KR20160067513A - COMPOSITION FOR IMPROVING CONDITION OF HAIR AND SCALP CONTAINING (2S)-1-O-LINOLENOYL-2-O-LINOLENOYL-3-O-β-D-GALACTOPYRANOSYL-SN-GLYCEROL - Google Patents

COMPOSITION FOR IMPROVING CONDITION OF HAIR AND SCALP CONTAINING (2S)-1-O-LINOLENOYL-2-O-LINOLENOYL-3-O-β-D-GALACTOPYRANOSYL-SN-GLYCEROL Download PDF

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KR20160067513A
KR20160067513A KR1020140173014A KR20140173014A KR20160067513A KR 20160067513 A KR20160067513 A KR 20160067513A KR 1020140173014 A KR1020140173014 A KR 1020140173014A KR 20140173014 A KR20140173014 A KR 20140173014A KR 20160067513 A KR20160067513 A KR 20160067513A
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hair
linolenoyl
composition
scalp
glycerol
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KR1020140173014A
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Korean (ko)
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박준성
김동현
이옥찬
황경환
홍용덕
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(주)아모레퍼시픽
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Publication of KR20160067513A publication Critical patent/KR20160067513A/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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair

Abstract

The present invention relates to a composition for improving a hair or scalp condition, wherein the composition contains (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol. More specifically, the present invention relates to a skin external application composition or a pharmaceutical composition having an excellent scalp purifying and soothing effect. By containing the component, the growth of hair is promoted, and a loss of hair may be prevented and alleviated. Stimulation to the scalp is alleviated, and dandruff and scalp inflammation are controlled, so an overall hair condition is improved. According to the present invention, the proliferation of cells of the scalp is activated, so the hair root is reinforced. Thus, effects in reducing a loss of hair and promoting the growth of hair are exhibited. At the same time, scalp itchiness and dandruff may be effectively prevented.

Description

(2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 함유하는 모발 또는 두피 상태 개선용 조성물{Composition for improving condition of hair and scalp containing (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol}(2S) -1-O-linolenoyl-2-O-linolenoyl-3-O-? -D-galactopyranosyl-sn- glycerol {Compositions for improving hair or scalp 2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl-sn-glycerol}

본 발명은 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 함유하는 모발 또는 두피 상태 개선용 조성물에 관한 것으로, 보다 상세하게는 유효성분으로서 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 함유하여 모발의 생장을 촉진시키고 탈모를 방지 및 개선시킬 수 있으며, 두피에 대한 자극을 완화하고 비듬, 두피 염증 등을 억제하여 전반적인 모발 상태를 개선시키고 두피에 대한 정화 및 진정 효과가 우수한 피부 외용제 조성물 또는 약학 조성물에 대한 것이다.
The present invention relates to a hair or scalp condition improving composition containing (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol, (2S) -1-O-linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol as an active ingredient to promote hair growth and prevent and improve hair loss, The present invention relates to a composition for external application for skin or a pharmaceutical composition which alleviates irritation to the scalp and suppresses dandruff and scalp inflammation to improve the overall hair condition and has excellent cleansing and soothing effect on the scalp.

두피는 표피(epidermis), 진피(dermis), 피하조직(subcutaneous tissue)으로 구성되어 있으며, 가장 바깥조직이 표피이다. 표피는 신체의 민감한 조직을 손상받지 않도록 보호해주는 기능을 한다. 그러나 외부의 온도, 습도의 변화, 공해물질 등의 여러 가지 물리적, 화학적 외부의 자극과 스트레스, 영향 결핍 등으로 인해 두피의 기능을 상실할 수 있으며, 나아가서는 탈모에도 영향을 미칠 수 있다. The scalp is composed of the epidermis, dermis, and subcutaneous tissue, and the outermost tissue is the epidermis. The epidermis protects the body's sensitive tissues from damage. However, due to various physical and chemical external stimuli such as external temperature, humidity change, pollutants, stress, and lack of influence, the scalp function may be lost, and furthermore, it may affect hair loss.

또한, 미용을 중시하는 현대사회에서는 개성표현 욕구를 충족시키기 위하여 남녀노소를 불문하고 많은 사람들이 염모제, 퍼머제 등을 사용하고 있다. 그러나, 일부 민감성 두피의 경우는 이러한 염색, 퍼머 등의 화학적 시술로 인해 두피의 가려움이나 따가움과 같은 자극현상과 염증이 유발되며, 이는 환경적 탈모로 이어지고 있다.In modern society, which emphasizes beauty, many people, both men and women, use hair dye, permanent hair, and the like in order to satisfy the need for expression of individuality. However, in the case of some sensitive scalp, chemical treatment such as dyeing and perming causes irritation such as itching or stinging of the scalp and inflammation, which leads to environmental hair loss.

이와 같이, 여러 가지 원인에 의한 환경으로부터의 자극, 스트레스, 화학적 시술 등으로부터 두피를 보호하고, 탈모를 방지하면서 모발 생장을 촉진할 수 있고, 생태계 친화적이면서 환경과 인간에 무해한 성분에 관한 연구가 지속되고 있다.In this way, it is possible to protect the scalp from stimulation, stress, and chemical treatment from the environment due to various causes, to promote hair growth while preventing hair loss, and to continue research on ecosystem-friendly and environmentally harmless components to humans .

본 발명의 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol이라는 공지의 화합물은 항암, 항염 등의 효과를 가진다고 알려져 있으나(Cha B-J et al., Glycosyl glycerides from hydrophobic Panax ginseng inhibited NO production in LPS-stimulated RAW264.7 cells, Journal of Ginseng Research (2014), doi:10.1016/j.jgr.2014.10.005), 탈모 방지 또는 두피 기능 강화 효과가 있는지에 대하여는 알려진 바가 없었다.(2S) -1-O-linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol of the present invention is known to have anticancer, anti- et al., Glycosyl glycerides from hydrophobic Panax ginseng inhibited NO production in LPS-stimulated RAW 264.7 cells, Journal of Ginseng Research (2014), doi: 10.1016 / j.jgr.2014.10.005), there is no known effect of preventing hair loss or enhancing scalp function.

이에, 본 발명자들은 모발을 생성에 관여하는 모유두 세포의 증식 및 두피 기능을 강화할 수 있는 성분을 찾고자 예의 노력한 결과, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 피부에 처리할 경우 모유두 세포의 증식 및 두피 진피 세포의 증식을 증진시킬 수 있을 뿐만 아니라, 두피에 대한 자극을 완화시키고 비듬을 억제시킬 수 있음을 발견하고 본 발명을 완성하게 되었다.
The inventors of the present invention found that (2S) -1-O-linolenoyl-2-O-linolenoyl-3-O-β -D-galactopyranosyl- sn -glycerol can enhance the proliferation of the dermal papilla cells and the proliferation of the dermal dermal cells, as well as alleviate the irritation to the scalp and suppress the dandruff, .

본 발명은 우수한 모발 생장 또는 두피 상태 개선 효과를 나타내는 조성물을 제공하는 것을 목적으로 한다.
It is an object of the present invention to provide a composition showing excellent hair growth or scalp condition improving effect.

상기한 목적을 달성하기 위하여, 본 발명은 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유하는 육모 촉진 또는 탈모 방지용 조성물을 제공한다.In order to achieve the above object, the present invention is (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol the hair loss or promoting hair growth containing, as an active ingredient Gt;

또한, 본 발명은 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유하는 비듬 방지 또는 두피 가려움증 완화용 조성물을 제공한다.
In addition, the present invention is (2S) service -1-O-linolenoyl-2- O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol or an anti-dandruff composition for scalp itch relief containing as an active ingredient do.

본 발명의 조성물은 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유함으로써 두피의 세포 증식을 활성화시켜 모근을 강화하고, 따라서 탈모 현상 감소 및 모발 생장 촉진 효과를 제공함과 동시에, 두피 가려움 및 비듬을 방지하는데 효과적이다.
The composition of the present invention contains (2S) -1-O-linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol as an active ingredient to activate scalp cell proliferation And thus, it is effective in reducing the hair loss phenomenon and promoting the hair growth, and also preventing the scalp itch and dandruff.

다른 식으로 정의되지 않는 한, 본 명세서에서 사용된 모든 기술적 및 과학적 용어들은 본 발명이 속하는 기술 분야에서 숙련된 전문가에 의해서 통상적으로 이해되는 것과 동일한 의미를 가진다. 일반적으로, 본 명세서에서 사용된 명명법은 본 기술 분야에서 잘 알려져 있고 통상적으로 사용되는 것이다.
Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In general, the nomenclature used herein is well known and commonly used in the art.

본 발명은 일 관점에서, 하기 화학식 하기 화학식 1로 표시되는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유하는 육모 촉진 또는 탈모 방지용 조성물에 관한 것이다.The invention In one aspect, for containing the following formula (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol represented by the general formula (1) as an active ingredient To a composition for promoting hair growth or preventing hair loss.

[화학식 1][Chemical Formula 1]

Figure pat00001
Figure pat00001

본 발명에 의한 조성물은 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유함으로써 모근강화, 혈행촉진, 항산화 등의 효능을 제공하여, 발모, 육모, 양모의 촉진 효과 및 탈모의 예방 및 개선 효과를 나타낼 수 있다.The composition according to the present invention contains (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol as an active ingredient to enhance hair roots, promote blood circulation, Efficacy can be provided, and promoting effect of hair growth, hair growth, wool and prevention and improvement of hair loss can be shown.

본 명세서에서 "모발 생장 촉진"이라 함은 새로운 모발의 생성을 촉진하는 것뿐만 아니라 기존 모발이 건강하게 자라도록 하는 것도 의미하며, 두피로부터 모발이 탈락하는 현상 및 모발이 성기거나 가늘어지는 상태를 예방하고 억제하는 것 등을 모두 의미한다.In the present specification, the term " promoting hair growth "means not only promoting the generation of new hair but also allowing the existing hair to grow healthily, and the phenomenon in which the hair falls off the scalp and the hair becomes thin And suppression.

본 발명의 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol은 글리코실 글리세라이드에 관한 논문(Cha B-J et al., Glycosyl glycerides from hydrophobic Panax ginseng inhibited NO production in LPS-stimulated RAW264.7 cells, Journal of Ginseng Research (2014), doi:10.1016/j.jgr.2014.10.005)에 공지된 방법으로 분리하였으나, 이에 한정되는 것은 아니다. 식물에서 추출될 수도 있고, 당업계에 공지된 방법에 따라 합성하여 사용할 수도 있으며, 상업적으로 시판되는 것을 사용할 수도 있다.(2S) -1-O-linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol of the present invention can be prepared by a method described in a paper on glycosyl glyceride (Cha BJ et al., Glycosyl glycerides hydrophobic Panax ginseng inhibited NO production in LPS-stimulated RAW264.7 cells, Journal of Ginseng Research (2014), doi: 10.1016 / j.jgr.2014.10.005), but the present invention is not limited thereto. May be extracted from plants, synthesized according to methods known in the art, and commercially available ones may be used.

본 발명의 육모 촉진 또는 탈모 방지용 조성물은 휴지기 모발주기의 성장기 모발주기로의 이행을 촉진시킴으로써 모발의 생장을 촉진하고, 탈모를 방지하는 효과를 제공할 수 있다.The composition for promoting hair growth or hair loss of the present invention can promote the hair growth by promoting the transition from the resting hair cycle to the growing hair cycle, thereby providing the effect of preventing hair loss.

본 발명은 다른 관점에서, 상기 화학식 1로 표시되는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유하는 비듬 방지 또는 두피 가려움증 완화용 조성물에 관한 것이다.The invention in another aspect, (2S) -1-O- linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol the anti-dandruff which contains as an active ingredient of the formula (1) Or scalp itching relief.

본 발명의 비듬 방지용 조성물은 모발과 두피에 축적된 독소를 효과적으로 배출하여 두피를 정화하고, 비듬균의 증식과 성장을 억제하여 두피염증반응을 예방할 수 있으며, 또한 활성산소의 생성 및 작용을 억제하는 항산화 효능이 뛰어나 두피를 진정시키고 강화시키며 본연의 방어력을 강화시키는 효과를 제공할 수 있다.The anti-dandruff composition of the present invention can effectively remove toxins accumulated in hair and scalp to purify the scalp, inhibit proliferation and growth of dandruff, inhibit the scalp inflammation reaction, and inhibit the production and action of active oxygen It has excellent efficacy, so it can calm and strengthen the scalp and provide the effect of strengthening the original defense.

본 발명의 두피 가려움증 완화용 조성물은 두피의 가려움, 따가움 등의 자극 현상을 감소시키고 두피 염증을 완화하여 진정시킴으로써 민감성, 자극성 또는 반응성 두피를 안정화시킬 수 있다. 또한, 거칠어지고 손상된 모발을 부드럽고 매끄럽게 해주는 컨디셔닝 효과도 제공함으로써 모발 상태를 건강하게 개선시킬 수 있다.The composition for alleviating the itch of the present invention can stabilize the sensitive, stimulant or reactive scalp by reducing irritation such as itching and stinging of the scalp and alleviating and alleviating the scalp inflammation. In addition, hair condition can be improved healthily by providing a conditioning effect that makes rough and damaged hair soft and smooth.

본 발명에 있어서, 상기 유효성분은 육모 촉진 또는 탈모 방지용 조성물, 또는 비듬 방지 또는 두피 가려움증 완화용 조성물의 총 중량에 대하여 0.001~50중량%의 양으로 함유되는 것을 특징으로 할 수 있고, 바람직하게는 0.01~30 중량%, 보다 바람직하게는 0.1~10% 중량%의 양으로 함유할 수 있다. 상기 유효성분의 함량이 0.001중량% 미만이면 상기 성분에 의한 효능, 효과가 미약하고, 50중량%를 초과하면 피부 안전성 또는 제형상의 문제가 있기 때문이다.In the present invention, the active ingredient may be contained in an amount of 0.001 to 50% by weight, based on the total weight of the hair growth promoting or hair loss preventing composition, or the composition for preventing dandruff or scalp itching, Preferably 0.01 to 30% by weight, more preferably 0.1 to 10% by weight. If the content of the active ingredient is less than 0.001% by weight, the effect or effect of the ingredient is insignificant, and if it exceeds 50% by weight, there is a problem of skin safety or shape.

본 발명에 있어서, 상기 육모 촉진 또는 탈모 방지용 조성물, 또는 비듬 방지 또는 두피 가려움증 완화용 조성물은 헤어토닉, 모발 영양화장수, 스칼프트리트먼트, 헤어트리트먼트, 헤어샴푸, 헤어린스, 헤어로션 및 두피 모발 겸용 트리트먼트로 이루어진 군에서 선택되는 어느 하나의 제형을 갖는 것을 특징으로 할 수 있다.In the present invention, the compositions for promoting hair growth or preventing hair loss, or compositions for alleviating dandruff or scalp itching can be used for hair tonic, hair nutrition lotion, scarf treatment, hair treatment, hair shampoo, hair rinse, hair lotion and scalp hair And a treatment agent.

본 발명의 조성물은 특히 화장료 조성물로서 제형화될 수 있으며, 화장품학 또는 피부과학적으로 허용 가능한 매질 또는 기제를 함유하여 제형화될 수 있다. 또한, 본 발명의 조성물은 국소 적용에 적합한 모든 제형으로 제공될 수 있으며, 예를 들어 용액, 수상에 유상을 분산시켜 얻은 에멀젼, 유상에 수상을 분산시켜 얻은 에멀젼, 현탁액, 고체, 겔, 분말, 페이스트, 포말(foam) 또는 에어로졸 조성물의 제형으로 제공될 수 있다. 이러한 제형의 조성물은 당해 분야의 통상적인 방법에 따라 제조될 수 있다.The compositions of the present invention may be formulated in particular as a cosmetic composition and may be formulated containing a cosmetically or dermatologically acceptable medium or base. In addition, the composition of the present invention may be provided in any form suitable for topical application, for example, as a solution, an emulsion obtained by dispersing an oil phase in water phase, an emulsion obtained by dispersing water phase in water phase, a suspension, a solid, a gel, Pastes, foams, or aerosol compositions. Compositions of such formulations may be prepared according to conventional methods in the art.

특히, 본 발명의 조성물은 모발 또는 두피용 조성물로서 제형이 특별히 한정되는 것은 아니지만, 예를 들어 헤어토닉, 모발 영양화장수, 스칼프트리트먼트, 헤어트리트먼트, 헤어샴푸, 헤어린스, 헤어로션 또는 두피 모발 겸용 트리트먼트 등으로 제형화될 수 있다.In particular, the composition of the present invention is not particularly limited as a composition for a hair or scalp. For example, a hair tonic, a hair nutrition lotion, a scalp treatment, a hair treatment, a hair shampoo, a hair conditioner, Combination treatments, and the like.

또한, 본 발명에 따른 조성물은 상기한 물질 이외에 주 효과를 손상시키지 않는 범위 내에서, 바람직하게는 주 효과에 상승 효과를 줄 수 있는 다른 성분들을 포함할 수 있다. 또한 본 발명에 따른 조성물은 보습제, 에몰리언트제, 자외선 흡수제, 방부제, 살균제, 산화 방지제, pH 조정제, 유기 및 무기 안료, 향료, 냉감제 또는 제한제를 더 포함할 수 있다. 상기 성분의 배합량은 본 발명의 목적 및 효과를 손상시키지 않는 범위 내에서 당업자가 용이하게 선정 가능하며, 그 배합량은 조성물 총 중량에 대하여 0.01~5중량%, 구체적으로 0.01~3중량%일 수 있다.In addition, the composition according to the present invention may contain, in addition to the above-mentioned substances, other ingredients which can give a synergistic effect to the main effect, to the extent that the main effect is not impaired. The composition according to the present invention may further comprise a humectant, an emollient, an ultraviolet absorber, an antiseptic, a bactericide, an antioxidant, a pH adjuster, an organic or inorganic pigment, a perfume, a cold agent or a limiting agent. The compounding amount of the above components can be easily selected by a person skilled in the art within the range not impairing the object and effect of the present invention, and the amount thereof may be from 0.01 to 5% by weight, specifically from 0.01 to 3% by weight based on the total weight of the composition .

또한, 본 발명의 조성물은 약학 조성물로서 제형화될 수 있다. 본 발명에 따른 조성물을 의약품에 적용할 경우에는, 본 발명에서 사용되는 유효성분에 상용되는 무기 또는 유기의 담체를 가하여 고체, 반고체 또는 액상의 형태로 경구 투여제 혹은 비경구 투여제로 제형화할 수 있으며, 본 발명에 따른 상기 약학 조성물은 경구, 비경구, 직장, 국소, 경피, 정맥 내, 근육 내, 복강 내, 피하 등으로 투여될 수 있다. In addition, the composition of the present invention can be formulated as a pharmaceutical composition. When the composition according to the present invention is applied to medicines, it may be formulated into oral, parenteral or parenteral dosage forms in solid, semi-solid or liquid form by adding an inorganic or organic carrier compatible with the active ingredient used in the present invention , The pharmaceutical composition according to the present invention may be administered orally, parenterally, rectally, topically, transdermally, intravenously, intramuscularly, intraperitoneally, subcutaneously, and the like.

상기 경구 투여를 위한 제형으로서는 정제, 환제, 과립제, 캡슐제, 산제, 세립제, 분제, 유탁제, 시럽제, 펠렛제 등을 들 수 있다. 또한, 상기 비경구 투여를 위한 제형으로는 주사제, 점적제, 연고, 로션, 스프레이, 현탁제, 유제, 좌제 등을 들 수 있다. 본 발명에 따른 조성물은 상법에 따라 실시함으로써, 유효성분을 용이하게 제형화할 수 있으며, 이 때 계면활성제, 부형제, 착색료, 향신료, 보존료, 안정제, 완충제, 현탁제, 기타 상용하는 보조제를 적당히 사용할 수 있다.Examples of the formulations for oral administration include tablets, pills, granules, capsules, powders, fine granules, powders, emulsions, syrups and pellets. In addition, the formulations for parenteral administration include injections, drops, ointments, lotions, sprays, suspensions, emulsions, suppositories, and the like. The composition according to the present invention can be easily formulated into an active ingredient by carrying out the composition according to a conventional method. In this case, a surfactant, excipient, coloring agent, spice, preservative, stabilizer, buffer, suspending agent, have.

본 발명의 약학 조성물의 유효 성분의 투여 용량은 투여받을 대상의 연령, 성별, 체중, 병리 상태 및 그 심각도, 투여 경로 또는 처방자의 판단에 따라 달라질 것이다. 이러한 인자에 기초한 적당한 용량의 결정은 당업자의 수준 내에 있으며, 이의 1일 투여 용량은 예를 들어 0.1mg/kg/일 내지 100mg/kg/일, 보다 구체적으로는 5mg/kg/일 내지 50mg/kg/일이 될 수 있으나, 이에 제한되는 것은 아니다.
The dosage of the active ingredient of the pharmaceutical composition of the present invention will vary depending on the age, sex, body weight, pathological condition and severity of the subject to be treated, route of administration, or judgment of the prescriber. Determination of the appropriate dose based on these factors is well within the level of ordinary skill in the art and its daily dose is, for example, from 0.1 mg / kg / day to 100 mg / kg / day, more specifically from 5 mg / kg / day to 50 mg / / Day, but is not limited thereto.

이하, 실시예를 통하여 본 발명을 더욱 상세히 설명하고자 한다. 이들 실시예는 오로지 본 발명을 예시하기 위한 것으로, 본 발명의 범위가 이들 실시예에 의해 제한되는 것으로 해석되지 않는 것은 당업계에서 통상의 지식을 가진 자에게 있어서 자명할 것이다.
Hereinafter, the present invention will be described in more detail with reference to Examples. It is to be understood by those skilled in the art that these embodiments are only for illustrating the present invention and that the scope of the present invention is not construed as being limited by these embodiments.

[[ 참고예Reference example 1] One]

본 발명의 조성물의 효능을 실험하기 위한 유효성분으로서, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol은 선행기술(Cha B-J et al., Glycosyl glycerides from hydrophobic Panax ginseng inhibited NO production in LPS-stimulated RAW264.7 cells, Journal of Ginseng Research (2014), doi:10.1016/j.jgr.2014.10.005)에 공지된 방법으로 인삼 추출물로부터 분리하여 사용하였다.
(2S) -1-O-linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol as an active ingredient for testing the efficacy of the composition of the present invention, al., Glycosyl glycerides from hydrophobic Panax ginseng inhibited NO production in LPS-stimulated RAW264.7 cells, Journal of Ginseng Research (2014), doi: 10.1016 / j.jgr.2014.10.005).

[[ 참고예Reference example 2]  2] 제형예Formulation Example 1 및  1 and 비교제형예Comparative Formulation Example 1의 제조 1

하기 표 1의 조성으로 샴푸를 제조하였다. 구체적으로, 계면활성제와 에틸렌글리콜디스테아레이트를 정제수에 첨가하여 80℃가 될 때까지 가열하여 균일하게 용해시킨 후, 교반하에 40℃까지 서서히 냉각시키고, 상기 혼합물에 본 발명에 따른 유효성분과 방부제, 점도조절제, 향료, 모발 컨디셔닝제를 투입하여 혼합한 후, 교반하에 실온까지 냉각시켜 제조하였다. A shampoo was prepared with the composition shown in Table 1 below. Specifically, the surfactant and ethylene glycol distearate were added to purified water, heated to 80 DEG C to dissolve uniformly, and then gradually cooled to 40 DEG C with stirring. To the mixture were added the active ingredient according to the present invention and a preservative, A viscosity adjusting agent, a perfume, and a hair conditioning agent were mixed and stirred, followed by cooling to room temperature.

성분ingredient 제형예 1Formulation Example 1 비교제형예 1Comparative Formulation Example 1 라우릴황산암모늄Ammonium lauryl sulfate 1010 1010 폴리옥시에틸렌라우릴황산암모늄Polyoxyethylene lauryl ammonium sulfate 55 55 코코아미도프로필베타인Cocoamidopropyl betaine 22 22 에틸렌글리콜디스테아레이트Ethylene glycol distearate 1.51.5 1.51.5 코코일 모노에탄올아미드Cocoyl monoethanolamide 0.80.8 0.80.8 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 5.05.0 -- 폴리쿼터늄-10Polyquaternium-10 0.20.2 0.20.2 청색1호Blue No. 1 0.00020.0002 0.00020.0002 황색4호Yellow No. 4 0.00010.0001 0.00010.0001 메틸파라벤Methyl paraben 0.10.1 0.10.1 향료Spices 0.80.8 0.80.8 구연산Citric acid 0.10.1 0.10.1 디메치콘Dimethicone 1.01.0 1.01.0 water to 100to 100 to 100to 100

[[ 시험예Test Example 1] 비듬감소 효과 시험 1] Dandruff reduction test

비듬이 비교적 많은 19~35세의 남성 24명을 선정하여 12명씩 2개 그룹으로 나누고 각 그룹에 대하여 제형예 1, 및 비교제형예 1의 샴푸를 1개월간 다음과 같은 방식으로 사용하게 한 후 비듬 감소율을 측정하였다.Twenty-four men aged 19 to 35 years with a relatively large number of dandruff were selected and divided into two groups of twelve persons. The shampoos of Formulation Example 1 and Comparative Formulation Example 1 were used for one month in the following manner for each group, Reduction rate was measured.

시험 개시전에 보통 통상의 샴푸로 세발하고, 세발 후 2일간 누적된 비듬을 채집하여 채집된 비듬의 중량과 각각의 샴푸로 2일에 한번씩 세발하여 시험종료 후 2일간 누적된 비듬의 중량을 비교 평가하였다. 이때 누적된 비듬은 진공 흡입 장치로써 두피로부터 직접 채집하여, 하기 수학식 1에 의거하여 비듬 감소율을 구하고 그 결과를 하기 표 2에 나타내었다. Before the start of the test, the dandruff was sampled with normal shampoo, and the dandruff accumulated for 2 days after shaking was collected. The dandruff weight was sampled every two days with each shampoo. Respectively. The accumulated dandruff was collected directly from the scalp using a vacuum suction device, and the dandruff reduction rate was calculated according to the following equation (1). The results are shown in Table 2 below.

Figure pat00002
Figure pat00002

비듬감소율(%)Dandruff reduction rate (%) 제형예 1Formulation Example 1 37.3437.34 비교제형예 1Comparative Formulation Example 1 3.43.4

상기 표 2에서 알 수 있는 바와 같이, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 함유하는 제형예 1을 사용한 경우에는 현저하게 우수한 비듬방지 효과를 나타냄을 알 수 있다.
If you used as can be seen in Table 2, (2S) -1-O -linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl- Formulation Example 1 containing sn -glycerol is significantly And the dandruff prevention effect is excellent.

[[ 시험예Test Example 2] 두피 가려움증 방지 효과 시험 2] Scalp itching prevention effect test

비교적 두피 가려움을 심하게 느끼는 25~45세의 남녀 24명을 선정하여 12명씩 2개 그룹으로 나누고 각 그룹에 대하여 제형예 1, 및 비교제형예 1의 샴푸를 3일에 1회씩 2주간 사용하게 한 후 두피 가려움 방지 효과를 하기 평가기준을 통하여 평가하고 그 결과를 하기 표 3에 나타내었다.Twenty-four male and female twenty-four to twenty-five-year-olds who felt severe itchiness of the scalp were selected and divided into two groups of twelve, and the shampoo of Formulation Example 1 and Comparative Formulation Example 1 was used for each group once every three days for two weeks The posterior scalp itching prevention effect was evaluated through the following evaluation criteria, and the results are shown in Table 3 below.

[평가 기준][Evaluation standard]

매우 우수하다 - 5점Very good - 5 points

우수하다 - 4점Excellent - 4 points

보통이다 - 3점Usually - 3 points

불량하다 - 2점Poor - 2 points

매우 불량하다 - 1점
Very bad - 1 point

구분division 두피의 가려움증 방지 효과Prevention of itching of scalp 제형예 1Formulation Example 1 3.23.2 비교제형예 1Comparative Formulation Example 1 2.32.3

상기한 표 3에서 알 수 있는 바와 같이, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 함유하지 않는 비교제형예 1을 사용한 경우에는 두피 가려움증 방지 효과가 좋지 않았으며, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 함유한 제형예 1의 경우에는 우수한 두피 가려움증 방지 효과를 나타냄을 알 수 있다.
With like, (2S) -1-O- linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl- Comparative Formulation Example 1 which does not contain the sn -glycerol can be seen in the above Table 3 In case of Formulation Example 1 containing (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol, the effect of preventing scalp itching was poor It can be seen that it exhibits an effect of preventing scalp itching.

[[ 시험예Test Example 3] 모낭  3] hair follicles 모유두Dairy cattle 세포 증식 효과 Cell proliferation effect

모발을 구성하는 케라틴 단백질은 모근부 케라틴형성세포 (keratinocyte)에서 생성되며, 이 케라틴형성세포는 모유두 세포로부터 분화된다. 본 조성물의 모유두 세포를 활성을 평가하기 위하여 본 발명에서는 DP6(rat immortalized dermal papilla cell) 세포주를 사용하였다(Wendy Filsell, Journal of Cell Science 107, 1761-1772 (1994)). 본 모유두 세포주는 수컷 PVG 래트 수염의 모근에서 현미해부(microdissection) 방법으로 분리하여 배양한 세포주이며, 10% FBS(Fetal bovine serum)가 함유된 DMEM(Dulbecco's modified Eagle's medium, Gibco BRL, Gaithersburg, MD, USA)에서 5% CO2, 37℃가 유지되는 인큐베이터에서 24시간 동안 배양하였다. DP6을 96 웰 플레이트에 넣고 24시간 동안 37℃ 인큐베이터에서 배양한 후 상기 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 각각 5ppm, 10ppm및 20ppm의 농도로 처리하였다. 약물 처리 24시간 경과 후에 WST-1 키트(Roche)를 사용하여 세포 증식능을 측정하였다. 결과는 하기 표 4에 나타내었다.The keratin proteins that make up the hair are produced in hair follicle keratinocytes, which are differentiated from the dermal papilla cells. In order to evaluate the activity of the dermal papilla cells of the present composition, DP6 (rat immortalized dermal papilla cell) cell line was used in the present invention (Wendy Filsell, Journal of Cell Science 107, 1761-1772 (1994)). This dermal papilla cell line is a cell line isolated by microdissection method in the hair roots of male PVG rat beard and is a cell line which is cultured in DMEM (Dulbecco's modified Eagle's medium, Gibco BRL, Gaithersburg, MD, USA) containing 10% FBS (Fetal bovine serum) USA) for 24 hours in an incubator maintained at 37 ° C in 5% CO 2 . After putting DP6 to 96 well plates were incubated at 37 ℃ incubator for 24 hours, the (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol respectively 5ppm , 10 ppm and 20 ppm, respectively. After 24 hours of drug treatment, cell proliferation was measured using WST-1 kit (Roche). The results are shown in Table 4 below.

구분division 세포 증식능(%)Cell proliferation (%) 무처리 대조군( Control ) Untreated Control ( Control ) 100100 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol (5 ppm ) (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol (5 ppm ) 110.4110.4 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol (10 ppm ) (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O - β-D-galactopyranosyl- sn -glycerol (10 ppm) 114.0114.0 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol (20 ppm ) (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol (20 ppm ) 129.8129.8

상기 표 4에서 알 수 있는 바와 같이 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 처리한 경우 모유두 세포의 증식이 증가하며, 이는 농도 의존적으로 유의차있게 증가하는 것을 확인할 수 있다.
When treated with (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol As can be seen in Table 4 increase the proliferation of dermal papilla cells, and, It can be confirmed that this is significantly increased depending on the concentration.

[[ 시험예Test Example 4] 칼륨 이온 채널 활성 증가 효과 평가 4] Assessment of Potassium Ion Channel Activity Increase Effect

본 발명에서 사용되는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol의 칼륨 이온 채널 활성 증가 효과를 알아보기 위하여 두피의 진피를 구성하는 섬유아 세포에서 KATP 채널을 막는 톨부타미드(SIGMA AlDRICH, T0891)를 처리하여 세포증식을 억제하고, 다시 칼륨 이온 채널을 열어 세포증식이 회복되는 시험법을 사용하였다. To investigate the effect of (2S) -1-O-linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol on potassium ion channel activity used in the present invention, (SIGMA AlDRICH, T0891), which inhibits K ATP channel, in fibroblasts to inhibit cell proliferation and restore cell proliferation by opening potassium ion channels again.

본 조성물의 KATP 채널 오프너로서의 기능을 평가하기 위해서 본 발명에서는 섬유아세포주인 NIH3T3(Mouse embryonic fibroblast cell line) 세포주를 사용하였다. 본 세포주는 NIH 스위스 마우스 배아(Swiss mouse embryo)에서 분리한 섬유아 세포주를 3T3 프로토콜로 자연 불멸화시킨 세포주이다. 상기 세포주는 10% 소혈청(FBS)이 함유된 DMEM(Dulbecco's modified Eagle's medium; Gibco BRL, Gaithersburg, MD, USA)에서 5% CO2, 37℃가 유지되는 인큐베이터에서 24시간 동안 배양하였다. NIH3T3를 96-웰 플레이트에 24시간 동안 37℃ 인큐베이터에서 배양한 후 2.5mM 톨부타미드를 처리하고, 10분 뒤에 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 2.5 ppm, 5 ppm 및 10 ppm의 농도로 처리하였다. 또한 비교를 위하여 양성 대조군으로는 잠재적인 미토콘드리아 칼륨 이온 채널 오프너(KATP channel opener)로 알려져 있고 안드로겐성 탈모의 치료에 사용되는 대표적인 약물인 미녹시딜을 사용하였으며, 10μM의 농도로 처리하였다. 시료를 처리하고 48시간 경과 후에 WST-1 키트(Roche)를 사용하여 세포 생존율을 측정하였다. 결과는 하기 표 5에 나타내었다. To evaluate the function of this composition as a K ATP channel opener, the fibroblast cell line NIH3T3 (mouse embryonic fibroblast cell line) was used in the present invention. This cell line is a cell line obtained by natural immortalization of fibroblasts isolated from NIH Swiss mouse embryo by the 3T3 protocol. The cell line was cultured in DMEM (Dulbecco's modified Eagle's medium; Gibco BRL, Gaithersburg, MD, USA) containing 10% bovine serum (FBS) for 24 hours in an incubator maintained at 37 ° C in 5% CO 2 . NIH3T3 was cultured in a 96-well plate for 24 hours in a 37 DEG C incubator, treated with 2.5 mM tolbutamide, and incubated with (2S) -1-O-linolenoyl-2-O-linolenoyl- -D-galactopyranosyl- sn -glycerol was treated at concentrations of 2.5 ppm, 5 ppm and 10 ppm. For comparison, minoxidil, which is known as a potential mitochondrial potassium ion channel opener (K ATP channel opener) and used for the treatment of androgenetic alopecia, was used as a positive control and treated at a concentration of 10 μM. After 48 hours from the treatment of the samples, the cell survival rate was measured using a WST-1 kit (Roche). The results are shown in Table 5 below.

구분division 세포 증식능(%)Cell proliferation (%) 무처리 대조군(Control)Untreated Control (Control) 100100 미녹시딜 Minoxidil 132132 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol (2.5 ppm ) (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol (2.5 ppm ) 108.3108.3 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol (5 ppm ) (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol (5 ppm ) 112.2112.2 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol (10 ppm ) (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol (10 ppm ) 120.3120.3

상기 표 5에서 알 수 있는 바와 같이 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 처리한 경우 섬유아 세포의 증식이 회복되며, 세포 증식능이 처리한 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol의 농도 의존적으로 증가함을 알 수 있었다.
As it can be seen from Table 5 (2S) -1-O- linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol a proliferation of fibroblasts and the recovery treatment if the 2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol treated with the cell proliferative capacity of the cells.

[[ 참고예Reference example 3]  3] 제형예Formulation Example 2 및  2 and 비교제형예Comparative Formulation Example 2의 제조 Preparation of 2

하기 표 6의 조성에 따라 통상적인 방법으로 크림기재의 조성물을 제조하였다(단위: 중량%).A cream-based composition was prepared in a conventional manner according to the composition of Table 6 below (unit: wt%).

배합성분Compounding ingredient 제형예 2Formulation Example 2 비교제형예 2Comparative Formulation Example 2 LabrafacLabrafac 2323 2323 Tween 80Tween 80 10.510.5 10.510.5 글리세롤 모노스테아레이트Glycerol monostearate 4.04.0 4.04.0 스테아르산Stearic acid 7.07.0 7.07.0 세틸 알코올Cetyl alcohol 2.02.0 2.02.0 프로필렌 글리콜Propylene glycol 9.09.0 9.09.0 글리세롤 모노올리에이트Glycerol monooleate 3.53.5 3.53.5 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 1One -- water 4040 4141

[[ 시험예Test Example 5] (2S)-1-O- 5] (2S) -1-O- linolenoyllinolenoyl -2-O--2-O- linolenoyllinolenoyl -3-O-β-D-galactopyranosyl--3-O- [beta] -D-galactopyranosyl- snsec -glycerol의 양모 효과wool effect of -glycerol

ICR 마우스의 등의 털을 제모기로 제모한 후, 제모크림(비트크림)을 사용하여 털을 완전히 제거하였다. 등의 털을 제모한 마우스에 디니트로클로로벤젠(dinitrochlorobenzene, DNCB)을 처치하여 피부염증을 유발함으로써 피부내 스트레스 조건을 설정하여 털의 생장을 최대로 저하시키고, 본 발명 조성물의 모발 재생 효능을 평가하기 위하여, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 포함하는 상기 제형예 2 및 비교제형예 2의 크림을 처치하며, 처치일수에 따른 발모된 털의 길이를 측정하여 대조군과 비교하였다. 결과는 하기 표 7에 나타내었다.The hair of the back of the ICR mouse was depilated by a depilator, and hair was completely removed by using a depilatory cream (bit cream). (DNCB) was administered to a mouse deprived of hair and the like to induce skin irritation to set skin stress conditions to maximize hair growth and to evaluate the hair regeneration efficacy of the composition of the present invention , and scoring (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O-β-D-galactopyranosyl- the formulation example 2 and Comparative example 2 formulation of cream containing sn -glycerol to, The length of hair growth was measured and compared with the control group. The results are shown in Table 7 below.

처치일수(일)Days to be treated (days) 털 길이(cm)Fur Length (cm) 제형예 2 처치Formulation Example 2 Treatment 비교제형예 2 처치Comparative Formulation Example 2 Treatment 00 0.070.07 0.10.1 66 0.120.12 0.10.1 99 0.370.37 0.10.1 1212 0.700.70 0.10.1

상기 표 7을 보면, 제형예 2의 크림기재를 처치한 군의 털의 길이는 비교제형예 2의 크림기재를 처치한 군에 비하여 통계적으로 유의한 차이(p<0.01)를 보였고, 처치 일수에 따라 길이가 증가하여 제12일째 되는 날의 경우 약 0.66cm 정도가 되어 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 함유하지 않은 비교제형예 2의 크림기재를 처치한 군에 비하여 제형예 2의 크림기재를 처치한 군의 털의 길이가 더 길게 되었음을 확인할 수 있다.As shown in Table 7, the hair length of the group treated with the cream base of Formulation Example 2 showed a statistically significant difference (p < 0.01) compared with the group treated with the cream base of Comparative Formulation Example 2, (2S) -1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol on the 12th day It can be confirmed that the length of hair of the group treated with the cream base material of Formulation Example 2 is longer than that of the group treated with the cream base material of Comparative Example 2 which is not Comparative Example 2. [

이는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol이 피부 스트레스 하에 형성된 모발 재생억제 조건하에서도 모발 재생을 촉진한 것으로 판단되며, 이를 통해 스트레스 하에서 탈모된 모발에 대한 재생 기능이 있음을 알 수 있다.
This suggests that (2S) -1-O-linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol promoted hair regeneration even under conditions of restoration of hair formed under skin stress, This shows that there is a regenerating function for hair that has been lost under stress.

[[ 참고예Reference example 4]  4] 제형예Formulation Example 3 및  3 and 비교제형예Comparative Formulation Example 3의 제조 3 Preparation of

하기 표 8의 조성에 따라 두피 에센스를 제조하였다. 보다 구체적으로는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol, 폴리옥시에틸렌 수소화된 피마자유(Polyoxyethylene Hydrogenated Castor Oils)/ POE(60) (Emalex HC-60, Nihon Emulsion Co.,Ltd.), 살리실릭산 0.2%, 에탄올 10%, 증류수, 암모늄아크릴로일디메칠타우레이트/브이피코폴리머(제조사: Aristoflex) 및 페녹시에탄올(Phenoxyethanol, PE)을 사용하여 조성물을 제조하였다.The scalp essences were prepared according to the composition shown in Table 8 below. More specifically, the (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol, polyoxyethylene hydrogenated castor oil (Polyoxyethylene Hydrogenated Castor Oils) / POE ( (Emalex HC-60, Nihon Emulsion Co., Ltd.), salicylic acid 0.2%, ethanol 10%, distilled water, ammonium acryloyldimethyltaurate / Vpicopolymer (manufactured by Aristoflex) and phenoxyethanol Phenoxyethanol, PE).

(단위: 중량%)(Unit: wt%) 성분ingredient 제형예 3Formulation Example 3 비교제형예 3Comparative Formulation Example 3 폴리옥시에틸렌 수소화된 피마자유/ POE(60)Polyoxyethylene hydrogenated castor oil / POE (60) 0.50.5 0.50.5 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 0.20.2 -- 살리실릭산Salicylic acid 0.20.2 0.20.2 에탄올ethanol 1010 1010 증류수Distilled water 88.388.3 88.588.5 암모늄아크릴로일디메칠타우레이트/브이피코폴리머Ammonium acryloyldimethyltaurate / Vpicopolymer 0.50.5 0.50.5 페녹시에탄올Phenoxyethanol 0.30.3 0.30.3

[[ 시험예Test Example 6] 피부 자극 시험 6] Skin irritation test

본 발명에 따른 조성물의 사용시 피부 자극 여부를 확인하기 위하여 비교적 두피 가려움을 심하게 느끼는 25~45세의 남녀 24명을 선정하여 12명씩 2개 그룹으로 나누고 각 그룹에 대하여 제형예 3, 비교제형예 3의 두피 에센스를 사용하도록 하였다. 구체적으로는, 등피부를 씻은 후에 물기를 닦아내고, 항온항습실(온도 24±4℃, 상대습도 40~45%)에서 15분간 대기하도록 하였다. 효능 물질을 0.2% 함유한 두피 에센스를 각각 흐르지 않을 정도의 동량을 탈지면에 충분히 도포하여 등 피부의 위치 중 정해서 부착하였다. 시험물질을 부착하고 24시간과 48시간 경과 후 피험자가 자극의 정도를 0점에서 4점(0= 자극 없음, 1= 아주 약함, 2 = 약함, 3 = 중간, 4 = 심함)까지로 표시하였으며(총 2회 측정), 따가움, 화끈거림 등 자극감에 대하여 평가하였다. In order to confirm whether or not skin irritation occurred when using the composition according to the present invention, 24 male and female 25- to 45-year-old male subjects who were relatively scarred with scalp itching were selected and divided into two groups of 12 persons. For each group, Formulation Example 3, Comparative Formulation Example 3 Of the scalp essence was used. Concretely, after washing the cheek piece, the water was wiped off and the sample was allowed to stand in a constant temperature and humidity room (temperature 24 ± 4 ° C., relative humidity 40 to 45%) for 15 minutes. The same amount of the scalp essence containing 0.2% of the efficacious substance was applied to the skin surface to the extent that did not allow the skin essence to flow therethrough. After 24 hours and 48 hours after the test substance was attached, the subject marked the degree of stimulation from 0 to 4 points (0 = no stimulation, 1 = very weak, 2 = weak, 3 = moderate, 4 = severe) (2 measurements in total), stinging, and burning sensation.

각 시간대별로 상기 등급에 따른 자극을 호소한 피험자의 숫자를 하기 표 9에 나타내었다. 또한, 피부 자극 여부를 평균 수치(Mean score)로 도출하기 위해 평균값을 계산하고, 결과를 하기 표 9에 나타내었다.The number of subjects who complained of the above-mentioned stimulus for each time slot is shown in Table 9 below. In addition, the average value was calculated to derive the skin irritation as a mean score, and the results are shown in Table 9 below.

시험물질명Test material name 시험 농도Test concentration 24hr24hr 48hr48hr 반응인원Responses 판정Judgment 1One 22 33 44 1One 22 33 44 (n=10)(n = 10) 제형예 3Formulation Example 3 0.20%0.20% 1One 00 00 00 00 00 00 00 1One 자극없음No stimulation 비교제형예 3Comparative Formulation Example 3 0.20%0.20% 1One 00 00 00 00 00 00 00 1One 자극없음No stimulation

상기 표 9의 결과에서, 제형예 3의 조성물은 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 포함하지 않는 비교제형예 3과 동일하게 피부 자극이 없음을 확인할 수 있었다. 따라서, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 사용하는 본 발명에 따른 조성물은 인체에 안전하고 피부에 자극이 없으며, 장기간 사용하여도 부작용이 없음을 알 수 있다.
From the results of Table 9, the composition of Formulation Example 3 (2S) -1-O-linolenoyl -2-O-linolenoyl-3-O-β-D-galactopyranosyl- Comparative Formulation Example 3 that does not include the sn -glycerol It was confirmed that there was no skin irritation. Therefore, the composition according to the present invention using (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol is safe for human body, It can be seen that there is no side effect even if it is used for a long time.

[[ 참고예Reference example 5]  5] 제형예Formulation Example 4 및  4 and 비교제형예Comparative Formulation Example 4의 제조 4

하기 표 10의 조성에 따라 두피 및 모발 겸용 트리트먼트 조성물을 제조하였다. 유상과 수상을 배합기에 따로 준비한 후, 유상을 수상에 서서히 첨가하고 호모믹서를 이용하여 3,000rpm으로 10분간 유화시킨 후 실온까지 냉각시켜 제형예 4 및 비교제형예 4의 두피 및 모발 겸용 트리트먼트를 제조하였다.A scalp and hair combination treatment composition was prepared according to the composition of Table 10 below. The oil phase and water phase were separately prepared in a blender, the oil phase was slowly added to the water phase, emulsified at 3,000 rpm for 10 minutes using a homomixer, and then cooled to room temperature to prepare the scalp and hair combing treatments of Formulation Example 4 and Comparative Formulation Example 4 .

성분 (중량%)Component (% by weight) 제형예 4Formulation Example 4 비교제형예 4Comparative Formulation Example 4 정제수Purified water 잔액
(to 100)
balance
(to 100)
잔액
(to 100)
balance
(to 100)
(2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 0.50.5 -- 세틸트리메칠암모늄클로라이드Cetyltrimethylammonium chloride 1.01.0 1.01.0 세틸알코올Cetyl alcohol 3.03.0 3.03.0 스테아릴알코올Stearyl alcohol 3.03.0 3.03.0 방부제, 색소 및 향료Preservatives, coloring and flavoring 적량Suitable amount 적량Suitable amount

[[ 시험예Test Example 7] 관능시험 7] Sensory test

상기 제형예 4 및 비교제형예 4의 두피 및 모발 겸용 트리트먼트 조성물에 대하여 다음과 같은 방법으로 관능테스트를 진행하였다. 전문평가요원 24명을 12명씩 2개 그룹으로 나누고 각 그룹에 대하여 상기 제형예 4 및 비교제형예 4의 두피 및 모발 겸용 트리트먼트를 사용하게 한 후 하기의 표 11에 나타난 평가 항목에 대하여 비교 테스트를 하도록 하였으며, 가장 낮은 점수를 1로 하고 가장 높은 점수를 5로 하여 테스트를 진행하였다. 테스트 결과는 하기 표 11에 나타내었다.
Sensory tests were carried out on the scalp and hair-combined treatment compositions of Formulation Example 4 and Comparative Formulation Example 4 by the following method. Twenty-four professional evaluation personnel were divided into two groups, and each group was allowed to use the scalp and hair-combing treatments of Formulation Example 4 and Comparative Formulation Example 4. The evaluation items shown in the following Table 11 were compared , And the test was conducted with the lowest score as 1 and the highest score as 5. The test results are shown in Table 11 below.

항목Item 두피 가려움Scalp itching 두피 자극감Scalp stimulus 모발 부드러움/매끄러움Hair softness / smoothness 제형예 4Formulation Example 4 2.62.6 2.52.5 1.41.4 비교제형예 4Comparative Formulation Example 4 3.33.3 3.13.1 2.12.1

상기 표 11를 보면, (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 포함하는 제형예 4는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 포함하지 않는 비교제형예 4를 사용한 경우와 비교하여 두피의 가려움이 감소되고 자극감도 완화되었으며, 또한 모발 상태도 보다 좋아짐을 알 수 있다.
In the above Table 11, (2S) -1-O -linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl- sn -glycerol Formulation Example 4 containing the (2S) -1-O- Compared to the case of Comparative Example 4 which did not contain linolenoyl-2-O-linolenoyl-3-O- beta -D-galactopyranosyl- sn -glycerol, the itching of the scalp was reduced and the irritation was reduced, It can be seen that it is better.

[[ 제제예Formulation example 1]  One] 헤어hair 토닉tonic

하기 표 12에 기재된 조성에 따라 통상적인 방법으로 헤어 토닉을 제조하였다.Hair tonics were prepared in a conventional manner according to the composition shown in Table 12 below.

성분ingredient 중량비(%)Weight ratio (%) 에탄올ethanol 5050 멘톨menthol 0.020.02 글리세린glycerin 33 살리실산Salicylic acid 0.050.05 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 1.01.0 향료 및 색소Spices and Pigments 적당량Proper amount 정제수Purified water 잔액 (to 100)Balance (to 100)

[[ 제제예Formulation example 2]  2] 헤어hair 로션 Lotion

하기 표 13에 기재된 조성에 따라 통상적인 방법으로 헤어 로션을 제조하였다.Hair lotions were prepared in a conventional manner according to the composition shown in Table 13 below.

성분ingredient 중량비(%)Weight ratio (%) 세토스테아릴알코올Cetostearyl alcohol 2.02.0 EDTA 2NaEDTA 2Na 0.20.2 히드록시에틸셀룰로오즈Hydroxyethyl cellulose 0.50.5 미네랄오일Mineral oil 5.05.0 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 1.01.0 방부제antiseptic 적당량Proper amount 향료 및 색소Spices and Pigments 적당량Proper amount 정제수Purified water 잔액 (to 100)Balance (to 100)

[[ 제제예Formulation example 3] 모발 영양화장수 3] Hair Nourishing Lotion

하기 표 14에 기재된 조성에 따라 통상적인 방법으로 모발 영양화장수를 제조하였다.Hair nutritional lotion was prepared by a conventional method according to the composition shown in Table 14 below.

성분ingredient 중량비(%)Weight ratio (%) 밀납Wax 4.04.0 폴리솔베이트 60Polysorbate 60 1.51.5 솔비탄세스퀴올레이트Sorbitan sesquioleate 0.70.7 미네랄 오일Mineral oil 10.010.0 글리세린glycerin 3.03.0 부틸렌글리콜Butylene glycol 3.03.0 프로필렌글리콜Propylene glycol 3.03.0 카르복시비닐폴리머Carboxyvinyl polymer 0.10.1 트리에탄올아민Triethanolamine 0.20.2 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 1.01.0 방부제antiseptic 적당량Proper amount 향료 및 색소Spices and Pigments 적당량Proper amount 정제수Purified water 잔액 (to 100)Balance (to 100)

[[ 제제예Formulation example 4]  4] 헤어샴푸Hair shampoo

하기 표 15에 기재된 조성에 따라 통상적인 방법으로 헤어샴푸를 제조하였다.Hair shampoos were prepared in a conventional manner according to the composition shown in Table 15 below.

성분ingredient 중량%weight% 정제수Purified water 잔액 (To 100)Balance (To 100) (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 1.01.0 소디윰라우릴설파이트Sodillauryl sulphite 36.036.0 코카미도프로필베타인Cocamidopropyl betaine 8.08.0 팔미티딘말레이트Palmitidine dimalate 2.02.0 글라이콜스테아레이트Glycollosteralate 1.51.5 폴리쿼터니윰 10Polyquaternium 10 0.50.5 사이트릭애씨드Saitric Acid 0.10.1 글리세린glycerin 2.02.0 방부제, 색소 및 향료Preservatives, coloring and flavoring 적량Suitable amount

[[ 제제예Formulation example 5]  5] 헤어hair 린스 Rinse

하기 표 16에 기재된 조성에 따라 통상적인 방법으로 헤어 린스를 제조하였다.Hair rinses were prepared according to the compositions shown in Table 16 below by a conventional method.

성분ingredient 중량%weight% 정제수Purified water 잔액 (To 100)Balance (To 100) (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol(2S) -1-O-linolenoyl-2-O-linolenoyl-3-0- beta -D-galactopyranosyl- sn -glycerol 1.01.0 프로필렌글라이콜Propylene glycol 2.02.0 세틸트리메칠암모늄클로라이드Cetyltrimethylammonium chloride 1.01.0 세틸알코올Cetyl alcohol 3.03.0 스테아릴알코올Stearyl alcohol 3.03.0 미네랄오일Mineral oil 0.50.5 사이트릭애씨드Saitric Acid 0.20.2 폴리디메칠실록산Polydimethylsiloxane 1.01.0 방부제, 색소 및 향료Preservatives, coloring and flavoring 적량Suitable amount

이상으로 본 발명 내용의 특정한 부분을 상세히 기술하였는 바, 당업계의 통상의 지식을 가진 자에게 있어서 이러한 구체적 기술은 단지 바람직한 실시태양일 뿐이며, 이에 의해 본 발명의 범위가 제한되는 것이 아닌 점은 명백할 것이다. 따라서, 본 발명의 실질적인 범위는 첨부된 청구항들과 그것들의 등가물에 의하여 정의된다고 할 것이다.While the present invention has been particularly shown and described with reference to specific embodiments thereof, those skilled in the art will readily appreciate that many modifications are possible in the exemplary embodiments without materially departing from the novel teachings and advantages of this invention. something to do. Accordingly, the actual scope of the present invention will be defined by the appended claims and their equivalents.

Claims (6)

하기 화학식 1로 표시되는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유하는 육모 촉진 또는 탈모 방지용 조성물.
[화학식 1]
Figure pat00003
A composition for promoting hair growth or preventing hair loss comprising (2S) -1-O-linolenoyl-2-O-linolenoyl-3-O-? -D-galactopyranosyl- sn -glycerol represented by the following formula 1 as an active ingredient.
[Chemical Formula 1]
Figure pat00003
제1항에 있어서, 상기 유효성분은 조성물 총 중량에 대하여 0.001~50중량%의 양으로 함유되는 육모 촉진 또는 탈모 방지용 조성물.[2] The composition for promoting hair growth or hair loss according to claim 1, wherein the active ingredient is contained in an amount of 0.001 to 50% by weight based on the total weight of the composition. 제1항 또는 제2항에 있어서, 상기 조성물은 헤어토닉, 모발 영양화장수, 스칼프트리트먼트, 헤어트리트먼트, 헤어샴푸, 헤어린스, 헤어로션 및 두피 모발 겸용 트리트먼트로 이루어진 군에서 선택되는 어느 하나의 제형을 갖는 것을 특징으로 하는 육모 촉진 또는 탈모 방지용 조성물.The composition according to claim 1 or 2, wherein the composition is selected from the group consisting of hair tonic, hair nutritional lotion, scarf treatment, hair treatment, hair shampoo, hair rinse, hair lotion, and scalp hair- Of the composition for preventing hair growth stimulation or hair loss. 하기 화학식 1로 표시되는 (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol을 유효성분으로 함유하는 비듬 방지 또는 두피 가려움증 완화용 조성물.
[화학식 1]
Figure pat00004
A composition for alleviating dandruff or scalp itching comprising (2S) -1-O-linolenoyl-2-O-linolenoyl-3-0-? -D-galactopyranosyl- sn -glycerol as an active ingredient represented by the following formula
[Chemical Formula 1]
Figure pat00004
제4항에 있어서, 상기 유효성분은 조성물 총 중량에 대하여 0.001~50중량%의 양으로 함유되는 비듬 방지 또는 두피 가려움증 완화용 조성물.5. The composition for alleviating dandruff or scalp itching according to claim 4, wherein the active ingredient is contained in an amount of 0.001 to 50% by weight based on the total weight of the composition. 제4항 또는 제5항에 있어서, 상기 조성물은 헤어토닉, 모발 영양화장수, 스칼프트리트먼트, 헤어트리트먼트, 헤어샴푸, 헤어린스, 헤어로션 및 두피 모발 겸용 트리트먼트로 이루어진 군에서 선택되는 어느 하나의 제형을 갖는 것을 특징으로 하는 비듬 방지 또는 두피 가려움증 완화용 조성물.[5] The composition according to claim 4 or 5, wherein the composition is selected from the group consisting of hair tonic, hair nourishing lotion, scarf treatment, hair treatment, hair shampoo, hair rinse, hair lotion and scalp hair- Wherein the composition has a formulation of dandruff or scalp itching.
KR1020140173014A 2014-12-04 2014-12-04 COMPOSITION FOR IMPROVING CONDITION OF HAIR AND SCALP CONTAINING (2S)-1-O-LINOLENOYL-2-O-LINOLENOYL-3-O-β-D-GALACTOPYRANOSYL-SN-GLYCEROL KR20160067513A (en)

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