CN1244594C - Preparation process for ginsenoside Rg1 - Google Patents
Preparation process for ginsenoside Rg1 Download PDFInfo
- Publication number
- CN1244594C CN1244594C CN 03148804 CN03148804A CN1244594C CN 1244594 C CN1244594 C CN 1244594C CN 03148804 CN03148804 CN 03148804 CN 03148804 A CN03148804 A CN 03148804A CN 1244594 C CN1244594 C CN 1244594C
- Authority
- CN
- China
- Prior art keywords
- silica gel
- panaxoside
- saponin
- ethanol
- enthanol
- 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 - Lifetime
Links
- 238000002360 preparation method Methods 0.000 title claims description 7
- YURJSTAIMNSZAE-HHNZYBFYSA-N ginsenoside Rg1 Chemical compound O([C@@](C)(CCC=C(C)C)[C@@H]1[C@@H]2[C@@]([C@@]3(C[C@@H]([C@H]4C(C)(C)[C@@H](O)CC[C@]4(C)[C@H]3C[C@H]2O)O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)C)(C)CC1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O YURJSTAIMNSZAE-HHNZYBFYSA-N 0.000 title abstract 4
- YURJSTAIMNSZAE-UHFFFAOYSA-N UNPD89172 Natural products C1CC(C2(CC(C3C(C)(C)C(O)CCC3(C)C2CC2O)OC3C(C(O)C(O)C(CO)O3)O)C)(C)C2C1C(C)(CCC=C(C)C)OC1OC(CO)C(O)C(O)C1O YURJSTAIMNSZAE-UHFFFAOYSA-N 0.000 title 1
- CBEHEBUBNAGGKC-UHFFFAOYSA-N ginsenoside Rg1 Natural products CC(=CCCC(C)(OC1OC(CO)C(O)C(O)C1O)C2CCC3(C)C2C(O)CC4C5(C)CCC(O)C(C)(C)C5CC(OC6OC(CO)C(O)C(O)C6O)C34C)C CBEHEBUBNAGGKC-UHFFFAOYSA-N 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000000741 silica gel Substances 0.000 claims abstract description 22
- 229910002027 silica gel Inorganic materials 0.000 claims abstract description 22
- 239000001397 quillaja saponaria molina bark Substances 0.000 claims abstract description 12
- 229930182490 saponin Natural products 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 11
- 239000012043 crude product Substances 0.000 claims abstract description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000011347 resin Substances 0.000 claims abstract description 7
- 229920005989 resin Polymers 0.000 claims abstract description 7
- 235000003143 Panax notoginseng Nutrition 0.000 claims abstract description 4
- 241000180649 Panax notoginseng Species 0.000 claims abstract description 4
- 229960001866 silicon dioxide Drugs 0.000 claims description 17
- 238000005516 engineering process Methods 0.000 claims description 8
- -1 Panaxatriol saponin Chemical class 0.000 claims description 7
- VIXIMKLMEZTTTC-UHFFFAOYSA-N Panaxatriol Natural products CC1(C)CCCC(O1)C2CCC3(C)C2C(O)CC4C5(C)CCC(O)C(C)(C)C5C(O)CC34C VIXIMKLMEZTTTC-UHFFFAOYSA-N 0.000 claims description 6
- 238000004587 chromatography analysis Methods 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 230000000274 adsorptive effect Effects 0.000 claims description 2
- 230000006837 decompression Effects 0.000 claims description 2
- 238000010828 elution Methods 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 238000005507 spraying Methods 0.000 claims description 2
- 150000007949 saponins Chemical class 0.000 abstract description 6
- SIHHLZPXQLFPMC-UHFFFAOYSA-N chloroform;methanol;hydrate Chemical compound O.OC.ClC(Cl)Cl SIHHLZPXQLFPMC-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000178 monomer Substances 0.000 abstract description 3
- 238000004809 thin layer chromatography Methods 0.000 abstract description 3
- 239000000047 product Substances 0.000 abstract description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003463 adsorbent Substances 0.000 abstract 1
- 238000004440 column chromatography Methods 0.000 abstract 1
- 239000000499 gel Substances 0.000 abstract 1
- 238000005227 gel permeation chromatography Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 238000005303 weighing Methods 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000011010 flushing procedure Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 235000013376 functional food Nutrition 0.000 description 1
- 229930182494 ginsenoside Natural products 0.000 description 1
- 229940089161 ginsenoside Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Landscapes
- Steroid Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
The present invention relates to a process for preparing a panaxoside monomer, which comprises the following steps: (1) panax notoginseng saponin is taken to be dissolved in 10 to 40% of enthanol to obtain diluted enthanol solution; (2) a pretreated D-101 macroporous resin column is eluted by 20 to 40% enthanol; (3) the enthanol is decompressed and recovered, the solution is sprayed and dried, and panoxatriol saponin is obtained; (4) a small quantity of 60 to 100% ethanol or methanol is added, the panoxatriol saponin is heated and dissolved, the dissolved panoxatriol saponin is adsorbed on 0.3 time to 3 times of silica gel with 40 meshes to 160 meshes to be dried; (5) 10 times to 50 times of silicon gel or thin-layer chromatography silica gel with various particle sizes of 150 meshes to 10 mu to 40 mu is taken to be filled in a column, and the silica gel with adsorbents is filled in the upper part of the silica gel column to carry out dry column chromatography under low pressure; (6) the silica gel is eluted by a chloroform-methanol-water lower-layer solvent system, the eluant is sectionally collected, the solvent is recovered, and a crude product of panaxoside Rg1 is obtained; (7) the crude product of the Rg1 is repeatedly processed according to the steps 4, 5 and 6 to obtain a fine product of the panaxoside Rg 1.
Description
Technical field
The present invention relates to a kind of preparation technology of panaxoside monomer.
Background technology
Chinese patent application CN1293198A (application number 00123074.3) discloses a kind of " preparation method of scarce ginsenoside ", system is dissolved in alkali metal hydroxide in the high boiling point aliphatic alcohols compound, its concentration is generally 0.5%-50%, preferred concentration is 3-15, stirring down, the continuation heat temperature raising carries out basic hydrolysis, hydrolysis temperature is 180 ℃-270 ℃, preferred temperature is the 190-220 ℃ of reaction postcooling thin up to the room temperature that finishes, by organic solvent extraction or large aperture adsorption resin adsorb product of the present invention.And panaxoside Rg
1Preparation technology also do not appear in the newspapers as yet.
Summary of the invention
Purpose of the present invention aims to provide a kind of panaxoside Rg
1Preparation technology.
Panaxoside Rg of the present invention
1Preparation technology is made up of following steps:
(1) get Radix Notoginseng total arasaponins, the dissolve with ethanol with 10-40% obtains dilute alcohol solution;
(2) by through pretreated D-101 macroporous resin column, use the 20-40% ethanol elution;
(3) decompression recycling ethanol, spraying drying gets the Panaxatriol saponin;
(4) add a small amount of 60-100% ethanol or methyl alcohol, heating for dissolving is adsorbed on the 0.3-3 times of 40-160 order silica gel drying;
(5) get 10-50 150 orders doubly and adorn post, the above-mentioned silica gel that has adsorptive is loaded on the top of this silicagel column, carry out the low pressure dry chromatography to various granularity silica gel of 10-40 μ or tlc silica gel;
(6) with chloroform-methanol-subsurface layer solvent systems wash-out, Fractional Collections reclaims solvent, obtains panaxoside Rg
1Crude product;
(7) with above-mentioned Rg
1Crude product repeats by (four), (five), (sixs') step, obtains panaxoside Rg
1Elaboration.
The pressure range of above-mentioned described low pressure dry chromatography is 0.2-50kg/cm
2, the ratio of chloroform-methanol-water solvent system is 5-1O: 2-4: 1.
Panaxoside Rg with technology acquisition of the present invention
1, monomer whose content surpasses 90%, can be directly as the bulk drug and the functional food use of multiple medicine and pharmaceutical composition.
Embodiment
Embodiment:
Get 1.2kg Radix Notoginseng total arasaponins 30% dissolve with ethanol, solution by 30kg through pretreated D-101 macroporous resin adsorption, continue with 30% alcohol flushing resin post, the Panaxatriol saponin is washed, continue with 60-80% alcohol flushing resin post, panoxadiol type saponin is washed, the rarer pure liquid evaporated under reduced pressure of this Panaxatriol saponin is got the about 650g of Panaxatriol saponin.
Take by weighing Panaxatriol saponin 200g,, be adsorbed on the 300g80-100 order silica gel, oven dry below 60 ℃ with trying one's best 95% few ethanol heating for dissolving.Take by weighing 6kg200-300 order silica gel dress post, the thick silica gel of above-mentioned absorption 200g triol type saponin is loaded on 200-300 order silicagel column top, carry out low pressure 0.5kg/cm
2Dry chromatography with chloroform-methanol-water (7: 3: 1) lower floor solvent systems wash-out, is collected 500ml for every part, reclaims solvent, monitors panaxoside Rg with thin-layer chromatography
1The quality of crude product, wherein panaxoside Rg
1Content reach approximately about 60%, be panaxoside Rg
1The about 120g of crude product.
Take by weighing panaxoside Rg
1Crude product 50g is adsorbed on the 70g80-100 order silica gel by above-mentioned steps, oven dry.Take by weighing 500g10-40 μ silica gel H, the dress post is with above-mentioned absorption panaxoside Rg
1The silica gel of crude product is loaded on post top, carries out low pressure (0.6-0.8kg/cm
2) dry chromatography, with chloroform-methanol-water (65: 20: 10) lower floor solvent systems wash-out, collect 250ml for every part, behind the recovery solvent, monitor panaxoside Rg with thin-layer chromatography
1Quality, wherein panaxoside Rg
1Content surpasses more than 90%, through 80 ℃ of vacuum-drying 2h, detect qualified after, promptly.
Claims (1)
1, panaxoside Rg
1Preparation technology is characterized in that being made up of following steps:
(1) get Radix Notoginseng total arasaponins, the dissolve with ethanol with 10-40% obtains dilute alcohol solution;
(2) by through pretreated D-101 macroporous resin column, use the 20-40% ethanol elution;
(3) decompression recycling ethanol, spraying drying gets the Panaxatriol saponin;
(4) add a small amount of 60-100% ethanol or methyl alcohol, heating for dissolving is adsorbed on the 0.3-3 times of 40-160 order silica gel drying;
(5) get 10-50 150 orders doubly and adorn post to various granularity silica gel of 10-40 μ or tlc silica gel, the above-mentioned silica gel that has adsorptive is loaded on the top of this silicagel column, carry out the low pressure dry chromatography, pressure range is 0.2-50kg/cm
2
(6) with the ratio be 5-10: 2-4: 1 chloroform-methanol-subsurface layer solvent systems wash-out, Fractional Collections reclaims solvent, obtains panaxoside Rg
1Crude product;
(7) with above-mentioned Rg
1Crude product repeats by (four), (five), (sixs') step, obtains panaxoside Rg
1Elaboration.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03148804 CN1244594C (en) | 2003-06-12 | 2003-06-12 | Preparation process for ginsenoside Rg1 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 03148804 CN1244594C (en) | 2003-06-12 | 2003-06-12 | Preparation process for ginsenoside Rg1 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1566138A CN1566138A (en) | 2005-01-19 |
| CN1244594C true CN1244594C (en) | 2006-03-08 |
Family
ID=34472376
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 03148804 Expired - Lifetime CN1244594C (en) | 2003-06-12 | 2003-06-12 | Preparation process for ginsenoside Rg1 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1244594C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104011748A (en) * | 2011-12-27 | 2014-08-27 | 吉列公司 | Apparatus and method for providing product information |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101463061B (en) * | 2007-12-21 | 2013-09-18 | 中国医学科学院药物研究所 | Ginseng saponin Rg1 and Rb1 in pseudo-ginseng and preparation of total saponin thereof |
| CN101829170A (en) * | 2010-05-13 | 2010-09-15 | 北京中海康医药科技发展有限公司 | Extract of panax notoginseng saponins and preparation method thereof |
| CN102453072A (en) * | 2010-10-26 | 2012-05-16 | 中国医学科学院药物研究所 | Preparation method of ginsenoside Rg1 |
| CN102532234A (en) * | 2010-12-10 | 2012-07-04 | 北京本草天源药物研究院 | Method for extracting and purifying ginsenoside Rg1 |
-
2003
- 2003-06-12 CN CN 03148804 patent/CN1244594C/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104011748A (en) * | 2011-12-27 | 2014-08-27 | 吉列公司 | Apparatus and method for providing product information |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1566138A (en) | 2005-01-19 |
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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 | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Assignee: DAPHNE PHARMACEUTICAL (GROUP) CO.,LTD. YUNNAN Assignor: Tang Xiuwen Contract fulfillment period: 2009.10.10 to 2015.10.9 Contract record no.: 2009530000040 Denomination of invention: Ginsenoside Rg preparation process Granted publication date: 20060308 License type: Exclusive license Record date: 20091013 |
|
| LIC | Patent licence contract for exploitation submitted for record |
Free format text: EXCLUSIVE LICENSE; TIME LIMIT OF IMPLEMENTING CONTACT: 2009.10.10 TO 2015.10.9; CHANGE OF CONTRACT Name of requester: DAPHNE PHARMACEUTICAL (GROUP) CO., LTD.YUNNAN Effective date: 20091013 |
|
| ASS | Succession or assignment of patent right |
Owner name: YUNNAN DAPHNE PHARMACEUTICAL CO., LTD. Free format text: FORMER OWNER: TANG XIUWEN Effective date: 20140416 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 650236 YUXI, YUNNAN PROVINCE TO: 663000 YUXI, YUNNAN PROVINCE |
|
| TR01 | Transfer of patent right |
Effective date of registration: 20140416 Address after: 663000 37 pharmaceutical industry park, Yunnan, Wenshan Patentee after: DAPHNE PHARMACEUTICAL (GROUP) CO.,LTD. YUNNAN Address before: Panzhihua 650236, Yunnan province Wenshan County Township Gordon pharmaceutical factory Patentee before: Tang Xiuwen |
|
| CX01 | Expiry of patent term |
Granted publication date: 20060308 |
|
| CX01 | Expiry of patent term |