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Preparation and application of alloisoimperatorin derivative

A technology of imperatore lactone and derivatives, applied in the direction of chemicals, applications, biocides for biological control, can solve problems such as environmental pollution, harm to apple growth process, human and animal poisoning, etc., and achieve environmental compatibility Good property, not easy to drug resistance, non-target biosafety effect

Active Publication Date: 2017-09-15
QINGDAO AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Apple ring spot and apple anthracnose not only harm the growth process of apples, but also affect the storage of apples after harvest, causing huge economic losses
[0003] In recent years, with the extensive use of chemical pesticides, the above-mentioned apple diseases have become increasingly resistant to pesticides, which has also brought about problems such as excessive pesticide residues, environmental pollution, and even human and animal poisoning.

Method used

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  • Preparation and application of alloisoimperatorin derivative
  • Preparation and application of alloisoimperatorin derivative
  • Preparation and application of alloisoimperatorin derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Example 1: Alloisoimperatorin derivatives are shown in formula (1) (the Arabic numerals in the structure are the positions of carbon atoms).

[0020]

Embodiment 2

[0021] Example 2: Preparation of Alloisoimperatorin Derivatives

[0022] 1) Separation and purification

[0023] Notopterygium Notopterygium incisum Ting ex The dried rhizome of H. Chang was crushed, passed through a 20-mesh sieve, and subjected to ultrasonic extraction with ethyl acetate for 3 times. The extracts were combined and distilled under reduced pressure to obtain the extract. It was subjected to silica gel VLC (vacuumliquid chromatography) flash column chromatography, according to the order of increasing polarity of the eluent, petroleum ether-ethyl acetate (flow rate: 120 mL / min) at a volume ratio of 80:1 to 1:1, volume Gradient elution was performed with chloroform-methanol at a ratio of 40:1 to 1:1 (flow rate: 120 mL / min). The eluate was collected and detected by thin-layer chromatography. Anisaldehyde-concentrated sulfuric acid was used as a chromogen during detection. According to R f Value and color rendering to combine the same or similar parts. Colle...

Embodiment 3

[0027] Embodiment 3: antibacterial activity test

[0028] The microdilution method was used to determine the antibacterial activity of the compound represented by formula (1) against apple rot bacteria, apple ringworm and apple anthracnose bacteria ( "From Natural Products to New Pesticide Creation - Principles and Methods", Wu Wenjun, 2006, Chemical Industry Press ).

[0029] 1) Preparation of bacterial suspension

[0030] The fungus to be tested was inoculated on the surface of PDA medium and cultured at 28 °C for 72 h, then pipetted 2 mL of sterile 0.85% NaCl solution (containing 0.25% Tween-20) to wash the culture, and gently scraped off the colonies with a glass scraper. Draw an appropriate amount of bacterial suspension into a sterile test tube and adjust to 0.5 McFarland turbidity (equivalent to 1.5×10 8 CFU / mL) for use.

[0031] 2) Sample preparation

[0032] Take 1 mg of the sample to be tested (the compound shown in formula (1)), dissolve it in 100 μL 50% DMSO,...

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PUM

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Abstract

The invention discloses preparation and application of an alloisoimperatorin derivative. The structure of the compound is shown as formula (1), the compound has good inhibitory activity on main apple diseases such as valsa mali, physalospora piricola and colletotrichum gloeosporioides, and the minimum inhibition concentrations are respectively 0.256mg / mL, 0.128mg / mL and 0.128mg / mL. Therefore, the alloisoimperatorin derivative can serve as a lead compound or a novel pesticide ingredient with a fungicidal effect. Because the compound shown as formula (1) is separated from a plant, compared with chemically synthesized pesticides, the compound as a natural product has the advantages of low pesticide residue, resistance prevention, good environment compatibility and the like. (Formula (1) is shown in the description).

Description

technical field [0001] The invention relates to a botanical fungicide, in particular to the preparation and application of an alloisoimperatorin derivative. Background technique [0002] Apples are the main economic crops in my country, especially Jiaodong apples are well-known throughout the country, bringing huge economic benefits to the local area, but at the same time, the impact of apple diseases on apple quality and yield is becoming more and more serious. Apple rot disease can directly attack the cortex of fruit trees, making the apple tree weaken day by day, and even die in severe cases; apple ring disease, also known as rough skin disease and ring rot disease, commonly occurs in apple gardens in my country, often mixed with apple anthracnose and other diseases . Apple ring spot and apple anthracnose not only harm the growth process of apples, but also affect the storage of apples after harvest, causing huge economic losses. [0003] In recent years, with the extens...

Claims

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Application Information

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IPC IPC(8): C07D493/04A01P3/00A23B7/154
CPCA23B7/154C07D493/04
Inventor 杜丰玉肖琳周远明
Owner QINGDAO AGRI UNIV