KR20020096179A - Composition for preventing and treating of skin aging - Google Patents

Composition for preventing and treating of skin aging Download PDF

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KR20020096179A
KR20020096179A KR1020010034464A KR20010034464A KR20020096179A KR 20020096179 A KR20020096179 A KR 20020096179A KR 1020010034464 A KR1020010034464 A KR 1020010034464A KR 20010034464 A KR20010034464 A KR 20010034464A KR 20020096179 A KR20020096179 A KR 20020096179A
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composition
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skin
skin aging
preventing
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KR100439627B1 (en
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김문무
이학모
김상년
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주식회사 엘지생활건강
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Priority to PCT/KR2002/001125 priority patent/WO2002102349A1/en
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/671Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498Cosmetics 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783Angiosperms [Magnoliophyta]
    • A61K8/9789Magnoliopsida [dicotyledons]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations

Abstract

PURPOSE: A composition for prophylaxis and treatment of skin aging containing a procyanidin oligomer separated from Ulmus macrocarpa, Ulmus pumila, Ulmus davidiana or the like is provided which is safe when applied to the skin, promotes activation of collagen metabolism, improves skin winkles, enhances skin elasticity and inhibits formation of skin wrinkles. CONSTITUTION: This prophylactic and therapeutic composition for skin aging contains 0.001 to 10% by weight of a procyanidin oligomer having an average polymerization degree of 4.5 to 6.0 and 0.001 to 5% by weight of an active oxygen-producing inhibitor, polyethoxylation retinamide derivatives or a mixture thereof, based on the total weight of the composition. The procyanidin oligomer comprises 3 to 12 monomers containing flavan-2-ol as a basic skeleton.

Description

피부노화 예방 및 치료용 조성물 {COMPOSITION FOR PREVENTING AND TREATING OF SKIN AGING}Composition for preventing and treating skin aging {COMPOSITION FOR PREVENTING AND TREATING OF SKIN AGING}

본 발명은 피부노화 예방 및 치료용 조성물에 관한 것으로, 더욱 상세하게는 프로시아니딘 올리고머(procyanidin oligomer)를 함유하여 피부내 콜라겐의 합성 촉진에 의해 콜라겐의 대사가 활발해지고, 콜라게나제의 활성을 억제하여 주름개선, 탄력증진, 피부강화 등의 효과가 있는 동시에 피부주름의 생성억제 및 치료에 뛰어난 효과가 있는 피부노화 예방 및 치료용 조성물에 관한 것이다.The present invention relates to a composition for preventing and treating skin aging, and more specifically, it contains a procyanidin oligomer to promote collagen synthesis by promoting collagen in the skin, thereby inhibiting collagenase activity. The present invention relates to a composition for preventing and treating skin aging, which has an effect of improving wrinkles, enhancing elasticity, strengthening skin, and at the same time having an excellent effect on suppressing and treating skin wrinkles.

피부노화의 원인은 크게 노령화 등의 내적요인과 환경적 요인으로 분류할 수 있다. 생기는 부위에 따라 목주름, 이마주름, 미간주름, 눈꼬리 잔주름, 눈밑 잔주름, 코밑 팔자주름, 입술주위 잔주름, 얼굴 전체에 생기는 미세한 주름 등이 있다.The causes of skin aging can be largely classified into internal factors such as aging and environmental factors. Depending on the area, there are neck wrinkles, forehead wrinkles, brow wrinkles, fine lines of eyes, fine lines under eyes, nasolabial folds, fine lines around the lips, and fine wrinkles on the entire face.

노령화에 따른 주름의 발생은 개인차가 있지만 대개 20 대 초반을 전후해서 나이가 많아지면서 피부의 진피층에 있는 콜라겐의 양이 감소하고, 탄력섬유에도 변화가 오게 되어 결과적으로 피부의 이완으로 인한 미세한 주름이 나타난다.Although there are individual differences in the appearance of wrinkles due to aging, in general, as the age increases in the early 20s, the amount of collagen in the dermal layer of the skin decreases, and elastic fibers change, resulting in fine wrinkles caused by the relaxation of the skin. appear.

콜라겐은 피부의 섬유아세포에서 생성되는 주요 기질 단백질로서 세포외 간질에 존재하고, 생체 단백질 총 중량의 30 %를 차지하는 중요한 단백질로 견고한 3 중 나선구조를 가지고 있다. 주된 기능으로는 피부의 기계적 견고성, 결합조직의 저항력과 조직의 결합력, 세포접착의 지탱, 세포분할과 분화의 유도 등이 알려져 있다. 이러한 콜라겐은 피부노화의 외적인 원인이 되는 자외선에 노출에 의해서도 파괴되며 자외선에 의한 변화는 자외선에 노출된 시간의 축적에 비례하는 것으로 알려져 있다.Collagen is a major matrix protein produced by skin fibroblasts and is present in extracellular epilepsy.It is an important protein that accounts for 30% of the total weight of biological proteins and has a solid triple helix structure. Its main functions are known as mechanical firmness of skin, resistance of connective tissue and binding of tissue, support of cell adhesion, induction of cell division and differentiation. Such collagen is also destroyed by exposure to ultraviolet light, which is an external cause of skin aging, and the change by ultraviolet light is known to be proportional to the accumulation of time exposed to ultraviolet light.

자외선은 피부 진피층에서 탄력섬유성 물질을 축적시키고 교원섬유를 변성시켜 피부에 주름이 생기게 만들고 탄력성을 저하시킨다. 그 밖의 환경적 요인으로는 바람, 열, 그리고 담배 등의 피부의 노화를 촉진시키는 것으로 알려져 있다.Ultraviolet rays accumulate elastic fibrous material in the dermis of the skin and denature collagen fibers, causing wrinkles on the skin and reducing elasticity. Other environmental factors are known to promote aging of the skin such as wind, heat and tobacco.

이렇듯 피부노화와 밀접한 관계가 있는 콜라겐은 고령화 및 자외선 조사에 의한 광노화에 의해 감소하며, 일반적으로 80 세에서는 20 세에 비해 65 % 정도 감소하여 피부의 두께가 얇아지는 원인이 될 뿐만 아니라, 피부의 주름 형성에 밀접하게 연관된다고 알려져 있다.As such, collagen, which is closely related to skin aging, decreases due to aging and photoaging by UV irradiation, and is generally reduced by about 65% compared to 20 years old at 80 years of age, which not only causes thinning of the skin but also It is known to be closely related to wrinkle formation.

이러한 주름의 예방 및 치료를 위한 광범위한 연구가 발전되면서 피부에서 콜라겐의 중요한 기능들이 밝혀지고 있으며, 이러한 연구들로부터 피부내 콜라겐의 합성 촉진에 의해 콜라겐 대사가 활발해지면 진피메트릭스의 성분이 증가되어 주름개선, 탄력증진, 피부강화 등의 효과가 있는 것으로 밝혀지고 있다.As extensive researches for the prevention and treatment of such wrinkles have been developed, important functions of collagen in the skin have been revealed. From these studies, if collagen metabolism is activated by promoting the synthesis of collagen in the skin, the components of dermal matrix are increased to improve wrinkles. It has been found to be effective in enhancing elasticity and skin tightening.

이에 콜라겐의 피부보습효과로부터 화장품에 콜라겐을 배합하는 제품들이 출시되어 있으나, 이들 화장품은 콜라겐을 피부 표면에 도포하는 것으로 고분자인 콜라겐의 경피 흡수가 어려워 보습작용을 기대할 수 없으므로 본질적인 피부기능을개선한다고 말할 수 없다.There are products that combine collagen with cosmetics from the skin moisturizing effect of collagen, but these cosmetics are applied to the surface of the skin to improve the essential skin function because it is difficult to absorb the percutaneous absorption of collagen, a polymer I can not say.

종래의 콜라겐 합성을 촉진하기 위한 물질은 레티노이드(RE36068), TGF-β(trans-forming growth factor), 동물태반유래의 단백질(일본공개특허공보 평8-231370호), 배툴린산(일본공개특허공보 평8-208424호), 클로렐라 추출물(일본공개특허공보 평9-40523호, 일본공개특허공보 평10-36283호) 등이 알려져 있으나, 레티노이드의 경우 불안정하고 피부적용시 자극, 발적 등의 안전성 문제로 사용량에 제한이 있으며, 클로렐라 추출물 등은 효과가 미미하여 실질적으로 피부의 콜라겐 합성을 촉진하여 피부기능을 개선하는 효과를 기대할 수 없는 한계가 있다.Conventional materials for promoting collagen synthesis include retinoid (RE36068), TGF-β (trans-forming growth factor), animal placental protein (Japanese Patent Application Laid-Open No. 8-231370), and vatulinic acid (Japanese Patent Laid-Open Patent Publication). Hei 8-208424), Chlorella extract (Japanese Patent Application Laid-Open No. 9-40523, Japanese Patent Application Laid-Open No. 10-36283), etc. are known, but retinoids are unstable and have safety problems such as irritation and redness when applying skin. There is a limit to the amount of use, chlorella extracts and the like has a limit that can not be expected to substantially improve the skin function by substantially promoting the collagen synthesis of the skin.

최근 새롭게 등장한 주름치료법으로 초음파 치료, 및 피부 스케일링, 레이저 박피술, 부틀리눔톡신 주사, 레스틸렌 주사 등이 있으나, 시술 비용 및 지속성 면에서 큰 효과를 발휘하지 못하고 있는 실정이다.Recently emerging wrinkle treatments include ultrasound therapy, skin scaling, laser dermabrasion, butulinum toxin injection, restilene injection, etc., but are not effective in the cost and duration of the procedure.

따라서 생체에서 콜라겐 합성을 촉진시켜 피부주름을 개선하고 동시에 피부노화의 예방 및 치료효과가 우수한 촉진제에 대한 연구가 필요한 실정이다.Therefore, there is a need for a study on a promoter having an excellent effect of preventing and treating skin aging while promoting collagen synthesis in vivo.

본 발명은 기질 금속단백질 분해효소 및 콜라게나제의 활성을 억제하여 피부기능을 개선시킬 수 있는 피부노화 예방 및 치료용 조성물을 제공하는 것을 목적으로 한다.An object of the present invention is to provide a composition for preventing and treating skin aging that can improve skin function by inhibiting the activity of matrix metalloproteinase and collagenase.

또한 본 발명의 목적은 피부적용시 안전하고 콜라겐 합성을 촉진시켜 피부주름을 개선할 수 있는 피부노화 예방 및 치료용 화장료 조성물을 제공하는 것이다.It is also an object of the present invention to provide a cosmetic composition for preventing and treating skin aging that can be safe during skin application and promote collagen synthesis to improve skin wrinkles.

상기 목적을 달성하기 위하여 본 발명은 프로시아니딘 올리고머(procyanidin oligomer)를 포함하는 피부노화 예방 및 치료용 조성물을 제공한다.In order to achieve the above object, the present invention provides a composition for preventing and treating skin aging comprising a procyanidin oligomer.

이하에서 본 발명을 상세히 설명한다.Hereinafter, the present invention will be described in detail.

본 발명자들은 피부노화 및 광노화에 의한 피부노화, 주름 형성에 기질 금속단백질 분해효소(MMP : matrix metalloproteinase)가 매우 긴밀하게 연결되어 있음을 확인하고(Br.J.Dermatol., 2000; 142, 267-73, Arch.Dermatol.Res., 2000; 292, 27-31, Free Radical Biol.Med., 1999; 27, 729-37) 콜라게나제(collagenase) 활성 억제효과를 가진 화합물을 발굴하고자 연구를 거듭한 결과, 프로시아니딘 올리고머(procyanidin oligomer)가 피부주름 생성억제 및 치료효과가 우수함을 확인하여 주름생성과 같은 피부노화의 억제 및 치료에 우수한 조성물임을 밝힘으로써 본 발명을 완성하기에 이르렀다.The inventors have found that matrix metalloproteinase (MMP) is very closely linked to skin aging and wrinkle formation by skin aging and photoaging (Br. J. Dermatol., 2000; 142, 267-). 73, Arch. Dermatol. Res., 2000; 292, 27-31, Free Radical Biol. Med., 1999; 27, 729-37) Research has been conducted to find compounds that inhibit collagenase activity. As a result, it was confirmed that procyanidin oligomer is excellent in inhibiting skin wrinkle generation and treating effect, thereby revealing that the composition is excellent for suppressing and treating skin aging such as wrinkle formation.

상기 프로시아니딘 올리고머는 한국의 중부이북과 중국 및 일본에 각각 분포하는 느릅나무과 식물인 왕느릅나무(Ulmus macrocarpa), 비술나무(Ulmus pumila), 느릅나무(Ulmus davidiana)의 줄기부분 또는 뿌리부분의 근피인 울머스(Ulmus) 속의 유백피 또는 유근피로부터 극성용매로 추출한 1 차 추출물을 n-헥산, 디클로로메탄, 에틸아세테이트, 및 n-부탄올로 용매 분획을 하였을 때 얻어지는 n-부탄올 분획물로부터 분리한다. 이 n-부탄올 분획물을 대상으로 세파덱스 엘에취-20(Sehpadex LH-20) 칼럼 크로마토그래피를 실시하였을 때 프로시아니딘 올리고머가 농축되도록 분리한다. 예를 들어 물-메탄올 혼합용매로 메탄올 증가 순으로 용출시 메탄올이 80 % 내지 100 % 메탄올 용출물인 것과, 다른 방법으로 메탄올 100%로 순차적으로 여러 분획으로 용출하고, 박층크로마토그라피 확인을 통해 프로시아니딘 올리고머가 농축되도록 재조합하여 분획한다.The procyanidin oligomers are the roots of the stems or roots of the elm family Ulm macrocarpa, Ulmus pumila, Ulmus davidiana, which are distributed in North Korea, China, and Japan, respectively. The primary extract extracted with the polar solvent from the milky skin or the root skin of Ulmus genus is separated from the n-butanol fraction obtained when the solvent fractionation is performed with n-hexane, dichloromethane, ethyl acetate, and n-butanol. This n-butanol fraction was isolated to concentrate the procyanidin oligomer when subjected to Sephadex LH-20 column chromatography. For example, when methanol is eluted in increasing order of methanol with water-methanol mixed solvent, methanol is eluted with 80% to 100% methanol, and alternatively, eluted with several fractions sequentially with 100% methanol, and is confirmed by thin layer chromatography. Recombinant fractions are concentrated.

상기 프로시아니딘 올리고머는 플라반-2-올(flavan-3-ol) 기본 단위가 세 개 내지 열 두 개가 연결된 삼중체부터 십이중체까지의 혼합물로 평균분자량이 1,000∼2000, 평균중합도가 4.5∼6.0이고, 바람직하게는 평균분자량이 1,518 내지는 평균중합도 5.3인 것이다.The procyanidin oligomer is a mixture of triple to duplexes in which three to twelve flavan-2-ol basic units are connected, and has an average molecular weight of 1,000 to 2000 and an average degree of polymerization of 4.5 to 6.0. Preferably, the average molecular weight is 1,518 to the average degree of polymerization 5.3.

또한 프로시아니딘 올리고머는 유백피 외에 동일 성분이 많이 포함되어 있는 포도씨, 대황, 하수오, 녹나무, 계피, 측백, 동백, 수수, 메밀, 떡갈나무로 이루어진 군으로부터도 추출할 수 있다.Procyanidin oligomers can also be extracted from the group consisting of grape seed, rhubarb, sewage, camphor tree, cinnamon, cypress, camellia, sorghum, buckwheat and oak tree, which contain many of the same components in addition to milky skin.

상기 프로시아니딘 올리고머는 전체 조성물 중량에 대하여 0.001 내지 10 중량%의 양으로 포함되는 것이 바람직하며, 더욱 바람직하게는 0.01 내지 5 중량%로 포함되는 것이다. 프로시아니딘 올리고머의 함량이 0.001 중량% 미만인 경우에는 효과가 미비하며, 10 중량%를 초과할 경우에는 경제성이 떨어진다.The procyanidin oligomer is preferably included in an amount of 0.001 to 10% by weight, and more preferably 0.01 to 5% by weight based on the total weight of the composition. When the content of procyanidin oligomer is less than 0.001% by weight, the effect is insignificant, and when it exceeds 10% by weight, the economy is inferior.

또한 본 발명은 프로시아니딘 올리고머에The invention also relates to procyanidin oligomers

a) 쾨르세틴(quercetin), 루틴(rutin), 탁시폴린(taxifolin), 캠프페롤a) quercetin, rutin, taxifolin, camphorol

(kaempferol), 미리세틴(myricetin), 큐르큐민(curcumin), 레스베라트롤kaempferol, myricetin, curcumin, resveratrol

(resveratrol), 아레콜린(arecoline), 아피제닌(apigenin), 우고닌(resveratrol), arecoline, apigenin, ugonine

(wogonin), 루테오린(luteolin), 및 텍토리제닌(tectorigenin)으로 이루(wogonin), luteolin, and tectorigenin

어지는 군으로부터 1 종 이상 선택되는 활성산소 생성 억제제;At least one reactive oxygen generation inhibitor selected from the group consisting of:

b) 폴리에톡실화 레틴아미드 유도체; 또는b) polyethoxylated retinamide derivatives; or

c) 상기 a)의 활성산소 생성 억제제와 b)의 폴리에톡실화 레틴아미드 유도체c) a reactive oxygen production inhibitor of a) and a polyethoxylated retinamide derivative of b)

의 혼합물Mixture of

을 더욱 포함하는 피부노화 예방 및 치료용 조성물을 제공하는 것이다.It is to provide a composition for preventing and treating skin aging further comprising.

상기 a)의 활성산소 생성 억제제는 전체 조성물 중량에 대하여 0.001 내지 5 중량%의 양으로 포함되는 것이 바람직하며, 더욱 바람직하게는 0.01 내지 3 중량%의 양으로 포함되는 것이다. 활성산소 생성 억제제의 함량이 0.001 중량% 미만인 경우에는 효과가 미비하며, 5 중량%를 초과할 경우에는 경제성이 떨어진다.The active oxygen generation inhibitor of a) is preferably included in an amount of 0.001 to 5% by weight based on the total weight of the composition, more preferably in an amount of 0.01 to 3% by weight. When the content of the active oxygen production inhibitor is less than 0.001% by weight, the effect is insignificant, and when it exceeds 5% by weight, the economy is inferior.

상기 활성산소 생성 억제제는 쾨르세틴, 루틴, 탁시폴린, 캠프페롤, 미리세틴, 큐르큐민, 레스베라트롤, 아레콜린, 아피제닌, 우고닌, 루테오린, 및 텍토리제닌으로 이루어지는 군으로부터 1 종 이상 선택되는 것이 바람직하며, 본 발명에서는 이미 정제되어 있는 시그마(Sigma)사 제품을 구입하여 사용하였다.The reactive oxygen production inhibitor is at least one selected from the group consisting of quercetin, rutin, taxoxyline, camperol, myricetin, curcumin, resveratrol, arecoline, apigenin, ugonin, luteolin, and tetorigenein It is preferable to use, and in the present invention, the product of Sigma Co., Ltd., which has already been purified, was purchased and used.

상기 b)의 폴리에톡실화 레틴아미드 유도체는 전체 조성물 중량에 대하여 0.001 내지 50 중량%의 양으로 포함되는 것이 바람직하다. 폴리에톡실화 레틴아미드 유도체의 함량이 0.001 중량% 미만인 경우에는 효과가 미비하며, 50 중량%를 초과할 경우에는 경제성이 떨어진다.The polyethoxylated retinamide derivative of b) is preferably included in an amount of 0.001 to 50% by weight based on the total weight of the composition. When the content of the polyethoxylated retinamide derivative is less than 0.001% by weight, the effect is insignificant.

상기 폴리에톡실화 레틴아미드 유도체는 하기 화학식 1로 표시되는 13-트랜스-폴리에톡실화-레틴아미드 유도체인 것이 바람직하다.The polyethoxylated retinamide derivative is preferably a 13-trans-polyethoxylated retinamide derivative represented by the following formula (1).

[화학식 1][Formula 1]

상기 식에서,Where

R은 수소, 또는 탄소수 1∼6의 알킬기이고,R is hydrogen or an alkyl group having 1 to 6 carbon atoms,

n은 2 내지 100의 정수이다.n is an integer from 2 to 100.

상기 화학식 1로 표시되는 13-트랜스-폴리에톡실화 레틴아미드 유도체는 계면활성 특성을 가지고 있어 물, 오일 및 물과 오일의 계면에 배향하며, 배향위치에 따라 보존안정성에 차이를 보인다. 특히 물속에서보다는 계면 또는 오일에 배양할 때 보존안정성이 높다.The 13-trans-polyethoxylated retinamide derivative represented by Chemical Formula 1 has surface-active properties, so it is oriented at the interface between water, oil, and water and oil, and shows a difference in storage stability according to the alignment position. In particular, it is highly stable in cultivation at the interface or oil rather than in water.

본 발명의 프로시아니딘 올리고머를 포함하는 피부노화 예방 및 치료용 조성물은 화장료로 제조될 수 있다.The composition for preventing and treating skin aging comprising the procyanidin oligomer of the present invention may be prepared as a cosmetic.

본 발명의 피부노화 예방 및 치료용 화장료 조성물은 일반 피부화장료에 배합되는 보통의 성분, 예를 들면 유분, 물, 계면활성제, 보습제, 저급알콜, 증점제, 킬레이트제, 색소, 방부제, 향료 등을 필요한 만큼 적용 배합하는 것이 가능하다.The cosmetic composition for preventing and treating skin aging of the present invention requires ordinary ingredients, such as oil, water, surfactants, moisturizers, lower alcohols, thickeners, chelating agents, pigments, preservatives, and fragrances, which are formulated in general skin cosmetics. It is possible to blend as much as the application.

본 발명의 화장료 조성물은 크림, 연고, 로션, 스킨, 겔, 팩, 산제, 과립제, 정제, 찹셀제, 첩포제 등 모든 제형으로 제조될 수 있다. 이들 제형의 에어로졸 타입으로도 제조될 수 있다.The cosmetic composition of the present invention can be prepared in all formulations such as creams, ointments, lotions, skins, gels, packs, powders, granules, tablets, chopsels, patch. It may also be prepared in the aerosol type of these formulations.

또한 상기 화장료 조성물은 피부를 통해 흡수되는 제품으로, 유연화장수(스킨), 수렴화장수, 영양화장수(로션), 영양크림, 맛사지크림, 에센스, 겔, 팩, 파우더, 피부외용연고, 첩포제, 서스펜션, 에멀젼, 스프레이, 또는 미용액 등의 통상의 화장료 형태로 제조될 수 있으며, 이들 각 제형에 적합하고 당업계에 주지된 각종의 통상적인 담체와 첨가제를 포함할 수 있다.In addition, the cosmetic composition is a product that is absorbed through the skin, supple cosmetics (skin), astringent cosmetics, nourishing cosmetics (lotion), nutrition cream, massage cream, essence, gel, pack, powder, skin ointment, patch, suspension It may be prepared in the form of conventional cosmetics such as emulsions, sprays, or cosmetic liquids, and may include various conventional carriers and additives suitable for each of these formulations and well known in the art.

이하, 본 발명의 이해를 돕기 위하여 바람직한 실시예를 제시한다. 그러나 하기의 실시예는 본 발명을 보다 쉽게 이해하기 위하여 제공되는 것일 뿐 본 발명이 하기의 실시예에 한정되는 것은 아니다.Hereinafter, preferred examples are provided to aid in understanding the present invention. However, the following examples are provided only to more easily understand the present invention, and the present invention is not limited to the following examples.

[실시예]EXAMPLE

실시예 1. 피부외용연고 제조Example 1 Preparation of Skin Ointment

프로시아니딘 올리고머 1.0 중량%, 쾨르세틴 1.0 중량%, 폴리에톡실화 레틴아미드 유도체(n=10.7) 1.0 중량%, 디에틸세바케이트 8.0 중량%, 경납 5.0 중량%, 폴리옥시에틸렌올레일-에테르 포스페이트(EO4) 6.0 중량%, 및 적량의 파라옥시안식향산에스테르와 잔량의 바세린을 혼합하여 피부노화 예방 및 치료용 피부외용연고를 제조하였다.1.0% by weight of procyanidin oligomer, 1.0% by weight of quercetin, 1.0% by weight of polyethoxylated retinamide derivative (n = 10.7), 8.0% by weight of diethyl sebacate, 5.0% by weight of light lead, polyoxyethylene oleyl-ether phosphate ( EO4) 6.0% by weight, and the appropriate amount of paraoxybenzoic acid ester and the residual amount of petrolatum was mixed to prepare a skin external ointment for skin aging prevention and treatment.

실시예 2. 유연화장수(스킨) 제조Example 2 Preparation of Soft Cosmetics (Skin)

프로시아니딘 올리고머 1.0 중량%, 쾨르세틴 1.0 중량%, 폴리에톡실화 레틴아미드 유도체(n=10.7) 1.0 중량, 글리세린 2.0 중량%, 히알루론산 1.0 중량%, 폴리옥시에틸렌올레일에테르(EO20) 0.1 중량%, 폴리옥시에틸렌경화피마자유(EO40) 0.1 중량%, 및 적량의 파라옥시안식향산에스테르, 향료, 색소와 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 유연화장수를 제조하였다.1.0% by weight of procyanidin oligomer, 1.0% by weight of quercetin, 1.0% by weight of polyethoxylated retinamide derivative (n = 10.7), 2.0% by weight of glycerin, 1.0% by weight of hyaluronic acid, 0.1% by weight of polyoxyethylene oleyl ether (EO20) , 0.1% by weight of polyoxyethylene hardened castor oil (EO40), and an appropriate amount of paraoxybenzoic acid ester, a fragrance, a pigment, and a residual amount of purified water were prepared to prepare skin softening for preventing and treating skin aging.

실시예 3. 영양유액 제조Example 3 Preparation of Nutrients

프로시아니딘 올리고머 1.0 중량%, 쾨르세틴 1.0 중량%, 폴리에톡실화 레틴아미드 유도체(n=10.7) 1.0 중량%, 세탄올 1.0 중량%, 밀납 0.5 중량%, 바세린 2.0 중량%, 스쿠알란 6.0 중량%, 에탄올 3.0 중량%, 1,3-부틸렌글리콜 4.0 중량%, 폴리솔베이트 60 1.0 중량%, 솔비탄 세스퀴 올레이트 0.3 중량%, 카르복시 비닐폴리머 0.3 중량%, 트리에탄올아민 0.3 중량%, 및 적량의 파라옥시안식향산에스테르, 향료, 색소와 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 영양유액을 제조하였다.1.0% by weight of procyanidin oligomer, 1.0% by weight of quercetin, 1.0% by weight of polyethoxylated retinamide derivative (n = 10.7), 1.0% by weight of cetanol, 0.5% by weight of beeswax, 2.0% by weight of squalane, 6.0% by weight of squalane, ethanol 3.0 wt%, 1,3-butylene glycol 4.0 wt%, polysorbate 60 1.0 wt%, sorbitan sesquioleate 0.3 wt%, carboxy vinyl polymer 0.3 wt%, triethanolamine 0.3 wt%, and an appropriate amount of para Oxynic acid esters, flavorings, pigments and the remaining amount of purified water was mixed to prepare a nutritional milk for preventing and treating skin aging.

실시예 4. 영양크림 제조Example 4 Preparation of Nutritional Cream

프로시아니딘 올리고머 1.0 중량%, 쾨르세틴 1.0 중량%, 폴리에톡실화 레틴아미드 유도체(n=10.7) 1.0 중량%, 스테아릴알콜 6.0 중량%, 스테아린산 2.0 중량%, 농글리세린 1.0 중량%, 스쿠알란 9.0 중량%, 1,3-부틸렌글리콜 6.0 중량%, 폴리솔베이트 60 1.5 중량%, 폴리에틸렌글리콜 1000 4.0 중량%, 경화 라놀린 4.0 중량%, 옥틸 도데카놀 10.0 중량%, 솔비탄 스테아레이트 0.8 중량%, 트리에탄올아민 0.5 중량%, 및 적량의 파라옥시안시향산에스테르, 향료, 색소와 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 영양크림을 제조하였다.1.0% by weight of procyanidin oligomer, 1.0% by weight of quercetin, 1.0% by weight of polyethoxylated retinamide derivative (n = 10.7), 6.0% by weight of stearyl alcohol, 2.0% by weight of stearic acid, 1.0% by weight of glycerin, 9.0% by weight of squalane , 1,3-butylene glycol 6.0 wt%, polysorbate 60 1.5 wt%, polyethylene glycol 1000 4.0 wt%, cured lanolin 4.0 wt%, octyl dodecanol 10.0 wt%, sorbitan stearate 0.8 wt%, triethanolamine A nutrition cream for preventing and treating skin aging was prepared by mixing 0.5 wt% and an appropriate amount of paraoxyansinic acid ester, a perfume, a pigment, and a residual amount of purified water.

실시에 5∼7 및 비교예 1. 에센스 제조Examples 5 to 7 and Comparative Example 1. Preparation of essence

실시예 5Example 5

프로시아니딘 올리고머 0.1 중량%, 사이클로메티콘 15.0 중량%, 카프릴릭카프릭트리글리세라이드 3.0 중량%, 미네랄오일 3.0 중량%, 밀납 1.0 중량%, 토코페롤 1.0 중량%, 세틸디메티콘코폴리올 3.0 중량%, 글리세린 5.0 중량%, 황산마그네슘 3.0 중량%, 및 적량의 파라옥시안식향산에스테르와 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 에센스를 제조하였다.0.1% by weight of procyanidin oligomer, 15.0% by weight of cyclomethicone, 3.0% by weight of caprylic capric triglyceride, 3.0% by weight of mineral oil, 1.0% by weight of beeswax, 1.0% by weight of tocopherol, 3.0% by weight of cetyldimethicone copolyol, glycerin 5.0 By weight, 3.0% by weight of magnesium sulfate, and an appropriate amount of paraoxybenzoic acid ester and the residual amount of purified water were mixed to prepare an anti-aging and treatment skin essence.

실시예 6Example 6

프로시아니딘 올리고머 0.1 중량%, 쾨르세틴 0.01 중량%, 사이클로메티콘 15.0 중량%, 카프릴릭카프릭트리글리세라이드 3.0 중량%, 미네랄오일 3.0 중량%, 밀납 1.0 중량%, 토코페롤 1.0 중량%, 세틸디메티콘코폴리올 3.0 중량%, 글리세린 5.0 중량%, 황산마그네슘 3.0 중량%, 및 적량의 파라옥시안식향산에스테르와 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 에센스를 제조하였다.0.1% by weight of procyanidin oligomer, 0.01% by weight of quercetin, 15.0% by weight of cyclomethicone, 3.0% by weight of caprylic capric triglyceride, 3.0% by weight of mineral oil, 1.0% by weight of beeswax, 1.0% by weight of tocopherol, cetyldimethicone polycopolyol 3.0 wt%, glycerin 5.0 wt%, magnesium sulfate 3.0 wt%, and an appropriate amount of paraoxybenzoic acid ester and the remaining purified water were mixed to prepare an aging preventing and treating skin essence.

실시예 7Example 7

프로시아니딘 올리고머 0.1 중량%, 쾨르세틴 0.01 중량%, 폴리에톡실화 레틴아미드 유도체(n=10.7) 1.0 중량%, 사이클로메티콘 15.0 중량%, 카프릴릭카프릭트리글리세라이드 3.0 중량%, 미네랄오일 3.0 중량%, 밀납 1.0 중량%, 토코페롤 1.0 중량%, 세틸디메티콘코폴리올 3.0 중량%, 글리세린 5.0 중량%, 황산마그네슘 3.0 중량%, 및 적량의 파라옥시안식향산에스테르와 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 에센스를 제조하였다.0.1% by weight of procyanidin oligomer, 0.01% by weight of quercetin, 1.0% by weight of polyethoxylated retinamide derivative (n = 10.7), 15.0% by weight of cyclomethicone, 3.0% by weight of caprylic capric triglyceride, 3.0% by weight of mineral oil , 1.0% by weight of beeswax, 1.0% by weight of tocopherol, 3.0% by weight of cetyldimethiconecopolyol, 5.0% by weight of glycerin, 3.0% by weight of magnesium sulfate, and a suitable amount of paraoxybenzoic acid ester and the remaining amount of purified water to prevent and treat skin aging An essence for the preparation was prepared.

비교예 1Comparative Example 1

사이클로메티콘 15.0 중량%, 카프릴릭카프릭트리글리세라이드 3.0 중량%, 미네랄오일 3.0 중량%, 밀납 1.0 중량%, 세틸디메티콘코폴리올 3.0 중량%, 글리세린 5.0 중량%, 황산마그네슘 3.0 중량%, 및 적량의 파라옥시안식향산에스테르와 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 에센스를 제조하였다.15.0 weight percent cyclomethicone, 3.0 weight percent caprylic capric triglyceride, 3.0 weight percent mineral oil, 1.0 weight percent beeswax, 3.0 weight percent cetyldimethicone copolyol, 5.0 weight percent glycerin, 3.0 weight percent magnesium sulfate, and the appropriate amount The paraoxybenzoic acid ester of and the residual amount of purified water were mixed to prepare an aging preventing and treating skin aging.

실시예 8∼10 및 비교예 2. 팩의 제조Examples 8-10 and Comparative Example 2. Preparation of Pack

실시예 8Example 8

프로시아니딘 올리고머 0.01 중량%, 글리세린 5.0 중량%, 프로필렌글리콜 4.0 중량%, 폴리비닐알콜 15.0 중량%, 에탄올 8.0 중량%, 폴리옥시에틸렌올레일에칠 1.0 중량%, 파라옥시안식향산메칠 0.2 중량%, 및 적량의 향과 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 팩을 제조하였다.0.01% by weight of procyanidin oligomer, 5.0% by weight of glycerine, 4.0% by weight of propylene glycol, 15.0% by weight of polyvinyl alcohol, 8.0% by weight of ethanol, 1.0% by weight of polyoxyethylene oleyl ethyl, 0.2% by weight of paraoxybenzoic acid methyl, and an appropriate amount The fragrance and the residual amount of purified water were mixed to prepare a pack for preventing and treating skin aging.

실시예 9Example 9

프로시아니딘 올리고머 0.01 중량%, 쾨르세틴 0.01 중량%, 글리세린 5.0 중량%, 프로필렌글리콜 4.0 중량%, 폴리비닐알콜 15.0 중량%, 에탄올 8.0 중량%, 폴리옥시에틸렌올레일에칠 1.0 중량%, 파라옥시안식향산메칠 0.2 중량%, 및 적량의 향과 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 팩을 제조하였다.0.01% by weight of procyanidin oligomer, 0.01% by weight of quercetin, 5.0% by weight of glycerine, 4.0% by weight of propylene glycol, 15.0% by weight of polyvinyl alcohol, 8.0% by weight of ethanol, 1.0% by weight of polyoxyethylene oleic acid, paraoxybenzoic acid methyl A pack for preventing and treating skin aging was prepared by mixing 0.2% by weight, and an appropriate amount of fragrance and residual amount of purified water.

실시예 10Example 10

프로시아니딘 올리고머 0.01 중량%, 쾨르세틴 0.01 중량%, 폴리에톡실화 레틴아미드 유도체(n=10.7) 0.1 중량%, 글리세린 5.0 중량%, 프로필렌글리콜 4.0 중량%, 폴리비닐알콜 15.0 중량%, 에탄올 8.0 중량%, 폴리옥시에틸렌올레일에칠 1.0 중량%, 파라옥시안식향산메칠 0.2 중량%, 및 적량의 향과 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 팩을 제조하였다.0.01% by weight of procyanidin oligomer, 0.01% by weight of quercetin, 0.1% by weight of polyethoxylated retinamide derivative (n = 10.7), 5.0% by weight of glycerin, 4.0% by weight of propylene glycol, 15.0% by weight of polyvinyl alcohol, 8.0% by weight of ethanol , 1.0% by weight of polyoxyethylene oleyl ethyl, 0.2% by weight of paraoxybenzoic acid methyl, and a suitable amount of aroma and residual amount of purified water were mixed to prepare a skin aging prevention and treatment pack.

비교예 2Comparative Example 2

글리세린 5.0 중량%, 프로필렌글리콜 4.0 중량%, 폴리비닐알콜 15.0 중량%,에탄올 8.0 중량%, 폴리옥시에틸렌올레일에칠 1.0 중량%, 파라옥시안식향산메칠 0.2 중량%, 및 적량의 향과 잔량의 정제수를 혼합하여 피부노화 예방 및 치료용 팩을 제조하였다.Glycerine 5.0 wt%, Propylene glycol 4.0 wt%, Polyvinyl alcohol 15.0 wt%, Ethanol 8.0 wt%, Polyoxyethylene oleyl ethyl 1.0 wt%, Paraoxybenzoic acid methyl 0.2 wt%, and the appropriate amount of aromatic and residual purified water To prepare a pack for preventing and treating skin aging.

[실험예]Experimental Example

실험예 1. 주름형성 억제효과 측정Experimental Example 1. Measurement of wrinkle formation inhibitory effect

본 발명의 유백피의 생약추출물 또는 프로시아니딘 올리고머의 주름형성 억제효과를 평가하기 위하여, 6 주령의 헤어리스 마우스 70 마리를 준비하여 10 마리씩 6 개의 시험군과 1 개의 대조군으로 나누어 하기 표 1과 같이 달리 준비한 각각의 화합물에 의한 주름형성 억제효과를 측정하였다.In order to evaluate the anti-wrinkle effect of the herbal extract or procyanidin oligomer of the milky skin of the present invention, 70 hairless mice of 6 weeks old were prepared and divided into six test groups and one control group of 10 animals each prepared as shown in Table 1 below. Wrinkle formation inhibitory effect by each compound was measured.

각각의 화합물을 사료에 0.001 내지 10 중량%가 되도록 하여 적용하였으며 화합물을 첨가하지 않고 용매를 처리한 군을 대조군으로 하였다.Each compound was applied to the feed at 0.001 to 10% by weight, and the group treated with the solvent without adding the compound was used as a control.

헤어리스 마우스에 태양광 자극기를 이용하여 2 MED로 1 주일에 3 일 씩 12 주간 동안 조사하여 주름을 형성시켰으며, 각각의 화합물을 자외선 조사 전 30 분과 조사 후 30 분, 1 일 2 회 100 ㎕씩 10 주간 처리하면서 주름형성 억제정도를 측정하였다.Hairless mice were irradiated with 2 MEDs for 12 weeks, 3 days a week, using a solar stimulator to form wrinkles. Each compound was 30 μl before UV irradiation and 30 minutes after irradiation, 100 μl twice a day. Wrinkle formation inhibition was measured while treating each week for 10 weeks.

주름 형성억제 정도의 판단은 시료 처리 부위를 육안과 사진촬영을 통해 육안판정하였고, 판정기준은 각각의 화합물의 처리군을 시료 미처리군(0 점)과 비교하여 억제없음(0 점), 약간 억제(1 점), 중등도의 억제(2 점), 상당한 억제(3 점)의 4 단계로 동물수를 판정하여 그 결과를 하기 표 1에 나타내었다.Judgment of the degree of suppression of wrinkle formation was visually determined by visual inspection and photographing of the sample treatment area, and the criterion was no inhibition (0 point), slightly suppression compared to the untreated group (0 point) of each compound treated group. The number of animals was determined in four stages (1 point), moderate suppression (2 points), and significant suppression (3 points), and the results are shown in Table 1 below.

구분division 시험군 1Test group 1 시험군 2Test group 2 시험군 3Test group 3 시험군 4Test group 4 시험군 5Test group 5 시험군 6Test group 6 대조군 1Control group 1 프로시아니딘 올리고머Procyanidin oligomer 0.1 %0.1% -- -- 0.10.1 0.10.1 0.10.1 -- 쾨르세틴Quercetin -- 0.10.1 -- 0.10.1 -- 0.10.1 -- 폴리에톡실화레틴아미드 유도체(n=10.7)Polyethoxylated Retinamide Derivatives (n = 10.7) -- -- 0.10.1 -- 0.10.1 0.10.1 -- 주름생성억제(마리)Wrinkle formation suppression (mari) 0 점0 points 00 44 1One 00 00 00 1010 1 점1 point 22 22 44 22 00 00 00 2 점2 points 33 22 33 44 44 33 00 3 점3 points 55 22 22 44 66 77 00

상기 표 1을 통하여, 유백피의 생약추출물 또는 프로시아니딘 올리고머를 처리한 시험군 1, 4, 5, 및 6은 헤어리스 마우스의 광에 의해 생성된 주름에 대한 주름개선 효과가 뛰어남을 확인할 수 있었다. 또한 시험군 4, 5, 6을 통하여 프로시아니딘 올리고머에 쾨르세틴, 또는 폴리에톡실화 레틴아미드 유도체를 병용하여 처리할 경우 단독으로 사용할 때 보다 주름개선에 대한 상승효과가 있음을 알 수 있었다.Through Table 1, it was confirmed that the test groups 1, 4, 5, and 6 treated with the medicinal herb extract or procyanidin oligomer of the milky skin have excellent wrinkle improvement effect on the wrinkles generated by the light of hairless mice. In addition, the test groups 4, 5, and 6 were found to have a synergistic effect on wrinkle improvement when used in combination with quercetin or polyethoxylated retinamide derivatives in the procyanidin oligomer.

결과적으로 프로시아니딘 올리고머, 쾨르세틴, 폴리에톡실화 레틴아미드 유도체 3 가지 약효제를 동시에 처리하였을 때에 주름개선효과가 가장 우수함을 확인할 수 있었다.As a result, it was confirmed that the anti-wrinkle effect was best when three medicinal agents simultaneously treated with procyanidin oligomer, quercetin, and polyethoxylated retinamide derivative.

실험예 2. 피부주름 예방 및 치료효과 측정Experimental Example 2. Measurement of skin wrinkle prevention and treatment effect

실시예 1∼10, 및 비교예 1∼2에서 제조된 피부주름 예방 및 치료용 화장료 조성물의 주름개선 효과를 측정하기 위하여, 35∼60 세의 여성을 20 명씩 15 개의 군으로 나누고 각각의 실시예와 비교예에서 제조된 화장료 조성물을 안면부에 1 일 2 회씩 3 개월간 적용하도록 하였으며, 3 개월 후 주름의 개선정도를 피험자의 설문 및 주름의 영상분석을 통해 평가하였다.In order to measure the anti-wrinkle effect of the cosmetic composition for preventing and treating skin wrinkles prepared in Examples 1 to 10 and Comparative Examples 1 to 2, women aged 35 to 60 years were divided into 15 groups of 20 persons each. The cosmetic composition prepared in the comparative example was applied to the facial part twice a day for 3 months, and after 3 months, the degree of improvement of wrinkles was evaluated through a questionnaire and image analysis of wrinkles.

피험자의 설문은 주름개선 및 탄력증진에 관하여 사용전과 비교하여 개선없음, 약간의 개선, 중등도의 개선, 상당한 개선의 4 단계로 구분하였으며, 그 결과를 하기 표 2에 나타내었다.The subject's questionnaire was divided into four stages of no improvement, slight improvement, moderate improvement, and significant improvement as compared to before use in regard to wrinkle improvement and elasticity improvement, and the results are shown in Table 2 below.

또한 주름의 영상분석에 의한 평가는 실험이 시작되기 전 Xantopren(Bayer)을 이용하여 눈 밑의 레플리카(replica)를 채취하고, 실험이 종료된 직후 동일 부위에서 레플리카를 채취하여 영상분석을 통해 주름의 2 차원적 분석으로 주름의 밀도를 측정하였다. 영상분석에 의한 주름밀도 측정결과는 사용 전 주름밀도에 대한 감소율로 하기 표 3에 나타내었다.In addition, evaluation of wrinkles by image analysis was performed by using an Xantopren (Bayer) to collect replicas under the eyes before the experiment was started, and replicas were taken at the same site immediately after the experiment was completed. The density of wrinkles was measured by two-dimensional analysis. Wrinkle density measurement results by image analysis are shown in Table 3 below as a reduction rate for wrinkle density before use.

구분division 개선없음No improvement 약간의 개선Minor improvements 중등도 개선Moderate improvement 상당한 개선A significant improvement 피부외용연고Skin Ointment 기제Mechanism 2020 00 00 00 실시예 1Example 1 00 33 33 1414 유연화장수Flexible Cosmetics 기제Mechanism 2020 00 00 00 실시예 2Example 2 00 44 44 1212 영양유액Nutrition 기제Mechanism 2020 00 00 00 실시예 3Example 3 00 55 55 1010 영양크림Nutrition Cream 기제Mechanism 2020 00 00 00 실시예 4Example 4 00 33 44 1313 에센스essence 비교예 1Comparative Example 1 2020 00 00 00 실시예 5Example 5 55 55 88 22 실시예 6Example 6 00 33 77 1010 실시예 7Example 7 00 22 55 1313 pack 비교예 2Comparative Example 2 2020 00 00 00 실시예 8Example 8 00 1010 55 55 실시예 9Example 9 00 44 66 1010 실시예 10Example 10 00 33 33 1414

상기 표 2를 통하여, 실시예 1 내지 10에서 제조한 화장료 조성물을 사용한 경우 주름개선 및 피부의 탄력증진의 효과가 우수함을 확인할 수 있었다. 특히 피험자의 80 % 이상이 인지가 가능한 중등도 이상의 주름개선 및 탄력개선의 효과를 나타냄을 확인할 수 있었다.Through Table 2, when using the cosmetic composition prepared in Examples 1 to 10 it was confirmed that the effect of wrinkle improvement and skin elasticity is excellent. In particular, more than 80% of the subjects were able to confirm the effect of moderate to moderate wrinkles and elasticity improvement.

구분division 주름의 밀도Wrinkle density 비교예 1Comparative Example 1 98 %98% 실시예 5Example 5 50 %50% 실시예 6Example 6 40 %40% 실시예 7Example 7 35 %35% 비교예 2Comparative Example 2 98 %98% 실시예 8Example 8 40 %40% 실시예 9Example 9 30 %30% 실시예 10Example 10 25 %25%

상기 표 3을 통하여, 실시예 5 내지 10에서 제조한 화장료 조성물을 도포한 경우 비교예 1 내지 2의 화장료 조성물을 도포한 경우보다 주름의 밀도가 사용 전보다 50∼25 % 정도로 크게 감소함을 확인할 수 있었다.Through the Table 3, when the cosmetic composition prepared in Examples 5 to 10 can be confirmed that the density of the wrinkles is significantly reduced by 50 to 25% than before using the cosmetic composition of Comparative Examples 1 to 2 there was.

이와 같은 실험결과로부터 본 발명의 화합물이 내적 또는 외적 요인에 의해 발생된 주름을 효과적으로 개선해 줄 수 있음을 확인할 수 있었고, 특히 프로시아니딘 올리고머를 단독으로 사용할 경우보다 쾨르세틴과 폴리에톡실화 레틴아미드 유도체(n=10.7)를 병용하여 사용할 경우 주름개선효과에 대한 상승효과가 탁월함을 알 수 있었다.From these experiments, it was confirmed that the compound of the present invention can effectively improve wrinkles caused by internal or external factors. When used in combination with n = 10.7), it can be seen that the synergistic effect on the wrinkle improvement effect is excellent.

본 발명의 조성물은 피부적용시 안전하고, 피부내 콜라겐의 합성 촉진에 의해 콜라겐의 대사가 활발해지고 콜라게나제의 활성을 억제하여 주름개선, 탄력증진, 피부강화 등의 효과가 있는 동시에 피부주름의 생성억제 및 치료효과가 우수하다.The composition of the present invention is safe when applied to the skin, and by promoting the synthesis of collagen in the skin, the metabolism of collagen is activated and the activity of collagenase is inhibited, thereby improving wrinkles, enhancing elasticity, strengthening the skin, etc. Excellent production inhibitory and therapeutic effect.

Claims (10)

프로시아니딘 올리고머(procyanidin oligomer)를 유효성분으로 하는 피부노화 예방 및 치료용 조성물.A composition for preventing and treating skin aging using procyanidin oligomer as an active ingredient. 제 1 항에 있어서,The method of claim 1, 상기 프로시아니딘 올리고머가 플라반-2-올을 기본 골격으로 하는 단량체가 단일 결합으로 세 개 내지 열 두 개까지 연결된 프로시아니딘 올리고머인 피부노화 예방 및 치료용 조성물.The procyanidin oligomer is a procanidine oligomer in which monomers having a flavan-2-ol as a basic skeleton are linked to three to twelve in a single bond. 제 1 항에 있어서,The method of claim 1, 상기 프로시아니딘 올리고머의 평균중합도가 4.5∼6.0인 피부노화 예방 및 치료용 조성물.A composition for preventing and treating skin aging having an average degree of polymerization of 4.5 to 6.0 of the procyanidin oligomer. 제 1 항에 있어서,The method of claim 1, 상기 프로시아니딘 올리고머가 전체 조성물 중량에 대하여 0.001 내지 10 중량%의 양으로 포함되는 피부노화 예방 및 치료용 조성물.The procyanidin oligomer composition for preventing and treating skin aging is included in an amount of 0.001 to 10% by weight based on the total weight of the composition. 제 1 항에 있어서,The method of claim 1, a) 쾨르세틴(quercetin), 루틴(rutin), 탁시폴린(taxifolin), 캠프페롤a) quercetin, rutin, taxifolin, camphorol (kaempferol), 미리세틴(myricetin), 큐르큐민(curcumin), 레스베라트롤kaempferol, myricetin, curcumin, resveratrol (resveratrol), 아레콜린(arecoline), 아피제닌(apigenin), 우고닌(resveratrol), arecoline, apigenin, ugonine (wogonin), 루테오린(luteolin), 및 텍토리제닌(tectorigenin)으로 이루(wogonin), luteolin, and tectorigenin 어지는 군으로부터 1 종 이상 선택되는 활성산소 생성 억제제;At least one reactive oxygen generation inhibitor selected from the group consisting of: b) 폴리에톡실화 레틴아미드 유도체; 또는b) polyethoxylated retinamide derivatives; or c) 상기 a)의 활성산소 생성 억제제와 b)의 폴리에톡실화 레틴아미드 유도체c) a reactive oxygen production inhibitor of a) and a polyethoxylated retinamide derivative of b) 의 혼합물Mixture of 을 더욱 포함하는 피부노화 예방 및 치료용 조성물.Skin aging prevention and treatment composition further comprising. 제 5 항에 있어서,The method of claim 5, 상기 a)의 활성산소 생성 억제제가 전체 조성물 중량에 대하여 0.001 내지 5 중량%의 양으로 포함되는 피부노화 예방 및 치료용 조성물.The composition for preventing and treating skin aging, wherein the active oxygen generation inhibitor of a) is included in an amount of 0.001 to 5% by weight based on the total weight of the composition. 제 5 항에 있어서,The method of claim 5, 상기 b)의 폴리에톡실화 레틴아미드 유도체가 전체 조성물 중량에 대하여 0.001 내지 50 중량%의 양으로 포함되는 피부노화 예방 및 치료용 조성물.The composition for preventing and treating skin aging, wherein the polyethoxylated retinamide derivative of b) is included in an amount of 0.001 to 50% by weight based on the total weight of the composition. 제 5 항에 있어서,The method of claim 5, 상기 b)의 폴리에톡실화 레틴아미드 유도체가 하기 화학식 1로 표시되는 13-트랜스-폴리에톡실화-레틴아미드 유도체인 피부노화 예방 및 치료용 조성물:The composition for preventing and treating skin aging, wherein the polyethoxylated retinamide derivative of b) is a 13-trans-polyethoxylated-retinamide derivative represented by Formula 1 below: [화학식 1][Formula 1] 상기 식에서,Where R은 수소, 또는 탄소수 1∼6의 알킬기이고,R is hydrogen or an alkyl group having 1 to 6 carbon atoms, n은 2 내지 100의 정수이다.n is an integer from 2 to 100. 제 1 항에 있어서,The method of claim 1, 상기 조성물이 화장료인 조성물.The composition is a cosmetic composition. 제 9 항에 있어서,The method of claim 9, 상기 화장료의 제형이 크림, 연고, 로션, 스킨, 겔, 팩, 산제, 과립제, 정제, 찹셀제, 또는 첩포제인 조성물.The formulation of the cosmetic composition is a cream, ointment, lotion, skin, gel, pack, powder, granules, tablets, chopsel, or patch.
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KR100710657B1 (en) * 2005-11-24 2007-04-24 코스맥스 주식회사 Whitening cosmetic composition containing dihydroquercetin
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KR100438008B1 (en) * 2001-09-17 2004-06-30 한불화장품주식회사 A COSMETIC COMPOSITION CONTAINING AN EXTRACT OF Cinnamomum camphora
KR100439939B1 (en) * 2001-10-04 2004-07-12 네비온 주식회사 ANTIAGING COSMETIC COMPOSITIONS CONTAINING elm's root skin, ULMUS DAVIDIANA
KR100696294B1 (en) * 2005-05-27 2007-03-19 학교법인 경희대학교 Cosmetic composition comprising the extract of Cinnamomum camphora Sieb. having inhibition activity of melanin synthesis
KR100710657B1 (en) * 2005-11-24 2007-04-24 코스맥스 주식회사 Whitening cosmetic composition containing dihydroquercetin
KR100862957B1 (en) 2007-04-03 2008-10-13 바이오스펙트럼 주식회사 Compositions for improving skin wrinkle comprising hyperin as an active ingredient
KR101125224B1 (en) * 2009-11-18 2012-03-21 한국원자력연구원 A composition for skin anti-aging comprising extracts or fractions of Eremochloa ophiuroides as an active ingredient
KR20160081449A (en) 2014-12-31 2016-07-08 안승원 Pharmaceutical composition for preventing and treating of skin aging using bentonite gel

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