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Novel insect kinin analogue and application thereof in aphid prevention and control

A technology of drugs and compounds, applied in the field of agriculture, can solve the problem that the biological activity of kinin analogs is not very prominent, and achieve the effect of obvious aphidicidal activity and good control effect

Pending Publication Date: 2021-12-14
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the biological activity of these kinin analogs is still not very prominent, and there are still certain limitations in the direct application of pesticide molecules in agricultural production.

Method used

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  • Novel insect kinin analogue and application thereof in aphid prevention and control
  • Novel insect kinin analogue and application thereof in aphid prevention and control
  • Novel insect kinin analogue and application thereof in aphid prevention and control

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0019] The preparation of the compound shown in embodiment 1, AI-1 (Raa comes from glutamic acid-5-cyclohexyl ester)

[0020] After checking the air tightness of the peptide synthesizer, take Rink Amide-Am resin (0.3mmol) and place it in 5mL DCM for activation for 2h, then wash it with DMF for 5 times, add 5mL of 20% piperidine in DMF and react for 20min to remove the resin Add Fmoc protecting group; prepare 5mL DMF solution containing Fmoc-Gly-OH (1.2mmol), HBTU (1.2mmol), HOBt (1.2mmol), DIEA (1.2mmol), and react with the resin for 2h at room temperature after activation for 5min Get Fmoc-Gly with Rink Amide-Amresin. Continue to remove the Fmoc group, and insert Fmoc-Trp(Boc)-OH, Fmoc-β-Ala-OH, Fmoc-glutamate-5-cyclohexyl and cinnamic acid sequentially in the same way. Finally, a mixed solution of trifluoroacetic acid: phenol: sulfide anisole: water = 90:5:2.5:2.5 was used to react with the resin for 4 hours to obtain the target product. Filter to remove TFA, add an approp...

Embodiment 27

[0076] Embodiment 27, the biological activity of the compound of the present invention to soybean aphid (Aphis glycines Matsmura)

[0077] The insecticidal activity of the compound of the present invention on aphids is determined by a leaf-dipping method. The target compound was made into a 200 mg / L assay solution. Then use a 1-5ml pipette gun to take 1mL DMSO and add it to a weighing bottle, add 9mL aqueous solution containing 0.1% Triton X-100, mix well to obtain a 200mg / L measurement solution, and then use 0.1% Triton X-100 The aqueous solution of X-100 is diluted step by step, and mixed thoroughly to obtain the desired concentration. Cultivate soybean aphids and soybean leaves that have not been exposed to any pesticides indoors, use a puncher with a diameter of 15mm to punch out leaves of appropriate size, immerse them in the diluted medicinal solution for 15 seconds, and take them out to dry. Then the leaves were put into a bioassay plate, 1.5% agar was added to the bo...

Embodiment 28

[0085] Example 28, the biological activity of some compounds of the present invention on pea aphid (Acyrthosiphon pisum), green peach aphid (Myzuspersicae (Sulzer))

[0086] The insecticidal activity to pea aphid and green peach aphid was also determined by the leaf-dipping method described in Example 2, and the results are shown in Table 3 and Table 4, respectively.

[0087] Insecticidal activity of some compounds in table 3 formula A to pea aphid (Acyrthosiphon pisum)

[0088]

[0089] After activity determination, it was found that this kind of insect kinin compounds also has good activity against pea aphid, and the compounds AI-1 and AI-8 have good activity on the LC of pea aphid. 50 are lower than pymetrozine, indicating that their activity against aphids is better than that of commercial drug pymetrozine.

[0090] The insecticidal activity of table 4 formula part A compound to green peach aphid (Myzus persicae (Sulzer))

[0091]

[0092] After testing the insecti...

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Abstract

The invention provides a novel insect kinin analogue and application thereof in aphid prevention and control. The structural formula is shown as a formula A. According to the invention, a strategy and a method of mimic peptidology are adopted. The novel insect kinin analogue is invented by adopting a strategy and a method of mimetic peptidology, a turning point Phe2 of an active conformation VI type [beta] corner of the active kinin analogue is subjected to substitution modification, i.e., side chain aromatic ring substitution at a key site Phe2 is carried out, and meanwhile, ester groups, ether bonds, aliphatic rings, aliphatic chains and the like are introduced for substitution modification, and the compound as shown in the formula A is prepared by adopting a solid-phase polypeptide method. The novel compound has very obvious aphid killing activity which is superior to that of a control commercial medicament pymetrozine, particularly has a very good control effect on various aphids, and can be applied to prevention and control of agricultural aphids.

Description

technical field [0001] The invention relates to a novel insect kinin analog and its application in aphid control, belonging to the field of agriculture. Background technique [0002] Aphids are one of the main pests in agriculture, which cause very serious damage to plants and bring huge economic losses to agricultural production. Aphids mainly cause harm to plants by sucking plant juices. At the same time, aphids can transmit various plant viruses, and the harm of this transmitted virus far exceeds the harm caused by aphids themselves. Therefore, the control of aphids is extremely important in agriculture. At present, the control of aphids mainly adopts the method of chemical pesticide control. Due to the resistance of aphids to traditional chemical aphidicides, the dosage of aphidicides continues to increase. The toxicity of some chemical aphidicides to non-target organisms such as bees has led to the traditional Chemical aphidicides pose greater risks to environmental s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/023C07K1/04A01N43/38A01P7/04
CPCC07K5/0202A01N43/38Y02A50/30
Inventor 杨新玲周源琳张怡萌赵英儒徐伟龙冯浩原
Owner CHINA AGRI UNIV
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