CN109673650A - Posaconazole is preparing the application in the fungicide for preventing and treating phytopathogen - Google Patents
Posaconazole is preparing the application in the fungicide for preventing and treating phytopathogen Download PDFInfo
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- CN109673650A CN109673650A CN201910014591.0A CN201910014591A CN109673650A CN 109673650 A CN109673650 A CN 109673650A CN 201910014591 A CN201910014591 A CN 201910014591A CN 109673650 A CN109673650 A CN 109673650A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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Abstract
The invention discloses posaconazoles to prepare the application in the fungicide for preventing and treating phytopathogen.The present invention passes through indoor insecticide sensitivity measurement, it was demonstrated that posaconazole to important cereal crops Major Diseases includes that the Fusarium graminearum for causing wheat scab, the Pyricularia oryzae for causing rice blast, the Rhizoctonia cerealis for causing banded sclerotial blight and the maize curvularia for causing corn leaf spot have good inhibitory activity；And good inhibitory activity is all had to ash arrhizus bacteria, Target spot pathogen, rotten pathogenic bacteria and Alternaria tenuissima；And to the soil-borne disease of prevention and treatment extremely difficult in agricultural production, for example Fusarium oxysporum also has preferable inhibitory activity, and bacteriostatic activity is even better than conventional sterilants carbendazim, Tebuconazole.Present invention firstly provides the prevention and control that green small molecule compound posaconazole is applied to the important plant disease of agricultural production are screened with target proteins three-dimensional structure, market application prospect is wide.
Description
Technical field
The invention belongs to technical field of plant protection, and in particular to posaconazole is in preparation for preventing and treating phytopathogen
Application in fungicide.
Background technique
FAO (Food and Agriculture Organization of the United Nation) (FAO) estimation, in the world the yield of crops because disease pest weeds harm caused by lose
About 40% or so (hundred million yuan of 4400-5500), the influence to trees are even more to be difficult to estimate.Pest and disease damage research is engaged in by the whole world
The loss that the work of scientist and all kinds of Technique Popularizing personnel are retrieved reaches hundred million yuan of 3000-4000.For a long time, chemical prevention one
It is directly the main means of prevention and control plant disease.A large amount of long-time services of chemical pesticide do not only result in the generation of resistance problem, and
It will cause medicament residual, kill non-target organism, pollution of ecological environment, and eventually pass through biological concentration and harm is generated to human body.
In order to solve the above problem, become with the green small molecule compound of plant pathogenic microorganisms target proteins three-dimensional structure modeling screening and ground
Study carefully hot spot.
In recent years, the problems such as environmental security has caused the concern of people from all walks of life, the pollution of environment, residual and drug resistance
People are made to produce very big interest to green small molecule compound.Therefore, agriculture sustainable development needs a kind of new, peace
Complete control of plant disease measure is realized.Under this overall situation, there is an urgent need to novel, environmentally protective fungicide by people
Exploitation and effective use.
Summary of the invention
The object of the present invention is to provide posaconazoles to prepare the application in the fungicide for preventing and treating phytopathogen.
Present invention firstly provides screen green small molecule compound posaconazole with target proteins three-dimensional structure to be applied to plant disease
Prevention and control.
For achieving the above object, the present invention is achieved by the following scheme:
The present invention provides posaconazoles to prepare the application in the fungicide for preventing and treating phytopathogen.
Further: the phytopathogen is Fusarium graminearum, maize curvularia, Botryosphaeria berengeriana f. sp, apple decay
Germ, Alternaria tenuissima, Fusarium oxysporum, Pyricularia oryzae, Rhizoctonia cerealis, ash arrhizus bacteria.
Further: use concentration of the posaconazole in fungicide is 0.1mg/L-2mg/L.
Further: the posaconazole is 1mg/L-2mg/L to the use concentration of Fusarium graminearum, and sterilization inhibiting rate is
59%-73%.
Further: the posaconazole is 80%-87% to the sterilization inhibiting rate of maize curvularia；The posaconazole
Sterilization inhibiting rate to Botryosphaeria berengeriana f. sp is 61%-83%.
Further: the posaconazole is 0.1mg/L-0.5mg/L, inhibiting rate to the use concentration of Valsa mali
For 85%-100%.
Further: the posaconazole is 0.3mg/L-2mg/L to the use concentration of Alternaria tenuissima, and inhibiting rate is
50%-69%.
Further: the posaconazole is 0.3mg/L-2mg/L to the use concentration of Fusarium oxysporum, and inhibiting rate is
26%-49%.
Further: the posaconazole is 59%-82% to the inhibiting rate of Pyricularia oryzae.
Further: the posaconazole is 32%-37% to the inhibiting rate of Rhizoctonia cerealis；The posaconazole is to ash
The inhibiting rate of mildew bacterium is 71%-85%.
Compared with prior art, advantages of the present invention and have the technical effect that the present invention is based on Fusarium graminearum CYP51B eggs
White (sterol demethylation inhibitor target proteins) three-dimensional structure modeling screening has synthesized small molecule compound posaconazole, the present invention
It is measured by indoor insecticide sensitivity, it was demonstrated that posaconazole includes causing wheat scab to important cereal crops Major Diseases
Fusarium graminearum, cause rice blast Pyricularia oryzae, cause the Rhizoctonia cerealis of banded sclerotial blight and cause corn leaf spot
Maize curvularia have good inhibitory activity；And to cause the ash arrhizus bacteria of fruits and vegetables Major Diseases gray mold, to causing
The Target spot pathogen of ring rot of apple, the rotten pathogenic bacteria for causing canker of apple fruit and the Alternaria tenuissima for causing fruits and vegetables leaf spot
With good inhibitory activity；And for example cause the sharp spore reaping hook of wilt disease to the soil-borne disease of prevention and treatment extremely difficult in agricultural production
Bacterium also has preferable inhibitory activity, and bacteriostatic activity is even better than conventional sterilants carbendazim, Tebuconazole.
Present invention firstly provides screen green small molecule compound posaconazole with target proteins three-dimensional structure to be applied to plant
It is anti-to the generation of existing fungicide can effectively to solve the plant pathogenic fungis such as Fusarium graminearum and Target spot pathogen for the prevention and control of object disease
Property, the problem of preventive effect difference is caused, environmentally friendly, green non-pollution meets World Health Organization's medicament residual toxicity standard, tool
There is wide market application prospect.
Detailed description of the invention
Fig. 1 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Fusarium graminearum mycelia
Inhibitory effect figure.
Fig. 2 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow maize curvularia mycelia
Inhibitory effect figure.
Fig. 3 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole are raw to Botryosphaeria berengeriana f. sp mycelia
Long inhibitory effect figure.
Fig. 4 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Alternaria tenuissima mycelia
Inhibitory effect figure.
Fig. 5 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole are raw to Valsa mali mycelia
Long inhibitory effect figure.
Fig. 6 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Fusarium oxysporum mycelia
Inhibitory effect figure.
Fig. 7 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Pyricularia oryzae mycelia
Inhibitory effect figure.
Fig. 8 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Rhizoctonia cerealis mycelia
Inhibitory effect figure.
Fig. 9 is that posaconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow ash arrhizus bacteria mycelia
Inhibitory effect figure.
Wherein, CK is negative control；0.1,0.3,0.5,1.0,2.0 posaconazole for representing various concentration gradient, unit
For mg/l；DJL0.6, WZC0.125 are positive control traditional medicament carbendazim 0.6mg/l, Tebuconazole 0.125mg/l.
Specific embodiment
Technical solution of the present invention is further described in detail with reference to the accompanying drawings and examples.
Embodiment 1
The present invention is based on F.graminearum schw at InterBioScreen database (https: //www.ibscreen.com/)
Bacterium CYP51B albumen (sterol demethylation inhibitor target proteins) three-dimensional structure modeling screens and has synthesized small molecule compound
Posaconazole.
Chemical name: 4- [4- [4- [4- [[(3R, 5R) -5- (2,4- difluorophenyl) -5- (1,2,4- triazol-1-yl first
Base) penta ring -3- base of oxa-] methoxyl group] phenyl] piperazine -1- base] phenyl] -2- [the amyl- 3- yl of (2S, 3S) -2- hydroxyl] -1,2,4-
Triazole -3- ketone；
English:
4- [4- [4- [4- [[(3R, 5R) -5- (2,4-Difluorophenyl) -5- (1,2,4-triazol-1-
Ylmethyl) oxolan-3-yl] methoxy] phenyl] piperazin-1-yl] phenyl] -2- [(2S, 3S) -2-
Hydroxypentan-3-yl] -1,2,4-triazol-3-one, molecular formula: C37H42F2N8O4, molecular weight: 700.78, structure
Formula is as follows:
1, test method
Posaconazole is all made of bacterium colony growth rate to the insecticide sensitivity of phytopathogen and method is inhibited to be measured.Growth
Performance rate method also known as contains toxic medium method, especially suitable for not producing spore on culture medium or sporulation quantity is few and mycelia is closeer for examination
Bacterial strain meets the requirement of this experiment.
Experimental implementation process is as follows:
(1) Fusarium graminearum in pipe, maize curvularia, Botryosphaeria berengeriana f. sp, thin pole chain lattice will activated strains: be saved
9 kinds of plant pathogenic fungi inoculations such as spore, Valsa mali, Fusarium oxysporum, Pyricularia oryzae, Rhizoctonia cerealis and ash arrhizus bacteria
On PDA plate, culture 3-4d is placed on spare in 4 DEG C of constant temperature refrigerators.
(2) it prepares mother liquor: 0.0101g posaconazole, carbendazim and Tebuconazole is weighed respectively, with solvent dimethyl sulfoxide
(DMSO) being configured to concentration is 1 × 104The mother liquor of mg/l.
(3) the malicious plate of preparation band: PDA culture medium heating is dissolved, and is cooled to 45-50 DEG C, and addition mother liquor, which is made, to be contained
(diformazan of respective volume is added in the culture medium of 0.1mg/l, 0.3mg/l, 0.5mg/l, 1.0mg/l and 2.0mg/l medical fluid in control
Base sulfoxide), it is poured into respectively after mixing well cooling in culture dish.3 repetitions are arranged in every processing.
(4) it is inoculated with pathogen: being beaten on the same circumference of colony edge of preculture with punch (diameter 6mm) and take bacterium
Cake accesses the center of malicious plate, and sealing, which is placed in 25 DEG C of constant incubators, cultivates.
2, data processing
When the colony edge of control group is close to ware wall, the colony diameter of each processing group is measured using crossing method, and
Calculate growth inhibition ratio.
3, test result
Posaconazole is to Fusarium graminearum, maize curvularia, Botryosphaeria berengeriana f. sp, Alternaria tenuissima, canker of apple fruit
The influence (Fig. 1-9) of bacterium, Fusarium oxysporum, Pyricularia oryzae, Rhizoctonia cerealis and ash arrhizus bacteria bacterium colony growth rate, reagent agent
Concentration and inhibiting rate it is as shown in table 1.
The inhibiting effect measurement result that 1 posaconazole of table grows 9 kinds of pathogen mycelia
From table 1 and Fig. 1-9 experimental result it is found that green small molecule compound posaconazole of the present invention is to F.graminearum schw
Bacterium, maize curvularia, Botryosphaeria berengeriana f. sp, Alternaria tenuissima, Valsa mali, Fusarium oxysporum, Pyricularia oryzae, cereal silk
Pyrenomycetes significantly inhibits effect.And within the scope of 0.1mg/L-2mg/L, as drug concentration increases, inhibitory effect is brighter
It is aobvious.
(1) fusarium graminearum: head blight is a kind of destructive disease, and fringe can be caused rotten, cause Severe Reduction and quality
It reduces.With the change of global warming, cropping system and mode, wheat scab constantly spreads extension, often results in small
The wheat underproduction, quality reduce, and contain mycotoxin in the wheat seed infected, can cause person poultry poisoning and serious disease.It should
Germ is in addition to endangering wheat, moreover it is possible to infect the grass such as a variety of gramineous crops such as barley, oat, rice, corn and goose hat grass
Section weeds, in addition, can also infect the crops such as soybean, cotton, sweet potato.The primary chemical medicament of prevention and control wheat scab includes at present
Carbendazim, Tebuconazole etc., 1mg/l and 2mg/l posaconazole is 59.06% He to Fusarium graminearum bacteriostasis rate in experiment
72.71%, there is good inhibitory effect.
(2) maize curvularia: maize curvularia can cause corn leaf spot, once be referred to as " maculopathy " according to its symptom,
Main harm plant leaf blade, also endangers leaf sheath and bract.Corn leaf spot is one of main disease during maize production, this
Disease generally makes corn underproduction 20%-30%, and individual plot are up to 50% or more, or even have no harvest.0.1mg/l posaconazole in experiment
It is 80.49%, 0.125mg/l Tebuconazole to maize curvularia bacteriostasis rate is 45.43%, Bo Shakang to maize curvularia inhibiting rate
Azoles effect is substantially better than traditional azole medicament Tebuconazole and traditional benzimidazole medicament carbendazim.
(3) Botryosphaeria berengeriana f. sp: ring rot of apple also known as scurf, wheel line decayed fruit disease, are on apple limb portion and fruit
Important biomolecule disaster, Chang Yinqi apple limb bark is coarse, locality is downright bad and fruit rot.Illness plant fruit-setting rate is low,
Cause tree body weak and yield is reduced, or even garden is ruined in total crop failure.In recent years, with the commerial growing of susceptible kind Fuji apple,
Ring rot of apple disease incidence increases year by year, and hazard area constantly expands, it has also become the serious plant disease in Chinese apple production, seriously
Threaten the sustainable development of Apple Industry.0.1mg/l posaconazole is to Botryosphaeria berengeriana f. sp bacteriostasis rate in experiment
61.07%, and 0.125mg/l Tebuconazole is 48.57% to Botryosphaeria berengeriana f. sp bacteriostasis rate, posaconazole effect is substantially better than
Traditional azole medicament Tebuconazole.
(4) Alternaria tenuissima: Alternaria tenuissima is a kind of cause of disease that can infect plurality of cereals crop, industrial crops fruits and vegetables
One of fungi, and economically important fungi.Most of type facultative parasitisms are on plant, causing diversified economy phytopathy
Evil, causes field and post-harvest loss.0.5mg/l posaconazole is 60.77% to Alternaria tenuissima bacteriostasis rate in experiment, and
0.6mg/l carbendazim is 0.91% to Alternaria tenuissima bacteriostasis rate, and posaconazole effect is substantially better than traditional medicament carbendazim.It is real
Testing middle 0.1mg/l posaconazole is 49.89% to Alternaria tenuissima bacteriostasis rate, and 0.125mg/l Tebuconazole is to thin pole chain lattice
Spore bacteriostasis rate is 8.84%, and posaconazole effect is substantially better than traditional medicament Tebuconazole.
(5) Valsa mali: canker of apple fruit is one of the Major Diseases of China's apple, in addition to harmful consequences tree, children
Tree, seedling can also fall ill.Disease causes skin to rot when light, tree vigo(u)r is weak, influences the yield and quality of apple.Cause trunk when serious
Bough and whole tree are withered, or even ruin garden, the serious sustainable development for restricting Apple Industry.0.5mg/l posaconazole pair in experiment
Valsa mali bacteriostasis rate is 100%, and 0.6mg/l carbendazim is 100% to Valsa mali bacteriostasis rate, posaconazole
Effect is slightly better than traditional medicament carbendazim.
(6) Fusarium oxysporum: Fusarium oxysporum is that one kind can not only infect plant but also the worldwide distribution that can survive in soil
Facultative parasitism fungi, host range is extensive, and 100 various plants such as melon, Solanaceae, banana, cotton, pulse family and flowers can be caused withered
The generation for disease of withering.1mg/l posaconazole is 35.17%, 2mg/l posaconazole to sharp spore to Fusarium oxysporum inhibiting rate in experiment
Sickle-like bacteria inhibiting rate is 49.36%, and posaconazole has to the good inhibitory effect of Fusarium oxysporum.
(7) Pyricularia oryzae: rice blast is one of important disease of rice, can cause the significantly underproduction, the underproduction 40% when serious
~50%, or even No kernels or seeds are gathered, as in a year of scarcity.Each rice region in the world uniformly occurs.This disease has generation in various regions, wherein being occurred with leaf portion, section portion
To be more, the different degrees of underproduction can be caused after generation, especially panicle blast or section pest occurs early and weigh, and can cause dead ears so that total crop failure.
0.1mg/l posaconazole is 58.56% to Pyricularia oryzae bacteriostasis rate in experiment, and 0.125mg/l Tebuconazole presses down Pyricularia oryzae
Bacterium rate is 10.15%, and posaconazole effect is substantially better than traditional azole medicament Tebuconazole；0.5mg/l posaconazole pair in experiment
Pyricularia oryzae bacteriostasis rate is 72.31%, and 0.6mg/l carbendazim is 9.33% to Pyricularia oryzae bacteriostasis rate, posaconazole effect
It is substantially better than traditional benzimidazole medicament carbendazim.
(8) Rhizoctonia cerealis: Rhizoctonia cerealis is to cause the soil-borne disease of wheat, barley, corn and rice sheath blight disease former true
Bacterium.Rhizoctonia cerealis exists in the form of mycelia and sclerotium, does not generate any type of conidium, grow it is slower, color compared with
Shallowly.0.1mg/l posaconazole is 32.10% to Rhizoctonia cerealis bacteriostasis rate in experiment, and 0.6mg/l carbendazim is to cereal silk core
Bacterium bacteriostasis rate is 2.53%, and posaconazole effect is substantially better than traditional medicament carbendazim.
(9) ash arrhizus bacteria: ash arrhizus bacteria host is extensive, can infect tomato, cucumber, eggplant, Kidney bean, green pepper, celery, lettuce
A variety of fruits and vegetables such as bamboo shoot, lettuce, grape.0.1mg/l posaconazole is 71.23% to ash arrhizus bacteria bacteriostasis rate in experiment, and
0.6mg/l carbendazim is 29.58% to ash arrhizus bacteria bacteriostasis rate, and posaconazole effect is substantially better than traditional medicament carbendazim.
The above embodiments are merely illustrative of the technical solutions of the present invention, rather than is limited；Although referring to aforementioned reality
Applying example, invention is explained in detail, for those of ordinary skill in the art, still can be to aforementioned implementation
Technical solution documented by example is modified or equivalent replacement of some of the technical features；And these are modified or replace
It changes, the spirit and scope for claimed technical solution of the invention that it does not separate the essence of the corresponding technical solution.
Claims (10)
1. posaconazole is preparing the application in the fungicide for preventing and treating phytopathogen.
2. posaconazole according to claim 1 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the phytopathogen is Fusarium graminearum, maize curvularia, Botryosphaeria berengeriana f. sp, Valsa mali, thin pole
Alternaric bacteria, Fusarium oxysporum, Pyricularia oryzae, Rhizoctonia cerealis, ash arrhizus bacteria.
3. posaconazole according to claim 1 or 2 is preparing the application in the fungicide for preventing and treating phytopathogen,
It is characterized by: use concentration of the posaconazole in fungicide is 0.1mg/L-2mg/L.
4. posaconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the posaconazole is 1mg/L-2mg/L to the use concentration of Fusarium graminearum, and sterilization inhibiting rate is 59%-73%.
5. posaconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the posaconazole is 80%-87% to the sterilization inhibiting rate of maize curvularia；The posaconazole is to apple wheel line
The sterilization inhibiting rate of germ is 61%-83%.
6. posaconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the posaconazole is 0.1mg/L-0.5mg/L, inhibiting rate 85%- to the use concentration of Valsa mali
100%。
7. posaconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the posaconazole is 0.3mg/L-2mg/L, inhibiting rate 50%-69% to the use concentration of Alternaria tenuissima.
8. posaconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the posaconazole is 0.3mg/L-2mg/L, inhibiting rate 26%-49% to the use concentration of Fusarium oxysporum.
9. posaconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the posaconazole is 59%-82% to the inhibiting rate of Pyricularia oryzae.
10. posaconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the posaconazole is 32%-37% to the inhibiting rate of Rhizoctonia cerealis；Suppression of the posaconazole to ash arrhizus bacteria
Rate processed is 71%-85%.
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| CN114009441A (en) * | 2021-11-22 | 2022-02-08 | 兰州大学 | Application of medical compound with piperazine and piperidine frameworks in resisting plant pathogenic bacteria |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114009441A (en) * | 2021-11-22 | 2022-02-08 | 兰州大学 | Application of medical compound with piperazine and piperidine frameworks in resisting plant pathogenic bacteria |
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