CN1156465C - Extraction technology of new stellerin A - Google Patents
Extraction technology of new stellerin A Download PDFInfo
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- 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
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- Prior art keywords
- stellera chamaejasme
- ether
- new stellerin
- stellerin
- chamaejasme
- Prior art date
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- 238000000605 extraction Methods 0.000 title claims abstract description 32
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 72
- 241001263604 Stellera chamaejasme Species 0.000 claims abstract description 44
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000007788 liquid Substances 0.000 claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 240000000630 Hedysarum occidentale Species 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 238000001914 filtration Methods 0.000 claims description 8
- 239000000741 silica gel Substances 0.000 claims description 8
- 229910002027 silica gel Inorganic materials 0.000 claims description 8
- 239000006228 supernatant Substances 0.000 claims description 7
- 239000003818 cinder Substances 0.000 claims description 5
- 235000012054 meals Nutrition 0.000 claims description 5
- 238000007789 sealing Methods 0.000 claims description 5
- 238000005303 weighing Methods 0.000 claims description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 58
- 239000000843 powder Substances 0.000 abstract description 23
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 21
- 238000002386 leaching Methods 0.000 abstract description 16
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 10
- 239000003795 chemical substances by application Substances 0.000 abstract description 10
- 239000012141 concentrate Substances 0.000 abstract description 6
- 238000006555 catalytic reaction Methods 0.000 abstract description 2
- 239000002244 precipitate Substances 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 2
- 238000006640 acetylation reaction Methods 0.000 abstract 2
- 230000021736 acetylation Effects 0.000 abstract 1
- 239000000413 hydrolysate Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 29
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 16
- 239000000706 filtrate Substances 0.000 description 13
- 229960004756 ethanol Drugs 0.000 description 12
- 238000001556 precipitation Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 8
- 239000000284 extract Substances 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- 241000196324 Embryophyta Species 0.000 description 6
- 229960001866 silicon dioxide Drugs 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 238000006206 glycosylation reaction Methods 0.000 description 5
- 239000013078 crystal Substances 0.000 description 4
- 238000000151 deposition Methods 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- 230000006837 decompression Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- QOLIPNRNLBQTAU-UHFFFAOYSA-N flavan Chemical compound C1CC2=CC=CC=C2OC1C1=CC=CC=C1 QOLIPNRNLBQTAU-UHFFFAOYSA-N 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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 |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB021337683A CN1156465C (en) | 2002-09-18 | 2002-09-18 | Extraction technology of new stellerin A |
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| CN1410424A CN1410424A (en) | 2003-04-16 |
| CN1156465C true CN1156465C (en) | 2004-07-07 |
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| CNB021337683A Expired - Fee Related CN1156465C (en) | 2002-09-18 | 2002-09-18 | Extraction technology of new stellerin A |
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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 | The Extraction and Separation Method of Neochamaerina B in Daphne chamaejasmin and Its Application |
| CN100439353C (en) * | 2003-11-20 | 2008-12-03 | 周乐 | Extraction and separation method and application of chamaejama chamaejasma chromone in Daphne chamaejasmin |
| CN101987096B (en) * | 2009-07-30 | 2013-07-10 | 株式会社芳珂 | 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 |
| EP3284471B1 (en) * | 2015-04-13 | 2022-04-27 | Korea Institute of Science and Technology | Composition for wound treatment containing extract ofstellera chamaejasme |
| 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 |
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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 |
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| Publication number | Publication date |
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| CN1410424A (en) | 2003-04-16 |
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