Use of 4-(diethylamino)salicylaldehyde in resisting plant pathogenic bacterium, method for resisting plant pathogenic bacterium and bactericide

Abstract

The present invention belongs to the technical field of plant disease prevention and control, and particularly relates to the use of 4-(diethylamino)salicylaldehyde in resisting plant pathogenic bacteria, a method for resisting the plant pathogenic bacteria and a bactericide. The 4-(diethylamino)salicylaldehyde has an excellent inhibition effect on the plant pathogenic bacterium (fungus and bacterium), has the best inhibition effect in particular on cotton Rhizoctonia solani and Erwinia amylovora, and has the potential to be developed into a new bactericide.

Description

Application of 4-(diethylamino) salicylaldehyde in resisting plant pathogens, method for resisting plant pathogens, and fungicide

[0001] This application claims priority to the Chinese patent application filed with the China Patent Office on December 11, 2023, with application number CN202311702567.9 and invention name “Application of 4-(diethylamino) salicylaldehyde in resisting plant pathogens, methods for resisting plant pathogens, and fungicides”, the entire contents of which are incorporated by reference into this application. Technical Field

[0002] The invention belongs to the technical field of plant disease prevention and control, and particularly relates to application of 4-(diethylamino) salicylaldehyde in resisting plant pathogens, a method for resisting plant pathogens, and a fungicide. Background Art

[0003] Plant diseases are characterized by a series of morphological, physiological, and biochemical changes in plants caused by biotic or abiotic factors, which hinder normal growth and development and, consequently, affect human economic well-being. Plant diseases cause significant economic losses to agricultural production, but currently, there is a relative shortage of fungicides for plant disease control. Furthermore, plant pathogens have developed varying degrees of resistance to the fungicides that are still in widespread use, leading to a gradual reduction in the available supply. Therefore, identifying and developing new fungicides is crucial for ensuring agricultural safety.

[0004] Summary of the Invention

[0005] In view of this, the object of the present invention is to provide an application of 4-(diethylamino) salicylaldehyde in resisting plant pathogens, a method for resisting plant pathogens, and a fungicide. 4-(diethylamino) salicylaldehyde has a good inhibitory effect on plant pathogens.

[0006] In order to achieve the above object, the present invention provides the following technical solutions:

[0007] The invention provides application of 4-(diethylamino) salicylaldehyde in resisting plant pathogens.

[0008] Preferably, the plant pathogens are plant pathogenic fungi and / or plant pathogenic bacteria.

[0009] Preferably, the plant pathogens include one or more of cotton damping-off pathogen, cucurbit anthracnose pathogen, tomato leaf mold pathogen, tobacco brown spot pathogen, cotton wilt pathogen, rice bacterial leaf blight pathogen, cucumber bacterial angular leaf spot pathogen, amylovora and cucurbit fruit spot pathogen.

[0010] The present invention also provides a method for resisting plant pathogens, comprising the following steps: applying a solution of 4-(diethylamino) salicylaldehyde to plants infected by plant pathogens.

[0011] Preferably, the concentration of 4-(diethylamino)salicylaldehyde in the 4-(diethylamino)salicylaldehyde solution is 50-500 mg / L.

[0012] Preferably, the preparation method of the 4-(diethylamino)salicylaldehyde solution is to dissolve 4-(diethylamino)salicylaldehyde in dimethyl sulfoxide and then dilute it with water.

[0013] Preferably, the plant is a pear tree; during the application, each pear tree is sprayed with 3 L of the 4-(diethylamino)salicylaldehyde solution.

[0014] Preferably, the administration is performed 1 to 5 times.

[0015] Preferably, the frequency of administration is 1 to 7 days per time.

[0016] The invention also provides a fungicide comprising 4-(diethylamino) salicylaldehyde and a pesticide adjuvant.

[0017] The present invention provides the use of 4-(diethylamino) salicylaldehyde in resisting plant pathogens. 4-(diethylamino) salicylaldehyde has a good inhibitory effect on plant pathogens (fungi and bacteria), causing abnormal morphology and ultrastructural damage to plant pathogens, hindering DNA synthesis, and disrupting the genetic metabolism of cells, thereby inhibiting the growth of pathogens or killing pathogens. The results of the examples show that 4-(diethylamino) salicylaldehyde has the best inhibitory effect on cotton damping-off fungus, EC 50 The EC value for cotton wilt pathogen is 14.487 mg / L. 50 4-(Diethylamino) salicylaldehyde not only has an inhibitory effect on pathogenic fungi, but also has a good inhibitory effect on plant pathogenic bacteria. Its EC value for Erwinia amylovora and cucurbit fruit spot pathogen is 40.785 mg / L. 50 They are 92.083 mg / L and 108.494 mg / L respectively. DETAILED DESCRIPTION

[0018] The invention provides application of 4-(diethylamino) salicylaldehyde in resisting plant pathogens.

[0019] Unless otherwise specified, the present invention has no special requirements on the sources of the raw materials used, and commercially available products known to those skilled in the art can be used.

[0020] In the present invention, 4-(diethylamino) salicylaldehyde has a CAS number of 17754-90-4 and a chemical formula of C 11 H15 NO2, molecular weight is 193.24, and the structural formula is as follows:

[0021] In the present invention, the plant pathogenic fungi are preferably plant pathogenic fungi and / or plant pathogenic bacteria, more preferably plant pathogenic fungi; the plant pathogenic fungi preferably include one or more of cotton wilt pathogen, cucurbit anthracnose pathogen, tomato leaf mold pathogen, tobacco brown spot pathogen, cotton wilt pathogen and rice white leaf blight pathogen; the plant pathogenic bacteria preferably include one or more of cucumber bacterial angular leaf spot pathogen, amylovora amylovora and cucurbit fruit spot pathogen.

[0022] In the present invention, the plant pathogens preferably include one or more of cotton wilt pathogen, cucurbit anthracnose pathogen, tomato leaf mold pathogen, tobacco brown spot pathogen, cotton wilt pathogen, rice white leaf blight pathogen, cucumber bacterial angular spot pathogen, amylopectin and cucurbit fruit spot pathogen, more preferably cotton wilt pathogen, cucurbit anthracnose pathogen, tomato leaf mold pathogen, tobacco brown spot pathogen, cotton wilt pathogen, rice white leaf blight pathogen, cucumber bacterial angular spot pathogen, amylopectin or cucurbit fruit spot pathogen.

[0023] The present invention has no special limitation on the application of 4-(diethylamino) salicylaldehyde in resisting plant pathogens, and any application method well known in the art can be used.

[0024] The present invention also provides a method for resisting plant pathogens, comprising the following steps: applying a solution of 4-(diethylamino) salicylaldehyde to plants infected by plant pathogens.

[0025] In the present invention, the concentration of 4-(diethylamino)salicylaldehyde in the 4-(diethylamino)salicylaldehyde solution is preferably 50 to 500 mg / L, more preferably 100 to 400 mg / L; the preparation method of the 4-(diethylamino)salicylaldehyde solution is preferably to dissolve 4-(diethylamino)salicylaldehyde in dimethyl sulfoxide and then dilute with water.

[0026] The present invention has no particular limitation on the mode of application, and can be selected according to actual conditions. In an embodiment of the present invention, the mode of application is specifically root irrigation or stem and leaf spraying.

[0027] In the present invention, the number of applications is 1 to 5 times, more preferably 2 to 3 times; the frequency of application is preferably 1 to 7 days / time, more preferably 3 to 7 days / time. The present invention does not specifically limit the amount of 4-(diethylamino) salicylaldehyde solution used in each application, and can be selected according to actual conditions. In an embodiment of the present invention, 50 mL of a 4-(diethylamino) salicylaldehyde solution with a concentration of 50 to 150 mg / L was applied each time in a potted plant test, and 3 L of a 4-(diethylamino) salicylaldehyde solution with a concentration of 200 to 400 mg / L was applied each time in a field test.

[0028] The present invention has no special limitation on plant species and application sites, and the drug can be applied to the site of the plant infected with plant pathogens according to actual needs.

[0029] The invention also provides a fungicide comprising 4-(diethylamino) salicylaldehyde and a pesticide adjuvant.

[0030] The present invention has no particular limitation on the amount and type of the pesticide adjuvant in the fungicide, and the adjuvant can be selected according to needs.

[0031] The technical solutions of the present invention will be described clearly and completely below in conjunction with the embodiments of the present invention, but they should not be understood as limiting the scope of protection of the present invention.

[0032] Example 1

[0033] The toxicity of 4-(diethylamino) salicylaldehyde to cotton wilt pathogen, cucurbit anthracnose pathogen, tomato leaf mold pathogen, tobacco brown spot pathogen and cotton wilt pathogen was determined by the mycelial growth rate method according to NY / T 1156.2-2006.

[0034] Heat the PDA solid culture medium to melt and shake it evenly. When it cools to about 45°C, mix the drug solution (filtered with a 0.22 μm sterile filter membrane) with the PDA culture medium. After cooling, prepare a drug-containing culture medium plate of a certain concentration. Pick up the pathogen cake and place it in the center of the plate. Culture it at 28°C for 3 to 7 days. When the mycelium of the pathogen in the control group is about to fill the plate, measure the colony diameter using the cross method, and calculate the mycelium growth inhibition rate and virulence. The results are shown in Table 1.

[0035] Mycelial growth inhibition rate (%) = (colony diameter of control group - colony diameter of treated group) / colony diameter of control group × 100

[0036] Table 1 Toxicity of 4-(diethylamino)salicylaldehyde to five pathogenic fungi

[0037] As shown in Table 1, the antibacterial activity test showed that 4-(diethylamino) salicylaldehyde (DSA) had different degrees of inhibitory effect on the five pathogenic fungi, among which the inhibitory effect on cotton wilt pathogen was the strongest.50 The effect on cotton wilt pathogen is second only to EC 50 It is 40.785 mg / L.

[0038] Example 2

[0039] The toxicity of 4-(diethylamino) salicylaldehyde to Xanthoceras oryzae, Angular leaf spot of cucumber, Erwinia amylovora, and Pathogenisis spp. was determined by NYT 1156.16-2008 turbidity method.

[0040] The activated strain grown on the NA medium plate was diluted with sterile water to 1×10 7 Take 100 μL of the suspension at a CFU / mL concentration and add it to sterilized, cooled NB medium. Then, add a predetermined amount of the drug solution and incubate at 30°C with shaking for 2–3 days. Measure the turbidity of each treatment before incubation. Once the control group reaches the logarithmic growth phase, measure the turbidity of each treatment. Calculate the growth inhibition rate and toxicity. The results are shown in Table 2.

[0041] Growth inhibition rate (%) = (increase in turbidity of control group - increase in turbidity of treatment group) / increase in turbidity of control group × 100

[0042] Table 2 Toxicity of 4-(diethylamino)salicylaldehyde to four pathogenic bacteria

[0043] As shown in Table 2, DSA also has a good inhibitory effect on pathogenic bacteria, among which the EC 50 The results showed that DSA has a broad antibacterial spectrum.

[0044] Example 3

[0045] The potting method was used to determine the control effect of 50mg / L, 100mg / L and 150mg / L 4-(diethylamino) salicylaldehyde on cotton damping-off disease.

[0046] The cotton wilt pathogen suspension (10 7 CFU / mL), and then sowed the germinated cotton seeds after mixing. Then, irrigate with 50mL of the solution on the 1st, 3rd, 5th, and 7th day respectively. After incubation for 10 days, the incidence rate was investigated and the control effect was calculated. The results are shown in Table 3.

[0047] Table 3 Control effect of 4-(diethylamino) salicylaldehyde on cotton damping-off disease

[0048] As shown in Table 3, the results of the potted test showed that the control efficacy of 4-(diethylamino) salicylaldehyde at concentrations of 50, 100, and 150 mg / L on cotton damping-off disease was 60.66%, 77.05%, and 86.89%, respectively, which were all better than the control agent 100 mg / L carbendazim treatment group. At the dose provided, 4-(diethylamino) salicylaldehyde can significantly reduce the incidence of damping-off disease.

[0049] Example 4

[0050] In 2023, the efficacy of 4-(diethylamino)salicylaldehyde against fire blight was determined in fragrant pear orchards in Korla, Xinjiang. A pear orchard with uniform growth and disease distribution was selected in the Korla region, where fire blight occurs. Four replicates, each containing two trees, were sprayed with 3 L of 4-(diethylamino)salicylaldehyde solution at concentrations of 200, 300, and 400 mg / L. Applications were initiated at the beginning of flowering and continued for three consecutive applications, each lasting seven days. Results were observed 7 to 14 days after the final application.

[0051] Each tree was divided into five fixed-point surveys: east, west, south, north, and center. The proportion of the diseased area of ​​10 branches of the current year to the entire branches was investigated at each point, and the number of diseased branches in each treatment and the corresponding disease level were recorded.

[0052] The classification standards for diseased branches are as follows:

[0053] Level 0: no occurrence, no lesions on branches and trunks;

[0054] Level 1: the diseased area of ​​branches and trunks accounts for less than 5% of the entire branch;

[0055] Level 3: the diseased area of ​​branches and trunks accounts for 6% to 15% of the entire branches;

[0056] Level 5: the diseased area of ​​branches and trunks accounts for 16% to 30% of the entire branches;

[0057] Level 7: the diseased area of ​​branches and trunks accounts for 31% to 50% of the entire branches;

[0058] Level 9: The diseased area of ​​branches and trunks accounts for more than 50% of the entire branches.

[0059] Calculation method of control effect:

[0060] Disease index = [Σ(number of diseased leaves × disease level) / total number of leaves × highest disease level] × 100

[0061] Preventive effect (%) = (disease index of control group - disease index of treatment group) / disease index of control group × 100. The results are shown in Table 4.

[0062] Table 4 The control effect of 4-(diethylamino) salicylic aldehyde on fire blight

[0063] As shown in Table 4, the field trial results show that 4-(diethylamino)salicylaldehyde has a good control effect on fire blight at the dosage. Seven days after the last application, the control efficacy of the 300 mg / L and 400 mg / L 4-(diethylamino)salicylaldehyde treatment groups was 50.37% and 58.13%, respectively, which was not significantly different from the control treatment group. Fourteen days after the last application, the control efficacy of the 400 mg / L 4-(diethylamino)salicylaldehyde treatment group was 50.81%, significantly higher than the control treatment group. The control efficacy of the 300 mg / L 4-(diethylamino)salicylaldehyde treatment group (44.71%) was comparable to that of the control treatment group.

[0064] Although the above embodiment describes the present invention in detail, it is only a part of the embodiments of the present invention rather than all the embodiments. People can also obtain other embodiments based on this embodiment without creativity, and these embodiments all fall within the scope of protection of the present invention.

Claims

Application of 1.4-(diethylamino) salicylaldehyde in resistance to plant pathogens.

2. The use according to claim 1, characterized in that: The plant pathogenic bacteria are plant pathogenic fungi and / or plant pathogenic bacteria.

3. The use according to claim 1 or 2, characterized in that: The plant pathogens include one or more of cotton damping-off pathogen, cucurbit anthracnose pathogen, tomato leaf mold pathogen, tobacco brown spot pathogen, cotton wilt pathogen, rice bacterial leaf blight pathogen, cucumber bacterial angular leaf spot pathogen, amylovora amylovora and cucurbit fruit spot pathogen.

4. A method for resisting plant pathogens, characterized in that: The method comprises the following steps: applying a solution of 4-(diethylamino) salicylaldehyde to plants infected by plant pathogenic bacteria.

5. The method according to claim 4, characterized in that The concentration of 4-(diethylamino)salicylaldehyde in the 4-(diethylamino)salicylaldehyde solution is 50-500 mg / L.

6. The method according to claim 4, characterized in that The preparation method of the 4-(diethylamino) salicylaldehyde solution is to dissolve 4-(diethylamino) salicylaldehyde in dimethyl sulfoxide and then dilute it with water.

7. The method according to claim 4, characterized in that The plants are pear trees; during the application, each pear tree is sprayed with 3 L of the 4-(diethylamino) salicylaldehyde solution.

8. The method according to claim 4, characterized in that The number of administrations is 1 to 5 times.

9. The method according to claim 4 or 8, characterized in that: The frequency of application is 1 to 7 days per time.

10. A fungicide, characterized in that: The invention comprises 4-(diethylamino) salicylaldehyde and pesticide adjuvant.

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