CN111087439A - Preparation method of rare ginsenoside Rg3 - Google Patents
Preparation method of rare ginsenoside Rg3 Download PDFInfo
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- CN111087439A CN111087439A CN202010007324.3A CN202010007324A CN111087439A CN 111087439 A CN111087439 A CN 111087439A CN 202010007324 A CN202010007324 A CN 202010007324A CN 111087439 A CN111087439 A CN 111087439A
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Abstract
The invention relates to a preparation method of ginsenoside Rg3, wherein the content of ginsenoside Rb1 is 12.5-19.4%, the content of Rb2 is 10.3-13.4%, the content of Rb3 is 26.1-31.4%, and the content of Rd is 7.3-13.3%. The method comprises the following steps of preparing ginsenoside by using a macroporous resin column, treating the aqueous solution of ginsenoside acid at ultrahigh pressure, treating at low temperature, centrifuging, heating supernatant at high temperature after precipitation and filtration, and centrifuging and filtering the precipitate again to obtain two Rg3 with high purity and low purity.
Description
Technical Field
The invention relates to a method for converting and purifying ginsenoside, in particular to a method for converting and purifying rich ginsenoside Rg 3.
Background
The ginsenoside Rg3 is a tetracyclic triterpene saponin existing in Ginseng radix, and has effects of inhibiting tumor growth, resisting tumor metastasis and infiltration, and improving immunity, and clinical experiments prove that the ginsenoside Rg3 can effectively inhibit the growth of lung cancer, hepatocarcinoma, intestinal cancer and breast cancer, and can significantly improve clinical symptoms and improve the quality of life of patients. Its action mechanism and Ca for inhibiting tumor cell2+Influx is involved, inhibiting tumor metastasis by increasing Nitric Oxide (NO) production, and is associated with inhibiting tumor angiogenesis. Can be used in combination with chemotherapy for improving primary lung cancer and hepatocarcinomaThe curative effect of the composition can improve the symptoms of qi deficiency of tumor patients and improve the immune function of organisms.
Ginsenoside Rg3 is a secondary rare ginsenoside obtained by hydrolyzing C-20 glycosyl of protopanaxadiol saponins Rb1, Rb2, Rb3, Rc, Rd, etc., and has anticancer, anticancer metastasis, neuroprotection, immunity enhancing, memory improving, anti-stress, and anti-wrinkle effects, and the ginsenoside Rg3 can be used in combination with other anticancer drugs or chemotherapeutic drugs to effectively improve the treatment effect on cancer and improve the life quality of human. In the prior art, the ginsenoside Rg3 can be prepared by acid, alkali, enzyme and other catalytic hydrolysis of ginsenoside. Acid hydrolysis is a method frequently used in the preparation of ginsenoside Rg3, and mainly uses hydrochloric acid, sulfuric acid, acetic acid, formic acid, tartaric acid and the like as catalysts. However, the inorganic acid is highly acidic, which tends to cause excessive hydrolysis, and the acid hydrolysis takes a long time, resulting in a complicated purification process at the later stage.
Disclosure of Invention
The invention aims to provide a method for preparing ginsenoside Rg3, which is simple and convenient to operate, low in production cost and high in yield, by optimizing a series of conditions: the method comprises the following steps:
(1) extracting ginsenoside from cleaned caulis Et folium Ginseng, passing through macroporous resin column, eluting with 40-55% ethanol water solution, collecting eluate, and drying to obtain ginsenoside extract;
(2) dissolving the ginsenoside extract obtained in the step one with acid water, filling the dissolved ginsenoside extract into a plastic bag, exhausting air, sealing, filling the plastic bag into high-pressure equipment, pressurizing the solution in a high-pressure process, keeping the high pressure for a long time, relieving pressure, and taking out the plastic bag;
(3) heating the high-pressure ginsenoside at 50-60 deg.C for 10-50min, cooling, standing for 3-6 hr, and centrifuging to obtain supernatant and precipitate;
(4) freeze drying the precipitate to obtain extract rich in ginsenoside Rg3 with purity of 73.5-95.4% and yield of 62.7-77.4%;
(5) and (3) adding the supernatant obtained in the step (3) into the reaction tank again, heating at 80-100 ℃, heating for 60-120min, cooling, standing for 1-2h, centrifuging after precipitation to obtain supernatant and precipitate, discarding the supernatant, and drying the precipitate to obtain the low-purity ginsenoside Rg3 extract with the purity of 31.4-45.5% and the yield of 21.6-33.7%.
Further, the ginsenoside extract obtained in the step one has ginsenoside Rb1 content of 12.5-19.4%, Rb2 content of 10.3-13.4%, Rb3 content of 26.1-31.4%, and Rd content of 7.3-13.3%.
Further, the acid used in the second step is organic acid, the mass fraction of the organic acid is 10-20%, the pressure is 200-500 MPa, and the pressure maintaining time is 20-120 seconds.
The invention has the positive effects that: the technical scheme of the invention has the advantages of simple operation, low cost, shortened reaction period, high purity and yield of the ginsenoside Rg3, and can obtain two kinds of Rg3 with different purity at different reaction temperatures.
Further, the obtained ginsenoside Rg3 is S-Rg3 and R-Rg3, wherein the content of R-Rg3 in Rg3 is more than 85%.
Drawings
Description of the drawings figure 1 high content ginsenoside Rg3 HPLC chromatogram
Description accompanying drawing 2 is a powder diagram of high-content ginsenoside Rg3
Description of the drawings figure 3 HPLC chromatogram of low-content ginsenoside Rg3
The attached figure of the specification 4 is a powder diagram of low-content ginsenoside Rg3
The description refers to the HPLC chromatogram of ginsenoside in the ginsenoside extract obtained in step one of figure 5.
Detailed description of the preferred embodiments
Example 1
(1) Extracting ginsenoside from cleaned caulis Et folium Ginseng, passing through macroporous resin column, eluting with 55% ethanol water solution, collecting eluate, and drying to obtain ginsenoside extract;
(2) dissolving the ginsenoside extract obtained in the step one with acid water, filling the dissolved ginsenoside extract into a plastic bag, exhausting air, sealing, filling the plastic bag into high-pressure equipment, pressurizing the solution in a high-pressure process, keeping the high pressure for a long time, relieving pressure, and taking out the plastic bag;
(3) heating the high-pressure ginsenoside at 60 deg.C for 30min, cooling, standing for 3 hr, and centrifuging to obtain supernatant and precipitate;
(4) freeze drying the precipitate to obtain extract rich in ginsenoside Rg3, and detecting by HPLC to obtain extract with purity of 95.4% and yield of 62.7%, wherein the liquid chromatogram is shown in figure 1 and figure 2;
(5) and (3) adding the supernatant obtained in the step (3) into the reaction tank again, heating at 100 ℃, heating for 120min, cooling, standing for 2h, centrifuging after precipitation to obtain a supernatant and a precipitate, removing the supernatant, drying the precipitate to obtain the low-purity ginsenoside Rg3 extract, and detecting the purity of the extract by HPLC (high performance liquid chromatography) to be 31.4%, see the attached figure 3 of the specification and the attached figure 4 of the specification, wherein the yield is 21.6%.
Further, the ginsenoside extract obtained in the step one has ginsenoside Rb1 content of 12.5%, Rb2 content of 13.4%, Rb3 content of 31.4% and Rd content of 13.3%, see figure 5 of the specification.
Further, the acid used in the second step is an organic acid, the mass fraction of the organic acid is 10%, the pressure is 500 MPa, and the pressure holding time is 120 seconds.
Example 2
(1) Extracting ginsenoside from cleaned caulis Et folium Ginseng, passing through macroporous resin column, eluting with 40% ethanol water solution, collecting eluate, and drying to obtain ginsenoside extract;
(2) dissolving the ginsenoside extract obtained in the step one with acid water, filling the dissolved ginsenoside extract into a plastic bag, exhausting air, sealing, filling the plastic bag into high-pressure equipment, pressurizing the solution in a high-pressure process, keeping the high pressure for a long time, relieving pressure, and taking out the plastic bag;
(3) heating the high-pressure ginsenoside at 60 deg.C for 40min, cooling, standing for 4 hr, and centrifuging to obtain supernatant and precipitate;
(4) freeze drying the precipitate to obtain extract rich in ginsenoside Rg3, with purity of 85.4% and yield of 71.4% by HPLC;
(5) and (3) adding the supernatant obtained in the step (3) into the reaction tank again, heating at 90 ℃ for 60min, cooling, standing for 2h, centrifuging after precipitation to obtain supernatant and precipitate, removing the supernatant, drying the precipitate to obtain the low-purity ginsenoside Rg3 extract, wherein the purity is 41.5% by HPLC detection, and the yield is 20.7%.
Further, the ginsenoside extract obtained in the step one has ginsenoside Rb1 content of 17.4%, Rb2 content of 12.3%, Rb3 content of 25.7% and Rd content of 13.3%.
Further, the acid used in the second step is an organic acid, the mass fraction of the organic acid is 14%, the pressure is 300 mpa, and the pressure holding time is 60 seconds.
Example 3
(1) Extracting ginsenoside from cleaned caulis Et folium Ginseng, passing through macroporous resin column, eluting with 55% ethanol water solution, collecting eluate, and drying to obtain ginsenoside extract;
(2) dissolving the ginsenoside extract obtained in the step one with acid water, filling the dissolved ginsenoside extract into a plastic bag, exhausting air, sealing, filling the plastic bag into high-pressure equipment, pressurizing the solution in a high-pressure process, keeping the high pressure for a long time, relieving pressure, and taking out the plastic bag;
(3) heating the high-pressure ginsenoside at 60 deg.C for 50min, cooling, standing for 6 hr, and centrifuging to obtain supernatant and precipitate;
(4) freeze drying the precipitate to obtain extract rich in ginsenoside Rg3, with purity of 82.4% and yield of 70.2% as detected by HPLC;
(5) and (3) adding the supernatant obtained in the step (3) into the reaction tank again, heating at 100 ℃, heating for 100min, cooling, standing for 2h, centrifuging after precipitation to obtain a supernatant and a precipitate, removing the supernatant, drying the precipitate to obtain the low-purity ginsenoside Rg3 extract, wherein the purity is 45.5% through HPLC detection, and the yield is 21.6%.
Further, the ginsenoside extract obtained in the step one has ginsenoside Rb1 content of 19.4%, Rb2 content of 10.3%, Rb3 content of 26.1% and Rd content of 7.3%.
Further, the acid used in the second step is an organic acid, the mass fraction of the organic acid is 20%, the pressure is 200 mpa, and the pressure holding time is 50 seconds.
Claims (3)
1. A preparation method of rare ginsenoside Rg3 is characterized by comprising the following steps:
(1) extracting ginsenoside from cleaned caulis Et folium Ginseng, passing through macroporous resin column, eluting with 40-55% ethanol water solution, collecting eluate, and drying to obtain ginsenoside extract;
(2) dissolving the ginsenoside extract obtained in the step one with acid water, filling the dissolved ginsenoside extract into a plastic bag, exhausting air, sealing, filling the plastic bag into high-pressure equipment, pressurizing the solution in a high-pressure process, keeping the high pressure for a long time, relieving pressure, and taking out the plastic bag;
(3) heating the high-pressure ginsenoside at 50-60 deg.C for 10-50min, cooling, standing for 3-6 hr, and centrifuging to obtain supernatant and precipitate;
(4) freeze drying the precipitate to obtain extract rich in ginsenoside Rg3 with purity of 73.5-95.4% and yield of 62.7-77.4%;
(5) and (3) adding the supernatant obtained in the step (3) into the reaction tank again, heating at 80-100 ℃, heating for 60-120min, cooling, standing for 1-2h, centrifuging after precipitation to obtain supernatant and precipitate, discarding the supernatant, and drying the precipitate to obtain the low-purity ginsenoside Rg3 extract with the purity of 31.4-45.5% and the yield of 21.6-33.7%.
2. The method for preparing ginsenoside Rg3 of claim 1, wherein the ginsenoside Rb1, Rb2, Rb3 and Rd are 12.5-19.4%, 10.3-13.4%, 26.1-31.4% and 7.3-13.3% respectively in the ginsenoside extract obtained in the step one.
3. The preparation method of rare ginsenoside Rg3 in claim 1, wherein the acid used in the second step is an organic acid, the mass fraction of the organic acid is 10-20%, the pressure is 200-500 MPa, and the pressure holding time is 20-120 seconds.
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Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102993258A (en) * | 2012-12-17 | 2013-03-27 | 烟台荣昌制药股份有限公司 | Method for preparing ginsenoside Rg3 through hydrolyzing total saponins of panax ginseng |
| CN103319562A (en) * | 2013-05-30 | 2013-09-25 | 吉林化工学院 | Method for preparation of ginsenoside Rg3 directly from ginseng power |
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| CN105218613A (en) * | 2015-10-23 | 2016-01-06 | 昆明学院 | One is rapidly and efficiently hydrolyzed Folium Notoginseng total arasaponins and prepares ginsenoside Rg3, the method for Rh2 |
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| CN109824750A (en) * | 2019-03-19 | 2019-05-31 | 云南三七科技有限公司 | A kind of preparation method of the rare saponin(e of ginseng |
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-
2020
- 2020-01-04 CN CN202010007324.3A patent/CN111087439A/en active Pending
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102993258A (en) * | 2012-12-17 | 2013-03-27 | 烟台荣昌制药股份有限公司 | Method for preparing ginsenoside Rg3 through hydrolyzing total saponins of panax ginseng |
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| CN110229208A (en) * | 2019-06-26 | 2019-09-13 | 吉林农业大学 | A kind of efficient preparative separation method of 20 (R)-ginseng sapoglycoside Rg 3 of compound |
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