Application of Glyantryine family alkaloid derivative in treatment of plant virus disease

A technology for alkaloid derivatives, plant virus diseases, used in chemicals for biological control, applications, biocides, etc.

Pending Publication Date: 2022-07-29
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, there is no report about the use of Glyantrypine family alkalo

Method used

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  • Application of Glyantryine family alkaloid derivative in treatment of plant virus disease
  • Application of Glyantryine family alkaloid derivative in treatment of plant virus disease
  • Application of Glyantryine family alkaloid derivative in treatment of plant virus disease

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0007] Example 1: Experimental data of Glyantrypine family alkaloid derivatives I-1 to I-16:

[0008] I-1: white solid, melting point 159-161°C. 1 H NMR (400MHz, CDCl 3 )δ8.68(s, 1H), 8.35(d, J=7.2Hz, 1H), 7.79-7.71(m, 1H), 7.55-7.45(m, 2H), 7.31(d, J=8.0Hz, 1H) ), 7.26-7.20(m, 1H), 7.06(t, J=7.5Hz, 1H), 6.98(d, J=3.6Hz, 1H), 6.84(t, J=7.5Hz, 1H), 6.67(d , J=2.0Hz, 1H), 5.63-5.49 (m, 1H), 3.76 (dd, J=16.9, 4.1Hz, 1H), 3.71-3.52 (m, 2H), 2.80 (d, J=16.9Hz, 1H). 13 C NMR (100MHz, CDCl 3 )δ169.5, 160.6, 148.4, 147.1, 136.0, 135.0, 127.3, 127.1, 127.0, 126.7, 123.7, 122.6, 120.2, 120.0, 118.4, 111.3, 109.0, 56.9, 44.6, 27.2.

[0009] I-2: white solid, melting point 119-121°C. 1 H NMR (400MHz, CDCl 3 )δ8.40-8.30(m, 2H), 7.76(t, J=7.6Hz, 1H), 7.59(d, J=8.1Hz, 1H), 7.52(t, J=7.5Hz, 1H), 7.38( d, J=8.0Hz, 1H), 7.28 (d, J=8.1Hz, 1H), 7.11 (t, J=7.5Hz, 1H), 6.89 (t, J=7.4Hz, 1H), 6.78-6.63 ( m, 2H), 5.67 (t, J=4.2Hz, 1H), 3.75-3.60 (m, 2H), 3.19-3.06 (m, 1H), 1.36 (d, J=6.7Hz, ...

Embodiment 2

[0024] Embodiment 2: the determination of anti-tobacco mosaic virus activity, the determination procedure is as follows:

[0025] 1. Virus purification and concentration determination:

[0026] Virus purification and concentration determination were carried out in accordance with the Tobacco Mosaic Virus SOP prepared by the Laboratory of Elements, Nankai University. The crude virus extract was centrifuged twice with polyethylene glycol, the concentration was determined, and it was refrigerated at 4°C for later use.

[0027] 2. Compound solution preparation:

[0028] After weighing, the compound and the original drug of ribavirin were dissolved in DMF to obtain 1×10 5 μg / mL mother liquor, and then diluted to the desired concentration with an aqueous solution containing 1‰ Tween 80.

[0029] 3. Living body protection:

[0030] The 3-5 leaf stage Shanxi tobacco with uniform growth was selected, and the whole plant was sprayed, and each treatment was repeated 3 times, and a 1‰...

Embodiment 3

[0040] Embodiment 3: Antibacterial activity test, assay procedure is as follows:

[0041] In vitro sterilization test, bacterial growth rate determination method (plate method):

[0042] Dissolve a certain amount of the drug in an appropriate amount of acetone, then dilute it to the desired concentration with an aqueous solution containing 200 μg / mL emulsifier, then inject 1 mL of the drug solution into the petri dish, add 9 mL of culture medium, shake well and make 50 μg / mL. mL of the drug-containing plate, and the plate with 1 mL of sterilized water added as a blank control. Use a hole punch with a diameter of 4 mm to cut the bacterial plate along the outer edge of the mycelium and transfer it to the drug-containing plate. Each treatment was repeated three times. Place the petri dish in a constant temperature incubator at 24±1℃. After 48 hours, the expanded diameter of each treatment was investigated, the average value was calculated, and the relative bacteriostatic rate ...

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Abstract

The invention relates to an application of a Glyantrine family alkaloid derivative in treatment of plant viruses and pathogenic bacteria, and finds that the Glyantrine family alkaloid derivatives I-1-I-16 show very good anti-plant virus and pathogenic bacteria activity for the first time, and can well inhibit tobacco mosaic virus (TMV), cucumber fusarium wilt, peanut brown spot, apple ring spot, wheat sheath blight and corn microblotch, and also can well inhibit the plant viruses and pathogenic bacteria, so that the Glyantrine family alkaloid derivatives I-1-I-16 can be applied to treatment of plant viruses and pathogenic bacteria. And 14 plant germs such as watermelon anthracnose, rice 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 Glyantrypine family alkaloid derivatives in the treatment of plant viruses and fungal diseases, and belongs to the technical field of agricultural protection. Background technique [0002] In 2015, Chen Hao's research group from the First Institute of Oceanography of the State Oceanic Administration isolated 14 alkaloids such as glyantrypine from the marine fungus Penicilliumexpansum Y32, and used a zebrafish in vivo model to evaluate the effect of each compound on the cardiovascular system. All compounds have obvious alleviating effects on astemizole (ASM)-induced bradycardia (Mar. drugs 2015, 13(10), 6489-6504.). In 2017, Lan Wenjian's research group from Sun Yat-Sen University isolated 22 alkaloids from different amino acid culture solutions of marine fungus Scedosporium apiospermum F41-1. ScedapinC is the first discovered Fumiquinozoline alkaloid containing sulfonamide group, Scedapin C and scequinadoline...

Claims

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Application Information

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IPC IPC(8): A01N43/90A01P1/00A01P3/00
CPCA01N43/90
Inventor 汪清民王兹稳郝亚男刘玉秀
Owner NANKAI UNIV
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