CN109503385B - Application of beta-ethyl nitroacrylate compounds in preventing and/or treating plant diseases - Google Patents

Application of beta-ethyl nitroacrylate compounds in preventing and/or treating plant diseases Download PDF

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CN109503385B
CN109503385B CN201811435644.8A CN201811435644A CN109503385B CN 109503385 B CN109503385 B CN 109503385B CN 201811435644 A CN201811435644 A CN 201811435644A CN 109503385 B CN109503385 B CN 109503385B
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nitroacrylate
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CN109503385A (en
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崔紫宁
姜珊
宋高鹏
李辉
向绪稳
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South China Agricultural University
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/50—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C205/53—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • 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
    • A01N37/44—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/48—Nitro-carboxylic acids; Derivatives thereof
    • 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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
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    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
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Abstract

The invention discloses an application of beta-ethyl nitroacrylate compounds in preventing and/or treating plant diseases. In the pathogenic bacterium T3SS systemhpa1The gene promoter has strong inhibiting effect, the inhibiting rate of most compounds exceeds 70 percent, and the compounds can be used as a T3SS system inhibitor; wherein the partial compound does not affect the growth of plant pathogenic bacteria while strongly inhibiting a plant pathogenic bacteria T3SS system, but only obviously reduces the pathogenicity of the plant pathogenic bacteria, thereby achieving the purpose of preventing and/or treating plant diseases caused by the plant pathogenic bacteria; the compound can be used as a plant pathogenic bacteria III type secretion system inhibitor or prepared into a medicine for treating related plant diseases, is used for preventing and/or treating the plant diseases, has the effect of reducing and delaying the drug resistance of the plant pathogenic bacteria to the compound, has a longer effective service life in the aspect of preventing and/or treating the plant diseases, and has a wide application prospect.

Description

Application of beta-ethyl nitroacrylate compounds in preventing and/or treating plant diseases
Technical Field
The invention relates to the technical field of plant disease control, in particular to application of a beta-ethyl nitroacrylate compound in preventing and/or treating plant diseases.
Background
The bacterial leaf blight of rice is an important bacterial disease of rice, and has serious influence on the yield and the quality of grains of rice. Along with the evolution of physiological races of pathogenic bacteria, the harm of the bacterial leaf blight of rice on rice production is increased year by year. Traditional fungicide treatments are usually directed against key factors for bacterial survival or growth, and are highly susceptible to the development and enrichment of resistant mutant pathogenic bacterial lines, resulting in the development of bacterial resistance. The strategy of targeting the virulence factors of pathogenic bacteria without threatening the survival of the pathogenic bacteria provides a novel idea for developing novel antibacterial drugs.
The bacterial type III secretion system (T3SS) is a key virulence factor that is well conserved among gram-negative pathogenic bacteria, but is not essential for bacterial growth, a property that makes T3SS an ideal target for the development of novel antibiotics. The bacterial III type secretion system (T3SS) is an important virulence factor of rice bacterial blight, is used for endocrine effector proteins of host bodies in the infection process, and can be used as an action target for novel drug molecule design. There are currently relevant literature reports on the study of inhibitors of type III secretion systems, for example, recently T3SS inhibitors have been reported as plant phenolic derivatives of Pseudomonas aeruginosa and Erwinia amylovora (Khokhani et al, 2013; Yamazaki et al, 2012).
Although there are many reports describing compounds having the effect of inhibiting T3SS, the T3SS inhibitor still has wide research and application prospects and is ready for further research and development.
Disclosure of Invention
The invention aims to provide application of beta-ethyl nitroacrylate compounds in preventing and/or treating plant diseases.
The invention also aims to provide application of the beta-ethyl nitroacrylate compound in preparing medicines for preventing and/or treating plant diseases.
The invention further aims to provide application of the beta-ethyl nitroacrylate compound as a plant pathogenic bacterium III type secretion system inhibitor.
The invention also aims to provide a plant pathogenic bacterium III type secretion system inhibitor.
The above object of the present invention is achieved by the following scheme:
the application of beta-ethyl nitroacrylate compounds in preventing and/or treating plant diseases is disclosed, wherein the beta-ethyl nitroacrylate compounds have the structure shown in formula (I):
Figure BDA0001883730100000021
wherein R is 2-furyl, 2-thienyl, 2-naphthyl, phenyl or R1One of the substituted phenyl groups; wherein said R1Is halogen, C1～4Straight or branched alkyl, C1～6Straight or branched alkoxy, C1～6Straight or branched alkanoyl, C3～6One or more of cycloalkoxy, benzyloxy, or benzoyloxy.
The compound can strongly inhibit toxic factors of plant pathogenic bacteria, thereby remarkably reducing the pathogenicity of the plant pathogenic bacteria and achieving the effect of preventing and/or treating plant diseases caused by the plant pathogenic bacteria. Therefore, the compound can be used as a plant pathogenic bacterium III type secretion system inhibitor or prepared into a medicine for treating related plant diseases, and is used for preventing and/or treating the plant diseases.
The invention also protects the application of the beta-ethyl nitroacrylate compound in preparing medicines for preventing and/or treating plant diseases, wherein the beta-ethyl nitroacrylate compound has a structure shown in formula (I):
Figure BDA0001883730100000022
wherein R is 2-furyl, 2-thienyl, 2-naphthyl, phenyl or R1One of the substituted phenyl groups; wherein said R1Is halogen, C1～4Straight or branched chain alkyl、C1～6Straight or branched alkoxy, C1～6Straight or branched alkanoyl, C3～6One or more of cycloalkoxy, benzyloxy, or benzoyloxy.
Preferably, the plant disease is bacterial blight of rice.
Preferably, the pathogenic bacterium of bacterial blight of rice is Xanthomonas oryzae pv.
The invention also protects the application of beta-ethyl nitroacrylate compounds as plant pathogenic bacteria III type secretion system inhibitors, wherein the structure of the beta-ethyl nitroacrylate compounds is shown as the formula (I):
Figure BDA0001883730100000031
wherein R is 2-furyl, 2-thienyl, 2-naphthyl, phenyl or R1One of the substituted phenyl groups; wherein said R1Is halogen, C1～4Straight or branched alkyl, C1～6Straight or branched alkoxy, C1～6Straight or branched alkanoyl, C3～6One or more of cycloalkoxy, benzyloxy, or benzoyloxy.
Preferably, the beta-ethyl nitroacrylate compounds inhibit the expression of the hpa1 gene promoter in a phytopathogen III type secretion system.
Preferably, the pathogenic bacterium of bacterial blight of rice is Xanthomonas oryzae pv.
Preferably, in the compound represented by the above formula (I), R is1Is one or more of halogen, methoxy, ethoxy, acetoxy, benzoyloxy, pentyloxy, cyclopentyloxy or benzyloxy.
More preferably, R is 2-furyl, 2-thienyl or R1Substituted phenyl, said R1Is one or two of methoxyl, ethoxyl, acetoxy, benzoyloxyl, pentoxy, cyclopentaneoxy or benzyloxy.
More preferably, the beta-ethyl nitroacrylate compound is one of the following structures:
Figure BDA0001883730100000032
more preferably, the beta-ethyl nitroacrylate compound is one of the following structures:
Figure BDA0001883730100000041
more preferably, the structure of the beta-ethyl nitroacrylate compound is as follows:
Figure BDA0001883730100000042
the invention also protects a plant pathogenic bacteria III type secretion system inhibitor, which comprises a beta-ethyl nitroacrylate compound or a pharmaceutically acceptable salt thereof.
Preferably, the inhibitor can be in the dosage form of powder, wettable powder, granules, water dispersible granules, suspending agents, missible oil, microemulsion or aqueous solution.
The beta-ethyl nitroacrylate compound or the pharmaceutically acceptable salt thereof or the medicine prepared from the beta-ethyl nitroacrylate compound can also be mixed with other various medicines for use.
Preferably, the beta-ethyl nitroacrylate compound or the pharmaceutically acceptable salt thereof or the medicine prepared from the beta-ethyl nitroacrylate compound is mixed with one or more other plant bactericides or plant growth regulators for use.
Compared with the prior art, the invention has the following beneficial effects:
the compound has strong inhibition effect on hpa1 gene promoter in T3SS system of Xanthomonas oryzae, the inhibition rate of most compounds exceeds 70%, and the compound can be used as a T3SS system inhibitor to reduce the pathogenicity of phytopathogen.
The partial compound hpa1 gene promoter has strong inhibiting effect and does not affect the normal growth of the pathogenic bacteria, i.e. the compound can strongly inhibit the toxic factors of the plant pathogenic bacteria while not affecting the growth of the plant pathogenic bacteria, and remarkably reduce the pathogenicity of the plant pathogenic bacteria, i.e. the plant diseases caused by the plant pathogenic bacteria are prevented and/or treated while not affecting the growth of the plant pathogenic bacteria; the compound can be used as a plant pathogenic bacteria III type secretion system inhibitor or prepared into a medicine for treating related plant diseases, is used for preventing and/or treating the plant diseases, has the effect of reducing and delaying the drug resistance of the plant pathogenic bacteria to the compound, has a longer effective service life in the aspect of preventing and/or treating the plant diseases, and has a wide application prospect.
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FIG. 1 shows PXO99AGrowth curves in M210 medium (A) and XOM2 medium (B) supplemented with test compound.
FIG. 2 is a graph showing the effect of compounds I-3, I-7, and I-8 on HR on tobacco.
FIG. 3 is a colony count of compounds I-3, I-7, I-8.
FIG. 4 shows PXO99 after treatment of compounds I-3, I-7 and I-8AThe strain produces water-eating symptoms on rice seedlings.
FIG. 5 shows PXO99 after treatment of Compounds I-3, I-7, and I-8AThe length of the disease spot generated by the strain on the blade of the adult rice plant is a real image.
FIG. 6 shows PXO99 after treatment of Compounds I-3, I-7, and I-8AThe length of disease spots generated by the strain on the blade of the adult rice plant.
Detailed Description
The present invention is further described in detail below with reference to specific examples, which are provided for illustration only and are not intended to limit the scope of the present invention. The test methods used in the following examples are all conventional methods unless otherwise specified; the materials, reagents and the like used are, unless otherwise specified, commercially available reagents and materials.
Rice bacterial blight (Xanthomonas oryzae pv. oryzae, Xoo) is a gram-negative coryneform bacterium, an important bacterial disease in rice. It can cause the most severe bacterial leaf blight, resulting in annual yield losses of rice of 10% to 50%, and in some severe conditions, even 100%. The traditional bactericide takes key factors in the survival process of bacteria as targets, and is very easy to generate resistance. Targeting bacterial virulence factors without affecting their growth is considered a method for developing new antibacterial drugs. The type III secretion system (T3SS) is a key virulence factor for many gram-negative bacteria pathogenic to plants, animals and humans, it is an endocrine effector protein to host organisms during infection with gram-negative pathogenic bacteria, one of the important and highly conserved virulence factors in pathogenic bacteria; therefore, T3SS is an ideal target for the development of new antibacterial agents.
The following examples are tests to examine the inhibitory effect of beta-ethyl nitroacrylate compounds on rice bacterial blight T3SS, and test pathogenic strains: corresponding mutant strain (hpa1in PXO 99)A) The method is mainly used for high-throughput screening of T3SS inhibitors; and Xoo wild type strain PXO99AIt is mainly used for inducing bacterial leaf blight of rice. Test compounds were dissolved in DMSO to a final concentration of 100. mu. mol/L.
The structure of the test compound is shown below:
Figure BDA0001883730100000061
example 1 test of the Activity of the Compounds on the hpa1 Gene promoter
Mixing hpa1in PXO99AThe strains were activated for 3 days on a plate of PSA medium, and a single colony was picked to grow to OD in M210 liquid medium600About 0.6, 12000rmp/min centrifugation to collect the thallus, heavy suspension in XOM2Media and modulation of OD600About 0.3, and a final concentration of 100. mu. mol/L of small molecule compound was added. Treating at 28 deg.C for 15h at 200rmp/min, centrifuging, collecting thallus, suspending in 0.01mol/LPBS (pH 7.4) buffer solution, and adjusting OD600About 0.05, flow cytometry detected mean fluorescence of GFPStrength (MFI). Equal volume of DMSO as negative control; the experiment was repeated 3 times, 3 replicates.
The experimental result shows that 3 compounds have strong inhibition effect on hpa1 promoter activity, and the calculation mode is that DMSO% ═ MFI(Compound (I))/MFI(DMSO)The results of the calculations show that the inhibition rates of the compounds I-3, I-7 and I-8 are all over 98%, and the results are shown in Table 1.
Table 1: screening results for inhibitory activity of hpa1 promoter in type III secretion System
Figure BDA0001883730100000071
As can be seen from Table 1, all the compounds have inhibitory effect on hpa1 promoter, and the inhibitory rate of most compounds is over 70%, i.e. compounds I-1 to I-9, I-11, I-14 to I-19, I-22 and I-24; wherein the inhibition rates of the compounds I-2, I-6, I-9, I-11, I-14 to I-19 and I-24 are 80-90 percent, and the inhibition rates of the compounds I-3, I-7 and I-8 are all more than 90 percent, and the results show that the compounds have strong inhibition effects on hpa1 promoters, especially 3 compounds I-3, I-7 and I-8, so that the 3 compounds are selected for the next test.
Example 2 test Compounds on wild type Strain PXO99AInfluence of growth
The test process is as follows: the induction medium XOM2(XOM2 is a lean medium supplemented with 0.5% sucrose as carbon source PXO 99) in rich medium M210 and T3SS, respectively, was assayed under the addition of test compoundsAThe growth curve of (2). Xoo wild type strain PXO99AStreaking and activating on PSA plate, picking single colony after 3 days, placing in M210 liquid culture medium, and growing to OD600The cells were collected by centrifugation at 12000rmp for 2min at about 2.0, and washed once with sterile water, and then resuspended in M210 or XOM2 to adjust OD600Is 0.1. After addition of 100. mu. mol/L of test compound, the bacteria were plated on 96-well plates with equal volume of DMSO as negative control, with 3 replicates per treatment set. Setting the temperature at 28 deg.C, and full-automatic growthAnd (5) measuring by a curvometer. Data were read every 2h for a total of 48 h. The experiment was independently repeated 3 times. .
The test results are shown in FIG. 1, in which Panel A and Panel B show Compounds I-3, I-7, I-8 in media M210 and XOM, respectively2Middle pair PXO99AThe growth of (a) affects the results. As can be seen from FIG. 1, compared to the DMSO control, the signal is at PXO99AIn the lag, log and stationary phases of growth, none of compounds I-3, I-7, I-8 showed inhibition of PXO99AThe effect of growth.
Example 3: compounds I-3, I-7 and I-8 para PXO99AThe effects of producing allergic reactions (HR) on tobacco
Xoo wild type strain PXO99AStreaking and activating on PSA plate, picking single colony after 3 days, placing in M210 liquid culture medium, and culturing in the culture medium to OD600Centrifuging at 12000rmp for 2min at about 2.0 to collect thallus, washing thallus with sterile water, and adjusting OD600To 0.8, respectively adding 100 mu mol/L of 3 compounds to be tested and a positive control TS006 compound, using equal volume of DMSO as a negative control, and treating at 28 ℃ for 2 h. Then inoculating the tobacco cultured to the 4-leaf stage by using a needle-free injector, continuously culturing in a greenhouse after inoculation, and photographing for observing the phenomenon after 24 hours.
The test results are shown in fig. 2. As can be seen from the figure, the compounds I-3, I-7 and I-8 have obvious inhibitory effect on HR. Therefore, further studies were carried out on the compounds I-3, I-7 and I-8 in the next step.
Example 4: colony counts for Compounds I-3, I-7 and I-8
Xoo wild type strain PXO99ACultured to OD in M210 medium600Approximately 2.0, transferred to M210 medium at a 1:100 ratio, grown to OD600Centrifuging at 12000rmp for 2min to collect thallus at about 0.6, washing thallus with sterile water, adding 100 μmol/L of compound to be tested, and diluting to 10%6Equal volume of DMSO as a negative control was treated at 28 ℃ for 2 h. Draw 100. mu.L of the solution to a PSA plate. Colonies from the plates were counted after 3 days.
The colony counts of compounds I-3, I-7, and I-8 are shown in FIG. 3, and the results indicate that 3 compounds have no significant bactericidal effect.
Example 5: effect of Compounds I-3, I-7 and I-8 on the pathogenicity of Xoo strains on Rice
The rice variety is susceptible variety IR 24. The Xoo strain can produce water-stained lesions (water-eating) on infected rice leaves.
The rice seedlings are placed in a greenhouse for 16h of illumination, 28 ℃, 8h of darkness and 20 ℃. Cultured for about 2 weeks. Culturing the rice plant in a greenhouse by using nutrient soil, wherein the illumination is carried out for 16h, the temperature is 28 ℃, the darkness is 8h, and the temperature is 20 ℃. Culturing for about 2 months.
(1) Seedling inoculation: PXO99AThe strain was cultured in M210 medium to OD600About 2.0, centrifugation at 12000rmp for 2min to collect the thallus, resuspending the thallus in sterile water, and adjusting OD600To 0.8, 100. mu. mol/L of each test compound, an equal volume of DMSO as a negative control, and the published T3SS inhibitor TS006 of Xoo as a positive control were added and treated at 28 ℃ for 2 h. Then inoculating the rice variety IR24 with Xoo disease by a needle-free injector, inoculating a sample in the middle of each leaf, inoculating 10 leaves in each sample, continuously culturing in a greenhouse after inoculation, and taking a picture after 72h to observe the water-eating phenomenon.
The results are shown in FIG. 4, with the addition of PXO99 treated with compounds I-3, I-7, and I-8AThe water-eating water stain generated by the strain on the rice seedling is obviously reduced, and the reduction degree is equivalent to that of a positive control medicament.
(2) Adult plant inoculation: PXO99AThe strain was cultured in M210 medium to OD600About 2.0, centrifugation at 12000rmp for 2min to collect the thallus, resuspending the thallus in sterile water, and adjusting OD600To 0.8, 100. mu. mol/L of T3SS inhibitor, equal volume of DMSO as a negative control, and the published TS 006T 3SS inhibitor of Xoo as a positive control were added and treated at 28 ℃ for 2 h. Inoculating and culturing Xoo disease-infected rice variety IR24 for about two months by leaf cutting method, inoculating one sample on each sword leaf, inoculating 10 leaves on each sample, continuously culturing in a greenhouse after inoculation, taking pictures after 14 days, counting the length of disease spots, and detecting T-test (students test)Significant differences.
As a result, as shown in FIGS. 5 and 6, PXO99 treated with the addition of compounds I-3, I-7, and I-8ACompared with a blank control group and a solvent control group, the strain has obvious reduction of lesion spots, and the compound has obvious reduction of PXO99AThe pathogenic nature of the strain.
In conclusion, the test results of the inhibition activity of the compounds I-3, I-7 and I-8 on hpal gene promoters, the growth influence on PXO99A, the HR reaction of the compounds on Xoo on tobacco and the pathogenic condition of Xoo on rice seedlings and adult plants after compound treatment show that the compounds I-3, I-7 and I-8 can strongly inhibit the expression of the hpal gene promoters in a T3SS system in Xoo without influencing the growth of Xoo, reduce the pathogenicity of Xoo on rice, and obviously improve the lesion spots on rice, which shows that the compounds I-3, I-7 and I-8 can be used as inhibitors of the T3SS system for preventing and/or treating rice bacterial blight.
It should be finally noted that the above examples are only intended to illustrate the technical solutions of the present invention, and not to limit the scope of the present invention, and that other variations and modifications based on the above description and thought may be made by those skilled in the art, and that all embodiments need not be exhaustive. Any modification, equivalent replacement, and improvement made within the spirit and principle of the present invention should be included in the protection scope of the claims of the present invention.

Claims (7)

1. The application of the beta-ethyl nitroacrylate compound as a plant pathogenic bacterium III type secretion system inhibitor is characterized in that the structure of the beta-ethyl nitroacrylate compound is shown as the formula (I):
Figure FDA0003312815750000011
wherein R is one of 2-furyl, 2-thienyl, 2-naphthyl, phenyl or R1 substituted phenyl; wherein R1 is one or more of halogen, C1-6 straight chain or branched chain alkoxy, C1-6 straight chain or branched chain alkanoyl, C3-6 cycloalkoxy and benzyloxy.
2. The use according to claim 1, wherein the phytopathogen is a pathogen of bacterial blight of rice.
3. The use according to claim 1, wherein the β -ethyl nitroacrylate compound inhibits the expression of the hpa1 gene promoter in a phytopathogen type III secretion system.
4. The use according to claim 2, wherein the pathogenic bacterium of bacterial blight of rice is Xanthomonas oryzae pv.
5. The use of any one of claims 1 to 4, wherein R1 is one or more of halogen, methoxy, ethoxy, acetoxy, pentoxy, cyclopentoxy, or benzyloxy.
6. The use of claim 5, wherein R is 2-furyl, 2-thienyl or R1-substituted phenyl, and R1 is one or two of methoxy, ethoxy, acetoxy, pentoxy, cyclopentoxy or benzyloxy.
7. A plant pathogenic bacterium III type secretion system inhibitor is characterized by comprising a beta-ethyl nitroacrylate compound or a pharmaceutically acceptable salt thereof, wherein the beta-ethyl nitroacrylate compound is as follows:
Figure FDA0003312815750000012
Figure FDA0003312815750000021
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