CN107691458B - Application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preventing and treating spider mites - Google Patents
Application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preventing and treating spider mites Download PDFInfo
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- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
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Abstract
The invention discloses application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preventing and treating spider mites. The cyclo (tyrosine-4-hydroxyproline) dipeptide is prepared into a tetranychus-killing preparation, so that the tetranychus-killing preparation can be used for preventing and treating insect spider mites in agricultural, forestry and gardening production, and the prevention and treatment effect can reach over 84 percent. The cyclo (tyrosine-4-hydroxyproline) dipeptide is a common natural product in the nature, is non-toxic and harmless, and is safe to the environment.
Description
Technical Field
The invention relates to application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preventing and treating spider mites and a preparation thereof.
Technical Field
Among the current agricultural pest control, phytophagous mites are one of the most difficult pest groups recognized in the world, the main group of which is spider mites, commonly known as red spiders, belonging to the phylum Arthropoda (arthopoda), Arachnida (Arachnida), acarina (Acari), euacarina (Acariformes), spider mite superfamily (Tetranychoidea). Tetranychus urticae is a worldwide harmful mite, has a wide parasitic range, can harm nearly thousand plants of 50 families, wherein Tetranychus urticae Koch is the most serious, and can harm urban green plants and pasture grasses besides grain crops, fruit trees, vegetables, flowers, woods, ornamental plants and the like[1]. The disease is characterized by small size, short generation, short development period, fast reproduction, strong adaptability, high mutation rate, easy generation of drug resistance and extremely difficult control, which causes the situation of 'small insects becoming a big disaster' that the crop mites are more and more serious. The spider mites mostly live on the back of the leaves and suck plant cells, so that damaged cells are dry, and slight damage can cause the leaves to generate a lot of white mottle, thereby inhibiting photosynthesis. The serious plant can cause the plant to wither and die, so that the agricultural production is greatly lost, the agricultural yield increase and the income increase of farmers are influenced, and the plant becomes an important major problem to be solved urgently in the agricultural, forestry and gardening production at present[2]。
Chemical control is still the agriculture of our countryThe main strategy for controlling mite damage in the production of industrial, forestry and horticultural crops, but the abuse and misuse of the miticide easily cause the generation of drug resistance of spider mites. A number of articles have reported that Tetranychus urticae has developed varying degrees of resistance to a variety of agents, including organophosphate, pyrethroid, carbamate pesticides and even the more recently used new classes of insecticides[3]. Because of the special ecological strategy and environmental adaptation of spider mites, coupled with the irregular application of chemical pesticides, the problem of resistance to spider mites is becoming more and more prominent[4]. The two-spotted spider mites in orchards of Lanzhou and the like have strong drug resistance to isocarbophos, monocrotophos, propargite, fenpropathrin, bifenthrin, cyhalothrin and the like, and basically lose the control capability to the two-spotted spider mites; the pyridaben, the lambda-cyhalothrin and the fenpropathrin all generate higher-level drug resistance in the Shandong tetranychus urticae shougen population and the Shandong tobacco terrace population; the two-spotted spider mite in the great-interest areas of Beijing city has extremely strong drug resistance to abamectin, emamectin benzoate, pyridaben, propargite, hexythiazox and other medicaments, and the harm of the two-spotted spider mite can not be well controlled according to the recommended dose; the resistance of two-spotted spider mite of the Gansu Tianshui apple tree to three agents of dicofol, propargite and mite is more than 10 times[5-6]. Therefore, the harm and drug resistance of the tetranychus urticae are very obvious, and the development of a novel environment-friendly tetranychus urticae is urgently needed.
Cyclic dipeptides (cyclic dipeptides), also known as 2,5-dioxopiperazines or 2,5-diketopiperazines, formed by the cyclization of two amino acids by means of a peptide bond are the smallest cyclic peptides in nature[7]Cyclic dipeptides occurring in nature generally form a relatively stable six-membered ring from α amino acids (often L-amino acids). many cyclic dipeptides are naturally occurring in animals and plants, either through microbial fermentation or during food processingThe selectivity of the action receptor and the stability of the metabolism in vivo are both greater than those of other peptide compounds. The cyclic dipeptide compound has great development potential in the aspects of development of medicines, antibiotics, agricultural biological herbicides and the like.
Cyclic (tyrosine-4-hydroxyproline) dipeptides are simple cyclic dipeptides consisting of the cyclization of tyrosine and 4-hydroxyproline residues found in fermentation broths or media of microorganisms, and the preparation method thereof is referred to the reference[8]。Is a common secondary metabolite in macrofungi, plants and animals, is nontoxic and harmless, and is safe to the environment.
Cyclo (tyrosine-4-hydroxyproline) dipeptide, also known as 3-p-hydroxybenzyl-8-hydroxypyrrolopiperazine-2, 5-dione (3), has the structural formula shown in formula I:
the molecular formula is as follows: c14H16N2O4And the molecular weight is 276.11. Conventional physicochemical properties: white needle crystal dissolved in chloroform, ethyl acetate, acetone, DMSO, etc., for details see reference[8-9]。
The CAS number of cyclo (tyrosine-4-hydroxyproline) dipeptide is 813461-21-1. At present, the main research on cyclo (tyrosine-4-hydroxyproline) dipeptides is focused on antimicrobial and antitumor activity as detailed in the literature references[8-9]. Can be purchased from Hepeng (Shanghai) Biotechnology, Inc., Wuhan Zhongzhong science and technology, Nanjing peptide Biotechnology, Inc., Wuhan Tian plant Biotechnology, Inc., etc.
[1] Development and prevention and treatment research progress of spider mites such as Liuqingjuan and the like [ J ]. Shandong agricultural science, 2011, (09):99-101.
[2] The comprehensive prevention and control technology research and demonstration popularization of important tetranychid mites of crops [ J ]. the application of the insect bulletin, 2013,50(02):321-328.
[3] Drug resistance monitoring of spider mites of the Tang-Xiaofeng, Tetranychus urticae and sub-lethal effect research thereof [ D ]. Chinese academy of agricultural sciences, 2014.
[4] Resistance molecular mechanism study of high neotames, tetranychus urticae to fenpropathrin [ D ]. university of gansu agriculture, 2012.
[5] Multiple resistance studies of Tetranychus urticae to avermectins, spirodiclofen and fenpropathrin [ D ]. Gansu agricultural university, 2015.
[6] Resistance mechanism research on avermectin and spirotetramat by populi-seyi, spider mite [ D ]. university of agriculture in gansu, 2014.
[7] Separation and identification of cyclic dipeptide Bacillus subtilis 7Ze3 [ J ] Jiangsu agricultural science 2010 (02):107-109.
[8]Mitova,M.Tommonaro,G.Hentschel,U.Muller,W.E.G.De Rosa,S.Exocellular cyclic dipeptides from a Ruegeria strain associated with cellcultures of Suberites domuncula,2004,6(1):95-103.)
[9] Li bin et al, research on secondary metabolites from Streptomyces sp, china journal of medicinal chemistry, 2011, 21 (3): 227-231.
Disclosure of Invention
In order to solve the technical problem that the existing medicament generates drug resistance to spider mites after long-term application or abuse so as to greatly reduce the control effect on the spider mites, the invention provides a novel application of cyclo (tyrosine-4-hydroxyproline) dipeptide in controlling the spider mites and a novel spider mite killing preparation serving as an active substance for controlling the spider mites.
The technical scheme of the invention is as follows:
1. application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preventing and treating spider mites.
2. The application of the cyclo (tyrosine-4-hydroxyproline) dipeptide in the prevention and treatment of tetranychus urticae koch according to the technical scheme 1, wherein the tetranychus urticae koch is tetranychus urticae koch.
3. Application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preparation of tetranychid mite killing preparation.
4. According to the application of the cyclo (tyrosine-4-hydroxyproline) dipeptide in the preparation of the tetranychus-killing preparation in the technical scheme 3, the cyclo (tyrosine-4-hydroxyproline) dipeptide is used as an active ingredient, azone is used as an auxiliary agent, and water is used as a solvent to prepare the cyclo (tyrosine-4-hydroxyproline) dipeptide tetranychus-killing preparation.
5. According to the application of the cyclo (tyrosine-4-hydroxyproline) dipeptide in the preparation of the tetranychid mite killing preparation in the technical scheme 4, the prepared cyclo (tyrosine-4-hydroxyproline) dipeptide tetranychid mite killing preparation contains 0.500mg/m L of cyclo (tyrosine-4-hydroxyproline) dipeptide and 5.00mg/m L of azone.
6. The use of a cyclo (tyrosine-4-hydroxyproline) dipeptide according to any one of claims 3 to 5 in the preparation of a tetranychus urticae preparation, wherein the tetranychus urticae is tetranychus urticae.
7. A medicament for preventing and treating spider mites contains cyclic (tyrosine-4-hydroxyproline) dipeptide as active ingredient.
8. The agent for preventing and treating spider mites according to technical scheme 7, which further contains azone.
9. The tetranychus urticae koch preventing and treating medicament according to the technical scheme 8 comprises 0.500mg/m L of cyclo (tyrosine-4-hydroxyproline) dipeptide and 5.00mg/m L of nitrogen-containing ketone.
10. According to any one of the technical schemes 7 to 9, the tetranychus urticae is tetranychus urticae koch.
Compared with the prior art, the invention has the beneficial effects that:
the invention discovers the new application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preventing and treating spider mites for the first time. The cyclo (tyrosine-4-hydroxyproline) dipeptide is a common natural product in the nature, is non-toxic and harmless, and is safe to the environment. The invention uses cyclo (tyrosine-4-hydroxyproline) dipeptide as an active component of a tetranychus-killing preparation to prevent and control the pest tetranychus in the production of agriculture, forestry and gardening, and the tetranychus-killing preparation is a novel environment-friendly tetranychus-killing agent.
The tetranychid-killing preparation prepared from cyclo (tyrosine-4-hydroxyproline) dipeptide is L C tested by an indoor slide dipping method50The concentration of 0.08mg/m L, the corrected mortality rate of 0.500mg/m L cyclo (tyrosine-4-hydroxyproline) dipeptide tetranychus urticae preparation 96.32%, in a greenhouse control effect experiment, the control effects of the cyclo (tyrosine-4-hydroxyproline) dipeptide tetranychus urticae preparation on corn, tomato, strawberry and rose respectively reach more than 84%.
Experiments prove that the tetranychus-killing preparation prepared from the cyclo (tyrosine-4-hydroxyproline) dipeptide has a good poisoning effect on tetranychus, the prevention and treatment effect of more than 84 percent can be achieved by using a very small amount of cyclo (tyrosine-4-hydroxyproline) dipeptide as an active ingredient for killing tetranychus, an unexpected technical effect is generated, and the medicament is a novel medicament and can effectively solve the problem of the drug resistance of tetranychus and tetranychus urticae to the existing medicament.
Detailed Description
The present invention will be described in detail with reference to examples, and materials used in the examples are commercially available. In each example, a conventional method is not specifically described.
EXAMPLE 1 formulation of Cyclo (tyrosine-4-hydroxyproline) dipeptide Tetranychus-killing formulations
Accurately weighing 10.00g of azone and 1.00g of cyclo (tyrosine-4-hydroxyproline) dipeptide, dissolving in water, and fixing the volume to 1L to prepare the cyclo (tyrosine-4-hydroxyproline) dipeptide tetranychid mite killing preparation, wherein the azone content is 10.00mg/m L, the cyclo (tyrosine-4-hydroxyproline) dipeptide content is 1.00mg/m L, and the structural formula of the cyclo (tyrosine-4-hydroxyproline) dipeptide is shown as the following formula I:
the loop (tyrosine-4-hydroxyproline) dipeptide leaf mite killing preparation is diluted by water in a gradient way, and is respectively prepared into loop (tyrosine-4-hydroxyproline) dipeptide leaf mite killing preparations with various gradient concentrations, wherein the concentration of the loop (tyrosine-4-hydroxyproline) dipeptide leaf mite killing preparation with the gradient dilution way is respectively 1.00mg/m L loop (tyrosine-4-hydroxyproline) dipeptide and 10.00mg/m L azone, the abbreviation is 1.00mg/m L0 (10.00mg/m L), the abbreviation of the following gradient concentrations is the same, and the gradient concentrations are respectively 0.500mg/m L (5.00mg/m L3), 0.250mg/m L4 (2.50mg/m L), 0.125mg/m L (1.25mg/m L), 0.825 mg/m 45 (0.825 mg/m L), 0.854 mg/m (2.50mg/m L), 0.125mg/m L (1.25mg/m dipeptide tyrosine-25 mg/m dipeptide (0624-m) dipeptide ring hydroxyproline), and the abbreviation is respectively used for testing, the loop (tyrosine-hydroxyproline) dipeptide loop (tyrosine-36 mg-125 mg-25 m) dipeptide loop (tyrosine-364-hydroxyproline), the dipeptide loop (0624-364-hydroxyproline, the dipeptide loop (tyrosine-364-2000 mg) dipeptide loop tyrosine-364-2000 mg) dipeptide killing agent for the abbreviation is used for testing.
Example 2 testing of indoor Activity of Cyclo (tyrosine-4-hydroxyproline) dipeptide Tetranychus-killing Agents
Collecting leaf blades with a large number of tetranychus urticae from tomatoes fed with the tetranychus urticae in a greenhouse, moving the tetranychus urticae to a piece of white paper by means of a beating and shaking method in combination with a small brush, adhering double-sided adhesive to one end of a glass slide, selecting the tetranychus urticae with bright color, liveness and consistent size, wherein each tetranychus urticae is treated by 20 heads, taking 1.00mg/m L, 0.500mg/m L, 0.250mg/m L, 0.125mg/m L and 0.0625mg/m L cyclic (tyrosine-4-hydroxyproline) dipeptide tetranychus as a treatment medicament, taking clear water as a control, immersing the glass slide adhered with qualified tetranychus urticae into cyclic (tyrosine-4-hydroxyproline) dipeptide tetranychus urticae for 5s, taking out, sucking the redundant liquid medicine on the tetranychus urticae, observing the death number of the tetranychus urticae in a stereomicroscope after 24 hours, observing the death number of each concentration for 3 times, and the result of each dipeptide (tyrosine-4-hydroxyproline) dipeptide C82C-82-tetrany50The content of the amino acid is 0.08mg/m L, the concentration is 0.500mg/m L loop (tyrosine-4-hydroxyproline) dipeptide miticide has a corrected mortality rate of 96.32 percent, and the 0.500mg/m L loop (tyrosine-4-hydroxyproline) dipeptide miticide contains 0.500mg/m L of loop (tyrosine-4-hydroxyproline) dipeptide and 5.00mg/m L of azone.
The mortality rate is (total mite number-live mite number)/total mite number) × 100%
Corrected mortality rate ═ [ (number of dead mites in treatment group-number of dead mites in control group)/(number of total mites-number of dead mites in control group) ] × 100%
The obtained data is processed by computer Excel software, and toxicity regression equation and L C are calculated50。
Indoor activity test result of epicyclo (tyrosine-4-hydroxyproline) dipeptide tetranychid-killing agent
Note: TABLE A mean number of spider mites in 3 replicates
Example 3 testing of the greenhouse Activity of Cyclic (tyrosine-4-hydroxyproline) dipeptide Tetranychusicidal mites
The method comprises the steps of taking the 0.500mg/m L cyclo (tyrosine-4-hydroxyproline) dipeptide leaf mite killing agent as a treatment agent, taking clear water as a reference, controlling leaf mites on corn, tomato, strawberry and rose crops in a greenhouse, simultaneously applying to the control of the leaf mites in an apple orchard and a pear orchard, selecting areas with the same growth vigor and serious leaf mites, setting 3 cells for each plant, setting a protection row in each cell, selecting 3 plants in each cell, selecting 10 leaves for each plant according to different plants, numbering and hanging a brand, performing plant fixing and leaf fixing investigation to count the base number of the two-spotted leaf mites before spraying, performing whole plant spraying on each treated plant by using a backpack single-tube manual sprayer, and preferably spraying liquid medicine on the front and back surfaces of all leaves and slightly dropping the leaf tips.
The statistical calculation shows that the control effect is × 100% when the tetranychus urticae decreasing rate is [ (live mite base number-live mite number after drug administration) ÷ live mite base number ], ×% when the tetranychus urticae decreasing rate is [ (treated tetranychus urticae decreasing rate of a control group) ÷ (100% +/-control group tetranychus urticae decreasing rate) ] - × 100% when the tetranychus urticae is applied for 4 times, the control effect is over 84% in the fifteenth day, and the best control effect is 97.34% on corn (see table two).
Test result of greenhouse activity of epibicyclo (tyrosine-4-hydroxyproline) dipeptide tetranychid-killing agent
Note: in Table two the number of spider mites is the average of the number of spider mites on selected leaves (head/leaf) of 3 plants.
Claims (4)
1. The application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preventing and treating tetranychus urticae koch, wherein the tetranychus urticae koch is tetranychus urticae koch.
2. The application of cyclo (tyrosine-4-hydroxyproline) dipeptide in preparing a tetranychus urticae preparation, wherein tetranychus urticae is tetranychus urticae.
3. The use of cyclo (tyrosine-4-hydroxyproline) dipeptide as claimed in claim 2 in the preparation of a tetranychid mite killing formulation, wherein the cyclo (tyrosine-4-hydroxyproline) dipeptide is used as an active ingredient, azone is used as an auxiliary agent and water is used as a solvent to prepare the cyclo (tyrosine-4-hydroxyproline) dipeptide tetranychid mite killing formulation.
4. The use of cyclo (tyrosine-4-hydroxyproline) dipeptide in the preparation of a tetranychid mite killing formulation as claimed in claim 3, wherein the tetranychid mite killing formulation is prepared to contain cyclo (tyrosine-4-hydroxyproline) dipeptide 0.500mg/m L and azone 5.00mg/m L.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105543151A (en) * | 2016-02-23 | 2016-05-04 | 云南省微生物发酵工程研究中心有限公司 | Bacillus amyloliquefaciens strain W1 for controlling plant spider mites and application |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105543151A (en) * | 2016-02-23 | 2016-05-04 | 云南省微生物发酵工程研究中心有限公司 | Bacillus amyloliquefaciens strain W1 for controlling plant spider mites and application |
Non-Patent Citations (2)
| Title |
|---|
| Acaricidal Activity of Cyclodipeptides from Bacillus amyloliquefaciens W1 against Tetranychus urticae;Li Xing-Yu等;《Journal of Agricultural and Food Chemistry》;20180911;第66卷(第39期);第10163-10168页 * |
| Bioactive alkaloids produced by Pseudomonas brassicacearum subsp. Neoaurantiaca, an endophytic bacterium from Salvia miltiorrhiza;Xiao-Jun Li等;《Natural Product Research》;20120706;第27卷(第4-5期);第497页 * |
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