itself or very high and be temporarily difficult to carry out suitability for industrialized production to equipment requirements, or ethanol consumption causes greatly that cost is high and product content is lower and not quite desirable.All methods above, or in initial extraction operation, used a large amount of sour water (reaching 20-30 times even higher with medicinal material weight ratio) refluxes or seepage pressure effects for a long time, or use soda acid re-treatment in subsequent handling; Whole production process unavoidably produces a large amount of waste acid waters needs process, and environmental protection pressure is larger.
Atomization extractive technique extracts a technology of newly rising in field at natural plant composition in recent years, compare with traditional extraction process, it has, and extraction efficiency be high, Extraction solvent amount is less, low temperature low-energy consumption extracting, simple to operate, the more high multiple advantages of product yield; In the method practical application, suitably can adjust for the characteristic of different material, realize producing in enormous quantities continuously, just day by day receive the concern that natural plant composition extracts boundary.
Summary of the invention:
The macleaya cordata total alkaloid the object of the present invention is to provide a kind of technique simple and stable, with short production cycle, sour water consumption is little, environmental pollution is relatively minimum, being suitable for industrialized production also obtains the preparation method of high-content sanguinarine(e) and white chelerythrine further.
The object of the present invention is achieved like this: pulverized by processing requirement by Pink Plumepoppy Herb fruit pod, join in atomization extraction element, add the sour water prepared in advance, by conditioning equipment parameter, realizes extracting continuously; Extracting solution after filtering, is undertaken by the upper column quantity calculated that macroporous resin (low-pole macroporous resin is as AB-8) adsorbs first, wash-out, and elutriant is through recycling design and carry out drying, a step can obtain the total alkaloids that content is not less than 60%; This total alkaloids is dissolved in low ethanol, carry out macroporous resin (selectivity strong polar macroporous resin as LX-9B) second adsorption, in two steps wash-out, the elutriant being rich in white chelerythrine, sanguinarine(e) can be obtained respectively, elutriant is through recycling design and carry out drying, obtains white chelerythrine, sanguinarine(e) that content is not less than 90%.Concrete implementation step is as follows:
(1) atomization is extracted
A, to get the raw materials ready: the Pink Plumepoppy Herb be up to the standards fruit pod raw material high speed disintegrator is crushed to 80 ~ 100 orders;
B, extraction: dropped in atomization extraction equipment by the fruit pod powder crushed, control solid-liquid ratio, first obtain material suspension, then regulate items of equipment parameter, open the automatic leaching process of atomization, obtain extracting solution.
(2) macroporous resin separation and purification first
A, upper prop: after the extracting solution detection level obtained in step (1), in total raw alkali number: amount of resin be 10: 1 ~ 15: 1 ratio on AB-8 macroporous resin column, upper prop speed is 2 ~ 3BV/ hour.
B, wash-out: first rinsing by the speed of purified water by 3 ~ 4BV/ hour, is colourless to effluent liquid; Again with 85 ~ 90% ethanol to be eluted to effluent liquid by the speed of 2BV/ hour colourless, collect ethanol eluate.
C, by elutriant concentrating under reduced pressure, dry, macleaya cordata total alkaloid, its content is not less than 60%, and wherein sanguinarine(e) content is not less than 40%, and chelerythrine alkali content is about 20%.
(3) macroporous resin secondary separation purifying
A, get gained Pink Plumepoppy Herb biology total alkali in step (2), with 8 ~ 10% dissolve with ethanol, concentration controls at 10 ~ 15mg/mL, controls total raw alkali number: amount of resin be 10: 1 ~ 15: 1 ratio on the polar macroporous resin of LX-9B, upper prop speed is 2 ~ 3BV/ hour.
B, wash-out: rinse by the speed of 3 ~ 4BV purified water by 3 ~ 4BV/ hour, then carry out stepwise elution with 60% ethanol of about 3BV and 80% ethanol by the speed of 1 ~ 2BV/ hour, collect 60% ethanol eluate and 80% ethanol eluate respectively.
C, 60% ethanol eluate and 80% ethanol eluate are carried out concentrating under reduced pressure respectively, dry, can obtain white chelerythrine and sanguinarine(e) respectively, its content is all about 90%.
PH2 ~ 3 aqueous solution that sour water in described atomization leaching process can be sulfuric acid, phosphoric acid, hydrochloric acid are joined, sour water amount is about raw material 7 ~ 8 times, but take dilute sulphuric acid as first-selection, reason is that hydrochloric acid is volatile, air is easily polluted and chronic corrosion is formed to other equipment; Phosphoric acid is then not as sulfuric acid is easy to get; And if will with phosphoric acid, hydrochloric acid for Extraction solvent gained alkaloid change into hydrosulfate form time, the heavy process of alkalization alcohol extracting acid need be carried out, thus increase production cost and bring extra environmental protection treatment problem.
Described atomization extraction can realize room temperature (25 ~ 40 DEG C) and extract, and extracts without the need to heating; As extracting cycle need be shortened further, also can suitably improve sour water temperature, but be advisable to be no more than 80 DEG C.
Described atomization extracts the acid water extracting liquid that obtains after filtration unit tentatively filters in equipment group, still needs through the above filter cloth of 800 order or filter element filtering to remove solid impurity as far as possible before upper prop.
The sour water produced in described production process, milk of lime (calcium hydroxide), potassium hydroxide, sodium hydroxide can be adopted to carry out neutralizing treatment, but take milk of lime as first-selection, reason is that its economy is easy to get, and it is not soluble in water after being combined into calcium sulfate with sulfate radical, the most sulfate ions produced in production are precipitated, is extremely beneficial to environmental protection treatment.
The AB-8 resin used in described step (2) belongs to low-pole macroporous adsorbent resin, and other macroporous adsorbent resins that performance is similar with it can be adopted to carry out substituting use according to embody rule situation; The LX-9B resin used in step (3) belongs to polar macroporous adsorption resin, it has obvious difference to the adsorptive power of sanguinarine(e) and white chelerythrine, therefore can accordingly the two kinds of compositions of this in more than 60% total alkaloids be separated completely, the resin similar to LX-9B performance also can be selected in actual production to be substituted and to use.
Described step (3) adopts macleaya cordata total alkaloid obtained in the previous step to carry out dissolving loading, as during without the need to obtaining the solid form of total alkaloids in actual production, also can will add purified water after the suitable recycling design of elutriant in step (2) to adjust it containing alcoholic degree not higher than 10%, directly carry out secondary separation after alkaloid concentrations to process stipulation, but this operation format may increase the service wear of ethanol.
Drying mode in described step (2), (3) can be the conventional drying such as vacuum-drying, microwave drying mode, specifically can select according to physical device configuring condition, should not be limited to a certain drying mode.
Sanguinarine(e), the white chelerythrine of more than 90% content obtained in described step (3), can obtain more than 98% content product through acidic methanol recrystallization method.
The present invention has the following advantages:
(1) adopt atomization to extract to realize extracting instantaneously, comparatively traditional method shortens extraction time greatly, accelerates the stripping of effective constituent, solves the problem that the mode extraction yields such as solvent-extraction process, sour water cold-maceration, sour water percolation are low; In atomization extraction, used sour water amount is only 7 ~ 8 times amount of raw material, and substantially reduce the sour water usage quantity (extracting method at least needed 20 ~ 30 times amount Extraction solvent in the past) in production and follow-up wastewater treatment capacity, environmental protection pressure reduces greatly; Adopt atomization extraction can realize room temperature to extract, greatly reduce production energy consumption, achieve low-carbon (LC) and produce; Whole atomization leaching process can realize within 24 hours, continuing to extract, and greatly adds raw materials for production treatment capacity, can reach more than 10 times of traditional extracting mode.
(2) to sanguinarine(e) and white chelerythrine, there is notable difference optionally macroporous resin by screening, the sanguinarine(e) of acquisition more than 90% high-content and white chelerythrine can be realized by means of only two steps operations, high degree simplify production stage.
(3) the present invention and additive method are compared, and the yield of product obviously rises, and the product yield Absorbable organic halogens of macleaya cordata total alkaloid is more than 1.5% and content is not less than 60%, far above 0.5 ~ 1% of additive method, and resource utilization significant increase; From macleaya cordata total alkaloid be separated obtain more than 90% sanguinarine(e) and the transformation efficiency of white chelerythrine more than 80%, higher than previous methods is mentioned 50%, and without the need to using acid, alkali, organic solvent process.
(4) use except sour water in atomization is extracted in whole production process, no longer use sour water (with needed for the resin regeneration process that additive method is equally required not at the row of calculating), sour water usage quantity is dropped to less than 1/3 of additive method, wastewater treatment capacity corresponding with it also significantly reduces, and reduces to very little degree relative to the pollution of other production methods to environment.
Embodiment:
Following examples are to illustrate that the present invention is not limitation of the invention further.
Embodiment 1:
Learn from else's experience the Pink Plumepoppy Herb fruit pod raw material 300kg checking content, be crushed to 80 ~ 100 orders, drop in the material metering tank of atomization extraction equipment group, the dilute sulphuric acid of pH2 ~ 3 is pumped in the solvent tank of equipment group, control solid-liquid ratio, regulate other items of equipment parameters again, open the automatic leaching process of atomization, after about 2.5 hours, obtain the extracting solution through prefiltration; Extracting solution, after 800 order filter cloth centrifugings, with AB-8 macroporous resin column absorption in the little hourly velocity of 2 ~ 3BV/, controls total raw alkali number: amount of resin is 10: 1 ~ 15: 1; It is colourless for first rinsing to effluent liquid by the speed that purified water is pressed 3 ~ 4BV/ hour; Again with 85 ~ 90% ethanol to be eluted to effluent liquid by the speed of 2BV/ hour colourless, collect ethanol eluate; By elutriant concentrating under reduced pressure, dry, obtain macleaya cordata total alkaloid and be about 4.6kg, content is 66.85%, wherein sanguinarine(e) content 45.56%, chelerythrine alkali content 21.29%; By gained Pink Plumepoppy Herb biology total alkali 8 ~ 10% dissolve with ethanol, concentration controls at 10 ~ 15mg/mL, controls total raw alkali number: amount of resin is 10: 1 ~ 15: 1, with LX-9B macroporous resin adsorption in the speed of 2 ~ 3BV/ hour; Rinse by the speed of 3 ~ 4BV purified water by 3 ~ 4BV/ hour, then carry out stepwise elution with 60% ethanol of about 3BV and 80% ethanol by the speed of 1 ~ 2BV/ hour, collect 60% ethanol eluate and 80% ethanol eluate respectively; 60% ethanol eluate and 80% ethanol eluate are carried out concentrating under reduced pressure respectively, and dry, obtain white chelerythrine 0.9kg, content is 92.40%, sanguinarine(e) 1.9kg, and content is 90.36%.
Embodiment 2:
Substantially the same manner as Example 1, the dilute phosphoric acid of difference to be Extraction solvent be pH2 ~ 3.
Embodiment 3:
Substantially the same manner as Example 1, the dilute hydrochloric acid of difference to be Extraction solvent be pH2 ~ 3.
Claims (10)
1. prepare total alkaloids from Pink Plumepoppy Herb and be separated further the method obtaining high-content biological alkali for one kind, be specifically related to the preparation method of high-content sanguinarine(e) and white chelerythrine, it is characterized in that: Pink Plumepoppy Herb fruit pod is ground into fine powder, carries out atomization with the sour water of pH2 ~ 3 and extract; Extracting solution is undertaken by the upper column quantity calculated that macroporous resin (low-pole macroporous resin is as AB-8) adsorbs first, with 85 ~ 90% ethanol elutions, elutriant is through recycling design and carry out drying, obtains the total alkaloids that content is not less than 60%; Be dissolved in low ethanol, carry out macroporous resin (the polar macroporous resin that selectivity is strong, as LX-9B) second adsorption, with 60%, 80% ethanol wash-out in two steps, the elutriant being rich in white chelerythrine, sanguinarine(e) can be obtained respectively, elutriant is through recycling design and carry out drying, obtains white chelerythrine, sanguinarine(e) that content is not less than 90%.
2. according to the preparation method described in claim 1, it is characterized in that: described sour water is dilute sulphuric acid, dilute phosphoric acid or dilute hydrochloric acid, take dilute sulphuric acid as first-selection; Raw material pulverizing granularity is 80 ~ 100 orders.
3., according to the preparation method described in claim 1, the atomization extraction element applied directly contacts material position and should be the material of erosion resistant as the material of enamel, 316 stainless steels or other acid and alkali-resistances, organic solvent.
4. according to the preparation method described in claim 1, it is characterized in that: atomization Extracting temperature is room temperature (25 ~ 40 DEG C); Also can suitably improve sour water temperature, but be advisable to be no more than 80 DEG C; Diluted acid water consumption is 7 ~ 8 times of Pink Plumepoppy Herb raw material.
5. according to the preparation method described in claim 1, it is characterized in that: the useless acidic solution produced in production process, milk of lime (calcium hydroxide), potassium hydroxide, sodium hydroxide can be adopted to carry out neutralizing treatment, but be first-selection with milk of lime, guarantee at utmost to reduce environmental pollution.
6. according to the preparation method described in claim 1, it is characterized in that: the macleaya cordata total alkaloid content obtained through macroporous resin separation and purification is first not less than 60%, and wherein sanguinarine(e) content is not less than 40%, and chelerythrine alkali content is about 20%; After being carried out polar macroporous resin secondary separation purifying, white chelerythrine, sanguinarine(e) that content is not less than 90% can be obtained.
7. according to the preparation method described in claim 1 or 6, it is characterized in that: the resin of the application of macroporous resin separation and purification first belongs to low-pole macroporous resin, as AB-8 or the model with its similar nature; The resin of secondary separation purification application belongs to polar macroporous resin, as LX-9B or the model with its similar nature.
8. according to the preparation method described in claim 1 or 6, it is characterized in that: when carrying out polar macroporous resin secondary separation purifying, macleaya cordata total alkaloid obtained in the previous step can be adopted to carry out dissolving loading, also macroporous resin can be separated first the suitable recycling design of the elutriant obtained, then add purified water to adjust it containing alcoholic degree not higher than 10%, directly carry out secondary separation after alkaloid concentrations to process stipulation.
9. according to the preparation method described in claim 1, it is characterized in that: the drying mode of macleaya cordata total alkaloid or high-content white chelerythrine, sanguinarine(e) can be the drying mode such as vacuum-drying, microwave drying, specifically can select according to physical device configuring condition, should not be limited to a certain drying mode.
10. according to the preparation method described in claim 1, it is characterized in that: more than the 90% content sanguinarine(e), the white chelerythrine that obtain, can obtain more than 98% content product by acidic methanol recrystallization method.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105541856A (en) * | 2015-12-24 | 2016-05-04 | 利穗科技(苏州)有限公司 | Method for extracting high-purity sanguinarine and chelerythrine by using chromatographic technique |
| CN108997366A (en) * | 2018-06-15 | 2018-12-14 | 山东大学 | The preparation method of anti-breast cancer activity ingredient in a kind of macleaya cordata |
| CN111689976A (en) * | 2020-06-02 | 2020-09-22 | 南京康齐生物科技有限公司 | Extraction and purification process of macleaya cordata alkaloid |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105541856A (en) * | 2015-12-24 | 2016-05-04 | 利穗科技(苏州)有限公司 | Method for extracting high-purity sanguinarine and chelerythrine by using chromatographic technique |
| CN105541856B (en) * | 2015-12-24 | 2018-01-09 | 利穗科技(苏州)有限公司 | The method that sanguinarine and Chelerythrine are extracted using chromatographic technique |
| CN108997366A (en) * | 2018-06-15 | 2018-12-14 | 山东大学 | The preparation method of anti-breast cancer activity ingredient in a kind of macleaya cordata |
| CN111689976A (en) * | 2020-06-02 | 2020-09-22 | 南京康齐生物科技有限公司 | Extraction and purification process of macleaya cordata alkaloid |
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