CN112741104A - Composition containing Dufulin for preventing and treating plant virus diseases - Google Patents

Composition containing Dufulin for preventing and treating plant virus diseases Download PDF

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Publication number
CN112741104A
CN112741104A CN202110052212.4A CN202110052212A CN112741104A CN 112741104 A CN112741104 A CN 112741104A CN 202110052212 A CN202110052212 A CN 202110052212A CN 112741104 A CN112741104 A CN 112741104A
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dufulin
tetrahydropyrido
indole
methyl
composition
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Inventor
于晓静
李玉艳
郑志明
吴磊
李洪侠
张建建
成道泉
曹同波
成晓彤
张淑艳
张丽明
李在波
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Jingbo Agrochemicals Technology Co Ltd
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Jingbo Agrochemicals Technology Co Ltd
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/24Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing heterocyclic radicals
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention belongs to the field of pesticides, and provides a composition containing Dufulin for preventing and treating plant virus diseases, which takes Dufulin and (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide as effective components, and the effective components account for 20-45% of the total weight of the components. The composition can be used for preventing and treating virus diseases of various plants, such as cucumber, tobacco, celery, pepper, potato, etc., and can improve the stress resistance of crops, such as drought resistance, high temperature resistance, etc., and can regulate the growth of crops, promote flowering, and improve the yield and quality of fruits.

Description

Composition containing Dufulin for preventing and treating plant virus diseases
Technical Field
The invention belongs to the technical field of pesticides, and provides a composition containing Dufulin for preventing and treating plant virus diseases.
Background
The Dufulin is a novel anti-virus medicament containing fluoro-phosphoramidates, and has a structure of (N- [ 2-4-methylbenzothiazolyl) ] -2-amino-2-fluorophenyl-O, O-diethyl phosphonate), and can improve the content of signal molecules salicylic acid by activating a tobacco salicylic acid signal conduction path, so as to promote the expression of downstream disease course related proteins; obtaining antiviral ability by inducing the activity of PAL, POD and SOD defense enzymes of tobacco; the TMV particles are gathered to reduce the invasion of viruses to hosts, and simultaneously, the TMV particles also have the function of improving the disease resistance of plants and have certain promotion effect on the growth of crops.
Dufulin has the structural formula:
Figure BDA0002897815670000011
(1S,3S) -N- (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-carboxylic acid hydrazide formula:
Figure BDA0002897815670000012
the (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide has very good bioactivity on tobacco mosaic virus, is easy to be absorbed by plants, is easy to degrade in the environment and has very good environmental compatibility.
The prior art has technical schemes of singly combining the two components or compounding the two components with other components, but the technical scheme of combining the two components for use is lacked, and the prior art has no corresponding technical hint, so that how to combine the two substances with better drug effect becomes one of the problems to be solved in the prior art.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a composition containing Dufulin for preventing and treating plant virus diseases, which takes Dufulin and (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide as effective components, and the effective components account for 20-45% of the total components by weight. The composition can be used for preventing and treating virus diseases of various plants, such as cucumber, tobacco, celery, pepper, potato, etc., and can improve the stress resistance of crops, such as drought resistance, high temperature resistance, etc., and can regulate the growth of crops, promote flowering, and improve the yield and quality of fruits.
The specific technical scheme of the invention is as follows:
a composition containing Dufulin for preventing and treating plant virus diseases comprises main active ingredients of Dufulin and (1S,3S) -N '- (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, wherein the weight percentage of the total active ingredients is 20-45%, the Dufulin accounts for 10-30% of the weight percentage of the compound composition, and the (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide accounts for 10-15% of the weight percentage of the compound composition; the weight ratio of the Dufulin to the (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine is 1:8-5: 1; further preferably, the weight ratio of the two is 1:2-2: 1;
after the two medicaments are combined according to the proportion, the following beneficial effects can be mainly obtained:
activating photosynthesis to promote plant growth, regulating endogenous plant growth factor to promote root growth, recovering leaf function and lowering yield loss;
secondly, the ethylene content is stimulated to increase to cause adverse defense;
thirdly, the protein interacts with virus coat protein to inhibit virus infection;
the three functions exist simultaneously, and have very important significance on the growth of crops.
The composition can be directly prepared into various dosage forms, mainly comprises any one of water aqua, soluble solution, soluble powder, suspending agent and water dispersible granules, and the specific preparation method is the conventional preparation method in the field, and the inventor does not need to describe any more.
The composition provided by the invention can effectively prevent and control virus diseases of fruit trees, vegetables and field crops, can improve the stress resistance of the crops, promotes the growth of the crops and improves the yield. Compared with the prior art, the technical scheme of the invention expands the application range of the single preparation of the Dufulin and the (1S,3S) -N '- (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, the Dufulin and the (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide are compounded, can effectively improve the drug effect of a single agent, can regulate the growth of crops, promote flowering, improve the yield and quality of fruits, has obvious promotion effect on the growth of the crops, and effectively delays the problems of poor control effect and the like caused by the use of the single agent.
Detailed Description
The present invention will be described in further detail with reference to the following examples, but it should not be construed that the scope of the above subject matter is limited to the following examples. All the technologies realized based on the above contents of the invention belong to the scope of the invention, the following percentages are weight percentages, and the adopted auxiliary agents are all conventional auxiliary agents in the field.
Example 1
Preparation of 30% aqueous solution of Dufulin- (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine
The raw materials comprise: 20% of Dufulin, 10% (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, 8% of surfactant dodecyl benzene sulfonic acid and deionized water to make up to 100%. The materials are uniformly mixed in a mixing and stirring kettle according to the corresponding proportion to prepare the aqueous solution of the active ingredient of 30 percent of Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide.
Example 2
Preparation of 33% Dufulin- (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide solution
The raw materials comprise: 22% of Dufulin, 11% (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, 2% of sodium nitrate, 2% of ethylene glycol, 4% of Nongru 600#, 2% of cyclohexanone and cyclohexanone, and the balance is made up to 100%. The materials are uniformly mixed in a mixing and stirring kettle according to the corresponding proportion to obtain the soluble solution of the active ingredient content of 33 percent Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide.
Example 3
Preparation of 35% Dufulin (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide wettable powder
The raw materials comprise: 20% Dufulin, 15% (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-carbohydrazide, 8% lignosulfonate, 8% alkylsulfonate, 8% citrate, diatomaceous earth to 100%. The materials are mechanically crushed, then are crushed by air flow and are evenly mixed, thus obtaining wettable powder of Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide with the content of active ingredients of 35 percent.
Example 4
Preparation of 40% Dufulin (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide wettable powder
The raw materials comprise: 30% Dufulin, 10% (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-carbohydrazide, 8% lignosulfonate, 7% alkylsulfonate, 10% citrate, diatomaceous earth to 100%. The materials are mechanically crushed, then are crushed by air flow and are evenly mixed, thus obtaining wettable powder of the active ingredient content of 40 percent Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide.
Example 5
Preparation of 45% Dufulin- (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide suspension
The raw materials comprise: 30 percent of Dufulin, 15 percent of (1S,3S) -N '- (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, 6 percent of sodium lignosulfonate, 1.2 percent of nekal, 1 percent of xanthan gum, 1 percent of SAG622 organosilicon, 8 percent of glycerol, 0.8 percent of sodium tripolyphosphate and the balance of deionized water are complemented, and the suspending agent with the effective component content of 45 percent of Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide is prepared by a conventional suspending agent production mode.
Example 6
Preparation of 20% Dufulin- (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-carbohydrazide suspension
The raw materials comprise: 10 percent of Dufulin, 10 percent of (1S,3S) -N '- (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, 6 percent of sodium lignosulfonate, 1.2 percent of nekal, 1 percent of xanthan gum, 1 percent of SAG622 organosilicon, 8 percent of glycerol, 0.8 percent of sodium tripolyphosphate and the balance of deionized water are complemented, and the suspending agent with the effective component content of 20 percent Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide is prepared by a conventional suspending agent production mode.
Example 7
Preparation of 25% Dufulin- (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide water dispersible granule
The raw materials comprise: 10% Dufulin, 15% (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, 10% lignosulfonate, 6% alkylsulfonate, 8% glucose, 4% corn starch, kaolin and white carbon black to make up to 100%. The materials are crushed by an ultramicro airflow crusher, kneaded, then added into a fluidized bed granulation dryer for granulation, drying and screening, and the water dispersible granule of the Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide with the content of the active ingredient of 25 percent is prepared.
Example 8
Preparation of 28% Dufulin- (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide water dispersible granule
The raw materials comprise: 15% Dufulin, 13% (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide, 6% alkylnaphthalene sulfonate, 3% naphthalene sulfonate, 4% sucrose, 3% corn starch, and kaolin to make up to 100%. The materials are crushed by an ultramicro airflow crusher, kneaded, then added into a fluidized bed granulation dryer for granulation, drying and screening, and the water dispersible granule of the Dufulin (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide with the active ingredient content of 38 percent is prepared.
Examples of the experiments
In order to verify the control effect of the cucumber virus disease, the cucumber virus disease is respectively subjected to field control effect verification, and the verification results are as follows:
experimental examples of field experiments: test of field efficacy of compositions of Dufulin and (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-carbohydrazide on cucumber virus disease field assays: after compositions with different contents of (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide and Dufulin are compounded into 8 different dosage forms, foliar spraying is carried out at the early stage of cucumber virus disease attack, and the dosage per mu of each treatment is 6ml of the dosage of each example 1 and 2 respectively; example 3 in an amount of 7.5 g; example 4 in an amount of 6 g; example 5 in an amount of 5 g; examples 6, 7, 8 used 7.5 g; adding 15L of water into each mu, adding 15g of 30 percent Dufulin wettable powder serving as a contrast agent, 15g of 10 percent (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formhydrazide serving as a single agent and 20g of 0.5 percent amino oligosaccharin water serving as a water aqua, and respectively adding 15L of water; the first pesticide spraying is carried out at the early stage of cucumber virus disease, the pesticide spraying is carried out three times, the interval is 7 days each time, the investigation is carried out 7d and 14d after the three pesticide spraying, the grading is carried out according to related data, the disease index is counted, the control effect is calculated, and the result is shown in table 1.
The classification criteria are as follows:
level 0: no disease;
level 1: the area of the scab pile accounts for less than 8% of the area of the whole leaf;
and 3, level: the area of the scab pile accounts for less than 6-10% of the area of the whole leaf;
and 5, stage: the area of the scab pile accounts for less than 11-20% of the area of the whole leaf;
and 7, stage: the area of the scab pile accounts for less than 21-80% of the area of the whole leaf;
and 9, stage: the area of the scab pile accounts for more than 80 percent of the area of the whole leaf.
The efficacy calculation method is as follows:
disease leaf rate (%). diseased leaf number/total leaf number investigated × 100
Disease index ═ Σ (number of diseased leaves at each stage × relative stage value)/(total investigated leaves number × 9) × 100
The prevention and treatment effect (%) is [1- (disease index before drug treatment in the blank control area x disease index after drug treatment in the treatment area)/(disease index after drug treatment in the blank control area x disease index before drug treatment in the treatment area) ] × 100.
TABLE 1 Effect of different drug treatments on cucumber virus disease control
Figure BDA0002897815670000051
The field test shows that: the control effect of the mixed preparation of the Dufulin and the (1S,3S) -N '- (cyclohexylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine on cucumber virus diseases is obviously higher than that of a Dufulin single preparation, a (1S,3S) -N' - (cyclohexylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine single preparation and an amino-oligosaccharin single preparation, and the control effect is higher than 51 percent after 14 days after the preparation, so that the effect period is obviously prolonged.
Determination of the yield
According to the table 1, the control effect comparison is carried out in the earlier stage among different treatments, the later stage verifies whether different treatments have certain influence on the cucumber yield under the same usage and the same dosage as those in the table 1, fruits which are picked in batches and have no any plant diseases and insect pests are picked in the picking stage of the cucumber fruits, the weighing is carried out, the yield of each test area is counted, and the yield increasing rate is calculated: yield increase is (treatment zone yield-control zone yield)/control zone yield × 100%.
TABLE 2 Effect of different agent treatments on cucumber yield
Figure BDA0002897815670000061
As shown in Table 2, the cucumber treated by different agents of the invention has a certain yield increase effect on cucumber, and the yield increase is 8848-27618 kg/hm compared with that of a blank control2Has obvious yield increasing effect and the yield increasing rate of the combination of the two medicaments is obviously higher than that of the Dufulin single agent, (1S,3S) -N' - (cyclohexylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3, 4-b)]Indole-3-formyl hydrazine single agent and amino-oligosaccharin single agent. The two agents are combined for use, so that the growth of crops can be obviously regulated, flowering is promoted, the yield and the quality of fruits are improved, the growth and the development of cucumbers in each test area are normal, no adverse effect is seen, and the test agents are proved to be safe and have higher popularization and application values.

Claims (3)

1. A composition containing Dufulin for preventing and treating plant virus diseases is characterized in that: the main active ingredients of the composition are Dufulin and (1S,3S) -N '- (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine, the weight percentage of the total active ingredients is 20-45%, wherein Dufulin accounts for 10-30% of the weight percentage of the compound composition, and (1S,3S) -N' - (4-chlorphenyl methylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine accounts for 10-15% of the weight percentage of the compound composition; the weight ratio of the Dufulin to the (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine is 1:8-5: 1.
2. The composition for controlling plant viral diseases containing Dufulin according to claim 1, wherein:
the weight ratio of the Dufulin to the (1S,3S) -N' - (4-chlorophenylmethylene) -1-methyl-2, 3,4, 9-tetrahydropyrido [3,4-b ] indole-3-formylhydrazine is 1:2-2: 1.
3. The composition for controlling plant viral diseases containing Dufulin according to claim 1, wherein:
the dosage form of the composition is any one of water aqua, soluble solution, soluble powder, suspending agent and water dispersible granules.
CN202110052212.4A 2021-01-14 2021-01-14 Composition containing Dufulin for preventing and treating plant virus diseases Pending CN112741104A (en)

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Citations (1)

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Publication number Priority date Publication date Assignee Title
CN104744460A (en) * 2013-12-30 2015-07-01 南开大学 B-carboline, dihydro-B-carboline and tetrahydro-B-carboline alkaloid derivative as well as preparation method and application in aspects of plant virus prevention and cure, sterilization and insecticide

Patent Citations (1)

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CN104744460A (en) * 2013-12-30 2015-07-01 南开大学 B-carboline, dihydro-B-carboline and tetrahydro-B-carboline alkaloid derivative as well as preparation method and application in aspects of plant virus prevention and cure, sterilization and insecticide

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