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Insect kinin analogs and application thereof

A technology of insect kinin and analogs, applied in the fields of application, peptides, pesticides, etc., can solve the problems of not very prominent biological activity and large molecular weight of kinin analogs, and achieve good in vitro inhibitory activity and good control effect. , The effect of insecticidal activity is obvious

Active Publication Date: 2015-11-18
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 the molecular weight is relatively large, and there are still certain limitations in the direct application of pesticide molecules in agricultural production.

Method used

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  • Insect kinin analogs and application thereof
  • Insect kinin analogs and application thereof
  • Insect kinin analogs and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Embodiment 1: Preparation of 1-2 compound (when Raa is Gly)

[0022](1) Resin activation: Weigh 500mg RinkAmide-AMresin, wash 4 times with DCM, add 5ml DCM for swelling and activation for 3h, wash 4 times with DMF, add 20% piperidine DMF solution to cut for 20min, wash 4 times with 5ml DMF, wash 4 times with 5ml DCM, Kaiser's Reagent testing.

[0023] (2) Connect Gly: DMF wash 3 times, add 360mgFmoc-Gly-OH (4 times the amount), 455mgHBTU (4 times the amount), 162mgHOBt (4 times the amount), 142ulDIEA (4 times the amount), dissolve in 5ml DMF, stir at room temperature 2h, wash 4 times with 5ml DMF, add 20% piperidine DMF solution to cut for 20min, wash 4 times with 5ml DMF, wash 4 times with 5ml DCM, and detect with Kaiser's reagent.

[0024] (3) Receive Trp(Boc): Wash 3 times with DMF, add 630mgFmoc-Trp(Boc)-OH (4 times the amount), 455mgHBTU (4 times the amount), 162mgHOBt (4 times the amount), 142ulDIEA (4 times the amount), Dissolve in 5ml DMF, stir at room tempera...

Embodiment 2

[0034] Embodiment 2: the biological activity of formula A target compound to aphids

[0035] The insecticidal activity of the target compound of formula A to aphids is determined by the leaf-dipping method. The target compound was made into a 2000 mg / L assay solution. Then use a 1-5ml pipette gun to take 1ml of acetone and add it to a weighing bottle, add 9ml of an aqueous solution containing 0.1% Triton X-100, and mix well to obtain a 200mg / L measurement solution, and then use 0.1% Triton X-100 Dilute step by step with the aqueous solution of X-100, and mix thoroughly to obtain the required 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% agar was added to the bottom to moisturize, 20±3 soybean a...

Embodiment 3

[0042] Embodiment 3: the biological activity of formula A target compound to plant pathogenic bacteria

[0043] The indoor and in vitro inhibitory activity of the compounds against plant pathogenic bacteria was determined by the turbidity-ELISA method.

[0044] The tested target bacteria were 7 common pathogens, including Phytophthoracapsici, Fusarium fujikuroi, Bipolarismaydis, Colletotrichumgloeosporioides, Botrytiscinerea , tomato early blight (Alternaria solani) and corn head smut (Sporisorium reilianum).

[0045] Compounds to be tested were formulated with DMSO into 10 4 mg / L mother solution, and then diluted with sterile water to form a series of gradient concentration drug solutions, and placed at 4°C for later use.

[0046] Cultivation of target bacteria: Inoculate the strains that are prone to spore production (bakanae rice bacterium, pepper early blight bacterium, and corn spot bacterium) on the optimal medium plate and carry out spore production culture. After it ...

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Abstract

The invention discloses insect kinin analogs and an application of the insect kinin analogs in control of pests and phytopathogen. A structural formula A of a prepared compound is shown in the specification, wherein Raa represents H and (non-natural) natural amino acids and comprises Gly, beta-Ala, GABA (gamma amino acid butyric acid), Pro, Hyp, Inp, 1-amino-cyclohexanecarboxylic acid, o-aminobenzoic acid, 2-amino-cyclohexanecarboxylic acid, m-aminobenzoic acid, Asp, Asn, N-Me-Ala, N-Me-Val and the like. The novel insect kinin analogs with the formula A are obtained with a method of modification of peptidomimetics, and the analogs are prepared with a solid-phase polypeptide synthesis method. A research proves that a target compound with the formula A has excellent insecticidal activity, particularly has a good control effect on aphids, also has better in-vitro antifungal activity for seven kinds of tested phytopathogen and has further development and application value.

Description

technical field [0001] The invention belongs to the technical field of pest control, and in particular relates to a class of insect kinin analogs and applications thereof. Background technique [0002] Insect kinins (Insectkinins) are a class of active peptides ubiquitously present in invertebrates and have a variety of physiological functions. In 1984, American scientist Holman et al. first isolated 5 octapeptides with hindgut contraction activity from Madeira cockroach brain extract, and then 3 more octapeptides were extracted. These 8 peptides all contain Phe, Trp and Gly. These eight peptides were named Leueokinin I-VIII because they were isolated from Madeira cockroach. People have also isolated such peptides in crickets and locusts, and then used a variety of biological and pharmacological methods to isolate and extract new peptides in different insects, such as cotton bollworm, Culex mosquito, Aedes mosquito, and American cockroach. Insect kinins, Nieto et al. also...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/107C07K1/04A01N37/46A01N43/38A01P7/04A01P3/00
Inventor 杨新玲张传亮凌云宋敦伦刘西莉汪梅子吴小庆张喆
Owner CHINA AGRI UNIV
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