CN102342276B - Application of aryloxy acetic acid and derivative thereof to crop insect control - Google Patents
Application of aryloxy acetic acid and derivative thereof to crop insect control Download PDFInfo
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- CN102342276B CN102342276B CN201110198783.5A CN201110198783A CN102342276B CN 102342276 B CN102342276 B CN 102342276B CN 201110198783 A CN201110198783 A CN 201110198783A CN 102342276 B CN102342276 B CN 102342276B
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Abstract
The invention discloses application of an aryloxy acetic acid and derivative thereof to crop insect control, so as to protect plant from insect harms or control insect harms by using plant as an insect inducing plant. The aryloxy acetic acid and derivative thereof can be used in plant body, so that target plan generates systematic direct resistance to lepidoptera pests and systematic sensitivity to hemiptera pests, while indirect resistances of the plant to the two insects are enhanced.
Description
Technical field
The present invention relates to plant inducer and lead resistance to insects or susceptibility field, exactly, relate to a kind of by the resistance to insects of preparation inducing plant or the method for susceptibility that contain fragrant oxycarboxylic acid and derivative thereof.
Background technology
Along with the increase of population in the world and the minimizing of arable area, people are more and more higher to the requirement of Per Unit Area Grain Yield.The grain loss that insect pest causes accounts for the 10-30% of gross yield, and heavy famine year, No kernels or seeds are gathered, as in a year of scarcity, therefore how to reduce insect pest to increase total output of grain, is the pressing issues that people face.Such as, on paddy rice, striped rice borer, the caused infringement of brown planthopper are huge.Striped rice borer belongs to Lepidoptera, Pyralidae, is one of Insect Pests in Rice, and its larva pierces leaf sheath inside causes harm, and proceeds to subsequently stem stalk, causes the symptoms such as the withered sheath of paddy rice, the withered heart, dead ears, causes the significantly underproduction of paddy rice.Brown planthopper belongs to Semiptera, lays eggs in the cane position of paddy rice, has fulminant and destructiveness, in recent years, breaks out greatly especially every year, and China's paddy rice grain-production has been caused to serious harm.Other crop pests are as huge especially in the loss that some Lepidopteras, Semiptera insect are produced.
As controlling one of effective method of pest, agricultural chemicals be always high-quality, safety, highly efficient and productive agricultural production indispensable.But for a long time due in pest management, exceedingly used poisonous even high-toxic pesticide, and used kind single, therefore caused sick Chinese caterpillar fungus pesticide resistance to strengthen, increase again rampant serious.The vicious circle bringing has therefrom caused serious threat to Crop securify production, ecotope, human health, the export trade etc.Therefore, develop efficient, safe, green agricultural chemicals become control the Harmful Biohazard in the urgent need to.
In the long-term evolution process with plant-feed insect, plant has formed composing type and two kinds of defense mechanisms of induction type.Composing type defence refers to that plant passes through the inherent characteristic that originally just exists and hinders insect's food-taking as plant epidermal hair etc.; When induction type defence refers to plant-feed insect feeding plant, cause the variation of plant defense related gene or feature, these variations cause being not suitable for further taking food of plant-feed insect.The induction of resistance of plant is similar to immune response, is only running into external factor, as damage, plant eater take food with the infecting of pathogen time just showed, there is on-off effect.Importantly, this induction resistance to insects has wide spectrum pest-resistant feature, effective to various pests.But sometimes also there is contrary situation, after a kind of pest damage, may cause plant more responsive to another kind of insect, be i.e. the susceptibility of induction.Induction resistance to insects and the susceptibility of integrated application plant, can Effective Regulation pest population density in the distribution of zones of different, thereby alleviate pest damage.
The induced defence of plant is divided into direct defenses and indirect defenses.Direct defenses is that the defensive substance that plant produces directly acts on plant-feed insect, causes its death or hinders it and grow, and it mainly defends basis is the decline of nutritional quality and the generation of secondary metabolites in plant corpus.Direct defenses comprises that restriction plant-feed insect obtains more nutriment from plant corpus, cut off as far as possible or affect plant-feed insect food source and reduce as much as possible the nutritional quality of food, vegetable protein or compound are ingested and can destroy the picked-up of the normal digestion of insect and the nutrition of absorption system upset insect in insect bodies on the other hand.Plant mainly carries out direct defenses reaction by producing Buchner's bodies (as protease inhibitors, amino acid degradation enzyme, PR albumen, chitinase, agglutinin etc.) and two aspects of poisonous secondary metabolites (as alkaloid, flavonoids, lignin, tannin).Plant can also attract a day hostile insect to carry out parasitism or predation by discharging volatile matter, and this defense mechanism is called indirect defenses reaction.The indirect defenses of plant relates to the complex relationship between plant-insect-natural enemy three.Many plants can discharge the natural enemy that volatile materials attracts plant-feed insect after by insect's food-taking, make natural enemy accurately find rapidly host or prey, thereby control the population quantity of plant-feed insect.
By the research of plant induction of resistance molecule mechanism is shown, the induction of resistance of plant originates in plant to coming from the identification of disease worm exciton (elicitor), by multi-signal approach in activated plant body, as signal transduction pathways such as jasmonic, salicylic acid, ethene, MAPK, finally cause plant to produce resistance reaction, comprise the rising of defensin gene expression, defense compound accumulation, the increase of volatile matter burst size etc.In this course, some low-molecular-weight signaling molecules in plant corpus, as jasmonic, salicylic acid, ethene etc. play very important effect.By synthetic and application these naturally little molecule and analogs thereof, in the control of plant disease, brought into play important function.But in plant insect control, also study seldom at present, more not application on producing.That research is many at present is jasmonic, methyl jasmonate and analog Coronalon thereof.These researchs find that exogenous application JA, MeJA or Coronalon can produce the materials such as protease inhibitors, nicotine, polyphenol oxidase by inducing plant, insect is had a negative impact, and can discharge volatile matter attraction natural enemy by inducing plant.
Summary of the invention
The object of the invention is to for the deficiencies in the prior art, the application in controlling crop pest of a kind of fragrant oxycarboxylic acid and derivative thereof is provided.
The object of the invention is to be achieved through the following technical solutions:
The application in controlling crop pest of a kind of fragrant oxycarboxylic acid and derivative thereof, this application is specially: fragrant oxycarboxylic acid and derivative thereof are applied to plant corpus, trigger plant lepidoptera pest is produced systematic direct resistance, Semiptera insect is produced to systematic susceptibility, improve again the indirect resistance of plant to two class pests simultaneously.
Further, the structural formula of described fragrant oxycarboxylic acid and derivative thereof is as follows:
Wherein, R
1oH, MeO, EtO, n-PrO, i-PrO, n-BuO, CH
3(CH
2)
6cH (CH
3) O, EtS, NH
2, NHEt, NEt
2, N (Pr-n)
2, NHPh, NHCH
2ph or NHPhX (X=2-Cl, 3-Cl, 4-Cl, 2-Br, 3-Br, 4-Br); R
2the straight chain that contains 1～4 carbon atom or the carbochain that contains side chain; R
3hydrogen atom, halogen atom, trifluoromethyl, amino, NO
2, MeCO, EtCO, (CH
3)
3cCO, NHCOMe, MeO, EtO, i-PrO, n-PrO, n-BuO, t-BuO, having the branched alkyl group of 1～4 carbon atom or have the straight chained alkyl group of 1～4 carbon atom, can be monosubstituted or polysubstituted; X is carbon atom or nitrogen-atoms; R
4oH or NHPh, NEt
2, N (Pr-n)
2; R
5oH or NHPh, NEt
2, N (Pr-n)
2.
Further, described plant corpus can be paddy rice, barley and wheat, Cruciferae, solanaceous crops or the tealeaves of gramineous crop.
Further, described induction resistance to insects or susceptibility were excited before by described pest damage.
When further, described induction resistance to insects or susceptibility may persist to plant results.
The invention has the beneficial effects as follows, fragrant oxycarboxylic acid provided by the invention and derivative thereof can the resistance to insects of activated plant to some insects, improve the susceptibility of plant to some insects simultaneously.According to planted in different ecological areas insect, a situation arises, and the present invention can be used as pest-resistant dose of the induction of plant, makes plant produce resistance to insects; Or as the induction sense worm agent of plant, plant is become and lure worm plant, thereby reach safety, the effective object of Control pests.
Accompanying drawing explanation
Fig. 1 is that I-19 processes the impact effect figure to the female imago feeding of brown planthopper and oviposition selectivity;
Fig. 2 is that I-7 processes the impact effect figure to the female imago feeding of brown planthopper and oviposition selectivity.
Embodiment
The present invention relates to a kind of method that excites plant inducer to lead resistance to insects or susceptibility, it comprise by containing of effective quantity fragrant oxycarboxylic acid and the formulation application of derivative in plant corpus, after plant corpus absorbs, excite in vivo plant inducer to lead resistance to insects or susceptibility, thereby improve plant to the resistance of various pests or susceptibility.
The present invention also provides the application on control pest as the worm agent of plant inducer adpedance or the agent of sense worm of a kind of above-mentioned fragrant oxycarboxylic acid and derivative thereof.
Fragrant oxycarboxylic acid of the present invention and derivative thereof have following structure:
Wherein, R
1oH, MeO, EtO, n-PrO, i-PrO, n-BuO, CH
3(CH
2)
6cH (CH
3) O, EtS, NH
2, NHEt, NEt
2, N (Pr-n)
2, NHPh, NHCH
2ph or NHPhX (X=2-Cl, 3-Cl, 4-Cl, 2-Br, 3-Br, 4-Br); R
2the straight chain that contains 1～4 carbon atom or the carbochain that contains side chain; R
3hydrogen atom, halogen atom, trifluoromethyl, amino, NO
2, MeCO, EtCO, (CH
3)
3cCO, NHCOMe, MeO, EtO, i-PrO, n-PrO, n-BuO, t-BuO, having the branched alkyl group of 1～4 carbon atom or have the straight chained alkyl group of 1～4 carbon atom, can be monosubstituted or polysubstituted; X is carbon atom or nitrogen-atoms; R
4oH or NHPh, NEt
2, N (Pr-n)
2; R
5oH or NHPh, NEt
2, N (Pr-n)
2.
The present invention, by MOLECULE DESIGN, changes R in said structure formula (1), (2), (3)
1, R
2, R
3, R
4, R
5group and mutually combining, has synthesized a series of compounds, and has led resistance to insects evaluation of measuring through plant inducer, has wherein filtered out a collection of compound with greater activity, sums up and lists in table 1 and table 2.
Table 1
Table 2
Can there is bioactive formulation application in root, stem stalk and the blade position of plant by of the present invention.In use, said composition can be applied to plant corpus surface, until that the leaf of plant partly becomes is wet, become wet completely or drip from blade.To the processing of plant corpus, also can add plant corpus grow required nutrient solution or water system by thering is bioactive composition, can be by day or any time in evening use, all can produce good resistance to insects, preferentially for plant growth active period.Be noted that and within 1 to 2 hours before raining or snowing, use, in order to avoid affect drug effect.Use medicament after a period of time, if find, induction resistance to insects or susceptibility weaken (as number of pest is gone up), can use said preparation again to strengthen resistance or susceptibility.
In plant corpus, the induction resistance to insects of activated plant or susceptibility need the bioactive ingredients of " effective quantity ", this quantity can change within a large range, and this depends on many factors, comprises kind and the vegetative stage thereof of plant, the planting density of plant, weather conditions etc.Generally speaking, induction resistance to insects or the susceptibility that the active component of 0.1～20g can activated plant used on every mu of ground.After optimization, the active component that 0.05～10g is approximately used on every mu of ground comes activation-inducing resistance to insects or susceptibility.
With of the present invention, have that plant inducer that bioactive preparation excites is led resistance to insects or susceptibility is effective to field various pests, as produced direct resistance to lepidopterous larvae, can produce susceptibility to Semiptera insect, can discharge the natural enemy that volatile matter attracts these insects by inducing plant simultaneously and produce indirect resistance.
By following embodiment, compound of the present invention and synthetic method are made to more step specific descriptions, can further understand the present invention.But should declare, these embodiment are only not used in the restriction scope of the invention for the present invention is described.
Embodiment 1: external application virtue oxycarboxylic acid and derivative thereof are processed and can be discharged by inducing paddy rice volatile matter
In the present embodiment, the fragrant oxycarboxylic acid derivative adopting is I-28 (table 1).Indoorly measured respectively that contrast, I-28 are processed, brown planthopper is caused harm and brown planthopper is caused harm adds the Rice Volatiles that I-28 processes.I-28 concentration is 2mg/L, and processing method is to add I-28 in rice nutrition liquid, to final concentration be 2mg/L.I-28 processed after 2 days, trapping Rice Volatiles.The trapping of volatile matter and authentication method are with reference to Lou Y, Ma B, Cheng J (2005) Attraction of the parasitoid Anagrus nilaparvatae Pang et Wang to rice volatiles induced by the rice brown planthopper Nilaparvata lugens
journal of Chemical Ecology, 31:2359-2374.Result show external source use I-28 process can inducing paddy rice volatile matter release: the total amount of volatile matter is 1.39 times of adjoining tree; In addition, the volatile matter that also causes brown planthopper to take food induction after I-28 processes obviously rises, and paddy rice is after I-28 and BPH co-treatment, and the volatile matter discharging is for utilizing separately BPH to process to discharge 1.26 times of volatile matter.
Embodiment 2: external application virtue oxycarboxylic acid and derivative thereof can improve plant jasmonate acid and ethylene contents
In background of invention, mention, the signaling molecule in plant corpus, as jasmonic and ethene play a part actively in induction of resistance, can promote the generation of plant defense material.In the present embodiment, the fragrant oxycarboxylic acid derivative adopting is I-28 (table 1).Concentration used is 2mg/L, and processing method is with embodiment 1.Result shows, I-28 processes the content that can significantly induce endogenous JA after 24 hours, has increased compared with the control 46.7%; Meanwhile, after I-28 processes, also increase the jasmonic content that striped rice borer takes food induction, what than independent striped rice borer, take food induction significantly improves 33.7%.After I-28 processes, ethylene contents significantly raises.I-28 processed after 12,24,48 hours, and the content of the ethene that paddy rice discharges is 1.64,2.12,2.57 times of contrast.
Embodiment 3: external application virtue oxycarboxylic acid and derivative induced paddy rice thereof are to striped rice borer resistance
In the present embodiment, the fragrant oxycarboxylic acid adopting and derivative thereof are I-28 (tables 1).What in embodiment, adopt is 2mg/L to I-28 concentration, and processing method is with embodiment 1.With nutrient solution in contrast.Every strain process or one of untreated Culm of Rice access is in the same size and weigh two age Chilo spp larvae, after 10 days, strip out, again weigh, repeat 60 times.Trypsin inhibitor (TrypPIs) is the synthetic a kind of important pest-resistant material of plant corpus.The impact that I-28 processes after 3 days TrypPIs content in plant corpus and SSB taken food to the TrypPIs of rear generation has also been measured in experiment.Assay method refers to Zhou G, Qi J, Ren N, Cheng J, Erb M, Mao B, Lou Y (2009) Silencing OsHI-LOX makes rice more susceptible to chewing herbivores, but enhances resistance to a phloem feeder.Plant Journal, 60:638-648.
Result shows, after utilizing I-28 to process, growing of striped rice borer has been subject to obvious inhibition, and striped rice borer second instar larvae took food after 10 days, raise in I-28 and process Chilo spp larvae body weight on rice seedlings significantly lower than contrast, and be 70.8% on contrast seedling.Pest-resistant material TrypPIs contents level is significantly increased in paddy rice body, and the TrypPI content of I-28 induction is similar with the level of striped rice borer induction, is 3.13 times of contrasting.I-28 processes the TrypPIs content equally also improved striped rice borer induction, is 1.39 times of the independent striped rice borer TrypPIs content that takes food induction.These result proofs are used I-28 and can be improved TrypPIs content in paddy rice body, thereby striped rice borer is produced to resistance.
Embodiment 4: external application virtue oxycarboxylic acid and derivative thereof can improve the indirect resistance of paddy rice to brown planthopper
In the present embodiment, the fragrant oxycarboxylic acid adopting is I-28 (table 1), in indoor and field test I-28 process after the indirect resistance of paddy rice to brown planthopper.The I-28 concentration that laboratory experiment adopts is 5mg/L, processing mode is with embodiment 1, the behavior of rice lice tassel chalcid fly selects test to be divided into two groups, (strain of contrast rice) Vs (I-28 processes rice strain), (strain of brown planthopper harm rice) Vs (I-28 of brown planthopper harm processes rice strain).Wherein contrast rice strain and be left intact, it is that I-28 processes paddy rice 2 days that I-28 processes rice strain, and the strain of brown planthopper harm rice is that brown planthopper is processed 2 days, and it is I-28 and brown planthopper co-treatment 2 days that the I-28 of brown planthopper harm processes rice strain.Rice lice tassel chalcid fly selectivity experimental implementation concrete steps refer to Lou Y, Ma B, Cheng J (2005) Attraction of the parasitoid Anagrus nilaparvatae Pang et Wang to rice volatiles induced by the rice brown planthopper Nilaparvata lugens
journal of Chemical Ecology, 31:2359-2374.Result shows, the quantity of the rice lice tassel small peak of the volatile matter that the rice strain that selection contrast rice strain and I-28 process discharges is respectively 15 and 33, the quantity of the rice lice tassel small peak of the volatile matter that the I-28 processing rice strain of selecting brown planthopper to endanger rice strain and brown planthopper harm discharges is respectively 13 and 36, visible, the Natural Enemies rice lice tassel chalcid fly more options of brown planthopper are used the smell that I-28 paddy rice discharges.
Embodiment 5: external application virtue oxycarboxylic acid and derivative thereof improve the susceptibility to brown planthopper
In the present embodiment, the fragrant oxycarboxylic acid adopting and derivative thereof are I-19 and I-7 (table 1), and concentration is 5mg/L, and processing method is with embodiment 1.Rice seedlings after untreated and I-19 or I-7 processing 24h is separated to 1cm and be placed in cylindricality glass infuser, put into the female adult of 15/bosom ovum brown planthopper in the middle of two seedlings, glass infuser top utilizes sponge to seal simultaneously, prevents brown planthopper escape.After brown planthopper access 1,2,4,8,24,48h, observe and record on two young plants borer population.After processing 72h, shift out all brown planthoppers, under anatomical lens, check and add up brown planthopper egg laying amount on seedling.Test repeats 6-8 time.
From the result of Fig. 1-2, can find out, the female adult of brown planthopper (BPH) prefers on paddy rice, take food and lay eggs after I-19 or I-7 processing, and its egg laying amount on I-19 and I-7 processing paddy rice is respectively 1.32 times and 1.94 times in untreated rice strain.Show that external application virtue oxycarboxylic acid and derivative thereof have improved the susceptibility of paddy rice to brown planthopper.
Claims (1)
1. fragrant oxycarboxylic acid and derivative thereof the application in controlling crop pest, is characterized in that, this application is specially: on the plant corpus on every mu of ground, use 0.05 ~ 10g virtue oxycarboxylic acid and derivative thereof, trigger plant to the resistance of crop pest or susceptibility;
The structural formula of described fragrant oxycarboxylic acid and derivative thereof is as follows:
，
Wherein, X is CH, R
1oH, R
2cH
2, R
32-Bu-
t, 2-Br or 2-Cl-4-Cl;
Described crop pest be two age striped rice borer or brown planthopper;
Described plant corpus is paddy rice, barley and the wheat of gramineous crop, Cruciferae, solanaceous crops or tealeaves;
Described resistance or susceptibility were excited before by described pest damage;
When described resistance or susceptibility continue to plant results.
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| CN101679377A (en) * | 2007-04-12 | 2010-03-24 | 住友化学株式会社 | Heterocyclic hydrazide compound and pesticidal use of the same |
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| CN101679377A (en) * | 2007-04-12 | 2010-03-24 | 住友化学株式会社 | Heterocyclic hydrazide compound and pesticidal use of the same |
Non-Patent Citations (6)
| Title |
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| aring * |
| In Lee S. ET AL.Soybean Kunitz trypsin inhibitor (SKTI) confers resistance to the brown planthopper (Nilaparvata lugens St& * |
| In Lee S. ET AL.Soybean Kunitz trypsin inhibitor (SKTI) confers resistance to the brown planthopper (Nilaparvata lugens Stå |
| l) in transgenic rice.《Molecular Breeding》.1992,第5卷(第4期),1-9. * |
| 张永强等.昆虫热休克蛋白的研究概况.《昆虫知识》.2004,第40卷(第1期),16-18. |
| 昆虫热休克蛋白的研究概况;张永强等;《昆虫知识》;20040131;第40卷(第1期);16-18 * |
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