CN102342276A - 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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- CN102342276A CN102342276A CN2011101987835A CN201110198783A CN102342276A CN 102342276 A CN102342276 A CN 102342276A CN 2011101987835 A CN2011101987835 A CN 2011101987835A CN 201110198783 A CN201110198783 A CN 201110198783A CN 102342276 A CN102342276 A CN 102342276A
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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 resistance to insects of the preparation inducing plant through containing fragrant oxycarboxylic acid and derivative thereof or the method for susceptibility.
Background technology
Along with the increase of global population and the minimizing of arable area, people are more and more higher to the requirement of grain per unit area yield.The grain loss that insect pest causes accounts for the 10-30% of gross yield, and heavy famine year, then 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 paddy rice primary pest, and its larva pierces leaf sheath inside causes harm, and changes the stem stalk subsequently over to, causes 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 serious harm.Other crop pests are huge especially like the loss that some Lepidopteras, Semiptera insect are produced.
As one of effective method of control pest, agricultural chemicals be always high-quality, safety, highly efficient and productive agricultural production indispensable.But owing in pest management, exceedingly used poisonous even high-toxic pesticide for a long time, and used kind single, therefore caused sick Chinese caterpillar fungus pesticide resistance to strengthen, increase again seriously rampant.The vicious circle that brings has therefrom caused serious threat to crops safety in production, ecotope, human health, the export trade etc.Therefore, efficient, safe, the green agricultural chemicals of development has become pressing for of control pest harm.
With the long-term evolution process of plant-feed insect in, plant has formed composing type and two kinds of defense mechanisms of induction type.The composing type defence is meant that plant passes through originally just obstruction insect's food-takings such as the inherent characteristic of existence such as plant epidermal hair; When induction type defence is meant the plant-feed insect feeding plant, cause the variation of plant defense related gene or characteristic, what these variations cannot not cause suitablely plant-feed insect further gets food.The induction of resistance of plant is similar to immune response, is only running into external factor, as damage, plant eater get food and the infecting of pathogen the time just be able to performance, have the on-off effect.Importantly, this resistance to insects of inducing has the wide spectrum pest-resistant characteristics, and is effective to various pests.But opposite situation is also arranged sometimes, possibly cause plant responsive more behind promptly a kind of pest damage, the susceptibility of promptly inducing another kind of insect.Integrated application INDUCED PLANT RESISTANCE TO PHYTOPHAGOUS INSECTS and susceptibility can effectively be regulated and control the distribution of pest population density in zones of different, thereby alleviate pest damage.
The induced defence of plant is divided into direct defence and defence indirectly.Directly defence is that the defensive substance that plant produces directly acts on plant-feed insect, causes its death perhaps to hinder it and grows, and it mainly defends the basis is the decline of nutritional quality in the plant corpus and the generation of secondary metabolites.Directly defence comprises that the restriction plant-feed insect obtains more nutrition from plant corpus; Cut off as far as possible or influence the plant-feed insect food source and reduce the nutritional quality of food as much as possible, vegetable protein or compound are ingested and can destroy the picked-up of normal digestion of insect and the nutrition of absorption system upset insect in the insect bodies on the other hand.Plant mainly carries out direct defense reaction through producing Buchner's bodies (like protease inhibitors, amino acid degradation enzyme, PR albumen, chitinase, agglutinin etc.) and two aspects of poisonous secondary metabolites (like alkaloid, flavonoids, lignin, tannin).Plant can also attract a day hostile insect to carry out parasitism or predation through dispense volatiles, and this defense mechanism is called indirect defense reaction.The indirect defence of plant relates to the complex relationship between plant-insect-natural enemy three.Many plants can the releases volatile material after by insect's food-taking attract the natural enemy of plant-feed insect, make natural enemy accurately find host or prey rapidly, thus the population quantity of control plant-feed insect.
Research through to plant induction of resistance molecule mechanism shows; The induction of resistance of plant originates in plant to coming from the identification of disease worm exciton (elicitor); Through multiple signal pathway in the activated plant body; Like signal transduction pathways such as jasmonic, salicylic acid, ethene, MAPK; Finally cause plant to produce the 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 the plant corpus play important effect like jasmonic, salicylic acid, ethene etc.Through synthetic and application these naturally little molecule and analogs thereof, in the control of plant disease, brought into play important function.But in the plant insect control, also study seldom at present, more on producing, do not use.That research is many at present is jasmonic, methyl jasmonate and analog Coronalon thereof.These discover that exogenous application JA, MeJA or Coronalon can produce materials such as protease inhibitors, nicotine, polyphenol oxidase by inducing plant, insect is had a negative impact, and can the inducing plant dispense volatiles attract natural enemy.
Summary of the invention
The objective of the invention is to deficiency, the application in the control crop pest of a kind of fragrant oxycarboxylic acid and derivative thereof is provided to prior art.
The objective of the invention is to realize through following technical scheme:
The application in the control 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, the Semiptera insect is produced systematic susceptibility, improve the indirect resistance of plant simultaneously again two class pests.
Further, the structural formula of said fragrant oxycarboxylic acid and derivative thereof is as follows:
Wherein, R
1Be OH, 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
2It is the carbochain that contains the straight chain of 1～4 carbon atom or contain side chain; R
3Be hydrogen 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 single replace or polysubstituted; X is carbon atom or nitrogen-atoms; R
4Be OH or NHPh, NEt
2, N (Pr-n)
2R
5Be OH or NHPh, NEt
2, N (Pr-n)
2
Further, said plant corpus can be paddy rice, barley and wheat, Cruciferae, solanaceous crops or the tealeaves of gramineous crop.
Further, said resistance to insects or the susceptibility of inducing is being excited by before the said pest damage.
Further, said resistance to insects or the susceptibility of inducing may persist to plant when results.
The invention has the beneficial effects as follows, fragrant oxycarboxylic acid provided by the invention and derivative thereof can activated plant to the resistance to insects of some insects, improve the susceptibility of plant simultaneously to some insects.A situation arises according to the planted in different ecological areas insect, and the present invention can be used as pest-resistant dose of inducing of plant, makes plant produce resistance to insects; Or as plant induce sense worm agent, plant is become lures the worm plant, thereby reach safety, the effective purpose of Pest Control.
Description of drawings
Fig. 1 is that I-19 handles the impact effect figure that the brown planthopper female adult worm is got food and oviposition selectivity;
Fig. 2 is that I-7 handles the impact effect figure that the brown planthopper female adult worm is got food 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 comprises with containing of effective quantity fragrant oxycarboxylic acid and the preparation of derivative be applied to plant corpus; After plant corpus absorbs, excite plant inducer to lead resistance to insects or susceptibility in vivo, thereby improve resistance or the susceptibility of plant various pests.
The present invention also provides a kind of above-mentioned fragrant oxycarboxylic acid and derivative thereof as worm agent of plant inducer adpedance or the application of sense worm agent on the control pest.
Fragrant oxycarboxylic acid of the present invention and derivative thereof have following structure:
Wherein, R
1Be OH, 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
2It is the carbochain that contains the straight chain of 1～4 carbon atom or contain side chain; R
3Be hydrogen 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 single replace or polysubstituted; X is carbon atom or nitrogen-atoms; R
4Be OH or NHPh, NEt
2, N (Pr-n)
2R
5Be OH or NHPh, NEt
2, N (Pr-n)
2
The present invention changes R in said structure formula (1), (2), (3) through MOLECULE DESIGN
1, R
2, R
3, R
4, R
5Group and making up has each other synthesized a series of compounds, and has led the 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 the table 2.
Table 1
Table 2
The preparation of biologically active according to the invention can be applied to plant roots, stem stalk and blade position.In use, said composition can be applied to the plant corpus surface, partly become wet, become wet fully or drip from blade up to the leaf of plant.Processing to plant corpus also can add the composition of biologically active required nutrient solution or the water system of plant corpus growth, and the perhaps any time in evening use by day all can produce good resistance to insects, preferentially is used for the plant growing active period.Being noted that should be raining or snow use in 1 to 2 hours before, in order to avoid influence drug effect.Use medicament after a period of time,, can use said preparation once more to strengthen resistance or susceptibility if find to induce resistance to insects or susceptibility to weaken (ging up) like number of pest.
The induce resistance to insects or the susceptibility of activated plant needs the bioactive ingredients of " effectively quantity " in plant corpus; 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 or the like.Generally speaking, every mu of ground uses that the active component of 0.1～20g can activated plant induces resistance to insects or susceptibility.After the optimization, the active component that 0.05～10g is approximately used on every mu of ground comes activation-inducing resistance to insects or susceptibility.
Lead resistance to insects or susceptibility is effective to the field various pests with the plant inducer that preparation excited of biologically active according to the invention; As producing direct resistance to lepidopterous larvae, can producing susceptibility, can attract the natural enemy of these insects to produce indirect resistance through the inducing plant dispense volatiles simultaneously to the Semiptera insect.
Through following embodiment, compound of the present invention and synthesis method are made more step specific descriptions, can further understand the present invention.But should declare, these embodiment only are used to the present invention is described and are not used in the restriction scope of the invention.
Embodiment 1: but external application virtue oxycarboxylic acid and derivative thereof are handled the release of inducing paddy rice volatile matter
In the present embodiment, the fragrant oxycarboxylic acid derivative that is adopted is I-28 (table 1).Indoorly measured respectively that contrast, I-28 are handled, brown planthopper is caused harm and brown planthopper is caused harm adds the paddy rice volatile matter that I-28 handles.I-28 concentration is 2mg/L, and processing method is in rice nutrition liquid, to add I-28, to final concentration be 2mg/L.I-28 handled after 2 days, captured the paddy rice volatile matter.Volatiles trapping and identification methods, 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.The result show external source use I-28 handle can the inducing paddy rice volatile matter release: the total amount of volatile matter is 1.39 times of adjoining tree; In addition, also cause brown planthopper to get the volatile matter that food induces after I-28 handles and obviously rise, paddy rice through I-28 and BPH are common handle after, the volatile matter that is discharged is for utilizing 1.26 times of BPH processing dispense volatiles separately.
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 the plant corpus plays a part actively in induction of resistance like jasmonic and ethene, can promote the generation of plant defense material.In the present embodiment, the fragrant oxycarboxylic acid derivative that is adopted is I-28 (table 1).Used concentration is 2mg/L, and processing method is with embodiment 1.The result shows that I-28 handles the content that can significantly induce endogenous JA after 24 hours, and comparing with contrast has increased by 46.7%; Simultaneously, also increase striped rice borer after I-28 handles and get the jasmonic content that food is induced, significantly improve 33.7% than what independent striped rice borer got that food induces.After I-28 handled, ethylene contents significantly raise.I-28 handled 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 the striped rice borer resistance
In the present embodiment, fragrant oxycarboxylic acid that is adopted and derivative thereof are I-28 (tables 1).What adopted among the embodiment is 2mg/L to I-28 concentration, and processing method is with embodiment 1.With nutrient solution as contrast.Every strain handle or untreated rice stem stalk insert size consistent and weigh two age Chilo spp larvae, strip out after 10 days, weigh once more, repeat 60 times.Trypsin inhibitor (TrypPIs) is the synthetic a kind of important pest-resistant material of plant corpus.The influence that experiment has been measured also that I-28 handles after 3 days TrypPIs content in the plant corpus and SSB got the TrypPIs that the food back produces.Assay method sees Zhou G for details; 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.
The result shows, utilize I-28 to handle after, growing of striped rice borer received obvious suppression, the striped rice borer second instar larvae was got food after 10 days, raised the Chilo spp larvae body weight of handling on the paddy rice seedling in I-28 and significantly was lower than contrast, was 70.8% on the contrast seedling.Pest-resistant material TrypPIs contents level is significantly increased in the paddy rice body, and the level that TrypPI content that I-28 induces and striped rice borer are induced is similar, for the contrast 3.13 times.I-28 handles and equally also to have improved the TrypPIs content that striped rice borer is induced, and is 1.39 times that independent striped rice borer is got TrypPIs content that food induces.These result's proofs are used I-28 and can be improved TrypPIs content in the paddy rice body, thereby striped rice borer is produced 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 that is adopted is I-28 (table 1), in indoor and field test I-28 handle the indirect resistance of back paddy rice to brown planthopper.The I-28 concentration that laboratory experiment adopted is 5mg/L, and processing mode is with embodiment 1, and the behavior of rice lice tassel chalcid fly selects test to be divided into two groups, (strain of contrast rice) Vs (I-28 handles the rice strain), (strain of brown planthopper harm rice) Vs (I-28 of brown planthopper harm handles the rice strain).Wherein contrast the rice strain and be left intact, it is that I-28 handled paddy rice 2 days that I-28 handles the rice strain, and it is that brown planthopper was handled 2 days that brown planthopper endangers the rice strain, and it is the common processing of I-28 and brown planthopper 2 days that the I-28 of brown planthopper harm handles the rice strain.Rice selective Anagrus concrete steps detailed experimental operation 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.The result shows; The quantity of the rice lice tassel small peak of the volatile matter that the rice strain of selecting contrast rice strain and I-28 to handle 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 harm rice strain and brown planthopper to endanger discharges is respectively 13 and 36; It is thus clear that the main natural enemy rice lice tassel chalcid fly more options of brown planthopper are used the smell that the I-28 paddy rice is discharged.
Embodiment 5: external application virtue oxycarboxylic acid and derivative thereof improve the susceptibility to brown planthopper
In the present embodiment, fragrant oxycarboxylic acid that is adopted and derivative thereof are I-19 and I-7 (table 1), and concentration is 5mg/L, and processing method is with embodiment 1.Handle paddy rice seedling behind the 24h with being untreated with I-19 or I-7 and separate 1cm and be placed in the cylindricality glass infuser, in the middle of two seedlings, put into 15/bosom ovum brown planthopper female adult worm, glass infuser top utilizes sponge to seal simultaneously, prevents the brown planthopper escape.Insert 1,2,4,8,24 in brown planthopper, observe behind the 48h and write down on two young plants borer population.Shift out all brown planthoppers after handling 72h, brown planthopper egg laying amount on inspection and the statistics seedling under anatomical lens.Test repetition 6-8 time.
Can find out that from the result of Fig. 1-2 brown planthopper (BPH) female adult worm is preferred handling at I-19 or I-7 and got food on the paddy rice of back and lay eggs, it is respectively in the rice strain 1.32 times and 1.94 times of being untreated at I-19 and egg laying amount on the I-7 processing paddy rice.Show that external application virtue oxycarboxylic acid and derivative thereof have improved the susceptibility of paddy rice to brown planthopper.
Claims (5)
1. fragrant oxycarboxylic acid and derivative thereof the application in the control crop pest; It is characterized in that; This application is specially: fragrant oxycarboxylic acid and derivative thereof are applied to plant corpus; Trigger plant lepidoptera pest is produced systematic direct resistance, the Semiptera insect is produced systematic susceptibility, improve the indirect resistance of plant simultaneously again two class pests.
2. the application in the control crop pest of fragrant according to claim 1 oxycarboxylic acid and derivative thereof is characterized in that the structural formula of said fragrant oxycarboxylic acid and derivative thereof is as follows:
Wherein, R
1Be OH, 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
2It is the carbochain that contains the straight chain of 1～4 carbon atom or contain side chain; R
3Be hydrogen 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 single replace or polysubstituted; X is carbon atom or nitrogen-atoms; R
4Be OH or NHPh, NEt
2, N (Pr-
n)
2R
5Be OH or NHPh, NEt
2, N (Pr-
n)
2
3. the application in the control crop pest of fragrant according to claim 1 oxycarboxylic acid and derivative thereof is characterized in that said plant corpus can be paddy rice, barley and wheat, Cruciferae, solanaceous crops or the tealeaves of gramineous crop.
4. the application in the control crop pest of fragrant according to claim 1 oxycarboxylic acid and derivative thereof is characterized in that, said resistance to insects or the susceptibility of inducing is being excited by before the said pest damage.
5. fragrant according to claim 1 oxycarboxylic acid and derivative thereof is characterized in that in the application of control in the crop pest, and be said when inducing resistance to insects or susceptibility to may persist to the plant results.
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| CN105145572A (en) * | 2015-09-23 | 2015-12-16 | 浙江大学 | Method for stimulating rice induced insect resistance |
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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 |
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| 《Molecular Breeding》 19920201 In Lee S. ET AL Soybean Kunitz trypsin inhibitor (SKTI) confers resistance to the brown planthopper (Nilaparvata lugens St�l) in transgenic rice 1-9 第5卷, 第4期 * |
| 《昆虫知识》 20040131 张永强等 昆虫热休克蛋白的研究概况 16-18 第40卷, 第1期 * |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105145572A (en) * | 2015-09-23 | 2015-12-16 | 浙江大学 | Method for stimulating rice induced insect resistance |
| WO2017050131A1 (en) * | 2015-09-23 | 2017-03-30 | 浙江大学 | Method for stimulating rice induced insect resistance |
| CN105145572B (en) * | 2015-09-23 | 2017-06-30 | 浙江大学 | A kind of method for exciting paddy rice Induced insect resistance |
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