Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing benzoyl-flavone

A technology for benzoyl flavonoids and dihydroxyacetophenone, which is applied in the field of flavonoids, can solve the problems of low yield, complicated extraction methods and the like, and achieves the effects of high yield, easy operation and mild reaction conditions

Inactive Publication Date: 2010-07-07
徐锁平
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The source of natural flavonoids is limited by natural products, and the extraction method is complicated and the yield is very low

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
  • Method for preparing benzoyl-flavone
  • Method for preparing benzoyl-flavone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] The synthesis of embodiment 1,7-benzoylflavone:

[0017] In a 250mL single-necked bottle, dissolve 30g of resorcinol in 30mL of glacial acetic acid, add 50g of anhydrous zinc chloride, and react for 5min under 150W microwave radiation to obtain a brown viscous substance, which is poured into 100mL of water , precipitated an orange precipitate, separated by suction filtration, washed 3 times with water, and dried at 80°C for 2h to 3h to obtain 37.16g of product A (2,4-dihydroxyacetophenone), with a yield of 87.3%, m.p.145 ~147°C. Take 15g of product A and add 100g of anhydrous potassium carbonate, dissolve it in 200mL of acetone, put it in a 500mL three-neck flask, heat it in a water bath (temperature 60°C to 80°C) under magnetic stirring, add dropwise 25mL of benzoyl chloride, and react After 15 hours, a bright yellow precipitate was obtained. Cool the reaction mixture to room temperature, filter, wash with a small amount of acetone three times, the filter cake is bri...

Embodiment 2

[0018] Example 2, 7-benzoyl flavones to Bacillus subtilis (B.subtilis), Staphylococcus aureus (S.aureus), Enterococcus faecalis (S.faecalis), Pseudomonas aeruginosa (P.aeruginosa), large intestine The role of Bacillus (E.coli) and Enterobacter cloacae (E.cloacae):

[0019] Method: MTT method, cultured Bacillus subtilis (B.subtilis), Staphylococcus aureus (S.aureus), Enterococcus faecalis (S.faecalis), Pseudomonas aeruginosa (P.aeruginosa), Escherichia coli (Escherichia coli) .coli) and Enterobacter cloacae (E.cloacae) strains were diluted to 2×10 4 per mL, dispensed in 96-well plates (0.2 mL / well). Set penicillin and kanamycin as reference control group, DMSO control group and 16 tested compounds with different concentrations, 10 μL per well. Three parallel wells were set up in each group, cultured in a constant temperature incubator at 37°C for 24 hours, injected with 5 μL / well of MTT solution (2 mg / mL), and cultured for another 4 hours. Take out the culture plate, add SDS...

Embodiment 3

[0024] Embodiment 3, the effect of 7-benzoylflavone on vasodilation:

[0025] Methods: Rats were sacrificed by bleeding from the common carotid artery, and the thoracic aorta was quickly removed and placed in a 95% O 2 +5%CO 2 In the ice-cold Krebs solution mixed with gas, the blood vessels were cut into vascular rings about 3-4mm long after carefully removing the surrounding connective tissue. Put the vascular ring into the bath containing Krebs solution, and continuously pass it with 95% O 2 +5%CO 2 The mixed gas, adjust the resting tension to 2g. Stable at 37°C for 90 minutes, during which time the liquid was changed every 15 minutes, using 60 mmol·L -1 The KCl preconstricts blood vessels, and observes the effect of the drug after reaching the plateau value.

[0026] Experiments show that substance C has obvious relaxation effect on blood vessels of rats, and the experimental results are shown in Table 2.

[0027] Table 2 Substances B and C have vasodilation effects o...

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 flavones, in particular to a method for preparing benzoyl-flavone. The method comprises the following steps: synthesizing 2,4-resacetophenone by taking resorcinol and glacial acetic acid as initial raw materials and taking zinc chloride anhydrous as dehydrant in microwave radiation; dripping benzoyl chloride in acetone medium to synthesize aromatic diketone in the presence of anhydrous potassium carbonate; and synthesizing flavonoid by using anhydrous sodium acetate in the glacial acetic acid medium in microwave radiation. The preparation method has the advantages of mild reaction condition, convenient operation, environmental protection and high yield. Experiments prove that the benzoly-flavone has inhibiting effect at different degrees on B. subtilis, S. aureus, S. faecalis, P. aeruginosa, E. coli and E. cloacae. The method has obvious relaxing effect on animal blood vessels.

Description

technical field [0001] The invention relates to a flavone, in particular to a preparation method of a benzoyl flavone. Background technique [0002] Flavonoids are a large class of phenolic substances that exist in nature. They are the products of secondary metabolism of plants and are the active ingredients of many commonly used traditional Chinese medicines. , or a food additive, such as natural antioxidants, natural pigments, natural sweeteners, etc. The core of this kind of compound is composed of 3 rings, two benzene rings, one pyran ring, most of which contain hydroxyl or carbonyl, and its basic structure is: [0003] [0004] Natural flavonoids are mostly derivatives with this basic structure as the mother nucleus, and there are substituents on the A and B rings, generally hydroxyl, methoxy and isopentenyl, terpenoid side chains, etc., most of which are related to Sugars combine to form glycosides, which mainly exist in the form of ligands, and a small part exist...

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): C07D311/30A61P9/00A61P31/04
CPCY02A50/30
Inventor 徐锁平宫海滨徐郭王洁裴元
Owner 徐锁平
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com