CN113100233A - Application of arylhydroxamic acid and derivatives thereof as chitin deacetylase inhibitor and plant antifungal agent - Google Patents
Application of arylhydroxamic acid and derivatives thereof as chitin deacetylase inhibitor and plant antifungal agent Download PDFInfo
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- CN113100233A CN113100233A CN202110416544.6A CN202110416544A CN113100233A CN 113100233 A CN113100233 A CN 113100233A CN 202110416544 A CN202110416544 A CN 202110416544A CN 113100233 A CN113100233 A CN 113100233A
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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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
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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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/06—Sulfonic acid amides
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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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
Abstract
The invention relates to application of arylhydroxamic acid and derivatives thereof as chitin deacetylase inhibitors and plant antifungal agents, and discloses arylhydroxamic acid and derivative compounds thereof, which have strong inhibition effects on PDA in vitro and in vivo, show high-efficiency effect of resisting plant pathogenic fungi from invading plant hosts, and have excellent application prospects in the aspect of being used as antibacterial agents for preventing and treating plant soil-borne diseases.
Description
Technical Field
The invention belongs to the technical field of biology, and particularly relates to application of arylhydroxamic acid and derivatives thereof as a chitin deacetylase inhibitor and as a plant pathogenic fungus antibacterial agent.
Background
Plant pathogenic fungi cause diseases of cotton, cucumber, tomato, wheat and other economic crops, the yield of the crops is reduced by 30-80 percent, even the crops are dead, the agricultural economic loss caused each year reaches over 100 billion dollars, and the agricultural production and the social economic stability of China are seriously threatened. The prevention and control of plant pathogenic fungi are very difficult, and the root irrigation prevention and control and the soil disinfection are mainly carried out by using high-toxicity pesticides such as methyl bromide and the like in the past, but the prevention and control of plant pathogenic fungi and the soil disinfection are forbidden due to the problems of environmental hazard, public health and the like. At present, no effective low-toxicity antibacterial agent is available in production, so that the development of a novel green antibacterial agent which can effectively prevent and control plant pathogenic fungi has become an urgent problem in the field of plant protection.
Chitin deacetylase (PDA) is a key virulence factor for plant pathogenic fungi to infect plants, and the plant pathogenic fungi secrete the PDA to perform deacetylation group modification on chitin which is an important structural component of a cell wall, so that plant immune recognition induced by the chitin is avoided. PDA loss can cause pathogenic fungi to lose pathogenicity, so that PDA is a key pathogenic factor of the plant pathogenic fungi, can be used as a molecular target for preventing and controlling the plant pathogenic fungi, and a specific small molecular inhibitor aiming at the PDA can become a novel green antibacterial agent to promote efficient and green prevention and control of soil-borne pathogenic fungi such as verticillium dahliae and the like. Although PDA is an ideal green antimicrobial molecular target, there are no reports of PDA inhibitors at present.
Disclosure of Invention
In view of the problems in the prior art, the invention provides the application of the arylhydroxamic acid and the derivative thereof in effectively inhibiting the activity of chitin deacetylase PDA and serving as an antibacterial agent for preventing and treating plant pathogenic fungi.
The technical scheme for solving the technical problems is as follows:
the invention provides the application of the compound of the formula (I) or the pharmaceutically acceptable salt thereof as an active ingredient in the preparation of chitin deacetylase PDA inhibitors or plant antifungal agents for the first time,
wherein Ar represents an aryl group having a carbon number of 6 to 10,
R1、R2independently selected from hydrogen, C1-C10 alkyl or cycloalkyl, - (CH)2)nC(O)R5、-(CH2)nNR6R7(ii) a n is an integer of 0 to 2,
R3selected from hydrogen, C1-C4 alkyl, C1-C4 alkylol, R4Selected from hydroxy, C1-C4 alkoxy, or R3、R4Are linked to form a ring;
R5selected from C1-C4 alkyl, C6-C10 aryl, C1-C4 alkyl or alkoxy substituted C6-C10 aryl,
R6、R7selected from hydrogen, C1-C4 alkyl, C6-C10 aryl, C6-C10 aralkyl, unsubstituted benzenesulfonyl, benzenesulfonyl substituted with C1-C4 alkyl, halogen or hydroxy, C1-C4 acyl, -C (O) (CH)2)mN(R8)C(O)OR9Or R6、R7Bonding to form a ring, wherein m is an integer of 1-4;
R8、R9selected from hydrogen, C1-C8 alkyl.
Preferably: r3Selected from hydrogen, R4Selected from hydroxyl, Ar represents benzene ring or naphthalene ring.
Preferred compounds have the structure
Preferably: r1、R2Independently selected from hydrogen, C1-C8 alkyl or cycloalkyl, - (CH)2)nC(O)R5、-(CH2)nNR6R7(ii) a n is an integer of 0 to 2,
R5selected from aryl of C6-C10, C1-C4 alkyl or alkoxy substituted C6-C10 aryl,
R6selected from hydrogen, C1-C4 alkyl, C6-C10 aralkyl, R7Selected from the group consisting of C6-C10 aralkyl, unsubstituted phenylsulfonyl, phenylsulfonyl substituted with C1-C4 alkyl, halogen, or hydroxy, -C (O) (CH)2)mN(R8)C(O)OR9Or R6、R7Bonding to form a ring, wherein m is an integer of 1-4;
R8selected from hydrogen, R9Selected from C1-C8 alkyl.
Preferably: r1Selected from hydrogen, C1-C6 alkyl or cycloalkyl, - (CH)2)nC(O)R5、-(CH2)nNR6R7；R2Selected from hydrogen, - (CH)2)nNR6R7；
R5Selected from phenyl, C1-C4 alkyl or alkoxy substituted phenyl;
R6selected from hydrogen, C7-C10 phenylalkyl, R7Selected from C7-C10 phenylalkyl, unsubstituted phenylsulfonyl, phenylsulfonyl substituted with C1-C4 alkyl, halogen or hydroxy, -C (O) (CH)2)mN(R8)C(O)OR9M is 1 or 2;
R8selected from hydrogen, R9Selected from C1-C4 alkyl.
Preferably: r1Selected from hydrogen, C1-C4 alkyl, - (CH)2)nNR6R7；R2Selected from hydrogen, - (CH)2)nNR6R7(ii) a n is a number of 0 or 1,
R6selected from hydrogen, C7-C10 phenylalkyl, R7Selected from C7-C10 phenylalkyl, unsubstituted phenylsulfonyl, phenylsulfonyl substituted by halogen or hydroxy, -C (O) (CH)2)mN(R8)C(O)OR9And m is 1 or 2.
The invention also discloses a final concentration of 20-100 mu M used as chitin deacetylase inhibitor, which has a general structural formula shown in formula I or formula II.
The application concentration of the plant antifungal agent shown in the structural general formula I or II is 100-500 mu M.
The fungus is Verticillium dahliae, Rhizoctonia solani, Verticillium sp, Fusarium graminearum, Fusarium oxysporum or Puccinia striiformis.
The present invention discloses benxamic acid, also known as benzoylhydroxylamine, phenylhydroxamic acid, benzoylhydroxylamine, phenoxyhydroxamic acid, N-benzoylhydroxylamine, phenylhydroxylamine, benzohydroxamic acid and N-hydroxybenzamide, and their derivative compounds, have a strong inhibitory effect on PDA both in vitro and in vivo, and exhibit an efficient effect on the resistance of plant hosts to phytopathogenic fungi, and have superior application prospects in the use as antibacterial agents for the control of soil-borne diseases in plants.
The derivative of the naphthalimide also has the function of inhibiting PDA.
According to the invention, the aromatic hydroxamic acid and the derivative thereof have the function of inhibiting chitin deacetylase through screening, and particularly, the inhibition rate of the compounds 1 and 4 reaches over 90 percent under the condition that the concentration is 100 mu M.
The invention also provides data obtained by evaluating the inhibitory activity of the compound of the ar-hydroxamic acid and the derivatives thereof, which comprises data obtained by screening the inhibitor and determining the inhibition constant. The result shows that the inhibition rate of the aromatic hydroxamic acid on the verticillium dahliae PDA is 67.9%, and the inhibition constant Ki is 3.5 mu M.
Another aspect of the present invention is the antibacterial activity of the above compounds:
the compound is dissolved by using sterilized purified water as a solvent, and the compound is directly applied to plant leaves by adopting a spraying mode. The antibacterial activity of the compound of the aromatic hydroxamic acid on verticillium dahliae under the concentration of 2mM can be found that compared with a control group, the experimental group has no withering phenomenon. Dissolving the compound with sterilized purified water as solvent, and applying the compound by soaking root. The compound ar-hydroxamic acid has obvious effect of inhibiting bacterial plaque in the concentration of 1mM to fusarium oxysporum, rhizoctonia solani and fusarium graminearum.
The in vivo test data of the invention in the embodiment 3 and 4 proves that the ar-hydroxamic acid and the derivatives thereof have good application prospect in the aspect of preventing and treating plant soil-borne pathogenic fungi. Preferably, the plant soil-borne pathogenic fungi are verticillium dahliae, rhizoctonia solani, verticillium griseofulvum, fusarium graminearum, fusarium oxysporum, corynebacterium sp.
Description of the figures
FIG. 1 is a graph showing the measurement of inhibition constants Ki of compounds 1(A) and 4(B) against VdPDA 1. Wherein the abscissa [ I ] represents the concentration of the compound in. mu.M; the ordinate 1/v represents the reciprocal of the reaction rate; in the figure, 3 lines correspond to the tendency of 1/v to vary with the concentration of the compound at different substrate concentrations, from bottom to top, of 0.1mM, 0.2mM and 0.5mM, and the intersection of the 3 lines corresponds to an abscissa value of 3.5. mu.M, which is the inhibition constant Ki of the compound against VdPDA 1.
FIG. 2 shows the results of the antibacterial activity of 1mM compound, Aromatiohydroxamic acid, on Verticillium dahliae infected cotton seedlings, wherein the left graph shows that the control group shows withered leaves, and the right graph shows that the experimental group shows that the leaves have no withered phenomenon and grow normally.
FIG. 3 is a graph for evaluating the condition that verticillium dahliae infects cotton seedlings after the compound of aromatic hydroxamic acid is sprayed, wherein A is the discoloration condition of the stem vascular bundles of the cotton seedlings of an experimental group and a control group, the vascular bundles of the control group turn black, which indicates that the fungi are infected, and the vascular bundles of the experimental group do not turn black, and the fungi are not infected seriously; and B, quantitatively analyzing the fungal biomass of the cotton seedlings by utilizing qRT-PCR (quantitative reverse transcription-polymerase chain reaction), wherein the result shows that the number of the infected fungi in the cotton seedlings of the experimental group is obviously lower than that of the control group.
FIG. 4 shows the results of the antibacterial activity of 1mM compound ar-hydroxamic acid against infection of soybean seedlings with Fusarium oxysporum, Rhizoctonia solani and Fusarium graminearum, in which ddH2O was a control group, and significant plaque was formed in the hypocotyl, and 1mM was a test group, and the plaque was significantly reduced. TABLE 2 primers for fungal Biomass determination
Detailed Description
The present invention will be described in further detail with reference to examples.
The following non-limiting examples are presented to enable those of ordinary skill in the art to more fully understand the present invention and are not intended to limit the invention in any way. Any person skilled in the art can substitute or change the technical solution of the present invention and its inventive concept within the technical scope of the present invention.
Example 1:
screening for inhibitors was performed using chitin deacetylase VdPDA1 as a target. The method comprises the following specific steps:
positive control: set up 3 parallel positive controls. With 30 ℃ as a reaction temperature and 100. mu.L of the reaction system, 90nmol/L of chitin deacetylase VdPDA1 and 1mmol/L of substrate (GlcNAc)3Incubating in buffer solution with pH 8.0 of 20mmol/L Tris-HCl and 100mmol/L NaCl for 10min, adding 20 mu L of fluorescamine solution with final concentration of 7mM, mixing uniformly, reacting for 5min, adding 150 mu L of reaction stop solution (dimethylformamide and water are mixed according to a ratio of 1: 1) to stop reaction, and detecting fluorescence intensity by using a microplate reader under the conditions of excitation wavelength of 360nm and emission wavelength of 460 nm.
Experimental groups: set up 3 parallel experimental groups. With 30 ℃ as a reaction temperature, under the condition of 100. mu.L of the reaction system, 90nmol/L of chitin deacetylase VdPDA1 and 100 or 20. mu.M of the compound and 1mmol/L of substrate (GlcNAc)3Incubating in a buffer solution with pH 8.0 of 20mmol/L of LTris-HCl and 100mmol/L of NaCl for 10min, adding 20 mu L of a fluorescamine solution with a final concentration of 7mM, uniformly mixing, reacting for 5min, adding 150 mu L of a reaction stop solution (dimethylformamide and water are mixed according to a ratio of 1: 1) to stop the reaction, and detecting the fluorescence intensity by using a microplate reader under the conditions of an excitation wavelength of 360nm and an emission wavelength of 460 nm.
The inhibitory activity was calculated according to the following formula:
percent inhibition (positive control-experimental group)/positive control 100
When the inhibitor is screened, large-sample and long-time primary screening is carried out on hundreds of compound library samples, positive results obtained by the primary screening are further subjected to secondary screening (the specific steps are the same as the above) on the basis of the primary screening, and final data are obtained after the positive results are confirmed, the results show that the aryl hydroxamic acid and the derivatives thereof have certain inhibitory activity on chitin deacetylase VdPDA1, and the inhibitory activity of 10 compounds on VdPDA1 which is mainly studied is listed in Table 1.
The test results show that 10 compounds tested with emphasis can inhibit the activity of VdPDA1 at the tested concentration. In particular, compounds 1, 2 and 4 corresponding to table 1 inhibited VdPDA1 by more than 80%. Among them, compounds 1 and 4 had the highest inhibitory activity, with an inhibition rate of 67.9% and 69.3% for VdPDA1 at a concentration of 20 μ M, respectively. The above results indicate that the compound represented by the structural formula I, II and/or its derivative is an inhibitor of chitin deacetylase of plant pathogenic fungi.
Example 2:
inhibition constant KiAnd (3) determination:
Kirepresents the dissociation constant of the complex of the enzyme and the inhibitor, and shows the strength of the inhibition effect. With (GlcNAc)3As substrates, the reaction was set up with three sets of substrate concentration gradients at final concentrations of 0.1mM, 0.2mM and 0.5mM, respectively. The inhibitory activity was measured by taking six compound concentration gradients of 10, 5, 1, 0.5, 0.2, 0.1 μ M final concentration at each substrate concentration. The reaction system is 100 mu L, the buffer environment is 20mmol/L Tris-HCl and 100mmol/L NaCl, the pH value is 8.0, the final enzyme concentration is 90nM, the reaction temperature is 30 ℃, the reaction time is 10min, then 20 mu L fluorescamine solution with the final concentration of 7mM is added, the mixture is evenly mixed and reacted for 5min, 150 mu L reaction termination liquid (dimethylformamide and water are mixed according to the ratio of 1: 1) is added to terminate the reaction, and the fluorescence intensity is measured under the wavelength of 460nM after the excitation of 360nM exciting light. The data are plotted by the Dixon method, and the inhibition constant K of compounds 1 and 4 on VdPDA1iAt 3.5 and 3.1. mu.M, respectively (FIG. 1), the results show that the inhibitory intensity of the two compounds is similar.
Example 3:
the antifungal activity evaluation of the compound 1 on Verticillium dahliae specifically comprises the following steps:
1. preparation of verticillium dahliae spores
Culturing the glycerol-preserved Verticillium dahliae strain in complete culture medium at 25 deg.C for 4-6 days, filtering mycelium with gauze, centrifuging at 4500rpm for 5min, discarding supernatant, collecting large amount of spores in the strain, and treating the spores with ddH2Suspending by shaking, counting the number of spores with a blood counting plate, and adjusting the concentration of the spore suspension to 5.0 × 10 by dilution7spores/mL, used for cotton seedlings to dip roots.
2. Preparation of Cotton seedlings
Placing cotton seeds in an incubator at 28 ℃ for 48 hours, and mixing vermiculite and nutrient soil 1: 1 as culture soil, placing in black bottom pots, inoculating 5 cotton seeds in each pot, adding nutrient solution and water, covering with a top cover to ensure humidity, culturing at 28 deg.C under illumination for 14 h/dark for 10h for 4 weeks, and thinning to 1 seedling in each pot after emergence. The cotton seedling grows to two true leaves for standby.
3. Spraying compound 1 to cotton seedlings
A control group and an experimental group were set. The experimental group is that the cotton seedling is sprayed with the compound with the concentration of 1mM on the leaves two days before the inoculation of the verticillium dahliae. The control group was normally inoculated with Verticillium dahliae and sprayed with sterile water as a control. The sprayed seedlings are cultured at the temperature of 28 ℃ and the relative humidity of 70% -90%, and the plant growth is counted every day in the period. The results show that compound 1 by itself had no effect on the normal growth of the plants.
4. Inoculation of Verticillium dahliae on cotton seedlings
Carefully taking out the soil from the roots of the cotton seedlings, washing the soil with clear water, placing the soil in the treated verticillium dahliae spore suspension, soaking for 15min, taking out the soil, slightly putting the soil back into the culture soil, and observing and counting the withering degree of the cotton every day. The results showed that the plants of the experimental group to which compound 1 was applied did not wilt, while the cotton plants of the control group withered, as shown in fig. 2.
5. Statistics of cotton vascular bundle pathogenic bacteria reproduction quantity
The stems of cotton seedlings of the experimental group and the control group were cut at 30dpi to check vascular bundle discoloration, and stem pieces were placed on PDA plates to separate hyphae from the vascular bundles. And quantitatively analyzing the fungal biomass of the cotton seedlings by utilizing qRT-PCR. Total genomic DNA was extracted from roots and leaves of the test plants using DNAsecure Plant Kit (Tiangen, Beijing, China) at 21 dpi. The qRTPCR reaction was performed using TransStart Top Green qPCR Supermix (TransGen Biotech). The cotton small subunit ribosomal RNA gene (SSU) was selected as a standard control, the primer SSU-F/SSU-R was amplified, the Verticillium dahliae actin gene (VDAG _00941) was amplified with the primer Vd-A-F/Vd-A-R (see Table 2 for primer sequences), and the fungal DNA in the mixed DNA samples was quantified. The results show that the number of infected fungi in the cotton seedlings of the experimental group is significantly lower than that of the control group (fig. 3).
TABLE 2
Example 4:
the specific steps of the compound 1 for evaluating the antifungal activity of fusarium oxysporum, rhizoctonia solani and fusarium graminearum are as follows:
in the experiment, soybean seedlings are selected as experimental materials, soybean seeds are sowed in a vermiculite culture medium and cultured for 3 days in a dark environment at 25 ℃ for inoculating fungi. The antibacterial experiment is provided with a control group and an experimental group. Compound 1 was at a final concentration of 1 mM. Through a soybean seedling water culture method, roots of soybean seedlings of an experimental group are soaked in a compound water solution with the concentration of 1mM, a control group is soaked in sterile water, the compound pair does not influence the growth of plants after 3 hours, and pathogenic fungi are inoculated on a hypocotyl. The results of statistical analysis of lesion length show that the length of the lesion of the experimental plant is significantly lower than that of the control plant, as shown in fig. 4.
The key point of the invention is to obtain the compound which has the inhibition effect of chitin deacetylase and good antibacterial activity on plant soil-borne pathogenic fungi, and has great significance for developing antibacterial agents to solve the prevention and control of plant fungal diseases in agricultural production.
Claims (10)
1. The application of the compound of the formula (I) or the pharmaceutically acceptable salt thereof as an active ingredient in the preparation of chitin deacetylase PDA inhibitors or plant antifungal agents,
wherein Ar represents an aryl group having a carbon number of 6 to 10,
R1、R2independently selected from hydrogen, C1-C10 alkyl or cycloalkyl, - (CH)2)nC(O)R5、-(CH2)nNR6R7(ii) a n is an integer of 0 to 2,
R3selected from hydrogen, C1-C4 alkyl, C1-C4 alkylol, R4Selected from hydroxy, C1-C4 alkoxy, or R3、R4Are linked to form a ring;
R5selected from C1-C4 alkyl, C6-C10 aryl, C1-C4 alkyl or alkoxy substituted C6-C10 aryl,
R6、R7selected from hydrogen, C1-C4 alkyl, C6-C10 aryl, C6-C10 aralkyl, unsubstituted benzenesulfonyl, benzenesulfonyl substituted with C1-C4 alkyl, halogen or hydroxy, C1-C4 acyl, -C (O) (CH)2)mN(R8)C(O)OR9Or R6、R7Bonding to form a ring, wherein m is an integer of 1-4;
R8、R9selected from hydrogen, C1-C8 alkyl.
2. Use according to claim 1, wherein R3Selected from hydrogen, R4Selected from hydroxyl, Ar represents benzene ring or naphthalene ring.
3. The use according to claim 2, said compound having the structure of formula (II),
4. use according to claim 3, wherein R1、R2Independently selected from hydrogen, C1-C8 alkyl or cycloalkyl, - (CH)2)nC(O)R5、-(CH2)nNR6R7(ii) a n is an integer of 0 to 2,
R5selected from aryl of C6-C10, aryl of C1-C4 alkyl or alkoxy substituted C6-C10,
R6selected from hydrogen, C1-C4 alkyl, C6-C10 aralkyl, R7Selected from the group consisting of C6-C10 aralkyl, unsubstituted phenylsulfonyl, phenylsulfonyl substituted with C1-C4 alkyl, halogen, or hydroxy, -C (O) (CH)2)mN(R8)C(O)OR9Or R6、R7Bonding to form a ring, wherein m is an integer of 1-4;
R8selected from hydrogen, R9Selected from C1-C8 alkyl.
5. The use of claim 4, wherein R1Selected from hydrogen, C1-C6 alkyl or cycloalkyl, - (CH)2)nC(O)R5、-(CH2)nNR6R7；R2Selected from hydrogen, - (CH)2)nNR6R7；
R5Selected from phenyl, C1-C4 alkyl or alkoxy substituted phenyl;
R6selected from hydrogen, C7-C10 phenylalkyl, R7Selected from C7-C10 phenylalkyl, unsubstituted phenylsulfonyl, phenylsulfonyl substituted with C1-C4 alkyl, halogen or hydroxy, -C (O) (CH)2)mN(R8)C(O)OR9M is 1 or 2;
R8selected from hydrogen, R9Selected from C1-C4 alkyl.
6. Use according to claim 5, wherein R1Selected from hydrogen, C1-C4 alkyl, - (CH)2)nNR6R7；R2Selected from hydrogen, - (CH)2)nNR6R7(ii) a n is a number of 0 or 1,
R6selected from hydrogen, C7-C10 phenylalkyl, R7Selected from C7-C10 phenylalkyl, unsubstitutedBenzenesulfonyl, benzenesulfonyl substituted by halogen or hydroxy, -C (O) (CH)2)mN(R8)C(O)OR9And m is 1 or 2.
7. The use according to claim 1, wherein the compound is of one of the following structures:
8. the use according to claim 1, wherein the compound of formula (I) is used as an active ingredient in a chitin deacetylase inhibitor in a final concentration of 20-100 μ M.
9. The use according to claim 1, wherein the compound of formula (I) is used as an active ingredient in a plant antifungal agent at a final concentration of 100 μ M.
10. Use according to claim 9, wherein the fungus is verticillium dahliae, rhizoctonia solani, verticillium nigrum, fusarium graminearum, fusarium oxysporum or corynebacterium sp.
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