KR102093661B1 - Composition for skin cell regeneration, anti-wrinkle, antioxidant and anti-imflamation - Google Patents
Composition for skin cell regeneration, anti-wrinkle, antioxidant and anti-imflamation Download PDFInfo
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- KR102093661B1 KR102093661B1 KR1020130096602A KR20130096602A KR102093661B1 KR 102093661 B1 KR102093661 B1 KR 102093661B1 KR 1020130096602 A KR1020130096602 A KR 1020130096602A KR 20130096602 A KR20130096602 A KR 20130096602A KR 102093661 B1 KR102093661 B1 KR 102093661B1
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- skin
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- acid
- antioxidant
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Classifications
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- A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
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- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
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- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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Abstract
본 발명은 피부 재생, 주름개선, 항산화 및 항염증용 조성물에 관한 것이다. 본 발명에 따른 (±)-막키아인((±)-Maackiain)은 피부의 섬유아세포의 콜라겐 합성을 촉진하여 피부 재생효과, 주름 개선 효과, 자유 라디칼 생성을 억제하여 항산화 효과 및 NO 생성을 억제하여 항염증 효과를 나타냄으로써 약학적 조성물, 피부외용제, 화장료 조성물 또는 건강식품으로 사용 가능하다.The present invention relates to a composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory. (±) -Mcciain ((±) -Maackiain) according to the present invention promotes collagen synthesis of fibroblasts of the skin, inhibits skin regeneration, wrinkle improvement, and free radical production, thereby inhibiting antioxidant and NO production By showing the anti-inflammatory effect, it can be used as a pharmaceutical composition, an external preparation for skin, a cosmetic composition, or a health food.
Description
본 발명은 피부 재생, 주름개선, 항산화 및 항염증용 조성물에 관한 것이다.
The present invention relates to a composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory.
콜라겐은 피부의 섬유아세포에서 생성되는 주요 기질 단백질로서 세포외 간질에 존재하고, 중요한 기능으로는 피부의 기계적 견고성, 결합조직의 저항력과 조직의 결합력, 세포접착의 지탱, 세포분할과 분화(유기체의 성장 혹은 상처 치유시)의 유도 등이 알려져 있다. 이러한 콜라겐은 연령 및 자외선 조사에 의한 광 노화에 의해 감소하며, 이는 피부의 주름 형성과 밀접한 연관이 있다고 알려져 있다. 또한, 근래에 들어 피부 노화에 대한 광범위한 연구가 발전되면서 피부에서의 콜라겐의 중요한 기능이 밝혀지고 있다.Collagen is a major matrix protein produced by fibroblasts in the skin. It is present in the extracellular epilepsy, and its important functions are mechanical firmness of the skin, resistance of connective tissues and tissues, support of cell adhesion, cell division and differentiation (organisms) Growth or wound healing) is known. It is known that this collagen is reduced by age and photoaging by ultraviolet irradiation, which is closely related to the formation of wrinkles on the skin. In addition, in recent years, as extensive research on skin aging has been developed, important functions of collagen in skin have been revealed.
콜라겐 합성을 촉진하여 주름 개선 효과를 나타내는 유효성분들이 알려져 있다. 예를 들어, 레티노산(retinoic acid), TGF(transforming growth factor)[비특허문헌 1], 동물 태반 유래의 단백질[특허문헌 1], 베튤린산(betulinic acid)[특허문헌 2], 클로렐라 추출물[특허문헌 3, 4] 등이 콜라겐 합성 촉진 물질로서 알려져 있다. 그러나, 상기 유효성분들은 피부 적용 시 자극과 발적 등의 안전성의 문제로 사용량의 제한이 있거나, 효과가 미미하여 실질적으로 피부의 콜라겐 합성을 촉진하여 피부 기능을 개선하는 효과를 기대할 수 없는 문제점이 있다.There are known active ingredients that promote collagen synthesis and show wrinkle improvement effects. For example, retinoic acid, TGF (transforming growth factor) [non-patent document 1], animal placenta-derived protein [patent document 1], betulinic acid (patent document 2), chlorella extract [ Patent Documents 3 and 4] are known as collagen synthesis promoting substances. However, the active ingredients have limitations in use due to safety issues such as irritation and redness when applying the skin, or there is a problem that the effect of improving the skin function by actually promoting the collagen synthesis of the skin is insignificant due to insignificant effects.
한편, 생체 외부로부터 유입되거나, 생체 내에서 발생하는 활성 산소는 생체의 노화를 촉진시키거나, 암을 발생시키는 등 많은 문제의 원인이 된다. 따라서 활성 산소에 의한 산화를 억제하는 항산화 물질에 대한 개발 및 연구가 많이 이루어 지고 있다. 항산화 물질은 동, 식물계에 널리 분포되어 있으며 과일과 채소에 많은 페놀성 화합물, 플라보노이드, 토코페롤, 비타민 C, 셀레늄 등이 알려져 있다. 다만, 천연에 존재하는 항산화 물질은 피부 적용 시 실질적으로 충분한 효과를 기대할 수 없는 실정이다. 따라서, 항산화력이 뛰어나고 가격이 저렴한 합성 항산화제가 많이 사용되고 있으나, 인체 부작용 등 안전성에 대한 우려로 그 사용이 제한된다. On the other hand, free radicals introduced from outside the body or generated in the body cause many problems such as promoting aging of the body or generating cancer. Therefore, many researches and developments have been made on antioxidants that inhibit oxidation by free radicals. Antioxidants are widely distributed in animals and plants, and many phenolic compounds, flavonoids, tocopherols, vitamin C, and selenium are known for fruits and vegetables. However, the antioxidants existing in nature cannot be expected to have a substantially sufficient effect when applied to the skin. Accordingly, although synthetic antioxidants having excellent antioxidant power and low price are frequently used, their use is limited due to safety concerns such as human side effects.
또한, 염증은 상처나 질병에 반응하는 인체의 면역 반응으로, 자외선이나 활성산소, 자유라디칼 등의 산화적 스트레스 등이 염증성 인자를 활성화시켜 각종 질병 및 피부의 노화를 일으킨다. 혈관 활성 폴리펩타이드인 키닌(kinin), 플라스민(plasmin), 보체 (complement) 등이 혈관 확장과 수축 및 주화성(chemotaxis) 작용을 하고, 그 외에 인터루킨-6(IL-6) 등과 같은 림포카인과 아라키돈산(arachidonic acid) 등이 염증 반응을 담당한다. 아라키돈산은 싸이클로옥시게나아제(cyclooxygenase) 혹은 리포옥시게 나아제(lipooxygenase)의 2가지 경로를 거쳐 염증 매개체인 프로스타글란딘(prostaglandin), 류코트리엔(lukotriene)들로 대사되어 다양한 염증 반응을 매개한다. In addition, inflammation is an immune response of the human body that responds to wounds and diseases, and oxidative stress such as ultraviolet rays, free radicals, and free radicals activates inflammatory factors, causing various diseases and skin aging. Vascularly active polypeptides, such as kinin, plasmin, and complement, act to expand and contract blood vessels and chemotaxis, and other lymphokas such as interleukin-6 (IL-6) Phosphorus and arachidonic acid are responsible for the inflammatory response. Arachidonic acid is metabolized to prostaglandin and leukotriene, which are inflammatory mediators, through two pathways: cyclooxygenase or lipooxygenase.
한편, 염증을 소실시키기 위해 염증원의 제거, 생체 반응 및 증상을 감소시키는 작용을 하는 것을 항염제라 한다. 현재까지 항염의 목적으로 이용되고 있는 물질로는 비스테로이드계로 플루폐나믹산(flufenamic acid), 이부프로펜(ibuprofen), 벤지다민(benzydamine), 인도메타신(indomethacin) 등이 있고 스테로이드계통으로 프레드니솔론(prednisolone), 덱사메타손 (dexamethasone) 등이 있다. 또한, 알란토인, 아즈엔, 하이드로코티손 등이 항염증에 효과가 있는 것으로 알려져 있으나, 이들 물질은 피부에 대한 안전성의 문제로 사용량의 제한이 있거나, 효과가 미미하여 실질적으로 염증 완화 효과를 기대할 수 없는 문제점이 있다.On the other hand, in order to eliminate inflammation, the action of reducing inflammatory sources, reducing biological reactions and symptoms is called anti-inflammatory. Materials that have been used for anti-inflammatory purposes to date include non-steroidal drugs such as flufenamic acid, ibuprofen, benzydamine, and indomethacin, and prednisolone as a steroid system. , Dexamethasone, and the like. In addition, allantoin, azene, hydrocortisone, etc. are known to be effective for anti-inflammatory, but these substances have limitations in the amount of use due to safety problems for the skin, or the effect is insignificant, so it is not possible to expect an anti-inflammatory effect. There is this.
따라서, 생체에 안전하고, 유효성분이 안정하며, 무엇보다도 기존의 피부 재생, 주름개선, 항산화 및 항염증 효과가 있는 물질보다 효과가 우수한 피부 재생, 주름개선, 항산화 및 항염증 활성을 지닌 성분의 개발이 절실히 요망되고 있다.
Therefore, the development of ingredients that are safe for the living body, have stable active ingredients, and above all, have superior skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory activities, which are more effective than substances that have existing skin regeneration, wrinkle improvement, and antioxidant and anti-inflammatory effects. This is desperately desired.
이에, 본 발명자들은 (±)-막키아인((±)-Maackiain)이 피부의 섬유아세포의 콜라겐 합성을 촉진하고 콜라게나제 활성을 억제함으로써 피부의 재생을 촉진시키고 주름을 개선하며, 자유 라디칼을 소거하여 항산화 효과, NO 생성을 억제하여 항염증 효과를 나타내는 것을 확인하고 본 발명을 완성하게 되었다.Accordingly, the present inventors promoted the regeneration of skin and improved wrinkles by promoting (±) -macchiain ((±) -Maackiain), which promotes collagen synthesis of fibroblasts of skin and inhibits collagenase activity, free radicals By suppressing the antioxidant effect, NO production was suppressed to confirm the anti-inflammatory effect was completed the present invention.
따라서, 본 발명의 목적은 하기 화학식 1로 표현되는 화합물을 유효성분으로 포함하는 피부 재생, 주름개선, 항산화 및 항염증용 조성물을 제공하는데 있다:Accordingly, an object of the present invention is to provide a composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound represented by the following formula (1) as an active ingredient:
[화학식 1][Formula 1]
상기 과제를 해결하기 위한 수단으로서, 본 발명은As a means for solving the above problems, the present invention
하기 화학식 1로 표현되는 화합물을 유효성분으로 포함하는 피부 재생, 주름개선, 항산화 및 항염증용 약학적 조성물을 제공한다.It provides a pharmaceutical composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound represented by the following formula (1) as an active ingredient.
[화학식 1] [Formula 1]
상기 과제를 해결하기 위한 다른 수단으로서, 본 발명은 As another means for solving the above problems, the present invention
하기 화학식 1로 표현되는 화합물을 유효성분으로 포함하는 피부 재생, 주름개선, 항산화 및 항염증용 피부 외용제를 제공한다.It provides a skin external agent for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound represented by the following formula (1) as an active ingredient.
[화학식 1][Formula 1]
상기 과제를 해결하기 위한 또 다른 수단으로서, 본 발명은As another means for solving the above problems, the present invention
하기 화학식 1로 표현되는 화합물을 유효성분으로 포함하는 피부 재생, 주름개선, 항산화 및 항염증용 화장료 조성물을 제공한다.It provides a cosmetic composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound represented by the following formula (1) as an active ingredient.
[화학식 1][Formula 1]
상기 과제를 해결하기 위한 또 다른 수단으로서, 본 발명은As another means for solving the above problems, the present invention
하기 화학식 1로 표현되는 화합물을 유효성분으로 포함하는 피부 재생, 주름개선, 항산화 및 항염증용 건강식품을 제공한다.It provides a health food for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound represented by the following formula (1) as an active ingredient.
[화학식 1][Formula 1]
본 발명에 따른 (±)-막키아인((±)-Maackiain)은 피부의 섬유아세포의 콜라겐 합성을 촉진하고 콜라게나제 활성을 억제함으로써 피부의 재생을 촉진시키고, 자유 라디칼을 소거하여 항산화 효과를 나타내며, 염증 반응에 관여하는 NO 생성을 억제하여 항염증 효과를 나타냄으로써 의약품, 화장료 또는 건강식품에 사용할 수 있다.
The (±) -mackinin ((±) -Maackiain) according to the present invention promotes collagen synthesis of fibroblasts of the skin and inhibits collagenase activity, thereby promoting skin regeneration, and scavenging free radicals for antioxidant effect It can be used in medicines, cosmetics, or health foods by suppressing the production of NO involved in the inflammatory reaction and showing an anti-inflammatory effect.
이하, 본 발명의 구성을 구체적으로 설명한다.Hereinafter, the configuration of the present invention will be described in detail.
피부 재생, 주름개선, 항산화 및 항염증 성분이 실제 피부에 적용 시 우수한 효과를 발휘하기 위해서는 저농도에서 고활성의 피부 재생, 피부 재생, 주름개선, 항산화 및 항염증 활성을 나타내고, 피부를 투과하여 흡수되는 능력이 우수하고, 피부 재생, 주름개선, 항산화 및 항염증 효과를 나타내기에 충분한 시간 동안 머무를 수 있도록 휘발성이 낮고, 조성물이나 피부 상에서 활성 성분이 안정하게 유지되고, 의약이나 화장품으로의 제형화가 용이하며, 또한 피부에 안전한 것이 바람직하다. 그러나, 공지의 성분 중 상기 특성을 모두 만족시키는 성분은 흔치 않다. 예를 들어, 몇몇 피부 재생, 주름개선, 항산화 및 항염증 성분들은 시험관 내 실험 시 저농도에서도 피부 재생, 주름 개선, 항산화 및 항염증 활성은 우수하나, 피부를 투과하여 흡수되는 능력이 떨어져 실제 피부에 적용하기엔 어렵다. 또 다른 활성 성분들은 친수성이 낮아 의약이나 화장품으로 제형화가 어렵다. 또한, 몇몇 피부 재생, 주름 개선, 항산화 및 항염증 성분들은 열, 광, 또는 산소에 노출되었을 때 상기 활성 성분이 분해되거나 다른 화합물로 변형되어 피부에 적용하기 전에 이미 효과가 사라지는 경우도 있다. Skin regeneration, wrinkle improvement, anti-oxidation and anti-inflammatory ingredients, when applied to actual skin, exhibits high-activity skin regeneration, skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory activity at low concentrations, and penetrates and absorbs skin The ability to be excellent, skin regeneration, wrinkle improvement, anti-oxidation and anti-inflammatory effect is low enough to stay for a sufficient time, the composition or the active ingredient on the skin remains stable, easy to formulate into medicine or cosmetics It is also desirable to be safe for the skin. However, few known components satisfy all of the above characteristics. For example, some skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory ingredients are excellent in skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory activity even at low concentrations in vitro experiments, but the ability to penetrate and absorb the skin decreases and absorbs it to the actual skin. Difficult to apply. Other active ingredients have low hydrophilicity, making them difficult to formulate in medicine or cosmetics. In addition, some skin rejuvenation, wrinkle improvement, antioxidant and anti-inflammatory components, when exposed to heat, light, or oxygen, the active ingredient is decomposed or transformed into another compound, and the effect may be lost before being applied to the skin.
하기 실시예에서 확인할 수 있는 바와 같이, (±)-막키아인((±)-Maackiain)은 저농도에서 월등히 우수한 콜라겐 합성 촉진 효과, 항산화 및 항염증 효과를 나타내므로 피부 재생, 주름 개선, 항산화 및 항염증을 위한 의약품, 화장료, 건강식품 등의 유효성분으로 사용할 수 있다. As can be seen in the examples below, (±) -macchiain ((±) -Maackiain) exhibits excellent collagen synthesis promoting effect, antioxidant and anti-inflammatory effects at low concentrations, thus improving skin regeneration, wrinkle improvement, antioxidant and It can be used as an active ingredient for anti-inflammatory drugs, cosmetics, and health foods.
따라서, 그러므로 본 발명은 하기 화학식 1로 표현되는 화합물을 유효성분으로 포함하는 피부 재생, 주름 개선, 항산화 및 항염증용 약학적 조성물을 제공한다.Therefore, the present invention therefore provides a pharmaceutical composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound represented by the following formula (1) as an active ingredient.
[화학식 1][Formula 1]
상기 화학식 1의 화합물의 화합물명은 INERMIN; MAACKIAIN, (-)-; (6aS,12aS)-6a,12a-dihydro-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-ol 이라 하며, 일명 (±)-막키아인((±)-Maackiain)이라 한다.The compound name of the compound of Formula 1 is INERMIN; MAACKIAIN, (-)-; It is called (6aS, 12aS) -6a, 12a-dihydro-6H- [1,3] dioxolo [5,6] [1] benzofuro [3,2-c] chromen-3-ol, aka (±) -membrane It is called chiain ((±) -Maackiain).
상기 화학식 1의 화합물은 합성하여 이용하거나, 시판되고 있는 화합물을 이용할 수 있다. The compound of Formula 1 may be synthesized or a commercially available compound can be used.
본 발명의 피부 재생, 주름 개선, 항산화 및 항염증용 약학적 조성물은 상기 화학식 1의 화합물의 약제학적으로 허용 가능한 염을 포함할 수 있다.The pharmaceutical composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory of the present invention may include a pharmaceutically acceptable salt of the compound of Formula 1 above.
상기 화학식 1의 화합물의 약제학적으로 허용 가능한 염은 유기산 또는 무기산을 이용하여 형성된 산 부가염일 수 있으며, 상기 유기산은, 예를 들면 포름산, 아세트산, 프로피온산, 락트산, 부티르산, 이소부티르산, 트리플루오로아세트산, 말산, 말레산, 말론산, 푸마르산, 숙신산, 숙신산 모노아미드, 글루탐산, 타르타르산, 옥살산, 시트르산, 글리콜산, 글루쿠론산, 아스코르브산, 벤조산, 프탈산, 살리실산, 안트라닐산, 디클로로아세트산, 아미노옥시 아세트산, 벤젠술폰산, p-톨루엔술폰산 및 메탄술폰산계 염을 포함하며 무기산은 예를 들면 염산, 브롬산, 황산, 인산, 질산, 탄산 및 붕산계 염을 포함한다. 바람직하게는 염산염 또는 아세트산염 형태일 수 있으며, 보다 바람직하게는 염산염 형태일 수 있다.The pharmaceutically acceptable salt of the compound of Formula 1 may be an acid addition salt formed using an organic acid or an inorganic acid, and the organic acid is, for example, formic acid, acetic acid, propionic acid, lactic acid, butyric acid, isobutyric acid, trifluoroacetic acid , Malic acid, maleic acid, malonic acid, fumaric acid, succinic acid, succinic acid monoamide, glutamic acid, tartaric acid, oxalic acid, citric acid, glycolic acid, glucuronic acid, ascorbic acid, benzoic acid, phthalic acid, salicylic acid, anthranilic acid, dichloroacetic acid, aminooxy acetic acid , Benzenesulfonic acid, p-toluenesulfonic acid and methanesulfonic acid salts, and inorganic acids include, for example, hydrochloric acid, bromic acid, sulfuric acid, phosphoric acid, nitric acid, carbonic acid and boric acid salts. Preferably it may be in the form of a hydrochloride or acetate, and more preferably in the form of a hydrochloride.
상기 언급된 산 부가염은 a) 상기 화학식 1의 화합물 및 산을 직접 혼합하거나, b) 이들 중 한 가지를 용매 또는 함수 용매 중에 용해시키고 혼합시키거나, 또는 c) 화학식 1의 화합물을 용매 또는 수하 용매 중의 산에 위치시키고 이들을 혼합하는 일반적인 염 제조방법으로 제조된다.The above-mentioned acid addition salts are either a) directly mixing the compound of Formula 1 and an acid, b) dissolving and mixing one of them in a solvent or a water-containing solvent, or c) solvent or submerging the compound of Formula 1 It is prepared by the general salt preparation method of placing them in an acid in a solvent and mixing them.
위와는 별도로 추가적으로 염이 가능한 형태는 가바염, 가바펜틴염, 프레가발린염, 니코틴산염, 아디페이트염, 헤미말론산염, 시스테인염, 아세틸시스테인염, 메티오닌염, 아르기닌염, 라이신염, 오르니틴염, 아스파르트산염 등이 있다.
Apart from the above, possible salt forms include gaba salt, gabapentin salt, pregabalin salt, nicotinate salt, adipate salt, hemimalonate salt, cysteine salt, acetylcysteine salt, methionine salt, arginine salt, lysine salt, ornithine salt, And aspartates.
또한, 본 발명의 상기 화학식 1의 화합물을 의약품으로 사용하는 경우, 추가로 동일 또는 유사한 기능을 나타내는 유효성분을 1종 이상 함유할 수 있다. 예컨대, 공지의 피부 재생, 주름 개선, 항산화 및 항염증 성분을 포함할 수 있을 것이다. 추가적인 피부 재생, 주름 개선, 항산화 및 항염증 성분을 포함하게 되면 본 발명의 조성물의 피부 재생, 주름 개선, 항산화 및 항염증 효과는 더욱 증진될 수 있을 것이다. 상기 성분 추가 시에는 복합 사용에 따른 피부 안전성, 제형화의 용이성, 유효성분들의 안정성을 고려할 수 있다. 본 발명의 한 구체예에서, 상기 조성물은 당업계에 공지된 피부 재생 성분으로서, 레티노산, TGF, 동물 태반 유래의 단백질, 베튤린산 및 클로렐라 추출물, 당업계에 공지된 항산화 성분으로서, 토코페롤, 셀레늄, 비타민 C 및 페놀성 화합물을 추가로 포함할 수 있다. 추가의 성분은 전체 조성물 중량에 대하여 0.0001 중량% 내지 10 중량%로 포함될 수 있을 것이며, 상기 함량 범위는 피부 안전성, 상기 화학식 1의 화합물의 제형화 시의 용이성 등의 요건에 따라 조절될 수 있을 것이다.In addition, when the compound of Formula 1 of the present invention is used as a pharmaceutical, it may further contain one or more active ingredients exhibiting the same or similar functions. For example, it may include known skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory ingredients. If additional skin regeneration, wrinkle improvement, and antioxidant and anti-inflammatory ingredients are included, the skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory effects of the composition of the present invention may be further enhanced. When adding the above components, skin safety, ease of formulation, and stability of active ingredients according to the combined use may be considered. In one embodiment of the present invention, the composition is a skin regeneration component known in the art, retinoic acid, TGF, animal placenta-derived protein, betulinic acid and chlorella extract, as an antioxidant component known in the art, tocopherol, selenium , Vitamin C and phenolic compounds. The additional component may be included in an amount of 0.0001% to 10% by weight based on the total composition weight, and the content range may be adjusted according to requirements such as skin safety, ease in formulating the compound of Formula 1, and the like. .
또한, 본 발명의 피부 재생, 주름 개선, 항산화 및 항염증용 약학적 조성물은 약학적으로 허용 가능한 담체를 더 포함할 수 있다.In addition, the pharmaceutical composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory of the present invention may further include a pharmaceutically acceptable carrier.
약학적으로 허용되는 담체는 완충액, 주사용 멸균수, 일반 식염수 또는 인산염 완충 식염수, 슈크로스, 히스티딘, 염 및 폴리솔베이트 등과 같은 여러 성분을 함유할 수 있다.Pharmaceutically acceptable carriers can contain various components such as buffers, sterile water for injection, normal saline or phosphate buffered saline, sucrose, histidine, salts and polysorbates.
본 발명의 약학적 조성물은 경구 또는 비경구로 투여할 수 있으며, 일반 의약품 제제의 형태, 예를 들어, 임상 투여 시 경구 및 비경구의 여러 가지 제형으로 투여될 수 있는데, 제제화할 경우에는 보통 사용하는 충진제, 증량제, 결합제, 습윤제, 붕해제, 계면활성제 등의 희석제 또는 부형제를 사용하여 조제될 수 있다.The pharmaceutical composition of the present invention may be administered orally or parenterally, and may be administered in the form of a general pharmaceutical preparation, for example, various forms of oral and parenteral administration during clinical administration. , Can be prepared using diluents or excipients, such as extenders, binders, wetting agents, disintegrating agents, surfactants.
경구투여를 위한 고형제제에는 정제, 환제, 산제, 과립제, 캡슐제 등이 포함되며, 이러한 고형제제는 본 발명의 약학적 조성물에 적어도 하나 이상의 부형제 예를 들면, 전분, 칼슘카보네이트(Calcium carbonate), 수크로스(Sucrose) 또는 락토오스(Lactose), 젤라틴 등을 섞어 조제될 수 있다.Solid preparations for oral administration include tablets, pills, powders, granules, capsules, etc. These solid preparations include at least one excipient in the pharmaceutical composition of the present invention, for example, starch, calcium carbonate, It may be prepared by mixing sucrose or lactose, gelatin, and the like.
단순한 부형제 이외에 마그네슘 스티레이트 탈크 같은 윤활제들도 사용된다. 경구를 위한 액상 제제로는 현탁제, 내용액제, 유제, 시럽제 등이 해당되는데 흔히 사용되는 단순희석제인 물, 리퀴드 파라핀 이외에 여러가지 부형제, 예를 들면 습윤제, 감미제, 방향제, 보존제 등이 포함될 수 있다.In addition to simple excipients, lubricants such as magnesium stearate talc are also used. Liquid preparations for oral use include suspensions, intravenous solutions, emulsions, syrups, etc. In addition to water and liquid paraffin, which are commonly used simple diluents, various excipients such as wetting agents, sweeteners, fragrances, and preservatives may be included.
비경구 투여를 위한 제제에는 멸균된 수용액, 비수성용제, 현탁제, 유제, 동결건조제제, 좌제가 포함된다. 비수성용제, 현탁용제로는 프로필렌 글리콜(Propylene glycol), 폴리에틸렌 글리콜, 올리브 오일과 같은 식물성 기름, 에틸올레이트와 같은 주사 가능한 에스테르 등이 사용될 수 있다. 좌제의 기제로는 위텝솔(witepsol), 마크로골, 트윈(tween) 61, 카카오지, 라우린지, 글리세로제라틴 등이 사용될 수 있다.
Formulations for parenteral administration include sterile aqueous solutions, non-aqueous solvents, suspensions, emulsions, lyophilized preparations, and suppositories. Non-aqueous solvents, suspension solvents include propylene glycol (Propylene glycol), polyethylene glycol, vegetable oils such as olive oil, and injectable esters such as ethyl oleate. As a base for suppositories, witepsol, macrogol, tween 61, cacao butter, laurin butter, and glycerogelatin may be used.
본 발명에 있어서, ‘피부 재생 효과’라 함은 피부 외부 및 내부 원인에 의한 손상에 대하여 피부 조직이 회복되는 것을 말한다. 상기 외부 원인에 의한 손상은 자외선, 외부 오염 물질, 창상, 외상 등을 들 수 있으며, 상기 내부 원인에 의한 손상은 스트레스 등을 들 수 있다.In the present invention, the term “skin regeneration effect” refers to the recovery of skin tissue against damage caused by external and internal causes of the skin. The damage caused by the external cause may include ultraviolet rays, external contaminants, wounds, trauma, etc., and the damage caused by the internal cause may include stress.
본 발명에 있어서, ‘주름개선 효과’라 함은 피부에 주름이 생성되는 것을 억제 또는 저해하거나, 이미 생성된 주름을 완화시키는 것을 말한다. In the present invention, the term "wrinkle improvement effect" refers to suppressing or inhibiting the formation of wrinkles on the skin, or alleviating wrinkles already generated.
본 발명에 있어서, ‘항산화 효과’라 함은 세포내 대사 또는 자외선의 영향으로 인한 산화적 스트레스에 따라 반응성이 높은 자유 라디칼(free radical) 또는 활성산소종(reactive oxygen species;ROS)에 의한 세포의 산화를 억제하는 것을 말하며, 자유 라디칼 또는 활성산소종을 제거하여 이로 인한 세포의 손상이 감소되는 것을 포함한다.In the present invention, the term 'antioxidant effect' refers to a cell by a free radical or reactive oxygen species (ROS), which is highly reactive according to oxidative stress due to intracellular metabolism or ultraviolet rays. Refers to inhibiting oxidation, and includes removing free radicals or free radical species, thereby reducing cell damage.
본 발명에 있어서, ‘항염증 효과’라 함은 염증을 억제하는 것을 말하며, 상기 염증은 어떤 자극에 대한 생체조직의 방어반응의 하나로, 조직 변질, 순환 장애와 삼출, 조직 증식의 세가지를 병발하는 복잡한 병변을 말한다. 보다 구체적으로 염증은 선천성 면역의 일부이며 다른 동물에서처럼 인간의 선천성 면역은 병원체에 특이적으로 존재하는 세포 표면의 패턴을 인식한다. 식세포는 그런 표면을 가진 세포를 비자기로 인식하고 병원체를 공격한다. 만일 병원균이 신체의 물리적 장벽을 깨고 들어온다면 염증반응이 일어난다. 염증반응은 상처부위에 침입한 미생물들에 대한 적대 환경을 만드는 비특이적인 방어작용이다. 염증반응에서, 상처가 나거나 외부 감염체가 체내로 들어왔을 때, 초기단계 면역반응을 맡고 있는 백혈구들이 몰려들어 사이토카인을 발현한다. 따라서 세포 내 사이토카인의 발현양이 염증반응 활성화의 지표가 된다. 염증과 관련된 피부질환의 예로는 아토피 피부염, 건선, 방사선, 화학물질, 화상 등에 의해 촉발되는 홍반성 질환, 산 화상, 수포성 피부병, 태선 모양 종류 질환, 알레르기에 기한 가려움증, 지루성 습진, 장미 여드름, 심상성 천포창, 다형 삼출성 홍반, 결절 홍반, 귀두염, 음문염, 원형 탈모증과 같은 염증성 모발 손실, 피부 T-세포 림프종 등이 있으나 이에 제한되는 것은 아니다.In the present invention, the term 'anti-inflammatory effect' refers to suppressing inflammation, and the inflammation is one of biological tissue's defense responses to certain stimuli. Complex lesions. More specifically, inflammation is part of innate immunity, and as in other animals, innate immunity in humans recognizes patterns of cell surfaces that are specifically present in pathogens. Phagocytes recognize cells with such a surface as non-magnetic and attack pathogens. If pathogens break through the body's physical barrier, an inflammatory reaction occurs. Inflammatory reactions are non-specific protective actions that create a hostile environment against microorganisms that have entered the wound. In an inflammatory reaction, when a wound or an external infectious agent enters the body, leukocytes that are in charge of the initial stage immune response flock to express cytokines. Therefore, the amount of cytokine expression in the cells is an indicator of inflammatory response activation. Examples of skin diseases associated with inflammation include atopic dermatitis, psoriasis, radiation, chemicals, erythema diseases triggered by burns, acid burns, blistering skin diseases, thyroid-like diseases, itching due to allergies, seborrheic eczema, rose acne, Inflammatory hair loss such as vulgar erythema, polymorphic exudative erythema, nodular erythema, laryngitis, vulvitis, alopecia areata, skin T-cell lymphoma, but is not limited thereto.
본 발명의 약학적 조성물은 유효량의 상기 화학식 1의 화합물을 포함할 때 바람직한 피부 재생 효과, 주름 개선 효과, 항산화 효과 및 항염증 효과를 제공할 수 있다. 본 발명에 있어서, '유효량'이라 함은 손상된 피부의 재생을 촉진하거나, 주름을 개선하거나, 세포의 산화를 억제 또는 완화하거나, 염증을 억제 효과를 나타낼 수 있는 화합물의 양을 의미한다. 본 발명의 조성물에 포함되는 상기 화학식 1의 화합물의 유효량은 조성물이 제품화되는 형태, 상기 화합물이 피부에 적용되는 방법 및 피부에 머무르는 시간 등에 따라 달라질 것이다. 예컨대, 상기 조성물이 의약품으로 제품화되는 경우에는 일상적으로 피부에 적용하게 되는 화장품으로 제품화되는 경우에 비해 높은 농도로 상기 화학식 1의 화합물을 포함할 수 있을 것이다. 따라서, 일일 투여량은 상기 화학식 1의 화합물의 양을 기준으로 0.1 내지 100 ㎎/㎏이고, 바람직하게는 30 내지 80 ㎎/㎏이고, 더욱 바람직하게는 50 내지 60 mg/kg이며, 하루 1 ∼ 6 회 투여될 수 있다. The pharmaceutical composition of the present invention can provide a desirable skin regeneration effect, wrinkle improvement effect, antioxidant effect and anti-inflammatory effect when the effective amount of the compound of Formula 1 is included. In the present invention, the term 'effective amount' refers to an amount of a compound capable of promoting regeneration of damaged skin, improving wrinkles, inhibiting or alleviating oxidation of cells, or suppressing inflammation. The effective amount of the compound of Formula 1 included in the composition of the present invention will vary depending on the form in which the composition is commercialized, the method in which the compound is applied to the skin, and the length of time the skin remains. For example, when the composition is commercialized as a pharmaceutical product, the compound of Formula 1 may be included at a higher concentration than when commercialized as a cosmetic product that is applied to skin on a daily basis. Therefore, the daily dosage is 0.1 to 100 mg / kg, preferably 30 to 80 mg / kg, more preferably 50 to 60 mg / kg, and 1 to 1 day, based on the amount of the compound of Formula 1 It can be administered 6 times.
본 발명의 약학적 조성물은 단독으로, 또는 해당 용도를 달성하기 위한 다른 방법들과 병용하여 사용할 수 있다.
The pharmaceutical composition of the present invention may be used alone or in combination with other methods for achieving the use.
본 발명은 또한 상기 화학식 1의 화합물을 유효성분으로 포함하는 피부 재생, 주름 개선, 항산화 및 항염증용 피부 외용제의 제형으로 제공할 수 있다.The present invention may also provide a skin external preparation for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, which includes the compound of Formula 1 as an active ingredient.
상기 화학식 1의 화합물을 피부외용제로 사용하는 경우, 추가로 지방 물질, 유기 용매, 용해제, 농축제 및 겔화제, 연화제, 항산화제, 현탁화제, 안정화제, 발포제(foaming agent), 방향제, 계면활성제, 물, 이온형 또는 비이온형 유화제, 충전제, 금속이온봉쇄제 및 킬레이트화제, 보존제, 비타민, 차단제, 습윤화제, 필수 오일, 염료, 안료, 친수성 또는 친유성 활성제, 지질 소낭 또는 피부용 외용제에 통상적으로 사용되는 임의의 다른 성분과 같은 피부 과학 분야에서 통상적으로 사용되는 보조제를 함유할 수 있다. 또한 상기 성분들은 피부 과학 분야에서 일반적으로 사용되는 양으로 도입될 수 있다. When the compound of Formula 1 is used as an external preparation for skin, fatty substances, organic solvents, solubilizers, thickeners and gelling agents, emollients, antioxidants, suspending agents, stabilizers, foaming agents, fragrances, surfactants , Water, ionic or nonionic emulsifiers, fillers, metal ion blockers and chelating agents, preservatives, vitamins, blockers, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic actives, lipid vesicles or external preparations for skin It may contain adjuvants commonly used in the field of dermatology such as any other ingredients used as. In addition, the ingredients may be introduced in an amount generally used in the field of skin science.
상기 화학식 1의 화합물이 피부 외용제 제형으로 제공될 경우, 이에 제한되는 것은 아니나, 연고, 패취, 겔, 크림 또는 분무제와 같은 제형을 가질 수 있다.
When the compound of Formula 1 is provided as an external preparation for skin, it is not limited thereto, and may have a formulation such as ointment, patch, gel, cream or spray.
본 발명은 또한 상기 화학식 1의 화합물을 유효성분으로 포함하는 피부 재생, 주름 개선, 항산화 및 항염증용 화장료의 제형으로 제공할 수 있다.The present invention can also be provided in the form of a cosmetic composition for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound of Formula 1 as an active ingredient.
상기 화학식 1의 화합물을 화장품으로 사용하는 경우, 상기 화학식 1의 화합물을 유효성분으로 함유하여 제조되는 화장품은 일반적인 유화 제형 및 가용화 제형의 형태로 제조할 수 있다. 예컨대, 유연 화장수 또는 영양 화장수 등과 같은 화장수, 훼이셜 로션, 바디로션 등과 같은 유액, 영양 크림, 수분 크림, 아이 크림 등과 같은 크림, 에센스, 화장연고, 스프레이, 젤, 팩, 선 스크린, 메이크업 베이스, 액체 타입, 고체 타입 또는 스프레이 타입 등의 파운데이션, 파우더, 클렌징 크림, 클렌징 로션, 클렌징 오일과 같은 메이크업 제거제, 클렌징 폼, 비누, 바디 워쉬 등과 같은 세정제 등의 제형을 가질 수 있다. When the compound of Formula 1 is used as a cosmetic, the cosmetic product containing the compound of Formula 1 as an active ingredient may be prepared in the form of a general emulsifying formulation and a solubilizing formulation. For example, lotion such as soft lotion or nutrition lotion, latex lotion such as facial lotion, body lotion, nutrition cream, moisture cream, cream such as eye cream, essence, cosmetic ointment, spray, gel, pack, sunscreen, makeup base, liquid It may have a formulation such as foundation type, solid type or spray type, powder, cleansing cream, cleansing lotion, makeup remover such as cleansing oil, cleansing agent such as cleansing foam, soap, body wash, and the like.
또한, 상기 화장품은 상기 화학식 1의 화합물에 추가로 지방 물질, 유기 용매, 용해제, 농축제 및 겔화제, 연화제, 항산화제, 현탁화제, 안정화제, 발포제(foaming agent), 방향제, 계면활성제, 물, 이온형 또는 비이온형 유화제, 충전제, 금속이온봉쇄제 및 킬레이트화제, 보존제, 비타민, 차단제, 습윤화제, 필수 오일, 염료, 안료, 친수성 또는 친유성 활성제, 지질 소낭 또는 화장품에 통상적으로 사용되는 임의의 다른 성분과 같은 화장품학 분야에서 통상적으로 사용되는 보조제를 함유할 수 있다.In addition, the cosmetic is in addition to the compound of Formula 1, fatty substances, organic solvents, solubilizers, thickeners and gelling agents, emollients, antioxidants, suspending agents, stabilizers, foaming agents, fragrances, surfactants, water , Ionic or nonionic emulsifiers, fillers, metal ion blockers and chelating agents, preservatives, vitamins, blockers, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic actives, lipid vesicles or commonly used in cosmetics It may contain adjuvants commonly used in the cosmetic field, such as any other ingredient.
상기 화학식 1의 화합물은 화장품으로 제품화되는 경우에 유효성분이 단기간 내에 피부에 머무르게 되는 메이크업 제거제, 세정제 등과 같은 워쉬-오프(wash-off) 타입의 화장품의 경우에는 비교적 높은 농도의 상기 화학식 1의 화합물을 포함할 수 있을 것이다. 반면, 유효성분이 장기간 동안 피부에 머무르게 되는 화장수, 유액, 크림, 에센스 등의 리브-온(leave-on) 타입의 화장품의 경우에는 워쉬-오프 타입의 화장품에 비해 낮은 농도의 상기 화학식 1의 화합물을 포함해도 무방할 것이다. 이에 제한되는 것은 아니나, 본 발명의 한 구체예에서, 상기 조성물은 상기 화학식 1의 화합물을 전체 조성물 중량에 대하여 0.0001 중량% 내지 10 중량%(바람직하게는 0.0001 중량% 내지 1 중량%)로 포함할 수 있다. 본 발명의 조성물이 상기 화학식 1의 화합물을 0.0001 중량% 미만으로 포함할 경우에는 충분한 피부 재생, 주름 개선, 항산화 및 항염증 효과를 기대할 수 없고, 10 중량%를 초과하여 포함할 경우에는 알러지 등 원치 않는 반응이 발생하거나 피부 안전성에 문제가 있을 수 있으므로 이를 방지하기 위한 것이다.
The compound of Formula 1 is a relatively high concentration of the compound of Formula 1 in the case of a wash-off type cosmetic such as a makeup remover, detergent, etc., in which the active ingredient stays on the skin within a short period of time when it is commercialized as a cosmetic. It may contain. On the other hand, in the case of a leave-on type cosmetic such as lotion, emulsion, cream, essence, etc., in which the active ingredient stays on the skin for a long period of time, the compound of Formula 1 has a lower concentration than the wash-off type cosmetic. You may include it. Without being limited thereto, in one embodiment of the present invention, the composition may include the compound of Formula 1 in an amount of 0.0001% to 10% by weight (preferably 0.0001% to 1% by weight) based on the total composition weight. Can. When the composition of the present invention contains less than 0.0001% by weight of the compound of Formula 1, sufficient skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory effects cannot be expected, and when it exceeds 10% by weight, allergies, etc. This is to prevent unreacted reactions or skin safety problems.
본 발명은 또한 상기 화학식 1의 화합물을 포함하는 피부 재생, 주름 개선, 항산화 및 항염증용 건강식품에 관한 것이다.The present invention also relates to a health food for skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory, comprising the compound of Formula 1.
본 명세서에서 '건강식품'이란, 상기 화학식 1의 화합물을 음료, 차류, 향신료, 껌, 과자류 등의 식품소재에 첨가하거나, 캡슐화, 분말화, 현탁액 등으로 제조한 식품으로, 이를 섭취할 경우 건강상 특정한 효과를 가져오는 것을 의미하나, 일반 약품과는 달리 식품을 원료로 하여 약품의 장기 복용 시 발생할 수 있는 부작용 등이 없는 장점이 있다.In the present specification, the term 'healthy food' refers to a food prepared by adding the compound of Formula 1 to food materials such as beverages, teas, spices, gums, confectionery, or by encapsulation, powdering, suspension, etc. It means that it has a certain specific effect, but it has the advantage of not having side effects that can occur when taking the drug for a long time using food as a raw material, unlike general drugs.
이와 같이 하여 얻어지는 본 발명의 건강식품은, 일상적으로 섭취하는 것이 가능하기 때문에 높은 피부 재생, 주름 개선, 항산화 및 항염증 효과를 기대할 수 있어 매우 유용하다.Since the health food of the present invention obtained in this way can be consumed on a daily basis, high skin regeneration, wrinkle improvement, antioxidant and anti-inflammatory effects can be expected, and is very useful.
상기 화학식 1의 화합물을 식품첨가물로 사용하는 경우, 상기 화학식 1의 화합물을 그대로 첨가하거나 다른 식품 또는 식품 성분과 함께 사용될 수 있고, 통상적인 방법에 따라 적절하게 사용될 수 있다. 유효성분의 혼합양은 그의 사용 목적(예방, 건강 또는 치료적 처치)에 따라 적합하게 결정될 수 있다. 일반적으로, 식품 또는 음료의 제조시에 본 발명의 조성물은 원료에 대하여 15 중량부 이하, 바람직하게는 10 중량부 이하의 양으로 첨가된다. 그러나, 건강 및 위생을 목적으로 하거나 또는 건강 조절을 목적으로 하는 장기간의 섭취의 경우에는 상기 양은 상기 범위 이하일 수 있으며, 안전성 면에서 아무런 문제가 없기 때문에 유효성분은 상기 범위 이상의 양으로도 사용될 수 있다.When the compound of Formula 1 is used as a food additive, the compound of Formula 1 may be added as it is or used with other foods or food ingredients, and may be suitably used according to a conventional method. The mixing amount of the active ingredient can be appropriately determined according to its purpose of use (prevention, health or therapeutic treatment). Generally, the composition of the present invention is added in an amount of 15 parts by weight or less, preferably 10 parts by weight or less, with respect to the raw materials in the manufacture of a food or beverage. However, in the case of long-term intake for health and hygiene purposes or for health control purposes, the amount may be below the above range, and since there is no problem in terms of safety, the active ingredient may be used in an amount above the above range. .
상기 식품의 종류에는 특별한 제한은 없다. 상기 물질을 첨가할 수 있는 식품의 예로는 육류, 소세지, 빵, 초콜릿, 캔디류, 스넥류, 과자류, 피자, 라면, 기타 면류, 껌류, 아이스크림류를 포함한 낙농제품, 각종 스프, 음료수, 차, 드링크제, 알콜 음료 및 비타민 복합제 등이 있으며, 통상적인 의미에서의 건강식품을 모두 포함한다.There are no particular restrictions on the type of food. Examples of foods to which the above substances can be added are meat, sausage, bread, chocolate, candy, snacks, confectionery, pizza, ramen, other noodles, dairy products including gums, ice creams, various soups, beverages, teas, drinks, Alcoholic beverages, vitamin complexes, and the like, and include all healthy foods in the ordinary sense.
본 발명의 건강음료 조성물은 통상의 음료와 같이 여러 가지 향미제 또는 천연 탄수화물 등을 추가 성분으로서 함유할 수 있다. 상술한 천연 탄수화물은 포도당, 과당과 같은 모노사카라이드, 말토스, 슈크로스와 같은 디사카라이드, 및 덱스트린, 사이클로덱스트린과 같은 폴리사카라이드, 자일리톨, 소르비톨, 에리트리톨 등의 당알콜이다. 감미제로서는 타우마틴, 스테비아 추출물과 같은 천연 감미제나, 사카린, 아스파르탐과 같은 합성 감미제 등을 사용할 수 있다. 상기 천연 탄수화물의 비율은 본 발명의 조성물 100 mL 당 일반적으로 약 0.01 ∼ 0.04 g, 바람직하게는 약 0.02 ∼ 0.03 g 이다.The health drink composition of the present invention may contain various flavoring agents or natural carbohydrates, etc., as additional components, like a conventional beverage. The above-mentioned natural carbohydrates are monosaccharides such as glucose and fructose, disaccharides such as maltose and sucrose, and polysaccharides such as dextrin and cyclodextrin, sugar alcohols such as xylitol, sorbitol and erythritol. As the sweetener, natural sweeteners such as taumatin and stevia extract, synthetic sweeteners such as saccharin and aspartame can be used. The proportion of the natural carbohydrate is generally about 0.01 to 0.04 g per 100 mL of the composition of the present invention, preferably about 0.02 to 0.03 g.
상기 외에 본 발명의 건강식품은 여러 가지 영양제, 비타민, 전해질, 풍미제, 착색제, 펙트산 및 그의 염, 알긴산 및 그의 염, 유기산, 보호성 콜로이드 증점제, pH 조절제, 안정화제, 방부제, 글리세린, 알콜, 탄산 음료에 사용되는 탄산화제 등을 함유할 수 있다. 그 밖에 본 발명의 건강식품은 천연 과일주스, 과일주스 음료 및 야채 음료의 제조를 위한 과육을 함유할 수 있다. 이러한 성분은 독립적으로 또는 혼합하여 사용할 수 있다. 이러한 첨가제의 비율은 크게 중요하진 않지만 본 발명의 조성물 100 중량부당 0.01 ~ 0.1 중량부의 범위에서 선택되는 것이 일반적이다.
In addition to the above, the health food of the present invention includes various nutrients, vitamins, electrolytes, flavoring agents, coloring agents, pectic acid and salts thereof, alginic acid and salts thereof, organic acids, protective colloidal thickeners, pH adjusting agents, stabilizers, preservatives, glycerin, alcohols , Carbonic acid used in carbonated beverages, and the like. In addition, the health food of the present invention may contain flesh for the production of natural fruit juice, fruit juice beverages and vegetable beverages. These ingredients may be used independently or in combination. The proportion of these additives is not critical, but is generally selected from 0.01 to 0.1 parts by weight per 100 parts by weight of the composition of the present invention.
이하, 본 발명을 실시예에 의해 상세히 설명한다. 단, 하기 실시예는 본 발명을 예시하는 것일 뿐, 본 발명의 내용이 하기 실시예에 한정되는 것은 아니다.
Hereinafter, the present invention will be described in detail by examples. However, the following examples are only to illustrate the present invention, the content of the present invention is not limited to the following examples.
참조예Reference example 1: (±)- 1: (±)- 막키아인Mackie ((±)-((±)- MaackiainMaackiain ) 물질 정보) Substance information
INERMIN; MAACKIAIN, (-)-; (6aS,12aS)-6a,12a-dihydro-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-olINERMIN; MAACKIAIN, (-)-; (6aS, 12aS) -6a, 12a-dihydro-6H- [1,3] dioxolo [5,6] [1] benzofuro [3,2-c] chromen-3-ol
CAS No.: 19908-48-6CAS No .: 19908-48-6
Molecular Formula : C16H12O5 Molecular Formula: C 16 H 12 O 5
Molecular Weight : 284.26Molecular Weight: 284.26
구입처: Tauto Biotech Co.,Ltd.Where to buy: Tauto Biotech Co., Ltd.
기원식물: Maackia amurensis Rupr
Plant of Origin: Maackia amurensis Rupr
실시예Example 1: 콜라겐 합성 효과 1: Collagen synthesis effect
하기 표 1의 물질을 인간 유래 섬유아세포의 배양액에 첨가하여 세포수준에서 콜라겐 합성 촉진 효과를 실험하였다. The following Table 1 was added to the culture medium of human-derived fibroblasts to test the effect of promoting collagen synthesis at the cellular level.
합성된 콜라겐의 측정은 PICP EIA kit(Procollagen Type I C-Peptide Enzyme ImmunoAssay KIT)를 이용하여 정량하였다. 실험전 인간 유래 섬유아세포를 대상으로 실험물질의 농도 10ppm, 1ppm, 0.1ppm, 0.01 ppm, 0.001 ppm에서 세포독성을 평가(섬유아세포를 배양하여 MTT 시험을 하는 방법[참고문헌: Mossman T. (1983). Rapid Colorimetric Assay for Cellular Growth & Survival: application to proliferation & cytotoxicity assays. Journal of Immunological Methods 65, 55-63] 하였으며, 세포독성이 없는 농도를 선정하여 콜라겐 합성능을 평가하였다. The measured collagen was quantified using a PICP EIA kit (Procollagen Type I C-Peptide Enzyme ImmunoAssay KIT). Evaluating cytotoxicity at human concentrations of 10ppm, 1ppm, 0.1ppm, 0.01ppm, and 0.001ppm of human-derived fibroblasts prior to the experiment (MTT test by culturing fibroblasts [Reference: Mossman T. (1983) ) .Rapid Colorimetric Assay for Cellular Growth & Survival: application to proliferation & cytotoxicity assays.Journal of Immunological Methods 65, 55-63].
실험에서 (±)-막키아인((±)-Maackiain)의 최종 농도는 1 ppm 및 10 ppm으로 하였으며, 각각의 시료는 인간 섬유아세포의 배양배지에 첨가하여 1일간 배양한 후, 배양액을 취하여 PICP EIA 키트로 각 농도에서의 콜라겐 합성 정도를 분광광도계를 이용하여 450 nm에서 측정하였다. 효과의 비교를 위하여 아무것도 첨가하지 않은 섬유아세포의 배양 배지(대조군)와 비타민 C를 최종 농도 52.8 ㎍/ml가 되도록 첨가한 시료에 대하여 동일한 방법으로 콜라겐 합성 정도를 측정하였다. 콜라겐 생성량은 UV 흡광도로서 측정하였으며, 콜라겐 생성 증가율은 대조군에 대한 상대적인 콜라겐 생성량 비율로 계산하고, 그 결과를 하기 표 1에 정리하였다.In the experiment, the final concentrations of (±) -macchiain ((±) -Maackiain) were 1 ppm and 10 ppm, and each sample was added to the culture medium of human fibroblasts and cultured for 1 day. With the PICP EIA kit, the degree of collagen synthesis at each concentration was measured at 450 nm using a spectrophotometer. In order to compare the effect, collagen synthesis was measured in the same manner for the sample in which the culture medium (control) of the fibroblasts to which nothing was added and the vitamin C were added to a final concentration of 52.8 µg / ml. The collagen production amount was measured as UV absorbance, and the increase rate of collagen production was calculated as the ratio of collagen production relative to the control group, and the results are summarized in Table 1 below.
상기 표 1의 결과에서 볼 수 있듯이, (±)-막키아인((±)-Maackiain)은 일반적으로 콜라겐 합성 능력이 있는 것으로 알려진 비타민 C를 적용한 경우 보다 적은 농도로 더 우수한 콜라겐 합성 효과를 발휘하였다.
As can be seen from the results in Table 1, (±) -macchiain ((±) -Maackiain) exhibits a better collagen synthesis effect at a lower concentration than when applying vitamin C, which is generally known to have collagen synthesis ability. Did.
실시예Example 2: 2: 콜라게나게Collagenage 활성 억제 효과 Active inhibitory effect
하기 표 2의 물질에 대하여 콜라게나제 활성 억제 효과를 다음과 같이 확인하였다.The inhibitory effect of collagenase activity on the substances in Table 2 was confirmed as follows.
실험 전 인간 유래 섬유아세포를 대상으로 실험물질의 농도 10ppm, 1ppm, 0.1ppm, 0.01 ppm, 0.001 ppm에서 세포독성을 평가(섬유아세포를 배양하여 MTT 시험을 하는 방법[참고문헌: Mossman T. (1983). Rapid Colorimetric Assay for Cellular Growth & Survival: application to proliferation & cytotoxicity assays. Journal of Immunological Methods 65, 55-63] 하였으며, 세포독성이 없는 농도를 선정하여 콜라게나제 평가법을 수행하였다.Cytotoxicity was evaluated at human concentrations of 10ppm, 1ppm, 0.1ppm, 0.01ppm, and 0.001ppm of human-derived fibroblasts prior to the experiment (MTT test by culturing fibroblasts [Reference: Mossman T. (1983) ) .Rapid Colorimetric Assay for Cellular Growth & Survival: application to proliferation & cytotoxicity assays.Journal of Immunological Methods 65, 55-63] was performed and collagenase evaluation was performed by selecting concentrations without cytotoxicity.
인간 정상 피부 세포인 섬유아세포를 24-웰 마이크로 플레이트에 각 웰당 2.5× 104 세포가 되도록 접종하고, 10% 혈청 DMEM 배지 및 37℃의 조건에서 24시간 동안 배양한 후 10% 혈청 DMEM 배지를 제거하고 인산완충용액으로 1회 세척한 후 (±)-막키아인((±)-Maackiain)을 첨가한 무혈청 DMEM 배지 및 대조군으로 (±)-막키아인((±)-Maackiain)이 포함되지 않은 무혈청 DMEM 배지에서 30분 동안 추가로 배양하였다. Human normal skin cells, fibroblasts, are inoculated into 24-well microplates to be 2.5 × 10 4 cells per well, incubated in 10% serum DMEM medium and 37 ° C. for 24 hours, and then 10% serum DMEM medium is removed. And serum-free DMEM medium to which (±) -macchiin ((±) -Maackiain) was added after washing once with phosphate buffer solution and (±) -macchiain ((±) -Maackiain) as a control The cells were further cultured for 30 minutes in serum-free DMEM medium.
시료 처리 30분 후 MMP-1 생성시키는 것으로 알려진 물질인 TNF-α(tumor necrosis factor-알파) 50ng/ml로 자극 후 24시간 배양하였다. After 30 minutes of sample treatment, stimulation was performed with 50 ng / ml of TNF-α (tumor necrosis factor-alpha), a substance known to produce MMP-1, and cultured for 24 hours.
이때 TNF-α 무처리군과 처리군은 (±)-막키아인((±)-Maackiain)이 포함되지 않은 대조군중 TNF-α를 처리하지 않은 무처리군과 TNF-α를 처리한 처리군으로 하였다.At this time, the TNF-α-treated group and the treated group did not include (±) -macchiain ((±) -Maackiain), and the TNF-α-treated group and the TNF-α-treated group of the control group were not included. Was made.
각 웰의 상층액을 모아 MMP-1 분석 킷트(Amersham, 미국)를 이용하여 새로 합성된 MMP-1의 양(ng/㎖)을 측정하고, 콜라게나제 활성 저해율은 하기 수학식 1에 따라 MMP-1 생성억제율(%)을 계산하였으며, 그 결과는 하기 표 2에 나타낸 바와 같다. The supernatant of each well was collected to measure the amount of newly synthesized MMP-1 (ng / ml) using the MMP-1 analysis kit (Amersham, USA), and the collagenase activity inhibition rate was MMP according to Equation 1 below. The production inhibition rate (%) was calculated, and the results are shown in Table 2 below.
대조군의 MMP-1의 양은 TNF처리군의 MMP-1양을 의미하며 실험군의 MMP-1의 양은 각각 농도로 물질이 첨가된 군을 말한다. The amount of MMP-1 in the control group means the amount of MMP-1 in the TNF-treated group, and the amount of MMP-1 in the experimental group refers to the group to which the substance was added at each concentration.
[수학식 1][Equation 1]
상기 표 2에 나타난 바와 같이, (±)-막키아인의 콜라게나제 활성 저해 효과가 우수함을 확인할 수 있다.
As shown in Table 2, it can be seen that (±) -mackinase has an excellent inhibitory effect on collagenase activity.
실시예Example 3: 항산화 효과- 3: Antioxidant effect- 자유라디칼Free radical 소거율 Erasure rate
(±)-막키아인((±)-Maackiain)의 항산화 작용을 확인하기 위해 자유라디칼 소거 활성을 측정하였다. 자유라디칼 소거 활성은 DPPH를 이용하여 측정하였다. DPPH는 시그마사(Sigma Co., Ltd, 미국)에서 구입하여 사용하였다. 먼저, 1.5 mM(0.06mg/ml)의 표준 DPPH 에탄올 용액을 만들었다. 그리고, 화학식 1의 화합물과 기준물질로 항산화제인 아스코르빈산에 각각 에탄올을 가하여 50㎍/㎖, 25㎍/㎖, 12.5㎍/㎖, 6.25㎍/㎖, 3.125㎍/㎖의 농도로 시료를 만들었다. 그 다음, 상기 시료와 표준 DPPH 용액을 같은 비율로 첨가하여 잘 교반한 후, 37 ℃에서 30 분간 반응시키고 520 ㎚에서 흡광도를 측정하였다. 이때, 상기 시료 대신 에탄올을 첨가한 것을 대조군으로 하였다. 자유라디칼소거능은half maximal inhibitory concentration(억제중간값)인 IC50을 구하여 그 결과를 하기 표 3에 나타내었다. IC50은 무첨가대조군의자유라디칼을 50% 제거하는데 필요한 아스코르빈산 및 화학식 1의 화합물의 농도로써 자유라디칼소거능을 표현하는 일반적인 방법이다.
The free radical scavenging activity was measured to confirm the antioxidant activity of (±) -macchiain ((±) -Maackiain). Free radical scavenging activity was measured using DPPH. DPPH was purchased and used by Sigma Co., Ltd. (USA). First, a standard DPPH ethanol solution of 1.5 mM (0.06 mg / ml) was made. Then, ethanol was added to ascorbic acid, an antioxidant, as a compound of Formula 1 and a reference material to prepare samples at concentrations of 50 µg / ml, 25 µg / ml, 12.5 µg / ml, 6.25 µg / ml, and 3.125 µg / ml. . Then, the sample and the standard DPPH solution were added at the same rate, stirred well, reacted at 37 ° C for 30 minutes, and absorbance was measured at 520 nm. At this time, instead of the sample, ethanol was added as a control. The free radical scavenging ability was obtained by obtaining the IC 50 , which is the half maximal inhibitory concentration (inhibition median), and the results are shown in Table 3 below. IC 50 is a general method of expressing free radical scavenging ability as a concentration of ascorbic acid and a compound of Formula 1 required to remove 50% of free radicals of the control-free control group.
상기 표 3에 나타나듯이, 화학식 1의 화합물은 대표적인 강력한 항산화물질인 아스코르빈산(Vitamin C)에 비해 그 활성은 낮으나, 천연물질로써 우수한 수준의 항산화효과와 함께 안정하여 항산화 효능 물질로 사용하기 적합함을 알 수 있다.
As shown in Table 3, the compound of Formula 1 has a low activity compared to a representative strong antioxidant, ascorbic acid (Vitamin C), but is a natural material, stable with excellent levels of antioxidant effect, and is suitable for use as an antioxidant efficacy substance. Can be seen.
실시예Example 4: 항염증 효과- 4: Anti-inflammatory effect- NONO 생성 억제 효과 Production suppression effect
화학식 1의 화합물의 항염증 효과 및 피부트러블 완화 효과를 확인하기 위하여, RAW264.7 세포주(ATCC number: CRL-2278)를 이용한 GRIESS 법으로 산화질소(NO) 형성억제력 실험을 실시하였다.In order to confirm the anti-inflammatory effect and the skin trouble-relieving effect of the compound of Formula 1, an experiment for inhibiting nitric oxide (NO) formation was performed by the GRIESS method using a RAW264.7 cell line (ATCC number: CRL-2278).
구체적으로, 생쥐의 대식세포인 RAW264.7 세포를 수차례계대배양하고, 웰 하나에 3×105 개씩 들어가도록 24-웰 프레이트에 넣은 후, 24 시간 동안 배양시켰다. 이어서, 하기 표 4에 나타난 농도로 화학식 1의 화합물을 희석하여 함유한 세포 배지로 교체하였다. 상기 농도는 평가에 사용되는 배지에 화학식 1의 화합물을 녹인 농도를 의미하는 것으로, 1%=10 mg/ml, 0.1%=1 mg/ml, 0.01=0.1 mg/ml, 0.001= 0.01 mg/ml임을 의미한다. 한편, NO-생성 억제물질인 L-NMMA(L-NG-Monomethylarginine)을 양성 대조군으로 함께 처리하여 30분 동안 배양하였고, 자극원으로 LPS(Lipopolysaccharide)를 1 μg씩 처리하여 24시간 동안 배양하였다. 상층액을 100 μl씩 취해 96-웰 프레이트에 옮기고, GRIESS 용액을 100 μl씩 가해 상온에서 10분간 반응시키고, 540nm에서의 흡광도를 측정하였다. LPS만을 처리하고 NO 억제물질은 처리하지 않은 음성 대조군과 비교한 화학식 1의 화합물의 NO 억제 효과를 판단하고, 그 결과를 하기 표 4에 나타내었다.
Specifically, RAW264.7 cells, which are macrophages of mice, were passaged several times, placed in 24-well plates to enter 3 × 10 5 cells in one well, and cultured for 24 hours. Subsequently, the compound of Formula 1 was diluted to the concentration shown in Table 4 and replaced with a cell medium containing it. The concentration refers to the concentration of the compound of Formula 1 in the medium used for evaluation, 1% = 10 mg / ml, 0.1% = 1 mg / ml, 0.01 = 0.1 mg / ml, 0.001 = 0.01 mg / ml It means On the other hand, the NO-producing inhibitor L-NMMA (L-NG-Monomethylarginine) was treated together as a positive control and cultured for 30 minutes, and 1 μg of LPS (Lipopolysaccharide) was treated as a stimulator to incubate for 24 hours. 100 μl of the supernatant was transferred to a 96-well plate, 100 μl of the GRIESS solution was added, and the mixture was reacted for 10 minutes at room temperature, and absorbance at 540 nm was measured. The NO inhibitory effect of the compound of Formula 1 compared to the negative control group treated only with LPS and NO inhibitor was not shown, and the results are shown in Table 4 below.
상기 표 4에 나타나듯이, 화학식 1의 화합물은 대표적인 항염물질인 NMMA와 비교하였을 때 그 활성은 낮으나 천연물질로써 우수한 활성을 나타내므로 미백 및 주름 개선에 있어 항염효과가 보조적인 역할로 작용하여 상승효과를 기대할 수 있다.
As shown in Table 4, the compound of Formula 1 has a low activity compared to the representative anti-inflammatory substance NMMA, but exhibits excellent activity as a natural substance, so the anti-inflammatory effect acts as a secondary role in improving whitening and wrinkles, thus synergistic effect. Can be expected.
제제예Formulation example 1: 약학적 제제의 제조 1: Preparation of pharmaceutical preparations
1. 산제의 제조1. Preparation of powder
화학식 1의 화합물 0.001g0.001 g of compound of formula 1
유당 1g 1 g of lactose
상기의 성분을 혼합하고 기밀포에 충진하여 산제를 제조하였다.
A powder was prepared by mixing the above components and filling the gas-tight fabric.
2. 정제의 제조2. Preparation of tablets
화학식 1의 화합물 0.2㎎0.2 mg of compound of formula 1
옥수수전분 100㎎Corn starch 100mg
유 당 100㎎Lactose 100mg
스테아린산Stearic acid 마그네슘 2㎎ Magnesium 2mg
상기의 성분을 혼합한 후, 통상의 정제의 제조방법에 따라서 타정하여 정제를 제조하였다.
After mixing the above components, tablets were prepared by tableting according to a conventional tablet manufacturing method.
3. 캡슐제의 제조3. Preparation of capsules
화학식 1의 화합물 0.2㎎0.2 mg of compound of formula 1
옥수수전분 100㎎Corn starch 100mg
유 당 100㎎Lactose 100mg
스테아린산Stearic acid 마그네슘 2㎎ Magnesium 2mg
상기의 성분을 혼합한 후, 통상의 캡슐제의 제조방법에 따라서 젤라틴 캡슐에 충전하여 캡슐제를 제조하였다.
After mixing the above components, the capsules were prepared by filling the gelatin capsules according to a conventional capsule preparation method.
4. 환의 제조4. Preparation of pills
화학식 1의 화합물 0.003 g0.003 g of compound of formula 1
유당 1.5 g1.5 g lactose
글리세린 1 gGlycerin 1 g
자일리톨Xylitol 0.5 g 0.5 g
상기의 성분을 혼합한 후, 통상의 방법에 따라 1 환 당 4 g이 되도록 제조하였다.
After mixing the above components, it was prepared to be 4 g per ring according to a conventional method.
5. 과립의 제조5. Preparation of granules
화학식 1의 화합물 2 ㎎2 mg of compound of formula 1
대두 추출물 50 ㎎Soybean extract 50mg
포도당 200 ㎎Glucose 200 mg
전분 600 ㎎ Starch 600 mg
상기의 성분을 혼합한 후, 30% 에탄올 100 ㎎을 첨가하여 60℃에서 건조하여 과립을 형성한 후 포에 충진하였다.
After mixing the above ingredients, 100 mg of 30% ethanol was added, dried at 60 ° C. to form granules, and then packed into the fabric.
제제예Formulation example 2: 화장품의 제조 2: Preparation of cosmetics
1. 유연화장수(스킨로션)의 제조1. Manufacturing of flexible cosmetic (skin lotion)
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 유연화장수를 통상의 방법에 따라 제조하였다.As shown in the following composition, a softening agent containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.1 중량%0.1% by weight of compound of formula 1
베타-1,3-글루칸 1.0 중량%Beta-1,3-glucan 1.0 wt%
부틸렌글리콜 2.0 중량%Butylene glycol 2.0 wt%
프로필렌글리콜 2.0 중량%Propylene glycol 2.0 wt%
카르복시비닐폴리머 0.1 중량%Carboxyvinyl polymer 0.1 wt%
피이지-12 노닐페닐에테르 0.2 중량%PG-12 nonylphenyl ether 0.2 wt%
폴리솔베이트80 0.4 중량%Polysorbate 80 0.4 wt%
에탄올 10.0 중량%Ethanol 10.0 wt%
트리에탄올아민 0.1 중량%Triethanolamine 0.1 wt%
방부제 0.05 중량%Preservative 0.05 wt%
색소 0.05 중량%Pigment 0.05 wt%
향료 0.05 중량%Fragrance 0.05% by weight
정제수 to 100 중량%
Purified water to 100% by weight
2. 영양화장수(밀크로션)의 제조2. Preparation of nutrient makeup (milk lotion)
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 영양화장수를 통상의 방법에 따라 제조하였다.As shown in the following composition, a nutrient cosmetic composition containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.1 중량%0.1% by weight of compound of formula 1
베타-1,3-글루칸 1.0 중량%Beta-1,3-glucan 1.0 wt%
밀납 4.0 중량%Wax 4.0% by weight
폴리솔베이트60 1.5 중량%Polysorbate 60 1.5 wt%
솔비탄세스퀴올레이트 1.5 중량%Sorbitan sesquioleate 1.5 wt%
유동파라핀 0.5 중량%Liquid paraffin 0.5 wt%
카프릴릭/카프릭트리글리세라이드 5.0 중량%Caprylic / Capric Triglyceride 5.0 wt%
글리세린 3.0 중량%Glycerin 3.0 wt%
부틸렌글리콜 3.0 중량%Butylene glycol 3.0 wt%
프로필렌글리콜 3.0 중량%Propylene glycol 3.0 wt%
카르복시비닐폴리머 0.1 중량%Carboxyvinyl polymer 0.1 wt%
트리에탄올아민 0.2 중량%Triethanolamine 0.2% by weight
방부제 0.05 중량%Preservative 0.05 wt%
색소 0.05 중량%Pigment 0.05 wt%
향료 0.05 중량%Fragrance 0.05% by weight
정제수 to 100 중량%
Purified water to 100% by weight
3. 영양크림의 제조3. Preparation of nutrition cream
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 영양크림을 통상의 방법에 따라 제조하였다.As shown in the following composition, a nutrient cream containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.2중량%0.2% by weight of compound of formula 1
베타-1,3-글루칸 5.0 중량%Beta-1,3-glucan 5.0 wt%
밀납 10.0 중량%Wax 10.0 wt%
폴리솔베이트60 1.5 중량%Polysorbate 60 1.5 wt%
피이지 60 경화피마자유 2.0 중량%PAGE 60 Cured Castor Oil 2.0 wt%
솔비탄세스퀴올레이트 0.5 중량%Solbitan sesquioleate 0.5 wt%
유동파라핀 10.0 중량%Liquid paraffin 10.0 wt%
스쿠알란 5.0 중량%Squalane 5.0 wt%
카프릴릭/카프릭트리글리세라이드 5.0 중량%Caprylic / Capric Triglyceride 5.0 wt%
글리세린 5.0 중량%Glycerin 5.0 wt%
부틸렌글리콜 3.0 중량%Butylene glycol 3.0 wt%
프로필렌글리콜 3.0 중량%Propylene glycol 3.0 wt%
트리에탄올아민 0.2 중량%Triethanolamine 0.2% by weight
방부제 0.05 중량%Preservative 0.05 wt%
색소 0.05 중량%Pigment 0.05 wt%
향료 0.05 중량%Fragrance 0.05% by weight
정제수 to 100 중량%
Purified water to 100% by weight
4. 마사지크림의 제조4. Preparation of massage cream
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 마사지크림을 통상의 방법에 따라 제조하였다.As shown in the following composition, a massage cream containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.1 중량%0.1% by weight of compound of formula 1
베타-1,3-글루칸 3.0 중량%Beta-1,3-glucan 3.0 wt%
밀납 10.0 중량%Wax 10.0 wt%
폴리솔베이트60 1.5 중량%Polysorbate 60 1.5 wt%
피이지 60 경화피마자유 2.0 중량%PAGE 60 Cured Castor Oil 2.0 wt%
솔비탄세스퀴올레이트 0.8 중량%Solbitan sesquioleate 0.8 wt%
유동파라핀 40.0 중량%Liquid paraffin 40.0 wt%
스쿠알란 5.0 중량%Squalane 5.0 wt%
카프릴릭/카프릭트리글리세라이드 4.0 중량%Caprylic / Capric Triglyceride 4.0 wt%
글리세린 5.0 중량%Glycerin 5.0 wt%
부틸렌글리콜 3.0 중량%Butylene glycol 3.0 wt%
프로필렌글리콜 3.0 중량%Propylene glycol 3.0 wt%
트리에탄올아민 0.2 중량%Triethanolamine 0.2% by weight
방부제 0.05 중량%Preservative 0.05 wt%
색소 0.05 중량%Pigment 0.05 wt%
향료 0.05 중량%Fragrance 0.05% by weight
정제수 to 100 중량%
Purified water to 100% by weight
5. 팩의 제조5. Manufacture of pack
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 팩을 통상의 방법에 따라 제조하였다.As shown in the following composition, a pack containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.2 중량%0.2% by weight of compound of formula 1
베타-1,3-글루칸 1.0 중량%Beta-1,3-glucan 1.0 wt%
폴리비닐알콜 13.0 중량%Polyvinyl alcohol 13.0 wt%
소듐카르복시메틸셀룰로오스 0.2 중량%Sodium carboxymethyl cellulose 0.2 wt%
글리세린 5.0 중량%Glycerin 5.0 wt%
알란토인 0.1 중량%Allantoin 0.1 wt%
에탄올 6.0 중량%Ethanol 6.0% by weight
피이지 -12 노닐페닐에테르 0.3 중량%PG-12 Nonylphenyl ether 0.3 wt%
폴리솔베이트 60 0.3 중량%Polysorbate 60 0.3 wt%
방부제 0.05 중량%Preservative 0.05 wt%
색소 0.05 중량%Pigment 0.05 wt%
향료 0.05 중량%Fragrance 0.05% by weight
정제수 to 100 중량%
Purified water to 100% by weight
제제예Formulation example 3: 3: 피부외용제의External preparations for skin 제조 Produce
1. 젤의 제조1. Preparation of gel
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 젤을 통상의 방법에 따라 제조하였다.As shown in the following composition, a gel containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.1 중량%0.1% by weight of compound of formula 1
베타-1,3-글루칸 0.1 중량%Beta-1,3-glucan 0.1 wt%
에틸렌디아민초산나트륨 0.05 중량%Sodium ethylenediamine acetate 0.05 wt%
글리세린 5.0 중량%Glycerin 5.0 wt%
카르복시비닐폴리머 0.3 중량%Carboxyvinyl polymer 0.3 wt%
에탄올 5.0 중량%Ethanol 5.0 wt%
피이지-60 경화피마자유 0.5 중량%PAGE-60 Cured castor oil 0.5% by weight
트리에탄올아민 0.3 중량%Triethanolamine 0.3 wt%
방부제 0.05 중량% Preservative 0.05 wt%
색소 0.05 중량%Pigment 0.05 wt%
향료 0.05 중량%Fragrance 0.05% by weight
정제수 to 100 중량%
Purified water to 100% by weight
2. 연고의 제조2. Preparation of ointment
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 연고를 통상의 방법에 따라 제조하였다.As shown in the following composition, an ointment containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.5 중량%0.5% by weight of compound of formula 1
베타-1,3-글루칸 10.0 중량%Beta-1,3-glucan 10.0 wt%
밀납 10.0 중량%Wax 10.0 wt%
폴리솔베이트60 5.0 중량%Polysorbate 60 5.0 wt%
피이지 60 경화피마자유 2.0 중량%PAGE 60 Cured Castor Oil 2.0 wt%
솔비탄세스퀴올레이트 0.5 중량%Solbitan sesquioleate 0.5 wt%
바셀린 5.0 중량%Vaseline 5.0 wt%
유동파라핀 10.0 중량%Liquid paraffin 10.0 wt%
스쿠알란 5.0 중량%Squalane 5.0 wt%
쉐어버터 3.0 중량%Shea butter 3.0 wt%
카프릴릭/카프릭트리글리세라이드 5.0 중량%Caprylic / Capric Triglyceride 5.0 wt%
글리세린 10.0 중량%Glycerin 10.0 wt%
프로필렌글리콜 10.2 중량%Propylene glycol 10.2 wt%
트리에탄올아민 0.2 중량%Triethanolamine 0.2 wt%
방부제 0.05 중량%Preservative 0.05 wt%
색소 0.05 중량%Pigment 0.05 wt%
향료 0.05 중량%Fragrance 0.05% by weight
정제수 to 100 중량%
Purified water to 100% by weight
3. 국소투여용 약제(겔 연고제) 의 제조3. Preparation of topical medication (gel ointment)
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 겔 연고제를 통상의 방법에 따라 제조하였다.As shown in the following composition, a gel ointment containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.5 중량%0.5% by weight of compound of formula 1
베타-1,3-글루칸 10.0 중량%Beta-1,3-glucan 10.0 wt%
폴리아크릴산(Carbopol 940) 1.5 중량%Polyacrylic acid (Carbopol 940) 1.5 wt%
이소프로판올 5.0 중량%Isopropanol 5.0 wt%
헥실렌글리콜 25.0 중량%Hexylene glycol 25.0 wt%
트리에탄올아민 1.7 중량%Triethanolamine 1.7 wt%
탈이온수 to 100 중량%
Deionized water to 100% by weight
4. 국소 투여용 약제(패취제)의 제조4. Preparation of pharmaceuticals (patches) for topical administration
하기 조성과 같이, 화학식 1의 화합물을 유효성분으로 포함하는 패취제를 통상의 방법에 따라 제조하였다.As shown in the following composition, a patch containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.
화학식 1의 화합물 0.5 중량%0.5% by weight of compound of formula 1
베타-1,3-글루칸 3.0 중량%Beta-1,3-glucan 3.0 wt%
헥실렌글리콜 20.0 중량% Hexylene glycol 20.0 wt%
디에틸아민 0.7 중량%Diethylamine 0.7 wt%
폴리아크릴산(Carbopol 934P) 1.0 중량%Polyacrylic acid (Carbopol 934P) 1.0 wt%
아황산나트륨 0.1 중량%Sodium sulfite 0.1 wt%
폴리옥시에틸렌라우릴에테르(E.O=9) 1.0 중량%Polyoxyethylene lauryl ether (E.O = 9) 1.0 wt%
폴리히드록시에틸렌세틸스테아릴에테르(Cetomacrogol 1000) 1.0 중량%Polyhydroxyethylene cetyl stearyl ether (Cetomacrogol 1000) 1.0 wt%
점성의 파라핀 오일 2.5 중량%2.5% by weight of viscous paraffin oil
카프릴산에스테르/카프르산에스테르(Cetiol LC) 2.5 중량%Caprylic acid ester / capric acid ester (Cetiol LC) 2.5 wt%
폴리에틸렌글리콜400 3.0 중량%Polyethylene glycol 400 3.0 wt%
탈이온수 to 100 중량%
Deionized water to 100% by weight
제제예Formulation example 4: 식품의 제조 4: Preparation of food
본 발명의 화학식 1의 화합물을 포함하는 식품들을 다음과 같이 제조하였다.Foods containing the compound of Formula 1 of the present invention were prepared as follows.
1. 밀가루 식품의 제조1. Preparation of flour food
상기 화학식 1의 화합물 0.05 ~ 1.0 중량부를 밀가루에 첨가하고, 이 혼합물을 이용하여 빵, 케이크, 쿠키, 크래커 및 면류를 제조하여 건강식품을 제조하였다.
0.05 to 1.0 parts by weight of the compound of Formula 1 was added to wheat flour, and bread, cake, cookie, cracker and noodles were prepared using this mixture to prepare healthy food.
2. 유제품(dairy products)의 제조2. Manufacturing of dairy products
상기 화학식 1의 화합물 0.2 중량부를 우유에 첨가하고, 상기 우유를 이용하여 버터 및 아이스크림과 같은 다양한 유제품을 제조하였다.
0.2 parts by weight of the compound of Formula 1 was added to milk, and various dairy products such as butter and ice cream were prepared using the milk.
3. 선식의 제조3. Manufacturing of wire
현미, 보리, 찹쌀, 율무를 공지의 방법으로 알파화시켜 건조시킨 것을 배전한 후 분쇄기로 입도 60 메쉬의 분말로 제조하였다. 검정콩, 검정깨, 들깨도 공지의 방법으로 쪄서 건조시킨 것을 배전한 후 분쇄기로 입도 60 메쉬의 분말로 제조하였다. 상기 화학식 1의 화합물을 진공 농축기에서 감압농축하고, 분무, 열풍건조기로 건조하여 얻은 건조물을 분쇄기로 입도 60 메쉬로 분쇄하여 건조분말을 얻었다.The brown rice, barley, glutinous rice, and yulmu were alpha-polished by a known method to distribute the dried one, and then prepared into a powder having a particle size of 60 mesh with a grinder. Black soybeans, black sesame seeds, and perilla seeds were also steamed and dried by a known method, and then distributed into a powder having a particle size of 60 mesh with a grinder. The compound of Formula 1 was concentrated under reduced pressure in a vacuum concentrator, and the dried product obtained by spraying and drying with a hot air dryer was pulverized to a particle size of 60 mesh to obtain a dry powder.
상기에서 제조한 곡물류, 종실류 및 화학식 1의 화합물의 건조분말을 혼합 분말 100 중량부에 대하여 다음의 비율로 배합하여 제조하였다.The dry powders of the above-mentioned grains, seeds, and compounds of formula 1 were blended with 100 parts by weight of the mixed powder to prepare them.
곡물류(현미 30 중량부, 율무 15 중량부, 보리 20 중량부),Grains (30 parts by weight of brown rice, 15 parts by weight of barley, 20 parts by weight of barley),
종실류(들깨 7 중량부, 검정콩 8 중량부, 검정깨 7 중량부),Seeds (7 parts by weight of perilla, 8 parts by weight of black beans, 7 parts by weight of black sesame seeds),
화학식 1의 화합물(0.1 중량부),Compound of formula 1 (0.1 parts by weight),
영지(0.5 중량부),Territory (0.5 parts by weight),
지황(0.5 Gurwang (0.5
중량부Parts by weight
) )
제제예Formulation example 5: 음료의 제조 5: Preparation of beverage
1. 건강음료의 제조1. Preparation of health drinks
화학식 1의 화합물 0.1 ㎎0.1 mg of compound of formula 1
구연산 1000 ㎎Citric acid 1000 mg
올리고당 100 gOligosaccharide 100 g
매실농축액 2 g2 g of plum concentrate
타우린 1 gTaurine 1 g
정제수를Purified water 가하여 전체 900 Add to the total 900 mLmL
통상의 건강음료 제조방법에 따라 상기의 성분을 혼합한 다음, 약 1 시간 동안 85℃에서 교반 가열한 후, 만들어진 용액을 여과하여 멸균된 2L-용기에 취득하여 밀봉 멸균한 뒤 냉장 보관한 다음 본 발명의 건강음료 조성물 제조에 사용하였다.After mixing the above components according to a conventional health drink manufacturing method, and stirring and heating at 85 ° C. for about 1 hour, the resulting solution is filtered to obtain sterilized 2L-containers, sealed and sterilized, then refrigerated and stored. It was used to prepare the health drink composition of the invention.
상기 조성비는 비교적 기호 음료에 적합한 성분을 바람직한 실시예로 혼합 조성하였지만, 수요계층, 수요국가, 사용 용도 등 지역적, 민족적 기호도에 따라서 그 배합비를 임의로 변형 실시하여도 무방하다.
Although the above composition ratio is a mixture of components suitable for a comparatively preferred beverage in a preferred embodiment, the mixing ratio may be arbitrarily modified according to regional and ethnic preferences such as demand hierarchy, country of demand, and usage.
2. 야채주스의 제조2. Preparation of vegetable juice
본 발명의 화학식 1의 화합물 1g을 토마토 또는 당근 주스 1,000mL에 가하여 건강 증진용 야채주스를 제조하였다.
1 g of the compound of Formula 1 of the present invention was added to 1,000 mL of tomato or carrot juice to prepare a vegetable juice for health promotion.
3. 과일주스의 제조3. Production of fruit juice
화학식 1의 화합물 1 g을 사과 또는 포도 주스 1,000 mL에 가하여 건강 증진용 과일주스를 제조하였다.
1 g of the compound of Formula 1 was added to 1,000 mL of apple or grape juice to prepare a fruit juice for health promotion.
Claims (18)
[화학식 1]
Pharmaceutical composition for improving wrinkles comprising a compound represented by the following formula (1) as an active ingredient:
[Formula 1]
[화학식 1]
Skin external preparation for improving wrinkles comprising a compound represented by the following formula (1) as an active ingredient:
[Formula 1]
상기 외용제는 연고, 패취, 겔, 크림 또는 분무제의 제형인 피부 외용제.
According to claim 2,
The external preparation is an external preparation for skin, which is a formulation of ointment, patch, gel, cream or spray.
[화학식 1]
Cosmetic composition for skin regeneration and wrinkle improvement comprising a compound represented by the following formula (1) as an active ingredient:
[Formula 1]
화장수, 에센스, 로션, 크림, 팩, 젤, 파우더, 파운데이션 또는 세정제의 제형인 화장료 조성물.
According to claim 4,
A cosmetic composition that is a formulation of lotion, essence, lotion, cream, pack, gel, powder, foundation or detergent.
[화학식 1]
Health food for skin regeneration and wrinkle improvement comprising the compound represented by the following formula (1) as an active ingredient:
[Formula 1]
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KR102093661B1 true KR102093661B1 (en) | 2020-03-26 |
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WO2007128725A1 (en) * | 2006-05-03 | 2007-11-15 | Symrise Gmbh & Co. Kg | 6h-benzofuro[3,2-c] [1]benzopyran and [2] benzopyrano [4,3-b] [1]benzopyran derivatives and wood extracts of these compounds as aryl hydrocarbon receptor (ahr) antagonists for the prevention of uv-b induced skin damage |
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US5529769A (en) | 1994-12-20 | 1996-06-25 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Cosmetic compositions containing betulinic acid |
JPH08231370A (en) | 1995-02-23 | 1996-09-10 | Taiyo Kagaku Co Ltd | Skin cosmetic |
JPH0940523A (en) | 1995-07-28 | 1997-02-10 | Ichimaru Pharcos Co Ltd | Fibroblast proliferation promoter containing water extract form chlorella |
JP3966922B2 (en) | 1996-07-18 | 2007-08-29 | 一丸ファルコス株式会社 | Fibroblast growth promoter |
KR101480164B1 (en) * | 2011-11-25 | 2015-01-08 | 가톨릭대학교 산학협력단 | Cosmetic composition for preventing or improving skin disease comprising kurarinone or extract of Sophora Flavescens as an active ingredient |
KR101357386B1 (en) * | 2011-11-25 | 2014-02-04 | 가톨릭대학교 산학협력단 | Composition for preventing or treating skin disease or cancer comprising kurarinone or extract of Sophora Flavescens as an active ingredient |
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WO2007128725A1 (en) * | 2006-05-03 | 2007-11-15 | Symrise Gmbh & Co. Kg | 6h-benzofuro[3,2-c] [1]benzopyran and [2] benzopyrano [4,3-b] [1]benzopyran derivatives and wood extracts of these compounds as aryl hydrocarbon receptor (ahr) antagonists for the prevention of uv-b induced skin damage |
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