KR20160044927A - Natural acaricide for mite, Visual indicator for mite and Preparing method thereof - Google Patents

Abstract

The present invention relates to a natural tickicide having miticidal activity against mites, and to an identification indicator. More specifically, the present invention relates to a natural tickicide which exhibits outstanding miticidal activity against mites such as dust mites and Haemaphysalis longicornis (killer mites) and in which substances, produced by fractionizing and refining a Morinda officinalis root extract as a natural component, is used, rather than synthetic substances. The present invention further relates to an identification indicator capable of identifying mites, and to a method for producing the natural tickicide.

Description

{Natural acaricide for mite, Visual indicator for mite and Preparing method thereof}

The present invention relates to a mite natural acaricide and / or an identification marker using a substance fractionated from the extract of a peach extract and a derivative thereof.

Of the many insects that come into contact with humans, pests are always seen as a big pain in our daily lives. In particular, the control of these pests is of great concern in the hygiene pest sector, as many infectious diseases are caused by pests and have an epidemiological link between human diseases and the pests that mediate them.

Allergy is a worldwide disease, and the factors that are closely related to the increase in incidence are due to the indoor living environment. Especially in modern lifestyles, exposure to airborne antigens is increasing because most of the day is spent indoors. Airborne antigens include house dust mites, pet hair, and cockroaches. These airborne antigens and allergic diseases have been found to be closely related. Studies have shown that exposure of humans to airborne antigens increases the likelihood of atopic dermatitis, which in turn increases the risk of allergic rhinitis and asthma following onset of atopic dermatitis. House dust mite allergy species that occupy the world as a major airborne antigens most distributions generating the disease is a big bridge dust mite (Dermatophagoides farinae) and vertical patterns dust mites (Dermatophagoides pteronyssinus ). In order to remove house dust mites, physical methods of sterilizing furniture, clothing, carpets, etc. that can house house dust mites at 70 ℃ or more have been studied, but there are many restrictions on application and expect complete relief It is a difficult situation. In order to more effectively control mites benzyl benzoate (benzyl benzoate), diethyl -m- Tolu amide (diethyl- m -toluamide, DEET), dibutyl phthalate (dibutyl phthalate), and pyrimidine Force-methyl (pyrimiphos-methyl) Are widely used as chemical control agents. Although the treatment with such a chemical controlling agent is effective, it has to be treated frequently due to a short duration of the active agent, and there are many problems such as resistance to repeated treatment and occurrence of residual toxicity.

In addition, even if the tick is controlled, it is virtually impossible to completely remove the allergen because the tick body and the excrement remain in the room and can cause secondary infection.

The SFTS virus that causes severe febrile thrombocytopenic syndrome (SFTS) is a new virus belonging to the host of arthropods such as flies, mosquitoes, and ticks, belonging to the hosts Bunyaviridae and Phlebovirus, When infected, potentially catastrophic consequences can occur, especially in the elderly and immunocompromised patients. The virus is a wild arthropod, a virus that infects small ticks, a true tick, and is present in nature. A small mite tick that mediates this disease ( Haemaphysalis longicornis ) are widely distributed throughout Korea and are known to infect SFTS virus by attaching to dogs, cats, or people roaming in livestock or lawns.

However, since no vaccine or antiviral agent has been developed yet, it is best to manage these mediators, but it is virtually impossible to control them completely because of the diverse host of small mites . Therefore, there is an urgent need to develop biomaterials that can directly control small mite mite, which is an insect pest of SFTS virus.

In recent years, studies have been actively carried out to find compounds having a novel active activity among known compounds. Existing compounds have various biological activities, and most of them have proven safety, so it can be used as a comprehensive anti-viral agent against house dust mite and small mite mite. Thus, many studies have focused on identifying new functions of existing known compounds.

Korean Patent Publication No. 10-2006-0110655 (published on October 25, 2006) Korean Patent Laid-Open No. 10-2010-0079438 (published December 31, 2008)

It is an object of the present invention to provide a natural acaricide of a biomaterial and a derivative compound having a non-specific activity against mite such as house dust mite, small mite mite, etc. acting as an antigen of allergic and severe febrile platelet reduction syndrome. In addition, the present invention provides a mite identification marker that induces color change of the mites and exhibits display activity.

In order to solve the above-mentioned problems, the present invention relates to a natural acaricide for mites, which comprises a compound represented by the following general formula (1) as an active ingredient.

[Chemical Formula 1]

Wherein R ¹ is a straight-chain alkyl group having ¹ to 5 carbon atoms or a branched alkyl group having 3 to 5 carbon atoms, R ² is -OH, n and m satisfy 0 <n + m ≦ 4, n is an integer of 0 to 4, and m is an integer of 0 to 3.

As a preferred embodiment of the present invention, in the natural mental acne agent for mites of the present invention, R ¹ in formula (1) is a straight chain alkyl group of C ¹ to C ² , n is an integer of 0 to 3, m is 0 to 2 .

As a preferred embodiment of the present invention, the present invention relates to a natural acaricide for mites, wherein the compound represented by the formula (1) is derived from a fractional purified product of a coral extract.

As a preferred embodiment of the present invention, the natural acaricide for mites according to the present invention is characterized in that R ¹ in the general formula ( ¹⁾ is a methyl group, n is an integer of 1 to 3, and m is 0 can do.

According to a preferred embodiment of the present invention, in the formula (1), n is 0 in the formula (1) and m is 1 to 2 in the natural antimalcoffective agent for mites according to the present invention.

As a preferred embodiment of the present invention, the present invention relates to a natural acaricide for mites, wherein the mites are dermatophagoides farinae ), vertical dust mites ( Dermatophagoides pteronyssinus), ginteol flour mite (Tyroglyphus putrescentiae), and Haemaphysalis longicornis (Haemaphysalis longicornis ), and preferably at least one selected from among large-legged dust mites, longitudinal-patterned dust mites and small-sized mites.

As a preferred embodiment of the present invention, the present invention can be characterized in that the natural acaricide for mites is used in the form of one of the formulations selected from a liquid agent, an emulsion, an application agent, a fumigant, a fumigant, a granule and a solid agent.

The present invention also relates to a mite identification marker, which comprises a compound represented by the following general formula (2) as an active ingredient.

(2)

Wherein R ¹ is a straight-chain alkyl group of C ¹ to C 5 or a branched alkyl group of C 3 to C 5, and n is an integer of 2 to 3.

In one preferred embodiment of the present invention, R ¹ in the general formula (2) is a linear alkyl group having ¹ to 2 carbon atoms, and n is an integer of 2.

As a preferred embodiment of the present invention, the present invention is characterized in that in the tick indicator for mites, the compound represented by the general formula (2) is derived from a fractional purified product of the peach extract.

As a preferred embodiment of the present invention, the present invention provides a mite identification marker, wherein the mite is a dermatophagoides farinae ), vertical dust mites ( Dermatophagoides pteronyssinus , Tyroglyphus putrescentiae , tropical rat mites ( Ornithonyssus bacoti ), thick-legged ticks ( Hirstionyssus apodemi zuevsky ) . And at least one species selected from among small mites ( Haemaphysalis longicornis ), preferably at least one selected from large-legged dust mites, longitudinal-patterned dust mites and small-sized mites.

As a preferred embodiment of the present invention, the mite identification indicator of the present invention may be characterized in that it is brought into contact with a mite to induce a color change of the mite. Preferably, the mite in contact with the identification marker is black or It can be characterized by changing to dark gray.

The present invention also relates to a method for preparing the natural acaricide for mites described above, wherein the concentrated paracetext extract is fractionated by silica gel chromatography and high performance liquid chromatography to prepare a disintegrant have.

As a preferred embodiment of the present invention, the production method of the present invention comprises the steps of: (1) preparing a coral extract by using hexane as an extraction solvent; A second step of separating the extraction solvent and the essential oil from the extract of the extract, and then concentrating the extract to obtain a concentrated extract; Fractionating and purifying the concentrated extract through a silica gel chromatography to obtain eight fraction layers; Fractionating the fraction layer component having flesh specific activity against mites in the eight fraction layers by silica gel chromatography to regenerate five fraction layers; 5) recovering three fractions by high-performance liquid chromatography on a fraction layer component having flesh-inactivating activity against mites among the above-obtained five fraction layers; And obtaining a fractionally purified product of the extract of the peel extract by assaying the fraction layer component of the mite out of the reacquired three fraction layers to obtain a natural acaricide for mites .

As a preferred embodiment of the present invention, in the method for producing a natural acaricide for mites according to the present invention, the fractionally purified product may include a compound represented by the following general formula (1).

[Chemical Formula 1]

Wherein R ¹ is a straight-chain alkyl group having ¹ to 5 carbon atoms or a branched alkyl group having 3 to 5 carbon atoms, R ² is -OH, n and m satisfy 0 <n + m ≦ 4, n is an integer of 0 to 4, and m is an integer of 0 to 3.

As a preferred embodiment of the present invention, in the method for producing a natural acaricide for mites according to the present invention, the step 1 is carried out by using a steam distillation extraction apparatus at 75 ° C to 85 ° C for 5 to 7 hours . &Lt; / RTI &gt;

As a preferred embodiment of the present invention, in the method for producing a natural acaricide for mites according to the present invention, the second step of concentration under reduced pressure is performed at 30 ° C to 40 ° C.

As a preferred embodiment of the present invention, in the method for producing a natural acaricide for mites according to the present invention, the fractional purification through the silica gel chromatography of the third and fourth steps is carried out using a mixed organic solvent of hexane and ethyl acetate . &Lt; / RTI &gt;

As a preferred embodiment of the present invention, in the method for preparing a natural acaricide for mites according to the present invention, fractionation through high performance liquid chromatography in step 5 is carried out using methanol as an organic solvent have.

The natural acaricide according to the present invention is an acaricide of a natural ingredient, which is not a conventional chemical control agent. The natural acaricide containing an ingredient derived from a pea extract has an excellent acaricidal activity against mite such as house dust mite and small mite mite, It also induces discoloration of mites and has a display activity that can be easily recognized by the naked eye. Therefore, it is possible to prevent secondary infections caused by house dust mites, which are major allergens, by removing discolored mites.

FIG. 1 is an optical microscope photograph of a tick (large legged dust mite, longitudinal patterned dust mite) spiked with diethyl-m-toluamide (DEET) which is a chemical agent for conventional house dust mite.
Fig. 2 is an optical microscope photograph showing mites (large leg dust mites, longitudinal pattern dust mites) which are salicylic in the present invention.

The term " C1 ", "C2 ", etc. used in the present invention means a carbon number. For example," C1 to C5 alkyl "means an alkyl group having 1 to 5 carbon atoms.

"로 표현된 화학식에서, R₁은 독립적으로 수소원자, 메틸기 또는 에틸기이며, a는 1 ~ 3이다"라고 치환기에 대해 표현되어 있을 때, a가 3인 경우, 복수의 R¹, 즉 R¹ 치환기가 3개가 있고, 이들 복수 개의 R¹들 각각은 서로 같거나 다른 것으로서, R¹들 각각은 모두 수소원자, 메틸기 또는 에틸기일 수 있으며, 또는 R¹들 각각은 다른 것으로서, R¹ 중 하나는 수소원자, 다른 하나는 메틸기 및 또 다른 하나는 에틸기일 수 있음을 의미하는 것이다. 그리고, 상기 내용은 본 발명에서 표현된 치환기를 해석하는 일례로서, 다른 형태의 유사 치환기도 동일한 방법으로 해석되어야 할 것이다.
In the present invention,

In the formula represented by " R ₁ is independently a hydrogen atom, a methyl group or an ethyl group, a is 1 to 3, "when a is 3, a plurality of R ¹ , that is, R ¹ As there are three substituents, each of a plurality of R ¹ which are the same or different, R ¹ in each of both may be a hydrogen atom, methyl or ethyl, or R ¹ as each of the other, R ¹ One of Hydrogen atom, the other is a methyl group, and the other is an ethyl group. The above is an example of interpreting the substituent represented by the present invention, and other similar substituents should also be interpreted in the same way.

Hereinafter, the present invention will be described in more detail.

The natural acaricide for mites of the present invention may be characterized by containing a compound represented by the following general formula (1).

[Chemical Formula 1]

In the general formula (1), R ¹ is a straight-chain alkyl group of C ¹ to C 5 or a branched alkyl group of C 3 to C 5, preferably a straight-chain alkyl group of C 1 to C 2, more preferably a methyl group. And R ² is -OH. N and m are each an integer of 0 to 4, preferably 0 to 3, and n is an integer of 0 to 4, and 0 &lt; n + m & It is an integer. And m is an integer of 0 to 3, preferably an integer of 0 to 2.

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중에서 선택된 1종 이상을 포함할 수 있으며, 바람직하게는

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중에서 선택된 1종 이상을 포함할 수 있고, 더욱 바람직하게는

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중에서 선택된 1종 이상을 포함할 수 있다.
More specifically, the active ingredient of the mite acaricide component of the present invention is represented by the following formula

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, And preferably at least one selected from the group consisting of

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And more preferably at least one selected from the group consisting of

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And the like.

In the present invention, the compound represented by the formula (1) may be a purified product obtained by fractionating and purifying the extract.

In the present invention, the natural acaricide for mites can be used in the form of a single formulation selected from a liquid preparation, an emulsion, a coating agent, a fuming agent, a fumigant, a granule and a solid preparation, preferably in the form of a formulation selected from a liquid preparation, a coating agent and a fumigant .

In addition, the present invention can be used not only as the above-mentioned tick acaricide but also as an identification marker of ticks. In the case of the identification marker, a compound represented by the following formula 2 can be included as an active ingredient.

(2)

In the general formula (2), R ¹ is a straight-chain alkyl group of C ¹ to C 5 or a branched alkyl group of C 3 to C 5, preferably a linear alkyl group of C 1 to C 2, more preferably a methyl group. And n is an integer of 2 to 3, preferably an integer of 2.

일 수 있다. 그리고, 본 발명의 진드기용 식별표시자는 상기 식별표시자와 접촉한 진드기는 살비되면서, 색변화가 일어나며, 검은색 또는 어두운 회색으로 변하게 된다.The mite identification marker of the present invention will be described in more detail. The compound represented by the general formula (2)

Lt; / RTI &gt; In addition, the mite identification marker of the present invention changes color to black or dark gray while the mites in contact with the identification indicator are faint.

In the present invention, the compound represented by the general formula (2) may be a purified product obtained by fractionating and purifying the extract.

In the dermatological acaricides and the distinguishing markers of the present invention described above, the dermatophagoides farinae ), vertical dust mites ( Dermatophagoides pteronyssinus ), typhoid tick ( Tyroglyphus putrescentiae ) and small mites ( Haemaphysalis longicornis ), preferably at least one selected from among large-legged dust mites, longitudinal-patterned dust mites and small-sized mite mites.

The method of producing the natural mental aciva and / or the distinguished markers for mites according to the present invention can be carried out by fractionating the extract of the mushroom to prepare the compound represented by the formula (1) and / or the formula (2). More specifically, a first step of preparing a peach extract using hexane as a solvent for extracting a mixture of a rhizome powder and water; A second step of separating the extraction solvent and the essential oil from the extract of the extract, and then concentrating the extract to obtain a concentrated extract; Fractionating and purifying the concentrated extract through a silica gel chromatography to obtain eight fraction layers; Fractionating the fraction layer component having flesh specific activity against mites in the eight fraction layers by silica gel chromatography to regenerate five fraction layers; 5) recovering three fractions by high-performance liquid chromatography on a fraction layer component having flesh-inactivating activity against mites among the above-obtained five fraction layers; And obtaining a fractionally purified product of the extract of the peel extract by assaying the fraction layer component of the mite out of the reacquired three fraction layers to obtain a natural acaricide for mites .

The above-mentioned first-stage excitation powder can be prepared by washing the excitation well sufficiently with distilled water, followed by drying and pulverization. The above step 1 is carried out using a steam distillation extraction apparatus at 75 ° C. to 85 ° C. for 5 to 7 hours, preferably 78 ° C. to 83 ° C. for 5 to 30 minutes to perform extraction for 6 to 30 minutes, Extracts can be prepared.

The above two-stage decompression concentration can be carried out at 30 ° C to 40 ° C, preferably at 32 ° C to 38 ° C. If the decompression concentration is less than 30 ° C, the decompression concentration can not be performed And if it exceeds 40 ° C, there may be a problem causing denaturation of the active ingredient in the extract.

The fractionation through silica gel chromatography of the third and fourth steps can be carried out using an organic solvent mixture of hexane and ethyl acetate.

The fractional purification through the high performance liquid chromatography in the above step 5 can be carried out using methanol as an organic solvent.

Hereinafter, preferred embodiments of the present invention will be described in more detail to facilitate understanding of the present invention. However, it should be understood that the present invention is not limited thereto.

[ Example ]

Comparative Example  One : Paradise  Preparation of extract

Morinda officinalis was washed three times in 1,000 ml of distilled water and then pulverized by drying over a period of 48 hours in a shaded, well-ventilated area. 1,500 ml of distilled water was injected into 150 g of the pulverized sample and extracted with a steam distillation apparatus at 80 ° C for 6 hours. In this case, 300 ml of hexane was used as an extraction solvent. The extract was dried with anhydrous magnesium sulfate, and the extraction solvent and the essential oil were separated using a filter paper. The filtrate was concentrated under reduced pressure at 35 ° C, sealed and refrigerated.

Example   One : Paradise  Extraction fractionation and structure identification

The salivary active compound contained in the extract obtained in Comparative Example 1 was fractionally purified.

(1) Fraction purification using chromatography

Silica gel chromatography and high performance liquid chromatography were carried out to fractionate and purify the active component of the stripe against mites. First, in silica gel chromatography, a mixed organic solvent of hexane and ethyl acetate was used as an elution solvent in a stepwise manner, and 5 ml / minute was collected to obtain eight fraction layers (MO1 to MO8). As a result of assaying the saliva activity against the house dust mites and small mites belonging to each of the eight fraction layers, it showed excellent saliva activity in the MO3 fraction layer. From the MO3 fraction layer, hexane and ethyl acetate were mixed at a ratio of 8: 2 As a result of silica gel chromatography using one eluting solvent, five fraction layers (MO31 to MO35) were obtained and subjected to bioassay. As a result, it was confirmed that the MO32 fraction layer had excellent salivary activity against mites.

Next, high-performance liquid chromatography was performed to purify the biodegradable composition of a single substance from the MO32 fraction layer separated by the silica gel chromatography. 3.5 ml of methanol organic solvent was flowed out per minute and three fraction layers (MO321 to MO323) were detected using a UV detector at a wavelength of 264 nm. As a result of the Saliva activity test for the house dust mite and the small mite mite from each fraction layer, it was confirmed that the MO322 fraction layer had excellent fire resistance.

(2) Paradise  Structure identification of active ingredients

To determine the chemical structure of the fractionally purified MO322 fraction from the extract, the molecular weight was measured using a mass spectrometer and spectroscopic analysis was carried out from ¹ H-NMR (600 MHz) and ¹³ C-NMR (150 MHz). From this, it was confirmed that the active ingredient fractionally purified from the extract from the extract was the compound represented by the following formula (1-1).

EI - MS  (70 eV ) m / z  : M ⁺  120;

^One H- NMR  ( CDCl ₃ , 600 MHz ): [delta] 2.48 (s, 3H), 7.26-7.44 (d, J  = 7.2 Hz , &Lt; / RTI &gt; 1H), 7.45-7.59 (t, J = 5.6 Hz , &Lt; / RTI &gt; 1H), 7.61-7.75 (t, J  = 5.6 Hz , &Lt; / RTI &gt; 1H), 7.77-7.90 (d, J  = 5.2 Hz , 1H), and  10.36 (s, 1 H);

¹³ C- NMR  ( CDCl ₃ , 150 MHz ): 隆 18.6 ( CH ₃ ), 191.0 ( CH ), 126.2 ( CH ), 131.9 ( CH ), 13.1.9 ( CH ) 134.4 (C), 134.4 ( CH ), 139.6 (C).

[Formula 1-1]

Example   2 ~ Example  14:

The compounds shown in Table 1 below were purchased from Sigma or Merck and prepared as a mite acetic acid.

Example 1 Example 2 Example 3

Example 4 Example 5 Example 6

Example 7 Example 8 Example 9

Example 10 Example 11 Example 12

Example 13 Example 14

Experimental Example  1: dust mite and In a small mite mite  About Salvi  Activity evaluation

(One) Salvi  Mites used for active black

Saliva activity test was carried out on house dust mite and small mite mite. House dust mite was kept at 25 ± 2 ℃ and 75 ± 10% relative humidity. Small - scale mites were collected from the riverside area of Jeonju city, Jeollabuk - do.

(2) house dust mites and In a small mite mite  About Salvi  Activity evaluation

In the present invention, the saliva activity test for house dust mite and small mite mite was carried out using fumigation method and direct contact method. In the present invention, the initial dose was set at 104 占 퐂 / cm2 based on the preliminary experiment. The initial amount of the sample was diluted, treated with 50 μl of filter paper, and dried at room temperature (25 ° C) for 20 minutes. The negative control was treated with only 10 쨉 l of acetone.

The fumigation method was applied to filter paper treated on a petri dish lid. In the direct contact method, filter paper treated on petri dish bottom was attached, and house dust mite and small mite mite were inoculated 30 each, ℃, relative humidity of 75 ± 10%, incubated for 24 hours in a dark incubator, and then the light microscope was used to confirm whether or not the ticks were alleviated.

Then, a microscopic brush was used to stimulate the body of the mite, and all individuals without movement were considered to have died, and all the tests were repeated 5 times. Saliva activity was compared with LD ₅₀ (half lethal dose) values in Table 2 (fumigation method) and Table 3 (direct contact method).

sample Target tick LD ₅₀ ± standard error 95% confidence interval Comparative Example 1
(Peach Extract) Large leg dust mites 7.05 + 0.11 6.84 ~ 7.24 Vertical pattern dust mites 6.99 + 0.04 6.87 ~ 7.13 Little mite mite 19.70 + 0.11 19.63 to 19.77 Example 1 Large leg dust mites 0.95 + 0.04 0.89 to 1.01 Vertical pattern dust mites 0.87 ± 0.02 0.84 to 0.90 Little mite mite 1.28 + - 0.12 1.19-1.38 Example 2 Large leg dust mites 0.99 ± 0.06 0.91 to 1.07 Vertical pattern dust mites 0.93 + 0.02 0.89 to 0.97 Little mite mite 1.38 ± 0.15 1.33 to 1.43 Example 3 Large leg dust mites 1.17 + 0.07 1.07 to 1.27 Vertical pattern dust mites 1.15 ± 0.02 1.12-1.18 Little mite mite 3.67 ± 0.05 3.62 ~ 3.71 Example 4 Large leg dust mites 1.32 + 0.14 1.12 to 1.52 Vertical pattern dust mites 1.27 ± 0.07 1.17-1.37 Little mite mite 0 - Example 5 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 6 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 7 Large leg dust mites 0.46 + 0.02 0.45 to 0.48 Vertical pattern dust mites 0.44 + 0.02 0.41 to 0.47 Little mite mite 0.79 ± 0.15 0.73-0.85 Example 8 Large leg dust mites 0.66 + 0.08 0.56 to 0.76 Vertical pattern dust mites 0.59 + 0.03 0.55 to 0.63 Little mite mite 0.95 + - 0.05 0.87 to 1.02 Example 9 Large leg dust mites 0.65 ± 0.05 0.58 to 0.71 Vertical pattern dust mites 0.68 ± 0.10 0.54 to 0.82 Little mite mite 0.88 0.12 0.83 to 0.93 Example 10 Large leg dust mites 7.53 0.30 7.11 ~ 7.95 Vertical pattern dust mites 6.69 ± 0.59 5.87 ~ 7.51 Little mite mite 0 - Example 11 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 12 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 13 Large leg dust mites 0.21 + 0.02 0.18? 0.23 Vertical pattern dust mites 0.19 ± 0.01 0.18? 0.21 Little mite mite 0.68 ± 0.09 0.64 - 0.73 Example 14 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Diethyl-m-toluamide
(DEET, control) Large leg dust mites 36.50 ± 0.12 36.44 - 36.55 Vertical pattern dust mites 34.23 + 0.03 34.18? 34.29 Little mite mite 52.03 0.06 51.99 - 52.07

The results of assaying the Saliva activity against the house dust mite and small mite mites of the peach extract (Comparative Example 1) and the compounds of Examples 1 to 14 using the fumigation method of Table 2 were as follows: Example 14 (0.21, 0.19, 0.68 쨉 g (0.46, 0.44, 0.79 / / cm 2), Example 9 (0.65, 0.68, 0.88 / / cm 2) and Example 8 (0.66, 0.59, 0.95 ㎍ / Cm2), Example 1 (0.95, 0.87, 1.28 占 퐂 / cm2), Example 2 (0.99, 0.93, 1.38 占 퐂 / 1.75, 1.27, 1.27 / / cm 2), the peak extract of Comparative Example 1 (7.05, 6.99, 19.70 / / cm 2) and Example 10 (7.53, 6.69 / / cm 2). For the control of DEET LD ₅₀ value was found, the lowest active salbi (36.50, 34.23, 52.03 ㎍ / ㎠) Indicates.

sample Target tick LD ₅₀ ± standard error 95% confidence interval Comparative Example 1
(Peach Extract) Large leg dust mites 5.57 + 0.04 5.50 to 5.64 Vertical pattern dust mites 5.00 + 0.06 4.95-5.06 Little mite mite 15.48 ± 0.12 15.42-15.55 Example 1 Large leg dust mites 0.51 + 0.02 0.48 to 0.54 Vertical pattern dust mites 0.47 ± 0.01 0.45 to 0.49 Little mite mite 0.94 + - 0.12 0.92 to 0.97 Example 2 Large leg dust mites 0.53 + 0.03 0.50 to 0.57 Vertical pattern dust mites 0.50 + - 0.01 0.49 to 0.52 Little mite mite 1.02 + 0.14 0.96 to 1.09 Example 3 Large leg dust mites 0.63 + 0.04 0.58 to 0.68 Vertical pattern dust mites 0.61 ± 0.01 0.60 to 0.62 Little mite mite 1.84 + 0.06 1.80 to 1.89 Example 4 Large leg dust mites 0.69 ± 0.06 0.62 to 0.78 Vertical pattern dust mites 0.71 ± 0.08 0.61 to 0.82 Little mite mite 0 - Example 5 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 6 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 7 Large leg dust mites 0.25 0.01 0.24 to 0.26 Vertical pattern dust mites 0.24 ± 0.01 0.22 to 0.26 Little mite mite 0.56 ± 0.15 0.49 to 0.63 Example 8 Large leg dust mites 0.32 ± 0.01 0.30 to 0.34 Vertical pattern dust mites 0.32 ± 0.01 0.30 to 0.34 Little mite mite 0.62 + 0.09 0.57 to 0.67 Example 9 Large leg dust mites 0.35 + 0.02 0.31 to 0.38 Vertical pattern dust mites 0.36 ± 0.05 0.30 to 0.43 Little mite mite 0.74 ± 0.05 0.69 to 0.80 Example 10 Large leg dust mites 3.79 ± 0.10 3.65-3.93 Vertical pattern dust mites 3.45 ± 0.09 3.33 ~ 3.57 Little mite mite 0 - Example 11 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 12 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Example 13 Large leg dust mites 0.12 + - 0.01 0.10 to 0.13 Vertical pattern dust mites 0.19 + 0.02 0.18-0.20 Little mite mite 0.46 + 0.07 0.43-0.50 Example 14 Large leg dust mites 0 - Vertical pattern dust mites 0 - Little mite mite 0 - Diethyl-m-toluamide
(DEET, control) Large leg dust mites 19.64 ± 0.05 19.63 to 19.66 Vertical pattern dust mites 14.12 ± 0.16 14.11 ~ 14.13 Little mite mite 47.77 + 0.04 47.72 to 47.82

As a result of assaying the Saliva activity against the house dust mite and the small mite mites of the extract of the peel extract (Comparative Example 1) and the compounds of Examples 1 to 14 using the direct contact method shown in Table 3, the results of Example 14 (0.12, 0.19 (0.32, 0.32, 0.62 / / cm 2), Example 9 (0.35, 0.36 / / cm 2) , 0.74 占 퐂 / cm2), Example 1 (0.51, 0.47, 0.94 占 퐂 / cm2), Example 2 (0.53, 0.50, 1.02 占 퐂 / (0.79, 0.71 占 퐂 / cm2), Example 10 (3.79, 3.45 占 퐂 / cm2) and Comparative Example 1 (5.57, 5.00, 15.48 占 퐂 / cm2).

In the control DEET, the LD ₅₀ value was the lowest (19.64, 14.12, 47.77 ㎍ / ㎠).

The results of Tables 2 and 3 show that the compounds of Examples 1 to 4 exhibit a miticidal effect against mite types as well as direct contact with the mite-acaricide of the present invention, However, it was confirmed that, overall, it has excellent salicidal activity against large-legged dust mites, longitudinal-patterned dust mites and small-sized sores.

Experimental Example  2: Evaluation of labeling activity for house dust mite

The compounds of Examples 1 to 14 derived from the fractional purification of the peel extract and the peach extract of Comparative Example 1 were assayed for the activity of saliva, and then tested for the activity of saliva as representative representative house dust mites and large pattern dust mites Were observed through an optical microscope at 500 times. The results are shown in Table 4 below. FIG. 1 shows an optical microscope photograph of a mite that has been killed by DEET, which is a conventional chemical agent, and FIG. 2 shows an optical microscope photograph of a mite spiked with the compound of Example 7. FIG.

division Target tick Color change Example 1 Large leg dust mites none Vertical pattern dust mites Example 2 Large leg dust mites none Vertical pattern dust mites Example 3 Large leg dust mites none Vertical pattern dust mites Example 4 Large leg dust mites none Vertical pattern dust mites Example 5 Large leg dust mites none Vertical pattern dust mites Example 6 Large leg dust mites none Vertical pattern dust mites Example 7 Large leg dust mites Black color Vertical pattern dust mites Example 8 Large leg dust mites none Vertical pattern dust mites Example 9 Large leg dust mites none Vertical pattern dust mites Example 10 Large leg dust mites none Vertical pattern dust mites Example 11 Large leg dust mites none Vertical pattern dust mites Example 12 Large leg dust mites none Vertical pattern dust mites Example 13 Large leg dust mites none Vertical pattern dust mites Example 14 Large leg dust mites none Vertical pattern dust mites Diethyl-m-toluamide
(DEET, control) Large leg dust mites none Vertical pattern dust mites

As a result of observing the color change of the large legged dust mites and longitudinally patterned dust mites shown in Table 4, the control DEET failed to discolor the mites (FIG. 1), but the large legged dust mites and vertical patterns And the color change of the dust mite was induced to change to black (Fig. 2). In addition, Examples 1 to 6 and Examples 8 to 14 also failed to discolor the mites.

는 진드기에 대한 육안으로 식별 가능한 표시자로서 사용할 수 있음을 확인할 수 있었다.
Through the above-mentioned Examples and Experimental Examples, it was confirmed that the specific component purified by fractionation of the extract of the present invention had an excellent anti-acaricidal effect as an active ingredient of a natural acaricide. In addition,

Can be used as a visually identifiable marker for ticks.

The present invention using the fractional purified component of the above-mentioned peach extract as an active ingredient of acne acaricide has excellent salicidal activity against house dust mite and the like, Can be utilized as an environmentally friendly house dust mite acaricide, and also exhibits an excellent anti-alleviative effect against small mite mite. Therefore, it is possible to prevent the severe febrile platelet reduction syndrome which has not yet developed vaccine or antiviral agent for prevention and treatment have.

Claims (10)

A natural acaricide for mites comprising a compound represented by the following formula (1) as an active ingredient;
[Chemical Formula 1]

Wherein R ¹ is a straight-chain alkyl group having ¹ to 5 carbon atoms or a branched alkyl group having 3 to 5 carbon atoms, R ² is -OH, n and m satisfy 0 <n + m ≦ 4, n is an integer of 0 to 4, and m is an integer of 0 to 3.
The natural acaricide according to claim 1, wherein R ¹ in the formula (1) is a linear alkyl group having ¹ to 2 carbon atoms, n is an integer of 0 to 3, and m is an integer of 0 to 2.
The natural acaricide for mites according to claim 1, wherein the compound represented by the formula (1) is derived from a fractional purified product of a peach extract.
The method of claim 1, wherein the mites are selected from the group consisting of Dermatophagoides farinae , Dermatophagoides pteronyssinus ), typhoid tick ( Tyroglyphus putrescentiae ) and small mites ( Haemaphysalis longicornis ). &lt; / RTI &gt;
The acaricide according to any one of claims 1 to 4, wherein the acaricide is used in one form of a formulation selected from the group consisting of a liquid preparation, an emulsion, an application agent, a smoking agent, a fumigant, a granule and a solid preparation.
A mite identification marker comprising a compound represented by the following formula (2) as an active ingredient and having a mite-salvage effect;
(2)

Wherein R ¹ is a straight-chain alkyl group of C ¹ to C 5 or a branched alkyl group of C 3 to C 5, and n is an integer of 2 to 3.
[Claim 6] The marker for tick according to claim 6, wherein the compound represented by the general formula (2) is derived from a fractional purified product of the extract.
7. The identification indicator for a tick according to claim 6, wherein R &lt; ¹ &gt; in the general formula (2) is a straight chain alkyl group of C1 to C2 and n is an integer of 2.
The concentrated extract is fractionated and purified by silica gel chromatography and high performance liquid chromatography to prepare a disintegrant,
The method of preparing a natural acaricide for mites according to claim 1, wherein the disintegrating agent comprises a compound represented by the following formula (1).
[Chemical Formula 1]

Wherein R ¹ is a straight-chain alkyl group having ¹ to 5 carbon atoms or a branched alkyl group having 3 to 5 carbon atoms, R ² is -OH, n and m satisfy 0 <n + m ≦ 4, n is an integer of 0 to 4, and m is an integer of 0 to 3.
10. The method of claim 9,
A step of preparing a coral extract by using a mixture of a coral powder and water as an extraction solvent, hexane;
Drying the filtered extract to separate an extraction solvent and an essential oil, and concentrating the filtrate under reduced pressure to prepare a concentrated extract;
Fractionating and purifying the concentrated extract through a silica gel chromatography to obtain eight fraction layers;
Fractionating the fraction layer component having flesh specific activity against mites in the eight fraction layers by silica gel chromatography to regenerate five fraction layers;
5) recovering three fractions by high-performance liquid chromatography on a fraction layer component having flesh-inactivating activity against mites among the above-obtained five fraction layers; And
And 6) obtaining a fractionally purified product of the extract by assaying the fraction layer component for the inactivating activity of the mite among the three re-acquired fractions,
Wherein the fractionally purified product comprises the compound represented by the general formula (1).

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