CN109329288A - Voriconazole is preparing the application in the fungicide for preventing and treating phytopathogen - Google Patents
Voriconazole is preparing the application in the fungicide for preventing and treating phytopathogen Download PDFInfo
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- CN109329288A CN109329288A CN201811336160.8A CN201811336160A CN109329288A CN 109329288 A CN109329288 A CN 109329288A CN 201811336160 A CN201811336160 A CN 201811336160A CN 109329288 A CN109329288 A CN 109329288A
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- voriconazole
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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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- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
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Abstract
The invention discloses voriconazoles 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 voriconazole includes that Fusarium graminearum, maize curvularia have good inhibitory activity to the Major Diseases of important cereal crops；And good inhibitory activity is all had to the Alternaria tenuissima for causing the Target spot pathogen of ring rot of apple, causing the rotten pathogenic bacteria of canker of apple fruit and causing fruits and vegetables leaf spot；And for example causing the Fusarium oxysporum of wilt disease also to have preferable inhibitory activity the soil-borne disease of prevention and treatment extremely difficult in agricultural production, bacteriostatic activity is even better than conventional sterilants carbendazim, Tebuconazole.The present invention can effectively solve the plant pathogenic fungis such as Fusarium graminearum and Target spot pathogen and generate resistance to existing fungicide, cause the problem of preventive effect difference, environmentally friendly, green non-pollution, meet World Health Organization's medicament residual toxicity standard, has a vast market application prospect.
Description
Technical field
The invention belongs to technical field of plant protection, and in particular to voriconazole 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 voriconazoles to prepare the application in the fungicide for preventing and treating phytopathogen.
Present invention firstly provides screen green small molecule compound voriconazole with target proteins three-dimensional structure to be applied to plant disease
Prevention and control.The voriconazole bactericidal effect is good, and belongs to green small molecule compound, environmentally friendly.
For achieving the above object, the present invention is achieved by the following scheme:
The present invention provides voriconazoles 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 and Fusarium oxysporum.
Further: use concentration of the voriconazole in fungicide is 0.1mg/L-2mg/L.
Further: the voriconazole is 0.5mg/L-2mg/L to the use concentration of Fusarium graminearum, sterilizes inhibiting rate
For 68%-100%.
Further: the voriconazole is 0.3mg/L-2mg/L to the use concentration of maize curvularia, sterilizes inhibiting rate
For 39%-71%.
Further: the voriconazole is 0.1mg/L-0.5mg/L, sterilization suppression to the use concentration of Botryosphaeria berengeriana f. sp
Rate processed is 55%-100%.
Further: the voriconazole is 0.5mg/L-1mg/L to the use concentration of Valsa mali, and inhibiting rate is
73%-100%.
Further: the voriconazole is 0.5mg/L-2mg/L to the use concentration of Alternaria tenuissima, and inhibiting rate is
22%-50%.
Further: the voriconazole is 0.1mg/L-2mg/L to the use concentration of Fusarium oxysporum, and inhibiting rate is
49%-81%.
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 voriconazole, the present invention
It is measured by indoor insecticide sensitivity, it was demonstrated that voriconazole includes causing wheat scab to important cereal crops Major Diseases
Fusarium graminearum and cause corn leaf spot maize curvularia have good inhibitory activity；And to causing apple wheel line
The Target spot pathogen of disease, the Alternaria tenuissima for causing the rotten pathogenic bacteria of canker of apple fruit and causing fruits and vegetables leaf spot have good
Inhibitory activity；And to the soil-borne disease of prevention and treatment extremely difficult in agricultural production for example cause wilt disease Fusarium oxysporum also have compared with
Good inhibitory activity, bacteriostatic activity are even better than conventional sterilants carbendazim, Tebuconazole.
Present invention firstly provides screen green small molecule compound voriconazole 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 voriconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Fusarium graminearum mycelia
Inhibitory effect figure.
Fig. 2 is that voriconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow maize curvularia mycelia
Inhibitory effect figure.
Fig. 3 is that voriconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole are raw to Botryosphaeria berengeriana f. sp mycelia
Long inhibitory effect figure.
Fig. 4 is that voriconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Alternaria tenuissima mycelia
Inhibitory effect figure.
Fig. 5 is that voriconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole are raw to Valsa mali mycelia
Long inhibitory effect figure.
Fig. 6 is that voriconazole various concentration gradient and traditional medicament carbendazim, Tebuconazole grow Fusarium oxysporum mycelia
Inhibitory effect figure.
Wherein, CK is negative control；0.1,0.3,0.5,1.0,2.0 voriconazole 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
Voriconazole.
Chemical name: (2R, 3S) -2- (2,4- difluorophenyl) -3- (the fluoro- 4- pyrimidine of 5-) -1- (1H-1,2,4- triazole -1-
Base) -2- butanol；
English:
(2R, 3S) -2- (2,4-difluorophenyl) -3- (5-fluoropyrimidin-4-yl) -1- (1H-1,2,
4-triazol-1-yl)butan-2-ol；(2R, 3S) -2- (2,4-Difluorophenyl) -3- (5-fluoro-4-
Pyrimidinyl) -1- (1H-1,2,4-tria zol-1-yl) -2-butanol, molecular formula: C16H14F3N5O, molecular weight:
349.115 structural formula is as follows:
1, test method
Voriconazole 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
6 kinds of spore, Valsa mali and Fusarium oxysporum plant pathogenic fungis are seeded on PDA plate, and culture 3-4d is placed on 4 DEG C of perseverances
It is spare in temperature refrigerator.
(2) it prepares mother liquor: 0.0101g voriconazole, 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
Voriconazole is to Fusarium graminearum, maize curvularia, Botryosphaeria berengeriana f. sp, Alternaria tenuissima, Valsa mali
And the influence (Fig. 1-6) of Fusarium oxysporum bacterium colony growth rate, the concentration and inhibiting rate of reagent agent are as shown in table 1.
The inhibiting effect measurement result that 1 voriconazole of table grows 6 kinds of pathogen mycelia
From table 1 and Fig. 1-6 experimental result it is found that green small molecule compound voriconazole of the present invention is to F.graminearum schw
Bacterium, maize curvularia, Botryosphaeria berengeriana f. sp, Alternaria tenuissima, Valsa mali and Fusarium oxysporum significantly inhibit work
With.And within the scope of 0.1mg/L-2mg/L, as drug concentration increases, inhibitory effect is more obvious.
(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..0.5mg/l voriconazole is 68.67% to Fusarium graminearum bacteriostasis rate in present invention experiment, and
0.6mg/l carbendazim is 53.32% to Fusarium graminearum bacteriostasis rate, and voriconazole effect is substantially better than traditional medicament carbendazim.
(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 volt in present invention experiment
Vertical health azoles and 0.125mg/l Tebuconazole are 30.23% to maize curvularia bacteriostasis rate, and voriconazole effect is slightly better than traditional azoles
Class medicament Tebuconazole, and it is substantially better than 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, often cause that 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 voriconazole is to Botryosphaeria berengeriana f. sp bacteriostasis rate in present invention experiment
55.23%, and 0.125mg/l Tebuconazole is 50.49% to Botryosphaeria berengeriana f. sp bacteriostasis rate, voriconazole effect is substantially better than
Traditional azole medicament Tebuconazole；0.5mg/l voriconazole and 0.6mg/l carbendazim are equal to Botryosphaeria berengeriana f. sp bacteriostasis rate in experiment
It is 100%, effect is slightly better than traditional benzimidazole medicament carbendazim.
(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 voriconazole is to Alternaria tenuissima bacteriostasis rate in present invention experiment
22.73%, and 0.6mg/l carbendazim is 0.68% to ash arrhizus bacteria bacteriostasis rate, voriconazole effect is substantially better than traditional medicament
Carbendazim.
(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 volt is vertical in present invention experiment
Health azoles is 73.67% to Valsa mali bacteriostasis rate, and 0.6mg/l carbendazim is 100% to Valsa mali bacteriostasis rate,
Voriconazole effect is suitable with traditional medicament carbendazim effect.
(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.0.5mg/l voriconazole is 63.13% to Fusarium oxysporum bacteriostasis rate in present invention experiment, and 0.6mg/l is more
Bacterium spirit is 51.67% to Fusarium oxysporum bacteriostasis rate, and voriconazole effect is substantially better than traditional medicament carbendazim；In experiment
0.1mg/l voriconazole is 49.17% to Fusarium oxysporum bacteriostasis rate, and 0.125mg/l Tebuconazole is antibacterial to Fusarium oxysporum
Rate is 42.08%, and voriconazole effect is substantially better than traditional azole medicament Tebuconazole.
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 (9)
1. voriconazole is preparing the application in the fungicide for preventing and treating phytopathogen.
2. voriconazole 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, superfine
Alternaric bacteria and Fusarium oxysporum.
3. voriconazole 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 voriconazole in fungicide is 0.1mg/L-2mg/L.
4. voriconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the voriconazole is 0.5mg/L-2mg/L to the use concentration of Fusarium graminearum, and sterilization inhibiting rate is 68%-
100%。
5. voriconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the voriconazole is 0.3mg/L-2mg/L to the use concentration of maize curvularia, and sterilization inhibiting rate is 39%-
71%。
6. voriconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the voriconazole is 0.1mg/L-0.5mg/L to the use concentration of Botryosphaeria berengeriana f. sp, and sterilization inhibiting rate is
55%-100%。
7. voriconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the voriconazole is 0.5mg/L-1mg/L, inhibiting rate 73%- to the use concentration of Valsa mali
100%。
8. voriconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the voriconazole is 0.5mg/L-2mg/L, inhibiting rate 22%-50% to the use concentration of Alternaria tenuissima.
9. voriconazole according to claim 3 is preparing the application in the fungicide for preventing and treating phytopathogen,
Be characterized in that: the voriconazole is 0.1mg/L-2mg/L to the use concentration of Fusarium oxysporum, and inhibiting rate is 49 %-81%.
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