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Coumarin compound and extracting method thereof

A technology of coumarins and extraction methods, which is applied in the fields of active ingredients of heterocyclic compounds, organic chemistry, drug combination, etc., and can solve the problems that the anticancer effect has not been reported.

Inactive Publication Date: 2019-04-26
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The structure of the compound of the present invention contains a coumarin structural module, which belongs to a new member of the anticancer structural family, and its anticancer effect has not been reported

Method used

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  • Coumarin compound and extracting method thereof
  • Coumarin compound and extracting method thereof
  • Coumarin compound and extracting method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0025] Example 1 Extraction, separation and structural identification of the compound of the present invention

[0026] Japanese Pipa A 50kg, pulverized, cold soaked and extracted with 70% ethanol for 3 times, each time for 48h, stirred from time to time, filtered, and recovered ethanol under reduced pressure to obtain 4kg of extract, suspended in acid water, adjusted to pH 1-2, washed with ethyl acetate The ester was extracted 4 times with equal volume to obtain 1 kg of non-alkaloid fraction. The remaining acidic aqueous layer was adjusted to neutral pH with alkali, extracted 4 times with equal volume of ethyl acetate to obtain 300 g of alkaloid fraction. The non-alkaloid fraction (1kg) was chromatographed on MCI gel CHP 20P column, methanol / water (10:90,20:80,30:70,40:60,50:50,60:40,70:30,80: 20, 90:10, 100:0) gradient elution, and TLC detection to combine the same fractions to obtain a total of 6 fractions from Fractions A-F. Fr.E (75g) was separated by Sephadex LH-20 col...

Embodiment 2

[0032] Embodiment 2 compound antitumor activity (A549, K562 and Huh-7) test method

[0033] The method for detecting the antitumor activity of compounds (A549, K562 and Huh-7) in vitro using CCK-8 reagent. Specific steps are as follows:

[0034] Various cancer cell lines were plated on a 384-well plate with a volume of 50 μL / well at an appropriate cell concentration, and cultured overnight at 37°C.

[0035] Compound dilution: first dissolve the compound into 10mM stock solution with DMSO, and dilute it into 10 concentration gradients with DMSO 3-fold gradient to make 1000×compound serial concentration stock solution, and then transfer to compound transfer instrument adapted to 384PP plate for later use.

[0036] Using the compound transfer instrument Liquid Handler Echo520, the compounds at 1000× serial concentrations were transferred to the corresponding wells of the cancer cell 384-well plate, 50 nL per well, and 50 nL DMSO was added to the blank control wells. Mix gently,...

Embodiment 3

[0043] The compound in Example 1 can be made into injection after adding injection solvent according to the conventional method, finely filtering, potting and sterilizing.

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PUM

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Abstract

The invention discloses a coumarin compound, and relates to the field of chemical drugs. The coumarin compound is named as 4-(2',5'-Dihydroxy-4'-methylphenyl)-6-hydroxy-8-methyl-2H-chromen-2-one and 4-(2',5'-Dihydroxy-3'-methylphenyl)-6-hydroxy-8-methyl-2H-chromen-2-one. The invention further provides a method for extracting and separating the coumarin compound. The invention shows that the coumarin compound has an anti-tumor effect.

Description

technical field [0001] The invention relates to the field of chemical medicines, in particular to a coumarin compound and an extraction method thereof. Background technique [0002] The harmfulness of tumors is well known. Although there are more than a thousand kinds of anti-tumor drugs on the market, people still talk about cancer. Tumor immunotherapy is an old concept, but it is a research boom in recent years. Cellular drugs and / or antibody drugs will bring good news to cancer patients. There is no slack in the war. Small-molecule drugs are traditional anti-cancer drugs, but they have been playing a role. The advantages of small-molecule drugs depend on their new structure types and new mechanisms of action, such as paclitaxel, which plays an important role in clinical practice. This invention has received support from the Shenzhen Science and Technology Innovation Committee project (JCYJ20170412110504956), and the compounds involved are components derived from the ins...

Claims

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Application Information

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IPC IPC(8): C07D311/18A61K31/37A61P35/00
CPCA61P35/00C07D311/18
Inventor 程永现晏永明涂正超
Owner SHENZHEN UNIV
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