KR830001227B1 - Compositions that are essential oils of crude chestnut moths - Google Patents

Abstract

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Description

Compositions that are essential oils of crude chestnut moths

The present invention relates to a composition which is an oil of crude chestnut moth.

In recent years, it is well known that spraying insecticides for pest control causes various problems that are not desirable in view of conservation hygiene. In addition, the development of a new pest control technology to be replaced with pesticide spraying, or the development of new technology that can reduce the use of pesticides is desired.

In general, the binding behavior of insects is controlled by extremely small amounts of odorous substances released by the insect itself. In other words, insect insects release volatile substances into the air, and male insects that detect volatile smelly substances start flying toward cancer insects, which are sources of odorous substances at a distance. Discover and incite sexual excitement. These odorous substances secreted by cancerous insects are commonly called sex pheromones or sex attractants and are extremely important substances that control the binding behavior of insects.

The inventors of the present invention conducted a study on sex attractants of crude chestnut moths as pests of flowering plants and sundown. Joe night moths are attracted to many males outdoors. It was found that the involvement of the male larvae is a chemical that is secreted from the glands located at the female ventral end, also called sex attractants (also called sex pheromones). Roughly 50,000 abdominal ends of uncoated cotyledon moths are excised and extracted with methylene chloride to obtain an oily substance containing pheromone. The oily substance was adsorbed onto silica gel and eluted sequentially with hexane, 1% ether / hexane, 5% ether / hexane, 10% ether / hexane, and ether to give the A component in the 5% ether / hexane eluent. Obtain component B from.

Hexadecanyl when hydrogen is added to component A. It becomes acetate, and supplies B component by the hydrolysis of A component, and A component is supplied by acetylation of B component. When ozone decomposes A component, it is 6-acetoxy. Obtain hexyl aldehyde. A component is 11-hexadecenyl by such a reaction. It can be seen that the acetate and the B component is 11-hexadecenol. In addition, the double bond was found to be cis (Z) in the thin layer chromatography and gas chromatography behavior of the compound. It is the first time that two or more compounds have been isolated from the crude chestnut moth, and there are few cases reported as substances essential for the crude chestnut moth.

Of the two compounds, cis-11-hexadecenyl acetate causes sexual excitement in male worms at high concentrations, therefore cis-11-hexadecenol does not show an active action, but it contains 1 to 60% of B component, especially 1 to A component containing 30% was found to exhibit significantly higher sexual excitement and attraction compared to the case of A component alone, and completed the present invention based on this. That is, the present invention relates to a composition which is an oil of crude chestnut moth containing cis-11-hexadecenyl acetate containing 1 to 30% of cis-11-hexadenol as an active ingredient.

The essential oil composition of the present invention contains cis-hexadecenyl acetate containing 1 to 30%, preferably 5 to 20%, of cis-11-hexadecenol as an active ingredient. These two active compounds may be encapsulated in plastic capsules in the same state or dissolved in an organic solvent such as hexane, or, for example, rubber, synthetic resin, sand, diatomaceous earth, silica gel or other powder. Alternatively, it can be mixed with a granular carrier or the like and used as an oil-based composition in which the active ingredient is adsorbed on these carriers.

As described above, the adult attractant composition attracts males to a certain place to reduce the number of pests, or makes it impossible for males to find females by volatilizing high concentrations of adult females in the air. It can be used to inhibit the reproduction of pests because it artificially interferes with mating. In addition, it is also possible to prepare and use an attractive insecticide composition by appropriately mixing an insecticide such as a pyrethrin agent, a DEP agent, a DDVP agent or the like with these active ingredients. Composition which is the essential oil of this invention is a generation | occurrence | production of an adult insect

In addition to the purpose used for controlling such pests, the attractant composition can be used to investigate the development status of pests, that is, when and when they occur. Conventionally, the investigation on the occurrence of pests was carried out to estimate the number of pests that have flown in by using infants' lamps (blue fluorescent lamps or black lights). It is rare to fly on the back, and the occurrence situation is extremely inaccurate. However, the use of the sexually essential composition of the present invention has an excellent effect on attracting male insects.

As mentioned above, it becomes possible to fully prevent the damage of the rice plant, the rice of a crop, and the corn by a coarse chestnut moth by using the composition which is the essential oil of this invention.

Next, a method for synthesizing cis-11-hexadecenyl acetate and cis-11-hexadecenol according to the present invention will be described.

The tetrahydrofuran solution of 1-hexine is reacted with butyllithium in nitrogen gas under ice-cooling to be lithium acetyl of hexine. Condensation of 10-bromodecanol to this acetylate yields 11-hexadecynyl alcohol. When 11-hexadecynyl alcohol is added hydrogen in the presence of a rindra-catalyst, cis-11-hexadecenol (B) is obtained. (B) is acetylated to obtain cis-11-hexadecenyl acetate (A).

Next, the effect of the essential oil composition which concerns on this invention is demonstrated by the following example.

Example 1

Cis-11-hexadecenyl acetate and cis-11-hexadecenol were added in 10: 0,9.9: 0.1,9.5: 0.5,9: 1,8: 2,7: 3,6: 4,5: 5,4 1x10 ^-4 μg of hexane solution mixed with: 6,3: 7,2: 8,1: 9,0: 10 were attached to the inner wall of the Komagome pipette, and after the solvent evaporation, grasped the rubber ball of the pipette, Mixed compounds with air were sprayed on the male larvae of crude chestnut moths in the wire mesh, and sexual excitement was determined based on the prominence of the grasps in the male and abdomen. The results are shown in Table 1.

TABLE 1

As is apparent from Table 1, the sexually active compounds of the present invention show that the sexual excitability is extremely high compared to the single compounds of the respective active compounds.

Example 2

10: 0,9: l, 8: 2,7: 3,6: 4,5: 5,4: 6,3: 7,2 of cis-11-hexadecenyl acetate and cis-11-hexadecenol Attractant effect test was carried out using an ape adsorbed with 1 ml of a mixed compound of: 8,1: 9,0: 10 per rubber cap. The adhesive plate trap used for the manned test is a combination of a plastic bottom plate (25cm ÷ 30cm) and a roof plate formed into a large size (8cm in height) with a chemical adhesive, and a small netting (diameter of 3cm, 1 cm long), and an opaque plastic sheet was attached thereon to block sunlight. Gunned Males

A trap with one rubber cap inserted in an ape was installed at an altitude of 1 m above the ground (corn field) to attract and attract the male larvae. The number of captures indicated the effect of the oily composition. The results are shown in Table 2.

TABLE 2

As apparent from the above results (Table 2), it was confirmed that the essential oil composition of the present invention attracted 6-16 male worms per night of one trap and had a high attracting effect even outdoors.

Claims (1)

A composition comprising crude citron moth containing cis-11-hexadecenyl acetate containing 1 to 30% of cis (z) -11-hexadecenol as an active ingredient in a solution of a mixing ratio of 9.5: 0.5 to 5: 5.