Novel phenolic acid compounds in solanum rostratum as well as extraction method and application of novel phenolic acid compounds
By extracting and purifying the new phenolic acid compound Cycphenocid from the yamel, the problem of preventing and controlling potato beetles was solved, the development of green biological pesticides and the utilization of invasive plant resources were realized, and agricultural losses and ecological hazards were reduced.
Patent Information
- Application Number
- CN202510512607.6
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-04-23
- Publication Date
- 2025-07-11
AI Technical Summary
The existing technology is difficult to effectively prevent and control the invasion of yam thorn eggplant and its specialized natural enemy potato beetles, resulting in agricultural economic losses and ecosystem hazards, and lacks specific chemical prevention and control measures for potato beetles.
A new phenolic acid compound Cycphenocid was extracted from yamba tsen, and the compound was purified by heating reflux, extraction, column chromatography and HPLC separation, and verified that it has food repellent and gastrotoxic activity against potato beetles.
This compound shows significant dual activities of food refusal and stomach toxicity against potato beetles, providing the basis for the development of green biopesticides, reducing chemical pesticide pollution, reducing economic losses, ensuring food security, and using invasive plant resources.
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Abstract
Description
Technical Field
[0001] The present invention relates to the technical field of agriculture, and particularly provides a new phenolic acid compound in Solanum rostratum Dunal., and its extraction method and application. Background Art
[0002] In recent years, with the acceleration of the processes of economic globalization and trade liberalization, the invasion of alien plants has become a global issue with far-reaching impacts, and the resulting problems in agriculture, forestry, ecological environment, social economy, and human health have become increasingly serious. Therefore, it is urgent to reveal the invasion mechanisms of alien plants and develop and utilize their resources, which is not only beneficial for the risk assessment of alien plants but also an important means for effectively preventing and controlling the invasion of alien plants. Plants and insects are important components of terrestrial ecosystems, and many complex adaptation mechanisms have been formed during their long-term co-evolution process. Studying the chemical interaction relationships between invasive plants and their natural enemy insects is extremely important for revealing the invasion mechanisms of alien plants and developing and utilizing their resources. The chemical defenses of plants are divided into quantitative defenses and qualitative defenses. Among them, quantitative defense substances are highly abundant in plants and consume a large amount of resources. They are phenolic compounds that mainly affect specialist natural enemies. These substances can affect the digestion and utilization of food by phytophagous insects and have effects such as inhibiting the growth and development of insects. Therefore, fully understanding the defensive effects of phenolic compounds (quantitative defense substances) in alien plants on their specialist natural enemies is not only of great significance for revealing the invasion mechanisms of alien plants but also can open up new ways for the development and utilization of the chemical resources of invasive plants.
[0003] Solanum rostratum Dunal. is an annual herbaceous plant of the Solanum genus in the Solanaceae family with extremely strong invasiveness. Its origin is North America, and it has now invaded and expanded to 21 countries and regions. In 1981, this plant was first discovered in Chaoyang City, Liaoning Province, China, and has now spread to Jilin, Inner Mongolia, Beijing, Tianjin, Hebei, Shanxi, Xinjiang and other places, and there is a tendency to continue to spread. This plant is drought-tolerant, reproduces rapidly, and has strong adaptability. It competes with native plants for natural resources such as water, nutrients, and light, can quickly occupy ecological niches, cause exclusionary harm to other plants, and has caused serious harm to the biodiversity and ecological balance of the invaded areas. At the same time, Solanum rostratum Dunal. is also an intermediate host of the Colorado potato beetle and the potato leafroll virus, which will increase the risk of the spread of crop pests and diseases and cause huge losses to the agricultural economy. It has become an alien invasive weed that urgently needs to be controlled. Due to the serious harm caused by this alien plant invasion, the country has included it in the "List of Key Managed Alien Invasive Species", the "List of Plant Quarantine Pests of the People's Republic of China", and the "Fourth Batch of Alien Invasive Organisms List", and regards it as an important object for prevention, control, and quarantine.
[0004] The Colorado potato beetle (Leptinotarsa decemlineata), belonging to the family Chrysomelidae and the order Coleoptera, also known as the potato leaf beetle or the vegetable spotted beetle, is a world-famous destructive invasive pest and has been listed in the List of Plant Quarantine Pests for Import and Export of the People's Republic of China and the List of National Agricultural Plant Quarantine Pests. This phytophagous insect and Solanum rostratum Dunal originated from North America and have now spread to more than 40 countries and regions in Europe, Asia, etc. The host range of the Colorado potato beetle is relatively narrow. Its original host is Solanum rostratum Dunal, and the feeding area and oviposition preference on Solanum rostratum Dunal are significantly larger than those on Solanaceae crops such as potatoes, Solanum nigrum, and eggplants. At the same time, there are also studies showing that this phytophagous insect has a strong ability to recognize its original host - Solanum rostratum Dunal. Even if it has been separated from the original host for a long time, this ability will not be lost, and it is a specialized natural enemy of Solanum rostratum Dunal.
[0005] The phenolic compounds in Solanum rostratum Dunal are mainly phenolic acids, and these substances are also the most widely distributed and relatively high-content compounds in plants. They can affect the digestion and utilization of food by phytophagous insects and have functions such as inhibiting growth and development. We speculate that these secondary metabolites may be potential quantitative defense substances of Solanum rostratum Dunal against its specialized natural enemy - the Colorado potato beetle. Therefore, searching for new phenolic acids with insecticidal functions against the Colorado potato beetle from Solanum rostratum Dunal will help further reveal its invasion and expansion mechanism from the perspective of chemical defense, and it is expected that the target phenolic acids will become leading active substances with the application prospect of plant-derived insecticidal pesticides, providing a scientific basis for the development and utilization of the chemical resources of Solanum rostratum Dunal, and at the same time providing new ideas for the integrated control of the Colorado potato beetle. Summary of the Invention
[0006] To solve the above technical problems, the present invention provides a new phenolic acid compound in Solanum rostratum Dunal, its extraction method, and application.
[0007] The present invention is implemented as follows. A new phenolic acid compound in Solanum rostratum Dunal is provided. The chemical formula of the new phenolic acid compound is C 11 H 10 O5, and the structural formula is:
[0008] .
[0009] A method for extracting a new phenolic acid compound in Solanum rostratum Dunal is provided, including the following steps:
[0010] (1) Take the above-ground part of Solanum rostratum Dunal for heating and reflux extraction, and the extract is concentrated under reduced pressure to obtain an extraction paste;
[0011] (2) The extract was suspended in water and successively extracted with petroleum ether and ethyl acetate. The extraction solutions were concentrated under reduced pressure to obtain each extraction layer.
[0012] (3) The ethyl acetate extraction layer was separated by silica gel column chromatography and eluted with a gradient of dichloromethane - methanol system. A total of 25 - 45 fractions were collected. After detection and analysis by TLC and HPLC, seven parts A - G were combined.
[0013] (4) Part B was separated by CHP20 column chromatography and eluted with a gradient of methanol - water system. A total of 60 - 80 fractions were collected. After detection and analysis by TLC and HPLC, six parts B1 - B6 were combined.
[0014] (5) Part B4 was separated by silica gel column chromatography and eluted with a gradient of dichloromethane - methanol. A total of 60 - 80 fractions were collected. After detection and analysis by TLC combined with HPLC, fourteen parts B41 - B414 were combined.
[0015] (6) Part B43 was separated by HPLC and isocratically eluted with a methanol - 0.1% acetic acid in water system to prepare the target monomer compound, namely the new phenolic acid compound.
[0016] Preferably, in step (1), the heating reflux extraction is carried out with 70% ethanol by heating reflux for 2 times, 2 h each time.
[0017] Preferably, in step (2), extraction is successively carried out with petroleum ether and ethyl acetate 5 times.
[0018] Preferably, in step (3), by volume ratio, dichloromethane: methanol is 100:1 - 1:1.
[0019] Preferably, in step (4), by volume ratio, methanol: water is 10:90 - 90:10.
[0020] Preferably, in step (5), by volume ratio, dichloromethane: methanol is 100:1 - 1:1.
[0021] Preferably, in step (6), by volume ratio, methanol: 0.1% acetic acid in water is 3:7.
[0022] Provide an application of the new phenolic acid compound in Solanum rostratum Dunal as a lead active substance for preparing plant - derived insecticidal pesticides.
[0023] Preferably, the new phenolic acid compound has significant antifeedant and stomach toxicity activities against Leptinotarsa decemlineata, making the plant - derived insecticidal pesticide prepared therefrom have insecticidal properties.
[0024] Compared with the prior art, the present invention has important scientific significance and application value, and its beneficial effects are mainly reflected in the following two aspects:
[0025] I. Scientific significance: The present invention first isolates a novel phenolic acid compound with significant insecticidal activity from Solanum rostratum Dunal, providing a new case for the study of the diversity of plant secondary metabolites and enriching the types of chemical components of this species. In addition, the present invention also reveals to a certain extent the chemical defense mechanism of this plant against Leptinotarsa decemlineata, and at the same time verifies the ecological adaptation strategy of plants to resist phytophagous insects by synthesizing specific secondary metabolites, providing a new perspective for the study of plant-insect interaction.
[0026] II. Application value: This novel phenolic acid compound has dual activities of antifeedant and stomach toxicity against Leptinotarsa decemlineata, and can be developed into a new type of green biological pesticide to reduce the pollution of chemical pesticides to soil and water bodies. At the same time, it can also develop and utilize the alien invasive plant Solanum rostratum Dunal to achieve true waste utilization, which meets the requirements of agricultural and ecological sustainable development. In addition, since Leptinotarsa decemlineata is a global quarantine pest (causing serious potato yield reduction), the present invention can provide specific chemical control means to reduce the economic losses caused by the damage of Leptinotarsa decemlineata and ensure food security. BRIEF DESCRIPTION OF THE DRAWINGS
[0027] The present invention will be further described in detail below with reference to the drawings and embodiments:
[0028] Figure 1 It is a schematic spectrum of the insecticidal activity of the new phenolic acid compound in Solanum rostratum Dunal against Leptinotarsa decemlineata.
[0029] Figure 2 It is the HR-ESIMS spectrum of the new phenolic acid compound.
[0030] Figure 3 It is the 1 1H-NMR spectrum of the new phenolic acid compound.
[0031] Figure 4 It is the 13 13C-NMR spectrum of the new phenolic acid compound.
[0032] Figure 5 It is the HSQC spectrum of the new phenolic acid compound.
[0033] Figure 6 It is the HMBC spectrum of the new phenolic acid compound.
[0034] Figure 7 (a) is the antifeedant activity of the new phenolic acid compound against Leptinotarsa decemlineata, and (b) is the stomach toxicity activity of the new phenolic acid compound against Leptinotarsa decemlineata. DETAILED DESCRIPTION OF THE EMBODIMENTS
[0035] In order to make the objectives, technical solutions and advantages of the present invention more clear and understandable, the present invention will be further described in detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not used to limit the present invention.
[0036] Example 1: Preparation of a new phenolic acid compound from Solanum rostratum Dunal;
[0037] (1) Take 20 kg of the above-ground part of Solanum rostratum Dunal, and extract it twice by heating under reflux with 70% ethanol for 2 h each time. After the extract is concentrated under reduced pressure, 1.2 kg of an extraction paste is obtained;
[0038] (2) After the extraction paste is suspended in water, it is successively extracted 5 times with 3 L of petroleum ether and 3 L of ethyl acetate. After the extraction liquid is concentrated under reduced pressure, each extraction layer is obtained. Among them, 280 g of the ethyl acetate extraction layer is obtained;
[0039] (3) The ethyl acetate extraction layer is separated by silica gel column chromatography and gradient eluted with a dichloromethane-methanol system. The volume ratios are successively 100:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1. Each 1000 mL is a fraction, and a total of 32 fractions are collected. After detection and analysis by TLC and HPLC, seven parts A-G are combined. Among them, 17 g of part B is obtained;
[0040] (4) Part B is separated by CHP20 column chromatography and gradient eluted with a methanol-water system. The volume ratios are successively 10:90, 30:70, 50:50, 70:30, 90:10. Each 450 mL is a fraction, and a total of 64 fractions are collected. After detection and analysis by TLC and HPLC, six parts B1-B6 are combined. Among them, 1.8 g of part B4 is obtained;
[0041] (5) Part B4 is separated by silica gel column chromatography and gradient eluted with dichloromethane-methanol. The volume ratios are successively 50:1, 20:1, 8:1, 5:1, 3:1, 2:1. Each 100 mL is a fraction, and a total of 65 fractions are collected. After detection and analysis by TLC in combination with HPLC, fourteen parts B41-B414 are combined. Among them, 60 mg of part B43 is obtained;
[0042] (6) Part B43 is separated by preparative HPLC and isocratically eluted with a methanol-0.1% acetic acid water system. The volume ratio is 3:7, the flow rate is 3.0 mL / min, the detection wavelength is 210 nm, and the target monomer compound (8.1 mg, tR = 22.4 min) is prepared;
[0043] Example 2: Preparation of a new phenolic acid compound from Solanum rostratum Dunal;
[0044] (1) Take 25 kg of the above-ground part of Solanum rostratum Dunal, and extract it twice by heating under reflux with 70% ethanol for 2 hours each time. After the extract is concentrated under reduced pressure, 1.4 kg of the extraction paste is obtained;
[0045] (2) After the extraction paste is suspended in water, it is successively extracted 5 times with 3 L of petroleum ether and 3 L of ethyl acetate. After the extraction liquid is concentrated under reduced pressure, each extraction layer is obtained. Among them, 300 g of the ethyl acetate extraction layer is obtained;
[0046] (3) The ethyl acetate extraction layer is separated by silica gel column chromatography and eluted with a gradient of dichloromethane - methanol system. The volume ratios are successively 100:1, 50:1, 15:1, 10:1, 5:1, 3:1, 1:1. Each 1000 mL is a fraction, and a total of 35 fractions are collected. After detection and analysis by TLC and HPLC, seven parts A - G are combined. Among them, 19 g of part B is obtained;
[0047] (4) Part B is separated by CHP20 column chromatography and eluted with a gradient of methanol - water system. The volume ratios are successively 20:80, 40:60, 70:30, 90:10. Each 450 mL is a fraction, and a total of 60 fractions are collected. After detection and analysis by TLC and HPLC, six parts B1 - B6 are combined. Among them, 2.1 g of part B4 is obtained;
[0048] (5) Part B4 is separated by silica gel column chromatography and eluted with a gradient of dichloromethane - methanol. The volume ratios are successively 50:1, 30:1, 10:1, 5:1, 3:1, 1:1. Each 100 mL is a fraction, and a total of 70 fractions are collected. After detection and analysis by TLC and combined with HPLC, fourteen parts B41 - B414 are combined. Among them, 71 mg of part B43 is obtained;
[0049] (6) Part B43 is separated by preparative HPLC and eluted isocratically with a methanol - 0.1% acetic acid water system. The volume ratio is 3:7, the flow rate is 3.0 mL / min, the detection wavelength is 210 nm, and the target monomer compound is prepared (10.2 mg, tR = 22.4 min);
[0050] Example 3: Preparation of new phenolic acid compounds from Solanum rostratum Dunal;
[0051] (1) Take 30 kg of the above-ground part of Solanum rostratum Dunal, and extract it twice by heating under reflux with 70% ethanol for 2 hours each time. After the extract is concentrated under reduced pressure, 1.6 kg of the extraction paste is obtained;
[0052] (2)After the extract was suspended in water, it was successively extracted 5 times with 3 L of petroleum ether and 3 L of ethyl acetate. The extraction solutions were concentrated under reduced pressure to obtain each extraction layer, and 330 g of the ethyl acetate extraction layer was obtained;
[0053] (3)The ethyl acetate extraction layer was separated by silica gel column chromatography and gradient eluted with a dichloromethane - methanol system. The volume ratios were successively 100:1, 30:1, 15:1, 8:1, 5:1, 2:1, 1:1, with each 1000 mL as a fraction. A total of 38 fractions were collected. After detection and analysis by TLC and HPLC, seven parts A - G were combined, and 22 g of part B was obtained;
[0054] (4)Part B was separated by CHP20 column chromatography and gradient eluted with a methanol - water system. The volume ratios were successively 20:80, 40:60, 60:40, 90:10, with each 450 mL as a fraction. A total of 71 fractions were collected. After detection and analysis by TLC and HPLC, six parts B1 - B6 were combined, and 2.2 g of part B4 was obtained;
[0055] (5)Part B4 was separated by silica gel column chromatography and gradient eluted with dichloromethane - methanol. The volume ratios were successively 50:1, 20:1, 15:1, 8:1, 5:1, 2:1, with each 100 mL as a fraction. A total of 70 fractions were collected. After detection by TLC and combined with HPLC analysis, fourteen parts B41 - B414 were combined, and 76 mg of part B43 was obtained;
[0056] (6)Part B43 was separated by preparative HPLC and isocratically eluted with a methanol - 0.1% acetic acid water system. The volume ratio was 3:7, the flow rate was 3.0 mL / min, the detection wavelength was 210 nm, and the target monomer compound was prepared (11.4 mg, tR = 22.4 min);
[0057] Example 4: Identification of new phenolic acid compounds in Solanum rostratum Dunal;
[0058] The monomer compounds prepared in Examples 1, 2, and 3 were white amorphous powders (methanol). HR - ESIMS gave the quasi - molecular ion peak m / z 221.0457 [M - H] - (calcd for C 11 H9O5, 221.0450), determining that the molecular weight of the compound was 222, the molecular formula was C 11 H 10 O5, and the calculated degree of unsaturation was 7 ( Figure 2 ).
[0059] The 11H-NMR (600 MHz, Methanol-d4) spectrum ( Figure 3 ), δ 8.19 (1H, d, J = 7.9 Hz, H-3) and 7.84 (1H, d, J = 7.9 Hz, H-4) indicate H signals on adjacent carbon atoms of a benzene ring, and δ 1.73 (3H, s, H-10) and 1.73 (3H, s, H-11) indicate H signals on two methyl carbon atoms. 13 13C-NMR(150MHz, Methanol-d4) spectrum ( Figure 4 ), δ 171.5 (C-1) indicates a C signal on a carboxyl group, δ 162.4 (C-7) indicates a C signal on a lactone, δ 128.6 (C-2), 132.1 (C-3), 123.8 (C-4), 169.2 (C-5), 121.9 (C-6), 147.1 (C-9) indicate a set of C signals on a benzene ring, δ 88.8 (C-8) indicates the presence of an oxygen-bonded C signal, and δ 27.0 (C-10) and 27.0 (C-11) indicate C signals on two methyl groups.
[0060] In the HSQC spectrum, there are correlation signals between δ 8.19 (1H, d, J = 7.9 Hz, H-3) and δ 132.1 (C-3), δ 7.84 (1H, d, J = 7.9 Hz, H-4) and δ 123.8 (C-4), δ 1.73 (3H, s, H-10) and δ 27.0 (C-10), δ 1.73 (3H, s, H-11) and δ 27.0 (C-11), indicating that the above H and C are directly connected ( Figure 5 ). In the HMBC spectrum ( Figure 6 ), there are correlation signals between δ 8.19 (1H, d, J = 7.9 Hz, H-3) and δ 171.5 (C-1), 123.8 (C-4), 169.2 (C-5), 147.1 (C-9), δ 7.84 (1H, d, J = 7.9 Hz, H-4) and δ 128.6 (C-2), 169.2 (C-5), 121.9 (C-6), δ 1.73 (6H, s, H-12 and 11) and δ 162.4 (C-7), 88.8 (C-8), indicating the presence of a benzene ring and a five-membered lactone ring structural fragment. The above information determines the chemical structure of the compound.
[0061] In summary, the structure of the compound was finally determined. After searching the Scifinder Scholar database, it was found to be a new compound not reported in the literature and was named Cycphenocid. The chemical structure is as follows:
[0062]
[0063] Table 1 1 H (600 MHz) and 13 C (150 MHz) NMR data
[0064] Position <![CDATA 1 H-NMR]]> <![CDATA 13 C-NMR]]> 1 171.5 2 128.6 3 8.19 (1H, d, J = 7.9 Hz) 132.1 4 7.84 (1H, d, J = 7.9 Hz) 123.8 5 169.2 6 121.9 7 162.4 8 88.8 9 147.1 10 1.73 (3H, s) 27.0 11 1.73 (3H, s) 27.0
[0065] Example 5:
[0066] 1. Materials for antifeedant and stomach toxicity activity tests
[0067] Test samples: A new phenolic acid compound - Cycphenocid. Test insects: Second-instar Colorado potato beetles (Leptinotarsa decemlineata), provided by Xinjiang Agricultural University.
[0068] 2. Test methods
[0069] The antifeedant activity of the Colorado potato beetle was tested using the leaf disc method. The new phenolic acid compound was separately prepared into solutions of 200, 100, and 50 μg mL -1 using an appropriate amount of methanol. Fresh potato leaves were selected and circular leaf discs with a diameter of 2 cm were made using a hole punch. 50 μL of the compound solutions at different concentrations were separately and evenly coated on the surface of the leaf discs. After the solutions had naturally evaporated, the leaf discs were placed crosswise in a petri dish with a diameter of 9 cm and set as the sample treatment group. The leaf discs coated with the same volume of methanol solution were set as the blank control group. In each dish, 2 second-instar Colorado potato beetles were placed. When the feeding area of the leaf discs in the blank control group reached about 90%, the experiment was stopped and the feeding area of the leaf discs in each dish was measured using graph paper. The experiment was repeated 5 times. Antifeedant inhibition rate (%) = [(feeding area of the blank control group - feeding area of the sample treatment group) / feeding area of the blank control group]*100. Similarly, the stomach toxicity activity of the Colorado potato beetle was tested using the leaf disc method. The leaf disc treatment method was the same as above. 10 insects were placed in each dish. After the insects had finished eating, they were replaced with fresh leaf discs and continued to be reared. After continuous rearing for 72 h, the survival of the insects in each dish was observed. The experiment was repeated 5 times. Mortality rate (%) = [(number of dead insects in the sample treatment group - number of dead insects in the blank control group) / (total number of insects placed in each dish - number of dead insects in the blank control group)]*100. The data was analyzed using the SPSS Statistics 20 statistical software. The difference between groups of data was compared using one-way ANOVA for evaluation.
[0070] 3. Test Results
[0071] It can be seen from Figure 7 that the novel phenolic acid compound - Cycphenocid involved in the present invention has significant antifeedant and stomach toxicity activities against the Colorado potato beetle. Among them, at 200 μg mL -1 , the antifeedant rate and mortality rate of this compound against the Colorado potato beetle reached 82.77 ± 4.16 % and 93.33 ± 5.16 % respectively. In summary, as Figure 1 shown, this novel phenolic acid compound has both antifeedant and stomach toxicity dual activities against the Colorado potato beetle, and is expected to be developed into a novel green biological pesticide, reducing the pollution of chemical pesticides to the soil and water bodies, and reducing the economic losses caused by the damage of the Colorado potato beetle, ensuring food security. At the same time, it can also develop and utilize the invasive alien plant Solanum rostratum Dunal, achieving true waste utilization.
[0072] The above has described the embodiments of the present invention in detail with reference to the accompanying drawings. However, the present invention is not limited to the above embodiments, and various changes can be made without departing from the spirit of the present invention within the scope of knowledge possessed by those of ordinary skill in the art.
Claims
1. A new phenolic acid compound in Solanum rostratum Dunal, characterized in that, The chemical formula of the novel phenolic acid compound is C 11 H 10 O5, and the structural formula is as follows: 。 2. Method for extracting new phenolic acid compounds from Solanum rostratum Dunal, characterized in that, It includes the following steps: (1) Take the above-ground part of Solanum rostratum Dunal for heating under reflux extraction. After the extract is concentrated under reduced pressure, an extraction paste is obtained; (2) The extraction paste is suspended in water and successively extracted with petroleum ether and ethyl acetate. After the extraction solutions are concentrated under reduced pressure, each extraction layer is obtained; (3) The ethyl acetate extraction layer is separated by silica gel column chromatography and gradient eluted with a dichloromethane-methanol system. A total of 25 - 45 fractions are collected. After detection and analysis by TLC and HPLC, seven parts, namely A - G, are combined; (4) Part B is separated by CHP20 column chromatography and gradient eluted with a methanol-water system. A total of 60 - 80 fractions are collected. After detection and analysis by TLC and HPLC, six parts, namely B1 - B6, are combined; (5) Part B4 is separated by silica gel column chromatography and gradient eluted with dichloromethane-methanol. A total of 60 - 80 fractions are collected. After detection and analysis by TLC combined with HPLC, fourteen parts, namely B41 - B414, are combined; (6) Part B43 is separated by HPLC and isocratically eluted with a methanol-0.1% acetic acid water system to prepare the target monomer compound, i.e., the novel phenolic acid compound described in Claim 1.
3. The extraction method of the new phenolic acid compounds in Solanum rostratum Dunal according to claim 2, characterized in that, In step (1), the heating under reflux extraction is carried out by heating under reflux with 70% ethanol twice, 2 hours each time.
4. The extraction method of the novel phenolic acid compounds in Solanum rostratum Dunal according to claim 2, characterized in that, In step (2), extraction is successively carried out with petroleum ether and ethyl acetate 5 times.
5. The extraction method of the new phenolic acid compounds in Solanum rostratum Dunal according to claim 2, wherein In step (3), by volume ratio, dichloromethane:methanol is 100:1 - 1:
1.
6. The extraction method of the new phenolic acid compounds in Solanum rostratum Dunal according to claim 2, characterized in that, In step (4), by volume ratio, methanol:water is 10:90 - 90:
10.
7. The extraction method of the new phenolic acid compounds in Solanum rostratum Dunal according to claim 2, wherein In step (5), by volume ratio, dichloromethane:methanol is 50:1 - 1:
1.
8. The extraction method of the novel phenolic acid compounds in Solanum rostratum Dunal according to claim 2, wherein, In step (6), by volume ratio, methanol:0.1% acetic acid water is 3:
7.
9. Use of the novel phenolic acid compounds in Solanum rostratum Dunal described in claim 1, characterized in that, The novel phenolic acid compound is used as a lead active substance for preparing plant-derived insecticidal pesticides.
10. Use of the novel phenolic acid compounds in Solanum rostratum Dunal described in claim 9, characterized in that, The novel phenolic acid compound makes the plant-derived insecticidal pesticide prepared have insecticidal properties by showing significant antifeedant and stomach toxicity activities against Leptinotarsa decemlineata.