KR100705747B1 - Whitening composition comprising an extract of Quercus dentata stem - Google Patents
Whitening composition comprising an extract of Quercus dentata stem Download PDFInfo
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- KR100705747B1 KR100705747B1 KR1020050043690A KR20050043690A KR100705747B1 KR 100705747 B1 KR100705747 B1 KR 100705747B1 KR 1020050043690 A KR1020050043690 A KR 1020050043690A KR 20050043690 A KR20050043690 A KR 20050043690A KR 100705747 B1 KR100705747 B1 KR 100705747B1
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- oak
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- whitening
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- A—HUMAN NECESSITIES
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- 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
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- A—HUMAN NECESSITIES
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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
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- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
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- A—HUMAN NECESSITIES
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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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- A—HUMAN NECESSITIES
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- A61K2236/30—Extraction of the material
- A61K2236/33—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones
- A61K2236/333—Extraction of the material involving extraction with hydrophilic solvents, e.g. lower alcohols, esters or ketones using mixed solvents, e.g. 70% EtOH
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Abstract
본 발명은 떡갈나무 줄기 추출물을 포함하는 미백용 조성물에 관한 것으로, 상기 조성물은 피부미백 목적의 화장품, 의약품 및 식품에 사용될 수 있다.The present invention relates to a composition for whitening comprising an oak stem extract, the composition can be used in cosmetics, medicines and foods for the purpose of skin whitening.
떡갈나무, 줄기, 추출물, 미백효과, 타이로시나제, 멜라닌, Oak tree, stem, extract, whitening effect, tyrosinase, melanin,
Description
도 1은 마우스 유래 멜라노마 세포주에서 떡갈나무 줄기 추출물의 멜라닌 생성 저해효과를 살펴본 것이다.Figure 1 looks at the melanin production inhibitory effect of oak stem extract in mouse-derived melanoma cell line.
본 발명은 떡갈나무 줄기 추출물을 포함하는 미백용 조성물에 관한 것이다.The present invention relates to a whitening composition comprising the oak stem extract.
피부색에 영향을 주는 색소로는 멜라닌, 카로틴, 헤모글로빈 등이 있는데 이중 가장 중요한 것은 멜라닌으로 멜라닌의 생성은 인종과 지역, 성별, 나이에 따라 달라지며 과잉 생성된 멜라닌은 기미, 주근깨와 자외선 노출로 인한 태닝과 같은 부분, 또는 전체적인 색소침착, 그 외에 여드름 및 흉터 등의 원인이 된다. 멜라닌의 생합성은 아미노산의 일종인 티로신이 멜라노사이트 (melanocyte)의 멜라노좀 (melanosome)에서 타이로시나아제 (tyrosinase)에 의해 산화되어 디하이드록시 페닐알라닌 (dihydroxy phenylalanine)으로 전환되는 것을 시작으로 계속되는 일련의 효소적 산화과정 및 비효소적 산화과정을 거쳐 갈색 (pheomelanin), 흑색 (eumelanin)의 중합체로 형성된다. 이러한 생합성 과정은 멜라노좀이라는 특수한 형태의 갈색 세포내 소기관에서 진행되며 멜라닌 과립을 포함하는 멜라노좀은 핵 주변 부위에서 수지상 돌기 끝부분으로 이동, 케라티노사이트(keratinocyte)의 식세포작용에 의해 세포질 내로 이동하고 이들은 케라티노사이트의 핵 주변에 축적된다. 멜라닌의 합성과 멜라노좀의 수, 주위의 케라티노사이트로의 이동은 유전적인 요소뿐 아니라 호르몬과 자외선 등의 영향을 받는다. 그 밖에 타이로시나아제의 발현 및 멜라닌의 합성, 전송에 관여하는 세포내 조절인자인 싸이토카인 (cytokine), 구리, 아연, 철 등의 금속 이온 및 인터페론, 프로스타글란딘, 히스타민 등이 관여하는 것으로 알려져 있다. 이러한 멜라닌 생성에 가장 중요한 역할을 하는 것은 타이로시나아제로, 이 효소의 활성을 억제하여 피부의 미백효과를 기대할 수 있다.The pigments that affect skin color include melanin, carotene, and hemoglobin, the most important of which is melanin. The production of melanin depends on race, region, sex, and age. It may cause parts such as tanning, or overall pigmentation, as well as acne and scars. The biosynthesis of melanin continues as a sequence of amino acids tyrosine begins to be oxidized by tyrosinase in the melanocytes of melanocytes to dihydroxy phenylalanine. After enzymatic and non-enzymatic oxidation, it is formed into brown (pheomelanin) and black (eumelanin) polymers. This biosynthesis process is carried out in a special type of brown intracellular organelles called melanosomes. Melanosomes containing melanin granules move from the periphery of the nucleus to the end of dendritic processes and into the cytoplasm by the phagocytosis of keratinocytes. And they accumulate around the nucleus of keratinocytes. The synthesis of melanin, the number of melanosomes, and the migration to surrounding keratinocytes are influenced by hormones and ultraviolet rays as well as genetic factors. In addition, it is known that interferon, prostaglandin, histamine, and other metal ions such as cytokines (cytokine), copper, zinc and iron, which are involved in the expression of tyrosinase and the synthesis and transfer of melanin, are involved. The most important role in the production of melanin is tyrosinase, which can be expected to inhibit the activity of the enzyme, whitening the skin.
현재까지 알려진 타이로시나아제 저해제로 알부틴 (arbutin), 하이드로퀴논 (hydroquinone), 하이드록시아니솔(hydroxyanisole), 아스코르빈산(ascorbic acid) 유도체, 코지산(kojic acid), 레티노이드(retinoids) 등이 있으나, 일부 저해제는 돌연변이를 유발하여 발암가능성이 있다는 실험결과가 있으며 그 외에도 안전성과 경제성, 경피를 통한 흡수성 등의 문제점으로 사용에 있어서 어려움이 있다. 특히, 하이드록시아니솔 및 하이드로퀴논 등은 강력한 멜라닌 생성 저해활성을 가지지만 색소세포의 변성 또는 치사를 유발하고 세포 본래의 기능을 손상시키는 등의 부작용을 나타낸다. 또한, 코지산은 낮은 저해활성, 사용 중의 변색, 물질자체의 불안 정성 등의 문제점이 있다. 이와 같이, 지금까지 많은 타이로시나아제 저해제가 개발되어 사용되고 있지만, 여러 가지 문제점 때문에, 강한 저해활성을 지니며 안정성 및 경제성이 모두 보장되는 저해제의 개발이 여전히 요구되고 있다. Tyrosinase inhibitors known to date include arbutin, hydroquinone, hydroxyanisole, ascorbic acid derivatives, kojic acid and retinoids. However, some inhibitors have an experimental result of the possibility of carcinogenesis by causing mutations, and in addition, there are difficulties in use due to problems such as safety and economics, absorption through transdermal. In particular, hydroxyanisole, hydroquinone and the like have strong melanogenesis inhibitory activity, but have side effects such as causing denaturation or lethality of pigment cells and impairing the intrinsic function of cells. In addition, kojic acid has problems such as low inhibitory activity, discoloration during use, and instability of the substance itself. As described above, many tyrosinase inhibitors have been developed and used. However, due to various problems, there is still a need for the development of inhibitors having strong inhibitory activity and ensuring both stability and economy.
이와 같은 기존 미백물질들의 한계점과 문제점을 극복하고 보다 우수한 원료물질을 찾고자 하는 연구의 일환으로 미리 안정성이 입증되어 있는 천연물 중에서 유효물질을 검색하고자 하였다. 이런 연구의 일환으로, 본 발명자는 떡갈나무(Quercus dentata), 갈참나무(Quercus aliena), 굴참나무(Quercus variabilis), 상수리 나무(Quercus acutissima), 졸참나무(Quercus serrata), 종가시 나무(Quercus glauca), 참가시 나무(Quercus salicina), 신갈나무(Quercus mongolica), 붉가시나무(Quercus acuta), 개가시 나무(Quercus gilva) 등의 참나무류(Quercus)를 대상으로 각각의 미백효과를 살펴보았다. 그 결과, 떡갈나무 추출물에서 높은 수준의 미백효과를 확인할 수 있었다. 대한민국 특허 제250113호에서 떡갈나무 잎 추출물에 대한 미백 효과를 기술하고 있으나, 줄기의 미백효과에 대해서는 알려진 바가 없다. 이러한 배경 하에서, 본 발명자는 미백효과를 가질 것을 예측하지 못했던 떡갈나무 줄기에 대해서 뛰어난 미백효과를 확인하여 본 발명을 완성하였다. As part of the research to overcome the limitations and problems of the existing whitening materials and to find a better raw material, we tried to search for an effective material among natural products that have been proven to be stable in advance. As part of this research, the inventors have found that the oak tree ( Quercus dentata ), the oak tree ( Quercus aliena ), the oak tree ( Quercus variabilis ), the oak tree ( Quercus acutissima ), the Quercus serrata , the Quercus glauca We examined the whitening effects of Quercus salicina , Quercus mongolic a, Quercus acuta, and Quercus gilva . As a result, a high level of whitening effect was confirmed in the oak tree extract. Korean Patent No. 250113 describes the whitening effect on the oak tree leaf extract, but the whitening effect of the stem is not known. Under this background, the present inventors have confirmed the excellent whitening effect on the oak tree trunk, which had not been predicted to have a whitening effect, and completed the present invention.
본 발명의 하나의 목적은 떡갈나무 줄기 추출물을 포함하는 미백용 조성물을 제공하는 것이다. One object of the present invention is to provide a whitening composition comprising an oak stem extract.
하나의 양태로서, 본 발명은 떡갈나무 줄기 추출물을 포함하는 미백용 조성물에 관한 것이다. In one aspect, the present invention relates to a whitening composition comprising an oak stem extract.
본 발명에서 용어, " 미백(whitening)" 은 기본 피부 색조(tone)의 전체적인 미백, 즉 노화 반점, 흑피증, 간반(기미), 주근깨, 염증후 과색소침착 또는 일광으로 야기된 색소침착 결점을 비롯한 과색소침착 장애의 미백을 포함하여 피부중의 멜라닌을 감소 또는 개선시키는 모든 것을 의미한다.As used herein, the term "whitening" refers to the overall whitening of the underlying skin tone, i.e. aging spots, melanoma, liver spots, freckles, pigmentation defects caused by post-inflammatory hyperpigmentation or sunlight. It means anything that reduces or improves melanin in the skin, including whitening of hyperpigmentation disorders.
본 발명에서 용어, “추출물(extract)"은 천연물로부터 분리된 활성성분, 여기서는 떡갈나무로부터 분리된 미백효과를 보이는 물질을 의미하며, 물, 유기용매, 또는 이들의 혼합용매를 이용하는 추출과정으로 제조되며, 물, 유기용매, 또는 이들의 혼합용매의 추출액, 이의 건조 분말 또는 이를 이용하여 제형화된 모든 형태를 포함한다. As used herein, the term “extract” refers to an active ingredient separated from natural products, and here a material showing a whitening effect separated from an oak tree, prepared by an extraction process using water, an organic solvent, or a mixed solvent thereof. And extracts of water, organic solvents, or mixed solvents thereof, dry powders thereof, or any form formulated using the same.
본 발명에서 용어, “떡갈나무(Quercus dentata)"란 천연, 잡종 또는 변종의 떡갈나무를 모두 포함하고, 바람직하게는 한국에서 자생하는 천연 떡갈나무에 관한 것이다. 떡갈나무(Quercus dentata)는 전국의 표고 800m 이하의 해변가의 야산이나 섬에 분포하며 높이 20m, 지름 0.7m까지 자랄 수 있는 참나무과의 낙엽활엽교목이다. 견과의 열매인 도토리는 10월에 익으며, 긴 타원형으로 길이 10∼27mm이다. 열매를 감싸는 깍정이는 뒤로 젖혀진 바소꼴의 포(苞)로 덮여 있다. 도토리묵은 한국 고유의 식품으로 오래 전부터 구황식(救荒食)이나 별식(別食)으로 이용되어 왔다. 목질이 단단하므로 용재와 신탄재로 사용하고, 나무 껍질은 타닌 함량이 많 으므로 타닌 원료로 쓰이며, 잎은 떡을 싸는 데 쓰이므로 일본으로 수출하고 있다. 천연물은 그 이용 부위에 따라 작용 및 효과를 달리하기 때문에, 지금까지 특정 부위별로 이용되어져 왔다. 본 발명의 목적상 떡갈나무 추출물은 줄기의 추출물을 의미한다. 떡갈나무의 경우, 줄기가 미백효과를 갖는다는 것에 대해 본 발명 이전에 밝혀진 바 없었으며, 본 발명자는 떡갈나무의 줄기 및 잎의 미백 효과에 대해서 비교 분석한 결과, 떡갈나무 줄기 추출물의 미백활성가 동일 농도에서 잎 추출물의 미백활성에 비하여 현저하게 높음을 확인하였다(표 1 및 표2). 하나의 예시로서, 표 1에서 나타난 바와 같이, 첨가농도 666.67㎍/㎖에서 타이로시나아제에 대한 저해 활성은 떡갈나무 잎 추출물이 43.92%, 줄기 추출물이 51.17%였다. 또한, 표 2에서 나타난 바와 같이, 엘-도파에 대한 자동산화 저해효과는 잎 추출물이 33.34㎍/㎖에서 15.1%, 66.67㎍/㎖에서 17.19%, 166.67㎍/㎖에서 22.4%, 333.33㎍/㎖에서 26.56%, 666.67㎍/㎖에서 32.64%, 줄기 추출물이 33.34㎍/㎖에서 30.56%, 66.67㎍/㎖에서 34.38%, 166.67㎍/㎖에서 52.95%, 333.33㎍/㎖에서 51.18%, 666.67㎍/㎖에서 62.16%로 모든 농도에서 잎 추출물 보다 줄기 추출물의 효과가 월등히 우수하였다. 이러한 결과는 떡갈나무 잎 추출물에 비해 본 발명에서 사용한 떡갈나무 줄기 추출물의 우수한 미백효과를 입증한다. 또한, 떡갈나무 줄기 추출물은 기존에 널리 사용되던 미백제인 알부틴보다 높은 활성을 보였다(도 1).As used herein, the term “oak tree ( Quercus dentata )” includes all natural, hybrid or varieties of oak trees, and preferably relates to a natural oak tree native to Korea. Oak tree ( Quercus dentata) It is a deciduous broad-leaved arborescent tree of the oak family that is distributed on the seaside or island of the seashore of 800m below sea level and can grow up to 20m in height and 0.7m in diameter.The acorn, the fruit of the nut, ripens in October, and is long oval, 10-27mm long. The kkajeong, which wraps the fruit, is covered with a back-shaped sackcloth, which is a Korean food that has been used for a long time as a guangxi or other food. It is used as a new charcoal material, and the bark is used as a raw material for tannins because of its high content of tannins, and its leaves are used for wrapping rice cakes and are exported to Japan. And oak tree extracts have been used for certain parts until the present invention, and for the purposes of the present invention oak tree extracts mean extracts of stems. As a result of comparative analysis on the whitening effect of the stem and leaves of the oak tree, the inventors found that the whitening activity of the oak stem extract was significantly higher than that of the leaf extract at the same concentration (Table 1). As an example, as shown in Table 1, the inhibitory activity against tyrosinase at the concentration of 666.67 µg / ml was 43.92% for oak leaf extract and 51.17% for stem extract. As shown in Table 2, the effects of autooxidation inhibition on L-dopa were 15.1% at 33.34 μg / ml, 17.19% at 66.67 μg / ml, 22.4% at 166.67 μg / ml, and 333.33 μg / ml. 26.56%, 32.64% at 666.67 μg / ml, 30.56% at 33.34 μg / ml, 34.38% at 66.67 μg / ml, 52.95% at 166.67 μg / ml, 51.18% at 333.33 μg / ml, 666.67 μg / ml The effect of stem extract was much better than that of leaf extract at all concentrations from 62 ml to 16 ml. These results demonstrate an excellent whitening effect of the oak stem extract used in the present invention compared to the oak leaf extract. In addition, the oak stem extract showed higher activity than the arbutin, a whitening agent widely used in the past (FIG. 1).
본 발명에서 떡갈나무 추출물은 떡갈나무의 줄기를 분쇄하는 공정; 용매로 추출하는 공정; 및 여과액을 농축하는 공정을 포함하는 방법으로 제조된다. 상기 제조방법은 농축된 여과액을 건조시키는 공정을 추가로 포함할 수 있다.Oak tree extract in the present invention is a step of grinding the stem of the oak tree; Extracting with a solvent; And a step of concentrating the filtrate. The manufacturing method may further include a step of drying the concentrated filtrate.
용매는 물 또는 유기용매를 사용할 수 있다. 유기용매를 사용하여 추출하는 경우, 메탄올, 에탄올, 이소프로판올, 부탄올, 에틸렌, 아세톤, 헥산, 에테르, 클로로포름, 에틸아세테이트, 부틸아세테이트, 디클로로메탄, N, N-디메틸포름아미드(DMF), 디메틸설폭사이드(DMSO), 1,3-부틸렌글리콜, 프로필렌글리콜 또는 이들의 혼합용매인 유기용매를 사용하며 생약의 유효 성분이 파괴되지 않거나 최소화된 조건에서 실온 또는 가온하여 추출할 수 있다. 추출하는 유기용매에 따라 약제의 유효성분의 추출정도와 손실정도가 차이가 날 수 있으므로, 알맞은 유기용매를 선택하여 사용하도록 한다. The solvent may be water or an organic solvent. When extracted with an organic solvent, methanol, ethanol, isopropanol, butanol, ethylene, acetone, hexane, ether, chloroform, ethyl acetate, butyl acetate, dichloromethane, N, N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), 1,3-butylene glycol, propylene glycol, or a mixed solvent thereof may be used and extracted by room temperature or warming under conditions where the active ingredient of the herbal medicine is not destroyed or minimized. Depending on the organic solvent to be extracted, the degree of extraction and loss of the active ingredient of the drug may vary, so select an appropriate organic solvent.
여과는 추출액으로부터 부유하는 고체 입자를 제거하는 과정으로, 면, 나일론 등을 이용하여 입자를 걸러내거나 한외여과, 냉동여과법, 원심분리법 등을 사용할 수 있으나 이에 제한되지 않는다. 또한, 다양한 크로마토그래피(크기, 전하, 소수성 또는 친화성에 따른 크로마토그래피)에 의한 분리 과정을 추가로 포함할 수 있다.Filtration is a process of removing the suspended solid particles from the extract, it may be used to filter the particles using cotton, nylon or the like, or may be used, such as ultrafiltration, cryofiltration, centrifugal separation, but is not limited thereto. It may also further comprise a separation process by various chromatography (chromatography according to size, charge, hydrophobicity or affinity).
여액을 건조하는 단계는 동결건조, 진공건조, 열풍건조, 분무건조, 감압건조, 포말건조, 고주파건조, 적외선건조 등을 포함하나 이에 제한되지 않는다. 경우에 따라, 최종 건조된 추출물을 분쇄하는 공정을 추가할 수 있다. Drying the filtrate includes, but is not limited to, lyophilization, vacuum drying, hot air drying, spray drying, reduced pressure drying, foam drying, high frequency drying, infrared drying, and the like. If desired, a process of grinding the final dried extract may be added.
바람직하게는, 20℃ 내지 60℃에서 떡갈나무 줄기를 물과 알코올 혼합액을 이용하여 1일 내지 5일 동안 추출하고, 이를 1회 내지 3회 수행한 뒤 70℃ 이하 온도에서 농축하도록 한다. 본 발명의 구체적인 양태에서는, 음지에서 건조된 떡갈 나무 줄기를 분쇄하고 95% 에탄올 용액을 첨가하여 45℃에서 3일간 1회 추출한 뒤, 증류 장치로 60℃에서 감압 농축하여 떡갈나무 추출물을 얻었다. Preferably, the trunk of the oak tree at 20 ° C to 60 ° C is extracted for 1 day to 5 days using a mixture of water and alcohol, it is carried out one to three times and then concentrated at a temperature below 70 ° C. In a specific embodiment of the present invention, the oak tree trunk dried in the shade was pulverized and extracted once at 45 ° C. for 3 days by adding 95% ethanol solution, and then concentrated under reduced pressure at 60 ° C. with a distillation apparatus to obtain an oak tree extract.
본 발명의 떡갈나무 줄기 추출물을 포함하는 미백용 조성물은 미백용 화장품, 의약품, 식품 등에 응용할 수 있으며, 경구용(내용) 또는 비경구용(외용)의 형태를 취할 수 있다. The composition for whitening comprising the oak stem extract of the present invention can be applied to cosmetics, medicines, foods, and the like for whitening, can take the form of oral (content) or parenteral (external).
경구용의 경우, 예를 들어 의약품 또는 식품 등의 형태로 제형화 할 수 있다. 비경구용(외용)의 경우, 화장품, 의약외용품 등, 예를 들어, 미용액, 비누, 피부접착용 패치, 피부점착용 젤 등의 형태로 조제할 수 있다. 비경구용 조성물은 대부분 국소적용 제제로 제조될 수 있다. “국소적용"은 외부 피부상에 직접 도포하거나 바르는 것을 의미한다. 이들 각 제형은 당업계에 주지된 각종의 통상적인 담체와 첨가제를 포함할 수 있다. For oral use, it may be formulated, for example, in the form of medicines or foods. In the case of parenteral use (external use), cosmetics, quasi-drugs, etc. can be prepared, for example, in the form of a cosmetic liquid, a soap, a skin adhesive patch, a skin adhesive gel, etc. Parenteral compositions can be prepared in large part in topical formulations. “Topical application” means application or application directly on the outer skin. Each of these formulations may include various conventional carriers and additives well known in the art.
본 발명의 조성물은, 보다 바람직하게는 미백 화장품으로 제형화된다. 이러한 미백 화장품은 피부에 과도하게 발생하는 멜라닌의 침착을 방지할 목적으로 유연화장수, 영양화장수, 영양크림, 마사지크림, 에센스, 팩, 파우더 등의 통상의 화장품 형태로 제조할 수 있다. 일반 피부화장료에 배합되는 사용되는 유분, 물, 계면활성제, 보습제, 저급 알콜, 증점제, 킬레이트제, 색소, 기제, 부형제, 안정제, 안료, 향료, 산화방지제, 방부제 등과 배합할 수 있다.The composition of the present invention is more preferably formulated into a whitening cosmetic. Such whitening cosmetics can be prepared in the form of conventional cosmetics such as softening longevity, nourishing longevity, nutrition cream, massage cream, essence, pack, powder for the purpose of preventing the deposition of melanin excessively generated on the skin. The oils, water, surfactants, moisturizers, lower alcohols, thickeners, chelating agents, pigments, bases, excipients, stabilizers, pigments, flavors, antioxidants, and preservatives used in general skin cosmetics can be blended.
이하, 본 발명의 이해를 돕기 위하여 바람직한 실시예를 제공한다. 그러나 하기 의 실시예는 보다 쉽게 이해하기 위하여 제공되는 것일 뿐, 본 발명이 하기의 실시예에 의하여 제한되는 것은 아니다.Hereinafter, preferred examples are provided to aid in understanding the present invention. However, the following examples are provided only for easier understanding, and the present invention is not limited by the following examples.
실시예 1: 참나무류 식물 추출물의 제조Example 1 Preparation of Oak Plant Extract
떡갈나무의 잎 또는 줄기 100g을 그늘에서 말려 각각 잘게 분쇄한 후 5 내지 10배의 95% 에탄올 용액을 첨가하고, 45℃ 온도를 유지하면서 3일간 추출하였다. 추출 용매를 와트만 2번 여과지로 여과하고, 냉각콘덴서가 부착된 증류 장치로 60℃ 온도에서 감압 농축하여 잎의 경우 약 20g, 줄기의 경우 약 15g의 떡갈나무 추출물을 수득하였다. 같은 참나무류(Quercus)의 식물중 우리나라에서 자생하는 식물인 갈참나무(Quercus aliena), 굴참나무(Quercus variabilis), 상수리 나무(Quercus acutissima), 졸참나무(Quercus serrata), 종가시 나무(Quercus glauca), 참가시 나무(Quercus salicina), 신갈나무(Quercus mongolica), 붉가시나무(Quercus acuta), 개가시 나무(Quercus gilva) 등의 추출물 역시 같은 방법으로 얻었다.100 g of the leaves or stems of the oak tree were dried in a shade and finely crushed, and then 5 to 10 times 95% ethanol solution was added, and extracted for 3 days while maintaining the temperature at 45 ° C. The extraction solvent was filtered through Whatman No. 2 filter paper, and concentrated under reduced pressure at 60 ° C. with a distillation apparatus equipped with a cooling capacitor to obtain an oak extract of about 20 g for leaves and about 15 g for stems. Oak take a plant from a plant of the same Quercus (Quercus) grows wild in the country (Quercus aliena), oak (Quercus variabilis), oaks (Quercus acutissima), oak (Quercus serrata), closing when trees (Quercus glauca) Extracts from the tree ( Quercus salicina ), Quercus mongolic a, Quercus acuta, Quercus gilva , etc. were obtained in the same manner.
실시예 2: 참나무류 식물 추출물의 타이로시나제 활성 억제능 시험Example 2: Tyrosinase Activity Inhibition Test of Oak Plant Extract
기질인 타이로신은 0.1M 인산나트륨 완충용액(phosphate buffered saline; PBS)(pH 6.5)에 용해하여 1.5mM의 타이로신 용액을 준비하였다. 실시예 1의 방법으로 제조한 떡갈나무 추출물을 DMSO에 녹인 후 최종농도가 16.67, 33.34, 66.67, 166.67, 333.33, 666.67㎍/㎖이 되도록 완충용액에 희석하여 준비하였다. 타이로 신 용액 40㎕를 시험관에 넣은 다음, 추출물 희석용액 20㎕를 가하고 완충액 220㎕를 가하였다. 대조군으로 떡갈나무 추출물 대신에 완충용액 20㎕를 넣은 것을 사용하였다. 여기에 버섯류로부터 추출한 타이로시나제 용액(Sigma, U.S.A) 40유닛(unit)을 가하여 37℃ 항온조에서 10분간 반응시킨 후, 상기 반응액을 포함하는 시험관을 얼음 위에 놓아 급냉시켜 반응을 중지시켰다. 반응액은 분광광도계로 475㎚에서 흡광도를 측정하여 하기 수학식 1에 따라 타이로시나제 활성 저해율을 계산하였으며 결과는 표 1과 같다. Tyrosine, a substrate, was dissolved in 0.1 M sodium phosphate buffer (PBS) (pH 6.5) to prepare a 1.5 mM tyrosine solution. The oak extract prepared by the method of Example 1 was dissolved in DMSO and prepared by diluting in a buffer solution so that the final concentration was 16.67, 33.34, 66.67, 166.67, 333.33, 666.67 µg / ml. 40 μl of tyrosine solution was added to the test tube, followed by adding 20 μl of the dilution extract solution and 220 μl of the buffer. As a control, 20 μl of buffer solution was used instead of the oak tree extract. To this, 40 units of tyrosinase solution (Sigma, U.S.A) extracted from the mushrooms were added thereto and reacted in a 37 ° C incubator for 10 minutes, and the reaction tube containing the reaction solution was quenched to stop the reaction. The reaction solution was measured by absorbance at 475nm spectrophotometer to calculate the inhibition rate of tyrosinase activity according to the following equation (1) and the results are shown in Table 1.
a : 공시료액의 반응 후의 흡광도 a: absorbance after reaction of blank sample liquid
b : 시료액의 반응 후의 흡광도 b: absorbance after the reaction of the sample liquid
a', b' : 타이로시나제 대신 완충액으로 대체하여 측정한 흡광도 a ', b': absorbance measured by replacing buffer with tyrosinase
갈참나무, 굴참나무, 상수리 나무, 졸참나무, 종가시 나무, 참가시 나무, 신갈나무, 붉가시나무, 개가시 나무, 떡갈나무 등에서 부위별로 추출물을 수득하여 최종농도 666.67㎍/㎖에서 타이로시나아제에 대한 저해 활성을 측정하였을 때 떡갈나무를 제외한 대부분의 참나무류 식물 추출물은 저해활성을 보이지 않았고, 졸참 나무와 종가시 나무의 추출물에서만 타이로시나아제 저해활성이 보였으나 매우 미 약하였다. 떡갈나무 추출물의 타이로시나아제 저해 활성이 뛰어났으며, 특히 잎 보다 줄기 추출물의 저해 효과가 더 우수하였다.Tyrosinase was obtained at the final concentration of 666.67 ㎍ / ㎖ by extracting the extracts from the parts of larch, oyster oak, oak, prunus oak, chong oak, participating oak, gingko, red oak, red oak and oak. Most oak plant extracts, except oak, showed no inhibitory activity, and tyrosinase inhibitory activity was found only in the extracts of prunus oak and chonggai tree. The tyrosinase inhibitory activity of the oak tree extract was excellent, and the inhibitory effect of the stem extract was better than that of the leaves.
실시예 3: 참나무류 식물 추출물의 엘-도파 자동산화에 대한 저해능 시험Example 3: Inhibitory Test on the Automatic Oxidation of L-dopa of Oak Plant Extracts
멜라닌 합성과정의 속도결정단계를 촉매하는 타이로시나제의 DOPA 산화반응에 대한 떡갈나무 추출물의 활성저해를 측정하여 떡갈나무 추출물의 미백효과를 평가하였다. 실시예 1의 방법으로 제조한 떡갈나무 추출물을 DMSO에 녹인 후 최종농도가 16.67, 33.34, 66.67, 166.67, 333.33, 666.67㎍/㎖이 되도록 0.1M 인산나트륨 완충용액(pH 6.5)에 희석하여 시료액으로 사용하였다. 시험관에 0.1M 인산나트륨 완충용액(pH 7.0) 850㎕와 시료액 50㎕ 및 1500 내지 2,000U/㎖의 타이로시나제 용액 50㎕를 순서대로 넣고 최종농도가 10mM이 되도록 엘-도파(L-3,4-dihydroxyphenylalanine; L-DOPA)를 넣은 다음 37℃에서 15분 동안 반응시키고 실험 종료 후 마이크로플레이트 리더(microplate reader)를 이용하여 475㎚에서 흡광도를 측정하였다. 또한 떡갈나무와 같은 참나무류에 속하는 식물의 추출물 역시 같은 실험을 행하였다. 하기 수학식 2에 따라 DOPA 산화활성 저해율을 계산하였으며 결과는 표 2와 같다.The whitening effect of oak extract was evaluated by measuring the activity inhibition of oak extract against DOPA oxidation of tyrosinase catalyzing the rate-determination step of melanin synthesis. The oak extract prepared by the method of Example 1 was dissolved in DMSO and diluted in 0.1 M sodium phosphate buffer (pH 6.5) so that the final concentration was 16.67, 33.34, 66.67, 166.67, 333.33, 666.67 µg / ml. Used as. 850 μl of 0.1 M sodium phosphate buffer (pH 7.0), 50 μl of sample solution, and 50 μl of tyrosinase solution of 1500-2,000 U / ml were placed in this order in order to obtain a final concentration of 10 mM. After 3,4-dihydroxyphenylalanine (L-DOPA) was added and reacted at 37 ° C. for 15 minutes, the absorbance was measured at 475 nm using a microplate reader. In addition, extracts of plants belonging to oaks such as oak trees were also subjected to the same experiment. The inhibition of DOPA oxidation activity was calculated according to Equation 2 below and the results are shown in Table 2.
a : 공시료액의 반응 흡광도a: absorbance of reaction of blank sample liquid
b : 시료액의 반응 흡광도b: absorbance of reaction of sample liquid
표 2에서 보는 바와 같이 떡갈나무 추출물은 잎 추출물과 줄기 추출물 모두 엘-도파의 자동산화를 억제함으로써 미백효과를 나타내고, 떡갈나무 추출물의 첨가농도에 비례하여 엘-도파 자동산화 저해효과도 증가하는 경향을 보였다. 그러나, 줄기 추출물의 저해효과가 뛰어났다. 개가시나무, 신갈나무, 졸참나무, 종가시 나무, 참가시 나무 등은 엘-도파 자동산화 저해효과가 없었다. 갈참나무, 굴참나무, 상수리나무 추출물은 엘-도파 자동산화에 대해 저해효과를 나타내어 미백효과가 있었으나 같은 농도의 떡갈나무 추출물 보다 효과가 매우 약했다.As shown in Table 2, the oak tree extract showed a whitening effect by inhibiting the automatic oxidation of L-dopa in both the leaf extract and the stem extract, and also increased the inhibitory effect of the L-dopa automatic oxidation in proportion to the concentration of the oak extract. Showed. However, the inhibitory effect of the stem extract was excellent. Red, red, and oak tree, Chongga tree, and participating tree did not inhibit L-dopa autooxidation. Extracts of brown oak, oyster oak and oak showed whitening effect due to inhibition effect on L-dopa autooxidation, but were much weaker than oak extract of the same concentration.
실시예 4: 떡갈나무 추출물의 멜라닌 생성 억제능 시험Example 4 Melanin Production Inhibition Test of Oak Extract
25 ㎠ T-플라스크에 DMEM 배지 5 내지 6㎖을 넣은 후, 동결보관중인 마우스 유래 B-16 멜라노마(KCLB 80008) 세포주를 접종하여 37℃, 5% CO2 조건 하에서 24시간동안 배양하였다. 24시간 후 0.02% EDTA가 함유된 0.05% 트립신을 처리하여 세포를 분리하고 6-웰 플레이트에 웰당 1× 105개로 접종한 후 세포가 웰 바닥에 약 80 % 이상 부착될 때까지 배양하였다. 배양 후 배지를 제거하고 DMSO에 녹인 떡갈나무 줄기 추출액의 최종농도가 0.5, 5, 50㎍/㎖로 희석된 배지를 첨가한 후 5% CO2, 37℃하에서 3일간 배양하였다. 3일 후 배지를 제거하고 PBS로 세척한 후 이것을 트립신으로 처리하여 세포를 회수하고 5,000rpm으로 10분간 원심분리한 다음 상등액을 제거하여 펠렛(pellet)을 얻었다. 수득한 세포 펠렛은 60℃에서 2시간 동안 건조하고 10% DMSO가 함유된 1M 수산화나트륨액 100㎕에 녹인 후 마이크로플레이트 리더로 490nm에서 흡광도를 측정하였다. 10% DMSO가 함유된 1M 수산화나트륨액 100㎕에 합성 멜라닌(Sigma, U.S.A)을 여러 농도로 녹여 측정한 흡광도로부터 표준농도 곡선을 그리고 표준농도 곡선을 이용하여 세포 펠렛의 세포단백질당 멜라닌 양을 계산하였다. 계산한 멜라닌 양을 이용하여 도 1의 그래프를 제작하였고, 그래프에 나타난 바와 같이 떡갈나무 줄기 추출물은 농도 의존적으로 멜라닌의 생성을 억제하였다.5-6 ml of DMEM medium was placed in a 25 cm 2 T-flask, and then inoculated with a cryopreserved mouse-derived B-16 melanoma (KCLB 80008) cell line and incubated for 24 hours under 37 ° C. and 5% CO 2 conditions. After 24 hours, cells were separated by treatment with 0.05% trypsin containing 0.02% EDTA, inoculated at 6 × wells at 1 × 10 5 per well and incubated until at least 80% of the cells adhered to the bottom of the well. After incubation, the medium was removed, and the final concentration of the oak stem extract solution dissolved in DMSO was added to the medium diluted to 0.5, 5, 50 µg / ml, and then incubated at 5% CO 2 at 37 ° C for 3 days. After 3 days, the medium was removed, washed with PBS, treated with trypsin to recover the cells, centrifuged at 5,000 rpm for 10 minutes, and the supernatant was removed to obtain pellets. The obtained cell pellet was dried at 60 ° C. for 2 hours, dissolved in 100 μl of 1 M sodium hydroxide solution containing 10% DMSO, and the absorbance was measured at 490 nm using a microplate reader. The standard concentration curve was calculated from the absorbance measured by dissolving synthetic melanin (Sigma, USA) at various concentrations in 100 μl of 1 M sodium hydroxide solution containing 10% DMSO, and the amount of melanin per cell protein in the cell pellet was calculated using the standard concentration curve. It was. Using the calculated melanin amount was prepared in the graph of Figure 1, as shown in the graph, the oak stem extract concentration-dependently inhibited the production of melanin.
떡갈나무 줄기 추출물을 멜라노마 세포주 배양액에 첨가한 실험군은 첨가하지 않은 대조군보다 생성된 멜라닌의 양이 적어 떡갈나무 줄기 추출물이 생체에서 미백제로 작용함을 확인할 수 있었다. 배양액에 첨가한 떡갈나무 줄기 추출물 양이 증가할수록 생성된 멜라닌의 양은 줄어드는 경향을 보였다. 또한, 기존 미백제로 많이 사용되는 알부틴을 272.3㎍/㎖ 처리한 경우, 대조군에서 생성된 멜라닌 양의 65.7% 수준으로 멜라닌이 생성되었으나 떡갈나무 줄기 추출물을 50㎍/㎖ 첨가하였을 때는 대조군의 44.76% 수준으로 멜라닌이 생성되었다. 이를 통하여, 떡갈나무 추출물이 기존 미백제보다 우수한 미백효과를 가진다는 것을 확인하였다.The experimental group added the oak stem extract to the melanoma cell line culture medium was confirmed that the amount of melanin produced less than the control group did not add the oak stem extract acts as a whitening agent in vivo. As the amount of oak stem extract added to the culture increased, the amount of melanin produced tended to decrease. In addition, in the case of 272.3㎍ / ㎖ of arbutin, which is widely used as a conventional whitening agent, melanin was produced at 65.7% of the amount of melanin produced in the control group, but when the oak stem extract was added 50㎍ / ㎖ 44.76% of the control group As melanin was produced. Through this, it was confirmed that the oak extract has a superior whitening effect than the existing whitening agent.
본 발명의 떡갈나무 줄기 추출물을 포함하는 조성물은 피부 미백 목적의 화장품, 의약품 및 식품에 사용될 수 있다. The composition containing the oak stem extract of the present invention can be used in cosmetics, medicines and foods for the purpose of skin whitening.
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