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Preparation method of 20th carbon hydroxyl dehydrated ginseng rare saponin and aglycone

A technology of rare ginseng saponins and saponin aglycones, which is applied in the preparation of steroids, chemical instruments and methods, organic chemistry, etc., can solve the problems of inability to prepare saponins, and achieve the effects of low cost, high yield and purity, and simple operation

Active Publication Date: 2016-01-06
金凤燮
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But its products are mainly Rg3 (with a small amount of F 2 、K 1 , Rg 5 、Rh 2 , saponins of C-K) and Rg2 (containing a small amount of Rg 1 , Rg 4 , Pg 6 、Rh 1 saponins), unable to prepare 20-O-hydroxydehydrated saponins Rg5 and Rk1, Rg4 and Rg6, Rh3 and Rk2, Rh4 and Rk3 and their aglycones

Method used

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  • Preparation method of 20th carbon hydroxyl dehydrated ginseng rare saponin and aglycone
  • Preparation method of 20th carbon hydroxyl dehydrated ginseng rare saponin and aglycone

Examples

Experimental program
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Effect test

Embodiment 1

[0018] Dissolve 6 grams of Rb1 saponin in 100 milliliters of n-butanol, 25 grams of FeCl2 (about 100 millimoles) in 100 milliliters of n-butanol, mix the two solutions, and react with stirring at 50 ° C for 20 hours; use 200 milliliters washed with water for 3 to 4 times to fully remove impurities such as salt ions and sugar, and dried under reduced pressure to obtain 4.1 grams of the product. Alternatively, the reaction liquid is collected by vacuum distillation to collect the organic solvent, and 150 ml of deionized water is added to the reactant to mix, and the saponin is repeatedly adsorbed by a macroporous adsorption resin with a volume of 150 ml, and then washed with 900 ml of water to remove impurities such as salt ions and sugar , and then 80% ethanol was used to elute the saponins, and the ethanol eluate was collected and dried to obtain 4.2 g of the product. Calculated by molar ratio, the conversion rate is greater than 90%. The reaction product was detected by TLC ...

Embodiment 2

[0021] Dissolve 3 g of F2 saponin in 100 mL of ethanol, 35 g of Al 2 (SO 4 ) 3 Dissolve in 100 milliliters of ethanol, mix the two solutions, and react at 25°C for 24 hours; collect the organic solvent by distillation under reduced pressure, add 70 milliliters of deionized water to the reactant, and then use 70 milliliters of water-saturated n-butanol to extract saponin and n-butanol. The butanol extraction operation was repeated three times; the n-butanol extracts were combined and washed 3-4 times with 70 ml of deionized water to fully wash off the inorganic salts and sugars generated by the reaction, and concentrated under reduced pressure to obtain 2.1 grams of rare saponins as a reaction product. Calculated by molar ratio, the conversion rate is greater than 90%. Its reaction product detects with TLC and HPLC method, compares with standard substance, more than 90% of product is the 20- of Rh2 saponin. O -Hydroxydehydrated highly active red ginseng rare saponins Rh3 and...

Embodiment 3

[0024] Dissolve 3 g of C-K saponins in 100 ml of methanol, 20 g of Mn(NO 3 ) 2Dissolved in 100 ml of methanol, mixed the two solutions, reacted at 25 ° C for 24 hours; added 100 ml of deionized water to mix, then extracted saponin with 200 ml of water-saturated n-butanol, and repeated n-butanol extraction three times; combined normal The butanol extract was washed 3-4 times with 300 milliliters of deionized water to fully wash off inorganic salts and sugars generated by the reaction, and concentrated under reduced pressure to obtain 2.1 grams of rare saponins as a reaction product. Calculated by molar ratio, the conversion rate is greater than 90%. Its reaction product detects with TLC and HPLC method, compares with standard substance, more than 90% of product is the 20- O -Hydroxydehydrated highly active red ginseng rare saponins cis-PPD(-H2O) and trans-PPD(-H2O).

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Abstract

The present invention discloses a preparation method of 20th carbon hydroxyl dehydrated ginseng rare saponin and aglycone. The method is characterized in that metal inorganic salt catalyzes decomposition of decomposition of ginsenoside 20th carbon glycosyl in an organic solvent for preparing 20-O-hydroxy dehydrated Rg5 and Rk1 of Rg3, 20-O-hydroxy dehydrated Rg2 and Rg6 of Rg4, 20-O-hydroxy dehydrated Rh3 and Rk2 of Rh2, 20-O-hydroxy dehydrated Rh4 and Rk3 of Rh1, panoxadiol saponin aglycone 20-O-hydroxy dehydrated cis-PPD (-H2O) aglycone and trans-PPD (-H2O) aglycone panoxadiol saponin aglycone 20-O-hydroxy dehydrated cis-PPT (-H2O) aglycone and trans-PPT (-H2O) aglycone. The method has the advantages of simple operation, low cost, high yield and high purity (both greater than 90%), and is applicable to mass production; and the obtained product can be used in drug development, ginseng products, health products and cosmetics.

Description

technical field [0001] The present invention relates to a preparation method of rare ginseng saponins and aglycones, in particular to a preparation method of rare ginseng saponins and aglycones that are dehydrated with the 20th carbon hydroxyl group and are suitable for mass production with simple operation, low cost, high yield and purity. method. Background technique [0002] More than 80-90% of the saponins in ginseng are Rb1, Rb2, Rb3, Rc, Rd, Re and Rg1 saponins. These saponins can only be absorbed and effective after being converted into rare saponins under the action of intestinal enzymes and microorganisms after oral administration. However, its conversion rate is very limited. Although the rare saponins contained in ginseng have high physiological activity and high human absorption rate, their content is very low. In the process of traditional red ginseng processing, saponins Rb1, Rb2, Rb3, Rc, Rd, Re and Rg1, which are high in ginseng, can be converted into S -R...

Claims

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Application Information

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IPC IPC(8): C07J17/00C07J9/00C07J75/00
Inventor 鱼红闪刘春莹金凤燮
Owner 金凤燮
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