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A kind of coumarin compound and its preparation method and application

A compound and composition technology, applied in the directions of active ingredients of heterocyclic compounds, organic chemistry, drug combination, etc., to achieve good HuR inhibitory effect and significant anti-inflammatory activity.

Active Publication Date: 2020-06-16
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As far as the inventors of the present invention know, there are few relevant reports on the chemical components and pharmacological activities of Sapium berry, and there is no relevant report on the application of chemical components of Sapium berry in antitumor drugs

Method used

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  • A kind of coumarin compound and its preparation method and application
  • A kind of coumarin compound and its preparation method and application
  • A kind of coumarin compound and its preparation method and application

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Experimental program
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Effect test

Embodiment

[0058] The procedure for extracting new compounds from Sapium berry is as follows:

[0059] 1. Take 4.5kg of the bark of Sapium berry, crush it, extract it with 95% ethanol under reflux for 2h (16L×3 times), filter while it is hot to obtain the extract, combine the extract and concentrate under reduced pressure to obtain 1.3kg of 95% ethanol extract for soaking paste.

[0060] 2. Take 500.0g of the extract and add methanol to suspend to 1L, degrease and extract with an equal volume of petroleum ether (1.0L×3 times), combine and concentrate to obtain the petroleum ether extract (17.8g) and the methanol part; take the methanol part and reduce Concentrate under pressure to obtain methanol extract, add water to suspend to 2L, extract with equal volume of ethyl acetate (2.0L×5), combine and concentrate ethyl acetate to obtain 105.2g of ethyl acetate extract and 205.3g of water extract.

[0061]3. Take part of the ethyl acetate extract (90.0g) and dry-load it on the forward silica ...

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Abstract

The invention discloses a coumarin compound, and a preparation method and application of the coumarin compound. A structural formula of the compound is shown as a formula I as shown in the description, wherein R1 is selected from hydrogen, hydroxyl and alkoxy; and R2 is selected from hydroxyl and alkoxy. The preparation method comprises the steps of coarsely extracting sapium baccatum with 95% ethanol, and performing separation and purification to form the compound by using technologies such as normal phase silica gel chromatography, thin-layer chromatography (TLC), reversed phase medium pressure liquid chromatography (RP-MPLC), Toyopearl HW40, Sephadex LH-20 and high performance liquid chromatography (HPLC). Compounds 1 and 5 (2 micrometers) can inhibit expression of HuR in liver cancer cells HepG2, and the compound 1 has a stronger inhibition effect than the compound 5, so that the compound has a significant inhibition effect on the expression of an HuR protein in the liver cancer cells, and has a good potential for next preclinical study. In addition, the compound has significant anti-inflammatory activity.

Description

technical field [0001] The invention relates to the technical fields of phytochemistry and medicine, in particular to a coumarin compound and its preparation method and its application in the preparation of HuR inhibitors and antitumor drugs. Background technique [0002] The statements herein merely provide background information related to the present invention and may not necessarily constitute prior art. [0003] Sapium baccatum (Sapium baccatum) belongs to Euphorbiaceae Sapium genus, is a tall tree, mainly distributed in China (only found in Yunnan and Tibet) and countries in tropical and subtropical regions such as Southeast Asia and South Asia. A variety of domestic Chinese medicine compound preparations contain berry black tallow. Its functions and indications are: tonifying the four pagodas, regulating menstruation and activating blood, nourishing soil and stomach, promoting qi and relieving pain. The compound preparation is used to treat frozen shoulder, gout, stro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/06A61K31/37A61P35/00A61P29/00
CPCA61P29/00A61P35/00C07D493/06
Inventor 范培红黎婷张文程李静媛
Owner SHANDONG UNIV
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