CN103709225B - The method of separating compound from oil tea saponin - Google Patents
The method of separating compound from oil tea saponin Download PDFInfo
- Publication number
- CN103709225B CN103709225B CN201310588659.9A CN201310588659A CN103709225B CN 103709225 B CN103709225 B CN 103709225B CN 201310588659 A CN201310588659 A CN 201310588659A CN 103709225 B CN103709225 B CN 103709225B
- Authority
- CN
- China
- Prior art keywords
- component
- oil tea
- column chromatography
- tea saponin
- wash
- 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
- Steroid Compounds (AREA)
Abstract
The present invention relates to the extraction of composition in saponin(e material, specifically relate to the method for separating compound from oil tea saponin, from oil tea saponin, obtain compound hederagenin-3-0-β-D-glucopyanosyl-(1 → 2)-α-L-arabopyranose glycosides, hederagenin-28-O-α-L-sandlwood pyranose-(1 → 4)-β-D-glucopyanosyl-(1 → 6)-β-D-glucopyranoside through silica gel column chromatography repeatedly, oppositely ODS column chromatography and HPLC chromatographic separation and purification, fill up the blank in the sector.
Description
technical field the present invention relates to the extraction of composition in saponin(e material, specifically relates to the method for separating compound from oil tea saponin, belongs to chemical technology field.
the background technology oil tea saponin system representative saponin component that Extraction and enrichment obtains in the oil tea kind dregs of rice, the patent No. be 200810011095.1 Chinese patent have studied the preparation method of oil tea saponin.By the oil tea kind dregs of rice and certain volume acetone-water united extraction, extract obtained through D101 macroporous adsorbent resin, obtain compound hederagenin-3-0-β-D-glucopyanosyl-(1 → 2)-α-L-arabopyranose glycosides, hederagenin-28-O-α-L-sandlwood pyranose-(1 → 4)-β-D-glucopyanosyl-(1 → 6)-β-D-glucopyranoside through different concentration ethanol gradient elution.These two kinds of saponin(es originally find or separate from other section's platymisciums from Hedera plant.Such as, in January, 2008 academic magazine " herbal medicine " magazine the 39th volume the 1st phase disclosed " research of pasque flower chemical composition ", " research of Root of Blue Cohosh chemical composition " that in June, 2011 academic magazine " Chinese patent medicine " magazine the 33rd volume the 6th phase publishes, " chemical composition of grey felt In Flower Buds of Lonicera Japonica Thunb " that academic magazine " Chinese natural drug " magazine the 4th is published in September, 2006 volume the 5th phase, " "Taibai Qiyao" Root of Blue Cohosh chemical constitution study " that academic magazine " Agriculture of Anhui science " magazine the 40th volume the 2nd phase publishes etc., all can be separated from above disclosed various plant constituents, but the blank extracted in oil tea saponin in these two kinds of compositions or this area.Thus, this composition is called from the effective extracting method oil tea saponin the working foundation that chemical industry is newly developed.
Summary of the invention
in view of the defect that above-mentioned prior art exists, the object of this invention is to provide a kind of method of separating compound from oil tea saponin.
to achieve these goals, the technical solution adopted in the present invention is: the method for separating compound from oil tea saponin, oil tea saponin obtains compound hederagenin-3-0-β-D-glucopyanosyl-(1 → 2)-α-L-arabopyranose glycosides, hederagenin-28-O-α-L-sandlwood pyranose-(1 → 4)-β-D-glucopyanosyl-(1 → 6)-β-D-glucopyranoside through silica gel column chromatography repeatedly, oppositely ODS column chromatography and HPLC chromatographic separation and purification, and concrete separating step is as follows:
oil tea saponin first obtains component A through silica gel column chromatography with chloroform and methanol ratio for 3:1 carries out wash-out again;
component A obtained above obtains B component through anti-phase ODS column chromatography with methyl alcohol and water ratio again for 4:1 carries out wash-out; Meanwhile, component A obtains component C through anti-phase ODS column chromatography with methyl alcohol and water ratio again for 1:1 carries out wash-out;
b component obtained above, again through preparative high performance liquid chromatography HPLC, is then selected the methanol-water of 40% to carry out wash-out and is obtained Compound D; Meanwhile, component C, again through preparative high performance liquid chromatography HPLC, then selects the acetonitrile-water of 35% to carry out wash-out and obtains compd E.
described component A for oil tea saponin first with chloroform and methanol ratio for 3:1 carries out wash-out again through eluate that silica gel column chromatography obtains.
described B component is that component A obtains eluate through anti-phase ODS column chromatography with methyl alcohol and water ratio again for 4:1 carries out wash-out.
described component C is component A with methyl alcohol and water ratio for 1:1 carries out wash-out again through eluate that anti-phase ODS column chromatography obtains.
described Compound D is hederagenin-3-0-β-D-glucopyanosyl-(1 → 2)-α-L-arabopyranose glycosides, and chemical formula is
.
described compd E is hederagenin-28-O-α-L-sandlwood pyranose-(1 → 4)-β-D-glucopyanosyl-(1 → 6)-β-D-glucopyranoside, and chemical formula is
;
wherein, in compd A, glc represents-β-D-glucopyanosyl, and ara (p) represents α-L-arabopyranose; In compd B, glc represents-β-D-glucopyanosyl, and rha represents α-L-sandlwood pyranose, and coo representative becomes ester at 28.
beneficial effect of the present invention is: from oil tea saponin, obtain compound hederagenin-3-0-β-D-glucopyanosyl-(1 → 2)-α-L-arabopyranose glycosides, hederagenin-28-O-α-L-sandlwood pyranose-(1 → 4)-β-D-glucopyanosyl-(1 → 6)-β-D-glucopyranoside through silica gel column chromatography repeatedly, oppositely ODS column chromatography and HPLC chromatographic separation and purification, filled up the blank in the sector.
Accompanying drawing explanation
fig. 1 is separation process figure of the present invention.
Embodiment
a method for separating compound from oil tea saponin, concrete steps are as follows:
oil tea saponin first obtains component A through silica gel column chromatography with chloroform and methanol ratio for 3:1 carries out wash-out again;
component A obtained above obtains B component with methyl alcohol and water ratio for 4:1 carries out anti-phase ODS column chromatography wash-out; Meanwhile, component A obtains component C with methyl alcohol and water ratio for 1:1 carries out anti-phase ODS column chromatography wash-out.
b component obtained above, again through preparative high performance liquid chromatography, is then selected the methanol-water of 40% to carry out wash-out and is obtained Compound D; Meanwhile, component C, again through preparative high performance liquid chromatography, then selects the acetonitrile-water of 35% to carry out wash-out and obtains compd E.
described component A for oil tea saponin through silica gel column chromatography with chloroform and methanol ratio for 3:1 carries out the eluate that wash-out obtains.
described B component is component A with methyl alcohol and water ratio for 4:1 carries out the eluate that anti-phase ODS column chromatography wash-out obtains.
described component C is component A with methyl alcohol and water ratio for 1:1 carries out the eluate that anti-phase ODS column chromatography wash-out obtains.
described Compound D is hederagenin-3-0-β-D-glucopyanosyl-(1 → 2)-α-L-arabopyranose glycosides.
described compd E is hederagenin-28-O-α-L-sandlwood pyranose-(1 → 4)-β-D-glucopyanosyl-(1 → 6)-β-D-glucopyranoside.
Claims (1)
1. the method for separating compound from oil tea saponin, is characterized in that concrete steps are as follows: oil tea saponin obtains component A with chloroform and methanol ratio for 3:1 carries out wash-out through silica gel column chromatography; Component A obtained above obtains B component with methyl alcohol and water ratio for 4:1 carries out anti-phase ODS column chromatography wash-out; Meanwhile, component A obtains component C with methyl alcohol and water ratio for 1:1 carries out anti-phase ODS column chromatography wash-out; B component obtained above, again through preparative high performance liquid chromatography, is then selected the methyl alcohol-water of 40% to carry out wash-out and is obtained Compound D; Meanwhile, component C, again through preparative high performance liquid chromatography, then selects the acetonitrile-water of 35% to carry out wash-out and obtains compd E; Wherein, described compound
dfor hederagenin
-3-O-β
-D-glucopyanosyl
-(
1→
2)
-α
-L-arabopyranose glycosides; Described compound
efor hederagenin
-28-O-α
-L-sandlwood pyranose
-(1→
4)-β
-D-glucopyanosyl
-(1→
6)-β
-D-glucopyranoside.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201310588659.9A CN103709225B (en) | 2013-11-21 | 2013-11-21 | The method of separating compound from oil tea saponin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201310588659.9A CN103709225B (en) | 2013-11-21 | 2013-11-21 | The method of separating compound from oil tea saponin |
Publications (2)
Publication Number | Publication Date |
---|---|
CN103709225A CN103709225A (en) | 2014-04-09 |
CN103709225B true CN103709225B (en) | 2015-08-19 |
Family
ID=50402613
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201310588659.9A Expired - Fee Related CN103709225B (en) | 2013-11-21 | 2013-11-21 | The method of separating compound from oil tea saponin |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN103709225B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104170821B (en) * | 2014-05-22 | 2016-05-18 | 江苏省中国科学院植物研究所 | The application of the anti-phytopathogen of Hederagenin-3-O-arabinopyranoside |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101270142A (en) * | 2008-04-17 | 2008-09-24 | 大连大学 | Method for preparing oil tea saponin |
CN101392015A (en) * | 2008-07-22 | 2009-03-25 | 沈阳药科大学 | Triterpene saponin in camellia seeds, preparation method and medical use thereof |
-
2013
- 2013-11-21 CN CN201310588659.9A patent/CN103709225B/en not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101270142A (en) * | 2008-04-17 | 2008-09-24 | 大连大学 | Method for preparing oil tea saponin |
CN101392015A (en) * | 2008-07-22 | 2009-03-25 | 沈阳药科大学 | Triterpene saponin in camellia seeds, preparation method and medical use thereof |
Non-Patent Citations (1)
Title |
---|
太白七药红毛七化学成分研究;马养民等;《安徽农业科学》;20120131;第40卷(第2期);745-747 * |
Also Published As
Publication number | Publication date |
---|---|
CN103709225A (en) | 2014-04-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN103923150B (en) | Gypenoside and preparation method thereof | |
CN103923149B (en) | Gynostemma pentaphylla saponin XLV Ed and preparation method thereof | |
Ma et al. | Separation of four flavonoids from Rhodiola rosea by on-line combination of sample preparation and counter-current chromatography | |
Costa et al. | Isolation of C-glycosylflavonoids with α-glucosidase inhibitory activity from Passiflora bogotensis Benth by gradient high-speed counter-current chromatography | |
CN102247420B (en) | Preparation method and application of eclipta extract | |
CN108218927A (en) | Flavonoid glycoside compound and preparation method thereof in russianolive flower | |
CN103570779A (en) | Method for preparing glycyrrhizin by simulated moving bed separation | |
CN103626644B (en) | Preparation method of antitumor active components | |
CN103709225B (en) | The method of separating compound from oil tea saponin | |
CN103387581B (en) | A kind of method extracting xanthoxylin S from sesame oil | |
CN104926897A (en) | Method and system for extracting and separating novel Schaftoside in Desmodium styracifolium | |
CN103012510B (en) | Preparation method of 1,2,3,4,6-pentagalloylglucose reference substances | |
CN105111061A (en) | Preparation method of tumor activity resisting compound | |
CN101838285B (en) | Method for separating phospholipids in purified oil material | |
CN102532243B (en) | Method for simultaneously preparing multiflora rose glycoside and rose glycoside compounds | |
CN105418723B (en) | A kind of tea saponin extract and preparation method thereof | |
CN108997457B (en) | Method for extracting luteolin and quercetin-3-o-beta-glucopyranoside from populus tomentosa leaves | |
CN104193793B (en) | Simulation moving bed is used to prepare the method for ginsenoside Rb3 in Fructus Panacis Quinquefolii | |
CN109320572A (en) | The method of flavone compound is extracted from the camellia of Yunnan | |
CN103083342B (en) | Application of flavan compound in preparing anti-complement medicines | |
Jeon et al. | Preparative isolation of polar antioxidant constituents from Abies koreana using centrifugal partition chromatography guided by DPPH•-HPLC experiment | |
CN104650164A (en) | Method for preparing active flavonoid glycoside monomers from pepper leaf | |
Shu et al. | Preparative separation of polyphenols from artichoke by polyamide column chromatography and high-speed counter-current chromatography | |
CN103965157A (en) | Preparation method for sesquiterpene lactone compound | |
CN104311615A (en) | Method for extracting and separating hyperoside and gossypetin-3-O-beta-D-galactoside from rhododendron przewalskii maxim. leaves |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C53 | Correction of patent of invention or patent application | ||
CB03 | Change of inventor or designer information |
Inventor after: Tang Ling Inventor before: Tang Ling Inventor before: Wang Jiao |
|
COR | Change of bibliographic data |
Free format text: CORRECT: INVENTOR; FROM: TANG LING WANG JIAO TO: TANG LING |
|
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: 20150819 Termination date: 20211121 |