CN114989238A - High-purity pesticide residue-free ginsenoside Rb 1 Method for producing monomer compound - Google Patents
High-purity pesticide residue-free ginsenoside Rb 1 Method for producing monomer compound Download PDFInfo
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Abstract
The invention discloses high-purity pesticide residue-free ginsenoside Rb 1 A method for preparing a monomeric compound comprising the steps of: 1) extracting Notoginseng radix, Ginseng radix, radix Panacis Quinquefolii or herba Gynostemmatis with ethanol water solution, and filtering to obtain sample solution; 2) centrifuging, taking supernatant fluid, filtering by a membrane, and preparing filtrate by a preparation column; 3) sequentially eluting with 100-10% ethanol water solution as eluent, concentrating, and drying to obtain high-purity ginsenoside Rb without pesticide residue 1 And (5) obtaining a monomer compound finished product. The method adopts hydrophilic chromatographic packing and ethanol and water as mobile phases to remove pesticide residues and ginsenoside Rb in one step 1 The obtained high-purity ginsenoside Rb without pesticide residue 1 High removal rate of pesticide residues, Rb 1 The recovery rate is high; the method has the advantages of simple process, convenient operation, no toxic reagent, environmental protection, safety, convenient regeneration of the used chromatographic packing, reduction of the production cost and shortening of the production period.
Description
Technical Field
The invention belongs to the technical field of medicine preparation, and particularly relates to high-purity pesticide residue-free ginsenoside Rb 1 A method for preparing a monomer compound.
Background
Ginsenoside Rb 1 Also named as notoginsenoside E1 and gypenoside III. Is mainly prepared from root, stem, leaf or flower bud of plants such as Panax ginseng C.A.Meyer, Panax notoginseng C.A.Meyer, Panax quinquefolium L.var.Meyer, Vietnamese Panax ginseng C.A.Meyer, Panax japonicus C.A.Meyer, and Gynostemma pentaphyllum Makino of Gynostemma of Cucurbitaceae.
Ginsenoside Rb 1 Due to the great attention of people caused by good pharmacological activity, the compound has important effects on the aspects of cardiovascular system, central nervous system, immunoregulation, leukemia resistance and the like, and is widely developed as a medicament. In addition, ginsenoside is ginsenoside Rb 1 The pesticide residue and the purity of the pesticide are important measurement standards of the quality of the pesticide, and the maximum pesticide residue limit is regulated by countries in various countries and regions according to the national conditions, for example, more than 500 pesticide residue detection items are detected by the Food and Drug Administration (FDA) which has strict management.
Patents CN105168281B and CN109157867B disclose pesticide residue removal processes from ginsenoside extracts, but have the disadvantages of few types of removable pesticide residues, complex process, high operation requirement and the like, and the purpose of obtaining high-purity ginsenoside Rb without pesticide residues is to obtain 1 The monomer compound needs to be purified again, and the steps are complicated, so that the loss of effective components is easily caused.
Disclosure of Invention
In view of the above, the present invention is expected to provide a high-purity ginsenoside Rb without pesticide residue 1 Preparation method of monomer compound, pesticide residue molecule and ginsenoside Rb 1 The difference between the molecular weight and the hydrophobicity removes pesticide residue in the ginsenoside and simultaneously purifies the ginsenoside Rb 1 Has simple process and convenient operation, can realize the removal of pesticide residue and the ginsenoside Rb in one step 1 The purification preparation of the monomer compound has high pesticide residue removal rate and high product recovery rate.
In order to achieve the purpose, the technical scheme of the invention is realized as follows:
high-purity pesticide residue-free ginsenoside Rb 1 A method for preparing a monomeric compound comprising the steps of:
1) extracting Notoginseng radix, Ginseng radix, radix Panacis Quinquefolii or herba Gynostemmatis with ethanol water solution, and filtering to obtain sample solution;
2) centrifuging the sample solution, taking supernatant fluid for membrane filtration, and preparing filtrate through a preparation column;
3) sequentially eluting with 100-10% ethanol water solution as eluent, concentrating the eluate, and drying to obtain high-purity ginsenoside Rb without pesticide residue 1 And (5) obtaining a monomer compound finished product.
The method has the advantages of simple process, convenient operation, no use of toxic reagents, greenness and safety.
Further, the panax notoginseng, the ginseng, the American ginseng or the gynostemma pentaphylla in the step 1) is extracted by using a 65% ethanol water solution.
Further, the preparation column in the step 2) comprises hydrophilic interaction chromatographic packing, which is one of underivatized silica gel, amino, cyano, diol group, amide type, polysuccinimide type, sugar type or zwitterionic packing.
Furthermore, the hydrophilic interaction chromatographic packing is fine-grained high-efficiency packing with the grain size of 5-30 mu m, is filled in a stainless steel column tube, and is operated in a high-pressure liquid phase preparation mode.
Furthermore, the hydrophilic chromatographic packing is a coarse packing, the particle size is larger than 30 μm, and a medium-low pressure or open type chromatographic column is used for operation.
Further, the preparation column in the step 2) adopts zwitterionic hydrophilic interaction chromatographic packing.
The chromatographic packing is convenient to regenerate, the production cost is reduced, and the production period is shortened.
Further, the mass ratio of the solid in the filtrate obtained in the step 2) to the mass of the filler in the preparation column is 1-3: 10.
Further, the elution of the step 3) is step gradient elution or linear gradient elution.
The method adopts hydrophilic chromatographic packing, ethanol and water as mobile phase, and adjusts the elution volume and the ratio of the mobile phase, thereby realizing the removal of pesticide residue and the ginsenoside Rb in one step 1 The purification preparation of (1).
Further, the step 3) is performed by using 70% ethanol aqueous solution.
Here, after ethanol elution, the pesticide residue removal rate is high, Rb is 1 High recovery rate of Rb 1 The purity of the monomer reaches more than 80 percent.
The invention has the following beneficial effects: 1) the method adopts hydrophilic chromatographic packing and ethanol and water as mobile phases, adjusts the elution volume and the ratio of the mobile phases, and realizes the removal of pesticide residues and the ginsenoside Rb in one step 1 The obtained high-purity ginsenoside Rb without pesticide residue 1 Monomeric compounds, high removal rate of pesticide residues, Rb 1 High recovery rate of Rb 1 The purity of the monomer reaches more than 80 percent; 2) the method has the advantages of simple process, convenient operation, no use of toxic reagents, green and safe performance, convenient regeneration of the used chromatographic packing, reduction of the production cost and shortening of the production period.
Drawings
FIG. 1 shows the combination of Panax notoginseng and ginsenoside Rb in example 1 of the present invention 1 Comparing the pesticide residue content in the finished product;
FIG. 2 shows the combination of Gynostemma pentaphyllum Makino and ginsenoside Rb in example 2 of the present invention 1 And comparing the pesticide residue content in the finished product.
Detailed Description
So that the manner in which the features and aspects of the present invention can be understood in detail, a more particular description of the invention, briefly summarized above, may be had by reference to embodiments, some of which are illustrated in the appended drawings.
Example 1 Panax notoginseng drug and ginsenoside Rb 1 Comparison of pesticide residue content in finished product
1) Taking 1000g of Notoginseng radix, adding 8L of 65% ethanol, reflux extracting for 3h, filtering, adding 6L of 65% ethanol into the residue, reflux extracting for 2h, and mixing the filtrates;
2) passing the filtrate through a hydrophilic chromatographic column;
here, the hydrophilic chromatographic preparation column was an X3 zwitterionic silica gel packing chromatographic column, the particle size was 40 μm, the packing amount was 1500g, and the equilibrium was previously good with 95% ethanol aqueous solution.
3) Eluting impurities with 6BV 95% ethanol water solution, and eluting Rb with 3BV 70% ethanol water solution 1 And the eluent is decompressed and concentrated to recover Rb 1 Spray drying to obtain high-purity ginsenoside Rb without pesticide residue 1 And (5) finishing.
Here, for the sake of convenience of calculation, the value corresponding to the weight of the filler is defined as 1BV, and 1BV of 1500g of the filler is defined as 1500mL, as follows.
Finally, the high performance liquid chromatography is adopted to carry out the treatment on the ginsenoside Rb 1 The finished product is detected, the ultraviolet detection wavelength is 203nm, the chromatographic column brand is Waters-Acchrom, and the specification is TNcure C18, 4.6 multiplied by 250mm, 5 mu m. During detection, the column temperature is 30 ℃, acetonitrile (A) and 0.1% phosphoric acid aqueous solution (B) are used as mobile phases for gradient elution, and the elution conditions are as follows: 0-30min, 19% A; 30-35min, 19% -24% A; 35-60min, 24% -40% A; 60-70min, 40% -70% A; the flow rate was 1.3 mL/min. Through determination, ginsenoside Rb of the embodiment 1 Rb in the finished product 1 The purity was 82.98% and the recovery was 96.77%.
In addition, Rb is also used 1 And (5) conveying the finished product to an SGS third-party detection mechanism to detect pesticide residues.
In this example, Panax notoginseng and ginsenoside Rb 1 Comparing the pesticide residue content with the pesticide residue removal rate, and obtaining ginsenoside Rb as shown in figure 1 1 No pesticide residue is detected in the finished product, and the pesticide residue removal rate is over 98 percent.
Example 2 Gynostemma pentaphyllum Makino and ginsenoside Rb 1 Comparison of pesticide residue content in finished product
1) Taking 100g of gynostemma pentaphylla medicinal material, adding 8L of 65% ethanol, performing reflux extraction for 3h, filtering, adding 1L of 65% ethanol into medicine residues, performing reflux extraction for 2h, and combining the filtrates;
2) an X3 zwitterionic silica gel filler chromatographic column with the particle size of 40 mu m and the filler amount of 120g is filled in an open SPE column tube and is used for activation and balance. Pouring 500mL of filtrate sample into a hollow tube above the SPE column, controlling the speed of about 20mL/min to load the sample onto the SPE column, and leaching with 720mL of 95% ethanol water solution after the loading is finished;
3) elution was performed using 360mL of 70% aqueous ethanol. Collecting eluate, concentrating under reduced pressure to remove alcohol, and freeze drying to obtain ginsenoside Rb 1 And (5) finishing.
Detection procedure with reference to example 1, ginsenoside Rb of this example was determined 1 Rb in the finished product 1 The purity was 80.38% and the recovery was 97.33%.
In this example, Gynostemma pentaphyllum and ginsenoside Rb 1 Comparing the pesticide residue content with the pesticide residue removal rate, and obtaining ginsenoside Rb as shown in FIG. 2 1 No pesticide residue is detected in the finished product, the removal rate of the pesticide residue is over 91 percent, and the removal rate of part of pesticide varieties reaches 99.99 percent.
Claims (9)
1. High-purity pesticide residue-free ginsenoside Rb 1 A method for producing a monomer compound, characterized by comprising the steps of:
1) extracting Notoginseng radix, Ginseng radix, radix Panacis Quinquefolii or herba Gynostemmatis with ethanol water solution, and filtering to obtain sample solution;
2) centrifuging the sample solution, taking supernatant fluid for membrane filtration, and preparing filtrate through a preparation column;
3) sequentially eluting with 100-10% ethanol water solution as eluent, concentrating the eluate, and drying to obtain high-purity ginsenoside Rb without pesticide residue 1 And (5) obtaining a monomer compound finished product.
2. The high purity ginsenoside Rb without pesticide residue of claim 1 1 The preparation method of the monomeric compound is characterized in that the pseudo-ginseng, the American ginseng or the gynostemma pentaphylla in the step 1) is extracted by using 65% ethanol water solution.
3. The high-purity ginsenoside Rb without pesticide residue according to claim 1 1 The preparation method of the monomer compound is characterized in that the preparation column in the step 2) comprises a hydrophilic interaction chromatographic filler which is one of underivatized silica gel, amino, cyano, diol group, amide type, polysuccinimide type, sugar type or zwitterionic type fillers.
4. The high purity ginsenoside Rb without pesticide residue of claim 3 1 The preparation method of the monomeric compound is characterized in that the hydrophilic interaction chromatographic packing is fine-grained high-efficiency packing with the grain diameter of 5-30 mu m, is filled in a stainless steel column tube, and is operated in a high-pressure liquid preparation mode.
5. The high purity ginsenoside Rb without pesticide residue of claim 3 1 The preparation method of the monomer compound is characterized in that the hydrophilic interaction chromatographic packing is a coarse packing, the particle size is larger than 30 mu m, and the operation is carried out by using a medium-low pressure or open type chromatographic column.
6. The high-purity ginsenoside Rb without pesticide residue according to claim 1 1 The preparation method of the monomer compound is characterized in that the preparation column in the step 2) adopts zwitterionic hydrophilic chromatographic packing.
7. The high purity ginsenoside Rb without pesticide residue of claim 1 1 The preparation method of the monomer compound is characterized in that the mass ratio of the solid in the filtrate obtained in the step 2) to the mass of the filler in the preparation column is 1-3: 10.
8. The high purity ginsenoside Rb without pesticide residue of claim 1 1 The preparation method of the monomeric compound is characterized in that the elution in the step 3) is step gradient elution or linear gradient elution.
9. The high purity ginsenoside Rb without pesticide residue of claim 1 1 The preparation method of the monomer compound is characterized in that 70% ethanol water solution is used for elution in the step 3).
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Citations (6)
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|---|---|---|---|---|
| CN1473841A (en) * | 2003-08-05 | 2004-02-11 | 吉林农大珍源参业高科技有限公司 | High yield environmental protection type industrial separating method for ginseng saponin Rb1 |
| CN101445544A (en) * | 2007-11-28 | 2009-06-03 | 北京本草天源药物研究院 | Method for preparing ginsenoside Rb<1> |
| CN101575357A (en) * | 2008-05-09 | 2009-11-11 | 澳门大学 | Method for preparing notoginsenoside R1 and ginsenoside Rg1, Re, Rb1 and Rd |
| CN102196814A (en) * | 2008-11-04 | 2011-09-21 | Cj第一制糖株式会社 | Method for preparing extract fraction reinforced with ginsenosides Rg1 or Rb1 from ginseng |
| CN110156863A (en) * | 2018-02-12 | 2019-08-23 | 吉林紫鑫参工堂生物科技有限公司 | A kind of ginsenoside Rd's automatic control isolation and purification method |
| CN113546099A (en) * | 2020-04-24 | 2021-10-26 | 泰州医药城国科化物生物医药科技有限公司 | Method for removing pesticide residues of ginseng extract |
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- 2022-05-30 CN CN202210596736.4A patent/CN114989238A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1473841A (en) * | 2003-08-05 | 2004-02-11 | 吉林农大珍源参业高科技有限公司 | High yield environmental protection type industrial separating method for ginseng saponin Rb1 |
| CN101445544A (en) * | 2007-11-28 | 2009-06-03 | 北京本草天源药物研究院 | Method for preparing ginsenoside Rb<1> |
| CN101575357A (en) * | 2008-05-09 | 2009-11-11 | 澳门大学 | Method for preparing notoginsenoside R1 and ginsenoside Rg1, Re, Rb1 and Rd |
| CN102196814A (en) * | 2008-11-04 | 2011-09-21 | Cj第一制糖株式会社 | Method for preparing extract fraction reinforced with ginsenosides Rg1 or Rb1 from ginseng |
| CN110156863A (en) * | 2018-02-12 | 2019-08-23 | 吉林紫鑫参工堂生物科技有限公司 | A kind of ginsenoside Rd's automatic control isolation and purification method |
| CN113546099A (en) * | 2020-04-24 | 2021-10-26 | 泰州医药城国科化物生物医药科技有限公司 | Method for removing pesticide residues of ginseng extract |
Non-Patent Citations (1)
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