JP2013176313A - Insect attractant - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an insect attractant useful in attracting harmful insects.SOLUTION: An insect attractant is provided having at least one effective component selected from the group consisting of the following compounds: 4-(4-hydroxy-4-methyl-pentyl)-cyclohex-3-ene-carbaldehyde; 4-amino-ethyl benzoate; 5-octyl-dihydro-furan-2-one; 1,3,3-trimethyl-bicyclo [2.2.1] heptan-2-ol; (5E)-3-methylcyclopentadeca-5-ene-1-one; (3-oxyo-1,3-dihydro-isobenzofuran-1-yl)-butyl acetate ester; 1,4-dioxa-cycloheptadecan-5,17-dione; 3-butylidene-3H-isobenzofuran-one; and hexa-2-ene-1-ol.

Description

  The present invention relates to an insect attractant.

  Exterminating pests by using an insect repellent device that attracts and captures pests has been generally performed. This insect repellent device normally attracts pests to the device by diffusing a volatile attractant from the device to the surroundings, and then captures the attracted pests in the device with an adhesive material or the like.

As an attractant used in the above-mentioned insect repellent device, an attractant bait imitating a pest bait or a so-called pheromone is generally used. In Patent Document 1, Z, E-9,12-tetradecadien-1-ol, 14-methyl-1-octadecene, 9-tricosene, tridecenyl acetate, dodecyl are used as attractants for the sticking insect trapping device. Acetate, dodecenyl acetate, dodecadienyl acetate, tetradecenyl acetate, tetradecadienyl acetate, hexadecenyl acetate, hexadecadienyl acetate, hexadecatrienyl acetate, octadecenyl acetate, octa Pheromones selected from decadienyl acetate, hexadecenal, octadecenal, Z13-icosen-10-one, 7,8-epoxy-2-methyl-octadecane and 8-methyl-2-decyl-propionate, amino acids, and derivatives thereof , Ethylene methylene glycol Dating, acetophenone, amyl acetate, isoamyl acetate, molasses, vanillin, and coffee, it is described that the use of bait selected from fennel and cinnamon flavors. Patent Document 2 also describes that C _5-20 aromatic aldehydes and C _5-20 aromatic ketones become aromatic components, taste masking components, insect repellent components, or insect attractant components. Therefore, there is a possibility that pests can be attracted by odor substances.

Special Table 2002-200285 gazette Special table 2010-516804

  The present invention relates to an insect attractant and an insect attracting method using the agent.

As a result of screening compounds with the action of Drosophila as an index, the present inventor found a series of compounds having an insect attracting effect.
That is, the present invention provides an insect attractant containing as an active ingredient at least one selected from the group consisting of the following compounds.
The present invention also provides an insect attracting method comprising a step of exposing an insect to at least one selected from the group consisting of the following compounds.
The present invention also includes a step of attracting an insect by exposing the insect to at least one selected from the group consisting of the following compounds, and a step of capturing or killing the attracted insect. Provide insecticidal methods.
4- (4-hydroxy-4-methyl-pentyl) -cyclohex-3-ene-carbaldehyde;
4-amino-benzoic acid ethyl ester;
5-octyl-dihydro-furan-2-one;
1,3,3-trimethyl-bicyclo [2.2.1] heptan-2-ol;
(5E) -3-methylcyclopentadeca-5-en-1-one;
(3-oxo-1,3-dihydro-isobenzofuran-1-yl) -acetic acid butyl ester;
1,4-dioxa-cycloheptadecane-5,17-dione;
3-butylidene-3H-isobenzofuran-one;
Hex-2-en-1-ol.

  The insect attractant of the present invention has an effective insect attracting action. According to the insect attractant of the present invention, it is possible to induce and capture insects and remove harmful insects from the living environment.

1 is a schematic diagram of an experimental apparatus used in Example 1. FIG. The effect of attracting Drosophila by the insect attractant of the present invention. Error bar = SE.

The insect attractant of the present invention contains the following compounds as active ingredients. The insect attractant of the present invention only needs to contain any one of the compounds listed below, but may contain two or more in any combination.
4- (4-hydroxy-4-methyl-pentyl) -cyclohex-3-ene-carbaldehyde (4- (4-Hydroxy-4-methyl-pentyl) -cyclohex-3-enecarbaldehyde, Lyral);
4-Amino-benzoic acid ethyl ester (ethyl aminobenzoate);
5-Octyl-dihydro-furan-2-one (Lactone C-12 Gamma);
1,3,3-trimethyl-bicyclo [2.2.1] heptan-2-ol (1,3,3-Trimethyl-bicyclo [2.2.1] heptan-2-ol, Fenchyl Alcohol);
(5E) -3-methylcyclopentadec-5-en-1-one ((5E) -3-methylcyclopentadec-5-en-1-one, Muscenone delta);
(3-Oxo-1,3-dihydro-isobenzofuran-1-yl) -acetic acid butyl ester, phthalide-3- Acetic acid butyl ester);
1,4-dioxa-cycloheptadecane-5,17-dione (1,4-dioxa-Cycloheptadecane-5,17-dione, Ethylene Brassylate);
3-Butylidene-3H-isobenzofuran-1-one (Butylidenephthalide);
Hex-2-en-1-ol (trans-2-Hexen-1-ol).

  Of the above compounds, 4- (4-hydroxy-4-methyl-pentyl) -cyclohex-3-ene-carbaldehyde, 4-amino-benzoic acid ethyl ester, 5-octyl-dihydro-furan-2-one, 1 , 3,3-trimethyl-bicyclo [2.2.1] heptan-2-ol, (5E) -3-methylcyclopentadec-5-en-1-one, (3-oxo-1,3-dihydro -Isobenzofuran-1-yl) -acetic acid butyl ester, as well as combinations thereof, are preferred.

  Among the above compounds, (3-oxo-1,3-dihydro-isobenzofuran-1-yl) -acetic acid butyl ester can be synthesized by the method described in JP2011-256121A. 4-Amino-benzoic acid ethyl ester and 3-butylidene-3H-isobenzofuran-one are known as reagents and can be purchased from Sigma-Aldrich Japan and Wako Pure Chemical Industries. Also, 4- (4-hydroxy-4-methyl-pentyl) -cyclohex-3-ene-carbaldehyde, 5-octyl-dihydro-furan-2-one, 1,3,3-trimethyl-bicyclo [2.2 .1] Heptan-2-ol, (5E) -3-methylcyclopentadec-5-en-1-one, 1,4-dioxa-cycloheptadecane-5,17-dione, hexa-2-ene- 1-ol is known as a perfume and can be purchased commercially (see “Synthetic Perfume Chemistry and Product Knowledge” augmented and revised edition, Motoichi Into, Kagaku Kogyo Nippo, published in March 2005) ). For example, the above fragrances can be obtained from Firmenich S. A., Givaudan S. A., IFF Inc., Takasago Fragrance Industry Co., Ltd., Inoue Fragrance Factory, Kao Co., Ltd. and the like.

  Examples of the “insect” to which the insect attractant of the present invention is applied include all insects, and preferred are flying insects such as mosquitoes, flies, fruit flies or fruit flies, moths, butterflies, cockroaches, etc. Flies, fruit flies or Drosophila are more preferred.

  The insect attractant includes, for example, an environment in which an insect to be attracted may exist, an environment in which insect attraction is desired, an environment in which insects are desired to be captured or killed, an environment that requires insects, etc. It can be used in any environment. For example, the insect attractant of the present invention can be used in any environment where the above-mentioned insects such as a house, office, canteen, warehouse, public facility, park, field, garden, flower bed, etc. can exist, animals such as humans, livestock, and pet animals. It can be used in the environment in which people live, crops, garden trees, flower beds, cultivation places of plants such as interior plants, and the like.

In this specification, the “attractive effect” of insects means that more insects are attracted to a subject containing or treated with the insect attractant of the present invention than an untreated or untreated subject. Is the effect. Alternatively, it is an effect of increasing the number of insects present in a subject containing or treated with the insect attractant of the present invention as compared to a non-containing or untreated subject.
For example, the “attracting effect” in the present invention refers to the difference in the number of insects attracted to a target between the target treated with the insect attractant of the present invention and the untreated target [attracting rate (%) = ( The number of insects present in the subject treated with the insect attractant of the present invention−the number of insects present in the untreated subject) / the total number of insects × 100]. For example, an “attractive effect” can be an insect being attracted with an attraction rate of at least about 40%. Preferably, the insects are attracted with an attraction rate of at least about 60%. More preferably, the insect may be attracted with an attraction rate of at least about 80%.

  The above compounds have been found as compounds that attract insects. Thus, these compounds can be used for attracting insects, for attracting or attracting insects by attracting, or for attracting insects for prosthetic or insecticidal purposes. Therefore, the compound can be an active ingredient for attracting insects or can be contained as an active ingredient in a composition for attracting insects. The compound can also be contained as an insect attracting component in an insect repellent device or an insecticidal device based on an insect attracting action. Alternatively, the compounds can be used for the production of insect attractants or compositions for attracting insects, or for the production of devices based on insect attracting action or insecticidal devices as insect attractant components.

  The insect attractant or the composition for attracting insects may contain other insect attracting components such as pheromones and attractant baits, for example, an attractant described in JP-T-2002-500865 in addition to the compound. Good. In addition, other active ingredients such as insecticides, fungicides, rodenticides, antibacterial agents, disinfectants, herbicides, plant growth promoters, cosmetic ingredients, fragrances, flavoring agents, cleaning agents, depending on the desired effect and application target. And may contain a softening agent and the like. Alternatively, it may be used in combination with any supplementary insecticidal device or insecticidal device.

  The form of the insect attractant or composition is not particularly limited, and examples thereof include solid, semi-solid, gel, liquid, and spray. The insect attractant or composition can be produced by mixing the compound and the above-mentioned other components with an appropriate carrier according to a conventional method. The content of the compound in the insect attractant or the composition may be, for example, 0.001 to 50% by mass, preferably 0.01 to 20% by mass.

  The present invention also provides an insect attracting method comprising the step of exposing an insect to the above compound. In the method of the present invention, the compound is applied in any environment, for example, in any environment where an insect to be attracted may exist. Examples of the application include a method of arranging the compound in the environment, a method of treating an arbitrary object in the environment with the compound, and the like. Application of the compound to such an environment can expose insects to the compound. Insects exposed to the compound are attracted to the location of the compound or to a subject treated with the compound. In one embodiment, the attraction method allows the insect to be guided to a desired location or subject.

  Insects attracted as described above may be captured or killed as needed. Accordingly, the present invention also provides a method for capturing or killing insects comprising the steps of attracting insects by exposing the insects to the compound and capturing or killing the attracted insects. In the method of the present invention, for example, the compound is applied in an environment in which it is desired to attract or kill insects by attraction, and the insects are attracted by exposing the insects to the compound. The procedure for applying the compound to the environment, exposure to insects, and attracting insects is the same as described above. Then, the attracted insect is complemented or killed. Examples of the insect repellent means include an adhesive material, a net, a container, and the like, and examples of the insecticide means include an insecticide, electricity, heat, and water.

  In the method of the present invention, the amount of the compound applied may be an effective amount for attracting the target insect. The effective amount can be appropriately adjusted according to the type of insects to be attracted, the place where the compound is applied, the range in which the compound is desired to diffuse, and the like.

  EXAMPLES Hereinafter, an Example is shown and this invention is demonstrated more concretely.

Example 1 Evaluation of attracting effect on Drosophila (preparation of Drosophila)
Drosophila used Canton S. Drosophila food was prepared as follows. Cornmeal (Oriental) 70g / L, dried beer yeast (Asahi Food and Healthcare) 40g / L, glucose (Sigma) 100g / L, agarose 0.53g / L are mixed with 600mL water and heated to 93 ° C with stirring. And stirred for 10 minutes. Then add 10% bauxinin (dissolved in WAKO, 70% ethanol) 5mL / L, propionic acid (WAKO) 5mL / L, and dispense appropriate amount into Drosophila breeding flask (Thermo Fisher Scientific). The sponge stopper (Thermo Fisher Scientific) was dried at room temperature for 1 day, and then stored in a plastic bag at room temperature and used within one month.
Drosophila was subcultured by transferring 20 males and 20 females within about one week after emergence to a new flask, and removing the parent from the flask about 10 days later when a large number of wrinkles were formed. Anesthesia was performed using CO ₂ when necessary for passage, experimental operation, and the like.

(Experimental device)
A device for evaluating Drosophila behavior was prepared as shown in FIG. An acrylic case with a lid of 51mm in length, 108mm in width and 30mm in height, with 22mm holes of the same size as the diameter of the vial (MKC-30: Hitech) at the bottom and two at the top ( Sanriku Seisakusho) was prepared. The upper hole of the case was plugged with a sponge plug and used for anesthesia operations. Each of the lower holes is connected to a bait vial using a sponge plug (Hitech), and a hole is drilled in the center using an 8mm punch biopsy in the sponge plug of this connection. Chip: Funakoshi) was inserted. Inside the upper end of the chip, a filter paper (2 cm × 2 cm) in which 50 μL of test compound prepared with ethanol or ethanol to an evaluation concentration was immersed was installed.
The bait vial was prepared as follows. 50 mL of grapefruit juice (Welch's, Calpis) and 0.36 g of agarose were dissolved by heating in a microwave oven, and then dispensed into vials (approx. 5 mm thick).
A water agarose vial was prepared as follows. 50 mL of water and 0.6 g of agarose were dissolved by heating in a microwave oven, and then dispensed into vials (approx. 5 mm thick).

(Behavior evaluation test)
60 Drosophila (female) each were reared in water agarose vials overnight at 25 ° C. in the dark, and starved. Starved Drosophila are placed in the acrylic case of the experimental apparatus shown in FIG. 1 and kept overnight at 25 ° C. in the dark. The next day, the number of flies in the ethanol-treated and test compound-treated vials and the acrylic The number of flies remaining in the case was counted. The experiment was performed with n = 3.
From the number of flies measured, the attraction rate was calculated as follows:

Attraction rate (%)
= ((Number of flies in test compound treated vial−number of flies in EtOH treated vial) / total number of flies × 100

The results are shown in Table 1 and FIG. The compounds listed in Table 1 showed an attractive effect on Drosophila.

Claims (3)

Insect attractant comprising at least one selected from the group consisting of the following compounds as an active ingredient:
4- (4-hydroxy-4-methyl-pentyl) -cyclohex-3-ene-carbaldehyde;
4-amino-benzoic acid ethyl ester;
5-octyl-dihydro-furan-2-one;
1,3,3-trimethyl-bicyclo [2.2.1] heptan-2-ol;
(5E) -3-methylcyclopentadeca-5-en-1-one;
(3-oxo-1,3-dihydro-isobenzofuran-1-yl) -acetic acid butyl ester;
1,4-dioxa-cycloheptadecane-5,17-dione;
3-butylidene-3H-isobenzofuran-one;
Hex-2-en-1-ol. Insect attracting method comprising the step of exposing an insect to at least one selected from the group consisting of the following compounds:
4- (4-hydroxy-4-methyl-pentyl) -cyclohex-3-ene-carbaldehyde;
4-amino-benzoic acid ethyl ester;
5-octyl-dihydro-furan-2-one;
1,3,3-trimethyl-bicyclo [2.2.1] heptan-2-ol;
(5E) -3-methylcyclopentadeca-5-en-1-one;
(3-oxo-1,3-dihydro-isobenzofuran-1-yl) -acetic acid butyl ester;
1,4-dioxa-cycloheptadecane-5,17-dione;
3-butylidene-3H-isobenzofuran-one;
Hex-2-en-1-ol. A method for capturing or killing insects, comprising attracting insects by exposing the insects to at least one selected from the group consisting of the following compounds, and capturing or killing the attracted insects:
4- (4-hydroxy-4-methyl-pentyl) -cyclohex-3-ene-carbaldehyde;
4-amino-benzoic acid ethyl ester;
5-octyl-dihydro-furan-2-one;
1,3,3-trimethyl-bicyclo [2.2.1] heptan-2-ol;
(5E) -3-methylcyclopentadeca-5-en-1-one;
(3-oxo-1,3-dihydro-isobenzofuran-1-yl) -acetic acid butyl ester;
1,4-dioxa-cycloheptadecane-5,17-dione;
3-butylidene-3H-isobenzofuran-one;
Hex-2-en-1-ol.