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a phenolic compound

A technology of phenolic compounds and compounds, applied in organic chemistry, drug combination, non-central analgesics, etc., can solve problems such as no anti-inflammatory effect of COX-2

Active Publication Date: 2021-01-19
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is no report about the anti-inflammatory effect of COX-2 inhibition on the compounds we invented and their analogues

Method used

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  • a phenolic compound
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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Example 1 Extraction, separation and structural identification of the compound of the present invention

[0015] Japanese Pipa A 50kg, crushed, extracted with 70% ethanol cold soaking for 3 times, each time for 48h, stirred from time to time, filtered, and recovered ethanol under reduced pressure to obtain 4kg extract, suspended in acidic water, adjusted pH 1-2, with ethyl acetate The ester was extracted 4 times with equal volume to obtain 1 kg of non-alkaloid fraction. The pH of the remaining acidic aqueous layer was adjusted to neutral with alkali, and extracted four 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, TLC detection and combining the same fractions to obtain Fractions A-F a total of 6 fractions. Fr.E (75g) was separated by Sephadex LH-20 column chromat...

Embodiment 2

[0022] Embodiment 2 compound inhibits COX-2 test method

[0023] In this experiment, Cayman's COX Fluorescent Inhibitor Screening Assay Kit was used to detect the enzymatic activity of COX2. Specific steps are as follows:

[0024] Compound gradient dilution: Dissolve the compound in DMSO into a 10mM stock solution, and then use DMSO to dilute it 1:3 into a stock solution of 1000×compound serial concentration with 10 concentration gradients, and then transfer it to a 384PP plate adapted to the compound transfer instrument for later use.

[0025] Add 10 μl of enzyme diluent to each well, and add 10 μl of 1 x assay buffer to blank control wells without enzyme.

[0026] The compound was transferred to 20 nl of 1000× gradient diluted compound and added to the reaction solution, and DMSO was added to the blank control and DMSO control wells. Incubate at room temperature for 10-15min.

[0027] Dilute the fluorescent substrate ADHP and coenzyme Heme with 1 x assay buffer, the dilutio...

Embodiment 3

[0033] The compound in Example 1 can be prepared into an injection solution after adding injection solvent according to the conventional method, finely filtering, filling and sterilizing.

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Abstract

The invention provides a phenolic compound and relates to the field of chemicals. The chemical structure of the phenolic compound is shown in the formula I, and the formula I is shown in the description. The phenolic compound can be used as an inhibitor of epoxidase 2 and used for inhibiting the inflammation. The invention further provides a method for preparing the phenolic compound.

Description

technical field [0001] The invention belongs to the field of chemical medicine and relates to a phenolic compound. Background technique [0002] Inflammation is a common pathological phenomenon accompanying many disease states, and its essence is a defense response of the body to various damaging stimuli. Small molecule inflammatory mediators that mediate inflammatory responses include histamine, arachidonic acid, prostaglandins (PG) and leukotrienes. Among them, arachidonic acid can be catalyzed by cyclooxygenase (COX) to generate PG, leading to vasodilation, contraction of bronchi, gastrointestinal and uterine smooth muscles, promoting the exudation of inflammatory mediators, and generating heat to produce inflammatory reactions. Commonly used anti-inflammatory drugs are steroidal anti-inflammatory drugs (SAIDs) except glucocorticoid inhibitors used for critical diseases, aspirin, ibuprofen, indomethacin, etc. are non-steroidal anti-inflammatory drugs (NSAIDs). ), the cy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/83A61P29/00
CPCA61P29/00C07D307/83
Inventor 程永现晏永明涂正超
Owner SHENZHEN UNIV
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