CN113243375B - Compound VUAA-1 as insect attractant and application thereof in field of agricultural pest control - Google Patents

Compound VUAA-1 as insect attractant and application thereof in field of agricultural pest control Download PDF

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CN113243375B
CN113243375B CN202110448505.4A CN202110448505A CN113243375B CN 113243375 B CN113243375 B CN 113243375B CN 202110448505 A CN202110448505 A CN 202110448505A CN 113243375 B CN113243375 B CN 113243375B
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compound
vuaa
receptor
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CN113243375A (en
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孙金鹏
程杰
高明新
于晓
杨婵
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Shandong University
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01MCATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M1/00Stationary means for catching or killing insects
    • A01M1/02Stationary means for catching or killing insects with devices or substances, e.g. food, pheronones attracting the insects

Abstract

The invention particularly relates to a compound VUAA-1 serving as an insect attractant and application thereof in the field of agricultural pest control. The ectropis grisescens is the kind with the highest harm degree in a tea garden, and an effective prevention and control means is not available at present. The research of the invention finds that the compound VUAA-1 can be specifically combined with the gray tea geometrid sex pheromone receptor EoOR33 and is an agonist of the gray tea geometrid sex pheromone receptor EoOR 33. The research result shows that the compound VUAA-1 can be used as a sex pheromone of the ectropis grisescens to trap the ectropis grisescens, so that the trapping of the ectropis grisescens in a tea field is realized, and the compound VUAA-1 can be applied to the development of farmland disease control products.

Description

Compound VUAA-1 as insect attractant and application thereof in field of agricultural pest control
Technical Field
The invention belongs to the technical field of ecological chemistry, and particularly relates to an application of a compound serving as VUAA-1 as an insect attractant in the field of agricultural pest control, and a method for controlling ectropis grisescens.
Background
The information in this background section is only for enhancement of understanding of the general background of the invention and is not necessarily to be construed as an admission or any form of suggestion that this information forms the prior art that is already known to a person of ordinary skill in the art.
Insect sex pheromone receptors, which are members of the insect olfactory receptor family, are membrane proteins for receiving and transmitting pheromone signals, olfactory neurons located on insect antenna receptors, which play a key role in the perception of chemical information by insects and in the transmission of neural signals.
Insect OR (olyfactorereceptor) is a heterogeneous complex consisting of a highly divergent OR responsible for the detection of variable odor stimuli and a highly conserved non-canonical co-expression OR (orco) (Benton, 2009; Jones, 2012). In contrast to the topology of typical G protein-coupled receptors in vertebrates, each OR has an inverted seven-transmembrane topology with the N-terminus and most of the conserved loops located intracellularly (Benton, 2006; Lundin, 2007; Sato, 2008). The OR/Orco complex is expressed only in a single olfactory neuron and confers odor recognition specificity. In this complex, Orco is crucial for the localization, stabilization and correct protein folding of OR, making it a necessity for detection of odorants (Stengl and Funk, 2013). Because the structural analysis of the complex is not completed, there are only many hypothesis models about the molecular mechanism of signal transmission after the olfactory receptor complex and the ligand act, but according to the functional research results, the signal transmission of the olfactory receptor complex may depend on two action mechanisms of ion channel and metabolic pathway; the mechanism of the specificity of olfactory receptors for the perception of chemical information is now controversial, one being the transmission of ligands to olfactory receptors via odorant binding proteins, the other being the direct stimulation of olfactory receptors with a certain concentration of ligands which can also produce signals, which theory indicates that olfactory receptors play a key role in the transmission of chemical signals; upon stimulation by the ligand, the neuron then transmits a signal to a higher neural center, which in turn produces a corresponding behavior.
According to current data, especially on fruit flies, complexes of ligand-bound PR and Orco are the basis for ionochemical electrical signal transduction of PRNs (Benton, 2006; Ha and Smith, 2009). With regard to the detection of pheromones, it has been reported that the absence or silencing of Orco expression causes a dramatic decrease in the reactivity of OSN to pheromone compounds (Koutroumpa et al, 2016; Li, 2016; Liu q., 2017). In fact, co-expression Orco of the silkworm Bombykol receptor BmOR1 induces a large number of ligand-stimulated non-selective cation channels in heterologous expression systems (Nakagawa, 2005; Sato, 2008). In this case, Orco was identified as spontaneously opening Ca in experiments using heterologous expression, in addition to its function as a chaperone molecule2+Osmotic and nonspecific cation channels (Wicher et al, 2008; Jones et al, 2011; Nolte et al, 2013). Therefore, the development of antagonists and agonists of Orco has a crucial effect on pest control.
Gray tea geometrid (Ectropis grissescens Warren) is an insect belonging to the family of lepidoptera geometrid moths, and is one of the most common and serious varieties in tea garden ruler crabs. The insects have strong reproductive capacity, 5-6 generations occur in 1 year, pupas live through the winter in soil near roots of tea trees, eclosion imagoes have phototaxis from 2 th of the next year to 3 th of the next year, four wings are flat and spread when the insects stay still and rest in tea bushes, tea tree leaves are mainly eaten, and the quality and the yield of tea leaves are seriously influenced. Because the products of the tea field are tea leaves, the insecticide components can not be directly applied to the tea trees, and the control of tea garden diseases is mainly carried out by the trapping agent and the natural enemies of the ectropis obliqua at present.
Disclosure of Invention
Based on the research background, the inventor considers that the development of sex pheromone aiming at the ectropis grisescens is expected to become an efficient trapping product. Based on the thought, the research of the invention discovers that in vivo, the compound VUAA-1 can act on a co-receptor to cause the change of downstream calcium ions as a ligand of a chaperonin (co-receptor) of a sex pheromone OR33 receptor. Based on the action mechanism, the compound VUAA-1 is expected to be used as an agonist of co-receptor and interfere the expression and function of a receptor, thereby achieving the aim of preventing and controlling pests.
Based on the technical effects, the invention provides the following technical scheme:
in a first aspect of the present invention, there is provided the use of a compound VUAA-1 as an insect attractant, said compound VUAA-1 having the structure shown in formula 1 below:
Figure BDA0003037728560000021
the invention starts from a sex pheromone signal transmission mechanism of insects, and finds that the compound can be specifically combined with chaperonin of a sex pheromone receptor EoOR33 and activates downstream signals. Based on this property, the person skilled in the art can routinely associate the application of the compounds in the investigation of insect sex pheromone signalling and the application of the compounds as insect pest traps in agricultural control.
Accordingly, in a second aspect of the present invention, there is provided the use of the compound VUAA-1 in the field of agricultural pest control. Particularly, the compound has good specificity when being applied to the prevention and control of the ectropis grisescens and has high efficiency. According to the research of the invention, the 10nM VUAA-1 compound can cause the self-conformation change of chaperonin protein. The compound is proved to be a high-efficiency trapping agent when being applied to the trapping of disease insects, particularly the trapping of griseofulvin.
Further, in a third aspect of the present invention, there is provided a method for controlling ectropis grisescens, which comprises using the compound VUAA-1 in an agricultural field to be treated.
The beneficial effects of one or more technical schemes are as follows:
the invention provides the property that the compound VUAA-1 acts on the co-receiver to cause the change of downstream calcium ions, the trace compound VUAA-1 can cause the conformational change of the co-receiver, and the compound VUAA-1 is expected to be used as an efficient and specific trapping agent to achieve the purpose of preventing and treating pests. In addition, the research result of the invention is also beneficial to defining the signal transmission mechanism of the sex pheromone in the insect, and contributes to the research of the insect signal transmission behavior.
Drawings
The accompanying drawings, which are incorporated in and constitute a part of this specification, are included to provide a further understanding of the invention, and are incorporated in and constitute a part of this specification, illustrate exemplary embodiments of the invention and together with the description serve to explain the invention and not to limit the invention.
FIG. 1 shows that VUAA-1 can cause the change of the self-conformation of co-receptor in the example;
FIG. 2 shows that VUAA-1 acts on a receptor to cause a change in calcium signaling downstream of the co-receptor in the examples.
Detailed Description
It is to be understood that the following detailed description is exemplary and is intended to provide further explanation of the invention as claimed. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs.
It is noted that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of exemplary embodiments according to the invention. As used herein, the singular forms "a", "an" and "the" are intended to include the plural forms as well, and it should be understood that when the terms "comprises" and/or "comprising" are used in this specification, they specify the presence of stated features, steps, operations, devices, components, and/or combinations thereof, unless the context clearly indicates otherwise.
As introduced by the background technology, the control means for the ectropis grisescens in the prior art is insufficient, and the clear mechanism for transmitting the sexual information of the ectropis grisescens has positive significance for developing the sexual information attractant. Based on this technical object, the present invention provides the use of the compound VUAA-1 as an insect attractant.
In a first aspect of the present invention, there is provided the use of a compound VUAA-1 as an insect attractant, said compound VUAA-1 having the structure shown in formula 1 below:
Figure BDA0003037728560000041
preferably, the compound VUAA-1 comprises, in addition to the above compound entities, a pharmaceutically acceptable salt of said compound, a stereoisomer, solvate, polymorph, tautomer, metabolite or prodrug thereof.
Preferably, the insects include hemipteran, lepidopteran and coleopteran insects; further, it is of the family of the geometrid moth of the order Lepidoptera.
In a specific embodiment, the moth family of lepidoptera geometrid is Ectropis grisescens Warren (Ectropips grisescens Warren).
Preferably, in the application as an insect attractant, the compound VUAA-1 is used as a ligand of chaperonin of a sex pheromone OR33 receptor, and further, the compound is used as an agonist of the chaperonin.
In a second aspect of the invention, there is provided the use of the compound VUAA-1 in the field of agricultural pest control.
Preferably, the application comprises application in preparing agricultural pest research model preparations, agricultural pest control agents or agricultural pest trapping products.
Further, in the application of preparing agricultural pest research model preparations, the compound VUAA-1 is used as a receptor protein targeting agent of EoOR 33.
The current mechanisms of signaling of insect olfactory receptor complexes in the field are not well defined, which results in the development of pest insect control products lacking support in terms of physiological mechanisms. The present study shows that VUAA-1 is specifically combined with chaperone protein of EoOR33, and based on the characteristic, the skilled person can easily conceive that the compound VUAA-1 is used as a targeting agent of receptor protein of EoOR33, and the position and activity of receptor protein of EoOR33 in animal model are indicated by means of connecting a marker, so that the compound can be used as a research model preparation for researching insect olfactory mechanism.
Further, the pesticide for controlling agricultural pests also comprises other active ingredients besides the compound VUAA-1, wherein the other active ingredients comprise one or more of pesticides, slow release materials, herbicides and fertilizers.
Further, the pesticide is a alkaloid, a flavonoid, a terpene, a photoactivated toxin, a phenol, a steroid, a quinone, a coumarin, a xylan, a polyacetylene, or the like.
Further, the agricultural pest trapping product includes, but is not limited to, a lure or trap.
Further, the wick comprises a carrier material carrying the compound VUAA-1.
Further, the trap includes an attractant core carrying the compound VUAA-1.
In a third aspect of the invention, there is provided a method for controlling ectropis grisescens, which comprises using the compound VUAA-1 in a farm field to be treated.
Preferably, the method of use comprises placing a lure or trap carrying the compound VUAA-1 in the field to be treated.
Preferably, the farmland is a tea field; further, in the control of tea field gray tea geometrid, the compound VUAA-1 is applied to the rhizosphere soil of tea trees.
In order to make the technical solutions of the present invention more clearly understood by those skilled in the art, the technical solutions of the present invention will be described in detail below with reference to specific embodiments.
Example 1
Based on a molecular biological method, a recombinant co-receptor plasmid of gene recombination is constructed, HEK293 cells are used for over-expressing the co-receptor, and the self-conformation change of the co-receptor is detected by a bioluminescence resonance energy transfer method of the co-receptor. The change of the downstream calcium signal of co-receptor can be detected by using the bioluminescence resonance energy transfer method of calmodulin, and the change degree of the downstream calcium signal of EoOR33 is characterized by the efficiency of stimulating bioluminescence resonance energy transfer by the compound VUAA-1(CAS: 525582-84-7).
The nucleotide sequence of the recombinant nucleic acid EoOR33 is shown as SEQ ID NO. 1;
the amino acid sequence of the recombinant nucleic acid EoOR33 is shown in SEQ ID NO. 2.
The compound VUAA-1 is prepared into a working concentration of 10 by PBS-7M solution, adding 10 to HEK293 cells overexpressing EoOR33-7M ligand compound VUAA-1 is stimulated, negative control is PBS without ligand to stimulate HEK293 cells over expressing EoOR33, fluorescence values are recorded in real time by using a multifunctional microplate reader, and the results are plotted by statistical analysis.
PBS was added to compound VUAA-1 to make working concentration 10-11M、10-10M、10-9M、10-8M、10- 7M、10-6M、10-5M, different concentrations (10) were given to HEK293 cells overexpressing co-receptor-11-10-5M), and the negative control is PBS without ligand to stimulate HEK293 cells over-expressing co-receptor, a multifunctional microplate reader is used for detecting a luminescence value, and the results are subjected to statistical analysis and mapping.
The experimental result shows that the compound VUAA-1 can specifically bind to the chaperonin co-receptor of the sex pheromone receptor EoOR33, the ligand VUAA-1 can independently act on the chaperonin co-receptor of the sex pheromone receptor EoOR33 and cause the change of the conformation thereof, as shown in figure 1, and in addition, the ligand VUAA-1 can also cause the change of the downstream calcium signal of the co-receptor, as shown in figure 2.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
SEQUENCE LISTING
<110> Shandong university
<120> compound VUAA-1 as insect attractant and application thereof in field of agricultural pest control
<130> 2010
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cttcttcgaa aggtctacgc ttgcgtccac gcattcttga tttccctcca cttcatcttc 180
atgtgtatca acatgacgca atactccggc gaggtgaacg aattcacggc taataccatc 240
actgtgctgt tctttgctca taccctcatc aagctggtgg tgtttgcttt taattcgaag 300
aatttctaca ggacattagc agtatggaac caatcgaaca gtcatcctct attcacggag 360
tccgacgctc gctaccacca gcaagcgctc acgaagatgc ggaagctgct atacatgatc 420
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ccactgaagg cttggtaccc gttcgacgca atgagcggtt ccatgtacat ttttgctttt 600
gtatttcaaa cgtactggct gatattctca ctgggtatag caaacctgtt ggacctgatg 660
ttctgttcgt ggctgatctt cgcttgcgag cagctgaagc atctcaaggc catcatgaag 720
ccgctaatgg aactgagcgc ttcgttggat acttaccggc ctaacactgc tgaattgttt 780
cgaatctctt cttcactaaa ctcagagaag atgccagata ctacagacgc tgacatccgc 840
ggtatctacg cgacacagca agactttggc atgacgctcc gcggcgccgg aggtaggcta 900
cagaattttg tagccaaccc gaataatccg aatggcctgt cgcaaaagca agagatgctg 960
gctcgatcct ctatcaagta ctgggtggaa cgacacaaac acgttgtaag attggtggca 1020
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Asn Ile Arg Leu Met Gln Trp Ala Gly His Phe Leu Phe Asn Tyr Tyr
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Val His Ala Phe Leu Ile Ser Leu His Phe Ile Phe Met Cys Ile Asn
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Met Thr Gln Tyr Ser Gly Glu Val Asn Glu Phe Thr Ala Asn Thr Ile
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Thr Val Leu Phe Phe Ala His Thr Leu Ile Lys Leu Val Val Phe Ala
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Phe Asn Ser Lys Asn Phe Tyr Arg Thr Leu Ala Val Trp Asn Gln Ser
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Asn Ser His Pro Leu Phe Thr Glu Ser Asp Ala Arg Tyr His Gln Gln
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Ala Leu Thr Lys Met Arg Lys Leu Leu Tyr Met Ile Cys Ala Val Thr
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Gly Gly Ala Val Ile Ser Trp Val Thr Ile Thr Phe Phe Gly Glu Ser
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Val Arg Met Ile Thr Asn Lys Glu Thr Asn Glu Thr Leu Thr Glu Pro
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Ala Pro Arg Leu Pro Leu Lys Ala Trp Tyr Pro Phe Asp Ala Met Ser
180 185 190
Gly Ser Met Tyr Ile Phe Ala Phe Val Phe Gln Thr Tyr Trp Leu Ile
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Phe Ser Leu Gly Ile Ala Asn Leu Leu Asp Leu Met Phe Cys Ser Trp
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Leu Ile Phe Ala Cys Glu Gln Leu Lys His Leu Lys Ala Ile Met Lys
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Pro Leu Met Glu Leu Ser Ala Ser Leu Asp Thr Tyr Arg Pro Asn Thr
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Ala Glu Leu Phe Arg Ile Ser Ser Ser Leu Asn Ser Glu Lys Met Pro
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Ala Asn Pro Asn Asn Pro Asn Gly Leu Ser Gln Lys Gln Glu Met Leu
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Ala Arg Ser Ser Ile Lys Tyr Trp Val Glu Arg His Lys His Val Val
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Arg Leu Val Ala Ser Ile Gly Asp Thr Tyr Gly Thr Ala Leu Leu Phe
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Claims (3)

1. The application of the compound VUAA-1 in preparing a chaperonin co-receptor ligand product of a tea geometrid sex pheromone receptor EoOR33 is characterized in that the structure of the compound VUAA-1 is shown as the following formula 1:
Figure FDA0003491570880000011
2. the application of the compound VUAA-1 in preparing a chaperonin co-receptor ligand product of a tea geometrid sex pheromone receptor EoOR33 is characterized in that the compound VUAA-1 is used as an agonist of a receptor protein.
3. The application of the compound VUAA-1 in preparing a chaperonin co-rechter ligand product of a tea geometrid sex pheromone receptor EoOR33 is characterized in that the compound VUAA-1 also comprises pharmaceutically acceptable salts, stereoisomers, polymorphs and tautomers of the compound besides the compound entity.
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Publication number Priority date Publication date Assignee Title
CN105394046A (en) * 2010-10-25 2016-03-16 范德比尔特大学 Compositions For Inhibition Of Insect Host Sensing

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Publication number Priority date Publication date Assignee Title
CN105394046A (en) * 2010-10-25 2016-03-16 范德比尔特大学 Compositions For Inhibition Of Insect Host Sensing

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* Cited by examiner, † Cited by third party
Title
Bioactivities and modes of action of VUAA1;Liu Yang 等;《Pest Management Science》;20200825;第77卷(第8期);摘要 *
茶尺蠖化学感受相关基因的克隆与功能研究;马龙;《中国博士学位论文全文数据库 农业科技辑》;20170115;摘要 *

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