KR100822416B1 - Fragrance composition with antimicrobial effect and cosmetic composition comprising the same - Google Patents

Abstract

A fragrance composition is provided to inhibit body odor and proliferation of skin flora, prevent acne and show excellent antibacterial activity similar to a synthetic preservative. A cosmetic composition comprising the same is provided to improve fragrance satisfaction, a weak point of aroma oil which is a natural antibacterial agent. A fragrance composition with antimicrobial effect comprises pentalide(15-pentadecanolide) represented by the formula(1), TM-2 sp(5-cyclohexadecan-1-one) represented by the formula(2) and lemon oil as effective ingredients. A composition comprises 0.01-2.0 wt.% of the fragrance composition.

Description

Fragrance Composition with Antimicrobial Effect and Cosmetic Composition Comprising the Same

1 is a graph of the antimicrobial activity test absorbance results of the fragrance composition having an antimicrobial effect according to the present invention.

2 to 6 is a photograph showing the antimicrobial activity of the cosmetic composition containing a fragrance composition having an antimicrobial effect according to the present invention.

The present invention relates to a perfume composition having an antimicrobial effect and a cosmetic composition containing the same, and more particularly to a perfume composition having an excellent antimicrobial effect. The present invention relates to a fragrance composition having a superior antimicrobial effect and a cosmetic composition containing the same, which is excellent in preventing acne and excellent in preserving the product as well as satisfactory odor satisfaction which is a disadvantage of the antibacterial perfume.

In general, in the human body, body odor is generated by the decomposition of dermal fungus secreted by the glands or sebaceous glands. These skin fungi are Gram-positive spherical bacteria Micrococcus, Staphylococcus, and Gram-positive antibacterial and Coryneform bacteria. (Corynebacterinm) and Propionibacterium (Propionibacterium) bacteria are known, especially under the odor of the underarm odor, Coryneform bacteria are known to be the causative bacteria. The main components of the decomposition products by such dermal fungi are fatty acids having 10 or less carbon atoms, such as acetic acid, propionic acid, isobutyric acid, isogil acetic acid, capronic acid and capric acid.

Background Art Conventionally, as a method of deodorizing or deodorizing such body odor, suppression of body odor by a fungicide or a restriction agent or masking of body odor by a fragrance has been performed. However, the conventional fungicides are limited to local use because they require minimal use from the problem of stability to the human body and the like, and also restrict the important physiological phenomena such as the human body to the limiting agent. Therefore, it is difficult to prevent body odor sufficiently in a place where there is much sweat and sebum secretion like armpit, and it is easy to proliferate dermal bacteria. Furthermore, the masking of the body odor by fragrance may be mixed with the fragrance of the fragrance and the body odor to become a bad smell.

For example, Japanese Patent Application Laid-Open No. 60-42765 and Japanese Patent Laid-Open No. 2-40043 disclose a bactericidal agent containing natural panazole and synthetic panazole as an active ingredient. These active ingredients have effects on the bacteria of the Staphylococcus genus, but their antibacterial activity against the bacteria of Corynebacterium is weak, and the antimicrobial data of other dermatological bacteria such as Propionibacterium are specified. Not. It is also known that panezol is less safe for the skin.

On the other hand, acne is a skin disease mainly expressed in puberty, the disease name is called "image acne", clinically defined as "chronic inflammatory changes occurring in the hair follicles around the hair follicle gland". These acne is a complex skin disease with various factors intertwined, but in general, excess sebum secretion, follicular keratinization, intrafollicular bacteria are considered to play an important role. Acne is known to be caused by the coryneform bacterium Propionibacterium acnes. The fungus grows in the capillary tube, produces lipases, and hydrolyzes triglycerides, the main component in sebum, producing free fatty acids and causing local inflammation. This is known as the major cause of acne outbreaks.

BACKGROUND ART Conventionally, as a method of preventing or treating acne, keratin exfoliation by suppressing sebum secretion by female hormone, sterilization by antibiotics, sulfur, and the like has been performed. However, female hormones are concerned about side effects, and antibiotics have a risk of destroying even the useful species on the skin. Moreover, sulfur has a problem causing skin irritation or a smell of sulfur.

From these phenomena, the development of a safe antibacterial agent that can suppress the growth of dermal fungi and suppress the occurrence of body odor, especially in places where there is a lot of sweat and sebum secretion, and coryneform bacteria which are the causative agents of axillary odor and acne By suppressing preferentially, the development of the safe antibacterial agent which has the effect of suppressing body odor and preventing or treating acne without destroying the mycorrhizal species is required.

In addition, in order to maintain food, medicine, cosmetics, etc. for a long time, preservatives that prevent decay by microorganisms are essential, but in the case of cosmetic products with a long shelf life and a lot of microbial nutrients in the nature of the product.

However, even parabens preservatives, which are the safest as conventional preservatives and are widely used in cosmetics and medicines, are allergic to skin (Andrea Counti et al., Contact Dermatitis, 1997, 37; 35-36) and their potential as environmental hormones (Edwin et al. Tocxicology and Applied Pharmacology, 1998,153; 12-19) and resistant bacteria. In addition, food preservatives are distrusted in the use of accepted standards, and new problems such as acute and chronic toxicity and mutagenesis due to continuous accumulation in the body are emerging (Xinhua, Food Science and Industry, 1990, 23 (4) 68). -72).

Due to these problems, studies on natural preservatives with excellent safety and economical efficiency of products continue, and as a result, extracts of animal and plant origin such as spices, essential oils, herbal medicines, and natural antimicrobial substances of microbial origin such as bacteriocin have been reported. .

Alkaloids (alkaloids), flavonoids (phytonoids), phytoalexin (antibacterial peptides), antimicrobial peptides and the like are known as natural antimicrobial substances, and antimicrobial agents such as organic acids and fatty acids are also known. Most of them are estimated to be the main mechanism of the effect of acid pH and chelate (El-shenawa, MA et al., J. Food Protec. 1989,52 (11): 771-778) (Bizri, JN, etc.). J Food Science, 1994, 59 (1), 130-135).

However, most of the reported natural antimicrobial substances have not been commercialized due to color, deterioration of stability, narrow antimicrobial spectrum, and formulation problems. Only a few such as extract DF-100 is commercialized.

In the case of DF-100, the most advanced product development, the antimicrobial activity is known to be due to the organic acid and synthetic preservative Benzethonium chloride (Benzethonium chloride) contained in the DF-100, and other natural antimicrobial agents are economical Due to the narrow antibacterial spectrum or the limitation of the use range due to physical properties, there is an urgent need for natural antimicrobial agents that can be developed and commercialized.

Meanwhile, antimicrobial agents currently used in general products are not intended to maintain product quality, but synthetic antibiotics are widely used to prevent and treat diseases of humans and livestock caused by microorganisms, but various resistant strains have appeared due to misuse and abuse. Esau forms a vicious loop that requires the use of high-level antibiotics to treat infections, and the public health issues that cause susceptibility of causative organisms to the livestock and that antibiotics remain.

The present inventors have come to the present invention by developing an antimicrobial fragrance composition that can solve conventional problems, that is, prevent body odor and acne, and excellent antimicrobial activity comparable to synthetic preservatives.

It is an object of the present invention to inhibit the growth of dermatophytes, particularly antibacterial fragrance, which is suitable for limited especially cosmetics, which inhibits the occurrence of body odor and is also effective in the prevention of acne. It is to provide an excellent antimicrobial perfume composition.

In addition, another object of the present invention is to provide a cosmetic composition having a pleasant fragrance containing antibacterial fragrance that can improve the fragrance satisfaction, which is a disadvantage of the natural antibacterial aroma oil.

Perfume composition having an antimicrobial effect according to the present invention for achieving the above object is pentalide (Pentalide) having a structure of the formula (1) below and TMS-2SP (5-cyclohexadecan-1 having a structure of the following formula 2) -one) and lemon oil as an active ingredient.

[Formula 1]

[Formula 2]

In addition, the cosmetic composition according to the invention is characterized in that it contains 0.01 to 2.0% by weight of the fragrance composition having the antimicrobial effect relative to the total weight of the cosmetic composition.

Hereinafter, the present invention will be described in detail with reference to embodiments and drawings of the present invention. These examples are only for illustrating the present invention in more detail, it will be apparent to those skilled in the art that the scope of the present invention is not limited by these examples in accordance with the gist of the present invention. .

First, the antimicrobial composition excellent in antimicrobial activity must have the following conditions. Antimicrobial composition with excellent antibacterial properties should be firstly harmless to humans and animals as well as no irritation to the skin in the concentration range of fragrances added to each product base on a daily basis. Secondly, high ignition temperatures and explosiveness when mixed with air. Third, there should be no corrosiveness and pollution, and fourth, excellent stability with time.

Antimicrobial fragrance composition according to the present invention, that is antimicrobial and antiseptic excellent antimicrobial composition (NS-7602) and blank (blank), methyl paraben (methylparaben), eugenol (eugenol), NS-7602 is expected to be less effective than As a result of analysis of antimicrobial absorbance test on the fragrance composition (C-2467), antiseptic test analysis results and flavor satisfaction on the formulation, the fragrance composition (NS-) was found to have excellent effects in the three aspects. 7602) is a group consisting of Lemon oil, Lilial, Citronellol, Pentalide, and TM-2 sp (5-cyclohexadecan-1-one) It contains three species selected from pentalide (Pentalide), TEM-2SP (TM-2 sp) and lemon oil as an active ingredient, in addition to the usual fragrance components according to the formulation of the desired fragrance composition.

Pentalide (Pentalide) used in the present invention is a material having a structure of the following formula (1).

[Formula 1]

In addition, Thim-2 SP used in the present invention (TM-2 sp) is a material having a structure of the following formula (1).

[Formula 2]

The fragrance composition having an antimicrobial effect according to the present invention can be safely used even when applied to the skin for a long time, and thus may be contained in various product bases such as cosmetics, external preparations for skin and pharmaceutical compositions.

The fragrance composition according to the present invention is characterized by being able to produce a cosmetic by containing in a cosmetic composition for the human body and the like, in particular because it displays the antiproliferative activity by acting on the skin flora. As cosmetics, the perfume composition according to the present invention may be contained in a lotion, skin, essence, cream, body lotion, and shower cologne formulation.

The content of the fragrance composition having the antimicrobial effect is different depending on the kind or purpose of use of the cosmetic, but is generally selected within the range of about 0.001 to 10% by weight based on the total weight of the final content of each product, more preferably Preferably 0.01 to 2.0% by weight. This is because when it contains less than 0.01% by weight of antimicrobial effect can not achieve the antimicrobial effect, when it exceeds 2.0% by weight of the cost of the perfume compared to the performance is very expensive because it is not practical when applied to the product.

Hereinafter, the examples, comparative examples, and test examples described are for explaining the present invention in more detail, and the scope of the present invention is not limited thereto.

EXAMPLE

Preparation of Antimicrobial Flavor Composition (Sample 1, NS-7602)

As shown in Table 1 below, the 12 kinds of perfume components finally selected are selected through a number of antimicrobial tests and functional preference and antimicrobial antiseptic test. The antimicrobial fragrance composition (Sample 1, NS-7602) was finally prepared by repeating the steering using the whole antimicrobial fragrance component to determine the ingredients and contents of Table 1 finally.

Table 1 Antimicrobial Flavor Composition

Defenseless  Preparation of lotion base

A lotion base was prepared according to a general method of preparing a lotion composition as shown in Table 2 below. However, a synthetic preservative and a base without added fragrance were prepared.

[Table 2] Unscented & Unscented Lotion Base

Preparation of Antimicrobial Absorbance Measurement Samples (Sample 2 to Sample 6)

Test solution: An equivalent mixture of the composition or test compound shown below and polyoxyethylene hydrogenated castor oil (40 E. O. [Addition molar number of ethylene oxide: 40]) was diluted 10-fold with purified water and used. As a comparison, methylparaben, a preservative, was also used as the test solution.

Sample 2: Blank

Sample 3: Eugenol (Saturated Compound)

Sample 4: NS-7602 (Antibacterial Flavor Composition)

Sample 5: C-2467 (general pharmaceutical composition, see Table 3)

Sample 6 (Comparative Sample): Methylparaben

TABLE 3 General fragrance composition

Antiseptic  Preparation of Measurement Samples (Sample 7 and Sample 8)

Samples 1 and 8 were prepared by mixing the prepared sample 1 into the Homo 2500 ± 200 Paddle 25 ± 5 at room temperature with the prepared unscented & unscented lotion base base. In addition, the fragrance of the antibacterial and general fragrance was the same as 0.3%, respectively, and the samples thus prepared are as follows.

Sample 7: Unscented & Unscented Lotion Base + NS-7602 (Antibacterial Fragrance Composition) 0.3%

Sample 8: no-scent & fragrance-free lotion base + C-2467 (see general fragrance composition table 3) 0.3%

Experimental Example

Experimental Example 1 Antimicrobial Absorbance Measurement and Results

The strains used are as follows.

1.Staphylococcus epidermidis (abbreviated as S.E)

2. Staphylococcus aureus (Staphylococcus aureus, abbreviated as S.A)

3. Corynebacterium sp. (Corynebacterium sp., Abbreviated as C.S.)

4. Gram-positive-anaerobic bacteria Propionibacterium · Acnes (Propionibacterium acnes, P.A)

Next, use badge is as follows.

1.Aerobic bacteria-Tryptic soy broth medium 'TSB' (Difco)

2. Anaerobic Bacteria-GAM broth medium 'Nissui' (Nissui Pharmaceutical Co., Ltd.)

First, 100 ml of medium was put into a 500 ml Erlenmeyer flask, and each cell suspension was inoculated to be 106 CFU / ml (Colony Forming Units / ml), and the test preparation was added to 0 (as shown in Table 3). Blank), and after the aeration of silicone was added to 10, 100 ppm, the aerobic bacteria were subjected to 80 rpm reciprocating diagnostic culture for 24 hours at 37 ° C, and the anaerobic bacteria were subjected to static culture, respectively, and then the turbidity of the culture medium (wavelength: 660 nm). Absorbance at) was measured. The results are shown in Table 4 and FIG. 1.

[Table 4] Antibacterial activity absorbance measurement results

As shown in Table 4 ('×' shows proliferation, '○' shows no proliferation) and the antimicrobial flavor composition (NS-7602), as shown in FIG. 1, the antibacterial and anaerobic bacteria showed excellent antibacterial effect. Can be.

[Experimental Example 2] Antiseptic force measurement and the result

The strain name, medium, and culture temperature for measuring the antiseptic force were selected as shown in Table 5 below.

TABLE 5

First, inoculated with antiseptic strains (Escherichia coli; ATCC 8739, Pseudomonas aeruginosa; KCTC 2651, Candida albicans; ATCC 10231, Aspergillus niger; ATCC 9642) stored in Nutrient Broth (Merck No. 1.05443) After culturing for 2 days at ℃ was used as a seed culture medium. The number of bacteria was measured using a haemacytometer, and the initial inoculation concentration was kept constant at 2 × 10 ⁶ ea / ml when inoculating the product to be tested. This experiment was to examine the effect of antiseptic power by adding antibacterial perfume composition to the antiseptic test lotion. 10 g of the formulation added to 0.3% concentration of the antimicrobial perfume composition was dispensed into a sterile container and four seed cultured antiseptic test strains were inoculated at 2 × 10 ⁶ ea / ml. After inoculation, it was completely mixed with the product, and stored for 0, 7, 14 days, 1g of each sample was measured on the measurement date and plated with Plate Count Agar (Merck No. 1.05463) for 2 days at 25 ℃ and 37 ℃. The number of bacteria was measured by culturing.

The results of the experiment are shown in Table 6 and Figures 2 to 5 (Figs. 2 to 5 are the results of antiseptic test conducted in strains Aspergillus niger, Pseudomonas aeruginosa, Candida albicans, Escherichia coli, respectively, in the figure, antimicrobial flavor on the left side of the figure. The result is the result of the composition and the right is the result of the blank). As can be seen from these results, although it did not show the same preservatives as synthetic preservatives, it has a comparable effect to synthetic preservatives, and high synergistic preservatives when using antimicrobial perfume composition and some conventional preservatives. It was confirmed that you can expect.

[Table 6] Result of viable cell count

Experimental Example 2 Satisfaction Satisfaction Survey and Results

The satisfactory satisfaction survey was carried out on the samples 7 and 8 prepared above, 10 people, average age 28 years, room temperature 20 ℃, room humidity 60% under the same conditions. Satisfaction satisfaction criteria are as follows, and the results are shown in Table 7.

<Fragrance Satisfaction Evaluation Criteria>

[Table 7] Fragrance Satisfaction Survey Results

As shown in Table 7, which is a result of the odor satisfaction survey, it can be seen that the antimicrobial perfume composition according to the present invention has satisfactory results in terms of three items, namely, sense of freshness, and freshness. Therefore, the antimicrobial fragrance composition according to the present invention is to enable the consumer to provide a cosmetic having a pleasant fragrance to satisfy the satisfaction level.

In the present specification, only a few examples of various embodiments and analytical experiments performed by the present inventors are described, but the technical idea of the present invention is not limited thereto, but may be variously modified and implemented by those skilled in the art. to be.

As described above, according to the perfume composition having an antimicrobial effect according to the present invention and the cosmetic composition containing the same, antibacterial perfume that can inhibit the growth of dermatophytes, in particular, inhibits the occurrence of body odor, and also of acne Limited antimicrobial fragrance, which is also effective for prevention, especially suitable for cosmetics, moreover, antimicrobial fragrance composition comparable to synthetic preservatives can be obtained, and also contains antimicrobial fragrance which can improve the fragrance satisfaction, which is a disadvantage of natural antimicrobial aroma oil. It may have an effect such as to provide a cosmetic composition having a pleasant fragrance.

Claims (2)

In a perfume composition having an antimicrobial effect, Pentalide having a structure of Formula 1 and Thim-2S (5-cyclohexadecan-1-one) having the structure of Formula 2 Lemon oil as an active ingredient, characterized in that the fragrance composition having an antimicrobial effect. [Formula 1]

[Formula 2]

Cosmetic composition, characterized in that it comprises 0.01 to 2.0% by weight relative to the total weight of the cosmetic composition of the perfume composition having an antimicrobial effect of claim 1.

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