KR20060003917A - Whitening composition containing densifloric acid - Google Patents
Whitening composition containing densifloric acid Download PDFInfo
- Publication number
- KR20060003917A KR20060003917A KR1020040051824A KR20040051824A KR20060003917A KR 20060003917 A KR20060003917 A KR 20060003917A KR 1020040051824 A KR1020040051824 A KR 1020040051824A KR 20040051824 A KR20040051824 A KR 20040051824A KR 20060003917 A KR20060003917 A KR 20060003917A
- Authority
- KR
- South Korea
- Prior art keywords
- acid
- whitening
- skin
- densifloric
- dencifloric
- Prior art date
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Images
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
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- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
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- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9755—Gymnosperms [Coniferophyta]
- A61K8/9767—Pinaceae [Pine family], e.g. pine or cedar
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- A23V2200/00—Function of food ingredients
- A23V2200/30—Foods, ingredients or supplements having a functional effect on health
- A23V2200/318—Foods, ingredients or supplements having a functional effect on health having an effect on skin health and hair or coat
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Abstract
본 발명은 덴시플로릭산을 함유하는 피부 미백 조성물에 관한 것으로서, 더욱 상세하게는 솔잎으로부터 분리하여 얻은 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체가 멜라닌 생성 억제 기능을 가짐을 확인함으로써 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체를 유효성분으로 함유하는 피부 미백용 조성물에 관한 것이다. 특히, 본 발명은 기존의 비타민 C에 비해 미백효과가 훨씬 우수하며, 천연물에서 분리된 화합물로 보다 안정하게 적용할 수 있는 장점이 있다.The present invention relates to a skin whitening composition containing dencifloric acid, and more particularly, dencifloric acid obtained by separating from pine needles, pharmaceutically acceptable salts thereof or derivatives thereof by confirming that densifloric acid has a function of inhibiting melanogenesis. The present invention relates to a composition for skin whitening containing floric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof as an active ingredient. In particular, the present invention is much superior to the existing vitamin C whitening effect, there is an advantage that can be applied more stably as a compound separated from natural products.
덴시플로릭산, 피부 미백, 솔잎Densifloric Acid, Skin Whitening, Pine Needle
Description
도 1은 솔잎으로 분리된 물질이 덴시플로릭산임을 1H-NMR 데이터로 확인한 것이다.1 is confirmed by 1 H-NMR data that the material separated into pine needles dendritic acid.
도 2는 솔잎으로 분리된 물질이 덴시플로릭산임을 13C-NMR 데이터로 확인한 것이다.Figure 2 confirms with 13 C-NMR data that the material separated into pine needles dencifloric acid.
도 3은 덴시플로릭산의 생쥐 흑색 종양세포에서 멜라닌 생성 억제를 확인한 것이다.Figure 3 confirms the inhibition of melanin production in dendritic acid mouse black tumor cells.
본 발명은 덴시플로릭산을 함유하는 피부 미백 조성물에 관한 것으로서, 더욱 상세하게는 솔잎으로부터 분리하여 얻은 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체가 멜라닌 생성 억제 기능을 가짐을 확인함으로써 덴시플 로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체를 유효성분으로 함유하는 피부 미백용 조성물에 관한 것이다.The present invention relates to a skin whitening composition containing dencifloric acid, and more particularly, dencifloric acid obtained by separating from pine needles, pharmaceutically acceptable salts thereof or derivatives thereof by confirming that densifloric acid has a function of inhibiting melanogenesis. The present invention relates to a composition for skin whitening containing floric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof as an active ingredient.
여성의 미용에 있어서 문제의 하나로 흑변의 피부, 기미, 주근깨, 다크서클을 들 수 있고, 이전보다 한층 더 피부의 미백이 중요시되고 있다. 일반적으로, 거뭇한 피부, 기미, 주근깨, 다크서클은 자외선에 의한 자극이나 호르몬 밸런스 이상, 유전적 요소 등에 의해 멜라노사이트가 자극되고, 그래서 생합성된 멜라닌 색소가 피부에 침착하여 발생하는 것으로 간주되고 있다. 종래, 이러한 거뭇한 피부, 기미, 주근깨, 다크서클에 대해서는 L-아스코르빈산 내지는 그 유도체, 하이드로퀴논 유도체, 태반 추출물, 코지산, 아르부틴 등의 멜라닌 생성 억제제를 화장품에 배합하고, 이것을 피부에 도포함으로써 치료ㅇ개선하는 방법이 주로 사용되어 왔다. 그러나, 이러한 화장품 등의 경우, 발한 등에 의해 유효 성분이 경시적으로 지워져서 효과를 유지할 수 없어 미백 효과가 불충분하였고, 도포한 부분에만 효과가 발휘된다는 등의 문제점이 있었다. 즉, 화장품으로서 사용할 때는 하루에 여러번 다시 바르거나, 전신의 거뭇함 또는 기미, 주근깨, 다크서클에 대하여 화장품을 전신에 도포하여야만 되므로, 사용자의 부담이나 번거로움이 상당하였다. 또한, 유효 성분 속에는 피부 자극성이 있어 사용이 제한되거나 이상한 냄새를 갖는 것, 침전 응집을 일으켜 안정성이 결여된 것이 있다는 점, 또한 빛이나 열, 땀에 의한 피부 표면의 pH 변동 등 외적인 자극에 의해 분해, 변성되어 효과가 저하한다는 점 등의 문제점도 지적되고 있다. 이러한 화장품이 갖는 문제점을 개선한다는 이유로부터, 경구 섭취하는 미백 식품이나 미백용 의약품도 개발되고 있다. 예를 들어, 이런 종류의 식품에는 비타민 C를 배합한 것이 있는데, 비타민 C는 안정성이 나빠서 미백 효과를 충분히 만족시킬 수 있다고 할 수 없는 문제점이 있었다. 또한, 그 이외에도 코지산류를 첨가하여 이루어진 미백 식품(일본 특허 공개공보 평6-16685호), 착색미 추출물을 함유하는 화장품, 식품 및 입욕제(일본 특허 공개공보 평10-287525호), 이소후라본류를 유효 성분으로 하는 경구 미백제 및 미백용 식품(일본 특허 공개공보 평11-269066호), 프로안트시아니딘 및 글루타치온을 함유하는 미백 식품(일본 특허 공개공보 2000-60482호) 등을 들 수 있는데, 이들은 이제까지의 것으로 충분한 미백 효과를 기대할 수 없었고, 성분에 따라서는 경구 섭취에 의한 예측할 수 없는 부작용 등이 우려되는 것도 있다는 문제점을 가지고 있다. 이러한 실정으로부터, 현재 충분한 미백 효과를 가지며 안정성이 높은 식품 또는 경구 미백제의 개발이 절실히 요구되고 있다 One of the problems in women's beauty is the skin of black stools, blemishes, freckles, and dark circles. The skin whitening is more important than ever before. In general, dark skin, blemishes, freckles, and dark circles are considered to be caused by melanocytes stimulated by ultraviolet rays, abnormal hormonal balance, genetic factors, etc., and thus biosynthetic melanin pigments are deposited on the skin. . Conventionally, for such dark skin, blemishes, freckles, and dark circles, melanin inhibitors such as L-ascorbic acid or its derivatives, hydroquinone derivatives, placental extract, kojic acid and arbutin are formulated into cosmetics, and these are applied to the skin. The method of treatment improvement by application has been mainly used. However, in the case of such cosmetics, the active ingredient is erased over time due to sweating and the like, the effect cannot be maintained, the whitening effect is insufficient, and there is a problem such that the effect is exerted only on the coated part. That is, when used as a cosmetic, it is necessary to re-apply several times a day, or to apply the cosmetics to the whole body for darkening or blemishes, freckles, and dark circles of the whole body, so that the burden or inconvenience of the user was considerable. In addition, some active ingredients are irritating to the skin and have limited use or unusual odors. They may cause precipitation flocculation and lack stability, and they may be decomposed by external stimuli such as changes in the pH of the skin surface caused by light, heat or sweat. In addition, problems such as deterioration and deterioration have been pointed out. From the reasons of improving the problems with such cosmetics, whitening foods or whitening medicines for oral ingestion have also been developed. For example, there is a combination of vitamin C in this kind of food, vitamin C has a problem that can not be enough to satisfy the whitening effect is poor stability. In addition, whitening foods (Japanese Patent Laid-Open Publication No. Hei 6-16685) made by adding koji acids, cosmetics, foods and bathing agents containing the coloring rice extract (Japanese Patent Laid-Open Publication No. Hei 10-287525), and isofurabons Oral whitening agents and whitening foods (JP-A-11-269066), whitening foods containing proanthocyanidins and glutathione (JP-A-2000-60482), etc. However, they have not been able to expect a sufficient whitening effect so far, and depending on the component has the problem that there are concerns about unpredictable side effects due to oral intake. From this situation, there is an urgent need for the development of food or oral whitening agents having a sufficient whitening effect and high stability.
이에, 본 발명자들은 상기와 같은 문제점을 해결하기 위하여 천연물질로부터 미백효과가 우수한 물질을 탐색하던 중, 솔잎으로부터 피부 미백 개선에 탁월한 효과를 가지면서 안정성도 확보된 덴시플로릭산을 분리하였고, 덴시플로릭산, 이의 약학적으로 가능한 염 또는 이의 유도체가 거뭇한 피부, 기미, 주근깨, 다크서클 등을 예방 또는 회복시킬 수 있는 매우 우수한 미백 효과를 가지는 것을 발견하고, 이들을 경구 섭취함으로써 그 미백 효과를 간단하게 충분히 누릴 수 있다는 것을 확인함으로써 본 발명을 완성하게 되었다. Thus, the inventors of the present invention, while searching for a material excellent in whitening effect from natural materials to solve the above problems, from the pine needles have separated the densifloric acid having an excellent effect to improve skin whitening stability, densiflo It has been found that lyric acid, its pharmaceutically possible salts or derivatives thereof have a very good whitening effect that can prevent or recover dark skin, blemishes, freckles, dark circles and the like, and by simply taking them orally, the whitening effect is simplified. The present invention has been completed by confirming that it can be sufficiently enjoyed.
따라서, 본 발명은 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체를 함유하는 피부 미백용 조성물을 제공하는 데 그 목적이 있다.Accordingly, an object of the present invention is to provide a composition for skin whitening containing densifloric acid, a pharmaceutically acceptable salt thereof or a derivative thereof.
또한, 상기 조성물을 함유하는 피부 미백제 또는 기능성 식품을 제공하는데 또 다른 목적이 있다.
It is another object to provide a skin lightening agent or a functional food containing the composition.
본 발명은 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체를 함유하는 피부 미백용 조성물을 그 특징으로 한다.The present invention is characterized by a composition for skin whitening containing densifloric acid, a pharmaceutically acceptable salt thereof or a derivative thereof.
또한, 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체를 함유하는 피부 미백제 또는 기능성 식품을 포함한다.Also included are skin whitening agents or functional foods containing densifloric acid, pharmaceutically acceptable salts thereof or derivatives thereof.
이와 같은 본 발명을 더욱 상세하게 설명하면 다음과 같다.The present invention will be described in more detail as follows.
본 발명은 솔잎으로부터 분리된 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체가 멜라닌 생성 억제 기능을 가짐을 확인함으로써 덴시플로릭산, 이의 약학적으로 허용가능한 염 또는 이의 유도체를 유효성분으로 함유하는 피부 미백용 조성물에 관한 것이다. The present invention contains densifloric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof as an active ingredient by confirming that dencifloric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof has a function of inhibiting melanogenesis. It relates to a composition for skin whitening.
먼저, 솔잎을 메탄올 추출하여 농축하여 얻은 농축물에 동량의 물과 에틸아세테이트를 넣어 층분리를 하여 얻은 에틸아세테이트층의 농축물을 역상 실리카에 충진하여 50% 메탄올에서 100% 메탄올까지 농도구배로 용출하여 얻은 물질이 다음과 같은 화학식 1로 나타내는 덴시플로릭산임을 확인하였다.First, the concentrate obtained by methanol extraction of pine needles was concentrated by adding the same amount of water and ethyl acetate, followed by layer separation. The concentrate of ethyl acetate layer was filled with reverse phase silica and eluted with a concentration gradient from 50% methanol to 100% methanol. It was confirmed that the material obtained was dencifloric acid represented by the following Chemical Formula 1.
[화학식 1][Formula 1]
상기 덴시플로릭산은 아베이탄계 다이터팬류의 일종으로, 각종 식물 중에 존재한다고 알려져 있는 물질로서, 본 발명에서는 미백 효과를 가짐을 밝히고 있다.The densifloric acid is a kind of abutane-based diter pans, and is known to exist in various plants. In the present invention, it has been found that it has a whitening effect.
한편, 미백 효과란, 자외선 노출, 호르몬 밸런스의 변화, 유전적 프로그램 등의 각종 요인에 의해 발생하는 거뭇한 피부나 기미, 주근깨, 다크서클을 개선 또는 방지하는 효과, 피부를 투명감 있는 아름다운 것으로 하는, 혹은 투명감 있는 아름다운 피부를 유지하는 효과, 피부의 칙칙함을 경감하여 윤기, 팽팽함을 증가시키는 효과 등을 의도하고 있다. 일반적으로, 거뭇한 피부나 기미, 주근깨, 다크서클은 자외선에 의한 자극이나 호르몬 밸런스의 변화 등에 의해 멜라노사이트가 자극되고, 그래서 생합성된 멜라닌 색소가 피부에 침착하여 발생한다고 알려져 있다. 따라서, 멜라닌의 생성을 억제할 수 있다면, 거뭇한 피부나 기미, 주근깨, 다크서클을 예방ㅇ개선하는 것이 가능하다. On the other hand, the whitening effect is to improve or prevent dark skin, blemishes, freckles, dark circles caused by various factors such as exposure to ultraviolet rays, changes in hormonal balance, genetic programs, and make skin beautiful and transparent. Or it is intended to maintain the beautiful skin with a sense of transparency, reduce the dullness of the skin to increase the radiance, tightening and the like. In general, dark skin, blemishes, freckles, and dark circles are known to be caused by melanocytes being stimulated by ultraviolet light stimulation or hormonal balance changes, and thus biosynthetic melanin pigments are deposited on the skin. Therefore, if the production of melanin can be suppressed, it is possible to prevent and improve dark skin, blemishes, freckles and dark circles.
상기 덴시플로릭산의 멜라닌 생성 억제 기능을 배양 색소 세포를 사용한 시험법으로 확인하였다. 색소 세포란 멜라닌 생성 기능을 가지는 세포로서, 이 세포는 통상적으로 배양한 경우, 멜라닌 색소가 축적하여 흑색화된다. 이에 대 하여, 이 배양계내에 멜라닌 생성 억제 기능을 가지는 물질을 존재시키면, 멜라닌의 생성이 억제되어 상대적으로 백색화된다. 이 상대 백색화의 정도로부터, 멜라닌 생성 억제 기능을 예상할 수 있다.The melanin production inhibitory function of the densifloric acid was confirmed by a test method using cultured pigment cells. Pigment cells are melanin-producing cells which, when cultured normally, melanin accumulates and becomes black. On the other hand, if a substance having a melanin production inhibiting function is present in the culture system, the production of melanin is suppressed and the whitening becomes relatively white. From this degree of relative whitening, the melanin production suppressing function can be expected.
상기 시험법의 결과로, 덴시플로릭산이 공지의 경구 미백제인 비타민C 인산 마그네슘과 비교하여 볼 때, 우수한 멜라닌 생성 억제 기능을 가지고 있음을 확인하였다. 또한, 본 발명은 상기 덴시플로릭산 외에 이의 약학적으로 허용가능한 염, 또는 이의 유도체 역시 피부 미백 기능을 가짐을 포함한다.As a result of the test method, it was confirmed that dencifloric acid has an excellent melanin production inhibiting function when compared with vitamin C magnesium phosphate which is a known oral whitening agent. In addition, the present invention includes a pharmaceutically acceptable salt thereof, or a derivative thereof, in addition to the dendritic acid, also has a skin whitening function.
여기에서, 약학적으로 허용가능한 염이란, 특별히 덴시플로릭산의 카르복실기로부터 유도되는 염으로(부분 구조:-COOX; X는 임의의 양이온성 물질을 나타냄), 본 발명에 있어서의 천연물로부터의 단리물에 본래 포함되는 것도 포함한다. 본 발명에 있어서는 통상적으로 음식물 또는 의약 조성물로 이용되고 있는 염이라면 특별히 한정되지 않고, 예를 들어 나트륨, 칼륨, 리튬 등의 알칼리 금속염, 칼슘, 마그네슘, 바륨, 아연 등의 알칼리토류 금속염, 암모니아, 메틸아민, 디메틸아민, 트리메틸아민, 에틸아민, 디에틸아민, 트리에틸아민, 프로필아민, 부틸아민, 테트라부틸아민, 펜틸아민, 헥실아민 등의 알킬아민염, 에탄올아민, 디에탄올아민, 트리에탄올아민, 프로판올아민, 디프로판올아민, 이소프로판올아민, 디이소프로판올아민 등의 알카놀아민염, 피페라딘, 피페리딘 등의 기타 유기아민염, 리딘, 알기닌, 히스티딘, 트립토판 등의 염기성 아미노산염 등의 염을 들 수 있다. 이 중, 알칼리 금속염, 알킬아민염, 알카놀아민염, 염기성 아미노산염이 바람직하다. 일반적으로 이들 염류는 그 기본이 되는 덴시플로릭산에 비하여, 보다 수 용성을 띄는 것이므로 본 발명에 있어서는 특별히 수계(水系)의 음식물에 적용하는 경우에 바람직하다.Herein, a pharmaceutically acceptable salt is a salt derived particularly from a carboxyl group of dencifloric acid (partial structure: -COOX; X represents any cationic substance) and is isolated from the natural product in the present invention. Includes what is originally included in. In the present invention, any salt that is commonly used in food or pharmaceutical compositions is not particularly limited. Examples thereof include alkali metal salts such as sodium, potassium and lithium, alkaline earth metal salts such as calcium, magnesium, barium and zinc, ammonia and methyl. Alkylamine salts, such as amine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, propylamine, butylamine, tetrabutylamine, pentylamine, hexylamine, ethanolamine, diethanolamine, triethanolamine, Salts such as alkanolamine salts such as propanolamine, dipropanolamine, isopropanolamine, diisopropanolamine, other organic amine salts such as piperadine and piperidine, and basic amino acid salts such as lidine, arginine, histidine, and tryptophan Can be. Among these, alkali metal salts, alkylamine salts, alkanolamine salts and basic amino acid salts are preferable. In general, these salts are more water-soluble than the dendritic acid, which is the basis thereof, and therefore, the salts thereof are particularly preferable in the case of being applied to food of water system.
또한, 유도체란 생화학적 또는 인공적으로 형성 가능한 유도체로, 본 발명에 있어서는 형성 가능한 유도체라면 특별히 한정되지 않지만, 예를 들어, 알콜에스테르기를 갖는 유도체, 지방산에스테르기를 갖는 유도체, 알콕시기를 갖는 유도체, 알콕시메틸기를 갖는 유도체, 또는 배당체 등을 들 수 있다. In addition, the derivative is a biochemically or artificially formed derivative, and is not particularly limited as long as it is a derivative which can be formed in the present invention. For example, a derivative having an alcohol ester group, a derivative having a fatty acid ester group, a derivative having an alkoxy group, and an alkoxymethyl group. Derivatives, glycosides, and the like.
이들의 유도체는 일부가 천연에도 존재하고, 또한 인공적으로 형성시켜서 얻을 수 있다. 또한, 본 발명의 유도체를 다시 유도체화하여 그들의 염을 사용할 수도 있다.Some of these derivatives exist in nature and can be obtained by artificially forming them. It is also possible to derivatize the derivatives of the present invention to use their salts.
이와 같이, 덴시플로릭산을 약학적으로 허용되는 적당한 염이나 유도체의 형태로 함으로써, 수용성 또는 유용성을 향상시킬 수 있다. 따라서, 취급성, 품질, 미백 효과를 향상시킨 제품을 설정할 수 있다.Thus, by making dencifloric acid into the form of a suitable pharmaceutically acceptable salt or derivative, water solubility or usefulness can be improved. Therefore, the product which improved the handleability, quality, and the whitening effect can be set.
따라서, 본 발명은 덴시플로릭산, 이의 약학적으로 허용가능한 염, 또는 이의 유도체를 유효성분으로 함유하는 피부 미백용 조성물에 그 특징이 있다.Therefore, the present invention is characterized by a composition for skin whitening containing densifloric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof as an active ingredient.
상기 덴시플로릭산, 이의 약학적으로 허용가능한 염, 또는 이의 유도체를 유효성분으로 포함하는 피부 미백 조성물은 임상 투여 시에 경구 또는 비경구로 투여할 수 있으며, 일반적인 의약품, 의약외품 및 기능성 식품 등의 형태로 사용될 수 있다.The skin whitening composition comprising the densifloric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof as an active ingredient may be administered orally or parenterally during clinical administration, in the form of general medicines, quasi-drugs, and functional foods. Can be used.
상기 피부 미백용 조성물은 경구 투여용 제형, 예를 들면, 정제, 트로키제(troches), 로진지(lozenge), 수용성 또는 유성현탁액, 조제분말 또는 과 립, 에멀젼, 하드 또는 소프트 캅셀, 시럽 또는 엘릭실제(elixirs)로 제제화된다. 정제 및 캡슐 등의 제형으로 제제화하기 위해 락토오스, 사카로오스, 솔비톨, 만니톨, 전분, 아밀로펙틴, 셀룰로오스 또는 젤라틴과 같은 결합제; 디칼슘 포스페이트와 같은 부형제; 옥수수 전분 또는 고구마 전분과 같은 붕괴제; 스테아린산 마그네슘, 스테아린산 칼슘, 스테아릴푸마르산 나트륨 또는 폴리에틸렌글리콜 왁스와 같은 윤활유가 함유된다. 캡슐제형의 경우는 상기에서 언급한 물질 이외에도 지방유와 같은 액체 담체를 함유한다. 또한, 본 발명의 피부 미백용 조성물은 비경구로 투여할 수 있으며, 비경구 투여는 피부 외용제, 주사제 등의 제형을 의미한다. The composition for skin whitening is oral dosage form, for example, tablets, troches, lozenges, water-soluble or oily suspensions, prepared powders or granules, emulsions, hard or soft capsules, syrups or elrics. Formulated in elixirs. Binders such as lactose, saccharose, sorbitol, mannitol, starch, amylopectin, cellulose or gelatin for formulation into tablets and capsules; Excipients such as dicalcium phosphate; Disintegrants such as corn starch or sweet potato starch; Lubricants such as magnesium stearate, calcium stearate, sodium stearyl fumarate or polyethylene glycol wax. Capsules contain liquid carriers, such as fatty oils, in addition to the substances mentioned above. In addition, the composition for skin whitening of the present invention can be administered parenterally, parenteral administration means a formulation such as an external preparation for the skin, injections.
상기 화합물의 유효투입량은 환자의 나이, 신체적 조건, 몸무게 등에 의해 다양화될 수 있지만, 일반적으로 1 내지 100 ㎎/㎏(몸무게)/1일 범위 내에서 투여된다. 그리고, 1일 유효투입량 범위 내에서 하루에 한번 또는 하루에 여러 번 나누어 투입한다.Effective dosages of the compounds may vary depending on the age, physical condition, weight, etc. of the patient, but are generally administered within the range of 1-100 mg / kg body weight per day. In addition, within a daily effective dosage range is divided into once a day or several times a day.
또한, 여기에서, 기능성 식품으로서는 과자, 가공식품, 조합 유지, 유제품, 음료 등의 각종 식품을 들 수 있고, 형상ㅇ성상도 특별히 제한되지 않아 고체 형상, 반고체 형상, 겔 형상, 액체 형상, 분말 형상 등 어느 것이라도 된다. 상기 덴시플로릭산 또는 그 특정 유도체는 대체로 유용성이라는 점에서, 식품이 조합 유지 또는 유지 가공품인 경우는 특히 바람직한 형태라고 할 수 있다. 특별히 제한되지 않지만 예를 들어 덴시플로릭산 고함유 조합 유지 등을 들 수 있다. 게다가, 상기 조합 유지 또는 유지 가공품을 원료로 하여 사용, 내지는 튀김이나 볶음으로서 사용하여 얻어지는 식품도 바람직하다.Here, the functional food includes various foods such as confectionery, processed food, combination fat, dairy products, beverages, and the like. The shape and properties are not particularly limited, and the solid, semi-solid, gel, liquid, and powder forms Etc. may be sufficient. Since the dendritic acid or a specific derivative thereof is generally useful, it can be said to be a particularly preferred form when the food is a combination fat or oil processed product. Although there is no restriction | limiting in particular, For example, fats and oils containing a dendritic acid high combination etc. are mentioned. Moreover, the food obtained using the said combination fats and oils or processed goods as a raw material, or using it as a frying or roasting is also preferable.
또한, 본 발명의 식품으로서 음료 등의 수계 식품, 예를 들어 청량음료도 얻을 수 있다. 특히, 덴시플로릭산의 일부 또는 전부를 그 생리적으로 허용가능한 염 또는 그 특정 유도체의 상태로 하여, 본래 대체로 유용성을 나타내는 덴시플로릭산의 수용성을 향상시킬 수 있으므로 바람직하다. In addition, an aqueous food such as a beverage, for example a soft drink, can be obtained as the food of the present invention. In particular, part or all of the densifloric acid is brought into the state of its physiologically acceptable salt or the specific derivative thereof, so that the water solubility of the densifloric acid, which is inherently useful, can be improved.
또한, 본 발명의 피부 미백용 조성물은 의약품으로 섭취할 수도 있고, 원료로서 식품에 배합할 수도 있다.In addition, the composition for skin whitening of the present invention may be ingested as a medicine or may be blended into food as a raw material.
여기에서, 유효성분으로서 함유한다라는 것은, 그 미백 효과 등을 발휘할 정도로 함유한다는 것이지만, 그 함량은 특별히 제한되지 않고 섭취의 빈도, 섭취량, 사용의 목적에 따라 적절히 조정하면 된다. 예를 들어, 직접 경구 섭취하는 경우에는 비교적 저농도가 좋고, 음식물의 원료 등에 사용하는 경우는 고농도가 바람직하다.Here, the content as an active ingredient means that it is contained to such an extent that it exhibits its whitening effect and the like, but the content thereof is not particularly limited and may be appropriately adjusted according to the frequency of intake, the intake amount, and the purpose of use. For example, relatively low concentration is good when taken directly orally, and high concentration is preferable when used for raw materials of food.
상술한 대로, 본 발명의 경구 미백제를 원료로서 음식물에 배합하여, 피부의 미백 효과를 가지는 음식물을 얻을 수 있다.As mentioned above, the oral whitening agent of this invention can be mix | blended with a foodstuff as a raw material, and the foodstuff which has a skin whitening effect can be obtained.
식품으로서의 미백 효과는 예를 들어, 덴시플로릭산을 함유하는 사료를 동물에게 섭취시켜서, 피부의 색소 침착의 개선도를 지표로서 평가할 수 있다.The whitening effect as a food can be made into the animal, for example, by ingesting a feed containing dencifloric acid, and assessing the improvement of pigmentation of the skin as an index.
구체적으로는, 갈색 흑색마우스의 등의 반을 제모하고, 상기 제모한 부분에 UV 램프를 조사하여 2주간 사육한 후, 이들의 흑색마우스를 자외선 유도에 의한 멜라닌 색소 침착의 정도에 차이가 생기기 않도록 무리를 나누어, 비타민 C가 저함유된 사료에 덴시플로릭산을 첨가한 시험 먹이를 각각의 무리에 섭취시켜서, 다시 4 주간 후의 피부의 색소 침착의 정도에 대하여 컨트롤군 및 포지티브 컨트롤군과 비교 평가할 수 있다.Specifically, half of the black black mouse's back is epilated, the hair is irradiated with UV lamps for 2 weeks, and then these black mice are subjected to ultraviolet ray induction so that there is no difference in the degree of melanin pigmentation. Each group was fed with a test food containing densifloric acid in a diet low in vitamin C and fed to each group, and compared with the control group and the positive control group for the degree of pigmentation of the skin after 4 weeks. have.
이러한 평가로부터, 본 발명에 있어서의 덴시플로릭산은 경구 섭취하여, 확실하게 피부로의 색소 침착을 조기에 개선하고, 눈에 띄지 않게 할 수 있다는 것을 알았다.From these evaluations, it was found that the dencifloric acid in the present invention can be taken orally to reliably improve pigmentation to the skin early and inconspicuous.
본 발명의 기능성 식품에 있어서, 덴시플로릭산, 이의 약학적으로 허용되는 염, 또는 이의 유도체의 함량은 특별히 제한받지 않고, 전술한 대로 함유하는 덴시플로릭산의 종류, 음식물의 종류, 섭취량, 섭취의 빈도, 섭취하는 사람의 체중, 성별 등에 의해서 적절하게 조정하면 되고, 특별히 제한되지 않지만, 예를 들어 0.1 ∼ 50 중량%, 더욱 바람직하게는 2 ∼ 30 중량%이다. 미백 성분으로서 함유하는 경우도 마찬가지로, 특별히 제한 받지 않는다.In the functional food of the present invention, the content of dencifloric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof is not particularly limited, and the type of densifloric acid, the type of food, the intake amount, and the intake of the citric acid contained as described above are not particularly limited. What is necessary is just to adjust suitably according to a frequency, the weight of a person to take, sex, etc., and it is although it does not restrict | limit especially, For example, it is 0.1-50 weight%, More preferably, it is 2-30 weight%. In the case of containing it as a whitening component, there is no particular restriction.
본 발명의 기능성 식품은 상기 덴시플로릭산을 함유하기 때문에, 이들이 가지는 여러가지 효과를 가지지만, 특히 피부의 미백 효과를 가지는 것을 특징으로 한다. 음식물이기 때문에 용이하게 계속적인 섭취가 가능하며, 적합한 효과를 기대할 수 있다.Since the functional food of the present invention contains the densifloric acid, it has various effects that they have, but in particular, has a skin whitening effect. Because it is a food, it can be easily consumed continuously and a suitable effect can be expected.
또한, 본 발명의 기능성 식품은 기능의 향상, 특히 미백 효과의 상승적인 향상, 미백 효과의 보조, 흡수성의 향상 등을 목적으로 하여, 다른 생리적 활성 성분 등을 배합할 수 있다. 특별히 제한은 없지만, 예를 들어 상승적인 효과를 기대할 수 있는 다른 경구 미백 성분, 간접적으로 미백 효과로의 기여가 있는 항산화 성분, 체내에서의 흡수성을 향상시켜 효과의 효율을 올리기 위한 유성 성분, 영양 강화를 위한 각종 비타민류, 미네랄류, 아미노산류 등을 들 수 있다.In addition, the functional food of the present invention may be blended with other physiologically active ingredients for the purpose of improving the function, in particular, synergistically improving the whitening effect, assisting in the whitening effect, and improving the absorbency. There is no particular limitation, but for example, other oral whitening ingredients that can be expected to have a synergistic effect, antioxidants that indirectly contribute to the whitening effect, oily ingredients to improve the efficiency of the body by improving the absorption efficiency, nutritional enhancement Various vitamins, minerals, amino acids and the like can be mentioned.
다른 경구 미백 성분으로서는 비타민 C 및 그 유도체와 그들의 염, 코지산 및 그 유도체, 하이드로퀴논 및 그 유도체, 프로-안토시아니딘류, 이소후라보노이드 및 그 유도체, 탄닌류, 시스테인이나 글루타치온 등의 SH 기제제(基製劑), 콜로이드 유황, 어떤 특정의 아미노산 배열을 갖는 펩티드, 태반 추출물, 스트로베리 제라늄 추출물, 요쿠이닝 추출물, 황금 추출물, 해초 추출물, 밀 추출물 등을 들 수 있다. 이들의 경구 미백제 중, 특히 바람직한 것으로서는 비타민 C 및 그 유도체와 그들의 염, 프로-안토시아니딘류, 이소후라보노이드 및 그 유도체, 탄닌류를 들 수 있다. 이들의 경구 미백제는 본 발명에 있어서의 덴시플로릭산과의 상승 효과를 기대할 수 있기 때문에 바람직하다. 본 발명의 식품과 병용하는 경우, 이들의 미백제와 본 발명의 식품은 0:100 ∼ 99.99:0.01(중량비)의 범위에서 사용하는 것이 바람직하다. 태반 추출물 및 식물 추출물을 추출액인 상태로 사용하는 경우는 건조 고형분으로서 이 범위라면 된다. 이 범위라면 보다 우수한 미백 효과를 나타낸다.Other oral whitening ingredients include vitamin C and its derivatives and salts thereof, kojic acid and its derivatives, hydroquinone and its derivatives, pro-anthocyanidins, isofuravonoids and their derivatives, tannins, cysteine and glutathione, and the like. And colloidal sulfur, peptides having a specific amino acid sequence, placental extract, strawberry geranium extract, yokuining extract, golden extract, seaweed extract, wheat extract and the like. Among these oral whitening agents, particularly preferred examples thereof include vitamin C and derivatives thereof, salts thereof, pro-anthocyanidins, isofurabonoids and derivatives thereof, and tannins. Since these oral whitening agents can expect the synergistic effect with the dencifloric acid in this invention, it is preferable. When using together with the foodstuff of this invention, it is preferable to use these whitening agents and the foodstuff of this invention in the range of 0: 100-99.99: 0.01 (weight ratio). When the placenta extract and the plant extract are used in the state of extract, it is good to use this range as dry solid content. If it is this range, it will show more excellent whitening effect.
항산화 성분으로서는 통상적으로 음식물 등에 사용되고 있는 것이라면 특별히 제한은 없지만, 예를 들어 비타민 C 및 그 유도체와 그들의 염, 토코페롤, 토코토리에놀 및 그들의 유도체, 디부틸히드록시톨루엔, 부틸히드록시아니졸, 에틸렌디아민 4초산 2나트륨, 에틸렌디아민 4초산칼슘 2나트륨, 몰식자산이나 에라그산 등의 탄닌류 및 그들의 유도체, 아황산나트륨이나 차아황산나트륨이나 이황화유황 등의 황산계 화합물, γ-오리자놀 등의 페룰산 유도체, 루틴 및 그 유도체, 세사민, 에피세사민, 세사미놀, 세사몰린, 세사몰 등의 리그난류 및 그들의 배당체, β-카로틴 등의 카로테노이드류 및 그 유도체, 후라본, 카테킨, 켈세틴, 이소켈세틴, 로이코안토시아니딘, 제니스틴, 제니스테인, 6"-O-아세틸제니스틴, 6"-O-말로닐제니스틴, 다이드진, 다이제인, 6"-O-아세틸다이드진, 6"-O-말로닐다이드진, 글리시틴, 글리시테인, 6"-O-아세틸글리시틴, 6"-O-말로닐글리시틴, 푸에라린, 쿼세틴, 캠페롤, 미로에스트롤 등의 후라보노이드류, 유비퀴논이나 비타민 K 등의 퀴논류, 수퍼옥시드디스무타아제, 카타라제, 글루타치온페르옥시다아제 등의 효소류, 아욱꽃 추출물, 아스퍼질러스 테레우스 추출물, 감초 유성 추출물, 정향 추출물, 구아야크 수지, 그린커피빈 추출물, 쌀겨기름 추출물, 칸나 추출물, 샐비어 추출물, 미나리 추출물, 템페 추출물, 채종유 추출물, 피멘타 추출물, 블루베리 추출물, 프로폴리스 추출물, 페퍼 추출물, 멜라루카 추출물, 유칼립투스 추출물, 용담 추출물, 메밀 추출물, 팥 추출물, 로즈메리 추출물, 올리브깻묵 추출물, 콩깻묵 추출물 등의 깻묵 추출물, 콩배아 추출물, 티아민류 및 그 염, 리보후라빈, 초산리보후라빈 등의 리보후라빈류, 염산피리독신, 피리독신디옥타노에이트 등의 피리독신류, 니코틴산 아미드, 니코틴산 벤질 등의 니코틴산류, 빌리루빈, 만니톨, 트립토판, 히스티딘, 노르디히드로구아이아레트산 등을 들 수 있다. 이들의 항산화제는 간접적으로 미백 효과가 있다고 알려져 있으며, 또한 본래의 항산화 작용에 의한 피부로의 혈행 촉진 효과나 항노화 효과 등에 의해, 피부에 대한 종합적인 상승 효과도 기대할 수 있기 때문에 바람직하다.The antioxidant component is not particularly limited as long as it is commonly used in foods and the like, but for example, vitamin C and its derivatives and salts thereof, tocopherol, tocotorienol and derivatives thereof, dibutylhydroxytoluene, butylhydroxyanisol and ethylene Diamine disodium acetate, sodium ethylenediamine dibasic sodium acetate, tannins and derivatives thereof, such as molar assets and erratic acid, sulfuric compounds such as sodium sulfite, sodium hyposulfite and sulfur disulfide, ferulic acid derivatives such as γ-orizanol, and rutin And derivatives thereof, sesamin, episamine, sesaminol, sesamolin, sesamol and other lignans and their glycosides, carotenoids such as β-carotene and derivatives thereof, flavones, catechins, kelcetin, isocelcetin, leucoanthos Cyanidin, Genistin, Genistein, 6 "-O-acetylgenistin, 6" -O-malonylgenistin, Dydazine, Diyzein, 6 "-O-acetyldidazin, 6" -O-malonylidazine, glycidine, glycidine, 6 "-O-acetylglycithin, 6" -O-malonylglycithin, pue Flavonoids such as larin, quercetin, camphorol, and labyrol, quinones such as ubiquinone and vitamin K, enzymes such as superoxide dismutase, catalase, glutathione peroxidase, mallow extract, and aspergillus Tereus Extract, Licorice Oil Extract, Clove Extract, Guayak Resin, Green Coffee Bean Extract, Rice Bran Extract, Canna Extract, Salvia Extract, Buttercup Extract, Tempe Extract, Rapeseed Extract, Pimenta Extract, Blueberry Extract, Propolis Extract Oil extracts such as pepper extract, melaleuca extract, eucalyptus extract, gentian extract, buckwheat extract, red bean extract, rosemary extract, olive oil extract, soybean oil extract, soybean germ extract, thiamines and salts thereof, ribo Riboflavin such as lavine and riboflavin acetate, pyridoxine such as pyridoxine hydrochloride, pyridoxine dioctanoate, nicotinic acid such as nicotinic acid amide, and nicotinic acid benzyl, bilirubin, mannitol, tryptophan, histidine, nordihydroguaia And lactic acid. These antioxidants are known to indirectly have a whitening effect, and are also preferable because of their synergistic effect on the skin due to the anti-aging effect and the anti-aging effect on the skin due to the original antioxidant action.
유성 성분으로서는, 대두유, 채종유, 참기름, 올리브유 등의 식물 유지, 라 드, 우지(beef tallow), 어유(fish oil) 등의 동물 유지 이외에, 특별히 제한은 없지만, 예를 들어 천연 및 화학 반응이나 효소 반응에 의해 얻어진, MCT, MLCT, 디글리세라이드, 모노글리세라이드나, 지방산의 구조를 설계한 구조 유지 등을 들 수 있다.The oily component is not particularly limited in addition to animal fats and oils such as soybean oil, rapeseed oil, sesame oil, olive oil, lard, bee tallow, fish oil, etc., for example, natural and chemical reactions and enzymes. MCT, MLCT, diglyceride, monoglyceride obtained by reaction, the structure maintenance which designed the structure of fatty acid, etc. are mentioned.
영양강화를 위한 각종 비타민류, 미네랄류, 아미노산류 등에 대해서는 특별히 제한은 없지만, 식품 첨가물 공정서에 정해진 것이 바람직하다.Various vitamins, minerals, amino acids and the like for nutritional enhancement are not particularly limited, but those specified in the food additive process sheet are preferred.
그 외, 본 발명의 음식물에는 통상의 음식물에 사용되고 있는 원재료를 배합ㅇ사용할 수 있다. In addition, the foodstuff of this invention can mix | blend and use the raw material used for normal foodstuff.
상기 각 성분은 사용 목적에 따라서 적절하게 설계, 배합할 수 있다. 흡수성이나 작용효과의 종류에 따라서 미백 효과를 상승, 보완하거나 사용형태로서 바람직한 양태로 할 수 있다. 또한, 예를 들어 이소후라본류 및 그 유도체는 수용성이 우수하고, 대체로 유용성 물질인 본 발명에 있어서의 덴시플로릭산과 동시에 생체에 작용하여, 티로시나아제 저해 효과를 포함하며, 물 및 지질 매개성의 여러 대사 경로를 거친, 동시작용에 의한 효과가 발휘되어, 그 효과는 상승적으로 될 것이 기대된다. 게다가, 본 발명에 있어서의 덴시플로릭산와 이소후라보노이드 등을 동시에 배합한 미백용 식품 등은 이소후라보노이드의 항산화성이나 에스트로겐과 같은 생리활성이 동시에 상승적으로 활성화되는 것을 기대할 수 있다.Each said component can be suitably designed and mix | blended according to a use purpose. According to the kind of water absorbency or effect, the whitening effect can be enhanced or supplemented, or a preferred embodiment can be used. For example, isofurabons and derivatives thereof are excellent in water solubility and act on the body at the same time as the dencifloric acid in the present invention, which is generally an oil-soluble substance, and includes a tyrosinase inhibitory effect, It is anticipated that the effect of the synergy will be exerted through several metabolic pathways, and the effect will be synergistic. Moreover, the whitening food etc. which mix | blended the dencifloric acid, isoflavonoid, etc. in this invention can expect that the physiological activity, such as antioxidant and estrogen, of isoflavonoid is simultaneously activated synergistically.
본 발명의 식품에 대하여 하기에 구체예를 열거하지만, 본 발명은 이들에 제한되지 않는다. 본 발명의 음식물이란 그 형태 등에 대해서 특별히 제한은 없지만, 예를 들어 통상의 형태 이외에, 유동식품, 경장영양식품, 건강식품, 유소아 식품 등의 형태를 취할 수 있다. 특히, 계속적인 섭취라는 면에서는 쌀밥이나 각종 조미료, 조합 유지나 마가린, 쇼트닝, 마요네즈, 드레싱 등의 유지 가공품이 바람직하다고 할 수 있다. 또한, 형상ㅇ성상도 특별히 제한받지 않고, 고체 형상, 반고체 형상, 겔 형상, 액체 형상, 분말 형상 등 어떤 것이라도 좋다.Although the specific example is listed below about the foodstuff of this invention, this invention is not limited to these. Although the foodstuff of this invention does not have a restriction | limiting in particular about the form, etc., For example, in addition to a normal form, it can take the form of liquid food, enteral nutrition, health food, infant food, etc. In particular, in terms of continuous intake, rice and various seasonings, processed fats and oils such as margarine, shortening, mayonnaise, dressing may be preferred. The shape and shape are not particularly limited, and any shape may be used, such as a solid shape, a semisolid shape, a gel shape, a liquid shape, or a powder shape.
본 발명의 음식물에 있어서의 덴시플로릭산는 원래 대체로 유용성의 물질이기 때문에, 용해성의 면에서도 본 발명의 음식물로서 유지나 유지 가공식품 등은 바람직하다. 이러한 유지로서는 특별히 제한은 없지만, 예를 들어 천연 또는 인공적으로 얻은 덴시플로릭산을 통상의 유지에 녹여서 함유시킨 조합 유지를 들 수 있다. 또한, 상기 덴시플로릭산 고함유 조합 유지와 다른 유지를 혼합시킬 수도 있고, 이 경우, 상기 다른 유지에 포함되는 미량 성분의 생리 활성 효과와의 상승 효과를 기대할 수 있다.Since dencifloric acid in the food and drink of the present invention is generally an oil-soluble substance, fats and oils, processed foods, and the like are preferred as the food and drink of the present invention in terms of solubility. There is no restriction | limiting in particular as such fats and oils, For example, the combination fats and oils which melted and contained the natural or artificially obtained densifloric acid in normal fats and oils are mentioned. In addition, the dendritic acid-containing combination fat and oil may be mixed with other fats and oils, and in this case, a synergistic effect with the physiological activity effect of the trace component included in the other fats and oils can be expected.
본 발명의 식품을 섭취하여, 피부의 미백 효과를 가지는 덴시플로릭산 및 그들의 생리적으로 허용되는 염, 또는 그들의 유도체를 체내에 흡수함으로써 효과를 가져온다. 음식물이라는 형태이기 때문에, 화장료와 같은 노력도 필요없고, 계속적으로 섭취할 수 있으므로 바람직하다.By ingesting the food of the present invention, the effect is obtained by absorbing the densifloric acid and their physiologically acceptable salts or derivatives thereof having the skin whitening effect in the body. Since it is a form of food and drink, it does not require effort, such as cosmetics, and since it can be consumed continuously, it is preferable.
즉, 본 발명의 피부 미백용 조성물을 섭취함으로써 그 미백 효과를 발현하는 것으로, 거뭇한 피부나 기미, 주근깨, 다크서클을 개선 혹은 방지하여, 투명감 있는 아름다운 피부로 유지하는데 크게 기여할 수 있다.In other words, by ingesting the skin whitening composition of the present invention to express the whitening effect, it can greatly contribute to maintaining a beautiful skin with transparency by improving or preventing dark skin, blemishes, freckles, dark circles.
이하, 본 발명은 다음 실시예에 의거하여 더욱 상세히 설명하겠는바, 본 발 명이 이에 한정되는 것은 아니다.Hereinafter, the present invention will be described in more detail based on the following examples, but the present invention is not limited thereto.
제조예 1: 덴시플로릭산 분리Preparation Example 1 Separation of Dencifloric Acid
채취한 적송의 생솔잎 10 kg을 메탄올 추출하여 농축하여 얻은 메탄올 추출농축물에 동량의 물과 이텔아세테이트를 넣어서 분액여두에서 층분리를 하여 얻은 에틸아세테이트층의 농축물의 30 g을 역상 실리카에 충진하여 50% 메탄올에서 100% 메탄올까지 농도구배로 용출하였다. 활성분획을 농축하고 역상 고속액체크로마토그래피로 정제하여 이를 핵자기공명이나 질량분석기로 확인한 결과는 도 1 및 도 2에 나타내었다.Methanol was extracted by concentrating 10 kg of fresh pine needles from the red pine extract, and 30 g of the ethyl acetate layer, which was obtained by layer separation in an aliquot, was added to methanol extract concentrate. Elution was carried out from 50% methanol to 100% methanol in gradient. The active fractions were concentrated and purified by reversed phase high performance liquid chromatography and confirmed by nuclear magnetic resonance or mass spectrometry. The results are shown in FIGS. 1 and 2.
이렇게 분리된 화합물은 다음과 같은 화학식 1로 나타내며, 이는 덴시플로릭산으로 확인되었다.The compound thus separated is represented by the following
[화학식 1][Formula 1]
실시예 1 : 멜라닌 생성 억제 기능 확인Example 1: Check melanin production inhibitory function
구멍이 6개인 플레이트에 배지를 2 ㎖/well 취하고, B-16 멜라노머 세포를 소정량 파종하고, 37 ℃, 이산화탄소 농도 5%에서 정치 배양하였다. 다음날, 소정 농도가 되도록 검체 시료(덴시플로릭산) 조제액을 첨가 혼합하고, 배양을 계속하였다. 배양 5일째에 배지를 교환하고 다시 검체 조제액을 첨가하였다. 다음날 배지를 제거하고 세포를 회수하여 PBS(인산 완충 생리 식염수)로 세정한 후 세포를 사진 찍어 도 3에 첨부하였다. 덴시플로릭산을 처리하지 않은 대조군에 비하여 2 ppm에서 멜라닌을 백색화시킴을 알 수 있었다.2 ml / well of the medium was taken to a plate with six holes, and a predetermined amount of B-16 melanomer cells were seeded, followed by standing culture at 37 ° C and 5% carbon dioxide concentration. The following day, the sample sample (dencifloric acid) preparation liquid was added and mixed so that it may become predetermined concentration, and culture | cultivation was continued. On
상기의 시료의 세포의 멜라닌 량을 0.85 노르말 수산화 칼륨에 용해하여 405 nm에서 흡광도를 측정하였다. 또한, 멜라닌 생성 억제 기능의 평가는 검체 조제액 대신에 이미 그 효과가 알려져 있는 비타민C 인산 마그네슘의 의 멜라닌 생성을 50% 억제하는 농도는 450 ppm이였으나, 덴시플로릭산의 경우 2.2 ppm에서 무처리군의 멜라닌 생성을 50% 저해하는 것으로 나타나 덴시플로릭산은 비타민C 인산 마그네슘의 200배 정도의 멜라닌 생성 억제 기능을 가진다는 것을 알 수 있었다. The melanin content of the cells of the sample was dissolved in 0.85 normal potassium hydroxide and absorbance was measured at 405 nm. In addition, the evaluation of the melanin production inhibitory function was 450 ppm of 50% of melanin production of vitamin C magnesium phosphate, which is known to be effective instead of the sample preparation, but was untreated at 2.2 ppm of dencifloric acid. It was found that 50% inhibition of melanin production in the group showed that dencifloric acid had melanin suppression function of about 200 times that of vitamin C magnesium phosphate.
이상과 같이, 덴시플로릭산이 기존의 경구 미백제로서 널리 사용되고 있는 비타민C 인산 마그네슘의 수십에서 이백 배라는 경이적인 미백 효과를 갖는다는 것을 알 수 있었다. 이에 따라, 이제까지 없었던 매우 우수한 미백 효과를 가지는 음식물 및 경구 미백제를 제공할 수 있다는 것이 명백해졌다.As mentioned above, it has been found that dencifloric acid has a phenomenal whitening effect of several hundred to two hundred times that of vitamin C magnesium phosphate widely used as a conventional oral whitening agent. Accordingly, it has been clarified that food and oral whitening agents with very good whitening effects that have never been provided can be provided.
실시예 2 :동물에 있어서의 미백 효과의 확인Example 2 Confirmation of Whitening Effect in Animals
흑색 마우스 (생후 5주, 수컷)를 시판 사료(CJ사 제품)로 1주간 예비 사육한 후, 등의 반을 제모하고, 상기 제모한 부분에 1일째는 UV 램프 1.2 mW를 5분간, 2 일째 및 3일째는 1.0 mW를 5분간 조사하였다. 이어서, 낮은 비타민 C 사료(200.0 ㎎/사료 ㎏)로 2주간 사육한 후, 이들의 흑색마우스를 자외선 유도에 의한 멜라닌 색소의 침착 정도에 차이가 생기지 않도록 3그룹으로 나누어(각 그룹 7마리), 낮은 비타민 C 사료로 다음 표 2에 나타낸 바와 같이 덴시플로릭산을 첨가한 시험먹이를 각각의 그룹에 자유 섭취시켰다. 단지, 대조군에는 그대로 낮은 비타민 C 사료를, 양성대조군에는 비타민 C를 추가한 먹이를 주었다. 시험먹이 개시부터 4주 후의 피부의 색소 침착 정도에 대하여 이하의 기준으로 판단하였다. 그 결과를 다음 표 3에 나타내었다.Black mice (5 weeks old, males) were preliminarily bred for 1 week with commercial feed (manufactured by CJ Co., Ltd.), and then half of the back was removed, and UV lamp 1.2 mW was applied for 5 minutes for 2 minutes on the first day. And 3 days, 1.0 mW was irradiated for 5 minutes. Subsequently, after breeding for two weeks with a low vitamin C feed (200.0 mg / kg), the black mice were divided into three groups so as not to cause a difference in the degree of melanin pigmentation induced by UV induction (7 groups each), As a low vitamin C feed, test foods containing densifloric acid were freely ingested in each group, as shown in Table 2 below. However, the control group was fed with low vitamin C feed and the positive control group with vitamin C added. The pigmentation degree of the
(평가기준 및 내용)(Evaluation Criteria and Content)
현저히 개선 : 양성대조군과 비교하여 확실하게 색소 침착이 적음Significantly improved: Less pigmentation compared to positive control
중간정도 개선 : 양성대조군과 동일 정도의 색소 침착Moderate improvement: pigmentation at the same level as the positive control
약간 개선 : 대조군과 양성대조군의 중간 정도의 색소침착Slight improvement: moderate pigmentation between control and positive controls
변화 없음 : 대조군과 동일 정도의 색소 침착No change: equal pigmentation as control
상기 표 3에 나타낸 바와 같이, 덴시플로릭산은 경구 섭취함으로써, 피부로의 색소 침착을 조기에 개선하여, 눈에 띄지 않게 할 수 있다는 것이 명확해졌다.As shown in Table 3 above, it has been clarified that dencifloric acid can be orally ingested to improve pigmentation to the skin early, making it inconspicuous.
실시예 3: 랫트에 대한 경구투여 급성 독성실험Example 3: Acute Toxicity of Oral Administration in Rats
6주령의 특정병원부재(SPF) SD계 랫트를 사용하여 급성독성실험을 다음과 같이 실시하였다. Acute toxicity test was performed using 6-week-old SPF SD rats as follows.
군당 2 마리씩의 동물에 덴시플로릭산을 주사용 증류수에 용해시켜 1 g/kg/㎖의 용량으로 단회 경구투여하였다. 시험물질 투여 후 동물의 폐사 여부, 임상증상, 체중변화를 관찰하고 혈액학적 검사와 혈액생화학적 검사를 실시하였으며, 부검하여 육안으로 복강장기와 흉강장기의 이상여부를 관찰하였다. 그 결과, 시험물질을 투여한 모든 동물에서 특기할 만한 임상증상이나 폐사된 동물은 없었으며, 체중변화, 혈액검사, 혈액생화학 검사, 부검소견 등에서도 독성변화는 관찰되지 않았다. 따라서, 본 발명에 따른 덴시플로릭산은 모든 랫트에서 500 mg/kg까지 독성변화를 나타내지 않으며 경구 투여 최소 치사량(LD50)은 500 mg/kg 이상인 안전한 물질로 판단되었다.Dencifloric acid was dissolved in distilled water for injection in two animals per group and administered orally at a dose of 1 g / kg / ml. After administration of the test substance, mortality, clinical symptoms, and changes in body weight were observed. Hematological and hematological examinations were performed. Necropsy was performed to observe abdominal and thoracic organ abnormalities. As a result, no significant clinical symptoms or dead animals were noted in all animals treated with the test substance, and no toxic changes were observed in weight changes, blood tests, blood biochemical tests, and autopsy findings. Therefore, dencifloric acid according to the present invention did not show a toxic change to 500 mg / kg in all rats, and the minimum lethal dose (LD 50 ) for oral administration was determined to be a safe substance of 500 mg / kg or more.
실시예 4: 정제의 제조Example 4: Preparation of Tablets
유효성분 15 mg이 함유된 정제는 다음과 같은 방법으로 제조하였다.A tablet containing 15 mg of active ingredient was prepared by the following method.
덴시플로릭산 250 g을 락토오스 175.9 g, 감자전분 180 g 및 콜로이드성 규 산 32 g과 혼합하였다. 이 혼합물에 10% 젤라틴 용액을 첨가시킨 후, 분쇄해서 14 메쉬체를 통과시켰다. 이것을 건조시키고 여기에 감자전분 160 g, 활석 50 g 및 스테아린산 마그네슘 5 g을 첨가해서 얻은 혼합물을 정제로 만들었다. 250 g of dencifloric acid were mixed with 175.9 g of lactose, 180 g of potato starch and 32 g of colloidal silicic acid. 10% gelatin solution was added to the mixture, which was then ground and passed through a 14 mesh sieve. It was dried and the mixture obtained by adding 160 g of potato starch, 50 g of talc and 5 g of magnesium stearate was made into a tablet.
실시예 5: 식용 조합 유지Example 5: Edible Combination Oil
유효성분 5.0 g5.0 g of active ingredients
대두유 1000.0 gSoybean oil 1000.0 g
상기 배합 비율로 대두유에 정제 덴시프로릭산 1을 첨가하고, 60 ℃의 온도를 유지하면서 교반기를 이용하여 전체가 맑아질 때까지 충분히 혼합, 용해하여, 식용 조합 유지를 제조하였다.Purified
실시예 6: 드레싱Example 6: Dressing
물 46.6 g46.6 g of water
크산탄검 0.1 g0.1 g of xanthan gum
과당, 포도당, 액당 5.0 gFructose, glucose, liquid sugar 5.0 g
식염 5.0 g5.0 g of salt
MSG 0.3 gMSG 0.3 g
쌀식초(산도 10%) 10.0 g10.0 g of rice vinegar (acidity 10%)
후추 적량Pepper quantity
유효성분 1.0 g1.0 g of active ingredients
대두샐러드유 32.0 g32.0 g soy salad oil
상기 배합 비율로, 우선 대두샐러드유를 제외한 원재료를 교반기가 부착된 가온 가능한 용기에 투입하고, 프로펠라 교반기를 이용하여 100 rpm에서 교반하면서 혼합물의 온도가 90 ℃가 될 때까지 가열하고, 혼합물의 온도를 90 ℃로 유지하면서 25분간 교반하였다. 그 후, 혼합물의 온도가 20 ℃가 될 때까지 냉각하여 대두샐러드유와 합쳐서 드레싱을 제조하였다. 완성된 드레싱은 풍미가 양호한 드레싱이었다.At the blending ratio, the raw materials, except for soybean salad oil, are first introduced into a warmable container equipped with a stirrer, and heated until the temperature of the mixture reaches 90 ° C. while stirring at 100 rpm using a propeller stirrer and the temperature of the mixture. It was stirred for 25 minutes while maintaining at 90 ° C. Thereafter, the mixture was cooled to 20 ° C and combined with soybean salad oil to prepare a dressing. The finished dressing was a savory dressing.
실시예 7: 음료 제조Example 7: Beverage Preparation
본 발명에 따른 덴시플로릭산 500 ㎎을 적당량의 물에 용해시킨 후에 보조성분으로서 비타민 C, 교미제로서 구연산, 구연산나트륨, 올리고당을 적당량 가하고, 보존제로서 적당량의 나트륨벤조에이트를 가한 후에 물을 가하여 전량을 100 ㎖로 만들어 음료용 조성물을 제조하였다. 이때 타우린이나 마이오 이노시톨, 엽산, 판토텐산 등을 단독으로 혹은 함께 첨가할 수 있다.After dissolving 500 mg of dencifloric acid according to the present invention in an appropriate amount of water, vitamin C as an auxiliary component, citric acid, sodium citrate, and oligosaccharides are added as an auxiliary component, and an appropriate amount of sodium benzoate is added as a preservative, followed by adding water to the whole amount. To 100 ml to prepare a beverage composition. At this time, taurine, myo-inositol, folic acid, pantothenic acid, etc. may be added alone or together.
이상에서 상술한 바와 같이, 본 발명은 시간이나 노력 등의 부담을 필요로 하지 않고, 간단하게 지속적으로 덴시플로릭산, 이의 약학적으로 허용가능한 염, 또는 이의 유도체를 식품 또는 경구용 제제로서 섭취할 수 있으므로, 결과적으로 피부에 대한 미백 효과를 적합하게 향유할 수 있다. 또한, 본 발명에 있어서의 덴시플로릭산은 천연에서 얻을 수 있기 때문에, 그 사용에 있어서 안심할 수 있다.As described above, the present invention does not require the burden of time or effort, and simply and continuously ingests dencifloric acid, a pharmaceutically acceptable salt thereof, or a derivative thereof as a food or oral preparation. As a result, it is possible to appropriately enjoy the whitening effect on the skin. In addition, since the dencifloric acid in the present invention can be obtained in nature, the use thereof can be assured.
Claims (5)
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