GB2513534A - Use of a compound to control insects - Google Patents
Use of a compound to control insects Download PDFInfo
- Publication number
- GB2513534A GB2513534A GB201222585A GB201222585A GB2513534A GB 2513534 A GB2513534 A GB 2513534A GB 201222585 A GB201222585 A GB 201222585A GB 201222585 A GB201222585 A GB 201222585A GB 2513534 A GB2513534 A GB 2513534A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- hept
- ene
- thrips
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/18—Vapour or smoke emitting compositions with delayed or sustained release
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
- A01M1/00—Stationary means for catching or killing insects
- A01M1/02—Stationary means for catching or killing insects with devices or substances, e.g. food, pheronones attracting the insects
-
- A—HUMAN NECESSITIES
- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
-
- A—HUMAN NECESSITIES
- 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
- A01N49/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group, wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group, wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof
-
- A—HUMAN NECESSITIES
- 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
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
- A01N65/08—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- 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
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
- A01N65/08—Magnoliopsida [dicotyledons]
- A01N65/22—Lamiaceae or Labiatae [Mint family], e.g. thyme, rosemary, skullcap, selfheal, lavender, perilla, pennyroyal, peppermint or spearmint
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Insects & Arthropods (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
where: R1 is a methyl group; R2 is a hydrogen group; R3 a ketone group or a hydrogen group; R4 and R6 are selected from hydrogen, methyl or ethyl groups and share a methyl group: and R5 is a hydrogen group. Preferably the compound is (S)-(-)- verbenone and one embodiment is for a device for the control of insects of the order Thysanoptera including a compound of Formula (I).
Description
I
Use of a Compound to Control Insects
Field of the Invention
The present invention relates to the use of a compound to control insects and in particular but not exclusively to the control of Thysanpotera, hereafter referred to as thrips.
Background of the Invention
The loss of cultivated plants and crops by insect pests is a worldwide problem and costs the agricultural industry many thousands of pounds a year in lost revenue. The insects cause damage by eating the foliage and stems of the plants and crops and also by laying eggs within plant tissue. The insects can also act as vectors for the introduction of viruses and pathogens into the plants as the insects can introduce diseases into the plants by feeding which can introduce gut flora carried by the insect into the plant tissue.
The control of insect pests usually involves direct application of pest control agents or pesticides onto the crop. However it is becoming increasingly less acceptable to use known pest control agents or pesticides as they have adverse effects on other animals and the environment. Known *:" pesticides have the disadvantages in some instances of triggering undesirable reactions, such as * :" poisoning or allergies, for agricultural and horticultural workers. Consumers are becoming increasingly reluctant to purchase edible crops that have been treated with chemical insecticides *. : due to the fear of adverse effects on theft health.
Integrated Pest Management systems (hereafter referred to 1PM systems) are becoming more wide spread than traditional chemicals insecticide control of insect pests. A major component of * : * JPM systems is the use of traps baited with attractants or pheromones to estimate insect pest population densities and distributions as well as monitoring for resistance to control measures.
The order Thysanoptera (thrips) is a group of insects that cause damage to a wide range of agricultural and horticultural crops. Thrips cause damage through feeding, by penetrating parts of the plant and sucking plant fluids, causing scaning and stunting of plant growth. These scars and stunted plant parts can make the plants unsellable. Some thrips also spread plant viruses that can cause considerable plant losses. Thrips species can have specific plant hosts or be generalists, being able to make host on a variety of different plant species.
Thrips usually situate themselves within the enclosed parts of plants, such as within the flowers or leaf buds. Therefore, damage usually occurs before the thrips have been noticed. This is particularly detrimental to horticultural crops, as damage is usually only observed once flower buds have opened at a later stage. Thrips breed rapidly and hence large populations can build in a relatively short period of time.
Thrips are difficult to control with insecticides as they inhabit enclosed parts of the plants where insecticides are less likely to reach. In addition, Thrips quickly develop resistance to insecticides due to their rapid breeding. Pesticides used are also nonnally detrimental to beneficial arthropods that prey on insect pests and this is perceived as a negative impact to growers.
Biological control agents such as predatory mites and flingal pathogens are sometimes used to control drips, however, their efficacy varies greatly depending on environmental conditions and on the plants they are used.
Compounds have been developed to control thrips, for example WO-A-9956538 discloses controlling growth of thrips, aphids and spider mites using a composition comprising a benzyl S.....
* ester of an aromatic acid or aliphatic acid or a salicylate derivative. WO-A-9962334 discloses *:::. controlling of populations of a wide variety of pests using pest control agents of defined formulae, which are esters containing a benzene nucleus conjugated to an olefinic double bond.
Examples of such esters include cinnamyl acetate, cinnamyl benzoate, coniferyl acetate, S...
coniferal benzoate, sinapyl acetate and sinapyl benzoate. However benzoate compounds may * : leave residues in the environment which are not desirable, especially in ecologically sensitive areas.
WO 2003/055309 discloses a method for monitoring/controlling thrips using a synthetic pheromone comprised stating an ester as the active component. Examples of such esters include neryl (S)-2-methyl butanoate, isobornyl isovalerate, isobomyl 2-methyl butanoate or isobornyl pivalate, lavandulyl valerate, lavandulyl isovalerate, lavandulyl 2-methyl butanoate and lavandulyl pivalate. However synthetic pheromones may not be as effective as natural pheromones.
The present invention seeks to overcome the problems associated with known modes of controlling thrips by providing a control agent that has minimal impact on the environment, is derived from natural materials and so is particularly effective in attracting thrips.
Summary of the Invention
According to a first aspect of the invention there is provided use of a compound of Formula (1) to modif' the behavior of insects of the order Thysanoptera (thrips), wherein the compound of Formula (1) has the following structure: Formula 1 * .. .e. * *
where: * * * * Rlisamethylgroup: R2 is a hydrogen group: R3 aketone group orahydrogen group: R4 and R6 are selected from hydrogen, methyl or ethyl groups and share a methyl group: and R5 is a hydrogen group.
Preferably the compound is selected from (-)-a-Pinene, (±)-Myrtenol, alpha-copaene, 2-(2-Pinen-1 0-yloxy), Verbenone, Homomyrtenol, Pinenmerkaptan, (1 R)-(-)-Nopol benzyl ether, Myrtenyl acetate, D-Verbenol, Myrtenal, Myrtecaine, Ylangenc, aipha-bergamotene, Myrtenic acid, (1R)-(-)-Myrtenol, Nopyl acetate, (+)-3,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, Nopyl formate, trans-Verbenyl acetate, 6,6-dimethyl-Bicyclo(3.1.1)hept-2-ene-2-propanal, 2-pinen-1 0- yl isobutyrate, Tricyclo(4. 1.0.02,7)hept-3-ene, 6-methyl-Tricyclo[4. I.O.02,7]hept-3-ene, 1,6-dimethyl-Tricyclo[4. 1.0.02,7]hept-3-ene, 1 -mcthyl-Tricyclo[4. 1.0.02,7]hept-3-ene, Chrysanthenyl acetate, Nopylaldehyde, Apopinen or Nopadiene.
It is preferred that the compound is (1R)-cis-4,6,6-Trimethylbicyclo-[3.1.1]hept-3-en-2-one [(S)- (-)-Verbenone It is envisaged that the compound is incorporated with a carrier solution selected from one or more of hexane, acetone, salicylate or ether.
It is preferred that the compound of Formula (1) is used as an attractant.
Preferably the compound is incorporated in a release device.
It is preferred that the compound is included in a support layer forming part of the release device. 4ete
* It is envisaged that the support layer is a porous plastic material that can absorb the compound.
44**e* *::: : It is preferred that the support layer has an adhesive coated on it.
It is envisaged that the support andlor adhesive includes a compound for immobilizing andlor killing insects coming into contact with said adhesive. *040
* : * It is preferred that the release device can release the compound at a rate of from 1 picograms per hour to 10 milligrams per hour of a compound.
It is envisaged that the compound of fomula 1 is used to control one or more of Thrips palmi, --Thrips tabaci, Frankliniella fusca, Frankliniella schultzei, Frankliniella tritici or Franidiniella occidentalis.
Preferably the compound is used to control the population of thrips for edible and/or ornamental crop and in particular chrysanthenums, roses, cucumbers or peppers.
According to a second aspect of the invention there is provided a device for the control of insects of the order Thysanoptera, including a compound of Formula (1) having the structure: Formula 1 where: Ri is a methyl group: R2 is a hydrogen group: R3 a ketone group or a hydrogen group: R4 and R6 are hydrogen, methyl or ethyl groups and share a methyl group;
-S..
and RS is hydrogen.
0S**S* * . S.. S * . * *0 * The invention preferably provides a method of controlling, monitoring or regulating thrips populations comprising of at least one thrips behaviour-modifying compound of formula 1 in a *.4 holding device, where the compound of formula 1 attracts the thrips to the holding device. The compound is preferably embedded in a release mechanism that allows for what is known as zero order' release of the compound with time. This mechanism is preferably attached to the holding device, which preferably includes a. means of catching, immobilising or killing thrips, Suitable.
holding devices include water traps or sticky traps.
The compound may be used as an attractant, as a lure, for example to attract insects that maybe contained in imported items to attract insects to an area containing entomopathogenic fungi or bacteria, chemical insecticides, or predatory mites or bugs that attack thrips that have been attracted using the compound. It is also envisaged that the compound may be used in a push-pull' or stimulo-deterrant' control mechanism whereby thrips are repelled off economically important crops and attracted to uneconomically important trap' crops.
Plants can that can be protected in such a fashion include but are not limited to; crucifers, greenhouse vegetables and fruits, flower crops or any other economically important plant.
Detailed Description of Embodiments of the Invention.
The invention may be practiced for any species of thrips but it is particularly useibI on species of thrips belonging to the sub-order Terebrantia, in particular Frankliniella occidentalis, the Western Flower Thrips. Western Flower thrips can be particularly devastating for crops.
Rearing Thrips A colony of F.occidentalis kindly provided by Keele University, UK, was maintained on potted Chrysanthenums (Sainsbury, UK) in a constant temperature room at 25 ± 2°C and Ll8:D6. The potted Chrysanthenums were placed in pots containing multi-purpose growing soil (B & Q, UK) kept inside Perspex cages that measured 30cm x 30cm x 60cm (Length x Width x Height). The * * Perspex was placed on capillary matting that lined a tray that was approximately 10cm longer than the cage on each side. The tray was dampened with 500m1 of water every two days, the water being poured in the 10cm overhang to minimize contamination of the internal colony. A mini fan was fined to the back panel and was allowed to run for 15 minutes and stopped for 15 minutes continuously using an electric socket timer in order to reach a constant humidity level *e * : * and prevent mould developing from excess moisture. A fresh bouquet of Chrysanthenwn flowers were placed in the rearing chamber every week, whereby three bouquets were present in the rearing chamber at any one time, the oldest bouquets being removed upon addition of the new bouquet. This allowed for good thrips output jii'en the rearing conditions, ---Testing of Receptiveness of Thrips to Chemicals A Perspex four-arm olfactometer was used to determine behavioural responses of adult female Western Rower thrips to chemicals. The olfactometer consisted of 3 perspex plates each being 107mm2 and 5mm thick. The base plate had no cut out regions, the top plate had a hole in the centre to suck out air by means of a membrane pump and the middle plate had a central cut out section of about 35mm2. The central plate also had holes in the 4 corners to accommodate the glass sample tubes. The plates were placed together, the top and base plates sandwiching the central plate and the setup was held together by clips on two opposing edges.
Prior to any experiment, all Perspex components of the olfactometer were washed with Teepol detergent, rinsed with 75% Ethanol and distilled water and left to air dry. All glassware was washed with Teepol detergent, rinsed with acetone, followed by water and baked overnight at 200°C. The olfactometer was placed in a cardboard box (20cm high) lined with thick black plastic sheeting to exempt visual cues. The box was contained in a flume hood that was also lined with thick black plastic sheeting and experiments were conducted with the flume hood on, so as to avoid test volatiles from the test ann entering the control aims. The light intensity in the flume hood was measured at around 400 lux using a digital lux meter (Model: LXIO1OB, Sinometer Instmments, China). The UV intensity was measured at 0.2i.uW/cm2 using a UVA meter (Tecpel 830, Tecpel Co. Ltd, Taiwan). The olfactometer was fitted with 4 glass arms that contained glass wool in the tips to prevent insects escaping, and a filter paper base to allow for fraction as well as good contrast to observe the insect. When using chemicals, 1 0.t1 of hexane was placed on each * of the 1cm2 filter paper pieces in the control arms and l0.tg of test compound was used as the *::: : treatment diluted in hexane and a minute was given for the solvent to evaporate before the filter paper piece was placed in the treatment arm. Adult female Western Flower Thrips were contained in a Petri plate containing a water dampened piece of filter paper for at least 4 hours prior to any experiment. An individual Thrips was placed in the hole at the centre of the top of *: . the olfactometer using a dampened fine tip paint brush and a piece of glass tube was fitted into this whole and made airtight with a piece of Blu-Tack ®. The glass tube was connected to a rotameter which was connected to a l2V rotary vane pump and air was drawn through the central whole at a rate of 400mL'min. The olfactometer was divided into four equal sections and the Thrips was given a minute to acclimatize after which the runs lasted 16 minutes, recording the time the insect spent in the treated section. If the thrips did not move for the first 2 minutes, it was deemed inactive and replaced with another specimen. The olfactometer was rotated every 4 minutes to firther avoid bias of the insect. 12 replicates were carried out per treatment. Time spent in the treated section was statistically analysed using and the data was normally distributed and compared to a test mean of 240, which is the time expected for the insect to spend in each region should it spend equal amounts of time in each of the four regions. The results are shown
in Table 1.
Blue Monitoring sticky cards (Agrisense, Wales) that measured 1 Oem x 25cm contained printed squares that were 2cm2 over a surface of 10cm x 18cm of the card and only insects caught within this area were counted. The chemical (S)-(-)-Verbenone (?93% pure) was made into 0.1%, 1% and 10% concentrations diluted in Hexane, each concentration being counted as a treatment.
Trials were conducted on strawberry plants grown in poly-tunnels that were7.5 metres wide from pole to pole and 6 metres wide from the centre of the left most bed to the centre of the right most bed, and it was over these two beds that the sticky traps were hung. Each poly-tunnel contained 5 rows of strawberry beds, the lengths of the poly-tunnels varied. The first trap setup in a poly-tunnel was at least 30 metres in to ensure even wind distribution from trap to trap, the wind being slightly stronger at the ends of the poly-tunnels and could have affected thrips flight. Traps were hung from the poles of the poly-tunnels using plant twist ties to avoid rotation of the traps. Sticky traps were arranged in a randomized block design at least 10 metres apart and the bottom of the 4**0* * sticky trap hung 50cm over the base of the beds. 5 replicate blocks were setup, a poly-tunnel *::: : being counted as a block, each one containing 3 replicates of each treatment. Temperature was measured using a data logger (WSS61OR, La Crosse Technology, France) and averaged around 27°C within the polytunnel over the 24 hours. The traps were setup randomly along the right most and left most beds, leaving at least one poly-tunnel free between blocks. Treatments were * *. left for 24 hours before counts were made. Counts of WIFTs on cards were made using a tally counter. Two types of thrips were present on the card, larger dark coloured thrips and smaller paler coloured thrips. The smaller paler thrips were counted as Western Flower Thrips and some of these were confirmed as Franldiniella occidentalis using the interactive key produced by Moritz et al, 2001 upon examining a card with both thrips types under a light microscope. It was considered impractical to confirm the identity of all of the thrips on the sticky cards due to the high catch numbers. Statistical analyses were carried out using SPSS software (IBM Corporation, USA). Trap data was compared using a one-way analysis of variance (ANOVA).
Data was [logio( x + 1)] transformed to reduce the dependence of the variance on the mean. The results are shown in Table 2.
As can be seen, the thrips were particularly atiracted to compounds of the general formula I having a structure as follows: CII, CM3 II, The groups R4 and R6 share a methyl group and there are two further methyl groups attached to said methyl group. 0.*
A particularly useffil compound is verbenone and in particular (IR)-cis-4,6,6-Trimethylbicyclo- [3.1.1]hept-3-en-2-one [(S)-(-)-Verbenone.
* : In particular the verbonone is contained in a formulation at a level of 0.01% to 5% and more particularly 0.1% to 1%.
However, other compounds, including the following have been found to have an effect as a thrip attractants: * (lS,5S)-2,6,6-Trimethyl bicyclo[3. 1.1]hept-2-ene ((-)-a-Pinene), 6,6-dimethyl- bicyclo[3.l.1]hept-2-ene-2-methanol ((±)-Myrtenol), 8-Isopropyl-1,3-dimethyltricyclo(4.4.O.02,7)dec-3 -ene (alpha-copaene) * 2-(2-pinen-1 O-yloxy)ethanol * 4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-one (Verbenone) * 6,6-Dimethyl-2-norpinene-2-ethanol (Homomyrtenol) * Mercapto-2,6,6-trimethyl bicyclo(3.1.1)hept-2-ene (Pinenmerkaptan) * bicyclo 6,6-dimethyl-2-(2-(phenylmethoxy)ethyl) ((1R)-(-)-Nopol benzyl ether) * (1 R)-(6,6-Dimethylbicyclo(3.1.1)hept-2-en-2-yl)methyl acetate (Myrtenyl acetate) * 4,6,6-trimethyl-Bicyclo(3. 1.1)hept-3-en-2-ol (D-Verbenol) * 6,6-diniethyl-bicyclo[3.1.1]hept-2-ene-2-carboxaldehyde (Myrtenal) * 2-(2-(6,6-Dimethyl-2-norpinen-2-yl)ethoxy)triethylamine (Myrtecaine) * Tricyclo(4.4.O.O(2,7))dec-3-ene, 1,3-dimethyl-8-(1 -methylethyl)-, stereoisomer (Ylangene) * 2,6-dimethyl-6-(4-methyl-3-pentenyl)-Bicyclo[3.1.1]hept-2-ene (aipha-bergamotene) * 6,6-Dimethylbicyclo(3. 1.1)hept-2-ene-2-earboxylic acid (Myrtenie acid) * (1 R)-6,6-Dimethylbicyclo(3.1.1)hept-2-ene-2-methanol ((1R)-(-)-myrtenol) * 6,6-dimethyl-bicyclof 3.1.1]hept-2-ene-2-ethanol, ,acetate (Nopyl acetate) * (+)-3,6,6-trimethylbicyclo[3. 1. 1]hept-2-ene * . * 2-(6,6-Dimethylbicyclo(3. 1. 1)hept-2-en-2-yl)ethyl formate (Nopyl formate) * :*.* * 2,6,6-trimethyl-Bicyclo[3. 1. ljhept-2-en-4-ol, acetate (trans-Verbenyl acetate) * 6,6-diniethyl-Bicyclo(3.I.1)hept-2-ene-2-propanal, *0 t * 6,6-tetramethyl-Bicyclo(3, 1.1)hept-2.-ene-2-propanal, alpha,alpha, * 2-pinen-lO-yl isobutyrate * Tricyclo(4. 1.O.02,7)hept-3-ene *0** **. : * 6-methyl-Tricyclo[4. I.O.02,7]hept-3-ene, * ** * 1,6-dimethyl-Tricyclo[4. I.O.02,7]hept-3-ene, * 1 -methyl-Tricyclo[4. 1.O.02,7]hept-3-ene, * I,3-dimethyl-Tricyclo[4. I.O.02,7]hept-3-ene, * 6,6-dimethyl-Bicyclo(3.1.1)hept-3-en-2-one, * 7,7-dimethyl-Bicyclo(3.1.1)hept-2-en-6-one, * (I alpha,Salpha,6alpha)-Bicyclo(3. 1.1)hept-2-en-6-ol, 7,7-dimethyl-, 1].
* 2-(chloromethyl)-6,6-dimethylbicyclo(3.1.1)hept-2-ene * 2-(6,6-Dimethylbicyclo(3.1.1)hept-2-en-2-yl)ethyl phenylacetate * 6,6-dimethyl-Bicyclo(3.1.1)hept-2-ene-2-butanal, * 2,7,7-trimethyl-Bicyclo(3.1.1)hept-2-en-6-ol, acetate (Chrysanthenyl acetate) * 6,6-Dimethylbicyclo(3. 1. 1)hept-2-en-2-acetaldehyde (Nopylaldehyde) * 6,6-dimethyl-Bicyclo(3.1.1)hept-2-ene-2-butanoic acid, methyl ester * 1 -methyl-8-( I -methylethyl)-Tricyclo[4.4.O.O(2,7)]dec-3-ene-3-methanol * 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl (4-chloro-2-methylphenoxy)acetate * 2-(6,6-dimethylbicyclo{3.1.1]hept-2-en-2-yl)ethyl 2-(2,4-dichlorophenoxy)propanoate * 2-(6,6-dimcthylbicyclo[3.1.1]hept-2-en-2-yl)cthyl 2-(2,4,5-richlorophenoxy)propanoate * 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl(4-chlorophenoxy)acetate * 2-(6,6-dimethylbicyclo[3.1.l]hept-2-en-2-yl)ethyl(2,4,5-trichlorophenoxy) acetate * 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl(2,4-dichlorophenoxy) acetate * 6, 6-Dimethylbicyclo[3.1.1]-2-heptene (Apopinen) * 4,6,6-trimethylbicyclo[3.1.1}hept-3-en-2-amine * 2-ethenyl-6,6-dimethylbicycto[3. 1.1]hept-2-ene (Nopadiene) * 2,6,6-trimethylbicyclo[3. 1.1]hept-3-en-2-ol * * 4-(2-(6,6-Dimethylbicyclo[3. 1.1]hept-2-en-3-yl)ethyl)morpholine * Alpha-Copaen-11-01 * 2,6,6,9-tetamethyl-Tricyclo[5.4.O.O(2,8)]undec-9-ene (Aipha-Longipinene) The compound of formula I is used in a form that means that it stands out from the general *.: scents that are in the enviromnent and this is by using a trap that contains the attractant. The attractant is used for reducing thrips damage on commercial crops by attracting them away from the crop. In addition, the compound may be used to check imported items at quarantine for thrips infestation by attracting the insects to a lure that includes a compound of formula 1 as defined above and the lure can be inspected for the insects that may be present. In addition the compound can be used to treat an area with a control agent, either chemical or biological, including but not limited to; entomopathogenic fimgi or bacteria, chemical insecticides, or predatory mites or bugs that attack thrips. The attractant is used again to lure thrips to a particular location where the chemical or biological control agent is situated. Further a thrips attractant comprising of a compound of formula i in a push-pull' or stimulo-deterrant' control mechanism whereby thrips are repelled off economically important crops and attracted to uneconomically important trap' crops.
Plants can that can be protected in such a fashion include but are not limited to; crucifers, greenhouse vegetables and fruits, flower crops or any other economically important plants that suffer from thrips infestations.
It is to be understood that the above embodiments have been provided only by way of exemplification of this invention, such as those detailed below, and that frirther modifications and improvements thereto, as would be apparent to persons skilled in the relevant art, are deemed to fall within the broad scope and ambit of the present invention described. Furthermore where individual embodiments are discussed, the invention is intended to cover combinations of those embodiments as well. The systems shown and described are not limited to the precise details and conditions disclosed. Method steps provided may not be limited to the order in which they are listed but may be ordered any way as to cany out the inventive process without 0: departing from the scope of the invention. Furthermore, other substitutions, modifications, * ** *0 * changes and omissions may be made in the design, operating conditions and anangements of the *::: : exemplary embodiments without departing from the scope of the invention as expressed in the appended claims. * * * * *.
TABLE 1
Average lime spent in treated Average time spelt in one control Compound section ± SE section ± SE \rerbenofle 605.4±87.6** 1 18.2zE29.2 ** = Treatment significantly different from control (P<0.Ol). Time spent in treated area was compared to a test mean of 240 (the time expected for the insect to spend in each region should it spend equal amounts of time in each of the four regions) using a one sample t-test
TABLE 2
MEAN CATCH OF AULT F.occidentalis ON BLUE STICKY TRAPS WITH *..: (S)-(-)-VERBENONE * . "r. Mean catch over 24 hour ± S.E (N'=15) Compound 0.1% 1% 10% *.° (S)-(-)-Verbenone 34*7±54* 35 6±4 9** 33.3±6.7 ** * One-way ANOVA comparing each dose with control using logio(x) transformed data: *1) <0.05; < 0.01
Claims (14)
- Claims 1. Use of a compound of Formula (1) to modify the behavior of insects of the order Thysanoptera (thrips), wherein the compound of Formula (1) has the following structure: R6 Formula 1 where: Ri is a methyl group: R2 is a hydrogen group: * P.3 a ketone group or a hydrogen group: * R4 and P.6 are selected from hydrogen, methyl or ethyl groups and share a methyl group: and P.5 is a hydrogen group.
- 2. Use of a compound according to claim 1, wherein the compound is selected from (-)-a-Pinene, (±)-Myrtenol, alpha-copaene, 2-(2-Pinen-IO-yloxy), Verbenone, Homomyrtenol, Pinenmerkaptan, (1 R)-(-)-Nopol benzyl ether, Myrtenyl acetate, D-Verbenol, Myrtenal, Myrtecaine, Ylangene, aipha-bergamotene, Myrtenic acid, (I R)-(-)-Myrtenol, Nopyl acetate, (+)- 3,6,6-Trimethylbicyclo[3.i.1]hept-2-ene, Nopyl formate, trans-Verbenyl acetate, 6,6-dimethyl-Bicyclo(3. 1.1)hept-2-ene-2-propanal, 2-pinen 1 0-yl isobutyrate, Tricyclo(4. I.O.02,7)hept-3-ene, 6-methyl-Tricyclo[4. 1.O.02,7]hept-3-ene, 1,6-dimethyl-Tricyclo[4. 1.O.02,7]hept-3-ene, 1-methyl-Tricyclo[4. 1.O.02,7]hept-3-ene, Chrysanthenyl acetate, Nopylaldehyde, Apopinen or Nopadiene.
- 3. Use of a compound of formula 1 whereing the compound is verbone and in particular (IR)-cis- 4,6,6-Trimethylbicyclo-{3.l.1]hept-3-en-2-one [(S)-(-)-Verbenone
- 4. Use of a compound according to any preceding claim wherein the compound is incorporated with a carrier solution selected from one or more of hexane, acetone, salicylate or ether.
- 5. Use of a compound according to any preceding claim wherein the compound of Formula (1) is used as an attractant.
- 6. Use of a compound according to any preceding claim wherein the compound is incorporated in a release device.
- 7. Use of a compound according to any preceding claim wherein the compound is included in a support layer forming part of the release device.
- 8. Use of a compound according to claim 7, wherein the support layer is a porous plastic material that can absorb the compound.
- 9. Use of a compound according to claim 7 or claim 8, wherein the support layer has an adhesive *:° coatedonit.::: :
- 10. Use of a compound according to claim 10, wherein the adhesive includes a compound for iminobilising andlor killing insects coming into contact with said adhesive.
- 11. Use of a compound according to any preceding claim wherein the release device can release : the compound at a rate of from 1 picograms per hour to 10 milligrams per hour of a compound.
- 12. Use of a compound according to any preceding claim wherein the compound is present at between 0.05 and 10%, more preferably between 0.1%, and 1%.
- 13. Use of a compound according to any preceding claim for the control one or more of Thrips palini, Thrips tabaci, Frankliniella fusca, Frankliniella schultzei, Frankliniella tritici or Frankliniella occidentalis.
- 14. A device for the control of insects of the order Thysanoptera, said dcvice including a compound of Foimula (1) having the structure: Formula 1 RR2 where: Ri is a methyl group: R2 is a hydrogen group: P.3 a ketone group or a hydrogen group: R4 and R6 are hydrogen, methyl or ethyl groups and share a methyl group; en.and R5 is hydrogen. * 0' ** C15. A device according to claim 14, formed of a support which is porous and which has a compound of formula 1 absorbed into it. C...SC * ** * C-'16. A device according to claim 14 or claim 15, including a chemical or biological insecticide to kill insects attracted to said device.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB201222585A GB2513534A (en) | 2012-12-13 | 2012-12-13 | Use of a compound to control insects |
| PCT/GB2013/000545 WO2014091185A1 (en) | 2012-12-13 | 2013-12-12 | Use of a compound to control insects |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB201222585A GB2513534A (en) | 2012-12-13 | 2012-12-13 | Use of a compound to control insects |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB201222585D0 GB201222585D0 (en) | 2013-01-30 |
| GB2513534A true GB2513534A (en) | 2014-11-05 |
Family
ID=47630748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB201222585A Withdrawn GB2513534A (en) | 2012-12-13 | 2012-12-13 | Use of a compound to control insects |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB2513534A (en) |
| WO (1) | WO2014091185A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113767904A (en) * | 2021-09-03 | 2021-12-10 | 福建省农业科学院植物保护研究所 | Special attractant for preventing and controlling insect gall thrips on ficus plants |
| PL440646A1 (en) * | 2022-03-16 | 2023-09-18 | Instytut Badawczy Leśnictwa | Composition for attracting Monochamus beetles, in particular pine sawyer beetle (Monochamus galloprovincialis (Oliv.)), a set of dispensers for attracting Monochamus beetles, use of the composition and use of a set of dispensers |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113661986B (en) * | 2021-09-03 | 2023-03-28 | 福建省农业科学院植物保护研究所 | Specific repellent for preventing and controlling insect gall thrips on ficus plants |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4839383A (en) * | 1984-12-10 | 1989-06-13 | Celamerck Gmbh & Co. | Compositions for combatting bark beetles |
| CA2018304A1 (en) * | 1990-06-05 | 1991-12-05 | John H. Borden | Method and composition for controlling pine engravers |
| US20030194454A1 (en) * | 1998-07-28 | 2003-10-16 | Bessette Steven M. | Pesticidal compositions containing rosemary oil and wintergreen oil |
| CN101069503A (en) * | 2006-05-11 | 2007-11-14 | 中国科学院动物研究所 | Luring agent for luring and collecting Dendroctonus valens |
| WO2012090516A1 (en) * | 2010-12-27 | 2012-07-05 | Sumitomo Chemical Company, Limited | Arthropod pest control composition and method for controlling arthropod pests |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU3776699A (en) | 1998-05-01 | 1999-11-23 | Summus Group, Ltd. | Methods and compositions for controlling a pest population |
| AU3775599A (en) | 1998-06-05 | 1999-12-20 | Summus Group, Ltd. | Methods for controlling a pest population |
| GB0130577D0 (en) | 2001-12-21 | 2002-02-06 | Univ Keele | Method of monitoring/controlling thysanoptera |
| EP2073632A4 (en) * | 2007-03-22 | 2015-08-05 | Tyratech Inc | Synergistic pest-control compositions |
-
2012
- 2012-12-13 GB GB201222585A patent/GB2513534A/en not_active Withdrawn
-
2013
- 2013-12-12 WO PCT/GB2013/000545 patent/WO2014091185A1/en active Application Filing
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4839383A (en) * | 1984-12-10 | 1989-06-13 | Celamerck Gmbh & Co. | Compositions for combatting bark beetles |
| CA2018304A1 (en) * | 1990-06-05 | 1991-12-05 | John H. Borden | Method and composition for controlling pine engravers |
| US20030194454A1 (en) * | 1998-07-28 | 2003-10-16 | Bessette Steven M. | Pesticidal compositions containing rosemary oil and wintergreen oil |
| CN101069503A (en) * | 2006-05-11 | 2007-11-14 | 中国科学院动物研究所 | Luring agent for luring and collecting Dendroctonus valens |
| WO2012090516A1 (en) * | 2010-12-27 | 2012-07-05 | Sumitomo Chemical Company, Limited | Arthropod pest control composition and method for controlling arthropod pests |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113767904A (en) * | 2021-09-03 | 2021-12-10 | 福建省农业科学院植物保护研究所 | Special attractant for preventing and controlling insect gall thrips on ficus plants |
| PL440646A1 (en) * | 2022-03-16 | 2023-09-18 | Instytut Badawczy Leśnictwa | Composition for attracting Monochamus beetles, in particular pine sawyer beetle (Monochamus galloprovincialis (Oliv.)), a set of dispensers for attracting Monochamus beetles, use of the composition and use of a set of dispensers |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2014091185A1 (en) | 2014-06-19 |
| GB201222585D0 (en) | 2013-01-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2005536495A (en) | Extracts from Akaza plants and their use | |
| Pinero et al. | Recent developments and applications of bait stations for integrated pest management of tephritid fruit flies | |
| US7985412B2 (en) | Method of monitoring/controlling thysanoptera | |
| Mursiti et al. | The activity of d-limonene from sweet orange peel (Citrus Sinensis L.) exctract as a natural insecticide controller of bedbugs (Cimex cimicidae) | |
| AU2017200488B2 (en) | Fruit fly olfactory attractant composition and use thereof | |
| Flores et al. | Evaluation of mass trapping and bait stations to control Anastrepha (Diptera: Tephritidae) fruit flies in mango orchards of Chiapas, Mexico | |
| JP6467177B2 (en) | Natural enemy insect attractant component derived from floral scent and its use | |
| Lösel et al. | Laboratory and field experiments towards the development of an attract and kill strategy for the control of the codling moth, Cydia pomonella | |
| CN101203130A (en) | Method of delivering a biologically active agent | |
| US8586068B2 (en) | Insect attractants and their use in methods of insect control | |
| US9629362B1 (en) | Methods for killing insects using methyl benzoate | |
| GB2513534A (en) | Use of a compound to control insects | |
| ES2954986T3 (en) | Method and system to attract lepidopteran insects | |
| KR101918269B1 (en) | Composition for controlling pochazia shantungensis | |
| KR20160118121A (en) | A novel composition for controlling pine wilt disease, comprising 2-(Dodecyloxy)ethanol as an aggregation pheromone separated and identified from Monochamus alternatus in South Korea, and a method for preparation thereof | |
| JP6659439B2 (en) | Sex attractant of the foot insect scale | |
| US6479046B2 (en) | Attractants and repellants for colorado potato beetle | |
| Knight | Testing an attracticide hollow fibre formulation for control of codling moth, Cydia pomonella (Lepidoptera: Tortricidae) | |
| CN110742072A (en) | Pest attractant and preparation method and application thereof | |
| Thakur et al. | Efficacy of different food attractants for control of fruit flies Bactrocera tau and B. cucurbitae (Diptera: Tephritidae) | |
| US20240000071A1 (en) | Devices, compounds and methods for insect control | |
| JP4188893B2 (en) | Pest repellent and cultivation method for reducing pest damage | |
| Okosun | Chemical ecology and eco-physiology of the grain chinch bug, Macchiademus diplopterus (Distant)(Hemiptera: Lygaeidae: Blissidae), a phytosanitary pest of South African export fruit | |
| WO2018042023A1 (en) | Use of nootkatone as a larvicide | |
| BR112020012967B1 (en) | METHOD FOR DETERMINING THE EFFECTIVE FLOW RATE TO EFFECTIVELY CONTROL A COCOID INSECT PEST, METHOD FOR EFFECTIVELY CONTROLLING A COCOID INSECT PEST AND USE OF AN EFFECTIVE FLOW RATE OF A SEMIOCHEMICAL PRODUCT COMBINED WITH A TOXIC SUBSTANCE TO CONTROL A COCOID INSECT PEST |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |