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Application of alkaloid arundine and derivatives thereof in prevention and control of plant viruses and pathogenic bacteria

A technology of plant viruses and derivatives, applied in the direction of chemicals, applications, biocides, etc. for biological control

Active Publication Date: 2021-06-29
TIANJIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Biological activity studies have found that arundine has good anti-tumor activity (Cancer Res., 2006, 66, 4952; Cancer Lett., 2008, 269, 326), and there is no report on the activity of this type of compound against plant virus pathogens

Method used

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  • Application of alkaloid arundine and derivatives thereof in prevention and control of plant viruses and pathogenic bacteria
  • Application of alkaloid arundine and derivatives thereof in prevention and control of plant viruses and pathogenic bacteria
  • Application of alkaloid arundine and derivatives thereof in prevention and control of plant viruses and pathogenic bacteria

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Example 1: Synthesis of Compounds I-1~I-25: 0°C, under stirring, add I 2 (0.5 mmol). Keep stirring at this temperature for 30min, add 5% Na 2 S 2 o 3 solution (20 mL) to quench the reaction. The reaction solution was extracted with ethyl acetate (3×50mL), the organic phase was washed with saturated brine (100mL), anhydrous Na 2 SO 4 Dry, filter and concentrate. The residue was subjected to column chromatography with petroleum ether and ethyl acetate (5:1, v / v) to obtain compounds I-1~I-25.

[0015] Bis(1H-indol-3-yl)methane (I-1, arundine). Pink solid; yield 61%; melting point 161-163°C; 1 H NMR (400MHz, DMSO-d 6 )δ10.72(s, 2H), 7.52(d, J=7.9Hz, 2H), 7.31(d, J=8.1Hz, 2H), 7.13(s, 2H), 7.05-6.99(m, 2H), 6.94-6.88(m, 2H), 4.12(s, 2H); 13 C NMR (100MHz, DMSO-d 6 )δ 136.4, 127.2, 122.7, 120.7, 118.6, 118.0, 114.2, 111.3, 20.9.C 17 h 15 N 2 [M+H] + 247.1230, found (ESI + )247.1235.

[0016] Bis(5-bromo-1H-indol-3-yl)methane (I-2). Pink solid; yield 53%; melt...

Embodiment 2

[0040] Embodiment 2: the assay of anti-tobacco mosaic virus activity, assay procedure is as follows:

[0041] 1. Virus purification and concentration determination:

[0042] Virus purification and concentration determination were carried out in accordance with the SOP specification for tobacco mosaic virus compiled by the Bioassay Laboratory of the Institute of Elements, Nankai University. After the crude virus extract was centrifuged twice with polyethylene glycol, the concentration was measured and refrigerated at 4°C for later use.

[0043] 2. Compound solution preparation:

[0044] After weighing, the original drug was dissolved in DMF to prepare 1×10 5 μg / mL mother solution, and then diluted with 1‰ Tween 80 aqueous solution to the required concentration; Ningnanmycin preparation was directly diluted with water.

[0045] 3. In vivo protection:

[0046] Select Shanxi tobacco with uniform growth at the 3-5 leaf stage, spray the whole plant, and repeat each treatment 3 t...

Embodiment 3

[0057] Embodiment 3: antibacterial activity test, assay procedure is as follows:

[0058] In vitro bactericidal test, bacterial growth rate determination method (plate method):

[0059] Dissolve a certain amount of medicine in an appropriate amount of acetone, then dilute it with an aqueous solution containing 200 μg / mL emulsifier to the required concentration, then draw 1 mL of the medicine solution into the petri dish, then add 9 mL of medium, shake well and make 50 μg / mL mL of the drug-containing plate, and a plate with 1 mL of sterilized water added as a blank control. Use a puncher with a diameter of 4mm to cut out the bacterial plate along the outer edge of the hyphae, and move it to the drug-containing plate. Each treatment was repeated three times. Place the culture dish in a constant temperature incubator at 24±1°C. After 48 hours, investigate the expanded diameters of the bacteria discs of each treatment, calculate the average value, and compare with the blank con...

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Abstract

The invention relates to an application of alkaloid arundine and derivatives thereof in control of plant virus pathogens. It is found that arundine and derivatives I-1 to I-25 thereof show good anti-plant virus pathogen activity for the first time, and can well inhibit 14 plant germs including tobacco mosaic virus (TMV), cucumber fusarium wilt, peanut brown spot, apple ring spot, wheat sheath blight, corn bipolaris maydis, watermelon anthracnose, fusarium moniliforme, tomato early blight, wheat gibberellic disease, rice blast, phytophthora capsici, sclerotium of rape, cucumber gray mold and rice sheath blight.

Description

technical field [0001] The invention relates to the application of alkaloid arundine and its derivatives in the prevention and treatment of plant viruses and bacterial diseases, belonging to the technical field of agricultural protection. Background technique [0002] Plant viruses (viruses of plants) refer to viruses that can infect higher plants, algae and other eukaryotic organisms. Due to the special structure, physiology and biochemistry of plant viruses, humans have not yet found an anti-plant virus agent with high efficiency and low toxicity. Therefore, the area of ​​plant virus diseases is constantly expanding, which seriously affects the increase of farmers' income and benefits. improve. Plant viruses are not only of various types, but also widely distributed. Virus diseases are the second largest type of plant diseases after fungal diseases in agricultural production. Since viruses are absolutely parasitic in plant cells, the materials, energy and places required...

Claims

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Application Information

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IPC IPC(8): C07D209/08C07D209/12C07D209/10C07D405/14A01N43/38A01P3/00A01P1/00
CPCC07D209/08C07D209/12C07D209/10C07D405/14A01N43/38
Inventor 王兹稳丁鑫廖安财
Owner TIANJIN NORMAL UNIVERSITY
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