A class of pentapeptide analogues of insect depressantin and its application

A technology of analogs and side voxels, which is applied in the field of cockroach control, can solve the problems of complex structure, high synthesis cost, complex structure, etc., and achieve the effect of inhibiting synthesis and egg development

Active Publication Date: 2018-03-06
CHINA AGRI UNIV
View PDF7 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still the following disadvantages: the structure of the compound is complex (simulating the active peptide above pentapeptide), some structures are even more complex than natural peptides, and the synthesis cost is high, so it is not suitable for development as a new pesticide.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A class of pentapeptide analogues of insect depressantin and its application
  • A class of pentapeptide analogues of insect depressantin and its application
  • A class of pentapeptide analogues of insect depressantin and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The compound of formula A of the present invention is prepared according to the method of polypeptide solid-phase synthesis.

[0033] Taking compound A1 as an example, its preparation method is as follows:

[0034] (1) Resin activation: Weigh 220 mg Rink Amide-AM resin, swell and activate it with 15 ml DCM for 3 h, add 20% piperidine in DMF solution, cut for 20 min, wash with DMF and DCM 4 times, and monitor the reaction with Kaiser’s reagent.

[0035] (2) Connecting to Leu: add Fmoc-Leu-OH (3 times the amount), HBTU (3 times the amount), HOBt (3 times the amount), DIEA (6 times the amount), dissolve in 15ml DMF, stir at room temperature for 2 hours, and remove the reaction Solution, DMF and DCM were washed 4 times each, and Kaiser's reagent was used to monitor the reaction. Then add 20% piperidine DMF solution to cut for 20min, and wash 4 times with DMF.

[0036] (3) Gly connection: add Fmoc-Gly-OH (3 times the amount), HBTU (3 times the amount), HOBt (3 times the am...

Embodiment 2

[0048] The in vitro activity of embodiment 2 compound

[0049] The present invention adopts the in vitro radiochemical assay method of Tobe et al. -179.b.Tobe, S.S.; Pratt, G.E.The influence of substrate concentrations on the rate of insect juvenile hormone biosynthesis by corpora allata of thedesert locust in vitro.Biochem.J.1974,144,107-113.), determined the formula A compound In vitro activity to inhibit juvenile hormone synthesis in Pacific cockroach (Diploptera punctata). The in vitro bioassay results of the compound of formula A are shown in Table 2.

[0050] Table 2 The in vitro activity of the compound of formula A

[0051]

[0052]

[0053] Table 2 result shows: formula A compound can obviously inhibit the synthesis of Pacific cockroach (Diplopterapunctata) juvenile hormone, and the in vitro activity of A1-A8 is better than core pentapeptide, and wherein the in vitro activity of analogue A6 is core pentapeptide 103 times.

Embodiment 3

[0054] Embodiment 3 Injection test compound's in vivo activity

[0055] Prepare a 10 μM aqueous solution of Compound A6, select female cockroaches on the first day after adult eclosion, inject 5 μL at the joints of the legs, place the injected cockroaches at 27±1°C, humidity 80%, sufficient food and water, and no light After cultured until the third day, the ability of the injected cockroaches to synthesize juvenile hormone was tested by the method of in vitro radiochemical assay, and the length of the eggs was measured.

[0056] The results of compound A6 inhibiting the synthesis of juvenile hormone and inhibiting egg development are as follows: figure 1 , figure 2 shown. The results of the injection test showed that the compound A6 had a significant inhibitory effect on the biosynthesis of cockroach juvenile hormone, and also had a significant inhibitory effect on the development of its eggs. All experimental results are statistically analyzed by t test method, **** mean...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a pentapeptide analogue of insect allatostatin and an application of the pentapeptide analogue. A structural formula of the analogue is shown in a general formula A; in the formula A shown in the specification, wherein Xaa is natural or unnatural amino acid containing hydrophilic or lyophobic side chains. Based on an earlier-stage allatostatin core pentapeptide (Y / FXFGLa) analogue (seen in CN101519433), the 2nd-bit amino acid is replaced by the introduced natural or unnatural amino acid containing the hydrophilic or lyophobic side chains to obtain the analogue with high biological activity; an in vitro radiochemistry test result proves that a part of compounds can be used for obviously inhibiting biosynthesis of female cockroaches juvenile hormone and growth of spawns under a condition of a living body, and the analogue meets the property of insect growth regulators.

Description

technical field [0001] The invention relates to a class of pentapeptide analogues of insect pharyngeal side voxels and applications thereof, in particular to applications in cockroach control. Background technique [0002] Insect growth regulators (IGRs) have a significant regulatory effect on the main physiological phenomena of insects, such as growth, metamorphosis, development and reproduction. Because of their high efficiency, high selectivity and environmental friendliness, they play an important role in integrated pest management. However, due to the irrational use of pesticides at this stage, cross-resistance of pests has occurred and negative impacts on the environment. Therefore, it is very necessary to research and develop IGRs with novel structures and mechanisms of action. [0003] Allatostatins (AST) are the first insect neuropeptides isolated from the Pacific cockroach (Diplopterapunctata). Due to its highly potent inhibitory activity on insect juvenile hormon...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Patents(China)
IPC IPC(8): C07K5/113C07K5/103C07K1/04A01N47/44A01P7/04
Inventor 杨新玲吴小庆凌云谢勇汪梅子康启越张喆
Owner CHINA AGRI UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap