KR20190081731A - Cosmetic Composition for Blocking Ultraviolet Comprising Floridoside - Google Patents

Cosmetic Composition for Blocking Ultraviolet Comprising Floridoside Download PDF

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KR20190081731A
KR20190081731A KR1020170184474A KR20170184474A KR20190081731A KR 20190081731 A KR20190081731 A KR 20190081731A KR 1020170184474 A KR1020170184474 A KR 1020170184474A KR 20170184474 A KR20170184474 A KR 20170184474A KR 20190081731 A KR20190081731 A KR 20190081731A
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floridoside
cosmetic composition
ultraviolet
present
blocking ultraviolet
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KR1020170184474A
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Korean (ko)
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박은경
우동진
지용현
김혜원
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주식회사 아데나
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Priority to KR1020170184474A priority Critical patent/KR20190081731A/en
Priority to PCT/KR2018/016926 priority patent/WO2019132621A1/en
Publication of KR20190081731A publication Critical patent/KR20190081731A/en

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/602—Glycosides, e.g. rutin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9706—Algae
    • A61K8/9717—Rhodophycota or Rhodophyta [red algae], e.g. Porphyra
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Abstract

The present invention relates to a cosmetic composition for blocking ultraviolet light comprising red algae derived floridoside. Floridoside contained in the composition of the present invention is well soluble in water, stable to heat and light, non-toxic, thereby causing no skin irritation, and shows a feature of absorbing ultraviolet light of 280-400 nm, thereby being excellent in blocking ultraviolet A and B.

Description

플로리도사이드를 포함하는 자외선 차단용 화장료 조성물{Cosmetic Composition for Blocking Ultraviolet Comprising Floridoside}(Cosmetic Composition for Blocking Ultraviolet Comprising Floridoside) < RTI ID = 0.0 >

본 발명은 플로리도사이드를 포함하는 자외선 차단용 화장료 조성물에 관한 것이다. The present invention relates to a cosmetic composition for protecting against ultraviolet rays comprising floridoside.

자외선 차단 소재는 자외선 산란제와 자외선 흡수제로 구분되며 자외선 산란제는 이산화티탄, 산화아연, 마이카, 탈크, 카올린 등의 분말이 사용되고 있으며 이의 산란을 높일 수 있는 나노화 연구 및 PVP 중합체 acrylate 중합체, 실리콘수지, 불소면성 실리콘 수지 등 다양한 피막형성제에 대한 개발이 이루어지고 있다. Ultraviolet ray shielding materials are classified into ultraviolet ray scattering agent and ultraviolet ray absorbing agent. Ultraviolet ray scattering agent is powder of titanium dioxide, zinc oxide, mica, talc, kaolin and the like. Nanowire research that can increase its scattering and PVP polymer acrylate polymer, , And fluorine-faced silicone resin have been developed for various film forming agents.

자외선 흡수제는 자외선을 흡수하여 피부에 자외선이 직접 조사되는 것을 억제하는 것으로 p-aminobenzoic acid 유도체, cinnamic acid 유도체, salysilic acid 유도체 및 벤조페논 유도체가 개발되어 있다. 하지만 종래의 자외선 산란제로 사용되는 이산화티탄 및 산화아연은 분산이 어렵고 피부 백탁현상을 나타내며 함유량이 높아지면 피부에 강한 자극을 나타낸다. 또한, 많이 사용하고 있는 합성 자외선 유기흡수제들은 대부분 분자 내 공역 이중결합을 갖는 화합물로 자외선을 받으면 분자 내 전자의 에너지 준위가 상승하여 여기상태가 되면서 자외선을 흡수하게 되므로 불안정하여 실제 효능이 유지되기 어렵고 흡수분자가 기저상태로 돌아오면서 다양한 형태로 에너지를 발산하여 피부자극 및 발열, 발광 등의 부작용을 나타내고 있어 고 효능의 안전한 천연 자외선 소재개발에 대한 요구도가 높다.Ultraviolet absorbers absorb ultraviolet rays to inhibit direct irradiation of ultraviolet rays to the skin. Thus, p-aminobenzoic acid derivatives, cinnamic acid derivatives, salicylic acid derivatives and benzophenone derivatives have been developed. However, titanium dioxide and zinc oxide, which are conventionally used as ultraviolet scattering agents, are difficult to disperse and exhibit skin whitening and exhibit strong skin irritation when their content is high. In addition, most of the synthetic ultraviolet organic absorbents that are widely used are compounds having intramolecular double bonds. When ultraviolet rays are received, the energy level of electrons in the molecules increases to become an excited state, absorbing ultraviolet rays, As absorbing molecules return to the ground state, they emit energy in various forms and exhibit side effects such as skin irritation, fever, and luminescence. Therefore, there is a high demand for development of highly effective safe natural ultraviolet ray material.

이에 육상식물의 자외선 방어기작인 갈릭산, 카페익산 등 플라보노이드 색소와 페닐알라닌, 트립토판, 퓨린 등 계열의 방향족 화합물 등이 천연유래 자외선 차단제로 연구되고 그 예로 대한민국 공개특허공보 제10-1995-0012443에 자외선 흡수 기능을 가지는 생약 추출물을 함유하는 화장료가 개시된 바 있으며, 해양식물이나 미세조류 유래의 mycosporine like amino acid(MAA)가 자외선에 대한 방어기작이 있다고 알려져 활발하게 연구되고 있다. 그 예로 공개특허공보 제 10-2013-0081410 미세조류 추출물 유래 펩타이드 유도체를 함유하는 자외선 차단용 피부 외용제 조성물이 있다. 하지만, 천연유래 자외선 차단성분 후보군들의 구조와 UV 흡수능에 대한 상관관계 및 강도 등에 대한 연구까지 이루어지지 않아서 산업적 이용으로는 한계가 있는 실정이다.In this study, flavonoid pigments such as gallic acid and caffeic acid, and aromatic compounds such as phenylalanine, tryptophan and purine, which are ultraviolet protective agents of terrestrial plants, have been studied as natural-derived ultraviolet light blocking agents, for example, Korean Patent Laid-Open Publication No. 10-1995-0012443 (MAA) derived from marine plants and microalgae have been actively studied for their defense against ultraviolet rays. The present invention relates to a cosmetic composition containing a herbal extract, As an example thereof, there is a composition for external application for skin for protecting ultraviolet rays containing peptide derivative derived from microalgae extracts of Japanese Patent Application Laid-Open No. 10-2013-0081410. However, there is no research on the structure and UV absorption ability of natural candidates of ultraviolet shielding component candidates, and therefore, there is a limit to industrial use.

이에 인체에 안전하고, 부작용이 없으며 안정하고 사용하기에 용이한 천연 자외선 차단제의 개발이 절실히 요구된다.Therefore, development of a natural sunscreen which is safe to the human body, has no side effects, is stable, and is easy to use, is urgently required.

본 발명자들은 자외선 흡수능이 있으나, 기존 자외선 무기산란차단제의 단점인 백탁현상과 자극, 자외선 유기합성흡수제의 단점인 광독성과 피부자극, 발열, 발광과 같은 부작용이 없는 인체에 안전하고 부작용이 없으며, 제형에서 안정하고 사용하기에 용이한 천연자외선 차단제를 개발하고자 노력하였고, 그 결과 자외선을 흡수 및 이용하는 홍조류를 발굴하고, 홍조류 유래의 254 Da 사이즈의 글리코당인 Floridoside가 자외선 흡수능을 나타내는 것을 규명하고 이를 자외선 차단제로 사용할 수 있음을 확인함으로써 본 발명을 완성하였다. The present inventors have found that the present inventors have found that there are no side effects such as photophobia, skin irritation, heat generation and luminescence, which are disadvantages of conventional ultraviolet inorganic scattering blockers, The present inventors have made efforts to develop a natural sunscreen agent that is stable and easy to use. As a result, it has been discovered that red algae that absorb and utilize ultraviolet rays are excavated and that Floridoside, which is a glycoside sugar of 254 Da size derived from red algae, The present invention has been completed.

따라서, 본 발명의 목적은 플로리도사이드(Floridoside)를 포함하는 자외선 차단용 화장료 조성물을 제공하는 데 있다.Accordingly, it is an object of the present invention to provide a cosmetic composition for ultraviolet ray shielding comprising Floridoside.

본 발명의 다른 목적은 플로리도사이드(Floridoside)를 포함하는 청색광(blue light) 차단용 화장료 조성물을 제공하는 데 있다. Another object of the present invention is to provide a cosmetic composition for blocking blue light comprising Floridoside.

본 발명의 일 양태는 플로리도사이드(Floridoside)를 포함하는 자외선 차단용 화장료 조성물에 관한 것이다. One aspect of the present invention relates to a cosmetic composition for ultraviolet shielding comprising Floridoside.

본 발명은 천연유래의 자외선 차단제를 완성하기 위하여 홍조류 유래의 Floridoside(1,3-Dihydroxy-2-propanyl α-D-galactopyranoside, CAS No. 534-68-9)를 분리, 정제하여 그 구조를 확인하였다. 홍조류로부터 분리, 정제한 Floridoside의 자외선 흡수능을 확인하기 위해 spectrophotometer로 농도별로 측정한 결과, 자외선 319 nm에서 최대 흡수파장을 가지며, 일정 농도를 사용할 경우 280-400 nm까지 자외선 A, B, 전영역에 걸쳐 흡수능력이 있음을 확인하였다. In order to complete a natural sunscreen, the present invention separates and purifies Floridoside (1,3-Dihydroxy-2-propanyl α-D-galactopyranoside, CAS No. 534-68-9) Respectively. In order to confirm ultraviolet absorption ability of Floridoside separated and purified from red algae, it was measured by spectrophotometer at concentrations of ultraviolet ray 319 nm and maximum absorption wavelength 280-400 nm when ultraviolet rays A and B were used at a constant concentration. It was confirmed that there was an absorption ability.

Floridoside는 average mass 254.234 Da, monoisotopic mass 254.100174 Da, 분자식은 C9H18O8이며, 이명은 1,3-Dihydroxy-2-propanyl α-D-galactopyranoside, 2-glyceryl α-D-galactopyranoside, 최대흡수 파장은 319 nm이며, UV B(290~320nm), UV A(320~400) 자외선 전파장을 흡수하는 특징을 가지고 있기에, 천연 유래의 자외선차단제 및 자외선 흡수를 도와주는 조성물로 사용될 수 있다.Fluoridoside has an average mass of 254.234 Da, a monoisotopic mass of 254.100174 Da and a molecular formula of C 9 H 18 O 8 , and tinnitus is 1,3-Dihydroxy-2-propanyl α-D-galactopyranoside, 2-glyceryl α- It has a wavelength of 319 nm and absorbs UV B (290 ~ 320 nm) and UV A (320 ~ 400) ultraviolet light. Therefore, it can be used as a natural sunscreen and a composition for assisting ultraviolet ray absorption.

본 발명의 다른 양태는 플로리도사이드(Floridoside)를 포함하는 청색광(blue light) 차단용 화장료 조성물에 관한 것이다. Another aspect of the invention relates to a cosmetic composition for blocking blue light comprising Floridoside.

상기 조성물에 포함되는 플로리도사이드는 피부 가장 깊은 곳까지 침투되는 blue light를 흡수, 이용하는 특징을 지닌다. The floridosides contained in the composition have the characteristic of absorbing and utilizing blue light penetrating deep into the skin.

본 발명에 따른 Floridoside는 외용제로 사용할 경우 319 nm에서 최대 흡수 파장을 가지는 254 Da의 글리세롤당으로, 물에 쉽게 녹으며 구조적으로 열과 라디칼에 안정한 상태로 280-400 nm의 자외선 A, B를 차단 및 방지하는데 탁월한 효과가 있다Fluoridoside according to the present invention is a glycerol sugar of 254 Da having a maximum absorption wavelength at 319 nm when it is used as a external preparation. It easily dissolves in water and blocks ultraviolet rays A and B of 280-400 nm structurally and thermally and radically stable. There is an excellent effect in preventing

도 1은 2-O-α-D-galactopyranosylglycerol(Floridoside)에 대한 구조식을 나타낸다.
도 2는 본 발명의 일 실시예에 따라 Floridoside의 자외선 흡수능을 측정한 그래프이다.
도 3a는 본 발명의 일 실시예에 따라 홍조류 유래 Floridoside의 구조를 분석한 1H-NMR 결과이다.
도 3b는 본 발명의 일 실시예에 따라 홍조류 유래 Floridoside의 구조를 분석한 13C-NMR 결과이다.
도 4a 및 4b는 본 발명의 일 실시예에 따라 홍조류 유래 Floridoside의 Mass spectrum 결과를 나타낸 그래프이다.Figure 1 shows the structural formula for 2- O- alpha -D-galactopyranosylglycerol (Floridoside).
2 is a graph illustrating the ultraviolet absorption ability of Floridoside according to an embodiment of the present invention.
FIG. 3A shows 1 H-NMR analysis of the structure of Floridoside derived from red algae according to an embodiment of the present invention.
FIG. 3B is a 13 C-NMR spectrum of the structure of Floridoside derived from red algae according to an embodiment of the present invention.
4a and 4b are graphs showing mass spectrum results of Floridoside derived from red algae according to an embodiment of the present invention.

이하, 실시예를 통하여 본 발명을 더욱 상세히 설명하고자 한다. 이들 실시 예는 오로지 본 발명을 보다 구체적으로 설명하기 위한 것으로, 본 발명의 요지에 따라 본 발명의 범위가 이들 실시 예에 의해 제한되지 않는다는 것은 당 업계에서 통상의 지식을 가진 자에 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 describing the present invention in more detail and that the scope of the present invention is not limited by these embodiments in accordance with the gist of the present invention .

본 명세서 전체에 거쳐, 특정 물질의 농도를 나타내기 위하여 사용되는 “%"는 별도의 언급이 없는 한 고체/고체는 (중량/중량) %, 고체/액체는 (중량/부피) %, 그리고 액체/액체는 (부피/부피) %이다.Throughout this specification, the term "%" used to denote the concentration of a specific substance is intended to include solids / solids (weight / weight), solid / liquid (weight / volume) / Liquid is (volume / volume)%.

실시예Example 1:  One: Floridoside의Floridoside 구조 분석 Structure analysis

1-1: 재료 및 시약1-1: Materials and reagents

하기 재료 및 시약을 이용하여 Floridoside에 대한 구조 분석을 실시하였다. The following materials and reagents were used for structural analysis of Floridoside.

Preparative-liquid chromatography (prep-LC) (LC-Forte/R, YMC, Japan) Preparative-liquid chromatography (prep-LC) (LC-Forte / R, YMC, Japan)

Venusil Hilic (21.2 250 mm, 5 m, Agela, USA)Venusil Hilic (21.2 250 mm, 5 m, Agela, USA)

VisionHT Hilic (4.6 250 mm, 5 m, Grace, USA)VisionHT Hilic (4.6 250 mm, 5 m, Grace, USA)

Kiesel gel 60F254 plate (Merck Co., Darmastdt, Germany) Kiesel gel 60F254 plate (Merck Co., Darmastdt, Germany)

RP-18 F254s plates (Merck Co., Darmastdt, Germany) RP-18 F254s plates (Merck Co., Darmastdt, Germany)

Bruker AVANCE II 400 (1H NMR at 400 MHz, 13C NMR at 100 MHz) Bruker AVANCE II 400 (1 H NMR at 400 MHz, 13 C NMR at 100 MHz)

6530 Accurate-Mass Triple quald. LC-MS/MS (Agilent Technologies, Germany) 6530 Accurate-Mass Triple quald. LC-MS / MS (Agilent Technologies, Germany)

구조분석에 이용한 모든 화합물은 Sigma Chemical Co. (St. Louis, MO, USA)로부터 구입해 사용하였다. All compounds used in the structural analysis were purchased from Sigma Chemical Co. (St. Louis, Mo., USA).

1-2: NMR 구조 분석1-2: NMR structure analysis

1H-NMR spectrum상의 chemical shift로부터 수소관련 화학적 환경을 해석하였고, coupling constant로부터 인접 수소와의 입체배열 해석 및 integration으로부터 수소의 개수를 확인하였으며, 13C-NMR spectrum으로부터 화합물을 구성하는 탄소수 및 탄소의 주위 환경을 해석하였다. 또한, DEPT NMR data로부터 탄소의 다중도를 확인하였고, 1H-1H COSY spectrum으로부터 인접 수소의 환경을 해석하고 부분구조를 확인하였다. 아울러, HMBC spectrum으로부터 부분 구조를 포함한 전체적인 화학구조를 확인하였고, NOE spectrum으로부터 공간적 입체적 상대구조 해석, NOESY spectrum으로부터 더 확실한 상대적 입체구조를 확인하였다. From the chemical shifts in the 1 H-NMR spectrum, the hydrogen-related chemical environment was analyzed. From the coupling constant, the number of hydrogen atoms was confirmed from the analysis and integration of cubic arrangement with adjacent hydrogen. From the 13 C-NMR spectrum, And the surrounding environment. In addition, from the DEPT NMR data, the multiplicity of carbon was confirmed. From the 1 H- 1 H COZY spectrum, the environment of the adjacent hydrogen was analyzed and the partial structure was confirmed. In addition, the overall chemical structure including the partial structure was confirmed from the HMBC spectrum, and the spatial steric relative structure analysis from the NOE spectrum and the relative stereoscopic structure from the NOESY spectrum were confirmed.

도 3a에서 확인할 수 있듯이, 1H-NMR 스펙트럼에서 당에서 기인한 anomer proton signal (δH 5.03, d, J = 4.0 Hz, H-1), sugar moiety로 보이는 oxygenated methine proton signals 그리고 oxygenated methylene proton signals (δH 3.60-3.99, m, H-2, 3, 4, 5 그리고 6)이 관측되었으며, 이는 glucose 혹은 galactose일 것으로 예상된다. As can be seen from FIG. 3A, in the 1 H-NMR spectrum, an anomeric proton signal (δ H 5.03, d, J = 4.0 Hz , H-1), seen in sugar moiety oxygenated methine proton signals and oxygenated methylene proton signals (δ H 3.60-3.99, m, H-2, 3, 4, 5 and 6) were observed, which is expected to be glucose or galactose.

도 3b에서 확인할 수 있듯이, 13C-NMR 스펙트럼에서 총 탄소의 개수가 9개인 것을 통하여, 당 한 분자를 포함하여 3개의 탄소로 이루어진 glycerol의 존재를 확인하였으며, 당에서 기인한 anomer carbon signal δC 98.03(C-1), oxygenated methine carbon signals [δC 71.03 (C-5), 69.32 (C-3), 69.21 (C-4) 그리고 68.44 (C-2)] 그리고 oxygenated methylene carbon signal δC 61.10 (C-6)을 통하여 당은 galactose로 확인되었다. Glycerol의 존재는 한 개의 oxygenated methine carbon signal δC 78.68 (C-2'), 그리고 두 개의 oxygenated methylene carbon signals [δC 61.35 (C-1') 그리고 60.31 (C-3')]를 통하여 확인 하였으며, 이를 통하여 위 화합물은 2-O-α-D-galactopyranosylglycerol(Floridoside)로 구조 결정하였다.As can be seen from FIG. 3B, the presence of the three-carbon glycerol including one molecule of the sugar was confirmed through the fact that the total number of carbon atoms was 9 in the 13 C-NMR spectrum. The anomer carbon signal δ C 98.03 (C-1), oxygenated methine carbon signals [? C The sugar was identified as galactose through the oxygenated methylene carbon signal δ C 61.10 (C-6), and the sugar was identified through the oxygenated methylene carbon signal δ C 61.10 (C-5), 69.32 (C-3), 69.21 (C-4) and 68.44 The presence of glycerol has one oxygenated methine carbon signal δ C 78.68 (C-2 '), and two oxygenated methylene carbon signals [δ C 61.35 (C-1 ') and 60.31 (C-3')], and the above compound was identified as 2- O- α- D-galactopyranosylglycerol (Floridoside).

분자값을 확인하기 위하여 ESI-MS를 측정하였으며, 그 결과 negative mode에서 253 [M-H]-을 positive mode에서 277 [M+Na]+이 확인되어, 분자량 254 Da를 확인하였다.ESI-MS was measured to confirm the molecular value. As a result, 253 [MH] - in positive mode was confirmed to be 277 [M + Na] + in positive mode, and molecular weight was 254 Da.

실시예Example 2: 세포독성 시험 2: Cytotoxicity test

Floridoside의 세포독성을 확인하기 위하여 Cell Counting Kit-8 kit (DOJINDO, CK04-05)를 이용한 세포 독성확인시험을 시행하였다. raw 264.7 cell을 1x104cells/well로 96웰 플레이트에서 10% FBS를 함유한 DMEM 배지에 37℃, 5% CO2 배양기에서 24시간 동안 배양 후 약물을 처리하였다. 37℃, 5% CO2 배양기에서 24시간 배양 후 CCK-8 용액을 첨가하여 37℃, 2시간 반응 후 450 nm에서 흡광도를 측정하였다. 흡광도 측정결과는 표 1과 같다. To confirm the cytotoxicity of Floridoside, cytotoxicity test using Cell Counting Kit-8 kit (DOJINDO, CK04-05) was performed. Raw 264.7 cells were cultured in DMEM medium containing 10% FBS in 96 well plate at 1 × 10 4 cells / well for 24 hours at 37 ° C in a 5% CO 2 incubator. After culturing in a 5% CO 2 incubator at 37 ° C for 24 hours, CCK-8 solution was added and reacted at 37 ° C for 2 hours and absorbance was measured at 450 nm. The results of the absorbance measurements are shown in Table 1.

농도(ppm)Concentration (ppm) 흡광도(nm)Absorbance (nm) AVERAGEAVERAGE STDEVSTDEV Viability (%)Viability (%) FloridosideFloridoside 1One 2.7262.726 2.5892.589 2.4662.466 2.5942.594 0.1060.106 8383 1010 2.6922.692 2.7352.735 2.8102.810 2.7462.746 0.0490.049 8888 100100 2.6762.676 2.7902.790 2.8102.810 2.7592.759 0.0590.059 8888 500500 2.7212.721 2.8012.801 2.8492.849 2.7902.790 0.0530.053 8989 10001000 2.7512.751 2.7692.769 2.8242.824 2.7812.781 0.0310.031 8989 concon 　 3.1133.113 3.13.1 3.1823.182 3.1323.132 0.0360.036 100100

실시예Example 3:  3: 첩포Patch 시험(patch test) The patch test

홍조류 유래 Floridoside의 안전성 확인을 위한 인체적용 시험 primary patch test를 실시하였다.A primary patch test was performed to confirm the safety of Floridoside from red algae.

연구 대상자는 본 인체적용 시험 기간 중 ㈜엘리드를 총 4 회 (첩포일, 첩포 제거일, 첩포 제거 후 24 시간 경과 후, 120 시간 경과 후) 방문하였으며, 피부과 전문의에 의해 피부자극 여부를 판정받았다.During the period of application of the human body, the subject visited 4 times (the foil foil, the day of removal of the patch, the day after the removal of the patch, and after 120 hours after the removal of the patch), and skin irritation was judged by the dermatologist.

첫 방문 시, 연구 대상자는 자신의 인적사항과 인체적용 시험에 관한 연구 동의서를 작성하였다. 작성이 완료된 후, Van der Bend chamber (Van der Bend, Brielle, the Netherlands)를 이용하여 연구 대상자의 등에 피부첩포 시험을 실시하였다. 연구 대상자 각 31 명을 대상으로 Van der Bend chamber 를 이용하여 등에 척추를 중심으로 어깨뼈와 허리선 사이에 시료를 적용하였다.At the first visit, the subject completed a study agreement on his / her personal information and human application test. After completion of the preparation, a skin patch test was performed on the subject's back using a Van der Bend chamber (Van der Bend, Brielle, the Netherlands). A total of 31 subjects were used in the Van der Bend chamber between the shoulder bones and the waist line around the back of the spine.

시험부위를 증류수로 닦아내고 건조시킨 다음, 홍조류 유래 Floridoside를 정제수에 10% 녹인 후 35 ㎕ 씩 Van der Bend chamber 에 적하시킨 후, 시험부위에 얹어 고정시켰다. 48 시간 동안 피부에 첩포하였으며, 첩포를 제거한 후에는 marking pen 으로 시험부위를 표시하여 각각 30 분 경과 후, 24 시간 경과 후, 120 시간 경과 후에 시험부위를 관찰하였다.The test site was wiped with distilled water and dried. Then, 10% of Floridoside from red algae was dissolved in purified water, and 35 μl of the flouridoside was dropped in a Van der Bend chamber and fixed on the test site. After 48 hours, the test area was marked with a marking pen. After 30 minutes, 24 hours, and 120 hours, the test site was observed.

피부반응은 국제 접촉피부염연구회 (ICDRG: International Contact Dermatitis Research Group)의 평가기준에 따라 자극정도를 분류하였다(표 2).Skin responses were classified according to the criteria of the International Contact Dermatitis Research Group (ICDRG) (Table 2).

기호sign ScoreScore 피부반응 평가기준Criteria for Skin Response -- 00 Negative reaction: 무자극Negative reaction: ±± 0.50.5 Doubtful or slight reaction: 미자극Doubtful or slight reaction 희미한 또는 가까스로 감지할 수 있는 가벼운 홍반Faint or barely detectable mild erythema ++ 1One Weak(non-vesicular) positive reaction: 경자극Weak (non-vesicular) positive reaction: 경계가 뚜렷하나 약한 홍반, 부종 및 구진The border is clear but weak erythema, edema and palsy ++++ 22 Strong(vesicular) positive reaction: 중자극Strong (vesicular) positive reaction: 뚜렷한 홍반, 구진 및 소수포Clear erythema, papules and small follicles ++++++ 33 Extreme positive reaction: 강자극Extreme positive reaction: Strong stimulation 심한 홍반 및 대수포, 가피형성Severe erythema and alveoli, scab formation

평균 피부반응도 계산공식에 따라 mean score 를 산정한 후, 피부첩포 시험 결과 판정표에 따라 자극유무를 판정하였다. 피부첩포 시험 결과는 표 3과 같다. The mean score was calculated according to the formula for calculating the average skin reactivity, and skin irritation was judged according to the skin test result. The skin patch test results are shown in Table 3.

번호number 30분 경과 후After 30 minutes 24시간 경과 후After 24 hours 120시간 경과 후After 120 hours 1One -- -- -- 22 -- -- -- 33 -- -- -- 44 -- -- -- 55 -- -- -- 66 -- -- -- 77 -- -- -- 88 -- -- -- 99 -- -- -- 1010 -- -- -- 1111 -- -- -- 1212 -- -- -- 1313 -- -- -- 1414 -- -- -- 1515 -- -- -- 1616 -- -- -- 1717 -- -- -- 1818 -- -- -- 1919 -- -- -- 2020 -- -- -- 2121 -- -- -- 2222 -- -- -- 2323 -- -- -- 2424 -- -- -- 2525 -- -- -- 2626 -- -- -- 2727 -- -- -- 2828 -- -- -- 2929 -- -- -- 3030 -- -- -- 3131 -- -- -- 반응도Reactivity ±± 00 00 00 ++ 00 00 00 ++++ 00 00 00 ++++++ 00 00 00 Mean scoreMean score 0.000.00 판정Judgment 무radish

실시예Example 4:  4: in vitro in vitro 자외선 UV-rays UVAUVA , , UVBUVB 평가 시험 Evaluation test

Floridoside가 포함되어 있는 추출물(농도 50%, 25%, 12.5% 증류수에 희석)에 대하여 자외선 분광광도계를 이용하여 자외선 차단 효과를 평가하는 시험을 수행하였다. A test was conducted to evaluate the ultraviolet screening effect using an ultraviolet spectrophotometer on an extract containing Floridoside (50%, 25%, 12.5% diluted in distilled water).

PMMA 플레이트에 Floridoside(1.3 mg/cm2)를 잘 펴서 바르고 15분 건조하여 SPF-290AS™ SPF Testing Analyzer System 에 넣어 플레이트 상에서 8포인트를 290-400 nm 자외선 흡광도 사이를 측정하였다. 각 3개의 플레이트를 이용하여 반복 측정하여 평균 산출하였다. SPF(UVB)와 PA(UVA) 측정결과는 표 4와 같다. Fluoridoside (1.3 mg / cm 2 ) was spread on the PMMA plate and dried for 15 minutes. The plate was placed on the SPF-290AS ™ SPF Testing Analyzer System and 8 points on the plate were measured between 290-400 nm ultraviolet absorbance. Repeated measurements were made using each of the three plates and the average was calculated. The SPF (UVB) and PA (UVA) measurement results are shown in Table 4.

시료농도50%Sample concentration 50% SPFSPF PAPA 25%25% SPFSPF PAPA 12.5%12.5% SPFSPF PAPA 시료 1 Sample 1 5.3 5.3 4.1 4.1 1 One 3.4 3.4 2.8 2.8 1 One 2.3 2.3 2.1 2.1 시료 2 Sample 2 5.7 5.7 4.5 4.5 2 2 3.7 3.7 3.2 3.2 2 2 2.3 2.3 1.9 1.9 시료 3 Sample 3 5.6 5.6 4.5 4.5 3 3 3.4 3.4 2.9 2.9 3 3 2.5 2.5 2.0 2.0 Aver.Aver. 5.6 5.6 4.4 4.4 Aver.Aver. 3.5 3.5 3.0 3.0 Aver.Aver. 2.4 2.4 2.0 2.0 SDSD 0.2 0.2 0.2 0.2 SDSD 0.1 0.1 0.2 0.2 SDSD 0.1 0.1 0.1 0.1

Floridoside를 일정한 농도로 포함하는 추출물을 만든 후 정제수에 희석하여 자외선 차단능을 시험한 결과, 표 4에서 확인할 수 있듯이, 농도에 유의하게 자외선 A, B를 차단하는 효과가 나타났다. As shown in Table 4, ultraviolet rays A and B were effectively blocked by concentration of Floridoside, which was diluted in purified water.

Claims (5)

플로리도사이드(Floridoside)를 포함하는 자외선 차단용 화장료 조성물.
A cosmetic composition for ultraviolet shielding comprising Floridoside.
제 1 항에 있어서, 상기 플로리도사이드는 홍조류로부터 유래된 것인, 자외선 차단용 조성물.
The composition according to claim 1, wherein the floridoside is derived from red algae.
제 1 항에 있어서, 상기 화장료 조성물은 상기 플로리도사이드를 1 내지 30 중량% 포함하는 것인, 자외선 차단용 화장료 조성물.
The cosmetic composition according to claim 1, wherein the cosmetic composition comprises 1 to 30% by weight of the floridoside.
제 1 항에 있어서, 상기 화장료 조성물은 자외선 A 및 자외선 B를 차단하는 것인, 자외선 차단용 화장료 조성물.
The cosmetic composition for protecting ultraviolet rays according to claim 1, wherein the cosmetic composition blocks the ultraviolet ray A and the ultraviolet ray B.
플로리도사이드(Floridoside)를 포함하는 청색광(blue light) 차단용 화장료 조성물.A cosmetic composition for blocking blue light comprising Floridoside.
KR1020170184474A 2017-12-29 2017-12-29 Cosmetic Composition for Blocking Ultraviolet Comprising Floridoside KR20190081731A (en)

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