CN103665081B - A kind of method of quick non-hot preparation scarce ginsenoside Rg3 (S) - Google Patents
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- 238000000034 method Methods 0.000 title claims abstract description 52
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- CKUVNOCSBYYHIS-LGYUXIIVSA-N 20(R)-Ginsenoside Rh2 Natural products O([C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@H]1C(C)(C)[C@H]2[C@@](C)([C@H]3[C@](C)([C@@]4(C)[C@H]([C@H](O)C3)[C@@H]([C@](O)(CC/C=C(\C)/C)C)CC4)CC2)CC1 CKUVNOCSBYYHIS-LGYUXIIVSA-N 0.000 description 1
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- WQLVFSAGQJTQCK-UHFFFAOYSA-N diosgenin Natural products CC1C(C2(CCC3C4(C)CCC(O)CC4=CCC3C2C2)C)C2OC11CCC(C)CO1 WQLVFSAGQJTQCK-UHFFFAOYSA-N 0.000 description 1
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Abstract
The present invention relates to a kind of method of quick non-hot preparation scarce ginsenoside Rg3 (S), particularly relate to high-voltage pulse electric field technology coupling acid hydrolysis preparation method.Technical scheme is: mixed by ginsenoside Rb1's acidic solution at normal temperatures, directly passes into pulsed electric field and processes, and its strength of electric field is 5-25kV/cm, and the umber of pulse of process is 1-15, and acid concentration is 0.1-2%.Material after pulsed electric field process is added organic solvent centrifugation, gets supernatant liquor, solvent is removed in volatilization, namely obtains Ginsenoside Rg3 (S).Present method introduces high-voltage pulse electric field technology in ginsenoside Rb1's acid hemolysis process, accelerates the speed of response of ginsenoside Rb1's hydrolysis, promotes that ginsenoside Rb1 transforms fast and efficiently and generates scarce ginsenoside Rg3 (S).Present method is compared with traditional method for transformation, and without the need to heating, preparation time is short, yield is high, by product is few, energy consumption is low.
Description
Technical field
The present invention relates to a kind of method of quick non-hot preparation scarce ginsenoside Rg3 (S), particularly relate to high-voltage pulse electric field technology coupling acid hydrolysis preparation method.
Background technology
Ginseng (Panax ginseng C.A.Meyer) is Araliaceae (Araliaceae) Panax (Panax) plant, there is multiple pharmacologically active, comprise and reduce blood fat, immunomodulatory, anti-inflammatory action, elemental abundances, the function such as anti-ageing, anti-oxidant.Ginsenoside is one of main pharmacological composition in ginseng, and from ginseng, isolation identification goes out more than 80 and plants ginsenoside monomer at present.
Ginsenoside Rg3 has S type and R type two kinds of optically active isomers (Fig.1), has different physiology and biological activity respectively, and wherein Ginsenoside Rg3 (S) is water-soluble is higher than isomer Rg3 (R) with biological activity.Ginsenoside Rg3 (S) is only present in red ginseng, and content is very low, in raw ginseng and white ginseng, Ginsenoside Rg3 (S) do not detected.Ginsenoside Rg3 (S) has antitumor action in vivo and in vitro, reduces blood pressure, neuroprotective, the effect of protection liver and suppress the multiple efficacies such as vasospasm.In addition, Rg3 (S) or ginsenoside Rh 2 precursor, and Rh2 has stronger antitumous effect.2000, domesticly Ginsenoside Rg3 (S) is applied to clinical treatment as cancer therapy drug, its pharmacological Mechanism is that inhibition tumor cell invades and transfer.
At present, for the extremely low feature of scarce ginsenoside content in natural ginseng, the normal ginsenoside adopting high-content is raw material, by the glucosyl group in degraded ginsenoside molecule, prepares highly active scarce ginsenoside monomer.Scarce ginsenoside Rg3 (S) and ginsenoside Rb1 structurally differ 2 glucosyl groups, prepare Ginsenoside Rg3 (S) (Fig.1) by carrying out glycosidic link transformation to ginsenoside Rb1.Shibata in 1996 etc. study discovery, utilize acetic acid process ginsenoside can promote C-20 hydrolysis of glycoside bond in Rb1, Rb2, Rc and Rd, sapogenin Rg3 before generating, and shortcoming is that the content of generation Rg3 monomer is low.The research such as Ko shows, compared with Ginsenoside Rg3 content in red ginseng, Radix Ginseng extract Rg3 content after acetic acid process improves 10 times.Yi etc. utilize citric acid pre-treatment red ginseng, can improve Ginsenoside Rg3 yield.Cheng etc. utilize microbial strains GS514 ginsenoside Rb1 to be transformed and generate Rg3.Chang etc. utilize the white conopsea extraction of cellulase Celluase-12T process, and compared with joining extracting method in vain with tradition, Ginsenoside Rg3 (S) content improves 4 times.Two kinds of glycoside hydrolases are combined by Kim etc., can significantly improve Ginsenoside Rg3 (S) productive rate.In sum, Ginsenoside Rg3 (S) preparation method mainly comprises chemical transformation and biotransformation method.Chemical transformation prepares Ginsenoside Rg3 (S), the problem that ubiquity low conversion rate, by product are many, the treatment time is long and temperature of reaction is high, and pyroprocessing easily causes loss of bioactivity.Biotransformation method comprises enzymatic conversion and microbial transformation, has reaction conditions gentleness, and specificity is strong, productive rate advantages of higher.It is complicated that but enzymatic conversion exists enzyme preparation process, and cost high feature; There is the long feature of culture cycle in microbe transformation method.
Summary of the invention
The object of the invention is to propose a kind of method that high-voltage pulse electric field technology assistant degradation ginsenoside Rb1 prepares scarce ginsenoside Rg3 (S), to overcome the shortcoming that traditional method prepares rare panaquilon Rg3 (S).
Technical scheme of the present invention is:
At normal temperatures ginsenoside Rb1's acidic solution is mixed, directly pass into pulsed electric field to process, its strength of electric field is 5-25kV/cm, the umber of pulse of process is 1-15, material after pulsed electric field process is added organic solvent centrifugation, get supernatant liquor, solvent is removed in volatilization, namely obtains Ginsenoside Rg3 (S).
Described acid is hydrochloric acid, and acid concentration is 0.1-2%.
Described organic solvent uses during propyl carbinol and uses water saturation solution.
Present method, owing to introducing pulsed electric field in acid hydrolytic reaction process, accelerates acid hydrolytic reaction speed, promotes that ginsenoside Rb1 transforms fast and efficiently and generates scarce ginsenoside Rg3 (S).
The present invention utilizes pulsed electric field assistant degradation ginsenoside Rb1, prepare high-content scarce ginsenoside Rg3 (S), shorten the reaction times, and do not affect its biological activity, have non-thermal, speed of response is fast, by product is few and low power consumption and other advantages.Accompanying drawing explanation
Fig. 1 ginsenoside Rb1 degrades and generates the reaction path of Ginsenoside Rg3 (S).
Embodiment
In conjunction with below the embodiment that provides the inventive method is described in further detail.
Embodiment 1
Ginsenoside Rb1 degrades and generates the method for Ginsenoside Rg3 (S) by the present invention, be by ginsenoside Rb1's sample dissolution in 1% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, directly pass into pulsed electric field at normal temperatures to process, its strength of electric field is 20kV/cm, and umber of pulse is 10; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield through efficient liquid phase chromatographic analysis Ginsenoside Rg3 (S) is 68.58%.
Embodiment 2
Ginsenoside Rb1 degrades and generates the method for Ginsenoside Rg3 (S) by the present invention, be by ginsenoside Rb1's sample dissolution in 1.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, directly pass into pulsed electric field at normal temperatures to process, its strength of electric field is 25kV/cm, and umber of pulse is 10; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield through efficient liquid phase chromatographic analysis Ginsenoside Rg3 (S) is 63.28%.
Embodiment 3
Ginsenoside Rb1 degrades and generates the method for Ginsenoside Rg3 (S) by the present invention, be by ginsenoside Rb1's sample dissolution in 1.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, directly pass into pulsed electric field at normal temperatures to process, its strength of electric field is 20kV/cm, and umber of pulse is 8; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield through efficient liquid phase chromatographic analysis Ginsenoside Rg3 (S) is 54.47%.
Embodiment 4
Ginsenoside Rb1 degrades and generates the method for Ginsenoside Rg3 (S) by the present invention, be by ginsenoside Rb1's sample dissolution in 0.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, directly pass into pulsed electric field at normal temperatures to process, its strength of electric field is 25kV/cm, and umber of pulse is 8; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield through efficient liquid phase chromatographic analysis Ginsenoside Rg3 (S) is 49.81%.
Embodiment 5
Ginsenoside Rb1 degrades and generates the method for Ginsenoside Rg3 (S) by the present invention, be by ginsenoside Rb1's sample dissolution in 0.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, directly pass into pulsed electric field at normal temperatures to process, its strength of electric field is 15kV/cm, and umber of pulse is 10; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield through efficient liquid phase chromatographic analysis Ginsenoside Rg3 (S) is 41.43%.
Embodiment 6
Ginsenoside Rb1 degrades and generates the method for Ginsenoside Rg3 (S) by the present invention, be by ginsenoside Rb1's sample dissolution in 1% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, directly pass into pulsed electric field at normal temperatures to process, its strength of electric field is 15kV/cm, and umber of pulse is 12; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield through efficient liquid phase chromatographic analysis Ginsenoside Rg3 (S) is 48.73%.
Claims (7)
1. a method for quick non-hot preparation scarce ginsenoside Rg3 (S), is characterized in that:
At normal temperatures ginsenoside Rb1's acidic solution is mixed, directly pass into pulsed electric field to process, its strength of electric field is 5-25kV/cm, the umber of pulse of process is 1-15, material after pulsed electric field process is added organic solvent centrifugation, get supernatant liquor, solvent is removed in volatilization, namely obtains Ginsenoside Rg3 (S);
Described acid is hydrochloric acid, and acid concentration is 0.1-2%;
Described organic solvent is water-saturated n-butanol solution.
2. the method for the quick non-hot preparation scarce ginsenoside Rg3 (S) of one according to claim 1, is characterized in that:
By ginsenoside Rb1's sample dissolution in 1% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, and directly pass into pulsed electric field at normal temperatures and process, its strength of electric field is 20kV/cm, and umber of pulse is 10; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield of obtained Ginsenoside Rg3 (S) is 68.58%.
3. the method for the quick non-hot preparation scarce ginsenoside Rg3 (S) of one according to claim 1, is characterized in that:
By ginsenoside Rb1's sample dissolution in 1.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, and directly pass into pulsed electric field at normal temperatures and process, its strength of electric field is 25kV/cm, and umber of pulse is 10; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield of obtained Ginsenoside Rg3 (S) is 63.28%.
4. the method for the quick non-hot preparation scarce ginsenoside Rg3 (S) of one according to claim 1, is characterized in that:
By ginsenoside Rb1's sample dissolution in 1.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, and directly pass into pulsed electric field at normal temperatures and process, its strength of electric field is 20kV/cm, and umber of pulse is 8; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield of obtained Ginsenoside Rg3 (S) is 54.47%.
5. the method for the quick non-hot preparation scarce ginsenoside Rg3 (S) of one according to claim 1, is characterized in that:
By ginsenoside Rb1's sample dissolution in 0.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, and directly pass into pulsed electric field at normal temperatures and process, its strength of electric field is 25kV/cm, and umber of pulse is 8; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield of obtained Ginsenoside Rg3 (S) is 49.81%.
6. the method for the quick non-hot preparation scarce ginsenoside Rg3 (S) of one according to claim 1, is characterized in that:
By ginsenoside Rb1's sample dissolution in 0.5% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, and directly pass into pulsed electric field at normal temperatures and process, its strength of electric field is 15kV/cm, and umber of pulse is 10; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield of obtained Ginsenoside Rg3 (S) is 41.43%.
7. the method for the quick non-hot preparation scarce ginsenoside Rg3 (S) of one according to claim 1, is characterized in that:
By ginsenoside Rb1's sample dissolution in 1% hydrochloric acid soln, being mixed with concentration is 1mM ginsenoside Rb1 solution, and directly pass into pulsed electric field at normal temperatures and process, its strength of electric field is 15kV/cm, and umber of pulse is 12; With water-saturated n-butanol extractive reaction liquid, centrifugation, supernatant liquor volatilization is except desolventizing, and the yield of obtained Ginsenoside Rg3 (S) is 48.73%.
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高压脉冲电场提取桦褐孔菌多糖的试验;殷涌光 等;《农业机械学报》;20080225;第39卷(第2期);第91页左栏第2段 * |
高压脉冲电场法提取天然产物的研究进展;魏殿文 等;《国土与自然资源研究》;20090915(第3期);第88-89页 * |
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