WO2016060462A1 - Natural acaricide for mites, identification marker for mites, and method for manufacturing same - Google Patents

Abstract

The present invention relates to a natural acaricide having acaricidal activity against mites and an identification marker. More specifically, the present invention relates to a natural acaricide, an identification marker having an effect of identifying mites, and a method for manufacturing the same, the natural acaricide having excellent acaricidal activity effect against mites such as house dust mites and Haemaphysalis longicornis (murder mites) while using materials obtained by fractionizing and purifying essential oil of Melissa officinalis (lemon balm) or Morindae officinalis Radix extracts, which are natural ingredients, not synthetic materials.

Description

Natural acaricide for ticks, identification indicator for ticks, and preparation method thereof

This application claims the priority of Republic of Korea Patent Application No. 10-2014-0140038, filed October 16, 2014 and Republic of Korea Patent Application No. 10-2015-0134926, filed September 23, 2015, the above specification The entirety is a reference of the present application.

The present invention relates to a natural acaricide and / or identification marker for ticks using a compound fractionated and purified from Melissa officinalis (lemon balm) essential oil or paleo extract.

Sanitary pests are distributed around human life and are always considered to be a great pain. In particular, human diseases caused by infectious disease-borne pests are difficult to completely eliminate these pests due to the dynamical link between human and the pest. Therefore, in the field of hygienic pests, there is a great interest in the development of effective control methods for these infectious pests.

Allergic diseases that occur worldwide are caused by lifestyles, and in modern indoor dwellings, the incidence rate is also increasing due to the increased frequency of exposure of allergens to the air. Airborne allergens include mites, animal hair and pollen, and these antigens are known to be closely related to the development of allergies. Once exposed to these antigens, research reports show an increased incidence of rhinitis, asthma and atopic dermatitis. Mites are the major mediating antigens that cause allergic diseases, and the predominant species are Dermatophagoides farinae , D. pteronyssinus , and Tyrophagus putrescentiae . Although physical methods of controlling the habitat environment have been implemented to remove these mites, there are many restrictions on the application of living and it is difficult to expect perfect control. For this reason, mite control methods using chemicals such as benzyl benzoate or DEET (diethyl- m- toluamide) are mainly used. Such chemical control has to be treated periodically because of the short duration of treatment, which causes the appearance of resistant individuals and remnants in the environment due to repeated treatment. In addition, allergens remain on the controlled tick body, making it virtually impossible to remove.

The killer mite, which has become a problem recently, is a small mite mite ( Haemophysalis longicorni ) of the True Mite family , which is mainly found throughout Korea in May-August. In general, it is known to prefer marshes because they are parasitic to outdoor animals. In particular, small cattle tick is a mediated pest of severe febrile thrombocytopenia syndrome virus (SFTSV) with a mortality rate of around 10%, and the proportion of small cattle tick infected with severe thrombocytopenia syndrome virus is 0.5%. Although no vaccine or antiviral agent for severe febrile thrombocytopenia has been developed yet, it is best to control these mediated pests themselves, but the host of small cattle mites (wild rats, cats, birds, etc.) is very diverse, It is difficult to control completely because of its distributed characteristics. Therefore, the management system that can manage the exposure of small cattle ticks and limit the contact is urgently needed, but the research on the ability to kill small cattle ticks is still insufficient.

Recently, research is being conducted to discover new activity among known compounds. Because these compounds have a variety of physiological activities and safety has been verified, it can be used as a natural acaricide for a mite for large mites, vertical dust mites, stored food mites and small cattle mites. Therefore, many researchers are focusing on identifying new functions of known compounds.

Moreover, house dust mites (large-legged dust mites / vertical pattern dust mites), stored food mites, and small cattle mites have different control mechanisms, so that the acaricides that have the function of spraying house dust mites are applied to stored food mites or small cattle mites Many papers have been published that do not have a function. Therefore, there is a need for the development of natural acaricides having acaricide function for various types of ticks.

Disclosure of the Invention An object of the present invention is to provide a natural acaricide for ticks of biomaterials and derived compounds having acaricide activity against ticks such as house dust mites and small cattle mites that act as antigens of allergic and severe febrile thrombocytopenia syndrome. In addition, the present invention is to provide a tick identification indicator showing the display activity by inducing a color change of the tick.

In order to solve the above problems, the present invention relates to a natural acaricide for ticks, and provides a natural acaricide for ticks comprising a compound represented by the following formula (1) or formula (2) as an active ingredient.

[Formula 1]

In Formula 1, R ¹ is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ Crushed alkyl group or hydrogen, R ² is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ A branched alkyl group or hydrogen, and a, b, and c may each be a single bond or a double bond.

[Formula 2]

In Chemical Formula 2, R ¹ is a straight chain alkyl group of C1 to C5 or C3 to C5 crushed alkyl group, R ² is -OH, and n and m satisfy 0 <n + m ≦ 4, n is an integer of 0-4, m is an integer of 0-3.

In a preferred embodiment of the present invention, R ¹ of Formula 1 is hydrogen or a straight alkyl group of C ₁ ~ C ₂ , R ² of Formula 1 is hydrogen or a straight alkyl group of C ₁ ~ C ₂ , R ¹ may be a C ₁ to C ₂ linear alkyl group, n may be an integer of 0 to 3, and m may be an integer of 0 to 2.

In a preferred embodiment of the present invention, R ¹ of Formula 1 may be hydrogen or a methyl group (CH ₃ ), R ² of Formula 1 may be a hydrogen or methyl group (CH ₃ ).

As a preferred embodiment of the present invention, the natural acaricide for ticks of the present invention is 3,7-dimethyl-2,6-octadiene represented by the following formula (3), octanal represented by the formula (4), 2-jade represented by the formula (5) Tenal, 2,4-octadieneal represented by the formula (6) and 3,7-dimethyl-6-octenal represented by the formula (7) may be any one selected from.

[Formula 3]

[Formula 4]

[Formula 5]

[Formula 6]

[Formula 7]

As a preferred embodiment of the present invention, the compound represented by Formula 1 and Formula 3 to 7 is characterized in that it is derived from the fractions of the essential oil extract of Melissa of ( Melissa officinalis , lemon balm), the compound represented by Formula 2 The silver may be derived from the fraction purified product of the extract.

In a preferred embodiment of the present invention, the natural acaricide for the mite dust mites ( Dermatophagoides farinae ), vertical dust mite ( Dermatophagoides pteronyssinus ), prey mite ( Tyrophagus) putrescentiae), ginteol flour mite (Tyroglyphus putrescentiae), and Haemaphysalis longicornis (Haemaphysalis longicornis ) may have a potency to kill one or more ticks selected from the group consisting of. In addition, it can be characterized in particular for its ability to kill a small small mite ( Haemaphysalis longicornis ).

The present invention includes any one or more selected from the compounds represented by the following formulas (3), (5), (6) and (8) as an active ingredient, and provides an tick indicator for ticks, characterized in that it has a tick killing effect.

[Formula 3]

[Formula 5]

[Formula 6]

[Formula 8]

In Formula 2, R ¹ is a C ₁ ~ C ₅ linear alkyl group or C ₃ ~ C ₅ Crushed alkyl group, n is an integer of 2 to 3.

In a preferred embodiment of the present invention, the identification marker is a large leg mite ( Dermatophagoides farinae ), vertical pattern mite ( Dermatophagoides pteronyssinus ), long hair mite ( Tyroglyphus) putrescentiae ) and stored food ticks ( Tyrophagus putrescentiae ) is characterized in that the identification effect for any one or more ticks selected from the group consisting of.

The present invention is to perform a fraction purification process of the concentrated Melissa essential oil or pulverulent extract by silica gel chromatography and high-performance liquid chromatography to prepare a fractional tablet, the fractional tablet comprises a compound represented by the formula (1) or (2) It provides a method for producing a natural acaricide for ticks.

In addition, the present invention provides a tick killing and labeling composition comprising the Melissa (Melissa officinalis, lemon balm) essential oil or rupture extract as an active ingredient.

Natural acaricide according to the present invention is not a conventional chemical control agent, but a natural acaricide, a natural acaricide having an active ingredient derived from Melissa essential oil or rupture extract has an excellent acaricide activity against ticks such as house dust mite and small cattle mite In addition, it also has a labeling activity that can be easily identified by the naked eye by inducing discoloration of ticks. Therefore, after the house dust mite, which is a major allergen, is removed, the discolored tick carcass can be removed to prevent secondary infection by these.

1 is an optical micrograph of a tick killed by a conventional tick acaricide (DEET) and Melissa (lemon balm) essential oil.

2 is an optical microscope photograph of a mite (large leg dust mite, vertical pattern dust mite) fertilized with diethyl-m-toluamide (DEET), which is a chemical control agent for the conventional house dust mite.

3 is an optical microscope photograph of a mite (large-legged dust mite, vertical patterned dust mite) fertilized with acaricide of the present invention.

The terms "C ₁ ", "C ₂ " and the like used in the present invention mean carbon number. For example, "C ₁ -C ₃ alkyl group" means an alkyl group having 1 to 3 carbon atoms.

In the present invention,

In the formula represented by ", R ₁ is independently a hydrogen atom, a methyl group or an ethyl group, and a is 1 to 3 ". When a is 3, there are a plurality of R ¹ , that is, 3 R ¹ substituents. Each of the plurality of R ¹ are the same as or different from each other, each of the R ¹ may be a hydrogen atom, a methyl group or an ethyl group, or each of the R ¹ is different, one of R ¹ Hydrogen atom, the other is methyl group and the other is ethyl group. In addition, the above content is an example of interpreting the substituents represented in the present invention, and other types of similar substituents should be interpreted in the same manner.

Natural acaricide for ticks, a term used in the present invention, refers to a drug used for killing ticks. The major acaricides for ticks include organic phosphorus insecticides such as tetraethyl pyrophosphate, shuradan, demethone, and methyl demethone, DN agent, chlorobenzylate, kelsen, fluoroacetamide and sodium selenite.

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

Natural acaricide for ticks of the present invention may be characterized by comprising a compound represented by the following formula (1) or (2).

[Formula 1]

In Formula 1, R ¹ is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ Crushed alkyl group or hydrogen, R ² is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ It is a branched alkyl group or hydrogen, and said a, b, and c are a single bond or a double bond, respectively.

Referring to the natural acaricide component for ticks of the present invention in detail, R ¹ may be hydrogen or a straight alkyl group of C ₁ to C ₂ , R ² may be hydrogen or a straight alkyl group of C ₁ to C ₂ , More preferably, R ¹ may be hydrogen or methyl group (CH ₃ ), and R ₂ may be hydrogen or methyl group (CH ₃ ).

More specifically, the natural acaricide component for ticks of the present invention is 3,7-dimethyl-2,6-octadiene represented by the following formula (3), octanal represented by the formula (4), 2-octenal represented by the formula (5), formula (6) It may be any one selected from the group consisting of 2,4-octadiene and 3,7-dimethyl-6-octenal represented by the formula (7).

3,7-dimethyl-2,6-octadiene (3,7-Dimethyl-2,6-octadienal)

[Formula 4] Octanal (Octanal)

2-octenal (2-Octenal)

2,4-octadiene (2,4-Octadienal)

3,7-dimethyl-6-octenal (3,7-Dimethyl-6-octenal)

[Formula 2]

In Formula 2, R ¹ is a C ₁ ~ C ₅ linear alkyl group or C ₃ ~ C ₅ Crushed alkyl group, preferably a C ₁ ~ C ₂ linear alkyl group, more preferably a methyl group to be. And R ² is -OH. Further, n and m satisfy 0 <n + m ≦ 4, preferably 2 ≦ n + m ≦ 3, wherein n is an integer of 0 to 4, preferably 0 to 3 Is an integer. And m is an integer of 0 to 3, preferably an integer of 0 to 2.

When explaining the active ingredient of the tick acaricide component of the present invention in more detail, the compound represented by the formula (1)

,

,

,

,

,

,

,

,

,

,

,

,

, And

It may include one or more selected from, and preferably

,

,

,

,

,

,

,

, And

It may include one or more selected from, more preferably

,

,

,

, And

It may include one or more selected from.

Compounds represented by the formula (1), (5) and (6) of the present invention may be derived from the fractional purification of Melissa ( Melissa officinalis, lemon balm) essential oil extract, the compound represented by the formula (8) is from the fractional purification of the rupture extract It may be derived.

The natural acaricide for ticks provided by the present invention can be used for all ticks, but preferably, dusty mites ( Dermatophagoides) farinae ), vertical dust mite ( Dermatophagoides) pteronyssinus), food storage mites (Tyrophagus putrescentiae), dust mites ginteol (Tyroglyphus putrescentiae ) and Haemaphysalis longicornis ( Haemaphysalis longicornis ) has a potency to kill any one or more ticks selected from the group consisting of, among them is characterized in that the ability to kill, especially small cattle ticks.

In one embodiment of the present invention by using the fumigation method was measured the tick a potency of the essential oil of Melissa, appeared to be the most potent of the dust mites and small cattle mites among the various tick types (see Table 2), using the contact method Melissa's essential oils showed the highest ability to kill small cattle ticks (see Table 3).

The natural acaricide for ticks of the present invention can be used in one dosage form selected from liquids, emulsions, coatings, fumigants, fumigants, granules and solids, preferably in one dosage form selected from solutions, coatings and fumigants. .

In addition, the present invention can be used as an identification marker of the tick, as well as the natural acaricide for ticks described above, in the case of the identification marker, the compound represented by the following formula (3), (5), (6) and (8) as an active ingredient can do.

[Formula 3]

[Formula 5]

[Formula 6]

[Formula 8]

In Formula 2, R ¹ is a C ₁ ~ C ₅ linear alkyl group or C ₃ ~ C ₅ Crushed alkyl group, preferably a C ₁ ~ C ₂ linear alkyl group, more preferably a methyl group to be. N is an integer of 2 to 3, preferably an integer of 2.

More specifically, the identification marker component of the present invention is 3,7-dimethyl-2,6-octadiene represented by the following formula (3), 2-octenal represented by the formula (5), and 2,4-octadiene all represented by the formula (6). It may be any one selected from the group consisting of. In addition, in Chemical Formula 8, Chemical Formula 8 is

Can be.

The tick indicator for ticks of the present invention, while the tick in contact with the identification indicator, the color change occurs, it is changed to black, dark gray or yellow. The discoloration effect when the compound is treated with a tick is shown in Table 5 of the present invention and FIGS. 1 to 3.

Compounds represented by Formula 3, Formula 5 and Formula 6 of the present invention may be derived from a fraction of purified Melissa extract ( Melissa officinalis , lemon balm) essential oil extract, wherein the compound represented by Formula 8 fractions rupture extract Purified purified product.

The identification markers of the present invention all have an identification effect with respect to ticks, and preferably a large dust mite (Dermatophagoides farinae), Vertical dust mite (Dermatophagoides pteronyssinus), Long hair mite (Tyroglyphus putrescentiae) And stored food mite (Tyrophagus putrescentiaeThere is an identification effect on any one or more ticks selected from the group consisting of

Meanwhile, small cattle tick ( Haemaphysalis longicornis ) is much larger and blacker than other ticks, making it easy to identify and identify without the need for markers.

The present invention also provides a tick killing and labeling composition comprising the Melissa (Melissa officinalis, lemon balm) essential oil or rupture extract as an active ingredient.

In one embodiment of the present invention, in the group treated with DEET control group did not have a color, but when treated with Melissa essential oils experimental group appeared to have a yellow color, the compound of the present invention can more easily identify the tick It was confirmed that it can function as a marker (see FIGS. 1 to 3).

Referring to the method for producing a natural acaricide and / or identification marker for ticks of the present invention, by fractional purification of Melissa essential oil or rupture extract can be prepared to the compound represented by the formula (1) and / or formula (2) of the acaricide component. have. In more detail, Melissa essential oil or rupture powder; And 1 step of preparing an extract using a mixture of water hexane as the extraction solvent; Drying and extracting the extract to separate the extraction solvent and the essential oil, and then preparing a concentrated extract concentrated under reduced pressure; Performing three fractionation purification of the concentrated extract through silica gel chromatography to obtain eight fractionation layers; A four step of re-acquiring five fractionation layers by fractional purification of a fractionation layer component having acaricide activity against ticks among the eight fractionation layers through silica gel chromatography; Re-acquiring three fractions of the fractionation layer component having acaricide activity against ticks from the five fractionation layers reacquired by high-performance liquid chromatography; And a step of assaying the fractional layer component for acaricide activity against ticks of the three fractionated layers obtained by reacquisition, and obtaining fractional purified product of the extract; and performing a process comprising a natural acaricide for ticks You can do

The rupture powder of step 1 may be prepared by washing the rupture sufficiently with distilled water, drying and pulverizing the rupture. In addition, the first step is performed by using a water vapor distillation extraction apparatus to perform an extraction process for 5 to 7 hours at 75 ° C. to 85 ° C., preferably at 5:30 to 6 hours 30 minutes under 78 ° C. to 83 ° C. Extracts can be prepared.

In addition, the Melissa essential oil of the first step may be prepared by extracting the Melissa starch using distilled water, and continuously extracted under the following extraction conditions. (Extraction temperature, 75 ℃; extraction time, 5 hours; extraction solvent, hexane ( hexane); extraction volume, 200 ml).

The reduced pressure concentration of the second step may be carried out under 30 ℃ ~ 40 ℃, preferably 32 ℃ ~ 38 ℃, wherein, if the reduced pressure concentration temperature is less than 30 ℃ too low pressure concentration can not be performed There may be a problem causing the denaturation of the active ingredient in the extract above 40 ℃.

In addition, fractional purification through silica gel chromatography in steps 3 and 4 may be performed using hexane and an ethyl acetate mixed organic solvent.

In addition, fractional purification through high performance liquid chromatography in step 5 may be performed using methanol as an organic solvent.

Hereinafter, the present invention will be described in detail.

In order to improve the understanding of the present invention, specific examples are presented. However, the following examples are merely provided to more easily understand the present invention, but the scope of the present invention is not limited.

Example 1

1-1. balm( Lemon balm A) essential oil extraction

The Melissa outficinalis outpost used in the present invention was washed with distilled water, dried and ground. The pulverized Melissa outpost (100 g) and 1,200 ml of distilled water were injected into a 3,000 ml round bottom flask and continuously extracted using steam distillation extraction (SDE). Extraction conditions used in the present invention are as follows (extraction temperature, 75 ℃; extraction time, 5 hours; extraction solvent, hexane; extraction capacity, 200 ml). The Melissa extract was stored in refrigerated by concentrating under reduced pressure after removing the Melissa essential oil and impurities using anhydrous magnesium sulfate, filter paper and a vacuum concentrator.

One- 2. Breaking  Preparation of Extract

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

Example 2

2-1. balm( Lemon balm ) Essential oil GC -MS analysis

In order to confirm the volatile composition contained in the Melissa (lemon balm) essential oil extracted in Example 1, 10 mg of Melissa essential oil was dissolved in 1 ml of hexane, centrifuged and analyzed by GC / MS after filtering the supernatant. GC / MS analysis conditions were carried out as follows. The column is VF-5ms (30 mm × 0.25 mm × 0.25 mm), helium (1 ml / min) as carrier gas, injection temperature is 250 ℃, oven temperature is 50-250 ℃, rise temperature is 3 ℃, The injection volume was 1 μl and the injection mode was analyzed at a split ratio of 20: 1. The components were analyzed under a mass range of 28-550 and a scan condition using a Mass Selective Detector (MSD). Shown in

GC-MS Analysis of Melissa Essential Oil

Retention Time (min)	RetentionIndex	Library Search	% of total
5.826	938	6-methyl-5-heptene-2-one	1.53
6.987	976	3,7-dimethyl-1,3,6-octatriene	1.38
8.887	1125	3,7-dimethyl-6-octenal	1.95
9.385	1174	5,8,8-trimethyl-3-oxatricyclooctane	0.73
10.425	1174	3,7-dimethyl-2,6-octadiene	43.37
12.506	1352	Geranyl acetate	2.10
14.110	1478	Low Marendi	14.46
14.262	1458	Farnesen	0.92
15.483	1507	Carriophyll oxide	28.89

From Table 1, various compounds contained in the melissa (lemon balm) essential oil were identified, and the content of 3,7-dimethyl-2,6-octadiene was the highest at 43.37%. Accordingly, compounds having similar structures (octanal, 2-oltenal, 2,4-octa), including Melissa essential oil and 3,7-dimethyl-2,6-octadiene, which are the highest content in Melissa essential oil. Tick killing activity of dienal, 3,7-dimethyl-6-octenal) was evaluated.

2-2. Break  Fraction Purification and Structure Identification of Extracts

The acaricide active compound included in the extract of Paju extracted in Example 1 was fractionally purified.

(1) Fraction Purification by Chromatography

Silica gel chromatography and high-performance liquid chromatography were performed to fractionally purify the active ingredient of the break against the tick. First, in silica gel chromatography, a mixed organic solvent of hexane and ethyl acetate was used in a stepwise ratio as an eluting solvent, and fractionated 5 ml per minute to obtain eight fractionated layers (MO1 to MO8). As a result of assaying the acaricide activity of house dust mite and small ruminant mite in each of the eight fractions, the acaricide activity was excellent in the MO3 fraction layer, and hexane and ethyl acetate were mixed in the ratio of 8: 2 from the MO3 fraction layer. Silica gel chromatography was carried out using one eluting solvent. As a result, five fractions (MO31 to MO35) were obtained and bioassay was performed. As a result, excellent acaricide activity against ticks was confirmed in the MO32 fraction.

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

(2) Break  Structure Identification of Active Ingredients

Molecular weight was measured using a mass spectrometer to determine the chemical structure of the fractional purified MO322 fraction layer from the polar extract, and spectroscopic analysis was performed 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 of Papa is a compound represented by the following Chemical Formula 2-1.

EI-MS (70 eV) m / z : M ⁺ 120;

¹ H-NMR (CDCl ₃ , 600 MHz): δ 2.48 (s, 3H), 7.26-7.44 (d, J = 7.2 Hz, 1H), 7.45-7.59 (t, J = 5.6 Hz, 1H), 7.61-7.75 (t, J = 5.6 Hz, 1H), 7.77-7.90 (d, J = 5.2 Hz, 1H), and 10.36 (s, 1H);

¹³ C-NMR (CDCl ₃ , 150 MHz): δ 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 2-1]

Example 3

Of Melissa essential oil extract against ticks Salbi  Active evaluation

(1) experimental tick

Ability testing was conducted on large-legged mites, vertical mites, stored food mites, and small-mite ticks. Large-legged mites, vertical mites, and stored food mites were found on February 4, 2004. In the past 10 years, it has been raised under conditions of 26 ℃ temperature, 70% relative humidity, and outside environment without exposure to any acaricide. Small cattle mites were collected near the reservoir in Wanju-gun, Jeollabuk-do, and tested for their ability to kill.

(2) for experimental ticks Astringent  black

The acaricidal assay of the present invention was carried out by using the fumigation method and the contact method, the acaricidal assay for large leg mites, vertical pattern mites, stored food mites and small cattle mites. The initial dose was determined based on the preliminary experiment, and 50 μl of the initial dose (104 μg / cm ² ) of the sample was diluted, treated with filter paper, and dried at room temperature for 20 minutes. Only 50 μl of acetone was treated as a negative control. In the fumigation method, contact the Petri dish lid and attach the treated filter paper to the bottom of the Petri dish. Inoculate 25 mites each and incubate in an incubator with a temperature of 26 ℃, 70% relative humidity and dark conditions for 24 hours. Was observed. Subjects with no tick movement were considered dead and all tests were repeated five times. Table 2, 3, and 4 compared the acaricide activity in the LD ₅₀ (half lethal dose) value.

Determination of tick a potency of Melissa essential oil, 3,7-dimethyl-2,6-octadiol and derivatives thereof by fumigation

sample	Target tick	LD 50 ± standard error	95% confidence interval
Melissa (lemon balm) essential oil	Large leg mites	2.06 ± 0.15	1.852.27
	Vertical Pattern Dust Mite	1.42 ± 0.12	1.251.58
	Stored food mite	3.25 ± 0.22	2.943.55
	Small cattle mite	1.97 ± 0.10	1.813.78
3,7-dimethyl-2,6-octadienol	Large leg mites	1.86 ± 0.13	1.692.04
	Vertical Pattern Dust Mite	1.80 ± 0.04	1.621.99
	Stored food mite	6.18 ± 0.46	5.546.81
	Small cattle mite	0.99 ± 0.25	0.901.07
Octanal	Large leg mites	16.47 ± 1.23	14.7718.17
	Vertical Pattern Dust Mite	16.12 ± 1.34	14.2617.97
	Stored food mite	0 ± 0.00	0.000.00
	Small cattle mite	6.58 ± 0.63	6.416.75
2-octenal	Large leg mites	2.84 ± 0.25	2.513.16
	Vertical Pattern Dust Mite	2.02 ± 0.17	1.792.25
	Stored food mite	7.45 ± 0.50	6.758.14
	Small cattle mite	0.25 ± 0.23	0.060.43
2,4-octadiene	Large leg mites	0.93 ± 0.06	0.841.01
	Vertical Pattern Dust Mite	0.86 ± 0.12	0.691.03
	Stored food mite	2.09 ± 0.14	1.902.29
	Small cattle mite	0.86 ± 0.34	0.531.18
3,7-dimethyl-6-octanal	Large leg mites	1.21 ± 0.17	0.971.45
	Vertical Pattern Dust Mite	1.42 ± 0.12	1.251.58
	Stored food mite	3.60 ± 0.27	3.233.97
	Small cattle mite	0.49 ± 0.21	0.310.68
DEET	Large leg mites	27.23 ± 0.15	26.3727.61
	Vertical Pattern Dust Mite	25.47 ± 0.07	25.2526.38
	Stored food mite	31.47 ± 0.15	31.3631.95
	Small cattle mite	49.72 ± 0.04	51.2752.17

Table 2 shows the Melissa (lemon balm) essential oil of Example 1, 3,7-dimethyl-2,6-octadiene and its derivatives, mites, mites, stored food mites, and the like using the fumigation method. The results of a test for the ability to kill small cattle ticks. As a result, Melissa (lemon balm) essential oils (2.06, 1.42, 3.25 and 1.97 μg / cm ² ), except for octanal, 3,7-dimethyl-2,6-octadiene and derivatives thereof, It showed excellent killing ability against patterned dust mites, preserved food mites and small cattle mites, and showed better killing ability than the control control DEET (27.23, 25.47, 31.47 and 49.72 μg / cm ² ). Octanal, on the other hand, did not show a potency for storing ticks.

Determination of tick a potency of Melissa essential oil, 3,7-dimethyl-2,6-octadiol and derivatives thereof by contact method

sample	Target tick	LD 50 ± standard error	95% confidence interval
Melissa (lemon balm) essential oil	Large leg mites	4.02 ± 0.27	3.644.39
	Vertical Pattern Dust Mite	3.34 ± 0.59	2.524.16
	Stored food mite	7.34 ± 0.45	6.717.96
	Small cattle mite	0.33 ± 0.12	0.240.57
3,7-dimethyl-2,6-octadienol	Large leg mites	20.14 ± 1.36	18.2622.03
	Vertical Pattern Dust Mite	19.99 ± 1.49	17.9422.06
	Stored food mite	36.17 ± 2.44	32.7939.54
	Small cattle mite	0.33 ± 0.12	0.130.53
Octanal	Large leg mites	37.89 ± 5.95	29.6446.14
	Vertical Pattern Dust Mite	29.82 ± 2.48	26.3833.26
	Stored food mite	0 ± 0.00	0.000.00
	Small cattle mite	1.97 ± 0.43	1.882.06
2-octenal	Large leg mites	29.34 ± 1.80	26.8431.84
	Vertical Pattern Dust Mite	24.91 ± 2.07	22.0427.78
	Stored food mite	47.36 ± 7.44	37.0557.68
	Small cattle mite	0.12 ± 0.43	0.030.22
2,4-octadiene	Large leg mites	4.86 ± 0.62	3.995.72
	Vertical Pattern Dust Mite	4.55 ± 1.02	3.145.95
	Stored food mite	11.08 ± 0.83	9.9412.23
	Small cattle mite	0.53 ± 0.13	0.260.73
3,7-dimethyl-6-octanal	Large leg mites	7.72 ± 0.99	6.349.09
	Vertical Pattern Dust Mite	10.61 ± 1.50	8.5312.69
	Stored food mite	29.34 ± 1.80	26.8431.84
	Small cattle mite	0.25 ± 0.45	0.060.43
DEET	Large leg mites	20.63 ± 0.06	20.5320.70
	Vertical Pattern Dust Mite	15.13 ± 0.16	14.7915.18
	Stored food mite	17.26 ± 0.17	16.5019.55
	Small cattle mite	43.46 ± 0.08	46.2547.12

Table 3 is a large-legged dust mites, vertical pattern mites, stored food mites and melissa (lemon balm) essential oil of Example 1 and 3,7-dimethyl-2,6-octadiene and its derivatives by using a contact method The results of a test for the ability to kill small cattle ticks. As a result, Melissa (lemon balm) essential oils (4.02, 3.34, 7.34 and 0.33 μg / cm ² ) and 3,7-dimethyl-2,6-octadiene and derivatives thereof except for octanal are It showed excellent killing ability against pattern dust mites, preserved food ticks and small cattle ticks, and showed 2.35-132.09 times better killing ability than the control group DEET (20.63, 15.13, 17.26 and 43.46 μg / cm ² ). Octanal, on the other hand, did not show a potency for storing ticks.

Determination of Small Agar Mite Killing Activity of Melissa Essential Oils Using Fumigation and Contact Method

sample	Bioassay	LD 50 ± standard error	95% confidence interval
3,7-dimethyl-2,6-octadienol	Fumigation method	0.99 ± 0.25	0.901.07
	Contact method	0.33 ± 0.12	0.130.53
Octanal	Fumigation method	6.58 ± 0.63	6.416.75
	Contact method	1.97 ± 0.43	1.882.06
2-octenal	Fumigation method	0.25 ± 0.23	0.060.43
	Contact method	0.12 ± 0.43	0.030.22
2,4-octadiene	Fumigation method	0.86 ± 0.34	0.531.18
	Contact method	0.53 ± 0.13	0.260.73
3,7-dimethyl-6-octanal	Fumigation method	0.49 ± 0.21	0.310.68
	Contact method	0.25 ± 0.45	0.060.43
DEET	Fumigation method	49.72 ± 0.04	51.2752.17
	Contact method	43.46 ± 0.08	46.2547.12

Table 4 shows the 3,7-dimethyl-2,6-octadiene and its derivatives (octanal, 2-octenal, 2) contained in the melissa (lemon balm) essential oil of Example 2 using the fumigation method and the contact method. , 4-octadieneal and 3,7-dimethyl-6-octenal) were tested for acaricidal activity against small mite mites. In the fumigation method, 2-octenal (0.25 μg / cm ² ) was the most effective, followed by 3,7-dimethyl-6-octenal (0.49 μg / cm ² ), 2,4-octadiene (0.86 μg / cm ² ), 3,7-dimethyl-2,6-octadieneal (0.99 μg / cm ² ), and octaneal (6.58 μg / cm ² ) were shown in this order. In addition, 2-octenal (0.12 μg / cm ² ) had the highest killing capacity in contact method, followed by 3,7-dimethyl-6-octenal (0.25 μg / cm ² ), 3,7-dimethyl-2, 6-octadiene (0.33 μg / cm ² ), 2,4-octadiene (0.53 μg / cm ² ), and octane (1.97 μg / cm ² ) were shown to have a potency.

Example 4

Marking of Melissa Essential Oil Extracts for House Dust Mites  activation  evaluation

Melissa (lemon balm) essential oil prepared by the method of Example 1 was tested for acaricide activity by the contact method of Example 3, and then the change of large-legged dust mites, vertical dust mites and stored food mites optical microscope (× 500) Observed through.

Compound tick indication activity evaluation

sample	Target tick	Color change
Melissa (lemon balm) essential oil	Large leg mites	Brown
	Vertical Pattern Dust Mite
	Stored food mite
3,7-dimethyl-2,6-octadienol	Large leg mites	Brown
	Vertical Pattern Dust Mite
	Stored food mite
Octanal	Large leg mites	none
	Vertical Pattern Dust Mite
	Stored food mite
2-octenal	Large leg mites	Light brown
	Vertical Pattern Dust Mite
	Stored food mite
2,4-octadiene	Large leg mites	Brown
	Vertical Pattern Dust Mite
	Stored food mite
3,7-dimethyl-6-octanal	Large leg mites	none
	Vertical Pattern Dust Mite
	Stored food mite
DEET	Large leg mites	none
	Vertical Pattern Dust Mite
	Stored food mite

Table 5 shows the results of observing the color change of the large-legged dust mites, vertical patterned mites and stored food mites after treatment with melissa (lemon balm) essential oil. Control, DEET did not discolor the mite (Fig. 1), but Melissa essential oil was changed to orange by inducing the color change of large leg mites, vertical dust mites and stored food mites (Fig. 1). In addition, 3,7-dimethyl-2,6-octadieneal, 2-octenal and 2,4-octadieneal induced color changes to mites brown or light brown. Thus, the Melissa essential oil, 3,7-dimethyl-2,6-octadieneal, 2-octenal and 2,4-octadieneal can be used as tick markers.

Through the above examples and experimental examples, it was confirmed that the specific components of the purified melissa essential oil extract of the present invention as an active ingredient of a natural acaricide, excellent acaricide effect on ticks.

[Example 5]-[Example 17]

Of rupture extracts against ticks Salbi  Active evaluation

The compounds shown in Table 6 below were purchased from Sigma or Merck and prepared as tick acaricides.

Example 5	Example 6	Example 7
Example 8	Example 9	Example 10
Example 11	Example 12	Example 13
Example 14	Example 15	Example 16
Example 17	Example 18

Experimental Example  1: dust mite and In small cattle tick  About Salbi  Active evaluation

(1) Mites used in acaricide activation assay

The acaricide activity test was performed on house dust mite and small cattle tick, and house dust mite was bred under the condition that the exposure of any acaricide in the room was 25 ± 2 ℃, relative humidity 75 ± 10%. Small cattle mites were collected from the Cheonju-si, Jeollabuk-do.

(2) house dust mite and In small cattle tick  About Salbi  Active evaluation

In the present invention, using the fumigation method and the direct contact method was tested for acaricide activity against house dust mite and small cattle mite. In the present invention, the initial dose was set to 104 ㎍ / ㎠ based on the preliminary experiment. The initial dose of the sample was diluted and treated with 50 μl in filter paper, followed by drying at room temperature (25 ° C.) for 20 minutes. The negative control was treated with only 10 μl of acetone.

The fumigation method is attached to the treated filter paper on the petri dish lid, and the direct contact method is attached to the treated filter paper on the petri dish bottom, and 30 dust mites and 30 small mite ticks are inoculated each to incubate temperature 25 ± 2. ℃, relative humidity 75 ± 10%, left for 24 hours in an incubator in the dark conditions and then confirmed whether the tick was alive through the optical microscope.

In addition, a small brush was used to stimulate the torso of ticks, and no movement was considered dead. All tests were repeated five times. In Table 7 (fumigation method) and Table 8 (direct contact method) the acaricide activity was compared by LD ₅₀ (half lethal dose) value.

sample	Target tick	LD 50 ± standard error	95% confidence interval
Breakthrough Extract (Comparative Example 1)	Large leg mites	7.05 ± 0.11	6.84 ~ 7.24
	Vertical Pattern Dust Mite	6.99 ± 0.04	6.87 ~ 7.13
	Small cattle mite	19.70 ± 0.11	19.63-19.77
Example 5	Large leg mites	0.95 ± 0.04	0.89 to 1.01
	Vertical Pattern Dust Mite	0.87 ± 0.02	0.84 to 0.90
	Small cattle mite	1.28 ± 0.12	1.19-1.38
Example 6	Large leg mites	0.99 ± 0.06	0.91 to 1.07
	Vertical Pattern Dust Mite	0.93 ± 0.02	0.89 ~ 0.97
	Small cattle mite	1.38 ± 0.15	1.33-1.43
Example 7	Large leg mites	1.17 ± 0.07	1.07-1.27
	Vertical Pattern Dust Mite	1.15 ± 0.02	1.12-1.18
	Small cattle mite	3.67 ± 0.05	3.62 ~ 3.71
Example 8	Large leg mites	1.32 ± 0.14	1.12-1.52
	Vertical Pattern Dust Mite	1.27 ± 0.07	1.17 to 1.37
	Small cattle mite	0	-
Example 9	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 10	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 11	Large leg mites	0.46 ± 0.02	0.45 ~ 0.48
	Vertical Pattern Dust Mite	0.44 ± 0.02	0.41-0.47
	Small cattle mite	0.79 ± 0.15	0.73 ~ 0.85
Example 12	Large leg mites	0.66 ± 0.08	0.56-0.76
	Vertical Pattern Dust Mite	0.59 ± 0.03	0.55-0.63
	Small cattle mite	0.95 ± 0.05	0.87-1.02
Example 13	Large leg mites	0.65 ± 0.05	0.58-0.71
	Vertical Pattern Dust Mite	0.68 ± 0.10	0.54-0.82
	Small cattle mite	0.88 ± 0.12	0.83-0.93
Example 14	Large leg mites	7.53 ± 0.30	7.11 ~ 7.95
	Vertical Pattern Dust Mite	6.69 ± 0.59	5.87 ~ 7.51
	Small cattle mite	0	-
Example 15	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 16	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 17	Large leg mites	0.21 ± 0.02	0.18? 0.23
	Vertical Pattern Dust Mite	0.19 ± 0.01	0.18? 0.21
	Small cattle mite	0.68 ± 0.09	0.64? 0.73
Example 18	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Diethyl-m-toluamide (DEET, control)	Large leg mites	36.50 ± 0.12	36.44? 36.55
	Vertical Pattern Dust Mite	34.23 ± 0.03	34.18? 34.29
	Small cattle mite	52.03 ± 0.06	51.99? 52.07

Looking at the results of assaying the acaricide activity against the house dust mite and small cattle mites of the poultice extract (Comparative Example 1) and the compounds of Examples 5 to 18 using the fumigation method of Table 7, Example 17 (0.21, 0.19, 0.68 ㎍ / Cm 2) showed the highest acaricide activity, Example 11 (0.46, 0.44, 0.79 μg / cm 2), Example 13 (0.65, 0.68, 0.88 μg / cm 2), Example 12 (0.66, 0.59, 0.95 μg) / Cm 2), Example 5 (0.95, 0.87, 1.28 μg / cm 2), Example 6 (0.99, 0.93, 1.38 μg / cm 2), Example 7 (1.17, 1.15, 3.67 μg / cm 2), Example 8 ( The excellent acaricide activity was shown in the order of 1.32, 1.27 μg / cm 2), rupture extract (7.05, 6.99, 19.70 μg / cm 2) and Example 14 (7.53, 6.69 μg / cm 2). In the case of the control DEET LD ₅₀ value showed the lowest acaricide activity (36.50, 34.23, 52.03 ㎍ / ㎠).

sample	Target tick	LD 50 ± standard error	95% confidence interval
Breakthrough Extract (Comparative Example 1)	Large leg mites	5.57 ± 0.04	5.50-5.64
	Vertical Pattern Dust Mite	5.00 ± 0.06	4.95-5.06
	Small cattle mite	15.48 ± 0.12	15.42-15.55
Example 5	Large leg mites	0.51 ± 0.02	0.48-0.54
	Vertical Pattern Dust Mite	0.47 ± 0.01	0.45 to 0.49
	Small cattle mite	0.94 ± 0.12	0.92 to 0.97
Example 6	Large leg mites	0.53 ± 0.03	0.50 to 0.57
	Vertical Pattern Dust Mite	0.50 ± 0.01	0.49-0.52
	Small cattle mite	1.02 ± 0.14	0.96-1.09
Example 7	Large leg mites	0.63 ± 0.04	0.58 ~ 0.68
	Vertical Pattern Dust Mite	0.61 ± 0.01	0.60 to 0.62
	Small cattle mite	1.84 ± 0.06	1.80-1.89
Example 8	Large leg mites	0.69 ± 0.06	0.62-0.78
	Vertical Pattern Dust Mite	0.71 ± 0.08	0.61 to 0.82
	Small cattle mite	0	-
Example 9	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 10	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 11	Large leg mites	0.25 ± 0.01	0.24-0.26
	Vertical Pattern Dust Mite	0.24 ± 0.01	0.22-0.26
	Small cattle mite	0.56 ± 0.15	0.49 ~ 0.63
Example 12	Large leg mites	0.32 ± 0.01	0.30 to 0.34
	Vertical Pattern Dust Mite	0.32 ± 0.01	0.30 to 0.34
	Small cattle mite	0.62 ± 0.09	0.57 ~ 0.67
Example 13	Large leg mites	0.35 ± 0.02	0.31 to 0.38
	Vertical Pattern Dust Mite	0.36 ± 0.05	0.30 to 0.43
	Small cattle mite	0.74 ± 0.05	0.69 to 0.80
Example 14	Large leg mites	3.79 ± 0.10	3.65 ~ 3.93
	Vertical Pattern Dust Mite	3.45 ± 0.09	3.33 ~ 3.57
	Small cattle mite	0	-
Example 15	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 16	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Example 17	Large leg mites	0.12 ± 0.01	0.10 to 0.13
	Vertical Pattern Dust Mite	0.19 ± 0.02	0.18 to 0.20
	Small cattle mite	0.46 ± 0.07	0.43-0.50
Example 18	Large leg mites	0	-
	Vertical Pattern Dust Mite	0	-
	Small cattle mite	0	-
Diethyl-m-toluamide (DEET, control)	Large leg mites	19.64 ± 0.05	19.63-19.66
	Vertical Pattern Dust Mite	14.12 ± 0.16	14.11 ~ 14.13
	Small cattle mite	47.77 ± 0.04	47.72-47.82

Using the direct contact method of Table 8, look at the results of assaying the acaricide activity of the house dust mite and small rubbing mite of the palate extract and the compounds of Examples 5 to 18, Example 18 (0.12, 0.19, 0.46 ㎍ / ㎠ ) Showed the highest acaricide activity, Example 11 (0.25, 0.24, 0.56 μg / cm 2), Example 12 (0.32, 0.32, 0.62 μg / cm 2), Example 13 (0.35, 0.36, 0.74 μg / cm 2) ), Example 5 (0.51, 0.47, 0.94 μg / cm 2), Example 6 (0.53, 0.50, 1.02 μg / cm 2), Example 7 (0.63, 0.61, 1.84 μg / cm 2), Example 8 (0.69, 0.71 μg / cm 2), Example 14 (3.79, 3.45 μg / cm 2), and rupture extracts (5.57, 5.00, 15.48 μg / cm 2) showed excellent acaricide activity.

And, in the case of the control DEET LD ₅₀ value showed the lowest acaricide activity (19.64, 14.12, 47.77 ㎍ / ㎠).

Through the experimental results of Table 7 and Table 8, not only the direct contact of the mite acaricide of the present invention, there is also a mite astringent effect by fumigation, the astringent effect for the type of tick for each compound of Examples 5-9 Although there is a difference in degree, it was confirmed that it has a good overall acaricide activity for the large leg dust mite, the vertical pattern dust mite and the small cattle mites.

Experimental Example 2: Evaluation of the Display Activity of House Dust Mites

Determination of the acaricide activity of the compounds of Examples 5 to 18 derived from fractional purification of the pulverulent extract and pulverulent extract by the method of Experimental Example 1 and then the color change of the large house dust mite and vertical pattern dust mites Observed 500 times through an optical microscope, the results are shown in Table 9 below. In addition, FIG. 2 shows an optical microscope picture of a tick fertilized with DEET, which is a conventional chemical control agent, and FIG. 3 shows an optical microscope picture of a tick fertilized with a compound of Example 11. FIG.

division	Target tick	Color change
Example 5	Large leg mites	none
	Vertical Pattern Dust Mite
Example 6	Large leg mites	none
	Vertical Pattern Dust Mite
Example 7	Large leg mites	none
	Vertical Pattern Dust Mite
Example 8	Large leg mites	none
	Vertical Pattern Dust Mite
Example 9	Large leg mites	none
	Vertical Pattern Dust Mite
Example 10	Large leg mites	none
	Vertical Pattern Dust Mite
Example 11	Large leg mites	Black color
	Vertical Pattern Dust Mite
Example 12	Large leg mites	none
	Vertical Pattern Dust Mite
Example 13	Large leg mites	none
	Vertical Pattern Dust Mite
Example 14	Large leg mites	none
	Vertical Pattern Dust Mite
Example 15	Large leg mites	none
	Vertical Pattern Dust Mite
Example 16	Large leg mites	none
	Vertical Pattern Dust Mite
Example 17	Large leg mites	none
	Vertical Pattern Dust Mite
Example 18	Large leg mites	none
	Vertical Pattern Dust Mite
Diethyl-m-toluamide (DEET, control)	Large leg mites	none
	Vertical Pattern Dust Mite

Looking at the results of the observation of the color change of the large dust mites and vertical pattern dust mites of Table 9, the control DEET did not discolor the tick (Fig. 2), the large leg mites and vertical pattern of Example 11 Induced color change of the dust mite was changed to black (Fig. 3). In addition, Examples 5-10 and Examples 12-18 also did not discolor the tick.

Through the above examples and experimental examples, it was confirmed that the specific component of fractional purification of the epoch extract of the present invention is an active ingredient of a natural acaricide, and has an excellent acaricide effect against ticks, and among the active ingredients of the natural acaricide

Could be used as a visually identifiable indicator for ticks.

The compound derived from the melissa essential oil or ruptured extract according to the present invention is an acaricide of natural ingredients, not a conventional chemical control agent, and has excellent flesh against a mite such as a large leg mite, a vertical pattern mite, a stored food mite, and a small grain mite. In addition to inactivation, it has a labeling activity that can be easily identified by the naked eye by inducing discoloration of ticks. Therefore, treatment with Melissa essential oil or five compounds in the mites that act as the major indoor allergens discolors the carcasses, making it easier to identify them with the naked eye, thereby removing the tick bodies that cause secondary infections. Most likely.

Claims (14)

1. A natural acaricide for ticks, comprising a compound represented by the following Formula 1 or Formula 2 as an active ingredient;

   [Formula 1]

   

   In Formula 1, R ¹ is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ Crushed alkyl group or hydrogen,

   R ² is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ crushed alkyl group or hydrogen,

   A, b and c are each a single bond or a double bond.

   [Formula 2]

   

   In Chemical Formula 2, R ¹ is a C ₁ ~ C ₃ straight alkyl group, C ₃ ~ C ₅ crushed alkyl group, R ² is -OH, n and m are 0 <n + m ≤ 4 N is an integer of 0-4, m is an integer of 0-3.
2. The method of claim 1, wherein, R ¹ of Formula 1 is a straight-chain alkyl group of hydrogen or C ₁ ~ C _2, R ² of formula (I) is a straight-chain alkyl group of hydrogen or C ₁ ~ C _2, R ¹ of formula (II) Is a C ₁ to C ₂ linear alkyl group, n is an integer of 0 to 3, m is an integer of 0 to 2 natural acaricide for ticks.
3. The natural acaricide for ticks according to claim 1, wherein R ¹ in Formula 1 is hydrogen or methyl group (CH ₃ ), and R ² in Formula 1 is hydrogen or methyl group (CH ₃ ).
4. According to claim 1, Formula 1 is 3,7-dimethyl-2,6-octadiene represented by the following formula 3, octanal represented by the formula 4, 2-octenal represented by the formula 5, 2 represented by the formula 6 A natural acaricide for ticks, characterized in that any one selected from the group consisting of, 4-octadiene and 3,7-dimethyl-6-octenal represented by the formula (7).

   [Formula 3]

   

   [Formula 4]

   

   [Formula 5]

   

   [Formula 6]

   

   [Formula 7]

   
5. According to claim 4, wherein the compound represented by Formula 1 and Formula 3 to 6 is characterized in that it is derived from the fractional purified product of the Melissa essential oil extract ( Melissa officinalis , lemon balm), the compound represented by Formula 2 is a rupture extract Natural acaricide for ticks, characterized in that derived from the purified product fractions.
6. According to claim 1, The natural acaricide for the mite ( Dermatophagoides farinae ), vertical mites ( Dermatophagoides pteronyssinus ), mite Tyrophagus putrescentiae), ginteol flour mite (Tyroglyphus putrescentiae), and Haemaphysalis longicornis (Haemaphysalis longicornis) natural acaricides for mites, characterized in that with respect to any one or more function salbi mite is selected from the group consisting of.
7. The natural acaricide for ticks according to any one of claims 1 to 6, wherein the acaricide is used in the form of one formulation selected from the group consisting of liquids, emulsions, coatings, smokers, fumigants, granules and solid agents.
8. An identification marker for ticks, comprising any one or more selected from compounds represented by the following Chemical Formulas 3, 5, 6, and 8 as an active ingredient, and having a tick-killing effect.

   [Formula 3]

   

   [Formula 5]

   

   [Formula 6]

   

   [Formula 8]

   

   In Formula 2, R ¹ is a C ₁ ~ C ₃ straight alkyl group, C ₃ ~ C ₅ crushed alkyl group, n is an integer of 2-3.
9. According to claim 8, wherein the compounds represented by Formula 3, Formula 5 and Formula 6 is characterized in that derived from the fractional purified product of the Melissa essential oil extract, wherein the compound represented by Formula 8 is from the fractional purified product of the breakthrough extract An identification marker for ticks, which is derived.
10. According to claim 8, wherein R ¹ of Formula 7 is a straight alkyl group of C ₁ ~ C ₂ , n is an identifier for ticks, characterized in that an integer of 2.
11. The method of claim 8, wherein the identification markers are Dermatophagoides farinae , vertical dust mites ( Dermatophagoides) pteronyssinus), dust mites ginteol (Tyroglyphus putrescentiae) and stored food mites (Tyrophagus An identification marker for ticks, characterized by showing an identification effect on at least one tick selected from the group consisting of putrescentiae ).
12. Fractional refinement was carried out by fractional purification of the concentrated Melissa essential oil or cathodic extract by silica gel chromatography and high performance liquid chromatography,

    The fractional purification method for producing a natural acaricide for ticks, characterized in that it comprises a compound represented by the formula (1) or (2);

    [Formula 1]

    

    In Formula 1, R ¹ is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ Crushed alkyl group or hydrogen,

    R ² is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ crushed alkyl group or hydrogen,

    A, b and c are each a single bond or a double bond.

    [Formula 2]

    

    In Formula 1, R ¹ is a C ₁ ~ C ₃ linear alkyl group, C ₃ ~ C ₅ Crushed alkyl group, R ² is -OH, n and m are 0 <n + m ≤ 4 N is an integer of 0-4, m is an integer of 0-3.
13. The method of claim 12,

    Melissa essential oil or breakthrough powder; And 1 step of preparing a Melissa essential oil extract or rupture extract using a mixture of water hexane extracting solvent;

    Drying and filtering the extract to separate the extraction solvent and the essential oil, and then concentrating under reduced pressure to prepare a concentrated extract;

    Performing three fractionation purification of the concentrated extract through silica gel chromatography to obtain eight fractionation layers;

    A four step of re-acquiring five fractionation layers by fractional purification of a fractionation layer component having acaricide activity against ticks among the eight fractionation layers through silica gel chromatography;

    Re-acquiring three fractions of the fractionation layer component having acaricide activity against ticks from the five fractionation layers reacquired by high-performance liquid chromatography; And

    And a sixth step of obtaining fractional purified product of Melissa essential oil extract or rupture extract by assaying the fractionation component of the acaricide activity against the tick of the three fraction layers reacquired;

    The fraction purified product comprises a compound represented by the formula (1) or formula (2) for the production of natural acaricide for ticks.
14. Melissa (fictitious (Melissa officinalis, lemon balm)) containing the essential oil or rupture extract as an active ingredient for mite killing and labeling composition.

Images