KR20080063034A - Composition for repelling mosquitoes - Google Patents

Abstract

A composition comprising citronellic acid, geranic acid or a derivative thereof is provided to show excellent mosquito repelling effect with no harm on human body. A composition for repelling mosquitoes comprises 1-50 wt.% of at least one mosquito repelling agent selected from the group consisting of citronellic acid represented by a formula(1), geranic acid represented by a formula(2) and a derivative thereof as a mosquito repelling ingredient. n effective ingredient with a liquid solvent; and (b) applying a mixture obtained from the step(a) to skin. Further, the mosquito repelling agent is formulated into spray, lotion, cream, diffusing agent or coating agent.

Description

Mosquito repellent composition {Composition for Repelling Mosquitoes}

Field of invention

The present invention relates to a mosquito repellent. More specifically, the present invention relates to a novel mosquito repellent composition comprising, as a single mosquito repellent, citronellinic acid, geranic acid, derivatives thereof, or mixtures thereof that exhibit excellent repellent activity against mosquitoes.

Background of the Invention

In general, various products have been developed to protect against human skin infections or diseases caused by insect attack. In particular, the form of such a product is used to kill insects by directly acting on insects, to suppress insects' habitat or reproduction, or to neutralize insect sensory organs by modifying the direction or cognitive sense of insects.

Of these, the last mentioned method is to use a "repellent" is a method that is particularly well used for mosquitoes. These mosquito repellents do not track the smell or carbon dioxide emitted from the skin of mammals, such as humans, by any mechanism that is not yet clarified, thereby paralyzing the sensory organs of mosquitoes, thereby repelling the mosquitoes.

Mosquitoes are hygienically important because they carry serious diseases in people such as dengue fever, yellow fever, encephalitis and malaria. In one case of malaria, mosquitoes are a very serious sanitary pest, with more than 1 million deaths worldwide each year. In Korea, malaria has recurred since 1993, and the number of malaria cases is increasing every year, causing thousands of malaria patients each year. As such, the direct and indirect damages caused by mosquitoes are enormous.

Mosquito repellents are preferred because they are relatively free from harm or side effects to the human body that occur when pesticides are used. Until now, a variety of mosquito repellents are known. In particular, a substance called N, N-diethyl- m- toluamide (DEET) has been widely used because of its excellent mosquito repellent effect. However, since DEET has an unpleasant odor and high skin penetration, its use is restricted to children, pregnant women, patients with low blood pressure, and those with sensitive skin. It is regulated not to manufacture.

Efforts have been made to replace DEET. Citronella, linalool, and lemongrass as natural products have been known to have mosquito-repelling effects. Mosquito repellents have a much lower mosquito repellent effect than DEET, which raises questions about their practicality.

U. S. Patent No. 6,811, 789 includes isomentone, linalool, geraniol, citral and citronellol as active ingredients for mosquito repellent effects, wherein Disclosed is a perfume composition having a mosquito repellent effect, further comprising a fatty acid having 8 to 10 carbon atoms. However, in the case of the US patent, the manufacturing cost is high because a number of substances must be included as an active ingredient at the same time, in particular, the repellent duration is at a level similar to DEET.

Therefore, the present inventors have conducted research to develop a new mosquito repellent derived from natural products, and found that even if several substances derived from plant components were used alone, the mosquito repellent effect was found, and the repellent effect was superior to DEET. The mosquito repellent has begun to develop.

An object of the present invention is to provide a mosquito repellent composition comprising a mosquito repellent component having excellent mosquito repellent effect alone.

Another object of the present invention is to provide a mosquito repellent composition that is harmless to the human body.

The above and other objects of the present invention can be achieved by the present invention described below.

Summary of the Invention

The mosquito repellent composition according to the present invention is characterized by including at least one or more components selected from the group consisting of citronelinic acid, geranic acid and derivatives thereof as the sole mosquito repellent component.

The mosquito repellent is preferably used in the range of 1 to 50% by weight based on the total composition.

The present invention also includes a method of avoiding mosquitoes by applying the mosquito repellent composition to the skin.

Hereinafter, the content of the present invention will be described in detail.

Detailed Description of the Invention

The mosquito repellent in the present invention as a result of identifying a mosquito repellent material from a variety of components, found that the citronellic acid, geranic acid, derivatives thereof and mixtures thereof alone repellent mosquitoes These are applied.

Such citronellinic acid, geranic acid, derivatives thereof and mixtures thereof are harmless to the human body and have a very high repelling activity against mosquitoes.

Citronellic acid (Citronellic acid) used in the present invention is represented by the general formula C ₁₀ H ₁₈ O ₂ , and has the structure of formula (1).

Other names of citronellic acid used in the present invention include (+/-)-citronellic acid ((+/-)-Citronellic acid); 3,7-dimethyl-6-octanoic acid.

Geranic acid (Geranic acid) used in the present invention is represented by the general formula C ₁₀ H ₁₆ O ₂ , and has a structure of formula (2).

The present invention can be used to prepare a derivative for a novel repellent agent exhibiting high repellent activity against mosquitoes by changing the chemical structure of the citronellic acid (Citronellic acid), Geranic acid (Geranic acid).

The present invention prepares and uses the mosquito repellent composition by mixing the above-mentioned materials for mosquito repellent with a well-known solvent. Well known solvents refer to solvents used in conventional repellent compositions or coating materials in the form of creams, liquids, sprays, gels, etc., applied to human skin. In this case, the citronellic acid and geranic acid described above are used individually or together as a mosquito repellent. In this case, the mosquito repellent used is preferably used in the range of 1 to 50% by weight based on the total weight of the mosquito repellent composition. When used in less than 1% by weight, it is difficult to obtain sufficient mosquito repelling effect.

The mosquito repellent composition according to the present invention is preferably applied to the skin in the form of a cream, lotion, spray, diffusion agent or coating solvent, and is used where the mosquitoes live. In addition, it is expected to be used as a repellent against arthropods of various species other than mosquitoes.

The present invention will be further illustrated by the following examples, which are merely illustrative of the present invention and are not intended to limit or limit the scope of the present invention.

Example

Sample Preparation

Citronellic acid (Citronellic acid), Geranic acid (Geranic acid) used in the present invention is commercially available or can be directly synthesized, in this embodiment both citronellinic acid and geranic acid product of Aldrich (Product name is Citronellic acid and Geranic acid) were purchased and used respectively.

The purity of these materials was confirmed by gas chromatograph (GC) and gas chromatograph-mass spectrometry (GC-MS), and only those having a purity of 99.5 or more were used. Each of these components was prepared in a concentration of 0.5 to 50% solution in 91% isopropyl alcohol (pharmacopoeia) and used for the mosquito repellent efficacy experiment.

Each of the five samples thus prepared was subjected to a repellent effect experiment on the adult of the forest mosquitoes (Aedes) used as the standard of the mosquito repellent assay.

Test mosquitoes used in the experiment

In this example, Egyptian forest mosquitoes (Aedes aegypti) were used as the black mosquitoes. Egyptian forest mosquitoes were sold by the Korea Institute of Bioscience and Biotechnology and were used after indoor hen breeding.

Larvae breeding of these mosquitoes was carried out by sieving chick food in a 22x14x7 ㎝ plastic container containing distilled water, filtering only fine powder, and mixing it with yeast one-to-one. It was allegorized as an adult by putting it in a breeding container meshed with a wire structure of ㎝. The adult adult male and female were mixed in a ratio of about 1 to 1 and placed in the same breeding box for 2-3 days to allow mating. The mating 2-3 days old females were used for the repellency assay. For the adult food, 8% sugar water was used soaked in gauze. Breeding conditions were the conditions of light conditions 16: 8 (note: night), temperature 27 ± 2 ℃, relative humidity 80 ± 10%.

Repellent activity assay using skin test

To test the mosquito repelling effect of the prepared samples, 1 ml of sample was evenly applied between the wrists and elbows of healthy adults who voluntarily participated in the test using iron chopsticks, and the arm treated with the sample contained 100 female mosquitoes. The number of mosquitoes gathered in the arm for 3 minutes at 30-minute intervals was recorded in a container with a net of 50x50x50 cm acrylic structure, and the time from first to cumulative bites was calculated as the duration of the avoidance effect. . On both sides and top of the acrylic structure, air and free air was installed by installing a mesh size of 40 cm in length and width. In the front, a hole of size 15 cm in length and length was attached and a long mesh was attached to it to measure repelling activity. It is designed to put the arm into the cage.

Evacuation effect The test was performed only when the bare arm was placed in a container with mosquitoes to check the activity of the mosquitoes used for the test and found that the arm was bitten at least twice in the first 3 minutes.

Results of repellent activity of each component

Repellent activity against three mosquitoes was assayed using the samples containing citronellic acid and geranic acid, respectively. In addition, mosquito repellent activity was measured for compositions containing the same concentration of DEET and Picadirin, which are currently commercially available and recommended by the US Center for Disease Control. The results are shown in Tables 1-6.

matter density Avoidance duration (minutes) (mean ± standard deviation) Citronellinic acid 0.5% 0 ± 0 Geranic acid 0.5% 0 ± 0 Citronellinic acid 2 % 60 ± 0 Geranic acid 2 % 195 ± 45.0 DEET 2 % 70 ± 10.0

Table 1 shows the duration of the repellent effect for each material at the concentration of 0.5% and 2%, and records the time until two consecutive bites. Here, the treatment dose of 0.5% concentration corresponds to 0.0125 mg / cm 2, and the treatment dose of 2% concentration corresponds to 0.05 mg / cm 2.

matter density Avoidance duration (minutes) (mean ± standard deviation) Citronellinic acid 10% 240 ± 0 Geranic acid 10% 240 ± 0 DEET 10% 218 ± 10.8 Picadirin 10% 158 ± 27.5

Table 2 shows the duration of the repellent effect for each material at a concentration of 10%, and records the time until two consecutive bites. Here, the treatment dose of 10% concentration corresponds to 0.25 mg / cm 2, and the maximum measurement time is 240 minutes.

As shown in Table 1 and Table 2, when looking at the duration of the repellent effect at the treatment level of 0.25 mg / ㎠, both the citronellic acid and geranic acid lasted 240 minutes, the repellent effect at the same treatment level It showed a better repelling effect than DEET lasting 218 minutes or picadirin lasting 158 minutes. Geranic acid showed a repellent duration of 195 minutes, even at 0.05 mg / cm 2 treatment level, and showed much better repellent effect than DEET, which exhibited a repellent duration of 70 minutes at the same concentration. However, as shown in Table 1, when looking at the duration of the repellent effect at the treatment level of 0.0125 mg / ㎠, neither citronellinic acid and geranic acid showed a repellent effect.

matter density Avoidance duration (hours) (mean ± standard deviation) Citronellinic acid 15% 5.7 ± 2.03 30% 9.3 ± 1.76 50% 9.3 ± 1.76 Geranic acid 15% 6.7 ± 1.20 30% 10.0 ± 2.00 50% 12.0 ± 0

Table 3 shows the duration of the avoidance effect for each material at 15%, 30%, and 50% concentrations, respectively, and records the time until two consecutive bites. Here, the dosage of 15% of the concentration corresponds to 0.375 mg / cm 2, the dosage of 30% of the concentration corresponds to 0.75 mg / cm 2, and the dosage of 50% of the concentration corresponds to 1.25 mg / cm 2, with a maximum measurement time of 240 minutes. .

As can be seen in Table 3, as the amount of treatment of citronellinic acid or geranic acid increased, the repellency duration also increased. Citronelinic acid had a repelling effect at the treatment level of 0.75-1.25 mg / cm2 for 9.3 hours, and geranic acid had a repelling effect of 10 hours at the 0.75 mg / cm2 treatment level and 12 at a 1.25 mg / cm2 treatment level. It lasted for hours.

matter density Hourly Evasion Rate (%) 30 minutes 60 minutes 90 minutes 120 minutes 150 minutes 180 minutes 210 minutes 240 minutes Citronellinic acid 2 % 100 84.7 71.3 56.4 37.8 15.2 7.4 0 Geranic acid 2 % 100 100 100 100 83.3 50.0 50.0 33.3 DEET 2 % 100 0 0 0 0 0 0 0

Table 4 shows the hourly evasion rate (%) of each material at a concentration of 2%. The treatment dose of 2% of concentration corresponds to 0.05 mg / cm 2.

matter density Hourly Evasion Rate (%) 30 minutes 60 minutes 90 minutes 120 minutes 150 minutes 180 minutes 210 minutes 240 minutes Citronellinic acid 10% 100 100 100 100 100 85.7 71.4 57.1 Geranic acid 10% 100 100 100 100 100 100 100 87.5 DEET 10% 100 100 100 100 87.5 81.3 78.1 71.9 Picadirin 10% 85.0 85.0 85.0 80.0 75.0 72.5 62.5 47.5

Table 5 shows the hourly evasion rate (%) of each material at a 10% concentration. The treatment dose of 2% of concentration corresponds to 0.25 mg / cm 2.

As shown in Table 4 and Table 5, at the treatment level of 0.05 mg / cm 2, citronellinic acid showed a strong repelling activity of 100% up to 30 minutes and geranic acid up to 120 minutes, which was superior to DEET at the same dose. In all subsequent times, it showed a relatively better avoidance effect than DEET. At the treatment level of 0.25 ㎎ / ㎠, citronellic acid showed strong repellent activity of 100% up to 150 minutes and geranic acid up to 210 minutes. It showed much better repellent activity.

matter density Hourly Evasion Rate (%) (hours) One 2 3 4 5 6 7 8 9 10 11 12 Citronellinic acid 15% 100 75 75 75 50 50 37.5 37.5 25 NA NA NA 30% 100 87.5 75 75 75 62.5 62.5 62.5 62.5 50 50 50 50% 100 100 100 100 93.3 86.7 86.7 86.7 80 73.3 73.3 73.3 Geranic acid 15% 100 100 100 81.8 72.7 54.5 54.5 54.5 45.5 NA NA NA 30% 100 100 100 100 100 85.7 85.7 85.7 85.7 85.7 78.6 71.4 50% 100 100 100 100 100 100 100 100 100 100 90 80

Table 6 shows the hourly evasion rate (%) of each material at 15%, 30%, 50% concentration, respectively. The dose of 15% concentration corresponds to 0.375 mg / cm 2, the dose of 30% corresponds to 0.75 mg / cm 2, and the dose of 50% corresponds to 1.25 mg / cm 2. The maximum measurement time is 12 hours, NA means no experiment.

As can be seen in Table 6, as the amount of treatment of citronellinic acid or geranic acid increases, the time for maintaining a high repellency rate was also shown to increase. Citronellinic acid had a 90% repellent effect for 8 hours at 1.25 mg / cm2, and geranic acid had a repellency effect of 90% at 1.25 mg / cm2 for 10 hours, 1.25 mg / cm2. At the treatment level of 100%, the repellent effect lasted for 10 hours.

In Table 3 to Table 6, the evasion rate for each time was calculated using Equation 1 below.

From the above results, citronellinic acid and geranic acid show much better mosquito repellent activity than two mosquito repellents, DEET and picadirin, which are currently commercialized and marketed and recommended by the US Centers for Disease Control.

The present invention has the effect of providing a mosquito repellent composition excellent in mosquito repellent effect and harmless to the human body by using citronellinic acid, geranic acid, or derivatives thereof as the sole mosquito repellent component.

Simple modifications and variations of the present invention can be readily used by those skilled in the art, and all such variations or modifications can be considered to be included within the scope of the present invention.

Claims (6)

A mosquito repellent composition comprising at least one component selected from the group consisting of citronellinic acid, geranic acid and derivatives thereof as the sole mosquito repellent component. The mosquito repellent composition of claim 1, wherein the citronellinic acid has a structure of Formula 1. [Formula 1]

. The mosquito repellent composition of claim 1, wherein the geranic acid has a structure represented by the following Chemical Formula 2: [Formula 2]

. The mosquito repellent composition according to any one of claims 1 to 3, wherein the mosquito repellent is used in the range of 1 to 50% by weight based on the total composition. A method of avoiding mosquitoes, comprising applying the mosquito repellent composition of claim 1 to the skin. [6] The method of claim 5, wherein the mosquito repellent composition is in the form of a cream, lotion, spray, diffusing agent or coating agent.