KR102576088B1 - A cosmetic composition containing a novel compound isolated from an Artemisia annua extract - Google Patents
A cosmetic composition containing a novel compound isolated from an Artemisia annua extract Download PDFInfo
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- KR102576088B1 KR102576088B1 KR1020210152897A KR20210152897A KR102576088B1 KR 102576088 B1 KR102576088 B1 KR 102576088B1 KR 1020210152897 A KR1020210152897 A KR 1020210152897A KR 20210152897 A KR20210152897 A KR 20210152897A KR 102576088 B1 KR102576088 B1 KR 102576088B1
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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
- A61K8/96—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
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
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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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/362—Polycarboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
Abstract
본 발명은 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물에 관한 것이다. 개시되는 상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물이 상기 개똥쑥 추출물부터 분리된 상기 신규 화합물을 포함함에 따라 항산화가 우수함과 동시에 인체의 피부에 대한 미백 효과도 우수하게 이루어질 수 있는 장점이 있다.The present invention relates to a cosmetic composition containing a novel compound isolated from artemisia extract. The advantage that the cosmetic composition containing the novel compound isolated from the artemisia extract disclosed above contains the novel compound isolated from the artemisia extract, and thus has excellent antioxidant properties and at the same time has an excellent whitening effect on human skin. There is.
Description
본 발명은 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물에 관한 것이다.The present invention relates to a cosmetic composition containing a novel compound isolated from artemisia extract.
화장료 조성물은 인체의 피부에 적용되어, 미백 효과 등의 피부 개선 효과를 보기 위한 것으로, 이러한 화장료 조성물의 예로 제시될 수 있는 것이 아래 제시된 특허문헌의 그 것들이다.Cosmetic compositions are applied to human skin to show skin improvement effects such as whitening effects, and examples of such cosmetic compositions include those in the patent documents presented below.
그러나, 종래에는 식물에서 추출된 다양한 종류의 화합물을 함유한 화장료 조성물이 제시되어 왔음에도, 항산화 효능을 가지면서 인체의 피부에 대한 미백 효과도 우수한 화장료 조성물은 제대로 제시되어 있지 못해 이에 대한 개발이 꾸준히 요구되고 있는 실정이다.However, although cosmetic compositions containing various types of compounds extracted from plants have been proposed in the past, cosmetic compositions that have antioxidant effects and have excellent whitening effects on human skin have not been properly presented, so their development has been steadily ongoing. It is being demanded.
본 발명은 항산화 효능을 가지면서도 인체의 피부에 대한 미백 효과가 우수한 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물을 제공하는 것을 일 목적으로 한다.The purpose of the present invention is to provide a cosmetic composition containing a novel compound isolated from Artemisia extract that has antioxidant efficacy and excellent whitening effect on human skin.
본 발명의 일 측면에 따른 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물은 개똥쑥 추출물로부터 분리되고, 아래 화학식 1로 표시되는 화합물을 함유하는 것을 특징으로 한다.A cosmetic composition containing a novel compound isolated from an artemisia extract according to one aspect of the present invention is characterized by containing a compound isolated from an artemisia extract and represented by Formula 1 below.
[화학식 1][Formula 1]
5-acetyl-3-(1-carboxyvinyl)-1-methyloctahydro-1H- indene-4-carboxylic acid5-acetyl-3-(1-carboxyvinyl)-1-methyloctahydro-1H-indene-4-carboxylic acid
본 발명의 일 측면에 따른 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물에 의하면, 상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물이 상기 개똥쑥 추출물부터 분리된 상기 신규 화합물을 포함함에 따라 항산화가 우수함과 동시에 인체의 피부에 대한 미백 효과도 우수하게 이루어질 수 있는 효과가 있다.According to the cosmetic composition containing the new compound isolated from the Artemisia extract according to one aspect of the present invention, the cosmetic composition containing the novel compound isolated from the Artemisia extract includes the novel compound isolated from the Artemisia extract. As a result, it has excellent antioxidant properties and at the same time has an excellent whitening effect on the human skin.
도 1은 본 발명의 일 실시예에 따른 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물을 구성하는 실험군으로서의 신규 화합물의 티로시나제 활성에 대한 저해도 및 대조군으로서의 알부틴의 티로시나제 활성에 대한 저해도에 대한 실험 결과를 보이는 도면.Figure 1 shows the inhibition degree on tyrosinase activity of the new compound as an experimental group constituting a cosmetic composition containing a new compound isolated from an artemisia extract according to an embodiment of the present invention and the degree of inhibition on the tyrosinase activity of arbutin as a control group. A drawing showing the results of the experiment.
이하에서는 도면을 참조하여 본 발명의 실시예들에 따른 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물에 대하여 설명한다.Hereinafter, a cosmetic composition containing a new compound isolated from Artemisia extract according to embodiments of the present invention will be described with reference to the drawings.
도 1은 본 발명의 일 실시예에 따른 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물을 구성하는 실험군으로서의 신규 화합물의 티로시나제 활성에 대한 저해도 및 대조군으로서의 알부틴의 티로시나제 활성에 대한 저해도에 대한 실험 결과를 보이는 도면이다.Figure 1 shows the inhibition degree on tyrosinase activity of the new compound as an experimental group constituting a cosmetic composition containing a new compound isolated from an artemisia extract according to an embodiment of the present invention and the degree of inhibition on the tyrosinase activity of arbutin as a control group. This is a drawing showing the results of the experiment.
도 1을 참조하면, 본 실시예에 따른 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물은 개똥쑥 추출물로부터 분리되고, 아래 화학식 1로 표시되는 화합물인 5-acetyl-3-(1-carboxyvinyl)-1-methyloctahydro-1H- indene-4-carboxylic acid 를 함유한다.Referring to FIG. 1, the cosmetic composition containing a new compound isolated from the artemisia extract according to this example is 5-acetyl-3-(1-carboxyvinyl), a compound isolated from the artemisia extract and represented by Formula 1 below. )-1-methyloctahydro-1H-indene-4-carboxylic acid.
[화학식 1][Formula 1]
상세 설명에 앞서, 본 실시예에서 상기 화학식 1 화합물과 신규 화합물은 상세 설명 및 실험 결과 기재를 위해 혼용하여 사용하게 되나, 서로 동일한 것임을 미리 밝혀두고자 한다.Prior to the detailed description, in this example, the compound of Formula 1 and the new compound are used interchangeably for detailed description and description of experimental results, but it is to be clarified in advance that they are the same.
상기 개똥쑥(Artemisia annua, sweet wormwood)은 국화과 쑥속에 속하는 한해살이풀이자 약초로서, 한약재에선 청호(菁蒿), 황화호(黃花蒿)라고 하고, 전통적으로 약용으로 많이 쓰였으며 항암 효과가 있다는 연구 결과가 나오기도 했다.Artemisia annua (sweet wormwood) is an annual herb and medicinal herb belonging to the Asteraceae genus. In traditional Chinese medicine, it is called Cheongho (菁蒿) and Hwanghwaho (黃花蒿). It has been traditionally used for medicinal purposes, and research has shown that it has anti-cancer effects. also appeared.
상기와 같이, 상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물이 상기 화삭식으로 표시되는 상기 신규 화합물을 포함함에 따라, 항산화가 우수하면서도 인체의 피부에 대한 미백 효과가 우수한 효능을 가질 수 있게 된다.As described above, as the cosmetic composition containing the novel compound isolated from the Artemisia extract contains the novel compound represented by the chemical formula, it can have excellent antioxidant properties and an excellent whitening effect on human skin. There will be.
본 실시예에 따른 상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물은 다음과 같은 방식에 의해서 추출 및 분리된다.The cosmetic composition containing the new compound isolated from the artemisia extract according to this example is extracted and separated in the following manner.
상기 신규 화합물은 상기 개똥쑥의 추출물(Artemisia annua extract)로부터 분리한다.The new compound was isolated from the Artemisia annua extract.
상세히는, (a)건조된 상기 개똥쑥의 전초를 세절한 후 상기 개똥쑥의 건조 중량의 2배가 되는 70% 에탄올 및 상기 개똥쑥의 건조 중량의 2배가 되는 100% 에탄올을 순차적으로 사용하여, 15 내지 25℃ 상온에서 12 내지 48시간 동안 2 내지 3회 추출하고 감압농축하여 조추출물을 수득하고, (b) 상기 (a) 단계에서 수득된 상기 조추출물을 물, 부탄올, 메탄올, 에탄올, 아세톤과 같은 극성 용매를 이용하여 분배한 다음, 유기층은 건조 후 물과 메탄올이 15 : 85로 혼합된 혼합 용매와 헥산으로 분리시키고, (c) 상기 (b) 단계에서 수득된 상기 극성 용매에 용해된 물질을 분리하여 감압 건조하고, 상기 메탄올과 상기 물(상기 메탄올과 상기 물이 50 : 50, 60 : 40, 70 : 30, 80 : 20, 90 : 10 및 100 : 0 까지 순차적으로)을 이용하여 역상 컬럼 크로마토그래피를 수행하여 극성에 따라 6개의 분획으로 나누고,(d) 상기 (c) 단계에서 상기 역상 컬럼 크로마토그래피를 수행하여 극성에 따라 나누어진 6개의 분획 중 상기 극성 용매인 상기 메탄올과 상기 물이 60 : 40로 혼합된 혼합 용매로 용리한 용리함 분획을 이동상 용매 조건인 상기 메탄올과 상기 물이 50 : 50, 45 : 55 및 40 : 60 용액으로 역상 고속 감압 크로마토그래피(YMC-Pack ODS-A, 10 x 250㎜, 용출속도 : 1.0 ㎖/min)를 수행하여 상기 개똥쑥 추출물로부터 신규 화합물인 상기 화학식 1 화합물을 분리한다.Specifically, (a) after chopping the dried whole plant of the artemisia artemisia, sequentially using 70% ethanol twice the dry weight of the artemisia artemisia and 100% ethanol twice the dry weight of the artemisia artemisia, Extracted 2 to 3 times for 12 to 48 hours at room temperature of 15 to 25°C and concentrated under reduced pressure to obtain a crude extract, (b) the crude extract obtained in step (a) was mixed with water, butanol, methanol, ethanol, and acetone. After distribution using a polar solvent such as The material was separated and dried under reduced pressure, and the methanol and the water were used (the methanol and the water were sequentially 50:50, 60:40, 70:30, 80:20, 90:10, and 100:0). Reverse-phase column chromatography is performed and divided into six fractions according to polarity, (d) in step (c), reverse-phase column chromatography is performed and among the six fractions divided according to polarity, the polar solvent, the methanol and the The eluted fraction eluted with a mixed solvent of 60:40 water was subjected to reverse-phase high-speed reduced-pressure chromatography (YMC-Pack ODS) using 50:50, 45:55, and 40:60 solutions of methanol and water as mobile phase solvent conditions. -A, 10
이하에서는 상기 화학식 1 화합물의 티로시나제(tyrosinase) 저해 활성 조사에 대하여 알아본다.Hereinafter, we will examine the tyrosinase inhibitory activity of the compound of Formula 1.
참고로, 상기 티로시나제가 결핍될수록(저해도가 높을수록), 검정 멜라닌 합성이 안되어, 피부 미백에 좋은 효과가 있다.For reference, the more tyrosinase is deficient (higher the degree of inhibition), the less black melanin is synthesized, which has a good effect on skin whitening.
상기 신규 화합물인 상기 화학식 1 화합물의 상기 티로시나제 저해 활성을 조사하기 위하여, 상기 티로시나제로 버섯 티로시나제 (mushroom tyrosinase, Sigma)를 사용하여 저해 정도를 측정하였다.In order to investigate the tyrosinase inhibitory activity of the new compound, the compound of Formula 1, the degree of inhibition was measured using mushroom tyrosinase (Sigma) as the tyrosinase.
이 때, 상기 티로시나제는 0.1M 인산완충용액 (phosphate buffer, pH 7.0)에 110 units/mL 농도로 만들어 냉동고에 동결보관하였다가, 사용 시에는 빙상에서 녹여 효소원으로 이용하였다.At this time, the tyrosinase was made at a concentration of 110 units/mL in 0.1M phosphate buffer (pH 7.0) and stored frozen in the freezer. When used, it was melted on ice and used as an enzyme source.
또한, 기질로는 L-3,4-디하이드록시페닐 알라닌 (L-3,4-dihydroxyphenylalanine, L-DOPA)을 차광병에서 상기 0.1M 인산 완충용액에 녹여 사용하였고, 이러한 용액의 조제는 사용 직전에 이루어졌다.In addition, as a substrate, L-3,4-dihydroxyphenylalanine (L-DOPA) was used by dissolving it in the 0.1M phosphate buffer solution in a light-proof bottle, and this solution was prepared using It was done just before.
상기 티로시나제 저해 활성은 상기 티로시나제 (110 units/mL) 0.1mL, 상기 0.1M 인산 완충용액 1.0mL를 함께 넣어 25℃에서 5분간 미리 반응시키고, 이에 상기 L-DOPA를 0.1mL 넣어 37℃에서 20분간 반응시킨 후 475nm에서 흡광도를 측정하였다.The tyrosinase inhibitory activity was determined by adding 0.1 mL of the tyrosinase (110 units/mL) and 1.0 mL of the 0.1 M phosphate buffer solution, reacting in advance at 25°C for 5 minutes, and adding 0.1 mL of L-DOPA for 20 minutes at 37°C. After reaction, absorbance was measured at 475 nm.
즉, 상기 티로시나제의 효소와 화합물을 모두 넣은 시료군(C), 시료 대신 동량의 상기 0.1M 인산 완충용액을 넣은 대조군(A), 효소 대신 상기 0.1M 인산 완충용액을 넣은 효소 대조군(D), 그리고 효소 및 시료 대신 상기 0.1M 인산 완충용액을 넣은 공시험군(B)으로 나누어 실험을 수행하였다.That is, a sample group containing all the enzymes and compounds of the tyrosinase (C), a control group containing the same amount of the 0.1M phosphate buffer solution instead of the sample (A), an enzyme control group containing the 0.1M phosphate buffer solution instead of the enzyme (D), Then, the experiment was performed by dividing the group into a blank test group (B) in which the 0.1M phosphate buffer solution was added instead of enzymes and samples.
각 군은 모두 3개씩(triplicate) 반복하여 실험하였고, 아래의 수식으로부터 효소 저해율 (%)을 산출하였다. 이 때 대조군으로는 알부틴(arbutin)를 사용하였다.Each group was tested in triplicate, and the enzyme inhibition rate (%) was calculated from the formula below. At this time, arbutin was used as a control group.
[효소 저해율 산출식][Enzyme inhibition rate calculation formula]
Tyrosinase inhibition(%)= [((A-B)-(C-D))/(A-B)] × 100Tyrosinase inhibition(%)=[((A-B)-(C-D))/(A-B)] × 100
A: 시료가 없는 대조군의 475nm 에서 흡광도A: Absorbance at 475nm of control group without sample
B: 시료와 효소가 없는 대조군의 475nm 에서 흡광도B: Absorbance at 475nm of sample and control without enzyme
C: 시료와 효소를 넣은 실험군의 475nm 에서 흡광도C: Absorbance at 475nm of experimental group containing sample and enzyme
D: 효소가 없는 대조군의 475nm 에서 흡광도D: Absorbance at 475nm of control group without enzyme
그 결과, 아래 표 1과 같이 첨가 농도 100ug/mL에서 상기 티로시나제 효소 활성에 대해 상기 화학식 1 화합물은 61.2%의 저해도를 나타낸 반면, 대조군인 상기 알부틴은 첨가 농도 100ug/mL에서 상기 티로시나제 효소 활성에 대해 51.8%의 저해도를 나타냈다.As a result, as shown in Table 1 below, the compound of Formula 1 showed an inhibition degree of 61.2% for the tyrosinase enzyme activity at an added concentration of 100 ug/mL, while the control arbutin showed an inhibition of the tyrosinase enzyme activity at an added concentration of 100 ug/mL. showed an inhibition rate of 51.8%.
화합물
compound
첨가농도(ug/mL)
Addition concentration (ug/mL)
저해도(%)
Inhibition (%)
신규 화합물(Compound1)
New compound (Compound1)
12.5
12.5
25.8
25.8
신규 화합물(Compound1)
New compound (Compound1)
25
25
42.1
42.1
신규 화합물(Compound1)
New compound (Compound1)
50
50
51.4
51.4
신규 화합물(Compound1)
New compound (Compound1)
100
100
61.2
61.2
알부틴(Arbutin)
Arbutin
12.5
12.5
12.3
12.3
알부틴(Arbutin)
Arbutin
25
25
17.3
17.3
알부틴(Arbutin)
Arbutin
50
50
38.1
38.1
알부틴(Arbutin)
Arbutin
100
100
51.4
51.4
이하에서는 상기 화학식 1 화합물의 항산화 활성 조사에 대하여 알아본다.Hereinafter, we will look into the antioxidant activity of the compound of Formula 1 above.
항산화 활성 실험은 1,1-diphenyl-2-pycrylhydrazyl(DPPH)를 이용하여 측정하였다. 시그마(sigma)사에서 구입한 상기 DPPH는 0.3mM의 농도가 되도록 에탄올에 용해시켜 사용하였으며, 2mL 바이알에 상기 에탄올 1mL을 넣고, 여기에 상기 신규 화합물 시료(50, 25, 12.5ug/mL) 100uL와, 0.3mM의 상기 DPPH 용액 100uL를 첨가한 다음 상온에서 20분간 방치하여 반응이 충분히 진행되도록 방치 후 UV-Spectrophotometer용 석영 셀을 이용하여 517nm에서 UV-Spectrophotometer로 흡광도를 측정하였다. Antioxidant activity was measured using 1,1-diphenyl-2-pycrylhydrazyl (DPPH). The DPPH purchased from Sigma was dissolved in ethanol to a concentration of 0.3mM. 1mL of the ethanol was added to a 2mL vial, and 100uL of the new compound sample (50, 25, 12.5ug/mL) was added thereto. 100 uL of the 0.3mM DPPH solution was added and left at room temperature for 20 minutes to allow the reaction to proceed sufficiently. Then, the absorbance was measured with a UV-Spectrophotometer at 517 nm using a quartz cell for UV-Spectrophotometer.
측정 결과, 아래 표 2와 같이 50ug/mL 농도에서 72.8% 항산화 활성도를 나타냈다.As a result of the measurement, it showed 72.8% antioxidant activity at a concentration of 50ug/mL, as shown in Table 2 below.
화합물
compound
첨가농도(ug/mL)
Addition concentration (ug/mL)
활성도(%)
Activity (%)
신규 화합물
new compounds
12.5
12.5
40.3
40.3
신규 화합물
new compounds
25
25
52.4
52.4
신규 화합물
new compounds
50
50
72.8
72.8
상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물은 토너, 미스트, 에센스, 클렌져와 같은 화장품에 적용될 수 있다.The cosmetic composition containing the new compound isolated from the Artemisia extract can be applied to cosmetics such as toner, mist, essence, and cleanser.
이하는 상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물이 적용된 화장품들과 상기 화장품들에서 상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물이 차지하는 중량에 대해 나타낸 것이다.The following shows the cosmetics to which the cosmetic composition containing the new compound isolated from the Artemisia extract was applied and the weight occupied by the cosmetic composition containing the new compound isolated from the Artemisia extract in the cosmetics.
원료명
Raw material name
중량(%)
weight(%)
신규 화합물
new compounds
0.005 ~ 0.001
0.005 ~ 0.001
부틸렌글리콜
Butylene glycol
2.5
2.5
글리세린
glycerin
3.5
3.5
에탄올
ethanol
5.0
5.0
피이지-40하이드로제네이티드캐스터오일
PEG-40 Hydrogenated Castor Oil
0.5
0.5
소듐하이알루로네이트
Sodium Hyaluronate
0.5
0.5
베타인
Betaine
0.5
0.5
추출물
extract
3.5
3.5
트리에탄올아민
Triethanolamine
0.1
0.1
방부제, 색소, 향료
Preservatives, coloring, flavoring
적량
Appropriate amount
정제수
Purified water
to 100
to 100
원료명
Raw material name
중량(%)
weight(%)
신규 화합물
new compounds
0.005 ~ 0.001
0.005 ~ 0.001
알킬에텔상산염 (30%)
Alkyl ether acid salt (30%)
30.0
30.0
알킬에텔설포석신산염 (30%)
Alkyl ether sulfosuccinate (30%)
15.0
15.0
알킬아미도베타인 (30%)
Alkylamidobetaine (30%)
4.0
4.0
프로필렌글리콜
propylene glycol
5.0
5.0
라우라미드디이에이
Lauramid DEA
4.0
4.0
베타인
Betaine
5.0
5.0
셀룰로스검
cellulose gum
0.1
0.1
가수분해단백질
hydrolyzed protein
0.2
0.2
염화나트륨
sodium chloride
미량
a very small amount
구연산
citric acid
미량
a very small amount
방부제, 색소, 향료
Preservatives, coloring, flavoring
적량
Appropriate amount
정제수
Purified water
to 100
to 100
원료명
Raw material name
중량(%)
weight(%)
신규 화합물
new compounds
0.005 ~ 0.001
0.005 ~ 0.001
부틸렌글리콜
Butylene glycol
3.0
3.0
글리세린
glycerin
3.0
3.0
베타인
Betaine
0.7
0.7
판테놀
panthenol
0.2
0.2
EDTA-2Na
EDTA-2Na
0.05
0.05
에탄올
ethanol
2.0
2.0
트리에탄올아민
Triethanolamine
0.5
0.5
스쿠알란
squalane
2.0
2.0
카보머
carbomer
0.5
0.5
폴리솔베이트60
Polysorbate 60
2.0
2.0
올리브유
olive oil
1.0
1.0
솔비탄세스퀴올레이트
Sorbitan sesquioleate
2.8
2.8
방부제, 색소, 향
Preservatives, coloring, fragrance
적량
Appropriate amount
정제수
Purified water
to 100
to 100
원료명
Raw material name
중량(%)
weight(%)
신규 화합물
new compounds
0.005 ~ 0.001
0.005 ~ 0.001
시어버터
shea butter
5.0
5.0
카보머
carbomer
0.3
0.3
비즈왁스
beeswax
2.0
2.0
솔비탄세스퀴올레이트
Sorbitan sesquioleate
1.0
1.0
유동파라핀
liquid paraffin
10.0
10.0
스쿠알란
squalane
5.0
5.0
글리세린
glycerin
5.0
5.0
부틸렌글리콜
Butylene glycol
3.5
3.5
프로필렌글리콜
propylene glycol
3.5
3.5
트리에탄올아민
Triethanolamine
0.3
0.3
방부제, 색소, 향
Preservatives, coloring, fragrance
적량
Appropriate amount
정제수
Purified water
to 100
to 100
상기에서 본 발명은 특정한 실시예에 관하여 도시되고 설명되었지만, 당업계에서 통상의 지식을 가진 자라면 이하의 특허청구범위에 기재된 본 발명의 사상 및 영역을 벗어나지 않는 범위 내에서 본 발명을 다양하게 수정 및 변경시킬 수 있음을 알 수 있을 것이다. 그렇지만 이러한 수정 및 변형 구조들은 모두 본 발명의 권리범위 내에 포함되는 것임을 분명하게 밝혀두고자 한다.Although the present invention has been shown and described in relation to specific embodiments in the above, those skilled in the art can modify the present invention in various ways without departing from the spirit and scope of the present invention as set forth in the claims below. You will see that it can be changed. However, we would like to make it clear that all such modifications and modified structures are included within the scope of the present invention.
본 발명의 일 측면에 따른 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물에 의하면, 항산화 효과가 우수함과 동시에 인체의 피부에 대한 미백 효과도 우수하게 이루어질 수 있으므로, 그 산업상 이용가능성이 높다고 하겠다.According to an aspect of the present invention, a cosmetic composition containing a new compound isolated from an artemisia extract has an excellent antioxidant effect and can also have an excellent whitening effect on human skin, so its industrial applicability is high. would.
Claims (3)
[화학식 1]
5-acetyl-3-(1-carboxyvinyl)-1-methyloctahydro-1H- indene-4-carboxylic acidA cosmetic composition containing a new compound isolated from Artemisia extract, characterized in that it contains a compound represented by the formula (1) below.
[Formula 1]
5-acetyl-3-(1-carboxyvinyl)-1-methyloctahydro-1H-indene-4-carboxylic acid
건조된 상기 개똥쑥의 전초를 세절한 후 상기 개똥쑥의 건조 중량의 2배가 되는 70% 에탄올 및 상기 개똥쑥의 건조 중량의 2배가 되는 100% 에탄올을 순차적으로 사용하여, 상온에서 12 내지 48시간 동안 2 내지 3회 추출하고 감압농축하여 조추출물을 수득하고,
상기 조추출물을 극성 용매를 이용하여 분배한 다음, 유기층은 건조 후 물과 메탄올이 15 : 85로 혼합된 혼합 용매와 헥산으로 분리시키고,
상기 극성 용매에 용해된 물질을 분리하여 감압 건조하고, 상기 메탄올과 상기 물은 50 : 50, 60 : 40, 70 : 30, 80 : 20, 90 : 10 및 100 : 0 까지 순차적으로 역상 컬럼 크로마토그래피를 수행하여 극성에 따라 6개의 분획으로 나누고,
상기 역상 컬럼 크로마토그래피를 수행하여 극성에 따라 나누어진 6개의 분획 중 상기 메탄올과 상기 물이 60 : 40로 혼합된 혼합 용매로 용리한 분획을 이동상 용매 조건인 상기 메탄올과 상기 물이 50 : 50, 45 : 55 및 40 : 60 용액으로 역상 고속 감압 크로마토그래피(YMC-Pack ODS-A, 10 x 250㎜, 용출속도 : 1.0 ㎖/min)를 수행함으로써, 상기 개똥쑥 추출물로부터 상기 화학시 1의 화합물이 분리될 수 있는 것을 특징으로 하는 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물.According to claim 1,
After chopping the dried forage of the artemisia artemisia, 70% ethanol twice the dry weight of the artemisia artemisia and 100% ethanol twice the dry weight of the artemisia artemisia are sequentially used and left at room temperature for 12 to 48 hours. Extracted 2 to 3 times and concentrated under reduced pressure to obtain a crude extract,
The crude extract was distributed using a polar solvent, and the organic layer was dried and separated into a mixed solvent of water and methanol at a ratio of 15:85 and hexane,
The substances dissolved in the polar solvent were separated and dried under reduced pressure, and the methanol and water were sequentially subjected to reverse-phase column chromatography at ratios of 50:50, 60:40, 70:30, 80:20, 90:10, and 100:0. Divide into 6 fractions according to polarity,
Among the six fractions divided according to polarity by performing the reversed-phase column chromatography, the fraction eluted with a mixed solvent in which the methanol and the water were mixed at a ratio of 60:40, the mobile phase solvent condition was the methanol and the water at a ratio of 50:50, By performing reverse-phase high-speed reduced-pressure chromatography (YMC-Pack ODS-A, 10 A cosmetic composition containing a new compound isolated from artemisia extract, which is characterized in that it can be separated.
상기 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물은 토너, 미스트, 에센스, 클렌져, 크림 화장품에 적용될 수 있는 것을 특징으로 하는 개똥쑥 추출물부터 분리된 신규 화합물을 함유한 화장료 조성물.According to claim 2,
A cosmetic composition containing a new compound isolated from the Artemisia Artemisia extract, characterized in that it can be applied to toner, mist, essence, cleanser, and cream cosmetics.
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