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Application of tryptanthrin derivatives in treatment of plant viruses and germs

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

Active Publication Date: 2021-06-25
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no report on the prevention and treatment of plant virus and bacterial diseases by tryptanthrin

Method used

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  • Application of tryptanthrin derivatives in treatment of plant viruses and germs
  • Application of tryptanthrin derivatives in treatment of plant viruses and germs
  • Application of tryptanthrin derivatives in treatment of plant viruses and germs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Embodiment 1: Experimental data of structural formulas of tryptanthrin derivatives I-1~I-22

[0012] I-1: Yellow solid, melting point 267-269°C. 1 H NMR (400MHz, DMSO-d6) δ8.47(d, J=7.9Hz, 1H), 8.31(d, J=7.8Hz, 1H), 7.94(d, J=3.8Hz, 2H), 7.91-7.84 (m, 2H), 7.78-7.69(m, 1H), 7.48(t, J=7.5Hz, 1H). 13 C NMR (100MHz, DMSO-d6) δ182.4, 157.7, 146.4, 145.9, 145.0, 137.7, 135.1, 129.8, 126.9, 124.7, 123.2, 122.8, 117.0.

[0013] I-2: Yellow solid, melting point 282-284°C. 1 H NMR (400MHz, DMSO-d6) δ8.52-8.45 (m, 1H), 8.32 (d, J=7.8Hz, 1H), 7.98-7.92 (m, 2H), 7.82-7.70 (m, 3H).

[0014] I-3: Yellow solid, melting point 296-298°C. 1 H NMR (400MHz, DMSO-d6) δ8.48(d, J=8.4Hz, 1H), 8.34(d, J=7.8Hz, 1H), 8.02-7.88(m, 4H), 7.78-7.72(m, 1H).

[0015] I-4: Brown solid, melting point 260-262°C. 1 H NMR (400MHz, DMSO-d6) δ8.41(d, J=8.4Hz, 1H), 8.33(d, J=7.8Hz, 1H), 8.09-8.04(m, 2H), 7.97(d, J= 3.7Hz, 2H), 7.78-7.73(m, 1H).

[0016] I-5: Brown solid, melting point 268-270°C. 1 H ...

Embodiment 2

[0034] Embodiment 2: the assay of anti-tobacco mosaic virus activity, assay procedure is as follows:

[0035] 1. Virus purification and concentration determination:

[0036] 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.

[0037] 2. Compound solution preparation:

[0038] 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.

[0039] 3. In vivo protection:

[0040] Select Shanxi tobacco with uniform growth at the 3-5 leaf stage, spray the whole plant, and repeat each treatment 3 t...

Embodiment 3

[0052] Embodiment 3: antibacterial activity test, assay procedure is as follows:

[0053] In vitro bactericidal test, bacterial growth rate determination method (plate method):

[0054] 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 application of tryptanthrin derivatives in treatment of plant viruses and germs. According to the invention, it is found that the tryptanthrin derivatives I-1 to I-22 show good anti-plant virus and germ activity for the first time, and can well inhibit 14 kinds of plant germs such as tobacco mosaic virus (TMV), cucumber fusarium wilt, peanut brown spot, apple ring spot, wheat sheath blight, corn bipolaris maydis, watermelon anthracnose, rice bakanae disease, 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 tryptanthrin derivatives in the treatment of plant viruses and bacterial diseases, and belongs to the technical field of agricultural protection. Background technique [0002] Tryptanthrin (reaction formula 1) is a natural alkaloid with an indole-quinazoline structure, which mainly exists in blue-producing plants such as horse indigo, Polygonum indigo, and Isatis indigo, and is also well separated from the metabolites of a few microorganisms. Aminoketone, in 1971, the Schindler research group of the University of Tübingen in Germany (Archiv fur Mikrobiologie, 1971, 79 (3): 187-203.) was first obtained from the metabolites of Candida lipolytica (Candida lipolytica) cultivated with tryptophan Tryptanthrin was isolated from . In 1979, the Honda (Planta medica, 1979, 36 (05): 85-86.) research group of Kyoto University in Japan extracted tryptanthrin from horse blue. In 1980, the group (Planta medica, 1980, 38 (0...

Claims

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Application Information

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IPC IPC(8): A01N43/90A01P1/00A01P3/00
CPCA01N43/90
Inventor 汪清民郝亚男刘玉秀王兹稳宋红健李永强
Owner NANKAI UNIV
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