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3-coumarin formic acid compound and application thereof as antibacterial agent for preparing phytopathogens

A plant pathogenic bacteria, coumarin technology, applied in the direction of plant growth regulators, applications, fungicides, etc., can solve serious diseases and other problems, achieve the effect of small molecular weight, good activity, and short steps

Active Publication Date: 2017-12-08
NORTHWEST A & F UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional agricultural control—simple methods such as crop rotation have not been well implemented, making these diseases more and more serious; the current main control method is still the use of chemical pesticides, but the long-term and frequent use of chemical antibacterial agents has led to strong drug resistance of the pathogens , therefore, how to adopt efficient, green and environmentally friendly methods to prevent and control pathogenic fungi is the key to increasing farmers' production and income and protecting the ecological environment

Method used

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  • 3-coumarin formic acid compound and application thereof as antibacterial agent for preparing phytopathogens
  • 3-coumarin formic acid compound and application thereof as antibacterial agent for preparing phytopathogens
  • 3-coumarin formic acid compound and application thereof as antibacterial agent for preparing phytopathogens

Examples

Experimental program
Comparison scheme
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preparation example Construction

[0033] The synthetic route for preparing 3-coumarin carboxylic acid compounds established in the present invention is as follows:

[0034] (1) Synthesis of 3-coumarin ethyl formate compounds

[0035] Using substituted salicylaldehyde as a raw material, under the catalysis of piperidine, it was refluxed with diethyl malonate in absolute ethanol for 2 to 5 hours, and then Knoevnagal condensation reaction occurred, and 14 ethyl 3-coumarin formate were prepared. Esters (A1-A14).

[0036]

[0037] (2) Synthesis of 3-coumarin formic acid compounds

[0038] Ethyl 3-coumarin carboxylate compounds are hydrolyzed under alkaline conditions and then acidified to obtain the corresponding 3-coumarin carboxylate compounds (B1-B14).

[0039]

[0040] The specific operation steps for the synthesis of different types of 3-coumarin formic acid compounds are as follows:

[0041] 1. Compound A1——Synthesis of 3-coumarin ethyl carboxylate

[0042] Into a dry round bottom flask were added salicylaldehyde (4.9g,...

example 1

[0074] Example 1 In vitro antibacterial activity of compound A5 against apple rot pathogenic fungi

[0075] Accurately weigh 5 mg of compound A5 in a 20 mL vial, inject 0.5 mL of DMSO and 9.5 mL of sterile water into it, prepare the test sample into a 5% DMSO solution; then add it to the 90 mL of PDA culture medium that has been melted after sterilization, Mix well, prepare 100 mL of culture medium containing the sample to be tested, pour it into a sterile petri dish, and make a flat culture medium with medicine. The same amount of solvent, 5% DMSO, was used as a blank control, and the commercially available antibacterial drug Kresoxim-methyl was used as a positive control.

[0076] Use a punch with a diameter of 5mm to take out the vigorously growing apple rot pathogenic bacteria cake on the edge of the colony, and transfer it to the above-mentioned flat medium with an inoculating needle, with the hyphae facing down, stick to the medium, 3 pieces per dish , Placed in a triangle i...

example 2

[0080] Example 2 In vitro antibacterial activity of compound B3 against corn curvularia pathogen

[0081] Accurately weigh 5 mg of compound B3 in a 20 mL vial, inject 0.5 mL of DMSO and 9.5 mL of sterile water into it, prepare the test sample into a 5% DMSO solution; then add it to the 90 mL of PDA culture medium that has been melted after sterilization, Mix well, prepare 100 mL of culture medium containing the sample to be tested, pour it into a sterile petri dish, and make a flat culture medium with medicine. The same amount of solvent, 5% DMSO, was used as a blank control, and the commercially available antibacterial drug Kresoxim-methyl was used as a positive control.

[0082] Use a punch with a diameter of 5mm to take out the vigorously growing corn curvularia pathogen cake on the edge of the colony, transfer it to the above-mentioned flat medium with an inoculation needle, and stick the hyphae side down on the medium, 3 per dish The block is placed in the center in a triangl...

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Abstract

The invention relates to a compound with simple structure for inhibiting growth activity of phytopathogens, specifically relates to a 3-coumarin formic acid compound and application of the 3-coumarin formic acid compound as an antibacterial agent for preparing the phytopathogens, and discloses application of the 3-coumarin formic acid compound as the antibacterial agent for preparing the phytopathogens. The two 3-coumarin formic acid compounds has the following characteristics of molecular structure: the formulas are as shown in the specification, wherein R is hydrogen, methyl, methoxyl, hydroxyl, halogen and nitryl. The in vitro inhibitory activity of twenty-eight synthetic target compounds on four common plant pathogenic fungi such as apple decay pathogenic bacteria, apple ring spot pathogenic bacteria, maize curvularia pathogenic bacteria and potato dry rot pathogenic bacteria is measured by adopting a hypha linear growth rate method, so that the condition that all compounds have different inhibiting effects on supplied experimental bacteria is found.

Description

1. Technical Field: [0001] The invention relates to a class of compounds with simple structure and the activity of inhibiting the growth of plant pathogens, in particular to 3-coumarin formic acid compounds and their application as antibacterial agents for preparing plant pathogens. 2. Background technology: [0002] my country is a country with a large agriculture and population. The steady development of agriculture is conducive to the sustainable development of the national economy. However, plant diseases not only reduce the yield and quality of agricultural products, but also bring huge losses to agricultural production. Therefore, effective prevention and control Control is one of the fundamental measures to ensure high-efficiency production and steady development of agriculture. The current main control method is the widespread application of pesticides. It can be seen that the research and development of new pesticides with my country's independent intellectual property ri...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/12C07D311/16C07D311/14A01N43/16A01P3/00
CPCA01N43/16C07D311/12C07D311/14C07D311/16
Inventor 耿会玲史晨燕李浩鹏刘睿媛
Owner NORTHWEST A & F UNIV
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