Linderane type sesquiterpene compound separated from chloranthus japonicus extract and application of linderane type sesquiterpene compound in preparation of medicine for treating liver cancer

A compound, the technology of silver thread grass, applied in the preparation of drugs for the treatment of liver cancer, in the field of uranane-type sesquiterpene compounds, can solve the problems of low cure rate and the like, achieve remarkable results, inhibit metastasis, inhibit and develop effects

Pending Publication Date: 2022-07-22
NANKAI UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Clinically, Western medicine surgery, radiotherapy and chemotherapy, and traditional Chinese medicine are generally used in combination therapy, but the cure rate of advanced patients is low due to the spread of cancer cells. Therefore, early detection, early diagnosis, and early treatment of liver cancer must be achieved.

Method used

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  • Linderane type sesquiterpene compound separated from chloranthus japonicus extract and application of linderane type sesquiterpene compound in preparation of medicine for treating liver cancer
  • Linderane type sesquiterpene compound separated from chloranthus japonicus extract and application of linderane type sesquiterpene compound in preparation of medicine for treating liver cancer
  • Linderane type sesquiterpene compound separated from chloranthus japonicus extract and application of linderane type sesquiterpene compound in preparation of medicine for treating liver cancer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The extraction and separation method of the compound of embodiment 1

[0040] The specific operation steps are as follows:

[0041] (1) 6 kilograms of C. chinensis whole grass is extracted 3 times with methanol under reflux, and the extracts are combined and concentrated under reduced pressure to obtain a methanol extract.

[0042] (2) Suspend the extract obtained in step (1) with water, extract three times with ethyl acetate, combine the extracts, and concentrate under reduced pressure to obtain the ethyl acetate extraction fraction.

[0043] (3) Separating the extraction site obtained in step (2) by silica gel column chromatography, using petroleum ether: acetone (100:0, 100:1, 100:2, 100:4, 100:6, 100:9, 100 :14, 100:20 and 100:30) for gradient elution.

[0044] (4) The fractions eluted in step (3) petroleum ether:acetone 100:1 and 100:2 are chromatographed by MPLC, and eluted with a 76%-82% methanol water system.

[0045] (5) Perform HPLC separation on the fracti...

Embodiment 2

[0051] Example 2 In vitro cell level detection The effect of silver streak extract on the migration ability of liver cancer cell line HepG2

[0052] 2.1 Experimental method: cell scratch method

[0053] 2.2 The specific experimental steps are as follows: inoculate the cells in a 24-well plate and cultivate the monolayer cells to 100%, use a sterile pipette tip to make a 100 μm scratch blank area, discard the liquid, wash twice with 1×PBS, and add 50 μM respectively. The cell culture solution obtained from the extract of the silver thread grass obtained in Example 1, and a control well without drug was set, and placed at 37 ° C, CO 2 (5%) culture in an incubator for 48h, at 0h, 12h and 24h, take samples at a fixed position on an optical microscope, take pictures, and record the changes in the distance between cells at both ends of the scratch.

[0054] Relative starting position ratio (Ratio to 0h)=Sxh / S0h; Graphpad Prism 5 software was used to draw cell migration distance-tim...

Embodiment 3

[0057] Example 3 In vitro cell level detection The effect of compound I of Alpinia officinalis extract on the migration ability of hepatoma cell line HepG2

[0058] 3.1 Experimental method: cell scratch method

[0059] 3.2 The specific experimental steps are as follows: inoculate the cells in a 24-well plate to cultivate the monolayer cells to 100%, use a sterile pipette tip to make a 100 μm scratch blank area, discard the liquid, wash twice with 1×PBS, and add the concentration of 0 μM respectively. , 30 μM, 60 μM, 120 μM silver thread grass extract compound I cell culture medium, and set up control wells without drugs, placed at 37 ° C, CO 2 (5%) culture in an incubator for 48h, at 0h, 24h and 48h, take samples at a fixed position on an optical microscope, take pictures, and record the changes in cell spacing at both ends of the scratch.

[0060] The relative starting position ratio (Ratio to 0h)=Sxh / S0h; the cell migration distance-time curve was drawn with Graphpad Prism ...

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Abstract

The invention discloses a linderane type sesquiterpene compound separated from a chloranthus japonicus extract, the structural formula of the linderane type sesquiterpene compound is shown in the specification, research is carried out through cell experiments such as Transwell, scratch experiments and three-dimensional culture, and the result shows that the compound can reverse epithelial cell-mesenchymal transition (EMT) of hepatoma carcinoma cells, so that invasion and metastasis of the hepatoma carcinoma cells are inhibited, and the linderane type sesquiterpene compound has a good application prospect. The obvious effect can be achieved on liver cancer treatment.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and in particular relates to an uranane-type sesquiterpene compound isolated from the extract of silver thread grass and its application in preparing a medicine for treating liver cancer. Background technique [0002] Liver cancer is the third most common malignant tumor with mortality after gastric cancer and esophageal cancer. The initial symptoms are not obvious, and the advanced symptoms are mainly liver pain, fatigue, weight loss, jaundice, ascites and other symptoms. In clinical practice, Western medicine surgery, radiotherapy and chemotherapy combined with traditional Chinese medicine are generally adopted. However, the cure rate of patients with advanced stage is low due to the spread of cancer cells. Therefore, early detection, early diagnosis and early treatment of liver cancer should be achieved. [0003] Due to the monitoring of high-risk groups by serum alpha-fetoprotein (AFP) dete...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/93A61K31/365A61P35/00
CPCC07D307/93A61P35/00
Inventor 杨诚谢春锋肖婷孙荣浩暴嘉丽高丹迪蔺蓉裴素玉程叶新
Owner NANKAI UNIV
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