CN102344471A - Extraction method for curculigoside - Google Patents
Extraction method for curculigoside Download PDFInfo
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- CN102344471A CN102344471A CN2010102470713A CN201010247071A CN102344471A CN 102344471 A CN102344471 A CN 102344471A CN 2010102470713 A CN2010102470713 A CN 2010102470713A CN 201010247071 A CN201010247071 A CN 201010247071A CN 102344471 A CN102344471 A CN 102344471A
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Abstract
The present invention relates to an extraction method for curculigoside. Process steps of the method comprise: carrying out ultrasound-assisted extraction through methanol; carrying out polyamide chromatography subsection analysis; carrying out extraction through n-butanol; carrying out recrystallization through ethanol to obtain the product. With the present invention, the solvents used in the extraction process are less; the polyamide can be used repeatedly; the extraction method has characteristics of low cost, low carbon and environment-friendly property.
Description
Technical field:
The present invention relates to a kind of process for extracting of curculigoside, particularly a kind of technology of using ultrasonic technique, chromatographic technique purification curculigoside.
Background technology:
Thizoma curculiginis is an amrallid thizoma curculiginis Curculigo orchioides Gaertn rhizome, and in traditional medicine, thizoma curculiginis is the Yang invigorating medicine of using always, and is more outstanding to the effect of sexual function.It can make gonepoiesis hyperfunction, and after seminal vesicle was full of, sensation was neural, the indirect excitation sexual desire; Also the motor capacity to sperm has promoter action, to its film function effect of being significantly improved, helps improve test-tube success ratio so be of value to the treatment male sterility and have.Show through big quantity research that in recent years higher trace element in the thizoma curculiginis like elements such as zinc, manganese, has the effect that increases the DNA synthetic ratio to " deficiency of yang " animal to mouse.The essential substance basis that some scholar proposes the traditional Chinese medical science " kidney " possibly be trace element zinc, manganese, and trace element zinc, the manganese that is rich in the thizoma curculiginis is regarded as the basic substance of " kidney return through ", is that human body is indispensable, and they play the important physical effect in body; Zinc is participated in the synthetic of nucleic acid protein, and with endocrine metabolism, tissue respiration is in close relations, and is relevant with 70 plurality of enzymes; Manganese is participated in the human body redox, and the phosphorylation process is the plurality of enzymes activator, and has the animal testis of improvement to degenerate the effect of sexual disorder.The thizoma curculiginis Crude polysaccharides has the good antitumor effect; Thizoma curculiginis has tangible high temperature resistance, adapts to the former state effect; Its propagation to the skeletonization like cell has obvious facilitation, has function of resisting osteoporosis, also has anti-ageing, anti-inflammatory action; Thizoma curculiginis has the effect of raise immunity, and curculigoside can promote the hyperplasia ability and the phagolysis of scavenger cell, improves the immune merit of body, is one of effective constituent in the thizoma curculiginis, and content is about 0.32-0.46%.
Curculigoside
Another name: thizoma curculiginis glucoside
Molecular weight: 466.44
Molecular formula: C
22H
26O
11
Physical properties: colourless acicular crystal.Boiling point 158-160 ℃.Curculigoside dissolves in warm water, methyl alcohol, ethanol, propyl carbinol, propyl alcohol, ethyl acetate etc.Be prone to be converted into other materials under the acidic conditions.
There are many problems in existing curculigoside method for making.The method of employing such as Li Ning etc. " chemical constitution study of thizoma curculiginis ", Chen Changxiang " glycoside in the thizoma curculiginis rhizome " silica gel column chromatography can only be used for the composition detection of qualitative experiment, can't enlarge to be used for producing.Zhang Mei etc. " macroporous resin enrichment, purifying thizoma curculiginis total saponins " have studied the process for extracting of total saponins, fail the curculigoside single component is further purified.Adopt soxhlet extraction to extract curculigoside in the Wang Zhiweis etc. " TLC-densitometry is measured the content of thizoma curculiginis glucoside in the thizoma curculiginis ", spended time is long, and solvent load is big, and efficient is not high.Macroporous resin and polyamide resin will be gone up among the Chinese patent CN101342274A " a kind of Rhizoma Curculiginis extract, preparation method and application thereof " behind the raw material water extract-alcohol precipitation; Use ethyl acetate extraction behind the wash-out; The dehydrated alcohol crystallization obtains curculigoside; Wherein ethyl acetate is general to the effect of extracting of curculigoside; Obtain bigger yield and need extract more number of times, increased concentrated required cost.
Summary of the invention:
The objective of the invention is in order to provide a kind of solvent few, cost is low, low carbonization, eco-friendly curculigoside process for extracting.
The objective of the invention is to realize like this:
1) supersound extraction: get exsiccant thizoma curculiginis leaf and pulverize, add 10-20 and doubly measure methyl alcohol, supersound extraction 30min filters, and extracting solution is concentrated into does not have the alcohol flavor, must extract concentrated solution;
2) polymeric amide chromatography: will extract on the concentrated solution appearance to polyamide resin column, with the water elution impurity of 3-4 times of column volume, 30% ethanol elution impurity of 1-2 times of column volume; Abandon elutriant; With 2-3 times of column volume 40-50% ethanol elution curculigoside, being concentrated into does not have the alcohol flavor, gets the chromatography concentrated solution;
3) extraction: with the chromatography concentrated solution with n-butanol extraction 2-3 time, merging butanol extraction liquid, simmer down to medicinal extract;
4) crystallization: medicinal extract is dissolved in the dehydrated alcohol, concentrates cooling, leave standstill crystallization, recrystallization promptly gets product.
The process for extracting of above-mentioned a kind of curculigoside is characterized in that methanol concentration is 80% in the step 1).
The process for extracting of above-mentioned a kind of curculigoside is characterized in that ultrasonic power is 250W in the step 1), frequency 35kHz.
The process for extracting of above-mentioned a kind of curculigoside is characterized in that step 2) eluent flow rate all is controlled at 1BV/h.
The process for extracting of above-mentioned a kind of curculigoside is characterized in that propyl carbinol is by extraction in 1: 1 of chromatography concentrated solution in the step 3).
The process for extracting of above-mentioned a kind of curculigoside is characterized in that solvent temperature is 50-60 ℃ in the step 4), and the recrystallization number of times is 2-3 time.
In sum, there is following advantage in the present invention:
1, methyl alcohol is good to thizoma curculiginis glycoside material extraction effect, by pulverizing and ultransonic supplementary means, has guaranteed that extraction cost is cheap higher with production efficiency, comparatively low-carbon (LC).
2, it is many that curculigoside can form the position of hydrogen bond, better with the polymeric amide separating effect, adopts stepwise elution, plays good impurity-eliminating effect.
3, the effect of extracting of propyl carbinol is good, more economizes with amount ratio ethyl acetate under the condition, though concentrate temperature required rising, the overall energy consumption cost does not increase, but has reduced Operating Complexity.
4, solvent in the technology and polymeric amide can use repeatedly, meet the characteristics of recycling economy, have practiced thrift cost.
To combine embodiment to further specify the present invention below, but the scope that the present invention requires to protect is not limited to following embodiment.
Embodiment:
Embodiment 1:
Exsiccant thizoma curculiginis leaf is pulverized, got 1kg and add in 10L 80% methyl alcohol with power 250W, the supersound extraction 30min of frequency 35kHz, the filtering dregs of a decoction, extracting solution are concentrated on Rotary Evaporators does not have the alcohol flavor, reclaims methyl alcohol, must extract concentrated solution.With on the concentrated solution appearance to the 5L polyamide resin column; With the flow velocity wash-out impurity of 15L deionized water with 5L/h; Use the flow velocity wash-out impurity of 5L30% ethanol again with 5L/h; Use the flow velocity wash-out curculigoside of 15LA0% ethanol at last with 5L/h; The curculigoside elutriant reclaims ethanol in Rotary Evaporators, get chromatography concentrated solution 4.6L.Add the 4.6L n-butanol extraction in the chromatography concentrated solution, take out upper strata alcohol phase after the layering, lower floor's aqueous phase adds the 4.6L n-butanol extraction again, takes out the upper strata after the layering again, merges pure phase twice, simmer down to medicinal extract 5g.Medicinal extract is dissolved in saturated dissolving in 50 ℃ of dehydrated alcohols, leaves standstill cooling, leach crystal, recrystallization 2 times promptly gets curculigoside finished product 2.6g (content 98%).
Embodiment 2:
Exsiccant thizoma curculiginis leaf is pulverized, got 1kg and add in 15L 80% methyl alcohol with power 250W, the supersound extraction 30min of frequency 35kHz, the filtering dregs of a decoction, extracting solution are concentrated on Rotary Evaporators does not have the alcohol flavor, reclaims methyl alcohol, must extract concentrated solution.With on the concentrated solution appearance to the 5L polyamide resin column; With the flow velocity wash-out impurity of 20L deionized water with 5L/h; Use the flow velocity wash-out impurity of 5L30% ethanol again with 5L/h; Use the flow velocity wash-out curculigoside of 10L50% ethanol at last with 5L/h; The curculigoside elutriant reclaims ethanol in Rotary Evaporators, get chromatography concentrated solution 4.5L.Add the 4.5L n-butanol extraction in the chromatography concentrated solution, take out upper strata alcohol phase after the layering, lower floor's aqueous phase adds the 4.5L n-butanol extraction again, takes out the upper strata after the layering again, merges pure phase twice, simmer down to medicinal extract 5g.Medicinal extract is dissolved in saturated dissolving in 55 ℃ of dehydrated alcohols, leaves standstill cooling, leach crystal, recrystallization 2 times promptly gets curculigoside finished product 2.9g (content 97%).
Embodiment 3:
Exsiccant thizoma curculiginis leaf is pulverized, got 1kg and add in 20L 80% methyl alcohol with power 250W, the supersound extraction 30min of frequency 35kHz, the filtering dregs of a decoction, extracting solution are concentrated on Rotary Evaporators does not have the alcohol flavor, reclaims methyl alcohol, must extract concentrated solution.With on the concentrated solution appearance to the 5L polyamide resin column; With the flow velocity wash-out impurity of 15L deionized water with 5L/h; Use the flow velocity wash-out impurity of 10L30% ethanol again with 5L/h; Use the flow velocity wash-out curculigoside of 15L40% ethanol at last with 5L/h; The curculigoside elutriant reclaims ethanol in Rotary Evaporators, get chromatography concentrated solution 4.6L.Add the 4.6L n-butanol extraction in the chromatography concentrated solution, take out upper strata alcohol phase after the layering, lower floor's aqueous phase adds the 4.6L n-butanol extraction again, takes out the upper strata after the layering again, merges pure phase twice, simmer down to medicinal extract 5g.Medicinal extract is dissolved in saturated dissolving in 50 ℃ of dehydrated alcohols, leaves standstill cooling, leach crystal, recrystallization 3 times promptly gets curculigoside finished product 2.8g (content 99%).
Embodiment 4:
Exsiccant thizoma curculiginis leaf is pulverized, got 1kg and add in 15L 80% methyl alcohol with power 250W, the supersound extraction 30min of frequency 35kHz, the filtering dregs of a decoction, extracting solution are concentrated on Rotary Evaporators does not have the alcohol flavor, reclaims methyl alcohol, must extract concentrated solution.With on the concentrated solution appearance to the 5L polyamide resin column; With the flow velocity wash-out impurity of 20L deionized water with 5L/h; Use the flow velocity wash-out impurity of 10L30% ethanol again with 5L/h; Use the flow velocity wash-out curculigoside of 10L50% ethanol at last with 5L/h; The curculigoside elutriant reclaims ethanol in Rotary Evaporators, get chromatography concentrated solution 4.7L.Add the 4.7L n-butanol extraction in the chromatography concentrated solution, take out upper strata alcohol phase after the layering, lower floor's aqueous phase adds the 4.7L n-butanol extraction again, takes out the upper strata after the layering again, merges pure phase twice, simmer down to medicinal extract 5g.Medicinal extract is dissolved in saturated dissolving in 60 ℃ of dehydrated alcohols, leaves standstill cooling, leach crystal, recrystallization 3 times promptly gets curculigoside finished product 2.7g (content 98%).
Claims (6)
1. the process for extracting of a curculigoside is characterized in that comprising following step:
1) supersound extraction: get exsiccant thizoma curculiginis leaf and pulverize, add 10-20 and doubly measure methyl alcohol, supersound extraction 30min filters, and extracting solution is concentrated into does not have the alcohol flavor, must extract concentrated solution;
2) polymeric amide chromatography: will extract on the concentrated solution appearance to polyamide resin column, with the water elution impurity of 3-4 times of column volume, 30% ethanol elution impurity of 1-2 times of column volume; Abandon elutriant; With 2-3 times of column volume 40-50% ethanol elution curculigoside, being concentrated into does not have the alcohol flavor, gets the chromatography concentrated solution;
3) extraction: with the chromatography concentrated solution with n-butanol extraction 2-3 time, merging butanol extraction liquid, simmer down to medicinal extract;
4) crystallization: medicinal extract is dissolved in the dehydrated alcohol, concentrates cooling, leave standstill crystallization, recrystallization promptly gets product.
2. according to the process for extracting of the said a kind of curculigoside of claim 1, it is characterized in that methanol concentration is 80% in the step 1).
3. according to the process for extracting of the said a kind of curculigoside of claim 1, it is characterized in that ultrasonic power is 250W in the step 1), frequency 35kHz.
4. according to the process for extracting of the said a kind of curculigoside of claim 1, it is characterized in that step 2) eluent flow rate all is controlled at 1BV/h.
5. according to the process for extracting of the said a kind of curculigoside of claim 1, it is characterized in that propyl carbinol is by extraction in 1: 1 of chromatography concentrated solution in the step 3).
6. according to the process for extracting of the said a kind of curculigoside of claim 1, it is characterized in that solvent temperature is 50-60 ℃ in the step 4), the recrystallization number of times is 2-3 time.
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| CN2010102470713A CN102344471A (en) | 2010-08-06 | 2010-08-06 | Extraction method for curculigoside |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105638662A (en) * | 2016-01-21 | 2016-06-08 | 苏州派腾生物医药科技有限公司 | Application of curculigoside in preparing insecticide |
| CN105929090A (en) * | 2016-04-22 | 2016-09-07 | 广西壮族自治区梧州食品药品检验所 | Method for extracting curculigoside in Curculigo orchioides |
| CN105954440A (en) * | 2016-04-27 | 2016-09-21 | 广西壮族自治区梧州食品药品检验所 | Method for extracting curculigine in curculigo orchioides |
| CN105954387A (en) * | 2016-04-22 | 2016-09-21 | 广西壮族自治区梧州食品药品检验所 | Determination method for curculigoside in Curculigo orchioides |
| CN107892725A (en) * | 2017-12-27 | 2018-04-10 | 广东药科大学 | A kind of thizoma curculiginis polysaccharide and its preparation method and application |
| CN113201037A (en) * | 2021-04-28 | 2021-08-03 | 国药集团同济堂（贵州）制药有限公司 | Compound and standard decoction of rhizoma curculiginis containing compound |
| CN115957282A (en) * | 2022-12-29 | 2023-04-14 | 河北君临药业有限公司 | Donkey-hide gelatin and astragalus oral liquid and preparation method thereof |
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| CN101342274A (en) * | 2007-07-13 | 2009-01-14 | 山东绿叶天然药物研究开发有限公司 | Curculigo orchioides extract, preparation method and uses thereof |
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Patent Citations (1)
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| CN101342274A (en) * | 2007-07-13 | 2009-01-14 | 山东绿叶天然药物研究开发有限公司 | Curculigo orchioides extract, preparation method and uses thereof |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105638662A (en) * | 2016-01-21 | 2016-06-08 | 苏州派腾生物医药科技有限公司 | Application of curculigoside in preparing insecticide |
| CN105929090A (en) * | 2016-04-22 | 2016-09-07 | 广西壮族自治区梧州食品药品检验所 | Method for extracting curculigoside in Curculigo orchioides |
| CN105954387A (en) * | 2016-04-22 | 2016-09-21 | 广西壮族自治区梧州食品药品检验所 | Determination method for curculigoside in Curculigo orchioides |
| CN105954440A (en) * | 2016-04-27 | 2016-09-21 | 广西壮族自治区梧州食品药品检验所 | Method for extracting curculigine in curculigo orchioides |
| CN107892725A (en) * | 2017-12-27 | 2018-04-10 | 广东药科大学 | A kind of thizoma curculiginis polysaccharide and its preparation method and application |
| CN107892725B (en) * | 2017-12-27 | 2020-02-21 | 广东药科大学 | Rhizoma curculiginis polysaccharide and preparation method and application thereof |
| CN113201037A (en) * | 2021-04-28 | 2021-08-03 | 国药集团同济堂（贵州）制药有限公司 | Compound and standard decoction of rhizoma curculiginis containing compound |
| CN113201037B (en) * | 2021-04-28 | 2024-05-10 | 国药集团同济堂（贵州）制药有限公司 | Compound and Xian Mao Biaozhun decoction containing same |
| CN115957282A (en) * | 2022-12-29 | 2023-04-14 | 河北君临药业有限公司 | Donkey-hide gelatin and astragalus oral liquid and preparation method thereof |
| CN115957282B (en) * | 2022-12-29 | 2024-03-26 | 河北君临药业有限公司 | Donkey-hide gelatin astragalus oral liquid and preparation method thereof |
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Application publication date: 20120208 |