CN102060693B - Method for enriching and purifying ferulic acid in cimicifugae foetidae - Google Patents
Method for enriching and purifying ferulic acid in cimicifugae foetidae Download PDFInfo
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Abstract
The invention belongs to the field of natural organic chemistry and relates to a method for enriching and purifying ferulic acid in cimicifugae foetidae with macroporous adsorption resin. The invention is characterized in that the macroporous adsorption resin technology is adopted to separate and purify ferulic acid, the method has good adsorptive selectivity to ferulic acid, adsorption and desorption can be performed fast, and the adsorption capacity is higher; extraction can be performed conveniently and fast, the raw material is rich in resources, the production cost is low, the separation effect is obvious, the extraction purify is high, the semi-finished ferulic acid product with the content of more than 35% and the finished ferulic acid product with the content of more than 90% can be obtained; and the defects of the conventional extraction method that the extraction rate is lower and the extraction purity is low can be overcome. In the method in the invention, the macroporous adsorption resin with stable physical and chemical properties is selected, the method has the advantages of larger surface area, higher exchange speed, high mechanical strength and high contamination resistance and good thermal stability; ferulic acid can be selectively adsorbed from the solution through physical absorption; and adsorption and desorption can be performed fast and the absorption capacity is higher.
Description
Technical field:
The invention belongs to the natural organic chemistry field, relate to a kind of purification process of forulic acid, particularly relate to a kind of method of utilizing forulic acid in the enriching and purifying macroporous resin rattletop.
Background technology:
Rattletop is again big ox card holder, Radix Longan, hole root of the tooth, is the dry rhizome of ranunculaceae plant C.heracleifolia, Cimicifuga Dahurica or rattletop.Can deliver promoting eruption, clearing heat and detoxicating, the elevate a turnable ladder yang-energy.Be used for headache due to pathogenic wind-heat, dentalgia, aphtha, swelling and pain in the throat, measles without adequate eruption, the sun poison is sent out spot; Prolapse of the anus, uterine prolapse.The rattletop rhizome contains cimicifugine (Cimicifu-gine), Whitfield's ointment (Salicylic acid), tannin (Tannin), resin (Resin), coffic acid (Caffeic acid), forulic acid (Ferulic acid), isoferulic acid (Isoferulic acid), Cimiside (Cimi-cifugo side), Cimigenol xyloside (Cimigenol xyloside) etc.; The Cimicifuga Dahurica rhizome contains macrotin (Cimitin), alkaloid (Alkaloid), carbohydrate, resin, glucoside, isoferulic acid, forulic acid and coffic acid; C.heracleifolia contains alkaloid, macrotin, Cimiside, Cimigenol xyloside, isoferulic acid etc.
Forulic acid another name ferulic acid, have platelet aggregation-against, suppresses platelet 5-HT and discharge, and suppresses the generation of platelet thrombus element A2 (TXA2), strengthens prostaglandin(PG) active, analgesia, the effects such as alleviating vascular spasm.To produce the basic raw material that is used for the treatment of the disease medicines such as cardiovascular and cerebrovascular diseases and oligoleukocythemia.It can play effect vigorous and graceful and protection skin simultaneously in human body.In recent years, it is found that in the natural phant rattletop and contain a large amount of forulic acid,, because its raw material rattletop source is wider, therefrom extract forulic acid and obtained encouraging progress.Name is called in the patent application of " rattletop organic acid extracting method and new purposes " and just discloses rattletop through the technical process of alcohol extracting organic reagent extraction forulic acid.Forulic acid extraction process in above-mentioned patent documentation is mainly that its separating effect is nothing like macroporous adsorbent resin and processes rear effect carrying out the silica gel column chromatography separation through with steps such as extractions after the direct purification of alcohol immersion, extracting and form.
Summary of the invention:
The object of the invention is to overcome the shortcomings such as the routine techniques extraction yield is relatively low, DNA purity is low, a kind of method of utilizing forulic acid in the enriching and purifying macroporous resin rattletop is provided.
For achieving the above object, the technical solution used in the present invention is:
A kind of method of utilizing forulic acid in the enriching and purifying macroporous resin rattletop, its step is as follows:
(1) will extract with alcohol heating reflux after dried rattletop pulverizing;
(2) will through the rattletop extracting solution suction filtration of step (1) processing, the extracting solution decompression recycling ethanol be obtained primary extract;
(3) obtaining primary extract is added ethyl acetate extraction, transferring its pH value with acid is 2.0～2.5, and standing, suction filtration also is washed with water to neutrality, and concentrating under reduced pressure obtains the forulic acid crude extract;
(4) gained forulic acid crude extract is adsorbed with macroporous adsorbent resin;
(5) with the ethanol of different concns, macroporous adsorbent resin is carried out wash-out, with tlc, follow the tracks of and detect, collect each stepwise elution liquid of forulic acid;
(6), with each stepwise elution liquid concentration and recovery ethanol of forulic acid, obtain the forulic acid work in-process, its content is more than 35%;
(7) with silica gel column chromatography on gained forulic acid work in-process, and with acetone, methyl alcohol carries out wash-out with the different volumes ratio, and tlc is followed the tracks of and detected, and collects each stepwise elution liquid of forulic acid;
(8) with collected forulic acid elutriant, adopt activated carbon decolorizing, recrystallization method to make with extra care to obtain forulic acid, its content is more than 90%.
In described step (1), cross 40～80 mesh sieves after rattletop is pulverized and carrying out organic solvent extraction.
In described step (1), extracting ethanol alcoholic degree used is 80%, and extraction time is 2～4 hours, extracts 2～3 times.
In described step (1), the method for extraction is one or more in infusion method, reflux extraction, percolation, decocting method, continuous extraction.
In described step (1), the volume that adds ethanol is 5～10 times that rattletop is pulverized volume.
In described step (3), add the amount of ethyl acetate by volume to calculate into the extract alcoholic solution 5～10 times, regulating pH value acid used is hydrochloric acid.
In described step (4), macroporous adsorbent resin used is a kind of in Tianjin Nankai university X-5, the NKA-9, S-8, D 3520, D4006, H103, D4020, AB-8H and the NKA-II type resin that produce, is adsorbed as Static Adsorption or dynamic adsorption.
Wash-out described in described step (5) is for to carry out wash-out with 30～90% ethanol.
Described in step (5) and (7), the detection method of taking is tlc and follows the tracks of detection.
The acetone of taking in described step (7) and the volume of methyl alcohol are 1～7: 1.
The present invention's application macroporous absorption technology separation and purification forulic acid, good to the adsorption selectivity of forulic acid, the fast parsing of absorption is also fast, and loading 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 forulic acid work in-process and the content forulic acid finished product 90% or more of content more than 35%, has overcome the shortcoming that conventional extraction yield is relatively low, DNA purity is low.
The present invention selects that physico-chemical property is stable, surface-area is large, exchange velocity is very fast, physical strength is high, contamination resistance is strong, the macroporous adsorbent resin of Heat stability is good, be not dissolved in acid, alkali and organic matchmaker, better to the organism selectivity, the impact that not existed by inorganic salts and strong ion low molecular compound, can adsorb selectively by physical adsorption forulic acid from solution, absorption is fast, parsing is also fast, and loading capacity is larger.
Embodiment:
Embodiment 1: a kind of method of utilizing forulic acid in the enriching and purifying macroporous resin rattletop, and its step is as follows:
(1) will be dried rattletop cross 60 mesh sieves after pulverizing, with the alcohol reflux of long-pending 5 times of rattletop powder 2 times, each 2h;
(2) will through the rattletop extracting solution suction filtration of step (1) processing, the extracting solution decompression recycling ethanol be obtained primary extract;
(3) obtaining primary extract being added volume is that the ethyl acetate of 10 times of extract alcoholic solution volumes extracts, and then with acid, transferring its pH value is 2.0, and standing, suction filtration, decompression and solvent recovery obtain the forulic acid crude extract;
(4) with gained forulic acid extract with adsorbing on the macroporous adsorption resin chromatography post, macroporous resin used is the NKA-II type resin that Tianjin Nankai university produces;
(5) carry out successively gradient elution with 30%, 40%, 50%, 60%, 70%, 80%, 90% ethanol in macroporous adsorbent resin layer post, with tlc, follow the tracks of and detect, collect each stepwise elution liquid of forulic acid;
(6) with each stepwise elution liquid concentration and recovery ethanol of forulic acid, obtaining content is 35% forulic acid work in-process;
(7) with silica gel column chromatography on gained forulic acid work in-process, and use acetone, methyl alcohol carries out gradient elution with the volume ratio of 1: 1,2: 1,3: 1,4: 1,5: 1,6: 1,7: 1 successively, and tlc is followed the tracks of and detected, and collects each stepwise elution liquid of forulic acid;
(8), with collected forulic acid elutriant, adopt activated carbon decolorizing, refining content 90% forulic acid that obtains of recrystallization method.
Case study on implementation 2: a kind of method of utilizing forulic acid in the enriching and purifying macroporous resin rattletop, its step is as follows:
(1) will be dried rattletop cross 40 mesh sieves after pulverizing, with the alcohol reflux of long-pending 8 times of rattletop powder 3 times, each 3h;
(2) will through the rattletop extracting solution suction filtration of step (1) processing, the extracting solution decompression recycling ethanol be obtained primary extract;
(3) obtaining primary extract being added volume is that the ethyl acetate of 8 times of extract alcoholic solution volumes extracts, and then with acid, transferring its pH value is 2.3, and standing, suction filtration, decompression and solvent recovery obtain the forulic acid crude extract;
(4) gained forulic acid crude extract is adsorbed with macroporous adsorbent resin, macroporous resin used is the D4006 type resin that Tianjin Nankai university produces;
(5) carry out wash-out with 30%, 50%, 70%, 90% ethanol at macroporous adsorbent resin, with tlc, follow the tracks of and detect, collect each stepwise elution liquid of forulic acid;
(6), with each stepwise elution liquid concentration and recovery ethanol of forulic acid, obtain content 37% forulic acid work in-process;
(7) with silica gel column chromatography on gained forulic acid work in-process, and use acetone, methyl alcohol carries out gradient elution with the volume ratio of 1: 1,2: 1,3: 1,4: 1,5: 1,6: 1,7: 1 successively, and tlc is followed the tracks of and detected, and collects each stepwise elution liquid of forulic acid;
(8), with collected forulic acid elutriant, adopt activated carbon decolorizing, refining content 94% forulic acid that obtains of recrystallization method.
Case study on implementation 3: a kind of method of utilizing forulic acid in the enriching and purifying macroporous resin rattletop, its step is as follows:
(1) dried rattletop is pulverized rear 80 mesh sieves of crossing, returned extraction 2 times with the ethanol of long-pending 10 times of rattletop powder, each 4h;
(2) will through the rattletop extracting solution suction filtration of step (1) processing, the extracting solution decompression recycling ethanol be obtained primary extract;
(3) obtaining primary extract being added volume is that the ethyl acetate of 5 times of extract alcoholic solution volumes extracts, and then with acid, transferring its pH value is 2.5, and standing, suction filtration, decompression and solvent recovery obtain the forulic acid crude extract;
(4) with gained forulic acid crude extract with the macroporous adsorption resin chromatography pillar, on adsorb, macroporous resin used is the NKA-9 type resin that Tianjin Nankai university produces;
(5) carry out successively gradient elution with 40%, 60%, 80% ethanol in the macroporous adsorption resin chromatography pillar, with tlc, follow the tracks of and detect, collect each stepwise elution liquid of forulic acid;
(6), with each stepwise elution liquid concentration and recovery ethanol of forulic acid, obtain content 35% forulic acid work in-process;
(7) with silica gel column chromatography on gained forulic acid work in-process, and use acetone, methyl alcohol carries out gradient elution with the volume ratio of 1: 1,2: 1,3: 1,4: 1,5: 1,6: 1,7: 1 successively, and tlc is followed the tracks of and detected, and collects each stepwise elution liquid of forulic acid;
(8), with collected forulic acid elutriant, adopt activated carbon decolorizing, refining content 92% forulic acid that obtains of recrystallization method.
Claims (7)
1. a method of utilizing forulic acid in the enriching and purifying macroporous resin rattletop, is characterized in that, its step is as follows:
(1) will extract with alcohol heating reflux after dried rattletop pulverizing;
(2) will through the rattletop extracting liquid filtering of step (1) processing, the extracting solution decompression recycling ethanol be obtained primary extract;
(3) institute's results primary extract is added ethyl acetate extraction, with acid, transfer its pH value to 2～2.5, standing, suction filtration, and be washed with water to neutrality, concentrating under reduced pressure obtains the forulic acid crude extract;
(4) gained forulic acid crude extract is adsorbed with macroporous adsorbent resin, described macroporous adsorbent resin is a kind of in NKA-9, D4006 and NKA-II type resin;
(5) with the ethanol of different concns, macroporous adsorbent resin is carried out wash-out, with tlc, follow the tracks of and detect, collect each stepwise elution liquid of forulic acid, described wash-out is for to carry out wash-out with 30～90% ethanol;
(6), with each stepwise elution liquid concentration and recovery ethanol of forulic acid, obtain the forulic acid work in-process;
(7) with silica gel column chromatography on gained forulic acid work in-process, and with methyl alcohol and acetone, with the different volumes ratio, carry out wash-out, tlc is followed the tracks of and is detected, and collects each stepwise elution liquid of forulic acid, and the volume ratio of acetone and methyl alcohol is 1～7:1;
(8) adopt activated carbon decolorizing, recrystallization method to make with extra care to obtain forulic acid collected forulic acid elutriant.
2. the method for utilizing forulic acid in the enriching and purifying macroporous resin rattletop according to claim 1, is characterized in that: in described step (1), cross 40～80 mesh sieves after rattletop is pulverized and extract with alcohol heating reflux.
3. the method for utilizing forulic acid in the enriching and purifying macroporous resin rattletop according to claim 1 and 2, it is characterized in that: in described step (1), the concentration of ethanol is 80%, extracts each 2～4h 2～3 times.
4. the method for utilizing forulic acid in the enriching and purifying macroporous resin rattletop according to claim 3, it is characterized in that: in described step (1), the method for extraction is one or more in pickling process, reflux extraction, percolation, decocting method, continuous extraction.
5. the method for utilizing forulic acid in the enriching and purifying macroporous resin rattletop according to claim 4, is characterized in that; In described step (1), the volume that adds ethanol is 5～10 times that the rattletop powder amasss.
6. the method for utilizing forulic acid in the enriching and purifying macroporous resin rattletop according to claim 1, it is characterized in that: in described step (3), add the amount of ethyl acetate to be 5～10 times of the extract alcoholic solution by volume, regulating the acid used of pH value is hydrochloric acid.
7. the method for utilizing forulic acid in the enriching and purifying macroporous resin rattletop according to claim 1, it is characterized in that: step is adsorbed as Static Adsorption or dynamic adsorption described in (4).
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| CN103709029B (en) * | 2013-12-13 | 2016-06-29 | 大兴安岭嘉迪欧营养原料有限公司 | A kind of technique of extraction purification ferulic acid from Guyuling Capsule |
| CN107074718A (en) * | 2015-07-23 | 2017-08-18 | 实验室明卡布公司 | Purify forulic acid and/or the method for its salt |
| CN105497169A (en) * | 2016-01-06 | 2016-04-20 | 南京海源中药饮片有限公司 | Method for extracting phenolic acid effective constituents of rhizome cimicifugae |
| CN107652179A (en) * | 2017-10-31 | 2018-02-02 | 桂林纽泰生物科技有限公司 | A kind of method that forulic acid is extracted from Desmodium styracifolium |
| CN111705031A (en) * | 2020-07-08 | 2020-09-25 | 四川盈嘉合生科技有限公司 | Genetically engineered bacterium for producing ferulic acid and biosynthesis method of ferulic acid |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1730448A (en) * | 2004-08-06 | 2006-02-08 | 于水 | Cimicifuga rhizome organic acid extraction method and novel uses |
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Non-Patent Citations (6)
| Title |
|---|
| 升麻中阿魏酸和异阿魏酸的提取工艺研究;王剑光;《中国中医药科技》;20070920;第14卷(第5期);第353-354页 * |
| 大孔吸附树脂法分离纯化当归中阿魏酸的工艺研究;金汝城等;《中草药》;20080912;第39卷(第9期);第1324-1327页 * |
| 川芎中阿魏酸的提取纯化工艺;蔡翠芳等;《沈阳药科大学学报》;20080120;第25卷(第1期);第70-72、76页 * |
| 王剑光.升麻中阿魏酸和异阿魏酸的提取工艺研究.《中国中医药科技》.2007,第14卷(第5期), |
| 蔡翠芳等.川芎中阿魏酸的提取纯化工艺.《沈阳药科大学学报》.2008,第25卷(第1期), |
| 金汝城等.大孔吸附树脂法分离纯化当归中阿魏酸的工艺研究.《中草药》.2008,第39卷(第9期), |
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