CN101492350B - Method for producing D-pinit from plant locust - Google Patents
Method for producing D-pinit from plant locust Download PDFInfo
- Publication number
- CN101492350B CN101492350B CN2009100470487A CN200910047048A CN101492350B CN 101492350 B CN101492350 B CN 101492350B CN 2009100470487 A CN2009100470487 A CN 2009100470487A CN 200910047048 A CN200910047048 A CN 200910047048A CN 101492350 B CN101492350 B CN 101492350B
- Authority
- CN
- China
- Prior art keywords
- locust
- water
- ethanol
- concentrated
- plant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Abstract
The invention relates to a method for preparing D-pinitol from the plant of silver chain in the technical field of agriculture. The method comprises the steps as follows: the silver chain is aired, dried and crushed into powder; mixed ethanol and deionized water solvent is used for stirring and extracting at normal temperature; filtrate is decompressed for vacuum concentration; mixed solvent extract is concentrated into extractum; after the extractum is dissolved by deionized water, sherwood oil is used for extracting; a water phase after extraction is concentrated; macroporous resin is a solid phase to be eluted by distilled water; a product is collected; a Sevag method is used for removing protein and reserving supernatant to be concentrated into paste; the paste is dissolved in the deionized water; the ethanol is added for standing and centrifugating; the supernatant is reserved to be concentrated into the paste which is eluted by a silica gel column; and a target product is collected, evaporated to dryness and recrystallized repeatedly to obtain white acicular crystal. In the method, the D-pinitol is prepared by the silver chain as a raw material by the technical methods of solvent extraction, concentration, solvent exhaustion and column chromatography, so that the invention has simple operation and low cost, and the purity of the obtained product is high.
Description
Technical field
That the present invention relates to is a kind of preparation method of agricultural technology field, and specifically, what relate to is a kind of method that from plant locust, prepares the D-pine camphor.
Background technology
Locust tree (Robinia pseudoacacia Linnl) originates in the North America; Be introduced into Europe at the beginning of the 17th century, early in the twentieth century introduce China, after locust tree is introduced China; Because its suit property and versatility are by extensively plantation; According to investigations, China mainland is except that Heilungkiang and Hainan Province, and all there is cultivation in other provinces, cities and autonomous regions.Locust tree is to study a more kind of plant at present, but most research lays particular emphasis on the nutritive value and afforestation value of locust tree.More to the The Chemical Constituents of locust tree both at home and abroad, once be reported in compositions such as finding the real glucoside of lectin, rutin and Chinese scholartree in the locust tree fruit; And staple is the Flower of Black Locust essential oil of monoterpenes and sesquiterpenoid and there is inhibiting flavone component in six 4+ oncocytes systems.
The D-pine camphor is a kind of active monose of important physiological that has, and report treatment metabolism disorder is arranged, cough, and mellitus are strengthened the confining force of sarkosine, and to the provide protection of liver.
The structural formula of Compound D-Song inositol is:
The D-pine camphor can be through chemosynthesis system, but price is very expensive, mainly comes through the natural preparation of separation and purification from plant at present.
Through existing TP retrieval is found that patent WO/2002/077251 prepares the method for D-pine camphor through microbial fermentation with the fragment of soybean.Patent US 6699511 utilizes anion-exchange column from carob, to extract preparation, but agriculture waste resource leaf of locust also of no use at present prepares the report of D-pine camphor.
Summary of the invention
The objective of the invention is to overcome the deficiency that exists in the prior art; A kind of method that from plant locust, prepares the D-pine camphor is provided; This method is raw material with the leaf of locust; Adopt solvent extraction, concentrate, SX and column chromatography process method prepare the D-pine camphor, and be simple to operate, with low cost and material purity that obtain is higher.
The present invention realizes through following technical scheme, comprises the steps:
The first step, after locust tree dried, drying was ground into powder again.
In second step, doubly to the ethanol and the deionized water mixed solvent of locust tree powder quality, normal temperature stirs down and extracts with 20-40, and the filtrate decompression vacuum concentration is condensed into medicinal extract with the mixed solvent extract;
The 3rd step, with 3～5 times behind the deionized water dissolving paste of leaf of locust powder quality, equal-volume～1/2 volume petroleum ether extraction 3 times.
The 4th step was concentrated into 200ml with the water after the extraction, and macroporous resin is a stationary phase, with 3L-5L zero(ppm) water wash-out, collected the water elution product.
The 5th step, after the water elution product concentrates, adopt the long-pending method (Sevag method) of husky dimension, remove albumen, 3 times repeatedly.Keep supernatant concentration and become cream.
The 6th step, alcohol precipitation: the 5th paste that obtain of step is dissolved in the deionized water of 10 times of quality, adds the ethanol of 50 times of quality again, leave standstill, centrifugal, keep supernatant, be condensed into cream.
The 7th step, adopt 300-400 order silicagel column, ETHYLE ACETATE-methanol-water is that moving phase increases methyl alcohol ratio gradient elution.
The 8th step, title product collect the back evaporate to dryness with ethanol repeatedly recrystallization get white needle-like crystals.
In the said the first step, described drying, its temperature are 40 ℃.
In the said the first step, pulverizing is meant with medicinal herb grinder and is ground into 10 orders-50 purpose plant powder.
In said second step, said ethanol and deionized water mixed solvent, wherein the ethanol volumetric concentration is 10%-50%.
In said second step, said normal temperature stirs down and extracts, and its time is 30min～2h.
In said second step, concentrating under reduced pressure is meant solution is vacuumized-0.1 normal atmosphere that reduces pressure, and places the rotary water bath below 50 ℃, and solution is concentrated.
In said the 4th step, macroporous resin is a polymeric adsorbent, and consumption is more than 150 times of quality of liquid concentrator dry-matter.Adsorption time is more than 24 hours.
In described the 6th step, leave standstill and be meant under 4 ℃ and leave standstill 2h.
The present invention compared with prior art has following advantage:
1. starting material: adopting agriculture waste resource leaf of locust is starting material, utilization of waste material, and wide material sources obtain simply, relatively cheap, have the meaning of Sustainable development
2. production technique: tradition is extracted with straight alcohol, can cause a large amount of pigment impurities, and the number of times that in the sepn process of back, needs to increase extraction has improved cost, and low with extraction using alcohol D-pine camphor productive rate.Tradition is used water boiling and extraction, and the solution thickness that obtains should not filter, and the heat-processed energy loss.The present invention adopts gradient extraction under the ethanolic soln normal temperature, can take into account the extraction yield, reduces the filtrating viscosity, shortens disengaging time, raise the efficiency, and simple to operate, practiced thrift the energy.The ethanol that the evaporate to dryness concentration process reclaims can extract in the recirculation utilization, has practiced thrift material, reduces cost.The zymotechnique of comparing has operation and processing condition characteristic of simple.
3. utilize silicagel column to separate and to obtain highly purified D-pine camphor.Through the detection by quantitative of gc, purity can reach 98%.
Embodiment
Elaborate in the face of embodiments of the invention down: present embodiment provided detailed embodiment and concrete operating process, but protection scope of the present invention is not limited to following embodiment being to implement under the prerequisite with technical scheme of the present invention.
Embodiment 1
1, locust tree is dried after, 40 ℃ of dryings are ground into 10 orders-50 purpose plant powder with medicinal herb grinder again.
2, take by weighing 40 ℃ of dried powder 100g, with 20 times 10% ethanolic soln, stirring at normal temperature is extracted 0.5h, filters, and solution is vacuumized-0.1 normal atmosphere that reduces pressure, and places the rotary water bath below 50 ℃, and solution is concentrated, medicinal extract 23.5g.
3, behind the deionized water dissolving paste with 300ml, 1/2 volume petroleum ether extraction 3 times.
4, the water after will extracting is concentrated into 200ml, and HZ841 type low-pole macroporous resin is a stationary phase, with 3L zero(ppm) water wash-out, collects the water elution product.
HZ841 is the HZ841 type polymeric adsorbent that Shanghai Huazhen Science and Technology Co., Ltd. of East China University of Science produces according to company standard.
5, after the water elution product concentrates, adopt the long-pending method (Sevag method) of husky dimension, sample: chloroform: propyl carbinol=25: 5: 1, mix concussion, remove albumen, 3 times repeatedly.Keep supernatant concentration and become cream.
6, paste is dissolved in the deionized water of 10 times of quality, adds the ethanol of 50 times of quality again, leaves standstill 2h under 4 ℃, and is centrifugal, keeps supernatant, is condensed into cream.
7, adopt 300-400 order silicagel column, ETHYLE ACETATE-methanol-water is that moving phase increases methyl alcohol ratio gradient elution.
8, cross silicagel column after, be developer with the phospho-molybdic acid, after the spraying colour developing, the heat gun heating, TLC detects and collects title product D-pine camphor, title product collect the back evaporate to dryness with ethanol repeatedly recrystallization get white needle-like crystals and get the 2.73gD-pine camphor.Purity is 98.1%.
Embodiment 2
1, locust tree is dried after, 40 ℃ of dryings are ground into 10 orders-50 purpose plant powder with medicinal herb grinder again.
2, take by weighing 40 ℃ of dried powder 100g, with 30 times 30% ethanolic soln, stirring at normal temperature is extracted 1h, filters, and solution is vacuumized-0.1 normal atmosphere that reduces pressure, and places the rotary water bath below 50 ℃, and solution is concentrated, medicinal extract 25.3g.
3, behind the deionized water dissolving paste with 400ml, equal-volume petroleum ether extraction 3 times.
4, the water after will extracting is concentrated into 200ml, and HZ841 type low-pole macroporous resin is a stationary phase, with 4L zero(ppm) water wash-out, collects the water elution product.
5, after the water elution product concentrates, adopt the long-pending method (Sevag method) of husky dimension, sample: chloroform: propyl carbinol=25: 5: 1, mix concussion, remove albumen, 3 times repeatedly.Supernatant concentration becomes cream.
6, paste is dissolved in the deionized water of 10 times of quality, adds the ethanol of 50 times of quality again, leaves standstill, and is centrifugal, keeps supernatant, is condensed into cream.
7, adopt 300-400 order silicagel column, ETHYLE ACETATE-methanol-water is that moving phase increases methyl alcohol ratio gradient elution.
8, cross silicagel column after, title product collect the back evaporate to dryness with ethanol repeatedly recrystallization get white needle-like crystals and get the 2.75gD-pine camphor.Purity is 97.8%.
Embodiment 3
1, locust tree is dried after, 40 ℃ of dryings are ground into 10 orders-50 purpose plant powder with medicinal herb grinder again.
2, take by weighing 40 ℃ of dried powder 100g, with 40 times 50% ethanolic soln, stirring at normal temperature is extracted 2h, filters, and solution is vacuumized-0.1 normal atmosphere that reduces pressure, and places the rotary water bath below 50 ℃, and solution is concentrated, medicinal extract 29.1g.
3, behind the deionized water dissolving paste with 500ml, equal-volume petroleum ether extraction 3 times.
4, the water after will extracting is concentrated into 200ml, and HZ841 type low-pole macroporous resin is a stationary phase, with 5L zero(ppm) water wash-out, collects the water elution product.
5, after the water elution product concentrates, adopt the long-pending method (Sevag method) of husky dimension, sample: chloroform: propyl carbinol=25: 5: 1, mix concussion, remove albumen, 3 times repeatedly.Supernatant concentration becomes cream.
6, paste is dissolved in the deionized water of 10 times of quality, adds the ethanol of 50 times of quality again, leaves standstill, and is centrifugal, keeps supernatant, is condensed into cream.
7, adopt 300-400 order silicagel column, ETHYLE ACETATE-methanol-water is that moving phase increases methyl alcohol ratio gradient elution.
8, cross silicagel column after, title product collect the back evaporate to dryness with ethanol repeatedly recrystallization get white needle-like crystals and get the 2.72gD-pine camphor.Purity is 98.0%.
Embodiment 4
1, locust tree is dried after, 40 ℃ of dryings are ground into 10 orders-50 purpose plant powder with medicinal herb grinder again.
2, take by weighing 40 ℃ of dried powder 100g, with 30 times 20% ethanolic soln, stirring at normal temperature is extracted 2h, filters, and solution is vacuumized-0.1 normal atmosphere that reduces pressure, and places the rotary water bath below 50 ℃, and solution is concentrated, medicinal extract 28.3g.
3, behind the deionized water dissolving paste with 300ml, equal-volume petroleum ether extraction 3 times.
4, the water after will extracting is concentrated into 200ml, and HZ841 type low-pole macroporous resin is a stationary phase, with 5L zero(ppm) water wash-out, collects the water elution product.
5, after the water elution product concentrates, adopt the long-pending method (Sevag method) of husky dimension, sample: chloroform: propyl carbinol=25: 5: 1, mix concussion, remove albumen, 3 times repeatedly.Keep supernatant concentration and become cream.
6, paste is dissolved in the deionized water of 10 times of quality, adds the ethanol of 50 times of quality again, leaves standstill, and is centrifugal, keeps supernatant, is condensed into cream.
7, adopt 300-400 order silicagel column, ETHYLE ACETATE-methanol-water is that moving phase increases methyl alcohol ratio gradient elution.
8, cross silicagel column after, title product collect the back evaporate to dryness with ethanol repeatedly recrystallization get white needle-like crystals and get the 2.77gD-pine camphor.Purity is 98.2%.
Embodiment 5
1, locust tree is dried after, 40 ℃ of dryings are ground into 10 orders-50 purpose plant powder with medicinal herb grinder again.
2, take by weighing 40 ℃ of dried powder 100g, with 20 times 50% ethanolic soln, stirring at normal temperature is extracted 1h, filters, and solution is vacuumized-0.1 normal atmosphere that reduces pressure, and places the rotary water bath below 50 ℃, and solution is concentrated, medicinal extract 24.7g.
3, behind the deionized water dissolving paste with 500ml, equal-volume petroleum ether extraction 3 times.
4, the water after will extracting is concentrated into 200ml, and HZ841 type low-pole macroporous resin is a stationary phase, with 3L zero(ppm) water wash-out, collects the water elution product.
5, after the water elution product concentrates, adopt the long-pending method (Sevag method) of husky dimension, sample: chloroform: propyl carbinol=25: 5: 1, mix concussion, remove albumen, 3 times repeatedly.Supernatant concentration becomes cream.
6, paste is dissolved in the deionized water of 10 times of quality, adds the ethanol of 50 times of quality again, leaves standstill, and is centrifugal, keeps supernatant, is condensed into cream.
7, adopt 300-400 order silicagel column, ETHYLE ACETATE-methanol-water is that moving phase increases methyl alcohol ratio gradient elution.
8, cross silicagel column after, title product collect the back evaporate to dryness with ethanol repeatedly recrystallization get white needle-like crystals and get the 2.64gD-pine camphor.Purity is 97.7%.
Claims (7)
1. a method that from plant locust, prepares the D-pine camphor is characterized in that comprising the steps:
The first step, after locust tree dried, drying was ground into powder again;
Second step; Doubly to the ethanol and the deionized water mixed solvent of locust tree powder quality, the ethanol volumetric concentration is 10%～50% in ethanol and the deionized water mixed solvent with 20-40, and normal temperature stirs down and extracts; The filtrate decompression vacuum concentration is condensed into medicinal extract with the mixed solvent extract;
The 3rd step, with 3～5 times behind the deionized water dissolving paste of leaf of locust powder quality, equal-volume～1/2 volume petroleum ether extraction 3 times;
The 4th step was concentrated into 200ml with the water after the extraction, and HZ841 type low-pole macroporous resin is a stationary phase, with 3L-5L zero(ppm) water wash-out, collected the water elution product;
The 5th step, after the water elution product concentrates, adopt the long-pending method of husky dimension, remove albumen, 3 times repeatedly, keep supernatant concentration and become cream;
The 6th step, alcohol precipitation: the 5th paste that obtain of step is dissolved in the deionized water of 10 times of quality, adds the ethanol of 50 times of quality again, leave standstill, centrifugal, keep supernatant, be condensed into cream;
The 7th step, adopt 300-400 order silicagel column, ETHYLE ACETATE-methanol-water is that moving phase increases methyl alcohol ratio gradient elution;
The 8th step, title product collect the back evaporate to dryness with ethanol repeatedly recrystallization get white needle-like crystals.
2. the method that from plant locust, prepares the D-pine camphor according to claim 1 is characterized in that, the drying described in the first step, its temperature are 40 ℃.
3. the method that from plant locust, prepares the D-pine camphor according to claim 1 is characterized in that, the pulverizing in the first step is meant with medicinal herb grinder and is ground into 10 orders-50 purpose plant powder.
4. the method that from plant locust, prepares the D-pine camphor according to claim 1 is characterized in that, the normal temperature described in second step stirs down and extracts, and its time is 30min～2h.
5. the method that from plant locust, prepares the D-pine camphor according to claim 1 is characterized in that, the concentrating under reduced pressure described in second step is meant solution is vacuumized-0.1 normal atmosphere that reduces pressure, and places the rotary water bath below 50 ℃, and solution is concentrated.
6. the method that from plant locust, prepares the D-pine camphor according to claim 1 is characterized in that, the macroporous resin described in the 4th step is a polymeric adsorbent, and consumption is more than 150 times of quality of liquid concentrator dry-matter, and adsorption time is more than 24 hours.
7. the method that from plant locust, prepares the D-pine camphor according to claim 1 is characterized in that, leaving standstill described in the 6th step is meant under 4 ℃ leaves standstill 2h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009100470487A CN101492350B (en) | 2009-03-05 | 2009-03-05 | Method for producing D-pinit from plant locust |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009100470487A CN101492350B (en) | 2009-03-05 | 2009-03-05 | Method for producing D-pinit from plant locust |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101492350A CN101492350A (en) | 2009-07-29 |
| CN101492350B true CN101492350B (en) | 2012-07-04 |
Family
ID=40923164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009100470487A Expired - Fee Related CN101492350B (en) | 2009-03-05 | 2009-03-05 | Method for producing D-pinit from plant locust |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101492350B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE1020835A5 (en) * | 2012-03-20 | 2014-06-03 | Maes Francis N V | METHOD FOR MANUFACTURING A PLANT EXTRACT, I.H.B. FROM DESMODIUM. |
| CN103202824B (en) * | 2013-02-21 | 2015-05-20 | 陕西华昕经贸有限公司 | Application of pinitol to pharmacy and health care product |
| CN107281255B (en) * | 2017-05-23 | 2020-10-09 | 新乡医学院 | Robinia pseudoacacia leaf active part and preparation method and application thereof |
| CN110862305B (en) * | 2019-12-07 | 2022-09-30 | 浙江尖峰健康科技有限公司 | Method for purifying D-pinitol from water extract of carob |
| CN114392222A (en) * | 2021-12-21 | 2022-04-26 | 上海瑞帝安生物科技有限公司 | Gradient extraction process of plants and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030040609A1 (en) * | 2001-03-16 | 2003-02-27 | Compania General Del Algarrobo De Espana S.A. | Method of obtaining pinitol from carob extracts |
| WO2005077872A1 (en) * | 2004-02-09 | 2005-08-25 | Cargill, Incorporated | Cyclitol separation method |
-
2009
- 2009-03-05 CN CN2009100470487A patent/CN101492350B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030040609A1 (en) * | 2001-03-16 | 2003-02-27 | Compania General Del Algarrobo De Espana S.A. | Method of obtaining pinitol from carob extracts |
| WO2005077872A1 (en) * | 2004-02-09 | 2005-08-25 | Cargill, Incorporated | Cyclitol separation method |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101492350A (en) | 2009-07-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101260131A (en) | Method for extracting iridoid active site and monomer from eucommia bark | |
| CN102093456B (en) | Method for extracting astragaloside IV from astragalus | |
| CN103694364A (en) | Method for synchronously extracting, separating and purifying polysaccharides and flavones of cyclocarya paliurus | |
| CN101492350B (en) | Method for producing D-pinit from plant locust | |
| CN103980121A (en) | Method for producing chlorogenic acids from fresh eucommia leaves | |
| CN101168537A (en) | Method for simultaneously preparing andrographolide and dehydrated andrographolide | |
| CN102040579A (en) | Method for extracting luteolin from peanut roots, stems, leaves and shells | |
| CN103445173A (en) | Method for preparing water-soluble active extract of dandelion leaves | |
| CN101591680B (en) | Method for extracting oxidized resveratrol | |
| CN107098942A (en) | A kind of method of kaempferia galamga glycosides in Subcritical Water Extraction radish leaves | |
| CN103356740B (en) | Preparation method of baicalein and scutellaria baicalensis flavone total-aglycone extractives | |
| CN102219652B (en) | Method for preparing water-soluble resveratrol from giant knotweed rhizome | |
| CN102942637A (en) | Method for increasing extraction rate of wide cactus polysaccharide | |
| CN101747195A (en) | Separation purifying method for DCQA (dicaffeoylquinic acid) component in jerusalem artichoke | |
| CN113350818B (en) | Foam separation method for concentrating and separating rosmarinic acid in perilla leaves | |
| CN102432419B (en) | Method for extracting and separating beta-elemene from Eupatorium adenophorum | |
| CN111808060B (en) | Method for extracting total coumarin from rhodiola rosea | |
| CN1281600C (en) | Method for extracting high purity seabuckthorn flavone aglycone | |
| CN110123862B (en) | Preparation method of honeysuckle extract | |
| CN105420293A (en) | Method for separating and purifying resveratrol from traditional Chinese medicine polygonum cuspidatum extraction solution | |
| CN102911146A (en) | Method for extracting tricin from alfalfa | |
| CN104311615A (en) | Method for extracting and separating hyperoside and gossypetin-3-O-beta-D-galactoside from rhododendron przewalskii maxim. leaves | |
| CN104711312B (en) | The method that Astragaloside IV is prepared using Trichoderma viride | |
| CN101781211A (en) | Method for extracting chlorogenic acid from sunflower meal | |
| CN103193750B (en) | Method for preparing shikimic acid and anise flavonoid by joint separation of macroporous resin XAD7HP |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120704 Termination date: 20180305 |