4-hydroxyl bishydroxycoumarin compound and application thereof

A dicoumarin and compound technology, applied in 3 fields, can solve the problems of toxicity, coumarin compound toxicity, low success rate of antibacterial effect, etc., and achieve strong bactericidal effect

Active Publication Date: 2015-04-22
FOURTH MILITARY MEDICAL UNIVERSITY
View PDF3 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Although there are a wide variety of artificially designed and synthesized coumarin compounds, the success rate of antibacterial effects in clinical practice is indeed very low.
On the one hand, the toxicity of coumarin compounds is the main reason why they cannot be applied to the whole body
The currently reported coumarin compounds have obvious toxic effects in rodents, and have species and site specificity, which are related to their metabolic pathways and polymorphisms of CYP2A6

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 4-hydroxyl bishydroxycoumarin compound and application thereof
  • 4-hydroxyl bishydroxycoumarin compound and application thereof
  • 4-hydroxyl bishydroxycoumarin compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0035] This embodiment synthetic general formula is as the compound shown in formula II:

[0036]

[0037] in:

[0038] (1) Only benzene ring, that is, no substituent R;

[0039] (2) R=3-F, 4-F, 3,4-2F, 3,5-2F, 3-I, 4-I, 3-CF 3 , 4-CF 3 , 3, 5-2CF 3 , 3-CH 3 , 4-CH 3 , 3, 4-2CH 3 , 3-OCH 3 , 4-OCH 3 , 3,4-OCH 3 or 3,5-2OCH 3

[0040] The synthesis method is:

[0041] A: Add 10g of 4-hydroxycoumarin and 100mL of absolute ethanol into a 250mL three-necked flask, and heat until the 4-hydroxycoumarin is dissolved.

[0042] B: Add a series of aromatic aldehydes with different substituents, heat and reflux for 3-4 hours.

[0043] C: Solid particles are precipitated. Continue heating for about 1 hour. After the reaction is completed, filter with suction after natural cooling, and then recrystallize with 95% ethanol to finally obtain pure white granular crystals.

[0044] Structure Identification:

[0045] Using organic spectra such as mass spectrometry (MS), nuclear...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention relates to a 4-hydroxyl bishydroxycoumarin compound and its application. The structural formula of the compound is as shown in the formula I. The application is an application of the compound used as a bactericide of staphylococcus aureus or staphylococcus epidermidis. In the formula I, R is 3,4-2F, 3,5-2F, 3-I, 4-I, 3-CF3, 4-CF3 or 3,5-2CF3.

Description

technical field [0001] The present invention relates to coumarin compounds and applications thereof, in particular to 3,3'-(3,4-difluorobenzylidene)-bis-4-hydroxycoumarin; 3,3'-(3,5- Difluorobenzylidene)-bis-4-hydroxycoumarin; 3,3′-(3-iodobenzylidene)-bis-4-hydroxycoumarin; 3,3′-(4-iodo Benzene)-bis-4-hydroxycoumarin; 3,3′-(3-trifluoromethylbenzylidene)-bis-4-hydroxycoumarin; 3,3′-(4- Trifluoromethylbenzylidene)-bis-4-hydroxycoumarin; 3,3'-(3,5-ditrifluoromethylbenzylidene)-bis-4-hydroxycoumarin compound. Background technique [0002] Coumarin is an important class of aromatic oxygen heterocyclic compounds containing benzoα-pyrone structure, which has good thermodynamic and photochemical stability, is easy to carry out structural modification and can conveniently introduce various functional groups, intramolecular With a large conjugated system and strong intramolecular electron transfer capability, this special rigid fused ring structure makes it widely used in many field...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07D311/56A61P31/04
CPCC07D311/56
Inventor 李明凯罗晓星侯征李靖周颖李汾曲迪李侠
Owner FOURTH MILITARY MEDICAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap