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Phenanthrene compound with anti-tumor effect as well as preparation method and application thereof

A technology for anti-tumor effects and compounds, applied in anti-tumor drugs, ether preparation, organic chemistry, etc., can solve the problems of limited extraction sources and yields of anti-tumor drugs, heavy burden on patients, and difficulties in mass production and promotion, and achieve good cell Toxic effect, low cost, high purity effect

Active Publication Date: 2020-07-31
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention solves the problem that although there are many types of existing anti-tumor drugs, they still have high prices, heavy burden on patients, and large side effects. In particular, the extraction sources and yields of some anti-tumor drugs are limited, and large-scale production cannot be carried out through total synthesis. , resulting in the technical problems of mass production and promotion difficulties, providing a phenanthrene compound with anti-tumor effect, preparation method and application

Method used

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  • Phenanthrene compound with anti-tumor effect as well as preparation method and application thereof
  • Phenanthrene compound with anti-tumor effect as well as preparation method and application thereof
  • Phenanthrene compound with anti-tumor effect as well as preparation method and application thereof

Examples

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Embodiment 1

[0062] A preparation method of a phenanthrene compound with anti-tumor effect, the specific method is as follows:

[0063] 1) Get 10 kg of dried rhizomes of Ma Yaqi, extract by heating and refluxing 3 times with methanol whose volume is 5 times the mass of dried rhizomes of Ma Yaqi, for 3 hours each time, combine the extracts to recover the solvent under reduced pressure, and obtain the total extract;

[0064] 2) Suspend the total extract in 4 times the amount of water, first extract 4 times with petroleum ether, then extract 4 times with equal volume of ethyl acetate, remove the organic solvent from the extraction layer under reduced pressure to obtain petroleum ether layer and ethyl acetate layer respectively ester layer.

[0065] 3) Take 100 g of the ethyl acetate extraction layer, firstly, by using silica gel column chromatography, chloroform / methanol is 100:0~0:100 in volume ratio (v / v) for gradient elution, collect a fraction every 400mL, and pass through TLC A total of...

Embodiment 2

[0069] A preparation method of a phenanthrene compound with anti-tumor effect, the specific method is as follows:

[0070] 1) Take 10 kg of dried rhizomes of Ma Yaqi, heat and reflux extraction with ethanol whose volume is 3 times the mass of dried rhizomes of Ma Yaqi for 5 times, 1 hour each time, wherein the volume fraction of ethanol is 75%, and the combined extracts are decompressed Recover the solvent to obtain the total extract;

[0071] 2) Suspend the total extract in 3 times the amount of water, first extract 5 times with petroleum ether, then extract 5 times with equal volume of ethyl acetate, remove the organic solvent from the extraction layer under reduced pressure to obtain petroleum ether layer and ethyl acetate layer respectively ester layer.

[0072] 3) Take 100 g of the ethyl acetate extraction layer, firstly, by using silica gel column chromatography, chloroform / methanol is 100:0~0:100 in volume ratio (v / v) for gradient elution, collect a fraction every 400m...

Embodiment 3

[0076] A preparation method of a phenanthrene compound with anti-tumor effect, the specific method is as follows:

[0077] 1) Take 10 kg of dried rhizomes of Ma Yaqi, heat and reflux extraction with ethanol whose volume is 1 times the mass of dried rhizomes of Ma Yaqi 4 times, each time for 3 hours, wherein the volume fraction of ethanol is 95%, and the combined extracts are decompressed Recover the solvent to obtain the total extract;

[0078] 2) The total extract was sequentially subjected to six times of ultrasonic solid-liquid extraction with petroleum ether and ethyl acetate, and the extraction layer was decompressed to remove the organic solvent to obtain a petroleum ether layer and an ethyl acetate layer, respectively.

[0079] 3) Take 100 g of the ethyl acetate extraction layer, firstly, by using silica gel column chromatography, chloroform / methanol is 100:0~0:100 in volume ratio (v / v) for gradient elution, collect a fraction every 400mL, and pass through TLC A total ...

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Abstract

The invention belongs to an anti-tumor compound as well as a preparation method and application thereof. In order to solve the problems that: the existing anti-tumor medicines are various in types, however, the price is still high, patient burden is heavy, side effect is great, and particularly, the extraction source and the yield of part of anti-tumor medicines are limited so that large-scale production cannot be carried out through total synthesis and mass production and popularization are difficult, are solved. The invention provides a phenanthrene compound with an anti-tumor effect as wellas a preparation method and application thereof. The molecular formula of the phenanthrene compound is C31H28O7, and is a dihydrophenanthrene dimer. The method includes performing extraction on Pseudobulbus Calanthes Fimbriatae to obtain total extract, subjecting the total extract to extraction, and carrying out column chromatography separation on an ethyl acetate extract layer. The preparation method is simple, convenient and effective, the phenanthrene compound is obtained with high purity and low cost, and verification proves that the phenanthrene compound can be applied to anti-tumor drugs, especially anti-liver cancer drugs.

Description

technical field [0001] The invention belongs to antitumor compounds and their preparation methods and applications, in particular to a phenanthrene compound with antitumor effects, preparation methods and applications. Background technique [0002] Tumor has now become the second largest killer of human health. The incidence of malignant tumors is about 22.1%, and the mortality rate is about 12.9%. At least one person in every five people suffers from cancer, and one in every eight people has cancer. ! Cancer is characterized by high incidence, high mortality, rejuvenation, and regionalization. [0003] Although there are many anti-tumor drugs that have been clinically used, including chemotherapy drugs and targeted drugs, these anti-tumor drugs are generally expensive and have severe side effects. In addition, although some anti-tumor drugs have good activity, they still cannot be produced and promoted on a large scale due to limited extraction sources, such as the chemot...

Claims

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Application Information

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IPC IPC(8): C07C43/295C07C41/34C07C41/36C07C41/38A61P35/00A61P1/16
CPCA61P1/16A61P35/00C07C41/34C07C41/36C07C41/38C07C43/295C07C2602/26
Inventor 张海龙杨敏飞张昌龙鲍和高阳
Owner XI AN JIAOTONG UNIV