CN103059037B - A kind of method of Chelidonine in enriching and purifying greater celandine - Google Patents
A kind of method of Chelidonine in enriching and purifying greater celandine Download PDFInfo
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- CN103059037B CN103059037B CN201210595639.XA CN201210595639A CN103059037B CN 103059037 B CN103059037 B CN 103059037B CN 201210595639 A CN201210595639 A CN 201210595639A CN 103059037 B CN103059037 B CN 103059037B
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- chelidonine
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Abstract
The invention belongs to natural organic chemistry field, relate to a kind of method of utilizing Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandine. Advantage of the present invention: adopt ultrasonic wave to extract, extraction effect will extract higher than ethanol hot dipping, good to the adsorptive selectivity of Chelidonine in conjunction with macroporous absorbent resin, absorption is resolved also fast soon, and adsorption capacity is larger; Extract convenient and swift, low production cost, separating effect is obvious, and DNA purity is high, can obtain more than 30% Chelidonine semi-finished product and the more than 90% Chelidonine finished product of content of content, overcome the shortcoming that conventional recovery rate is relatively low, DNA purity is low. The present invention selects that physicochemical property is stable, surface area is large, exchange velocity is very fast, mechanical strength is high, contamination resistance is strong, the macroporous absorbent resin of Heat stability is good, can from solution, adsorb selectively by physical absorption Chelidonine, absorption is fast, parsing is also fast, and adsorption capacity is larger.
Description
Technical field:
The invention belongs to natural organic chemistry field, relate to a kind of purification process of Chelidonine, particularly relate to a kind of method of utilizing Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandine.
Background technology:
Greater celandine: [English name] GreaterCelandineHerb, HerbofGreaterCelandine[another name] henry munronia herb, Niu Jinhua, wintergreen barberry root, eight steps are tight, gelsemium elegan, Shanxi melon, realgar grass, the mountain coptis, the false coptis, little Herba Stylophori Lasiocapi's grass, yellow stuff, Radix picrorrhizae, the little coptis. Medicinal material Ji Yuan: be the herb of bloodroot greater celandine. Perennial herb, high 30-100cm, containing crocus milk. Main root is sturdy, taper shape, khaki or crineous, close raw fibrous root. Stem is upright, and multi-branched has white powder, the elongated pubescence of tool white. Chemical analysis: Fresh Plants has dense orange-yellow emulsion, contains multiple alkaloid alkaloid 0.7% or 0.97～1.87% in emulsion. Wherein there are Chelidonine 41%, Biflorine 22%, talatisamine 17%, allocryptopine 9%, jamaicin 5%, Chelerythrine 3%, sanguinarine 1.5%, sparteine 0.1%, also having hydroxychelidonine is oxychelidonine, methoxychelidonine, cryptocavine, and chelilutine, chelidamine, homochelidonie, hydroxysanguinarine are Oxysanguinarine. Except alkaloid and, also containing chelidonic acid, malic acid, citric acid, butanedioic acid, choline, methylamine, histamine, tyrasamine, saponin, flavonols, celidoniol, also containing cardiac glycoside, the highest at the content in florescence. Root reaches 1.33% or 1.90～4.14% containing alkaloid, and identical contained with aerial part of a part of alkaloid, separately containing coptisine, corysamine, chelirubine, chelidimerine, spinasterol, ergosterol and rubber 0.118% on a small quantity. Leaf is containing flavonoids 1.43%, volume vitamin C. Ascorbic content is the highest in florescence, can reach 834 milligrams of %, and in the time of fruit maturation, content is minimum, is 231 milligrams of %.
Chelidonine is a kind of natural active matter that human health is had to remarkable health-care effect, has caused the common concern of international community. Prove through scientific research and clinical practice, Chelidonine is used for stomach and intestine angina, gastric and duodenal ulcer, renal colic, dysmenorrhoea and ascariasis of biliary tract pain relieving: be used in conjunction with local anaesthetics and can be used for women's sterilization operation; Compound Chelidonine analgesic activity is better, can be used for rheumatoid arthritis, injures cancer pain outward. In recent years, it is found that in natural plants greater celandine and contain a large amount of Chelidonines, because its raw material greater celandine is distributed more widely, therefrom extract Chelidonine and obtained encouraging progress. Name is called in the patent application of " a kind of Herba Chelidonii extract and preparation method thereof and application " and just discloses greater celandine through ethanol, the technological process of chloroform recovery Herba Chelidonii extract. Herba Chelidonii extract extraction process in above-mentioned patent documentation is mainly to extract and form through the step such as alcohol extracting, distillation, adjusting pH value, chloroform recovery technique, and its separating effect is nothing like after the processing of ultrasonic wave extractions-macroporous absorbent resin coupled method in the effect of carrying out silica gel column chromatography separation.
Summary of the invention:
The object of the invention is to overcome the shortcomings such as routine techniques recovery rate is relatively low, DNA purity is low, a kind of method of utilizing Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandine is provided.
For achieving the above object, the technical solution used in the present invention is:
A method of utilizing Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandine, its step is as follows:
(1) dry greater celandine is pulverized, the ethanolic solution that is 65%～80% by concentration carries out ultrasonic wave extraction, and extracting temperature is 40～60 DEG C, extracts frequency 60～100Hz, 1～2 hour extraction time, extracts 3 times;
(2) the greater celandine extracting liquid filtering of (1) being processed, merges No. three times extract, and reduced pressure concentration reclaims ethanol to relative density;
(3) regulate pH value to 3.4～3.5 with the acid of 1mol/L, suction filtration after 5 DEG C of refrigeration 48h; Filtrate is regulated to pH value to 11 with 30% NaOH, use and the chloroform recovery of filtrate equivalent 4 times, combined chloroform liquid, recovery chloroform, obtains Chelidonine crude extract;
(4) gained Chelidonine crude extract is adsorbed with macroporous absorbent resin;
(5) with the ethanol of 50%～80% variable concentrations, macroporous absorbent resin is carried out to wash-out, follow the tracks of and detect by thin-layered chromatography, collect the each stepwise elution liquid of Chelidonine;
(6) by each Chelidonine stepwise elution liquid concentration and recovery ethanol, obtain Chelidonine semi-finished product, its content is more than 30%;
(7) by silica gel column chromatography on gained Chelidonine semi-finished product, and carry out wash-out with the volume ratio of 5: 1 with chloroform, thin-layered chromatography is followed the tracks of and is detected, and collects the each stepwise elution liquid of Chelidonine;
(8) by collected Chelidonine eluent, adopt activated carbon decolorizing, recrystallization method to refine to obtain Chelidonine, its content is more than 90%.
In described step (4), one in X-5, NKA-9, S-8, D3520, D4006, H103, D4020, AB-8H and NKA-II type resin that macroporous absorbent resin used produces for Tianjin Nankai university, is adsorbed as Static Adsorption or Dynamic Adsorption.
Using ultrasound ripple extraction-macroporous absorbent resin coupled method separation and purification Chelidonine of the present invention, good to the adsorptive selectivity of Chelidonine, the fast parsing of absorption is also fast, and adsorption capacity is larger; Extract convenient and swiftly, raw material sources are abundant, low production cost, separating effect is obvious, DNA purity is high, can obtain more than 30% Chelidonine semi-finished product and the more than 90% Chelidonine finished product of content of content, has overcome the shortcoming that conventional recovery rate is relatively low, DNA purity is low.
Detailed description of the invention:
Case study on implementation 1: a kind of method of utilizing Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandine, its step is as follows:
(1) cross 60 mesh sieves after dry 500g greater celandine is pulverized, extract with ultrasonic extraction, the ethanolic solution that its concentration is 65%, solid-liquid ratio is to pulverize 8 times of volume, extracting temperature is 40 DEG C, extracts frequency 60Hz, 1 hour extraction time, extracts 3 times;
(2) the greater celandine extract of (1) being processed merges, and decompression recycling ethanol is concentrated into relative density 1.08;
(3) with 1mol/L phosphoric acid regulating ph value to 3.4; Suction filtration after 5 DEG C of refrigeration 48h. Filtrate is regulated to pH value to 11 with 30% NaOH, use and the chloroform recovery of filtrate equivalent 4 times, combined chloroform liquid, recovery chloroform, obtains Chelidonine crude extract;
(4) by gained Chelidonine extract with adsorbing on macroporous adsorption resin chromatography post, the NKA-II type resin that macroreticular resin used is produced for Tianjin Nankai university;
(5) in macroporous absorbent resin layer post, carry out successively gradient elution with 50%, 60%, 70%, 80% ethanol, follow the tracks of and detect by thin-layered chromatography, collect the each stepwise elution liquid of Chelidonine;
(6), by each Chelidonine stepwise elution liquid concentration and recovery ethanol, obtain content and be 30% Chelidonine semi-finished product;
(7) by silica gel column chromatography on gained Chelidonine semi-finished product, and carry out gradient elution with the volume ratio of 5: 1 with chloroform, thin-layered chromatography is followed the tracks of and is detected, and collects Chelidonine eluent;
(8), by collected Chelidonine eluent, adopt activated carbon decolorizing, refining content 90.2% Chelidonine that obtains of recrystallization method.
Case study on implementation 2: a kind of method of utilizing Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandine, its step is as follows:
(1) cross 70 mesh sieves after dry 500g greater celandine is pulverized, extract with ultrasonic extraction, the ethanolic solution that its concentration is 70%, solid-liquid ratio is to pulverize 9 times of volume, extracting temperature is 50 DEG C, extracts frequency 80Hz, 1.5 hours extraction times, extracts 3 times;
(2) the greater celandine extract of (1) being processed merges, and decompression recycling ethanol is concentrated into relative density 1.10;
(3) with 1mol/L phosphoric acid regulating ph value to 3.4, suction filtration after 5 DEG C of refrigeration 48h; Filtrate is regulated to pH value to 11 with 30% NaOH, use and the chloroform recovery of filtrate equivalent 4 times, combined chloroform liquid, recovery chloroform, obtains Chelidonine crude extract;
(4) gained Chelidonine crude extract is adsorbed to the D4006 type resin that macroreticular resin used is produced for Tianjin Nankai university with macroporous absorbent resin;
(5) carry out wash-out with 50%, 60%, 70%, 80% ethanol at macroporous absorbent resin, follow the tracks of and detect by thin-layered chromatography, collect the each stepwise elution liquid of Chelidonine;
(6), by each Chelidonine stepwise elution liquid concentration and recovery ethanol, obtain the Chelidonine semi-finished product of content 33%;
(7) by silica gel column chromatography on gained Chelidonine semi-finished product, and carry out gradient elution with the volume ratio of 5: 1 with chloroform, thin-layered chromatography is followed the tracks of and is detected, and collects Chelidonine eluent;
(8), by collected Chelidonine eluent, adopt activated carbon decolorizing, refining content 91.7% Chelidonine that obtains of recrystallization method.
Case study on implementation 3: a kind of method of utilizing Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandine, its step is as follows:
(1) cross 80 mesh sieves after dry 500g greater celandine is pulverized, extract with ultrasonic extraction, the ethanolic solution that its concentration is 75%, solid-liquid ratio is to pulverize 10 times of volume, extracting temperature is 60 DEG C, extracts frequency 100Hz, 2 hours extraction times, extracts 3 times;
(2) the greater celandine extract of (1) being processed merges, and decompression recycling ethanol is concentrated into relative density 1.12;
(3) with 1mol/L phosphoric acid regulating ph value to 3.5, suction filtration after 5 DEG C of refrigeration 48h; Filtrate is regulated to pH value to 11 with 30% NaOH, use and the chloroform recovery of filtrate equivalent 4 times, combined chloroform liquid, recovery chloroform, obtains Chelidonine crude extract;
(4) by gained Chelidonine macroporous adsorption resin chromatography pillar for crude extract, on adsorb, the NKA-9 type resin that macroreticular resin used is produced for Tianjin Nankai university;
(5) in macroporous adsorption resin chromatography pillar, carry out successively gradient elution with 50%, 60%, 70%, 80% ethanol, follow the tracks of and detect by thin-layered chromatography, collect the each stepwise elution liquid of Chelidonine;
(6) by each Chelidonine stepwise elution liquid concentration and recovery ethanol, obtain content 32% Chelidonine semi-finished product;
(7) by silica gel column chromatography on gained Chelidonine semi-finished product, and carry out gradient elution with the volume ratio of 5: 1 with chloroform, thin-layered chromatography is followed the tracks of and is detected, and collects Chelidonine eluent;
(8), by collected Chelidonine eluent, adopt activated carbon decolorizing, refining content 92.3% Chelidonine that obtains of recrystallization method.
Claims (4)
1. one kind is utilized Chelidonine in ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying greater celandineMethod, its step is as follows:
(1) dry greater celandine is pulverized, the ethanolic solution that is 65%～80% by concentration carries out ultrasonic wave extraction, carriesGetting temperature is 40～60 DEG C, extracts frequency 60～100Hz, 1～2 hour extraction time, extracts 3 times;
(2) the greater celandine extracting liquid filtering of (1) being processed, merges No. three times extract, and reduced pressure concentration reclaimsEthanol to relative density is 1.02～1.12;
(3) regulate pH value to 3.4～3.5 with the acid of 1mol/L, suction filtration after 5 DEG C of refrigeration 48h; By filtrateRegulate pH value to 11 with 30% NaOH, use and the chloroform recovery of filtrate equivalent 4 times, combined chloroform liquid,Reclaim chloroform, obtain Chelidonine crude extract;
(4) gained Chelidonine crude extract is adsorbed with macroporous absorbent resin;
(5) with the ethanol of 50%～80% variable concentrations, macroporous absorbent resin is carried out to wash-out, use thin-layered chromatographyFollow the tracks of and detect, collect the each stepwise elution liquid of Chelidonine;
(6) by each Chelidonine stepwise elution liquid concentration and recovery ethanol, obtain Chelidonine semi-finished product, its contentMore than 30%;
(7) by silica gel column chromatography on gained Chelidonine semi-finished product, and enter with the volume ratio of 5:1 with chloroformRow wash-out, thin-layered chromatography is followed the tracks of and is detected, and collects the each stepwise elution liquid of Chelidonine;
(8), by collected Chelidonine eluent, adopt activated carbon decolorizing, recrystallization method to refine in vainBend dish alkali, its content more than 90%,
Wherein, described macroporous absorbent resin is X-5, NKA-9, S-8, D3520, D4006, H103, D4020With the one in NKA-II type resin.
2. the ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying that utilizes according to claim 1 is whiteThe method of bending Chelidonine in dish, is characterized in that: in described step (1), greater celandine crosses 60～80 after pulverizingMesh sieve.
3. the ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying that utilizes according to claim 2 is whiteThe method of bending Chelidonine in dish, is characterized in that: in described step (1), the volume that adds ethanol is powder8～10 times of broken volume.
4. the ultrasonic wave extraction-macroporous absorbent resin coupled method enriching and purifying that utilizes according to claim 1 is whiteThe method of bending Chelidonine in dish, is characterized in that: in described step (3), regulate pH value 1mol/L usedAcid be phosphoric acid.
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| CN106138054A (en) * | 2015-04-28 | 2016-11-23 | 沈阳伟嘉牧业技术有限公司 | Chelerythrine application in treatment fowl drug resistance colibacillosis |
| CN111297950A (en) * | 2018-12-11 | 2020-06-19 | 泰州医药城国科化物生物医药科技有限公司 | Preparation method and application of chelidonine |
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Citations (3)
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|---|---|---|---|---|
| DE2755577A1 (en) * | 1977-12-09 | 1979-06-13 | Steiner & Co Arznei | Isolation of spasmolytic, antibacterial and antimycotic alkaloid(s) - from e.g. Cheledonius root by moistening with ammonia soln., extracting with chloroform and working up extract |
| CN1429611A (en) * | 2002-09-13 | 2003-07-16 | 张平 | Greater celandine extract and its preparation method and application |
| CN101955485A (en) * | 2010-05-26 | 2011-01-26 | 南京泽朗医药科技有限公司 | Preparation method of chelidonine |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2755577A1 (en) * | 1977-12-09 | 1979-06-13 | Steiner & Co Arznei | Isolation of spasmolytic, antibacterial and antimycotic alkaloid(s) - from e.g. Cheledonius root by moistening with ammonia soln., extracting with chloroform and working up extract |
| CN1429611A (en) * | 2002-09-13 | 2003-07-16 | 张平 | Greater celandine extract and its preparation method and application |
| CN101955485A (en) * | 2010-05-26 | 2011-01-26 | 南京泽朗医药科技有限公司 | Preparation method of chelidonine |
Non-Patent Citations (1)
| Title |
|---|
| 白屈菜生物碱类成分提取、分离、纯化及体外抑菌作用研究;石广亮;《吉林农业大学硕士学位论文》;20091106;第14-44页 * |
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