KR20000007648A - Cyclooxygenase-2 obstruction containing psoralea corylifolia extracts/or bakuchiol as effective component and anti-inflammation cosmetic material containing psoralea corylifolia extracts/or bakuchiol - Google Patents
Cyclooxygenase-2 obstruction containing psoralea corylifolia extracts/or bakuchiol as effective component and anti-inflammation cosmetic material containing psoralea corylifolia extracts/or bakuchiol Download PDFInfo
- Publication number
- KR20000007648A KR20000007648A KR1019980027093A KR19980027093A KR20000007648A KR 20000007648 A KR20000007648 A KR 20000007648A KR 1019980027093 A KR1019980027093 A KR 1019980027093A KR 19980027093 A KR19980027093 A KR 19980027093A KR 20000007648 A KR20000007648 A KR 20000007648A
- Authority
- KR
- South Korea
- Prior art keywords
- extract
- cyclooxygenase
- bakuchiol
- inflammatory
- psoralea corylifolia
- Prior art date
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 24
- 244000226566 Psoralea corylifolia Species 0.000 title claims abstract description 10
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- LFYJSSARVMHQJB-GOSISDBHSA-N bakuchinol Natural products CC(C)=CCC[C@@](C)(C=C)C=CC1=CC=C(O)C=C1 LFYJSSARVMHQJB-GOSISDBHSA-N 0.000 title claims description 33
- LFYJSSARVMHQJB-QIXNEVBVSA-N bakuchiol Chemical compound CC(C)=CCC[C@@](C)(C=C)\C=C\C1=CC=C(O)C=C1 LFYJSSARVMHQJB-QIXNEVBVSA-N 0.000 title claims description 33
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Classifications
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/48—Fabaceae or Leguminosae (Pea or Legume family); Caesalpiniaceae; Mimosaceae; Papilionaceae
- A61K36/487—Psoralea
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/045—Hydroxy compounds, e.g. alcohols; Salts thereof, e.g. alcoholates
- A61K31/05—Phenols
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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
- A61K8/34—Alcohols
- A61K8/347—Phenols
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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
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Abstract
Description
본 발명은 보골지 추출물을 시클로옥시게나제-2(cyclooxygenase-2)가 관여하는 질병에 사용하는 새로운 용도에 관한 것이다. 즉, 보골지의 추출물은 쥐의 폐포에서 분리한 대식세포(macrophage)를 LPS로 처리하여 유발시킨 시클로옥시게나제-2의 활성에 저해작용을 나타내는 것으로, 본 발명은 관절염, 엔도톡시미어(endotoxemia) 등 시클로옥시게나제-2가 관여하는 각종 질병의 치료제로 보골지 추출물을 이용하는 새로운 용도에 관한 것이다.The present invention relates to a novel use of the bone bone extract in a disease involving cyclooxygenase-2. In other words, the extract of Bogolgi shows an inhibitory effect on the activity of cyclooxygenase-2 induced by LPS treatment of macrophages isolated from alveoli of rats, and the present invention provides arthritis and endotoxemia. The present invention relates to a novel use of the bone bone extract as a therapeutic agent for various diseases involving cyclooxygenase-2.
또한, 본 발명은 보골지의 메탄올 추출물로부터 실리카겔 관 크로마토그래피의 방법으로 분리한 단일성분인 바쿠치올(bakuchiol)을 시클로옥시게나제-2가 관여하는 질병에 사용하는 새로운 용도에 관한 것이다. 즉, 바쿠치올이 쥐의 폐포에서 분리한 대식세포를 LPS로 처리하여 유발시킨 시클로옥시게나제-2의 활성에 저해작용을 나타내는 것으로, 본 발명은 관절염, 엔도톡시미어 등 시클로옥시게나제-2가 관여하는 각종 질병의 치료제로 바쿠치올을 이용하는 새로운 용도에 관한 것이다.The present invention also relates to a novel use of a single component, bakuchiol, isolated from a methanol extract of Bogolgol by silica gel column chromatography, for a disease involving cyclooxygenase-2. That is, bakuchiol exhibits an inhibitory effect on the activity of cyclooxygenase-2 induced by LPS treatment of macrophages isolated from rat alveoli. The present invention provides cyclooxygenase-2 such as arthritis and endotoxin It relates to a new use of bakuchiol as a therapeutic agent for various diseases involved.
본 발명은 또한 보골지를 탄소수 1-4개의 무수 또는 함수 저급 알코올, 에칠아세테이트 또는 디에칠에테르로 추출하거나, 무수 또는 함수 에탄올 또는 메탄올 추출물 중 에칠아세테이트, 부탄올 또는 디에칠에테르 분획을 추출하여 화장료, 다시 말하면 유연화장수, 영양화장수, 영양크림, 맛사지크림, 엣센스, 팩, 연고 등에 첨가하는 것이다.The present invention also extracts golgolji with anhydrous or hydrous lower alcohol, ethylacetate or diethether having 1-4 carbon atoms, or extracts the ethylacetate, butanol or diethyl ether fraction in anhydrous or hydrous ethanol or methanol extract, In other words, it is added to the softening cream, nutrient cream, nourishing cream, massage cream, essence, pack, ointment.
염증 작용을 나타내는 데는 다양한 생화학적인 현상이 관여하는 것으로 알려져 있으며, 특히 프로스타글란딘의 생합성과 관련된 효소들은 염증 반응을 매개하는데 있어서 중요한 역할을 한다. 특히 아라키돈산으로부터 프로스타글란딘류를 합성하는데 관련된 효소인 시클로옥시게나제는 염증을 차단하는데 있어서 주된 목표가 되고 있다. 최근의 연구 성과에 따르면 시클로옥시게나제는 2가지가 존재한다. 시클로옥시게나제-1(이하 COX-1이라 함)은 세포내에 항상 존재하여 세포보호작용에 필요한 프로스타글란딘을 합성하는 작용을 나타내는 것으로 알려져 있으며, 시클로옥시게나제-2(이하 COX-2라 함)는 염증반응시에 세포내에서 급격히 증가되어 염증 반응을 일으키는 데 있어서 중요한 역할을 수행하는 것으로 알려져 있다. 따라서 이상적인 소염물질은 COX-2에 대한 저해효과를 가져야 한다.It is known that various biochemical phenomena are involved in inflammatory action, and in particular, enzymes related to prostaglandin biosynthesis play an important role in mediating the inflammatory response. In particular, cyclooxygenase, an enzyme involved in synthesizing prostaglandins from arachidonic acid, has been a major goal in blocking inflammation. Recent research has shown that there are two cyclooxygenases. Cyclooxygenase-1 (hereinafter referred to as COX-1) is known to exhibit the action of synthesizing prostaglandins that are always present in cells and necessary for cytoprotective action. Cyclooxygenase-2 (hereinafter referred to as COX-2) Is known to play an important role in causing inflammatory reactions due to rapid increase in cells during inflammatory reactions. Therefore, an ideal anti-inflammatory material should have an inhibitory effect on COX-2.
최근에 합성적인 방법으로 제조된 COX-2에 대한 저해제로 NS-398, CGP-29238, SC-58125, L-745337, 멜옥시캄(meloxicam) 등이 보고되고 있으나, 천연식물에서는 일부 식물 등의 추출물이 COX-1에 대한 저해활성이 보고된 것을 제외하고는 많은 연구가 이루어지지 않은 상태이다.Recently, NS-398, CGP-29238, SC-58125, L-745337, meloxicam, and the like have been reported as inhibitors for COX-2 produced by synthetic methods. Except that the extract has been reported to inhibit the COX-1 activity is not much research.
더구나 보골지 추출물의 COX-2 저해작용 및 항염작용에 관한 응용예는 아직 없는 실정이고, 또한 바쿠치올의 시클로옥시게나제-2의 저해작용 및 항염작용에 관한 응용예도 아직 없는 실정이다.Moreover, there is no application example regarding COX-2 inhibitory action and anti-inflammatory action of Bogolji extract, and there is no application example regarding inhibitory action and anti-inflammatory action of cyclooxygenase-2 of bakuchiol.
따라서 본 발명자들은 보골지 추출물 및/또는 바쿠치올이 시클로옥시게나제-2 저해작용 및 이와 관련된 항염작용이 있다는 것을 발견하여 본 발명을 완성하였다.Accordingly, the present inventors have completed the present invention by discovering that Bogolji extract and / or bakuchiol have a cyclooxygenase-2 inhibitory action and related anti-inflammatory action.
즉, 본 발명의 목적은 시클로옥시게나제-2 저해작용 및 이와 관련된 항염작용이 있는 보골지 추출물 및/또는 바쿠치올을 제공하는 것이다.In other words, it is an object of the present invention to provide a golgogi extract and / or bakuchiol with cyclooxygenase-2 inhibitory activity and anti-inflammatory action associated therewith.
본 발명의 따른 목적은 시클로옥시게나제-2 저해작용 및 이와 관련된 항염작용이 있는 보골지 추출물 및/또는 바쿠치올을 함유하는 화장료를 제공하는 것이다.It is an object of the present invention to provide a cosmetic comprising Bogolgi extract and / or bakuchiol with cyclooxygenase-2 inhibitory action and anti-inflammatory action associated therewith.
이하, 본 발명을 상세하게 설명한다.EMBODIMENT OF THE INVENTION Hereinafter, this invention is demonstrated in detail.
보골지는 콩과(Leguminosae)에 속하는 보골지(Psoralea corylifolia)의 과실로 높이 40-90cm의 1년생 초본이다. 이 식물의 줄기에는 황백색의 털과 흑갈색의 선점이 있고 엽은 호생한다. 이러한 보골지의 과실은 정유와 유기산이 들어있고 관상동맥 확장작용과 항균작용 등이 있다.Bogolgol is the fruit of Psoralea corylifolia belonging to the legume (Leguminosae), and it is an annual herb of 40-90cm in height. The stems of this plant have yellowish-white hairs and dark brown dots, and the leaves regenerate. Fruits of these bones contain essential oils and organic acids, coronary artery dilation and antibacterial action.
또한, 보골지의 구성성분 중의 하나인 바쿠치올은 항균, 티눈, 뼈의 석회화 등의 작용이 있다.In addition, bakuchiol, which is one of the components of the bone bone, has the action of antibacterial, corn, calcification of bone, and the like.
본 발명은 상기와 같은 보골지 및/또는 바쿠치올의 새로운 용도에 관한 것이다. 즉, 보골지 추출물 및/또는 보골지 추출물로부터 분리한 단일성분인 바쿠치올은 쥐의 폐포에서 분리한 대식세포를 LPS로 처리하여 유발시킨 시클로옥시게나제-2의 활성에 저해작용을 나타내는 것을 발견한 것으로, 본 발명은 관절염, 엔도톡시미어, 조산, 혈전, 천식, 건선, 피부알레르기 등 시클로옥시게나제-2가 관여하는 각종 질병의 치료제로 보골지 추출물 및/또는 바쿠치올을 이용하는 새로운 용도에 관한 것이다.The present invention relates to new uses of such bones and / or bakuchiols. That is, bakuchiol, a single component isolated from Bogolgo extract and / or Bogolgol extract, was found to exhibit an inhibitory effect on the activity of cyclooxygenase-2 induced by LPS treatment of macrophages isolated from rat alveoli. In one aspect, the present invention is directed to a novel use of golgogi extract and / or bakuchiol as a therapeutic agent for various diseases involving cyclooxygenase-2, including arthritis, endotoxin, preterm birth, thrombus, asthma, psoriasis, and skin allergies. It is about.
본 발명은 또한 보골지를 탄소수 1-4개의 무수 또는 함수 저급 알코올, 에칠아세테이트 또는 디에칠에테르로 추출하거나, 무수 또는 함수 에탄올 또는 메탄올 추출물 중 에칠아세테이트, 부탄올 또는 디에칠에테르 분획을 추출하여 화장료, 다시 말하면 유연화장수, 영양화장수, 영양크림, 맛사지크림, 엣센스, 팩, 연고 등에 첨가한 항염증 화장료에 관한 것이다.The present invention also extracts golgolji with anhydrous or hydrous lower alcohol, ethylacetate or diethether having 1-4 carbon atoms, or extracts the ethylacetate, butanol or diethyl ether fraction in anhydrous or hydrous ethanol or methanol extract, In other words, it relates to anti-inflammatory cosmetics added to the softening cosmetics, nourishing cosmetics, nutrition cream, massage cream, essence, pack, ointment.
본 발명에 따른 시클로옥시게나제-2 저해제는 보골지 추출물 및/또는 바쿠치올을 유효성분으로 하는 것을 특징으로 한다.Cyclooxygenase-2 inhibitors according to the present invention is characterized in that Bogolji extract and / or bakuchiol as an active ingredient.
또한, 본 발명에 따른 항염증 치료제 보골지 추출물 및/또는 바쿠치올을 유효성분으로 하는 것을 특징으로 한다.In addition, the anti-inflammatory therapeutic agent Bogolji extract and / or bakuchiol according to the invention is characterized in that the active ingredient.
또한, 본 발명에 따른 항염증 화장료는 보골지 추출물을 함유하는 것을 특징으로 한다.In addition, the anti-inflammatory cosmetics according to the invention is characterized in that it contains a golgol extract.
본 발명에 있어서, 보골지는 특별한 제한은 없지만, 콩과에 속하는 보골지(Psoralea corylifolia)를 사용하는 것이 바람직하다.In the present invention, the bones are not particularly limited, but it is preferable to use the bones belonging to legumes (Psoralea corylifolia).
본 발명에서 사용된 보골지의 추출물은 탄소수 1-4개의 무수 또는 함수 저급알코올 또는 에칠아세테이트를 용매로 하여 침적하여 얻는 것이 바람직하지만, 이것에 한정되는 것은 아니다.The extract of Bogolji used in the present invention is preferably obtained by dipping with anhydrous or hydrous lower alcohol or ethyl acetate having 1 to 4 carbon atoms as a solvent, but is not limited thereto.
본 발명에 있어서, 항염증 화장료에는 보골지 추출물이 0.0001-5중량%의 양으로 함유되는 것이 바람직하다. 보골지 추출물이 0.0001중량% 미만으로 사용되면, 항염증 효과가 별로 없고, 5중량%를 초과하면 비용측면에서 경제적으로 바람직하지 않다.In the present invention, it is preferable that the anti-inflammatory cosmetics contain golgol extract in an amount of 0.0001-5% by weight. When Bogolgol extract is used at less than 0.0001% by weight, there is not much anti-inflammatory effect, and when it exceeds 5% by weight, it is economically undesirable in terms of cost.
이하, 실시예 및 비교예를 통하여 본 발명을 상세하게 설명한다. 그러나 본 발명이 후술하는 실시예에 한정되는 것은 아니다.Hereinafter, the present invention will be described in detail through Examples and Comparative Examples. However, the present invention is not limited to the examples described later.
실시예 1 : 보골지 메탄올 추출물의 제조Example 1 Preparation of Bogolgo Methanol Extract
보골지의 과실 100g 을 잘게 분쇄한 다음 메탄올 1 리터를 넣고 냉각콘덴서가 달린 추출기에서 4 시간 끓여서 냉각시킨후 와트만 2번 여과지로 여과한다. 이 추출물을 냉각콘덴서가 달린 증류장치에서 40℃로 감압농축하여 건조중량 13.8g을 얻었다.Finely grind 100 g of Bolgol fruit, add 1 liter of methanol, boil for 4 hours in an extractor equipped with a cooling capacitor, cool, and filter it with Whatman No. 2 filter paper. The extract was concentrated under reduced pressure at 40 ° C. in a distillation apparatus equipped with a cooling capacitor to obtain a dry weight of 13.8 g.
실시예 2 : 보골지 에탄올 추출물의 제조Example 2 Preparation of Bogolgo Ethanol Extract
보골지의 과실 100g 을 잘게 분쇄한 다음 에탄올 1 리터를 넣고 4-25℃에서 10일간 침적시켜 추출한 후 냉각시킨 후 와트만 2번 여과지로 여과한다. 이 추출물을 냉각콘덴서가 달린 증류장치에서 40℃로 감압농축하여 건조중량 11.7g을 얻었다.Grind 100g of golgol fruit finely, add 1 liter of ethanol, immerse for 10 days at 4-25 ℃, extract, cool, and filter with filter paper of Whatman 2. The extract was concentrated under reduced pressure at 40 ° C. in a distillation apparatus equipped with a cooling capacitor to obtain a dry weight of 11.7 g.
실시예 3 : 보골지 부탄올 추출물의 제조Example 3 Preparation of Bogolgol Butanol Extract
보골지의 과실 100g 을 잘게 분쇄한 다음 노말 부탄올 1 리터를 넣고 4-25℃에서 10일간 침적시켜 추출한 후 냉각시킨 후 와트만 2번 여과지로 여과한다. 이 추출물을 냉각콘덴서가 달린 증류장치에서 40℃로 감압농축하여 건조중량 9.4g을 얻었다.Finely crush 100 g of golgol fruit, add 1 liter of normal butanol, dip it at 4-25 ° C for 10 days, extract it, cool it, and filter it with Whatman No. 2 filter paper. The extract was concentrated under reduced pressure at 40 ° C. in a distillation apparatus equipped with a cooling capacitor to obtain a dry weight of 9.4 g.
실시예 4 : 보골지 에칠아세테이트 추출물의 제조Example 4 Preparation of Bogolgol Echiacetate Extract
보골지의 과실 100g 을 잘게 분쇄한 다음 에칠아세테이트 1 리터를 넣고 4-25℃에서 10일간 침적시켜 추출한 후 냉각시킨 후 와트만 2번 여과지로 여과한다. 이 추출물을 냉각콘덴서가 달린 증류장치에서 40℃로 감압농축하여 건조중량 8.8g을 얻었다.Finely crush 100 g of golgol fruit, add 1 liter of ethyl acetate, dip it at 4-25 ° C for 10 days, extract it, cool it, and filter it with Whatman No. 2 filter paper. The extract was concentrated under reduced pressure at 40 ° C. in a distillation apparatus equipped with a cooling capacitor to obtain a dry weight of 8.8 g.
실시예 5 : 보골지 핵산 추출물의 제조Example 5 Preparation of Bogolji Nucleic Acid Extract
보골지의 과실 100g 을 잘게 분쇄한 다음 핵산 1 리터를 넣고 4-25℃에서 10일간 침적시켜 추출한 후 냉각시킨 후 와트만 2번 여과지로 여과한다. 이 추출물을 냉각콘덴서가 달린 증류장치에서 40℃로 감압농축하여 건조중량 0.9g을 얻었다.Finely grind 100 g of fruit from Bogolgol, add 1 liter of nucleic acid, dip it at 4-25 ° C for 10 days, extract it, cool it, and filter it with filter paper of Whatman 2. The extract was concentrated under reduced pressure at 40 ° C. in a distillation apparatus equipped with a cooling capacitor to obtain a dry weight of 0.9 g.
실시예 6 : 보골지의 메탄올 추출물로부터 바쿠치올의 분리Example 6 Separation of Bakuchiol from the Methanol Extract of Bogolji
실시예 1로부터 얻은 보골지 추출물을 100g의 실리카겔이 충진된 관의 상부에 장전하고 에칠아세테이트-핵산의 혼합용매를 통과시켜 화합물 H-136-C(10 g)을 얻었다. H-136-C(100 mg)을 실시카겔 박막크로마토그래피에 로딩하고 에칠아세테이트-핵산 혼합용매로 1시간동안 전개시켰다. 활성을 보인 분획을 칼로 긁어 모은 다음 메탄올-클로로포름 혼합용매로 용출시켜 시료 H-168-1(60 mg)을 얻었다.The Bogolgol extract obtained in Example 1 was loaded on the top of a tube filled with 100 g of silica gel, and passed through a mixed solvent of ethyl acetate-nucleic acid to obtain Compound H-136-C (10 g). H-136-C (100 mg) was loaded onto the run-on Kagel chromatography and run for 1 hour with an ethyl acetate-nucleic acid mixed solvent. Fractions showing activity were scraped off with a knife and eluted with a methanol-chloroform mixed solvent to obtain sample H-168-1 (60 mg).
참고예 1 : 바쿠치올의 구조Reference Example 1 Structure of Bakuchiol
실시예 6에서 얻은 바쿠치올의 구조를 규명하기 위해 기기분석을 실시하였다.1H-NMR 스펙트럼 및13C-NMR 스펙트럼은 제올 람다 400(Jeol Lambda 400; 일본) 분광계를, IR 스펙트럼은 바이오-레드(Bio-Rad) FTS-40 분광계를, 그리고 매스 스펙트럼은 제올 JMS-AX 505WA(일본)를 이용하여 각각 측정하였다. 그 결과는 다음과 같다.Instrumental analysis was performed to identify the structure of the bakuchiol obtained in Example 6. 1 H-NMR spectra and 13 C-NMR spectra are Zeol Lambda 400 (Japan) spectrometers, IR spectra are Bio-Rad FTS-40 spectrometers, and mass spectra are Zeol JMS-AX Each was measured using 505WA (Japan). the results are as follow.
IR νmax cm-1(KBr) : 3400, 2950, 2900(그림 4 참조)IR ν max cm -1 (KBr): 3400, 2950, 2900 (See Figure 4)
1H-NMR (CDCl3) : 표 1과 같다(그림 5 참조). 1 H-NMR (CDCl 3 ): Table 1 (see Figure 5).
13C-NMR (CDCl3) : 표 2와 같다(그림 6 참조). 13 C-NMR (CDCl 3 ): Table 2 (see Figure 6).
시험예 1 : 보골지 추출물 및 바쿠치올의 COX-2 활성억제의 검정Test Example 1 Assay of COX-2 Activity Inhibition of Bogolji Extract and Bakuchiol
(1) 폐포 대식세포의 제조(1) Preparation of Alveolar Macrophages
폐포의 대식세포는 5-6주령의 스프라구-다우레이(Sprague-Dawley)계 흰쥐로부터 찬들러(Chandler)와 풀머(Fulmer)의 브랑코알베오라 라비지(bronchoalveolar lavage)법에 준하여 분리하였다. 30 mL의 차가운 PBS를 폐에 넣어 라비지한 액을 취하였다. 1500rpm에서 원심분리시켜 얻은 세포 펠릿에 RPMI-1640을 가하여 분산하였다. 세포수와 생육성(viability)은 헤모시토미터(hemocytometer)를 사용하여 트리판 블루 익스클루젼법으로 결정하였다. 24-웰 마이크로타이터 플레이트에 셀을 가하고 37℃에서 5% CO2/95% O2으로 2시간 동안 배양한 후 배양액으로 2회 세척하여 대식세포를 얻는다. 얻은 대식세포의 순도는 통상 95% 이상임을 디퍼런셜 카운팅으로 확인하였다.Alveolar macrophages were isolated from Sprague-Dawley rats, 5-6 weeks old, according to Chandler and Fulmer's bronchoalveolar lavage method. 30 mL of cold PBS was added to the lung, and the liquid was collected. RPMI-1640 was added to and dispersed in the cell pellet obtained by centrifugation at 1500 rpm. Cell number and viability were determined by trypan blue exclusion using a hemocytometer. Cells are added to 24-well microtiter plates and incubated at 37 ° C. with 5% CO 2 /95% O 2 for 2 hours and then washed twice with culture to obtain macrophages. Purity of the obtained macrophages is usually 95% or more confirmed by differential counting.
(2) 시료의 처리(2) processing of samples
알베오라 라비지를 통해 얻은 대식세포에 RPMI-1640 배지를 가하고 (-) LPS, (+) LPS, 아스피린 (asp) 양성 대조군, 시료처리군으로 나누어 처리하였다. 이어서 CO2인큐베이터에서 오버나잇(overnight)한다. 배양후 각 웰의 배지를 전량 취하여 -20℃에 보관하였다가 생성된 PEG2를 측정하기 위한 RIA용 시료로 사용하였다.RPMI-1640 medium was added to macrophages obtained through Alveola Ravige and divided into (-) LPS, (+) LPS, aspirin (asp) positive control, and sample treatment group. It is then overnight in a CO 2 incubator. After incubation, the whole medium of each well was taken, stored at -20 ° C, and used as a sample for RIA to measure the produced PEG 2 .
(3) 시험결과(3) Test result
LPS로 유도시킨 경우의 생성되는 PEG2의 양을 100% COX-2 활성으로 하여 보골지 추출물과 + 콘트롤인 아스피린이 LPS를 처리한 대식세포의 COX-2의 활성에 미치는 저해효과를 %활성으로 비교하여 나타낸 것이 그림 1에 나와 있다. 그림 1에 의하면 보골지 추출물들이 용량 의존적으로 COX-2 활성을 저해하는 것으로 관찰되었다. 보골지 추출물 중 활성이 가장 좋은 에칠아세테이트 추출물의 양을 변화시켜가며 COX-2에 대한 저해효과를 살펴본 결과가 그림 2에 나와 있다.The amount of PEG 2 produced by LPS-induced activity was 100% COX-2 activity, and the inhibitory effect of Bogolgogi extract and + control aspirin on COX-2 activity of LPS-treated macrophages was% activity. A comparison is shown in Figure 1. According to Figure 1, Bogolgol extracts were observed to dose-dependently inhibit COX-2 activity. Figure 2 shows the results of examining the inhibitory effect on COX-2 by varying the amount of acetylacetate extract, the most active of Bogolgol extract.
또한 바쿠치올에 대해서도 위와 동일한 방법으로 COX-2의 활성에 미치는 저해효과를 알아보았다. 그에 대한 결과는 그림 3에 나와 있다. 그림 3에 의하면 바쿠치올 역시 보골지 추출물과 마찬가지로 용량의존적으로 COX-2의 활성을 저해하는 것을 볼 수 있다.In addition, the inhibitory effect on the activity of COX-2 was examined for bakuchiol in the same manner as above. The result is shown in Figure 3. Figure 3 shows that bakuchiol, like Bogolji extract, inhibits COX-2 activity in a dose-dependent manner.
시험예 2 : 항산화효과Test Example 2 Antioxidant Effect
보골지 추출물의 항산화효과를 다음과 같이 측정하고 기존에 알려진 항산화제인 히드로퀴논, 비타민 E, 아스콜빈산, 카페익산, 3,4-다히드록시 벤조산 등의 효과와 비교하였다.Antioxidant effect of Bogolgo extract was measured as follows and compared with the effects of known antioxidants hydroquinone, vitamin E, ascorbic acid, caffeic acid, 3,4-dihydroxy benzoic acid.
(1) 시험방법(1) Test method
100 ㎛ DPPH(디페닐 피크릴 히드라질 : diphenyl picryl hydrazile) 에탄올 용액 1.9 mL에 적당한 농도의 시험하고자 하는 시료용액을 0.1 mL 씩 넣고 37℃에서 30분간 반응시켰다. 반응후에 흡광도를 흡광광도계로 515 nm 에서 측정하였다.In 1.9 mL of 100 μm DPPH (diphenyl picryl hydrazile) ethanol solution, 0.1 mL of the sample solution to be tested at an appropriate concentration was added and reacted at 37 ° C. for 30 minutes. After the reaction, the absorbance was measured at 515 nm with an absorbance photometer.
(2) 시험결과(2) Test result
시험예 3 : 보골지 추출물의 카라기난 유도 발바닥 부종 억제 작용Test Example 3: Carrageenan-induced plantar edema inhibitory effect of golgogi extract
(1) 시험방법(1) Test method
체중이 150-200 g 인 웅성 스프라구-다우레이계 흰쥐의 발바닥에 1% 카라기난-셀라인(carrageenan-saline) 용액 0.1 mL를 주사하여 부종을 유발하였다. 카라기난에 의한 염증 유발 직후와 3시간 후에 플레티스모미터(우고 바실 콤파니)로 흰쥐의 발용적을 측정하여 부종율을 산출하였다. 약물은 카라기난 주사 1시간 전에 투여하였다. 저해 효능은 비히클 투여군의 부종율과 비교하는 % 저해능으로 표현하였다(수학식 1 참조).Edema was induced by injecting 0.1 mL of a 1% carrageenan-saline solution into the sole of male Sprague-Daurey rats weighing 150-200 g. Edema rate was calculated by measuring the paw volume of rats immediately after carrageenan-induced inflammation and 3 hours after stimulation with a plethysmometer (Wugo Basil Company). The drug was administered 1 hour before carrageenan injection. Inhibitory efficacy was expressed as% inhibition compared to the edema rate of the vehicle administration group (see Equation 1).
수학식 1에서, V는 발용적의 변화를 나타낸다.In Equation 1, V represents a change in volume.
(2) 시험결과(2) Test result
시험예 4 : 보골지 추출물의 아라키돈산 유도 귀 부종 억제 작용Test Example 4: Arachidonic acid-induced ear edema inhibitory effect of Bogolgo extract
(1) 시험방법(1) Test method
체중이 20-25 g 인 생쥐의 양쪽 귀에 아라키돈산 1 mg가 녹아있는 10㎕의 에탄올을 적용한 후, 용매 10㎕에 녹인 적정량의 생약 시료 용액을 좌귀에 적용하였다. 90분후 생쥐를 CO2로 치사시킨후, 생쥐의 좌,우 귀에서 6mm 직경의 검체를 채취하고 무게를 측정하였다. 저해율은 수학식 2와 같다.After applying 10 μl of ethanol in which 1 mg of arachidonic acid was dissolved in both ears of a mouse weighing 20-25 g, an appropriate amount of herbal sample solution dissolved in 10 μl of solvent was applied to the left ear. After 90 minutes, mice were killed with CO 2 , and 6 mm diameter specimens were taken from the left and right ears of the mice and weighed. The inhibition rate is shown in Equation 2.
수학식 2에서, X는 아라키돈산을 처리한 좌귀의 무게(생약처리부위), Y는 아라키돈산을 처리하지 않은 대조군 생쥐의 좌귀의 무게, x는 아라키돈산을 처리한 우귀의 무게, y는 아라키돈산을 처리하지 않은 대조군 생쥐의 우귀의 무게를 나타낸다.In Equation 2, X is the weight of the left ear treated with arachidonic acid (medicinal treatment site), Y is the weight of the left ear of control mice not treated with arachidonic acid, x is the weight of the right ear treated with arachidonic acid, and y is arachidone. The weight of the right ear of control mice not treated with acid is shown.
(2) 시험결과(2) Test result
이하, 본 발명의 보골지 추출물을 함유하는 화장료의 처방예를 설명한다.Hereinafter, a prescription example of the cosmetic containing the golgol extract of the present invention will be described.
처방예 1-3Prescription Example 1-3
보골지 추출물을 함유한 화장료중 유연화장수(스킨로션)의 처방예는 다음과 같다. 여기서 보골지 추출물은 실시예 1의 것을 사용하였다.Prescription examples of softening lotion (skin lotion) in cosmetics containing Bogolgol extract is as follows. Here Bogolji extract was used in Example 1.
처방예 4-6Prescription Example 4-6
보골지 추출물을 함유한 화장료중 영양화장수(밀크스킨로션)의 처방예는 다음과 같다. 여기서 보골지 추출물은 실시예 1의 것을 사용하였다.A prescription example of nutritional cosmetics (milk skin lotion) in cosmetics containing Bogolgol extract is as follows. Here Bogolji extract was used in Example 1.
처방예 7-9Prescription Example 7-9
보골지 추출물을 함유한 화장료중 맛사지크림의 처방예는 다음과 같다. 여기서 보골지 추출물은 실시예 1의 것을 사용하였다.A prescription example of a massage cream in cosmetics containing Bogolji extract is as follows. Here Bogolji extract was used in Example 1.
처방예 10-12Prescription Example 10-12
보골지 추출물을 함유한 화장료중 영양크림의 처방예는 다음과 같다. 여기서 보골지 추출물은 실시예 1의 것을 사용하였다.Prescription example of nutrition cream in cosmetics containing golgol extract is as follows. Here Bogolji extract was used in Example 1.
처방예 13-15Prescription Example 13-15
보골지 추출물을 함유한 화장료중 팩의 처방예는 다음과 같다. 여기서 보골지 추출물은 실시예 1의 것을 사용하였다.A prescription example of a pack in cosmetics containing Bogolgol extract is as follows. Here Bogolji extract was used in Example 1.
처방예 16-18Prescription Example 16-18
보골지 추출물을 함유한 화장료중 연고의 처방예는 다음과 같다. 여기서 보골지 추출물은 실시예 1의 것을 사용하였다.Prescription examples of ointments in cosmetics containing golgol extract is as follows. Here Bogolji extract was used in Example 1.
이상과 같이 본 발명에 의하면, 보골지 추출물 및 바쿠치올을 시클로옥시게나제-2 저해제 및 항염증 치료제로 이용할 수 있을 뿐만 아니라 시클로옥시게나제-2와 관련된 질병의 치료에도 이용할 수 있다. 또한 이러한 효과가 있는 보골지추출물이나 바쿠치올을 화장료에 적용함으로써 시클로옥시게나제-2의 저해효과를 향상시켜 피부의 염증과 관련된 질환을 완하 또는 치유하는 효과를 얻을 수 있다.As described above, according to the present invention, Bogolgogi extract and bakuchiol can be used not only as a cyclooxygenase-2 inhibitor and an anti-inflammatory agent, but also in the treatment of diseases related to cyclooxygenase-2. In addition, by applying the golgol extract or bakuchiol having such an effect to the cosmetics to improve the inhibitory effect of cyclooxygenase-2 can be obtained to alleviate or heal the disease associated with inflammation of the skin.
<참고><Note>
그림 1 : 보골지 추출물이 LPS를 처리한 대식세포의 시클로옥시게나제-2 활성에 미치는 영향을 나타낸 그래프(Pso-I, Pso-II, Pso-III, Pso-IV, Pso-V는 각각 메탄올, 에탄올, 부탄올, 에칠아세테이트, 핵산으로 추출하여 농축한 보골지 추출물이고, Asp는 콘트롤인 아스피린이다)Figure 1: Graph showing the effect of golgol extract on cyclooxygenase-2 activity of LPS-treated macrophages (Pso-I, Pso-II, Pso-III, Pso-IV, and Pso-V, respectively) Extracted with concentrated ethanol, butanol, ethyl acetate, nucleic acid and concentrated bone extract, Asp is aspirin as a control)
그림 2 : 보골지 추출물의 양을 달리하였을 때 대식세포의 시클로옥시게나제-2 활성에 미치는 영향을 나타낸 그래프(Pso-I, Pso-IV는 각각 메탄올, 에칠아세테이트로 추출하여 농축한 보골지 추출물이다)Figure 2: A graph showing the effect on the cyclooxygenase-2 activity of macrophages at different amounts of Bogolgi extract to be)
그림 3 : 바쿠치올이 LPS를 처리한 대식세포의 시클로옥시게나제-2를 저해하는 정도를 나타낸 그래프Figure 3: Graph showing the degree to which bakuchiol inhibits cyclooxygenase-2 in LPS-treated macrophages
그림 4 : 바구치올의 IR 스펙트럼Figure 4: IR spectrum of bagucciol
그림 5 : 바쿠치올의1H-NMR 스펙트럼(500 MHz, CDCl3)Figure 5: 1 H-NMR spectrum of bakuchiol (500 MHz, CDCl 3 )
그림 6 : 바쿠치올의13C-NMR 스펙트럼(500 MHz, CDCl3)Figure 6: 13 C-NMR spectrum of Bakuchiol (500 MHz, CDCl 3 )
Claims (15)
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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KR1019980027093A KR20000007648A (en) | 1998-07-06 | 1998-07-06 | Cyclooxygenase-2 obstruction containing psoralea corylifolia extracts/or bakuchiol as effective component and anti-inflammation cosmetic material containing psoralea corylifolia extracts/or bakuchiol |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20010110001A (en) * | 2000-06-05 | 2001-12-12 | 최희진 | Cosmetics composition containing Psoralea corylifolia L. extracts |
KR100538551B1 (en) * | 2002-04-13 | 2005-12-22 | 이화여자대학교 산학협력단 | Composition containing an extract of psoralea fructus for protecting brain cells and treating brain stroke |
KR100686469B1 (en) * | 2004-05-14 | 2007-02-26 | 신파 파마세우티컬 코리미티드 | Pharmaceutical Composition Containing Bakuchiol for Treating Woman Osteoporosis |
KR101431060B1 (en) * | 2005-05-09 | 2014-08-21 | 유니젠, 인크. | Compositions of bakuchiol and methods of making the same |
US8859021B2 (en) | 2007-05-14 | 2014-10-14 | Sytheon | Skin appearance through gene manipulation |
WO2017030383A3 (en) * | 2015-08-20 | 2017-05-11 | 숙명여자대학교산학협력단 | Pharmaceutical composition for preventing or treating muscular dystrophy including bakuchiol as active ingredient |
US9713596B2 (en) | 2011-02-02 | 2017-07-25 | Unigen, Inc. | Bakuchiol compositions for treatment of post inflammatory hyperpigmentation |
KR102543302B1 (en) | 2023-03-24 | 2023-06-15 | 주식회사 더모멘트 | Cosmetic composition for skin whitening and manufacturing method thereof |
-
1998
- 1998-07-06 KR KR1019980027093A patent/KR20000007648A/en not_active Application Discontinuation
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20010110001A (en) * | 2000-06-05 | 2001-12-12 | 최희진 | Cosmetics composition containing Psoralea corylifolia L. extracts |
KR100538551B1 (en) * | 2002-04-13 | 2005-12-22 | 이화여자대학교 산학협력단 | Composition containing an extract of psoralea fructus for protecting brain cells and treating brain stroke |
KR100686469B1 (en) * | 2004-05-14 | 2007-02-26 | 신파 파마세우티컬 코리미티드 | Pharmaceutical Composition Containing Bakuchiol for Treating Woman Osteoporosis |
KR101431060B1 (en) * | 2005-05-09 | 2014-08-21 | 유니젠, 인크. | Compositions of bakuchiol and methods of making the same |
US10905654B2 (en) | 2005-05-09 | 2021-02-02 | Unigen, Inc. | Compositions of bakuchiol and methods of making the same |
US8859021B2 (en) | 2007-05-14 | 2014-10-14 | Sytheon | Skin appearance through gene manipulation |
US9713596B2 (en) | 2011-02-02 | 2017-07-25 | Unigen, Inc. | Bakuchiol compositions for treatment of post inflammatory hyperpigmentation |
US10434073B2 (en) | 2011-02-02 | 2019-10-08 | Unigen, Inc. | Bakuchiol compositions for treatment of post inflammatory hyperpigmentation |
WO2017030383A3 (en) * | 2015-08-20 | 2017-05-11 | 숙명여자대학교산학협력단 | Pharmaceutical composition for preventing or treating muscular dystrophy including bakuchiol as active ingredient |
KR102543302B1 (en) | 2023-03-24 | 2023-06-15 | 주식회사 더모멘트 | Cosmetic composition for skin whitening and manufacturing method thereof |
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