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Betulic acid extracting method

A technology of betulinic acid and filter residue, applied in the direction of steroids, organic chemistry, etc., can solve the problems of complex operation process, low product purity and low yield, and achieve the effect of simple process, high purity and high recovery rate

Inactive Publication Date: 2004-11-24
BEIJING QUNZIYUAN BIOTECH DEV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The operation process is complicated, the yield is low, and the product purity is not high

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0015] Use 1000g of jujube seed as raw material, crush it into a coarse powder of about 12 mesh, place it in a continuous extractor, degrease with 3000ml of petroleum ether (boiling range 60-90°C) for 8 hours, concentrate the petroleum ether extract, and obtain bright yellow jujube kernel oil. After drying the dregs, extract with 2000ml of dichloromethane under continuous reflux for 12 hours, concentrate the dichloromethane extract to dryness, and obtain a light brown viscous thick paste. Take 10g of the thick paste and dissolve it in 50ml of 70°C hot ethanol, add 6g of aluminum isopropoxide and stir in a mixer for 1 hour, filter while it is hot, wash the filter residue with 40°C hot ethanol, and then use 2% HCl to acidify and decomplex until there is no Aluminum ions were detected, extracted with ether, concentrated ether layer, and the residue was repeatedly recrystallized with ethanol to obtain betulinic acid crystals with a purity of about 90%.

[0016] Aluminum ion inspe...

example 2

[0018] Take the filter residue in Example 1 and wash it with hot ethanol at 40°C, acidify and decomplex it with 2% HCl until no aluminum ion is detected in the acidified solution, extract twice with hexane, hexane:ether=1:1 mixture respectively, Combine the extract layers, concentrate to dryness, and use sio 2 The column was separated, and the eluent was methanol-dichloromethane (1:9), and the betulinic acid was partially concentrated to obtain betulinic acid with a purity of 95%.

[0019] Aluminum ion inspection is the same as Example 1.

example 3

[0021] Take the filter residue in Example 1 and wash it with an equivalent amount of hot ethanol at about 40°C, then acidify it with 2% HCl, extract twice with hexane and a mixture of hexane:ether = 1:1, combine the extract layers, and concentrate to dryness , put 5 grams of the concentrate in a 50ml three-neck flask, add a few drops of pyridine and 30ml of dichloromethane, use 10 grams of acetic anhydride as an acetylating agent, heat and reflux for 2 hours, distill off the solvent, and wash the residue with water (3×30ml ) to obtain pure 3β-betulinic acid acetate, which was treated with 5% water-alcohol (1:1) sodium hydroxide solution to obtain betulinic acid with a purity of 98%.

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PUM

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Abstract

The present invention is the method of extracting betulic acid, and features that common jujube seed as material is crushed into coarse powder, deoiled with petroleum ether to obtain common jujube seed oil, with the petroleum ether being recovered; the medicine residue is reflux extracted with methane dichloride to obtain brown viscous paste after the solvent is recovered; and the paste is further processed through complexing, decomplexing, re-crystallization, column separation and other steps to obtain betulic acid in different purity. The said method is simple, high in product purity and suitable for industrial production, and the extracted betulic acid is one kind of antitumor active component.

Description

technical field [0001] The invention relates to a method for extracting plant effective components, more specifically a method for extracting betulinic acid from jujube seed. Background technique [0002] In 1995 (National Medicine, 1(10), NO.96 / 20968), it was first discovered that the bark extract of Dianzijujube can selectively inhibit the growth of tumor cells, and it is believed that betulinic acid is the main active ingredient. There are some reports about the preparation method of betulinic acid: in Current Science (1965, P344), the jujube bark was extracted with petroleum ether, etc., and sodium betulinate was separated by reaction with sodium hydroxide solution, and then acidified to obtain betulinic acid . There is a serious emulsification phenomenon in the extraction and separation process, which limits the industrialization process of the process, and the yield is very low. Zeng Lu et al. (Acta Botanica, 1986, 28 (5): 517) degreased the pulverized jujube kernels...

Claims

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Application Information

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IPC IPC(8): C07J53/00
Inventor 王振国陈力群马莉罗永明周小静
Owner BEIJING QUNZIYUAN BIOTECH DEV
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