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CN1089774A - With the polyphenol is the Pesticidal combination of key component - Google Patents

With the polyphenol is the Pesticidal combination of key component Download PDF

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Publication number
CN1089774A
CN1089774A CN 93119889 CN93119889A CN1089774A CN 1089774 A CN1089774 A CN 1089774A CN 93119889 CN93119889 CN 93119889 CN 93119889 A CN93119889 A CN 93119889A CN 1089774 A CN1089774 A CN 1089774A
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polyphenol
insect
hydrogen atom
terpenes
naringin
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C·雷诺特-罗杰
A·曼纳沙
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Arkema France SA
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Elf Atochem SA
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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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • 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
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/14Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
    • A01N43/16Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Pesticidal combination contains a kind of insect killing substance except that polyphenol, it is characterized in that it contains polyphenol.

Description

With the polyphenol is the Pesticidal combination of key component
The present invention relates to Pesticidal combination.
People have known that some polyphenol has the effect of desinsection, yet, found to contain the Pesticidal combination of the another kind of insect killing substance that is not polyphenol now, when said composition has added polyphenol active high a lot (more effective).
In fact people also find: polyphenol not only has the insecticidal activity of delay or long-acting type, insect knocked down or makes the effect that it can't active type but also have, a kind of effect of attraction is especially arranged, therefore contain the another kind of insect killing substance that is not polyphenol and the composition of polyphenol simultaneously and have drug synergism, polyphenol attracts insect, and makes them can't be movable near the another kind of insecticide of snap action.Sucking action can be sheltered the repulsive interaction of other insect killing substance.Increase active the reaching of a kind of anti-nutrition (antinutrionnell) for this direct insecticidal activity (adult toxicity) and suppress regeneration by the reduction breeding, the ovicide that restriction reproduction that Here it is is upgraded and the effect of larva agent for killing, wandering and improve control in order to reduce insect to them, these effects are combined.
As polyphenol, utilize polyphenol more favourable with following chemical formula:
Figure 931198895_IMG3
In the formula: R 1, R 2And R 3Being identical or different, can be hydrogen atom, hydroxyl or lower alkoxy, R 1, R 2And R 3In at least two be not hydrogen atom,
R 4Be hydrogen atom, R 5Be hydrogen atom, hydroxyl, alkoxyl or glucoside or R 4And R 5Carrying additional valence link of formation between their carbon atom together,
R 6Be hydrogen atom,
R 7Be hydroxyl, low alkyl group or phenyl, may by low alkyl group, lower alkoxy or hydroxyl list-, two-or three-as to replace,
R 6And R 7Together by oxygen atom with carry R 4Carbon atom couple together and constitute two valency bases with following chemical formula
For rudimentary alkyl or alkoxyl, be interpreted as having 1-6 carbon atom, be preferably the straight or branched group of 1-4 carbon atom.
In these polyphenol, especially can enumerate catechuic acid, flavanones, flavones, flavanonol (flavanonols), flavonols, and the flavonoids of other monomer or dimerization or poly association.Especially other phenol acid, catechuic acid, quercetin, road fourth, the naringin that can enumerate caffeic acid, forulic acid, gallate and derive by cinnamic acid or benzoic acid.Road fourth, caffeic acid and naringin are very attractive, and the proper motion function of insect is caused very strong inhibitory action, and Here it is, and why they are particularly preferred reasons.
The sucking action of phenol is that phenol has increased the consumption of insect to the toxicity mixture, can reduce the valid density of every kind of Pesticidal compound simultaneously.
These polyphenol are natural materials of the plant resource seen in daily food, and these materials are effective doses and be nontoxic and biodegradable to mammal to insect in accordance with regulations.Thereby polyphenol can also be biodegradable and nontoxic with other, and preferably natural insect killing substance constitutes the Pesticidal combination that does not destroy environment.Therefore according to the preferred implementation of the present composition, the insect killing substance except that polyphenol is a terpenes.Terpenes is aliphatic cycloalkane, and the available chemical formula that is obtained by the prenyl connection of its composition is expressed.Can utilize to have 2 the C of 6-dimethyl-octa alkyl structure 10H 16Acyclic terpene hydrocarbon and C 10H 16Real terpene hydrocarbon and C 15H 24Sequiterpene alkene.Preferred especially monocycle terpenes and bicyclic terpene.In these terpenes, can enumerate Alkane, limonene, cymene, terpinene, eugenol, pinane terpene, sabinene, carene.Terpenes can have alcohol functional group, as linalool, menthol, terpineol, ketone, and as menthones, carvol,
Figure 931198895_IMG6
Ketone, camphor, aldehyde functional group are as safranal, Mang geranial, cynamaldehyde, cumal or phenol functional group, as the phenol functional group of Thymol, carvacrol, possibility methoxylation, as anethole, eugenol, chavicol methyl ether, borneol.Preferred especially eugenol, terpineol and carvacrol and (on low degree) Thymol, linalool, anethole, arminaldehyde(A Ming aldehyde), cynamaldehyde, cymene.
Yet a kind of insect killing substance and polyphenol of classics can also be combined, as fatty acid and the acid of deriving, these are to give the carboxylic acid that they have the sufficiently long aliphatic chain of oil-wet behavior, and this chain generally is made of 10-20 carbon atom, and are saturated or single or multiple undersaturated.Fatty acid can be with free form, become salt form to use, and cation can be alkali metal or alkaline earth metal, or esterified form uses, and generally is the ester of aliphatic alcohol, or the form of glyceride as one, two or glyceryl ester use.Can also make the combination of pyrethroid, organic phosphorus compound or organochlorine compound and polyphenol as insect killing substance.Preferably, be that polyphenol and terpenes are coupled to another kind of insecticide.
Be that the insect killing substance except that polyphenol (or multiple) is 1/1000 to 1/10 with the weight ratio of polyphenol best.Mix these components and obtain its composition.
Pesticidal combination of the present invention can not only be killed said narrow sense insect, but also more generally relates to metazoan subphylum field, especially Arthropoda, it wherein is representative with the arachnids, as Tetranycus urticae, suede mite section, Acarina.But preferentially at guiding principle (classe-citle) is an Insecta, is representative (according to the BALACHOWSKY classification) with 1962 Blattidaes wherein, especially:
-Blatella, the B. Groton bug, the little Lian in B. east (blattaria) plants,
-ellipse Lian belongs to F.lapponicus(forest blattaria) plant, Hymenoptera, particularly
-* Formicidae (ant)
-ant belongs to, C.femoratus, C.lignaperda kind (Camponotus)
-ant (Formica) belongs to, F.polyctena(police ant), the brown woods ant of F. mercerising
* Myrcidae section
-Myrmica belongs to, M.rubra kind (Formica rufa)
-Hei ant belongs to, M. little red ant kind (little red ant)
But often:
* diptera has following section:
-Drosophilidae, Drosophila (for example: the D.melanogaster kind, fruit bat, D.auraria),
-Nuscidae, Musca, M.domestica kind (housefly)
-Tephritidae, Ceratitis spp belongs to, C.Capitata kind (the Mediterranean fly of fruits and vegetables)
-Dulicidae, Culex, C. northern house (mosquito) or other mosquito for example: the Aedes aegypti Vecteurs of yellow fever
* coleoptera, Polyphaga has following Superfamily:
-Cucujoidea, Coccinellidae wherein, the epilachna subfamily, (the food plant larva of fruits and vegetables), and E.chrysomelina, E.Varivestis, the E.Similis kind,
-Mordellidae, narrow mordellid belongs to, M.parvula(reindeer moss saboteur, hemp),
-TRenebrionidae
-Tribolium, red flour beetle kind, T. confused flour beetle (wheat, barley class flour and seed saboteur)
-mealworm belongs to, T. yellow mealworm, T. flour beetle F kind (near flour)
-Bostrichoidea, Bostrichidae wherein
(the stupid genus of paddy, R. paddy stupid (the long palpus of grain (Capucin))
-Scarabaeoidea, Scarabaeidae for example, beautiful golden postscript subfamily, the beautiful postscript of Japanese arc belongs to (the Japanese melolonthid),
-Phytophagoidea Superfamily, wherein:
-Bruchidae,
The bean weevil subfamily,
* acanthoscelides obtectus belongs to, A. acanthoscelides obtectus kind (Kidney bean bean weevil)
* bean weevil belongs to, and French beans resemble kind of (a lentil bean weevil),
* knurl back of the body bean weevil belongs to, C. Callosobruchus maculatus kind (four spot bean weevils) C. adzuki bean weevil (Chinese bean weevil),
The Amblycerinae subfamily
* bean weevil belongs to, Z.fasciatus kind (vegetables bean weevil),
-Chrysomelidae
Chrysomelid subfamily, colorado potato beetle belongs to, L. colorado potato beetle kind (colorado potato beetle of potato),
-Culculionidae (famille Curculonidae),
The Tanymecinae subfamily, cilium resembles genus, T. bothynoderus punctiventris kind (polyphagy curculionid)
-weevil subfamily,
Tribu Trichiini seed resembles genus, and 5 seeds of T. resemble kind of (a pulse family trichie), T.Fasciatus,
Tribu des Calandini, grain weevil belongs to, S. grain weevil kind, the S. rice weevil, S. corn weevil (wheat, the curculionid of rice and corn),
The Lepidopteres order:
Reins wing suborder
-Heterocera group (sous-division)
Its Superfamily of * *: snout moth's larva pretty young woman Superfamily, for example:
Pyralidae
-Pyraustinae
Ostrinia spp
Kind: Hb corn borer (corn snout moth)
Net wild snout moth's larva and belong to, the wild snout moth's larva kind (beet snout moth) of L. beet net
The wild snout moth's larva of thin wing belongs to (wild cabbage snout moth)
Galleriinae
Meal moth belongs to
E. Cadra cautella, E. Anagasta kuehniella kind (snout moth of dry fruit and flour)
-(noctuid) Superfamily is for example:
Noctuidae
Trifides group
-assorted noctuid subspecies
-moth stem Noctua
Nonagrioides Lef. is eaten into stem noctuid kind (Helotropha leucostigmalavis)
-Spodoptera
Kind: Spodoptera litura Fab.
Sea spodoptera (saboteur of fruits and vegetables)
Day noctuid subfamily
-Helicoverpa(or Heliothis)
The real noctuid Hb. of paddy kind
Noctuoidea: for example:
Gelichiidae section, wherein
-gelechiid belongs to
Gelechiid OL. kind (cereal plume moth).
Say that preferably this (or the these) insect killing substance except that polyphenol and the weight ratio of polyphenol are 1/1000 to 1/10.These components are mixed obtain said composition.
Can utilize composition of the present invention to protect crop in the whole field.Use composition of the present invention according to per hectare 100 to 1000 grams.
List the home-use composition of confession of example below can also preparing: atomizer total capacity 650ml, fill effective volume 500ml, net weight 300 grams, and contain:
-promoter (butane): 250 grams
-polyphenol: 0.9 gram
-terpenes: 0.1 gram
-spices: 0.5 gram
-surfactant: 1.5 grams
-thickener: 0.025 gram
-50% ethanol: 47 grams
Prepare this composition in the following manner: with surfactant (the ethoxylate 10OE of hendecanoic acid and the ethoxylate 10OE of ricinoleic acid) be then polyphenol, terpenes and spices be dissolved in make 50%(weight) in the Diluted Alcohol solution, make its emulsifying mixture then, add the thickening gum aqueous solution more inward.
Fill atomizer (OE means oxirane) according to this emulsion of 50 grams toward wherein adding 250 gram butane or other gas promoter.
The light construction that electric, land or many water environments are used) and the packing of every field for about protective finish (every field for example:; especially the food Package of food applications, but also have agronomy packing, biological insecticides encapsulation, plant medicine box, multipurpose biological degradation polyalcohol film all can use these compositions.
Following test has illustrated the present invention.
First experiment: naringin is to the attraction power of R. paddy stupid (the long palpus of grain)
Two volumes respectively are 465cm 3Lattice chamber separately is 1.5cm with a cross section each other, long 10cm(volume 12cm 3) glass tube couples together.In the first lattice chamber, place and to test its active product, in second lattice chamber, place the insect of wanting to test its susceptibility.Guarantee the circulation of insect and gas by above-mentioned glass tube.
First the experiment in, in first lattice indoor put 0.5 the gram naringin (be that quality is 8.6 * 10 -4M), it is packed in the capsule.The paddy of putting 20 maturations of a group in the second lattice chamber is stupid.After three hours, denumerablely in the first lattice chamber go out 7 insects, be 11 after 5 hours, be 17 after 24 hours.If be placed with dipping 1 μ l eugenol (promptly 0.6 * -6M or 1.07mg) Whatmann paper replace naringin, then, after 24 hours, have only one in first Room, not counting to any insect after 3 hours.Opposite with the effect that eugenol shows, naringin has certain sucking action.In addition, it should be noted that: insect (18/20) is hidden, and accumulates in apart from placing eugenol place farthest.Eugenol cooperates and can attract paddy stupid than independent eugenol biglyyer with same amount with naringin, has almost found 10 insects in the lattice chamber of product is arranged after 24 hours.Only 4 insects are still away from the product that makes up.
Under the stupid non-lethal concentration of paddy, polyphenol/terpenes cooperates has very big attraction power to insect, and covers the repulsive interaction of terpenes.
Second experiment: different polyphenol and polyphenol/terpenes cooperates the comparison to acanthoscelides obtectus, Kidney bean bean weevil attraction power.
With each group in each experiment is the top that 20 insect is put into two bed devices.Insect will arrive following chamber and just should creep in the aperture that bores on the glass tube that connects two chambers.The polyphenol of 0.5 gram test usefulness is housed in the chamber below.After 2 hours, 35% insect is moved in the caffeinic following chamber, and Lu Dingwei 60%, and taking out glycosides is 85%.After 20 hours, the percentage of three kinds of compounds is raised to 90-100%, and p-Coumaric Acid then only rests on 50%.Three kinds of compounds, the attraction power of caffeic acid, Lu Ding and naringin is very large.If experimentize with 1 μ l eugenol (1.07mg), then prove: insect is still stayed in the top chamber, and the chamber below (product-free in the chamber below) some insects (10%) have arrived in the check experiment.Eugenol has confirmed its repulsion ability.On the contrary, if naringin and eugenol are arranged, after 20 hours, find in the 65% insect chamber below.Naringin and eugenol cooperate the repulsion ability that can greatly suppress eugenol.
The 3rd experiment: polyphenol and toxicity thereof are to the inhibitory action of acanthoscelides obtectus, Kidney bean bean weevil proper motion function
It is 106cm that 10 adult insects of many batches of tests are put into volume 3Have in the experiment lattice chamber of 0.5 gram polyphenol.In the presence of naringin road fourth and caffeic acid, after the 6th day, observe the proper motion function and reduce very significantly that (for example, from the effect of caffeic acid to 30 adult insects, 50% insect was knocked down in the 6th day, other is then dead), lethality is 96% after 8 days.Other polyphenol (forulic acid, vanillic acid, flavones, quercetin or the like) all has the activity of same type, in varying degrees, although in varying degrees, although obviously different with contrast batch (P=O).Under the atmosphere that does not circulate, polyphenol shows the toxicity of " delay " type, at first shows as strong attraction power, down effect, then insect death.
The 4th experiment: different terpenes molecules are to toxicity and the inhibition regeneration of the stupid Say of paddy
It is 106cm that 20 insects of many batches of experiments are placed volume 3In the airless experiment lattice chamber, the terpene rare (1 μ l, 2.5 μ l, 5 μ l, 7.5 μ l, the 10 μ l that place continuous recruitment on the whatmann paper are arranged in this experiment lattice chamber, 6.5M solution), its paper is packed in the capsule, and the gas that stops insect to contact with its product is arranged in the box.Observed toxicity is for sucking type.After 24 and 48 hours, number goes out death toll, and for eugenol, number goes out after 24 hours, and 6.5 * 10 -6Death is 13%, 3.25 * 10 during the M amount -5M is 72%, 4.9 * 10 -5M is 84%.For concentration is 8.56mg/dm 3Air reaches complete lethal effect (100% death), and for this product, with the CL of probit method calculating 50Be 3.5mg/dm 3Similarly, carvacrol 100% lethal effect is 9.8mg/dm 3, terpineol is 9.3mg/dm 3
Following test has been done research to suppressing regeneration.In the experiment lattice chamber of Miao Shuing, insert 20 adult insects of a group and phaseolus vulgaris seeds (Phaseolus vulgaris L.) in front to carry out this batch comparative trial.Terpenes is added to is placed on the whatmann paper (1.6 * 10 -6M and 6.5 * 10 -6M) in the medium, its paper is put into capsule so that do not have any contact with insect.Count death toll every day, in ten days, count number of eggs laid.During this period, note entering the larva number in the seed, after about 40 days, note the number that occurs again, borer population.For example, observe, 1.6 * 10 -6The M carvacrol exists down, and 43 ovum (contrast is 2 death, and contrast is laid eggs 259) were produced in 14 adult death after 10 days, have only 10 larvas to enter seed, 6 adults (and contrast is 210 and 192) occurred.6.5 * 10 -6The M carvacrol exists down, and all insects all kill after 2 days, do not produce any ovum.
Carvacrol still is the regeneration that larva agent for killing activity all suppresses the stupid Say of A. paddy very doughtily by propagating active: only 23% larva enters seed, and 60% adult appears in the seed, then is respectively 81% and 91% for check experiment.Naringin, terpineol are observed same inhibition activity, yet observe same inhibition activity for other the terpenes of monoterpene with the less degree of problem that can illustrate.
The 5th experiment: cooperate proper motion function (down effect) of damage gelechiid (grain plume moth) and the toxicity that polyphenol/terpenes cooperates by eugenol/naringin
In above-mentioned experimental facilities, (test 1) and carry out following operation.
With 1 μ l eugenol (6.5 * 10 -6M) carry out first experiment, after 20 hours to the initial population of 18 plume moths counting, dead 1 plume moth in lattice chamber the 1st, and in lattice chamber the 2nd dead 3 plume moths (being that lethality is 22%), other is returned to normal condition fully.Under same condition, 1 μ l terpineol (being 0.93mg) causes 20% insect death.If (quality is 1.7 * 10 in the presence of naringin -3M) carry out same experiment, notice 3 adult plume moths death in lattice chamber the 1st, 7 adult death in lattice chamber the 2nd, other adult no longer includes any proper motion function (down effect).These compounds cooperate and cause this group insect mortality to reach 55%, and suppress the also proper motion function of the insect of survival.
Second group of experiment carries out under many polyphenolic substances cooperate that (caffeic acid, naringin and Lu Ding: every kind of compound is 0.5 gram, and promptly quality is respectively 2 * 10 -3M, 8.6 * 10 -4M and 7.5 * 10 -4M), after 20 hours, 10 plume moth adults (50%) death, the insect of survival has good motion function.If conversely, with 20 μ l terpineols and eugenol (V: when V) mixture cooperates with above-claimed cpd, all dead less than four hours insects.
The 6th experiment: naringin over the ground in the sucking action of sea wax trypetid (the Mediterranean fly of fruit and vegetables) and the toxicity that the inhibition of motion function activity and polyphenol/terpenes are cooperated
If in front narration (cumulative volume is about 950cm with the device of two lattice chambers 3) in, 1 gram naringin is put in Room the 1st, puts into 64 Ceratitis spps of a group in Room the 2nd, has 28 Ceratitis spps (promptly 43%) to appear in the Room the 1st after 20 hours, is 39 (promptly 60%) after 24 hours, all loses the proper motion function again.The neither one insect death.If with 1 μ l naringin, the 1.07mg eugenol cooperates use with identical amount, in respect of 42% insect death, if 5 μ l(5.35mg(eugenols use with naringin, this percentage is increased to 69% in the identical time.After 28 hours, 80% insect is attracted by naringin, 10% death, and 65% no longer includes normal motion function, 85% death when naringin/eugenol cooperates (1 μ l), 83% death when naringin/eugenol cooperates (5 μ l).
It should be noted that,, then cooperate still to show toxicity faster with eugenol if naringin attracts and makes insect lose its proper motion function.Raising eugenol concentration can only be observed lethality percentage and significantly raise in 20-26 hour time.
The 7th experiment: in Mediterranean Ceratitis spp (the Mediterranean fly of fruit and vegetables) food, add caffeinic toxicity
If the apple grunt with crushing in half environment that ventilates is fed 60 Ceratitis spps of a group, carry out three groups of experiments: one group of contrast, another group (in two boxes that separate) have apple and 0.5 gram caffeic acid, and the 3rd group for to mix caffeic acid and apple.Observed 20% insect death in first group after four days, second group is 42%, the three group is 59%.After eight days, dead percentage is respectively 32%, 60% and 92%.
Caffeic acid shows the remarkable toxicity activity to Ceratitis spp equally, and its effect is along with in the general food that it is added to fly and just bigger by normal consumption.Also see anti-nutritive validity with the road fourth.
The 8th experiment: polyphenol/terpenes cooperates the toxicity to larva later stage corn borer (corn snout moth):
Many group tests all have (volume 106cm in stuffy environment for every group 3) five snout moth larvas.In test lattice chamber, place polyphenol (Lu Ding or naringin) or (/ and) terpenes (terpineol and eugenol) of different quality.Carry out observing in 7 days, having only under the situation of polyphenol, larva is reactive after stimulating reduces, although consumed its product, but still lives.In the presence of eugenol-terpineol mixture (5 μ l and 10 μ l) (disengaging fully), count 20% death.If in the presence of 0.5 gram naringin, place same heavy terpenes, 100% larva death on the contrary.Similarly, caffeic acid (0.5 gram)-eugenol (5 μ l, i.e. 5.35mg) cooperated, and caused whole larva death at 72 hours.
The 9th experiment: polyphenol/terpenes cooperates Sesamia nonagroides(S é samie) influence in larva later stage.
Testing equipment is as described in testing 6.At first observe S é samies and consume polyphenol in large quantities.In the presence of 0.5 gram naringin, after 4 days, 20% death, other body volume also all descends greatly.People observe simultaneously, in terpineol and eugenol (10 μ l, V: V, promptly 6.5 * 10 -5M) mixture exists down, and lethality is identical.If preparation Lu Ding-naringin (every kind be 0.2 gram) and terpineol-eugenol (40 μ l, V: V, promptly 2.6,6.5 * 10 -4M) mixture, at first observing the compound that S é samies larva cooperated stimulates very strong: the mad activity of their performances, along all directions twisting, creep, roll about in the container of polyphenol and consume polyphenol being equipped with, and they are far apart from terpenes.After four days, 60% larva death, surplus person knocks down, and their body weight descends greatly.
The tenth experiment: because the cooperation of polyphenol/terpenes makes commercially available traditional insecticidal activity (active component: malathion and pyr é thrinoides) synergistic function stupid to paddy
In experiment lattice chamber is 900cm 3Carry out two groups of different tests in (stuffy environment), first group is used 250g/L malathion solution, carries out in the presence of second group is made synergist at the butylation things that contain 0.1 gram pyrethrinoides, 0.2 gram rotenone and 1.5 gram piperonyls the insecticide.
Carried out several groups of different tests: except the comparative trial of having only 20 bean weevils of a group, first group of insecticide (malathion 1 μ l, pyrethrinoides 100 μ l) that its toxicity of test is arranged, second group is at a gram naringin (17 * 10 -4M) have the insecticide that contains same amount down, the 3rd group of insecticide that contains same amount, but be specifically at 5 μ l(5.35mg) in the presence of the eugenol, and the 4th group contain insecticide, eugenol and naringin simultaneously.
Commercially available insecticide is to be lower than DL 50Dosage experimentizes, so that observe possible synergistic effect between the compound.After 24 hours, do not have lethal effect when having determined to have only naringin in advance, and selected the mean concentration of eugenol.
After 24 hours, number goes out dead insect in these group tests, and the insect that survives in the check experiment has normal motion function.
In the presence of pyr é thrinoides, observe: first group (insecticide is only arranged) do not have experiment and determines amount, do not determine experimental amount for second group yet.On the contrary, the 3rd group dead 25%, the four group dead 40%.Under the situation of having only the malathion to exist, insect is 5% death only.Cooperate in the presence of (second group) at malathion-naringin, percentage rises to 25%, cooperate in the presence of (the 3rd group) at malathion-eugenol, rise to 70%, concentrate at insecticide, naringin and eugenol to cooperate (the 4th group) to rise to 100% when existing.
Can see under first kind of situation, there is not the toxicity of single insecticide so, when having only polyphenol to exist, also not have toxicity, that group of being carried out (the 3rd group of test) in addition, it has the lethal effect of delay type.As front indicated (the 4th group of test), the toxicity on inhalation that people observe terpenes shows very soon.The synergistic effect of emphasizing in the test is present between polyphenol and the terpenes in front, and this synergistic effect can make lethal effect be increased to 40% greatly by 25%.
Yet, support that second kind of situation of above-mentioned observed result is different with precedent.In fact, people see: naringin (in the presence of the pyrethrinoides of self ineffective dose is not to work at once) evokes the hypotoxicity of malathion, and causes lethal effect to increase by 20%.Three kinds of compounds cooperate and cause this group insect dead fully, and every kind of compound, separately use or both to be used in combination (insecticide/polyphenol or terpenes) effect all lower.This result's proof is by different pesticide molecules, and especially polyphenol/terpenes cooperates the synergistic effect that obtains to make the insecticidal activity of different compounds strengthen.

Claims (7)

1, Pesticidal combination wherein contains a kind of insect killing substance except that polyphenol, it is characterized in that it contains polyphenol.
2, composition according to claim 1 is characterized in that polyphenol satisfies following chemical formula:
Figure 931198895_IMG1
In the formula:
R 1, R 2And R 3Be identical or different, they are hydrogen atom, hydroxyl or lower alkoxy, R 1, R 2And R 3At least two is not hydrogen atom,
R 4Be hydrogen atom, R 5Be hydrogen atom, hydroxyl, alkoxyl or glucoside, perhaps R 4And R 5To generate auxiliary valency strong carrying between their carbon atom together,
R 6Be hydrogen atom,
R 7Be hydroxyl, low alkyl group or may be by low alkyl group, lower alkoxy or hydroxyl one, two or trisubstd phenyl,
Perhaps R 6And R 7By nitrogen-atoms with carry R 4Carbon atom form bilvalent radical together with following chemical formula:
3, composition according to claim 2 is characterized in that bis-phenol is naringin, Lu Ding or caffeic acid.
4, according to each described composition in the aforesaid right requirement, it is characterized in that: the insect killing substance except that polyphenol comprises terpenes.
5, composition according to claim 4 is characterized in that: terpenes is eugenol, terpineol, carvacrol, linalool, anethole, cumal, cynamald é hyde or cymene.
6, according to the described composition of arbitrary claim among the claim 1-4, it is characterized in that: the insect killing substance except that polyphenol comprises Pyr é thrinoide, carbamate, chlorine-containing organic compounds, organic phosphorus compound or fatty acid.
7, according to the described composition of arbitrary claim in the aforesaid right requirement, it is characterized in that: the insect killing substance except that polyphenol and the weight ratio of polyphenol are 1/10 to 1/1000.
CN 93119889 1992-12-16 1993-12-16 With the polyphenol is the Pesticidal combination of key component Pending CN1089774A (en)

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FR9215161A FR2699051B1 (en) 1992-12-16 1992-12-16 Polyphenol-based insecticide compositions.

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FR2720897A1 (en) * 1994-06-14 1995-12-15 Atochem Elf Sa Insecticidal compsns.
WO2009007964A2 (en) * 2007-07-09 2009-01-15 Yeda Research And Development Co. Ltd. Pectin methyl esterase-inhibiting polyphenolic flavonoids and use thereof
BE1027622B1 (en) * 2019-10-05 2021-05-04 Denis Mbonimpa SX-PYR PESTICIDE SYNERGIST
WO2024023050A1 (en) * 2022-07-26 2024-02-01 Fyteko Sa Insecticide enhancer
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JP2602912B2 (en) * 1988-08-11 1997-04-23 学校法人近畿大学 Composition for controlling Thrips palmi Karny and control method
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JP3359723B2 (en) * 1994-01-19 2002-12-24 テヅカ工業株式会社 Molded product having rust prevention effect

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CN101595872B (en) * 2009-07-21 2012-07-18 西华大学 Application of 2-methyl-5-isopropylphenol in Stellera chamaejasme L. in pesticides

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