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A kind of malonyl ginsenoside re and preparation method thereof

A technology of malonyl ginsenosides and ginsenosides, applied in chemical instruments and methods, glycoside steroids, steroids, etc., can solve the problems such as patent reports that have not yet been separated and prepared malonyl ginsenoside monomers, and achieve the operation time. The effect of shortening, simplifying the extraction process, and simplifying the separation process

Active Publication Date: 2016-09-07
INST OF SPECIAL ANIMAL & PLANT SCI OF CAAS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Chinese patents (application numbers 200510016845.0, 201310046482.X) successively disclosed two methods for the separation and preparation of malonyl ginsenoside extracts, but there is no patent report on the separation and preparation of malonyl ginsenoside monomers

Method used

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  • A kind of malonyl ginsenoside re and preparation method thereof
  • A kind of malonyl ginsenoside re and preparation method thereof

Examples

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Effect test

Embodiment 1

[0025] The ginseng flower buds were dried at low temperature and packed into a column, soaked in methanol overnight, and percolated and extracted with 20 times the column volume of pure methanol the next day, the combined extracts were concentrated under reduced pressure until there was no alcohol smell, and then placed in a -10°C refrigerator to settle. For part of the chlorophyll, take the supernatant and add petroleum ether (1:1 V / V) to extract 3 times, then absorb the macroporous resin AB-8 on the lower aqueous solution, and first elute with 8 times the column volume of water to remove a small part of the extract sugars and inorganic salts, and then enriched M-Re by eluting with 30% ethanol with 7 times the volume of the column. :1:0.1-3:1:0.1-2:1:0.1) for elution, the elution flow rate was 4 mL / min, the eluate was concentrated under reduced pressure at 40°C, and then the Varian preparative liquid phase was carried out with 20% acetonitrile Constant gradient elution, recei...

Embodiment 2

[0027] Dry the ginseng flower buds at low temperature and pack them into a column, soak them in 80% methanol overnight, and carry out percolation extraction with 25 times the column volume of 80% methanol the next day, combine the extracts, concentrate under reduced pressure until there is no alcohol smell, and then put them in a -10°C refrigerator Most of the chlorophyll was settled in the medium, and the supernatant was extracted with petroleum ether (1:1 V / V) for 4 times, and the lower aqueous solution was adsorbed on the macroporous resin HPD-300, and the extract was first eluted with 10 times the column volume of water A small portion of sugars and inorganic salts were eluted with 8 times the column volume of 30% ethanol to enrich M-Re, and the enriched solution was concentrated and then subjected to Yamazen medium-pressure silica gel column chromatography, using dichloromethane:methanol: Water (4:1:0.1-3:1:0.1-2:1:0.1) was used for elution, and the elution flow rate was 5...

Embodiment 3

[0029] Dry the ginseng flower buds at low temperature and put them into a column, soak them in ethanol overnight, and carry out percolation extraction with 24 times the column volume of ethanol the next day, combine the extracts, concentrate under reduced pressure until there is no alcohol smell, then put most of them in a -10°C refrigerator to settle For chlorophyll, take the supernatant and add petroleum ether (1:1 V / V) to extract 3 times, and the lower aqueous solution is adsorbed on the macroporous resin D101B, and first eluted with 11 times the column volume of water to remove a small part of the sugar and Inorganic salts, eluted with 30% ethanol of 9 times the volume of the column to enrich M-Re, and the enriched solution was concentrated and then subjected to Yamazen medium-pressure silica gel column chromatography, and dichloromethane:methanol:water (4:1: 0.1-3:1:0.1-2:1:0.1) for elution, the elution flow rate was 6 mL / min, the eluate was concentrated under reduced pres...

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Abstract

The invention provides a malonyl ginsenoside Re and a preparation method thereof. The preparation method comprises the following steps: carrying out macro-porous resin column chromatography on a fresh ginseng flower bud extract liquid, carrying out medium-pressure column chromatography, carrying out liquid phase preparation, separating and purifying to obtain highly pure malonyl ginsenoside Re, and freeze-drying an eluate obtained after liquid phase preparation to guarantee no degradation of M-Re, wherein the concentrating temperature in the extraction purification process is 40DEG C or less. The purity of the monomer M-Re prepared after one-step enrichment and two-step purification is 99% or more, and the method has the advantages of simplified extraction process, operating time shortening, guaranteeing of no large loss of the M-Re caused by tedious operation, and suitableness for amplified and industrial production. The above separation process has the characteristics of simplicity, fastness, economy and high efficiency, and lays a foundation for further researches of the pharmacological activity of the M-Re.

Description

Technical field: [0001] The invention discloses a malonyl ginsenoside Re and a preparation method thereof. The malonyl ginsenoside Re (M-Re) is extracted and separated from ginseng flower buds, and belongs to the technical field of traditional Chinese medicine monomer extraction. Background technique: [0002] Ginsenoside is an important active ingredient in ginseng. There are more than 180 kinds of ginsenosides that have been discovered, among which malonyl ginsenoside is linked to a malonyl group at the 6″ position of glucose. Acidic saponin with strong water property and easy to dissolve in water. However, the acyl bond in the molecule is extremely unstable, and it is easy to undergo hydrolysis or decarboxylation reaction, and become the corresponding neutral ginsenoside or acetylated ginsenoside. [0003] The malonyl ginsenosides that have been isolated mainly include M-Rb1, M-Rb2, M-Rc, M-Rd and M-NR4. The malonyl ginsenosides have been detected and analyzed by means of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J17/00
CPCC07J17/005
Inventor 王玉帅王英平金银萍高薇王佳郑培和刘俊霞孙成贺曲正义赵景辉
Owner INST OF SPECIAL ANIMAL & PLANT SCI OF CAAS
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