CN1156465C - Extraction technology of new stellerin A - Google Patents
Extraction technology of new stellerin A Download PDFInfo
- Publication number
- CN1156465C CN1156465C CNB021337683A CN02133768A CN1156465C CN 1156465 C CN1156465 C CN 1156465C CN B021337683 A CNB021337683 A CN B021337683A CN 02133768 A CN02133768 A CN 02133768A CN 1156465 C CN1156465 C CN 1156465C
- Authority
- CN
- China
- Prior art keywords
- stellera chamaejasme
- ether
- new stellerin
- stellerin
- chamaejasme
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Abstract
The present invention relates to an extraction technology of new stellerin A. After vegetative roots and stems of Sellera Chamaejasme L. are dried to have water content of 6 to 13% and are pulverized into powder of 30 to 60 meshes to obtain Stellera Chamaejasme L. powder; after the Stellera Chamaejasme L. powder is leached with 5% sodium hydroxide alkaline liquid, and the leaching liquid is acidified until the pH value is 1 to obtain precipitate; then, the precipitate is collected; methanol, ether, alcohol, ethyl acetate and acetone are used as extraction agents to extract the precipitate one to two times; the extraction liquid is condensed to obtain concentrate; the concentrate and acetic anhydride carry out an acetylation reaction under the catalysis of pyridinium; then, acetylation products are hydrolyzed by 5% sodium hydroxide alkaline liquid, and after hydrolysate is acidified until the pH value is 1, the new stellerin A is obtained. The new stellerin A obtained by the present invention has high purity, and the content of the new stellerin A is more than 98%.
Description
Affiliated technical field: invention belongs to organic compound and extracts the field, especially relates to a kind of extraction process of new stellerin A.
Background technology: the chemistry of new stellerin A (NeochamaejovsminA) by name [3,3-is two-4H-1-chromene-4,4-diketone-2,23,3-tetrahydrochysene-5,57,7-tetrahydroxy-2,2-two (4-hydroxy phenyl)], its structural formula is as follows:
【CAS】90411-13-5
[molecular formula and molecular weight] C
30H
22O
10542.50
[chemical classification] flavane flavane
[physical behavior] mp278 ℃ (decomposition), [α]
D+ 129 ° (c=1.0, ethanol).UVλ
max(MeOH)nm(ε)：297(30000)。1Rν
max(KBr)cm
-1：3350，1630。MS?m/z：271(1/2M
+)。
1HNMR。
13CNMR
[1]。
New stellerin A has been widely used at medicine, pesticide field.Existing extracting method be will contain new stellerin A plant through organic solvent soaking extraction, concentrated leaching liquid obtains new stellerin A.The new stellerin A purity that this method obtains is lower.
The object of the present invention is to provide a kind of extraction process of new stellerin A, obtain the high new stellerin A of purity.
The objective of the invention is to realize by following technical proposals:
Summary of the invention: the extraction process of new stellerin A is that Stellera chamaejasme L. (StelleraChamajasme L.) roots of plants, stem are dried to water content 6～13%, is crushed to 30～60 orders, gets Stellera chamaejasme L. dry powder; Stellera chamaejasme L. dry powder is through 5% sodium hydroxide alkali liquid leaching, and it is 1 that leaching liquid is acidified to pH, gets throw out; The collecting precipitation thing is an extraction agent with methyl alcohol, ether, ethanol, vinyl acetic monomer, acetone, and throw out is carried out 1～2 extraction, and concentrated extract gets enriched material; Enriched material adds diacetyl oxide and carry out acetylization reaction under pyridine catalysis; Acetylate is again with 5% sodium hydroxide lye hydrolysis, and it is 1 that hydrolyzed solution is acidified to pH, gets solids, and solids is that content is at the new stellerin A more than 98%.
In the such scheme, Stellera chamaejasme L. also can leach without alkali lye, acidizing process, be extraction agent directly with methyl alcohol, ether, ethanol, vinyl acetic monomer, acetone, Stellera chamaejasme L. is carried out 2 extractions, extraction liquid is through the silicagel column purifying, elutriant is concentrated, dry, gets solids, and solids is that content is at the new stellerin A more than 98%.
In the such scheme, northwest, river Stellera chamaejasme L. roots of plants, stem are dried to moisture content 6～13%, be crushed to 30～60 orders, get Stellera chamaejasme L. dry powder; Stellera chamaejasme L. dry powder leaches with 5% aqueous sodium hydroxide solution, and the leaching liquid consumption is Stellera chamaejasme L. dry powder (g): leaching liquid (g)=1: 5～10, leached under the room temperature 10～24 hours; Filter leaching liquid, acidifying filtrate to pH be 1, throw out; The collecting precipitation thing is clayed into power throw out, is that extraction agent thoroughly extracts with methyl alcohol, ether, ethanol, vinyl acetic monomer, acetone, and Stellera chamaejasme L. dry powder (g): extraction agent (g)=1: 0.1～0.4 extracted under the room temperature 10～24 hours; Concentrated extract, get the Vandyke brown paste, in Stellera chamaejasme L. dry powder (g): diacetyl oxide (g): the ratio of pyridine (g)=1: 0.04～0.2: 0.04～0.02 adds diacetyl oxide and pyridine, carried out the acetyl glycosylation reaction under 100 ℃ 8～12 hours, reaction finishes, the reaction solution placement is spent the night, leach white depositions, get acetylate; Acetylate with 5% aqueous sodium hydroxide solution in room temperature hydrolysis 8～12 hours, Stellera chamaejasme L. dry powder (g): aqueous sodium hydroxide solution (g)=1: 0.04～0.2; After treating that acetylate all dissolves, hydrolyzed solution filters, and it is 1 that filtrate is acidified to pH, gets white crystals, and its new stellerin A content is more than 98%.
In the such scheme, Stellera chamaejasme L. root, stem drying are crushed to 30～60 orders to moisture content 6～13%, get Stellera chamaejasme L. dry powder; By Stellera chamaejasme L. dry powder (g): it is leaching liquid that leaching liquid (g)=1: 5～10 add the 5%NaOH aqueous solution, leaches under the room temperature 10～24 hours, stirs frequently between soak period; Leaching liquid filters, removes filter residue, and adding HCl accent pH in the filtrate is 1, gets the brown precipitation; Leave standstill, supernatant liquor inclines, use the whizzer precipitation separation, the drying under reduced pressure throw out, with methyl alcohol, ether, ethanol, vinyl acetic monomer, acetone is the extraction agent extracting twice, Stellera chamaejasme L. dry powder (g): extraction agent (g)=1: 0.1～0.4 extracted under the room temperature 10～24 hours, each extraction after-filtration, filtrate decompression concentrates; For the second time the extraction back in enriched material in Stellera chamaejasme L. dry powder (g): diacetyl oxide (g): the ratio adding diacetyl oxide and the pyridine of pyridine (g)=1: 0.04～0.2: 0.04～0.02, carried out the acetyl glycosylation reaction under 100 ℃ 8～12 hours, freezing placement 8～12 hours, there is precipitation to produce, is precipitated as acetylate; Acetylate with 5% aqueous sodium hydroxide solution in room temperature hydrolysis 8～12 hours, Stellera chamaejasme L. dry powder (g): aqueous sodium hydroxide solution (g)=1: 0.04～0.2; Centrifugal after hydrolysis finishes, adding HCl transfers pH to be 1 in the clear liquid, and is centrifugal, and throw out is washed secondary with distillation, gets the light yellow solid thing, and its new stellerin A content is more than 98%.
In the such scheme, Stellera chamaejasme L. root, stem are cleaned, are dried to moisture content 6～13%, with 95% ethanol in Stellera chamaejasme L. (g): the ratio of ethanol (g)=1: 2～4,80 ℃ of extractions 5～10 hours; Melt cinder separate alcohol extraction liquid, in the 650mmHg vacuum, be evaporated to dried under＜60 ℃ of conditions, get the dry powdery thing, in Stellera chamaejasme L. (g): the ratio of ethanol (g)=1: 2～4 is fully dissolved meal with ether, separated 10 minutes through ultrasonic wave, sealing, placed indoor 0.5～1 hour, separated 10 minutes through 4000 rev/mins of supercentrifuges, with the supernatant liquor filter paper filtering, diethyl ether solution, by Stellera chamaejasme L. (g): the silica gel that the ratio weighing of silica gel (g)=1: 0.1～0.2 is dried fully is in harmonious proportion diethyl ether solution and its, the dress post, in Stellera chamaejasme L. (g): the ratio of ether (g)=1: 0.2～0.6 is washed post with ether, elutriant concentrates, drying gets faint yellow xln, and new stellerin A content is more than 98%.
The extraction process of new stellerin A of the present invention, the new stellerin A purity height that obtains, content is more than 98%.
Embodiment:
Embodiment one
The oven dry of northwest, river Stellera chamaejasme L. roots of plants, stem to moisture 13%, got 500g and is crushed to 60 orders, Stellera chamaejasme L. dry powder; Stellera chamaejasme L. dry powder was with leaching under the 5% aqueous sodium hydroxide solution 2500g room temperature 24 hours; Filter leaching liquid, add HCl acidifying filtrate to pH be 1, throw out; The collecting precipitation thing is clayed into power throw out, is to extract 10 hours under the extraction agent room temperature with 200g methyl alcohol; Concentrated extract, the Vandyke brown paste, add 20g diacetyl oxide and 2g pyridine, carried out the acetyl glycosylation reaction 12 hours under 100 ℃, reaction finishes, and reaction solution is placed spent the night, and leaches white depositions, acetylate; Acetylate in room temperature hydrolysis 12 hours, is treated acetylate all after the dissolving with 5% aqueous sodium hydroxide solution 20g, and hydrolyzed solution filters, and filtrate adds HCl, and to be acidified to pH be 1, white crystals, its new stellerin A content is 98.42%.
Embodiment two
The oven dry of northwest, river Stellera chamaejasme L. roots of plants, stem to moisture 6%, got 500g and is crushed to 30 orders, Stellera chamaejasme L. dry powder; Stellera chamaejasme L. dry powder was with leaching under the 5% aqueous sodium hydroxide solution 5000g room temperature 10 hours; Filter leaching liquid, add HCl acidifying filtrate to pH be 1, throw out; The collecting precipitation thing is clayed into power throw out, is to extract 24 hours under the extraction agent room temperature with 50g ethanol; Concentrated extract, the Vandyke brown paste, add 100g diacetyl oxide and 10g pyridine, carried out the acetyl glycosylation reaction 8 hours under 100 ℃, reaction finishes, and reaction solution is placed spent the night, and leaches white depositions, acetylate; Acetylate in room temperature hydrolysis 8 hours, is treated acetylate all after the dissolving with 5% aqueous sodium hydroxide solution 100g, and hydrolyzed solution filters, and filtrate adds HCl, and to be acidified to pH be 1, white crystals, its new stellerin A content is 98.15%.
Embodiment three
The oven dry of northwest, river Stellera chamaejasme L. roots of plants, stem to moisture 10%, got 500g and is crushed to 60 orders, Stellera chamaejasme L. dry powder; Stellera chamaejasme L. dry powder was with leaching under the 5% aqueous sodium hydroxide solution 5000g room temperature 24 hours; Filter leaching liquid, add HCl acidifying filtrate to pH be 1, throw out; The collecting precipitation thing is clayed into power throw out, is to extract 12 hours under the extraction agent room temperature with the 100g ether; Concentrated extract, the Vandyke brown paste, add 50g diacetyl oxide and 5g pyridine, carried out the acetyl glycosylation reaction 10 hours under 100 ℃, reaction finishes, and reaction solution is placed spent the night, and leaches white depositions, acetylate; Acetylate in room temperature hydrolysis 10 hours, is treated acetylate all after the dissolving with 5% aqueous sodium hydroxide solution 50g, and hydrolyzed solution filters, and filtrate adds HCl, and to be acidified to pH be 1, white crystals, its new stellerin A content is 98.12%.
Embodiment four
Stellera chamaejasme L. rhizome drying contains moisture 6%, pulverizes 60 orders, gets Stellera chamaejasme L. dry powder 500g, adds the 5000g 5%NaOH aqueous solution, soaks 24h under the room temperature, stirs frequently between soak period.Filter, remove filter residue, adding HCl accent pH is 1 in filtrate, and solution has the brown precipitation to produce, and leaves standstill, and the supernatant liquor that inclines is used the whizzer precipitation separation, and the drying under reduced pressure throw out dissolves them 24 hours with the 50g dehydrated alcohol, filtration.After filtrate decompression concentrates evaporate to dryness, added the 200g ether dissolution 12 hours, filtration, the removal of impurity; filtrate decompression concentrates and reclaims ether, adds 50g diacetyl oxide, 5g pyridine in enriched material;, be heated to 100 ℃ of acetylization reaction 10h, freezing placement 12h; have precipitation to produce, throw out adds 50g5%NaOH, and is centrifugal behind the stirring 10h; add HCl in the clear liquid and transfer pH to be 1, centrifugal, throw out is washed secondary with distillation; get the light yellow solid thing, its new stellerin A content is 98.32%.
Embodiment five
Stellera chamaejasme L. root, stem are cleaned, dried to moisture content 13%, get 500g, extracted 10 hours at 80 ℃ with 95% ethanol 1000g; Melt cinder separate alcohol extraction liquid, in the 650mmHg vacuum, be evaporated to dried under＜60 ℃ of conditions, get the dry powdery thing, with the 2000g ether meal is fully dissolved, separated 10 minutes through ultrasonic wave, sealing was placed indoor 0.5 hour, separated 10 minutes through 4000 rev/mins of supercentrifuges, with the supernatant liquor filter paper filtering, get diethyl ether solution, the silica gel of weighing 50g oven dry, diethyl ether solution and its fully are in harmonious proportion, adorn post, wash post with the 100g ether, elutriant is concentrated, dry, gets faint yellow xln, and new stellerin A is 98.68%.
Embodiment six
Stellera chamaejasme L. root, stem are cleaned, dried to moisture content 6%, get 500g, extracted 5 hours at 80 ℃ with 95% ethanol 2000g; Melt cinder separate alcohol extraction liquid, in the 650mmHg vacuum, be evaporated to dried under＜60 ℃ of conditions, get the dry powdery thing, with the 1000g ether meal is fully dissolved, separated 10 minutes through ultrasonic wave, sealing was placed indoor 1 hour, separated 10 minutes through 4000 rev/mins of supercentrifuges, with the supernatant liquor filter paper filtering, get diethyl ether solution, the silica gel of weighing 100g oven dry, diethyl ether solution and its fully are in harmonious proportion, adorn post, wash post with the 300g ether, elutriant is concentrated, dry, gets faint yellow xln, and new stellerin A is 98.51%.
Embodiment seven
Stellera chamaejasme L. root, stem are cleaned, dried to moisture content 10%, get 500g, extracted 8 hours at 80 ℃ with 95% ethanol 1700g; Melt cinder separate alcohol extraction liquid, in the 650mmHg vacuum, be evaporated to dried under＜60 ℃ of conditions, get the dry powdery thing, with the 2000g ether meal is fully dissolved, separated 10 minutes through ultrasonic wave, sealing was placed indoor 0.5 hour, separated 10 minutes through 4000 rev/mins of supercentrifuges, with the supernatant liquor filter paper filtering, get diethyl ether solution, the silica gel of weighing 50g oven dry, diethyl ether solution and its fully are in harmonious proportion, adorn post, wash post with the 200g ether, elutriant is concentrated, dry, gets faint yellow xln, and new stellerin A is 98.12%.
The above " to moisture content ", " to moisture ", " water content " are " to water content ".
Claims (1)
1. the extraction process of a new stellerin A is characterized in that Stellera chamaejasme L. root, stem are cleaned, dried to water content 6～13%, presses Stellera chamaejasme L. with 95% ethanol: ethanol=1: the weight ratio of (2～4), 80 ℃ of extractions 5～10 hours; Melt cinder separate alcohol extraction liquid, in the 0.085MPa vacuum, be evaporated to dried under＜60 ℃ of conditions, get the dry powdery thing, press Stellera chamaejasme L.: ether=1: the weight ratio of (2～4), with ether meal is fully dissolved, separated 10 minutes through ultrasonic wave, sealing, placed indoor 0.5～1 hour, separated 10 minutes through 4000 rev/mins of supercentrifuges,, get diethyl ether solution the supernatant liquor filter paper filtering, press Stellera chamaejasme L.: silica gel=1: the silica gel of the weight ratio weighing oven dry of (0.1～0.2), diethyl ether solution and its fully are in harmonious proportion, the dress post, by Stellera chamaejasme L.: ether=1: the weight ratio of (0.2～0.6) is washed post with ether, and elutriant is concentrated, dry, get faint yellow xln, be new stellerin A.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB021337683A CN1156465C (en) | 2002-09-18 | 2002-09-18 | Extraction technology of new stellerin A |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB021337683A CN1156465C (en) | 2002-09-18 | 2002-09-18 | Extraction technology of new stellerin A |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1410424A CN1410424A (en) | 2003-04-16 |
| CN1156465C true CN1156465C (en) | 2004-07-07 |
Family
ID=4747377
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB021337683A Expired - Fee Related CN1156465C (en) | 2002-09-18 | 2002-09-18 | Extraction technology of new stellerin A |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1156465C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI473625B (en) * | 2009-07-30 | 2015-02-21 | Fancl Corp | Use of compound of chemical formula(i) for the manufacture of a melanogensis inhibiting or skin-whiting cosmetic composition |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100439362C (en) * | 2003-11-20 | 2008-12-03 | 周乐 | Extracting and separating method of novel langdu root essence B from stellera chamaejasme L and its uses |
| CN100439353C (en) * | 2003-11-20 | 2008-12-03 | 周乐 | Extracting and separating method of langdu root chromone from Stellera chamaejasme L. and its uses |
| KR20110013238A (en) * | 2009-07-30 | 2011-02-09 | 가부시키가이샤환케루 | Melanogenesis inhibitor and skin-whitening agent |
| CN102060827A (en) * | 2010-12-30 | 2011-05-18 | 苏州瑞蓝博中药技术开发有限公司 | Method for extracting new chamaejasmine B from stellera chamaejasme. L |
| CN102078444A (en) * | 2010-12-30 | 2011-06-01 | 苏州瑞蓝博中药技术开发有限公司 | Preparation method of Chinese stellera root total flavonoids |
| CN103570660B (en) * | 2012-07-23 | 2015-09-09 | 昆明制药集团股份有限公司 | A kind of method preparing breviscapine B aglycone |
| CN107743398B (en) * | 2015-04-13 | 2021-07-23 | 韩国科学技术研究院 | Composition for wound therapy containing radix Euphorbiae Fischerianae extract or its fraction and method for treating wound of individual |
| CN105315118A (en) * | 2015-07-10 | 2016-02-10 | 李玉山 | Integrated extracting and separating method for active ingredients of Chinese stellera roots |
| CN107929785A (en) * | 2017-12-16 | 2018-04-20 | 蒋央芳 | A kind of essential oil and preparation method thereof |
-
2002
- 2002-09-18 CN CNB021337683A patent/CN1156465C/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI473625B (en) * | 2009-07-30 | 2015-02-21 | Fancl Corp | Use of compound of chemical formula(i) for the manufacture of a melanogensis inhibiting or skin-whiting cosmetic composition |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1410424A (en) | 2003-04-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1156465C (en) | Extraction technology of new stellerin A | |
| CN101851163A (en) | Method for extracting high-purity chlorogenic acid from honey suckle flower | |
| CN102060933A (en) | Method for extracting and separating in-vivo water-soluble polysaccharide from old water shield leaves | |
| CN109134680B (en) | Extraction and purification method of fucoidin and application thereof | |
| CN1359905A (en) | Process for extracting licoflavone, lycyrrhizic acid and licopolyose from liquorice root | |
| CN109096407A (en) | The combined extraction method of total triterpene and polysaccharide in a kind of ganoderma lucidum mushroom bran | |
| CN1206245C (en) | Algae extracting process | |
| CN1194983C (en) | Process for extracting anthoxyanin from cowbeery | |
| CN101759731B (en) | Extraction method of linseed gum and secoisolariciresin-ol diglucoside | |
| CN105463040A (en) | Method for raising yield of xylooligosaccharide | |
| CN113773360B (en) | Method for separating mogrol from fructus momordicae | |
| CN114539132B (en) | DNJ method for hydrothermally acid-controlled alcohol extraction of mulberry leaves | |
| CN102697838B (en) | Method for extracting and separating flavone enrichment substance, saponin enrichment substance and polysaccharide from astragalus simultaneously | |
| CN102174052A (en) | Method for extracting and refining ginkgolide | |
| CN108530506B (en) | Method for extracting baicalin by low-temperature fermentation and microwave water circulation | |
| CN102086236A (en) | Method for extracting and separating in vivo alkali-soluble polysaccharide from old water shield leaves | |
| CN1235852C (en) | Method for extracting curcumin from peltate yam | |
| CN103483404A (en) | Method for extracting and purifying hesperidin from orange residues | |
| CN1253462C (en) | Process for preparing morinda officinalis total oligosaccharide | |
| CN1810826A (en) | Betulinol producing process | |
| CN108059686B (en) | Method for preparing polysaccharide based on pummelo peel | |
| KR100359244B1 (en) | Pectin manufacturing method from peels of mandarine, apple, orange, lemon and the like | |
| CN104877038A (en) | Method of extracting polysaccharide from mulberry leaves | |
| CN115536759B (en) | Method for extracting fucoidan by subcritical water | |
| CN104557953A (en) | One-step method for separating pectin, chlorophyll and tigogenin in sisal hemp pressed liquor |
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 | ||
| C57 | Notification of unclear or unknown address | ||
| DD01 | Delivery of document by public notice |
Addressee: Zhang Jieke Document name: payment instructions |
|
| ASS | Succession or assignment of patent right |
Owner name: GANSU GUOLI BIO-TECHNOLOGY DEVELOPMENT CO., LTD. Free format text: FORMER OWNER: ZHANG JIEKE Effective date: 20070202 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20070202 Address after: Twenty building, International Trade Building or Cetra Building, No. 258, Qingyang Road, Chengguan District, Gansu, Lanzhou, 730030 Patentee after: Gansu Guoli biological science and Technology Development Co Ltd Address before: 610072, Chengdu, Sichuan province Jinli Street West Road, No. 78 force industry Co., Ltd. Patentee before: Zhang Jieke |
|
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20040707 Termination date: 20140918 |
|
| EXPY | Termination of patent right or utility model |