Application of ethyl acetoacetate or derivatives thereof or pharmaceutically acceptable salts thereof in preventing and treating plant diseases and promoting plant growth
The antibacterial agent and growth regulator prepared by ethyl acetoacetate have solved the problems of continuous cropping obstacles and diseases in Panax notoginseng cultivation. They have achieved effective inhibition of Fusarium solani and Alternaria ginseng and promoted the growth of Panax notoginseng, thus meeting the needs of green prevention and control.
Patent Information
- Application Number
- CN202510979982.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-07-16
- Publication Date
- 2025-10-31
AI Technical Summary
Existing technologies for Panax notoginseng cultivation face problems such as continuous cropping obstacles and frequent soil diseases. Current control measures are costly, have limited effectiveness, and pollute the environment. Biological control products have limited functionality and poor adaptability, making it difficult to effectively alleviate soil degradation and disease aggravation.
Ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts are used to prepare antibacterial agents and growth regulators. By inhibiting Fusarium solani at low concentrations and inducing resistance of Panax notoginseng to Alternaria ginseng, the disease resistance of Panax notoginseng is improved and plant growth is promoted.
It effectively prevents root rot and black spot disease in Panax notoginseng, increases the dry weight of Panax notoginseng, improves the soil environment, meets the requirements of sustainable development, and has broad application prospects.
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Figure CN120858991A_ABST
Abstract
Description
Technical Field
[0001] This invention relates to the field of plant disease control technology, and in particular to the use of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts in the prevention and control of plant diseases, the promotion of plant growth, and in formulations. Background Technology
[0002] Ethyl acetoacetate, CAS number 141-97-9, molecular formula: C6H 10 O3, molecular weight: 130.142, comes from pine root secretions.
[0003] Panax notoginseng, an important traditional Chinese medicine, has roots with high economic value and is widely used in the field of traditional Chinese medicine. However, the cultivation of Panax notoginseng faces many challenges, especially under long-term continuous cropping conditions, which gradually leads to a decline in soil quality and frequent disease outbreaks, seriously affecting the growth and yield of Panax notoginseng. Panax notoginseng has a long growth cycle and high requirements for its growing environment, making it susceptible to various diseases, especially soil-borne diseases such as root rot, black spot, and anthracnose. These diseases not only directly lead to reduced crop yields but may also cause a decline in the quality of Panax notoginseng, increasing economic losses for farmers. Continuous cropping obstacles are a significant problem in Panax notoginseng cultivation. Long-term monoculture leads to nutrient imbalances in the soil, damage to the soil microecological structure, and accumulation of harmful substances in the soil, further exacerbating the frequency of disease occurrence. Although existing soil management, disease monitoring, and traditional chemical control measures can suppress diseases to some extent, these methods often suffer from high costs, limited effectiveness, and environmental pollution, and cannot fundamentally solve the challenges of continuous cropping obstacles. In recent years, biological control technologies and improved planting methods have been gradually introduced into Panax notoginseng cultivation, attempting to improve soil quality and enhance disease resistance through diversified means. However, current biological control products are multifunctional and singular, with unstable control effects and poor adaptability to soil environment and climate conditions, posing certain difficulties for their promotion and application.
[0004] Therefore, developing a novel green pest control technology that can effectively alleviate the continuous cropping obstacles of Panax notoginseng and effectively control diseases has become an urgent technical need. Ethyl acetoacetate, as a natural plant compound, has the potential to promote plant growth, enhance disease resistance, and improve the soil environment, providing a promising solution. This invention aims to improve the soil environment in Panax notoginseng cultivation, promote its growth, and effectively alleviate soil degradation and disease aggravation caused by continuous cropping through the application of ethyl acetoacetate, meeting the needs of the Panax notoginseng industry for green and sustainable pest control solutions. Summary of the Invention
[0005] To address the aforementioned problems in the prior art, the present invention provides the following technical solution:
[0006] In a first aspect, the present invention provides for the use of any one or more of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof:
[0007] 1) Application in the prevention and control of plant diseases caused by plant pathogens;
[0008] 2) Application in the preparation of agents for the prevention and control of plant diseases caused by plant pathogens;
[0009] 3) Application in increasing the dry or fresh weight of plant roots and / or leaves; or
[0010] 4) Application in the preparation of formulations that increase the dry or fresh weight of plant roots and / or leaves.
[0011] Preferably, the plant pathogens include Fusarium solanum or Alternaria ginseng.
[0012] Preferably, the plant disease includes root rot or black spot.
[0013] Preferably, the preparation for preventing and controlling plant diseases caused by plant pathogens includes antibacterial agents.
[0014] Preferably, the plant growth-promoting formulation includes plant growth regulators.
[0015] Preferably, the plant belongs to the genus Panax; more preferably, the plant is Panax notoginseng.
[0016] Secondly, the present invention provides an antibacterial agent for plant pathogens, which contains ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof.
[0017] Preferably, the concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts in the antibacterial agent is not less than 0.01 ppm.
[0018] More preferably, the concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts in the antibacterial agent is 0.01 ppm to 100 ppm, for example, it can be 0.01 ppm, 0.05 ppm, 0.1 ppm, 0.15 ppm, 0.2 ppm, 0.25 ppm, 0.50 ppm, 1 ppm, 2 ppm, 3 ppm, 4 ppm, 5 ppm, 6 ppm, 7 ppm, 8 ppm, 9 ppm, 10 ppm, 20 ppm, 30 ppm, 40 ppm, 50 ppm, 60 ppm, 70 ppm, 80 ppm, 90 ppm or 100 ppm, and a range of values where any two of the above values are endpoints.
[0019] This invention found that when the concentration of ethyl acetoacetate was above 0.01 ppm, the mycelial growth of *Fusarium solani* was significantly lower than that of the blank control group, indicating that even low concentrations of ethyl acetoacetate could significantly inhibit the occurrence of root rot in *Panax notoginseng*. When the concentration of ethyl acetoacetate was increased to 100 ppm, the mycelial growth of *Fusarium solani* was lower than that of the blank control group, and it could not extend its mycelial growth outward. With further increases in concentration, the inhibitory effect increased significantly, indicating that high concentrations of ethyl acetoacetate had a significant antibacterial effect on *Fusarium solani*.
[0020] This invention has found that an ethyl acetoacetate concentration of 1 ppm can induce resistance in Panax notoginseng to Alternaria ginseng.
[0021] Thirdly, the present invention provides a plant growth regulator containing ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof.
[0022] Preferably, the concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts in the plant growth regulator is not less than 1 ppm.
[0023] More preferably, the concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts in the plant growth regulator is 1 ppm.
[0024] The beneficial effects of this invention are as follows:
[0025] 1) The acetoacetate or its derivatives or pharmaceutically acceptable salts described in this invention have important applications in the prevention and control of root rot caused by Fusarium oxysporum in Panax notoginseng, especially in inhibiting the growth of Fusarium oxysporum in Panax notoginseng, thereby effectively preventing and controlling root rot of Panax notoginseng and providing a new control agent for the prevention and control of diseases of Panax notoginseng.
[0026] 2) The acetoacetate or its derivatives or pharmaceutically acceptable salts described in this invention have important applications in the prevention and control of black spot disease in Panax notoginseng caused by Alternaria ginseng. In particular, they can induce resistance in Panax notoginseng to Alternaria ginseng, thereby effectively preventing and controlling black spot disease in Panax notoginseng and providing a new control agent for the prevention and control of diseases in Panax notoginseng.
[0027] 3) Fusarium solani has poor resistance to acetoacetate, but it can induce resistance of Panax notoginseng to Alternaria ginseng and increase the dry weight of individual Panax notoginseng underground plants, which meets the requirements of sustainable development. Its research and market application prospects are broad.
[0028] 4) This invention provides the application of ethyl acetoacetate, a metabolite secreted from plant roots, in Panax notoginseng, which can prevent root rot and black spot disease of Panax notoginseng, and also increase the dry weight of Panax notoginseng. Attached Figure Description
[0029] To more clearly illustrate the technical solutions in this invention or the prior art, the drawings used in the description of the embodiments or the prior art will be briefly introduced below. Obviously, the drawings described below are some embodiments of this invention. For those skilled in the art, other drawings can be obtained from these drawings without creative effort.
[0030] Figure 1 This illustrates the inhibitory effect of ethyl acetoacetate on Fusarium solani in Example 1 of the present invention.
[0031] Figure 2 This is a photograph of an agar plate containing ethyl acetoacetate against Fusarium solani in Example 1 of the present invention.
[0032] Figure 3 This describes the effect of ethyl acetoacetate in inducing resistance to black spot disease in Panax notoginseng in Example 2 of the present invention.
[0033] Figure 4 This is a photograph of Panax notoginseng leaves used in Example 2 of the present invention to induce resistance to black spot disease in Panax notoginseng with ethyl acetoacetate.
[0034] Figure 5 This is a diagram showing the effect of ethyl acetoacetate on the dry weight of a single underground plant of Panax notoginseng in Example 4 of the present invention.
[0035] Figure 6 This is a graph showing the inhibitory effect of palmitic acid on Fusarium solani, as provided in Comparative Example 1 of this invention.
[0036] Figure 7 This invention provides Comparative Example 2, which demonstrates the effect of palmitic acid in inducing resistance in Panax notoginseng to black spot disease.
[0037] Figure 8 This invention provides Comparative Example 2, which describes the effect of palmitic acid on the dry weight of Panax notoginseng underground plants.
[0038] Figure 9 This invention relates to the effect of N-methyl-DL-alanine provided in Comparative Example 2 on the dry weight of Panax notoginseng underground single plants. Detailed Implementation
[0039] To make the objectives, technical solutions, and advantages of this invention clearer, the technical solutions of this invention will be clearly and completely described below with reference to the accompanying drawings. Obviously, the described embodiments are only some, not all, of the embodiments of this invention. All other embodiments obtained by those skilled in the art based on the embodiments of this invention without creative effort are within the scope of protection of this invention.
[0040] Unless otherwise specified, all raw materials used in the examples and comparative examples are commercially available conventional raw materials, and the technical means used are conventional means well known to those skilled in the art.
[0041] Example 1
[0042] This embodiment verifies the inhibitory effect of ethyl acetoacetate on Fusarium solani. The specific experimental steps are as follows:
[0043] 1. Place 200mL of PDA medium (40g potato; 3g agar; 4g glucose; 200mL water) into a high-pressure steam sterilizer and sterilize for 15min at 121℃. After sterilization, place it in a clean bench for UV sterilization for 20min.
[0044] 2. Prepare a solution from the compound: Dissolve 100 mg of ethyl acetoacetate in 10 mL of methanol to prepare a stock solution. ①
[0045] Take 1 mL of ① and add 9 mL of methanol → ②
[0046] Take 1 mL of ② and add 9 mL of methanol → ③
[0047] Take 1 mL of ③ and add 9 mL of methanol → ④
[0048] Take 1 mL of ④ and add 9 mL of methanol → ⑤
[0049] The control is methanol → ⑥
[0050] 3. After sterilization, use a pipette to add 1 mL of each of steps ⑤-① to 99 mL of culture medium, obtaining culture media with concentrations of 0.01 ppm, 0.1 ppm, 1 ppm, 10 ppm, and 100 ppm, respectively. For the control group, add 1 mL of methanol solution to 99 mL of culture medium. Shake well, pour into plates, and cool. Use a 5 mm diameter punch to break up *Fusarium solani* into mycelial discs of approximately 5 mm in size. Use an inoculation needle to inoculate the mycelial discs into the culture medium containing the compound solution. Incubate at 26-28℃ for 5 days. After 5 days, observe the colony morphology and measure the colony diameter.
[0051] like Figure 1 , Figure 2 As shown, the results indicate that when the concentration of ethyl acetoacetate is 0.01 ppm, the mycelial growth of Fusarium solani is significantly lower than that of the control group, and the mycelium cannot extend outward. This indicates that ethyl acetoacetate at a concentration of 0.01 ppm has a significant inhibitory effect on Fusarium solani. The antibacterial effect is enhanced when the concentration increases to 100 ppm. Therefore, the application range of ethyl acetoacetate is 0.01 ppm to 100 ppm.
[0052] Example 2
[0053] This embodiment verifies the effect of ethyl acetoacetate in inducing resistance to black spot disease in Panax notoginseng through a pot experiment. The specific experimental steps are as follows:
[0054] 1. Prepare a 1 ppm solution of ethyl acetoacetate for later use.
[0055] 2. Select 6 healthy one-year-old Panax notoginseng seedlings with uniform growth, and pour 50 mL of the prepared ethyl acetoacetate solution into the roots of each seedling. Use an equal volume of sterile water as a control.
[0056] 3. 24 hours after root drenching, use an inoculation needle to pick up 6mm diameter Alternaria ginseng mycelial cakes (cultured for 7 days) and inoculate them onto the wounds of Panax notoginseng leaves, inoculating two leaves per seedling. After inoculation, place all potted plants in a transparent plastic box and cultivate them under moist conditions at 26℃, light intensity of 2000lx, and 12h light-dark alternation. After 4 days, take diseased leaves, scan the lesions with a scanner (Epson Perfection V850 Proscanner), and measure the lesion area using Adobe Photoshop CS6.
[0057] like Figure 3 , Figure 4 As shown, the results indicate that when the concentration of ethyl acetoacetate was 1 ppm, the area of black spot disease lesions in Panax notoginseng was significantly reduced. This demonstrates that ethyl acetoacetate at a concentration of 1 ppm has a significant induced resistance effect against black spot disease in Panax notoginseng.
[0058] Example 3
[0059] This embodiment verifies that ethyl acetoacetate increases the dry weight of a single one-year-old Panax notoginseng plant. The specific experimental steps are as follows:
[0060] 1. Compound preparation solution: Based on the results of the plate experiment, select ethyl acetoacetate at a concentration of 1 ppm and prepare a 1 ppm ethyl acetoacetate solution for later use.
[0061] 2. Root drenching experiment: Each pot of Panax notoginseng was drenched with 50 mL of 1 ppm ethyl acetoacetate solution, while the control group used an equal volume of sterile water. The experiment lasted for 6 weeks, with root drenching once a week, and the Panax notoginseng continued to grow for two months.
[0062] 3. Sampling and processing: Two months later, samples of potted Panax notoginseng were collected. After cleaning, the underground parts were placed in envelopes and blanched at 115℃ for 30 minutes, followed by drying at 60℃ for 3 days, and finally weighed.
[0063] Figure 5 The results showed that root irrigation with ethyl acetoacetate at a concentration of 1 ppm significantly increased the dry weight of individual plants in the underground part, indicating that 1 ppm can significantly improve the growth of Panax notoginseng plants.
[0064] Comparative Example 1
[0065] This comparative example provides another substance detected in root exudates—palmitic acid (CAS: 10025-99-7)—and tests its inhibitory effect on Fusarium solani. The only difference in the experimental procedure from Example 1 is that ethyl acetoacetate was replaced with palmitic acid.
[0066] The effect of palmitic acid on Fusarium solani is as follows: Figure 6 As shown, after the addition of palmitic acid, the diameter of the mycelial cake on the plate was significantly higher than that of the control at concentrations above 0.01 ppm, indicating that palmitic acid promoted the growth of Fusarium solani at concentrations of 0.01 ppm and above.
[0067] The effect of palmitic acid on the area of black spot disease in Panax notoginseng: Figure 7 As shown, the results indicate that root irrigation with palmitic acid at a concentration of 0.1 ppm did not reduce the area of black spot disease in Panax notoginseng.
[0068] The effect of palmitic acid on the dry weight of Panax notoginseng underground single plants is as follows: Figure 8 As shown, the results indicate that root irrigation with palmitic acid at a concentration of 0.1 ppm inhibits the growth of Panax notoginseng.
[0069] Comparative Example 2
[0070] This comparative example verified the effect of N-methyl-DL-alanine (CAS: 600-21-5), another substance detected in root exudates, on the growth of Panax notoginseng potted plants through bottle cultivation experiments. The only difference in the experimental procedure from Example 2 was that ethyl acetoacetate was replaced with N-methyl-DL-alanine.
[0071] The results are as follows Figure 9 As shown, the results indicate that N-methyl-DL-alanine does not increase the dry weight of the underground parts.
[0072] In addition to the compounds exemplified in the comparative examples above, this invention has also verified many other compounds obtained from pine root exudates. It was found that many other compounds could not simultaneously promote the growth of Panax notoginseng while inhibiting Fusarium solani and / or black spot pathogens. These will not be listed here.
[0073] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, and not to limit them; although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art should understand that modifications can still be made to the technical solutions described in the foregoing embodiments, or equivalent substitutions can be made to some of the technical features; and these modifications or substitutions do not cause the essence of the corresponding technical solutions to deviate from the spirit and scope of the technical solutions of the embodiments of the present invention.
Claims
1. The use of any one or more of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof, characterized in that, 1) Application in the prevention and control of plant diseases caused by plant pathogens; 2) Application in the preparation of agents for the prevention and control of plant diseases caused by plant pathogens; 3) Application in increasing the dry or fresh weight of plant roots and / or leaves; or 4) Application in the preparation of formulations that increase the dry or fresh weight of plant roots and / or leaves.
2. The use of any one or more of the ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts according to claim 1, characterized in that, The plant pathogens include Fusarium solanum or Alternaria ginseng.
3. The use of any one or more of the ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts according to claim 1 or 2, characterized in that, The plant diseases mentioned include root rot or black spot.
4. The use of any one or more of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts according to any one of claims 1 to 3, characterized in that, The preparations for preventing and controlling plant diseases caused by plant pathogens include antibacterial agents.
5. The use of any one or more of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts according to any one of claims 1 to 4, characterized in that, The preparations that promote plant root growth include plant growth regulators.
6. The use of any one or more of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts according to any one of claims 1 to 5, characterized in that, The plant belongs to the genus Panax; preferably, the plant is Panax notoginseng.
7. A fungicide for inhibiting plant pathogens, characterized in that, It contains ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof.
8. The antibacterial agent for plant pathogens according to claim 7, characterized in that, The concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts in the antibacterial agent is not less than 0.01 ppm; preferably, the concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts in the antibacterial agent is 0.01 ppm to 100 ppm.
9. A plant growth regulator, characterized in that, It contains ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof.
10. The plant growth regulator according to claim 9, characterized in that, The concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof in the plant growth regulator is not less than 1 ppm; preferably, the concentration of ethyl acetoacetate or its derivatives or pharmaceutically acceptable salts thereof in the plant growth regulator is 1 ppm.