JP3242016B2 - Hair restoration cosmetics - Google Patents
Hair restoration cosmeticsInfo
- Publication number
- JP3242016B2 JP3242016B2 JP01341297A JP1341297A JP3242016B2 JP 3242016 B2 JP3242016 B2 JP 3242016B2 JP 01341297 A JP01341297 A JP 01341297A JP 1341297 A JP1341297 A JP 1341297A JP 3242016 B2 JP3242016 B2 JP 3242016B2
- Authority
- JP
- Japan
- Prior art keywords
- extract
- hair
- turmeric
- cosmetics
- growth
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
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- Cosmetics (AREA)
- Medicines Containing Plant Substances (AREA)
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、育毛効果、脱毛予
防効果及びふけ防止効果に優れた養毛化粧料に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair nourishing cosmetic having an excellent hair-growth effect, a hair loss-preventing effect, and an anti-dandruff effect.
【０００２】[0002]
【従来の技術及び発明が解決しようとする課題】従来よ
り、トウガラシチンキ、センブリエキス、朝鮮ニンジン
エキス、ニコチン酸、ニコチン酸メチル等の頭皮の血行
促進物質等を配合してなる養毛化粧料はよく知られてい
る。しかしながら、これらの血行促進物質は皮膚刺激が
強く配合量に制限があったり、血行促進の持続時間が短
いという欠点がある。また毛髪の栄養成分も低濃度では
皮膚への浸透量が少なく、且つ単独では効果が十分発揮
されないという問題点がある。育毛、脱毛防止、ふけ防
止等の効果を充分に発現する程に有効なる物質の発見に
までは至っていない。2. Description of the Related Art Conventionally, hair restoration cosmetics containing a scalp blood circulation promoting substance such as pepper tincture, assembly extract, Korean ginseng extract, nicotinic acid, methyl nicotinate and the like have been known. well known. However, these blood circulation promoting substances are disadvantageous in that they are highly irritating to the skin, have a limited amount, and have a short duration of blood circulation promotion. In addition, there is a problem that the hair nutrient component at a low concentration has a small amount of permeation into the skin and the effect is not sufficiently exhibited by itself. No substance has been found that is effective enough to exhibit effects such as hair growth, hair loss prevention and dandruff.
【０００３】近年、育毛に関しホルモンの関与が示唆さ
れている。つまり、毛乳頭を含めた毛包に於いて、男性
ホルモン（テストステロン）は、５α−レダクターゼ
（Δ4−３−ケトステロイド５α−オキシドリダクター
ゼ）により、活性型男性ホルモン（ジヒドロテストステ
ロン）に活性化される。更に受容体と結合し細胞核に取
り込まれ、ＤＮＡレベルで情報を伝達する。この情報に
よりケラチン合成に関与する酵素合成が制御され、毛髪
のケラチン合成が抑制され、毛髪の成長が低下し、最終
的に脱毛が促進される。従って、養毛剤開発にあたり、
頭毛及び頭皮に於いて男性ホルモンの活性化酵素である
５α−レダクターゼの活性阻害物質に関する研究が注目
されているが、男性型脱毛症は血行不良や毛母細胞の活
性低下、皮脂腺の肥大化、頭皮の線維化等の現象が複雑
に絡みあって生じていると推察されている。したがって
単に抗男性ホルモン剤等を育毛剤として用いても育毛作
用を発現するまでには至らないのが現状である。[0003] In recent years, the involvement of hormones in hair growth has been suggested. That, in the hair follicle, including the hair papilla, male hormone (testosterone) is, 5.alpha. by-reductase (delta 4-3-keto steroid 5.alpha. oxidoreductase), is activated to active androgen (dihydrotestosterone) You. Furthermore, it binds to receptors and is taken up by the cell nucleus, transmitting information at the DNA level. This information controls the synthesis of enzymes involved in keratin synthesis, suppresses keratin synthesis in hair, reduces hair growth, and ultimately promotes hair loss. Therefore, in developing hair restorer,
Studies on inhibitors of the activity of 5α-reductase, an androgen-activating enzyme in the scalp and scalp, have attracted attention, but male pattern baldness is associated with poor circulation, decreased activity of hair matrix cells, and enlarged sebaceous glands. It is presumed that phenomena such as fibrosis of the scalp and the like are complicatedly involved. Therefore, at present, simply using an anti-androgen agent or the like as a hair-growth agent does not bring about the hair-growth effect.
【０００４】前記の問題点を解決する手段として、特開
平５−１３９９３６号公報におけるある種のカルボキシ
ベタインを含有する発毛剤、特開平５−１７０６２５号
公報における酸性ムコ多糖類とホップエキスを含有する
養毛化粧料、特開平５−１７０６２７号公報におけるウ
チワサボテン抽出物を配合する発毛・育毛料、特開平７
−３３６２７号公報における過硼酸ナトリウム及び／ま
たは過炭酸ナトリウムを含有する頭髪発毛育毛化粧料、
特開平８−１２５３１号公報におけるヨクイニン抽出物
を含有する発毛剤等を始めとして数多くの養毛・育毛剤
が提案されているが、末梢血流を促進し、毛母細胞の賦
活化をする物質を単独で用いても格段の育毛作用につい
ては見出せず、また組成物においても充分満足すべき結
果を得るまでには至らず、育毛効果、脱毛予防効果に改
良の余地があるのが実情であった。As means for solving the above-mentioned problems, a hair growth agent containing a certain kind of carboxybetaine disclosed in JP-A-5-139936, and an acidic mucopolysaccharide and a hop extract described in JP-A-5-170625 are disclosed. Hair growth / hair restoration containing prickly pear cactus extract in JP-A-5-170627, JP-A-5-170627
-Hair growth and hair growth cosmetic containing sodium perborate and / or sodium percarbonate in JP-A-33627
Numerous hair-growing and hair-growing agents have been proposed, including a hair-growing agent containing a yoquinin extract in JP-A-8-12531, which promotes peripheral blood flow and activates hair matrix cells. Even if the substance is used alone, no remarkable hair-growth effect has been found, and the composition has not yet yielded a satisfactory result, and there is room for improvement in the hair-growth effect and the hair loss-preventing effect. there were.
【０００５】[0005]
【課題を解決するための手段】本発明者らは、このよう
な実情に鑑み、頭皮の男性ホルモン代謝改善、末梢血流
の促進および毛母細胞の賦活作用のある物質について、
鋭意研究を重ねた結果、５α−レダクターゼ活性阻害能
を有する、秋ウコン(Curcuma longa) 及び／または春ウ
コン(Curcuma aromatica) の抽出エキスから分画して得
られる、クルクミン、デメトキシクルクミン、ビスデメ
トキシクルクミンからなる群より選ばれる少なくとも一
種以上の物質と、センブリエキス、朝鮮ニンジンエキ
ス、デュークエキス、トウガラシチンキ、ジイソプロピ
ルアミンジクロロアセテート、γ−アミノ酪酸誘導体、
ヒノキチオール、ビタミンＥ誘導体、パントテン酸誘導
体、ニコチン酸誘導体、グリチルリチン酸誘導体、グリ
チルレチン酸誘導体、タンジンエキスからなる群より選
ばれる少なくとも一種以上の物質とを配合した養毛化粧
料が、各成分の相乗効果により、本発明の目的である優
れた養毛、育毛効果を発現することを見いだし、本発明
を完成した。Means for Solving the Problems In view of such circumstances, the present inventors have proposed a substance having an action of improving androgen metabolism of the scalp, promoting peripheral blood flow and activating hair matrix cells.
As a result of intensive studies, curcumin, demethoxycurcumin, bisde, etc., obtained by fractionating from an extract of autumn turmeric (Curcuma longa) and / or spring turmeric (Curcuma aromatica), which has the ability to inhibit 5α-reductase activity. At least one or more substances selected from the group consisting of methoxycurcumin, and assembly extract, Korean ginseng extract, Duke extract, Pepper tincture, diisopropylamine dichloroacetate, γ-aminobutyric acid derivative,
Hair growth cosmetics containing at least one substance selected from the group consisting of hinokitiol, vitamin E derivatives, pantothenic acid derivatives, nicotinic acid derivatives, glycyrrhizic acid derivatives, glycyrrhetinic acid derivatives, and tanzine extract, synergistic effect of each component As a result, the present inventors have found that excellent hair-growth and hair-growth effects, which are the objects of the present invention, have been developed, and have completed the present invention.
【０００６】すなわち、本発明は、秋ウコン及び／また
は春ウコンの抽出エキスから分画して得られる、下記一
般式（１）で示されるクルクミン、デメトキシクルクミ
ン、ビスデメトキシクルクミンを用いた養毛化粧料にお
いて、クルクミンと、デュークエキス又はタンジンエキ
スとを配合することを特徴とする養毛化粧料、デメトキ
シクルクミンと、センブリエキス、朝鮮ニンジンエキ
ス、デュークエキス、トウガラシチンキ、ジイソプロピ
ルアミンジクロロアセテート、γ−アミノ酪酸、ヒノキ
チオール、ビタミンＥニコチネート、パントテン酸カル
シウム、ニコチン酸、ニコチン酸メチル、グリチルリチ
ン酸ジカリウム、グリチルレチン酸及びタンジンエキス
からなる群より選ばれる少なくとも一種以上の物質とを
配合することを特徴とする養毛化粧料、ビスデメトキシ
クルクミンと、デュークエキス又はタンジンエキスとを
配合することを特徴とする養毛化粧料にある。 [0006] That is, the present invention provides a nutrient containing curcumin, demethoxycurcumin, and bisdemethoxycurcumin represented by the following general formula (1) obtained by fractionating from an extract of autumn turmeric and / or spring turmeric. For hair cosmetics
And curcumin with Duke Extract or Tanjin Eki
Hair nourishing cosmetic, demethokiki characterized by blending
Siccurcumin, assembly extract, Korean carrot
, Duke extract, Pepper tincture, Diisopropyl
Luamine dichloroacetate, γ-aminobutyric acid, hinoki
Thiol, vitamin E nicotinate, pantothenic acid cal
Cium, nicotinic acid, methyl nicotinate, glycyrrhichi
Dipotassium, glycyrrhetinic acid and tanzine extract
At least one substance selected from the group consisting of
Bisdemethoxy, a hair nourishing cosmetic characterized by being blended
Curcumin and Duke Extract or Tanjin Extract
Hair restoration cosmetics characterized by being blended.
【０００７】[0007]
【化１】 （上記一般式において、Ｒ1 がＯＣＨ3 、Ｒ2 がＯＣＨ
3 であるものが、クルクミンであり、Ｒ1 がＯＣＨ3 、
Ｒ2 がＨであるものが、デメトキシクルクミンであり、
Ｒ1 がＨ、Ｒ2 がＨであるものが、ビスデメトキシクル
クミンである。）Embedded image (In the above general formula, R 1 is OCH 3 , R 2 is OCH 3
3 is curcumin, wherein R 1 is OCH 3 ,
R 2 is a H is a demethoxycurcumin,
When R 1 is H and R 2 is H, bisdemethoxycurcumin is used. )
【０００８】[0008]
【発明の実施の形態】秋ウコンは、ショウガ科（Zingri
berance)に属する多年草植物であり、その根茎は止血
剤、香料、カレー粉、黄色染料、肝臓疾患の治療薬とし
て利用されている。また同属植物の春ウコンの根茎は、
秋ウコンと同様、上記用途に利用されている。本発明に
使用するウコン抽出エキスは、秋ウコン及び／または春
ウコンの根茎を、メタノール、エタノール、プロピルア
ルコール、イソプロピルアルコール、ブタノール等の低
級アルコール、または含水低級アルコール、プロピレン
グリコール、１，３−ブチレングリコール等の多価アル
コール、または含水多価アルコール、アセトン、メチル
エチルケトン、酢酸エチルエステル、クロロホルム、ｎ
−ヘキサン等の有機溶媒等による抽出方法を単独、また
は組合せにて用いて得られる。ここで、ウコン抽出エキ
スとは、抽出溶媒を若干含むもの、抽出溶媒を完全に蒸
発させたウコン抽出エキスの乾固物を言う。そして、該
ウコン抽出エキスからカラムクロマトグラフィー等を用
い分画して得られるクルクミン、デメトキシクルクミ
ン、ビスデメトキシクルクミンを主成分とする粗製分画
物、あるいは粗製分画物を溶媒で再結晶させた精製分画
物を本発明では使用することができる。DETAILED DESCRIPTION OF THE INVENTION Autumn turmeric is a ginger family (Zingri).
perennial plant belonging to C. berance), the rhizome of which is used as a hemostatic agent, flavor, curry powder, yellow dye, and a remedy for liver diseases. In addition, rhizome of spring turmeric of the same genus plant,
Like autumn turmeric, it is used for the above purposes. The turmeric extract used in the present invention is obtained by removing the rhizomes of autumn turmeric and / or spring turmeric from lower alcohols such as methanol, ethanol, propyl alcohol, isopropyl alcohol, and butanol, or hydrated lower alcohols, propylene glycol, and 1,3-butylene. Polyhydric alcohols such as glycols or water-containing polyhydric alcohols, acetone, methyl ethyl ketone, ethyl acetate, chloroform, n
-It is obtained by using an extraction method with an organic solvent such as hexane alone or in combination. Here, the turmeric extract refers to a turmeric extract which contains a small amount of the extraction solvent, and a dried product of the turmeric extract which is completely evaporated. Then, curcumin obtained by fractionation from the turmeric extract using column chromatography or the like, demethoxycurcumin, a crude fraction containing bisdemethoxycurcumin as a main component, or a crude fraction is recrystallized with a solvent. The purified fraction can be used in the present invention.
【０００９】本発明に用いるウコン抽出エキス中に含ま
れ、且つ、ウコン抽出エキス中の主成分でない特定の分
画物であるクルクミン、デメトキシクルクミン、ビスデ
メトキシクルクミンの配合量は、本発明の養毛化粧料の
組成物の全重量に対して０．０１〜１０．０重量％（以
下ｗｔ％と略記する）が好ましく、更に好ましくは０．
０１％〜８．０ｗｔ％である。配合量が０．０１ｗｔ％
未満では、本発明の目的とする効果に十分でない場合が
あり、一方１０．０ｗｔ％を越えても、その増加に見合
った効果の向上は望めない場合がある。The specific amounts of curcumin, demethoxycurcumin and bisdemethoxycurcumin, which are contained in the turmeric extract and are not the main components in the turmeric extract, are determined according to the present invention. It is preferably 0.01 to 10.0% by weight (hereinafter abbreviated as wt%), more preferably 0.1% by weight, based on the total weight of the composition for hair restoration.
It is from 01% to 8.0% by weight. 0.01wt%
If the amount is less than the above, the intended effect of the present invention may not be sufficient. On the other hand, if the amount exceeds 10.0% by weight, the improvement of the effect corresponding to the increase may not be expected.
【００１０】本発明に用いるγ−アミノ酪酸は公知の物
質である。 [0010] γ- amino butyric acid for use in the present invention is Ru known substances der.
【００１１】本発明に用いるビタミンＥニコチネート
は、公知の物質である。 Vitamin E used in the present inventionNicotinate
Is a known substanceYou.
【００１２】本発明に用いるパントテン酸カルシウムは
公知の物質である。 [0012] calcium pantothenate used in the present invention Ru known substances der.
【００１３】本発明に用いるニコチン酸、ニコチン酸メ
チルは公知の化合物である。 The nicotinic acid and nicotinic acid used in the present invention
Chill Ru Der known compounds.
【００１４】本発明に用いるグリチルリチン酸ジカリウ
ムは公知の化合物である。 The dicaliu glycyrrhizinate used in the present invention
Beam is Ru Der known compounds.
【００１５】本発明に用いるグリチルレチン酸は公知の
物質である。 [0015] glycyrrhetinic acid used in the present invention is Ru known substances der.
【００１６】本発明に用いるタンジンエキスはシソ科
（Ｌａｂｉａｔａｅ）に属する多年草であるタンジン
（Ｓａｌｖｉａ ｍｉｌｔｉｏｒｒｈｉｚａ）の根を乾
燥させたものより、特開平３−１２３７２０号公報記載
の方法により、含水アルコール等によって抽出して得る
ことができる。The tanzine extract used in the present invention is obtained by drying the roots of tanjin (Salvia miltiorrhiza), a perennial plant belonging to the Labiatae family, by using a method described in JP-A-3-123720 by using a hydroalcohol or the like. Can be obtained by extraction.
【００１７】そして、本発明に係るセンブリエキス、朝
鮮ニンジンエキス、デュークエキス、トウガラシチン
キ、ジイソプロピルアミンジクロロアセテート、γ−ア
ミノ酪酸、ヒノキチオール、ビタミンＥニコチネート、
パントテン酸カルシウム、ニコチン酸、ニコチン酸メチ
ル、グリチルリチン酸ジカリウム、グリチルレチン酸、
タンジンエキスは、本発明の目的である育毛効果、脱毛
予防効果を示す範囲を検討した結果、養毛化粧料の総量
を基準として、０．００１〜２０．０ｗｔ％が好まし
く、更に好ましくは０．０１〜５．０ｗｔ％である。[0017] Then, assembly extract according to the present invention, ginseng extract, Duke extract, capsicum tincture, diisopropylamine dichloroacetate, .gamma.-amino butyric acid, hinokitiol, vitamin E nicotinate,
Calcium pantothenate, nicotinic acid , methyl nicotinate
Le, glycyrrhizin dipotassium, glycyrrhetinic acid,
As a result of examining the range showing the hair-growth effect and the hair-leakage prevention effect, which are the objects of the present invention, the tanzine extract is preferably used in an amount of 0.001 to 20.0% by weight, more preferably 0.1 to 20.0% by weight, based on the total amount of the hair restoration cosmetic. 01 to 5.0 wt%.
【００１８】本発明の養毛化粧料は、常法に従い、例え
ば、ヘアートニック、ヘアーローション、ヘアームース
等の直接頭皮に塗布する剤型に製造することができる。
そして、本発明の養毛化粧料には、他の成分として、色
素、香料、殺菌剤、防腐剤、角質溶解剤、抗アンドロゲ
ン剤、抗酸化剤等を本発明の目的を達する範囲内で適宜
配合することができる。The hair nourishing cosmetic composition of the present invention can be manufactured in a usual manner into a dosage form such as hair tonic, hair lotion, hair mousse, etc., which is directly applied to the scalp.
The hair restoration cosmetic of the present invention contains, as other components, dyes, fragrances, bactericides, preservatives, keratolytic agents, antiandrogens, antioxidants, and the like, as long as the object of the present invention is achieved. Can be blended.
【００１９】次に実施例中で具体的に、グルクミン、デ
メトキシクルクミン、ビスデメトキシクルクミンの各分
画物の製造例、及び得られた各分画物の化学構造につい
ての確認方法と各分画物の含有量について述べる。更
に、前記成分を配合した養毛化粧料の例について述べ
る。Next, specific examples of the production of each of the fractions of glucumin, demethoxycurcumin, and bisdemethoxycurcumin, a method for confirming the chemical structure of each of the obtained fractions, and each fraction The content of the product will be described. Further, examples of hair-growth cosmetics containing the above components will be described.
【００２０】[0020]
（１）ウコン抽出エキスの製造例 秋及び春ウコン混合粉末（インド産輸入品）の２ｋｇを
正確に秤り、その１０倍量のエタノールを加え、時々振
り混ぜながら４時間浸出させた後、ろ過した。この操作
を２回繰り返し、ろ液を集めて減圧下に濃縮乾固し、ウ
コン抽出エキス乾固物１２９．４０ｇ（収率：６．４７
ｗｔ％）を得た。(1) Production example of turmeric extract Extract 2 kg of autumn and spring turmeric mixed powder (imported from India) is accurately weighed, 10 times the amount of ethanol is added, leached for 4 hours with occasional shaking, and then filtered. did. This operation was repeated twice, and the filtrate was collected, concentrated to dryness under reduced pressure, and 129.40 g of a dried turmeric extract (yield: 6.47).
wt%).
【００２１】（２）クルクミン、デメトキシクルクミン
及びビスデメトキシクルクミンの分画物の調製例 上記ウコン抽出エキス乾固物８．９ｇをシリカゲルカラ
ムクロマトグラフィー（メルク社製Ｓｉｌｉｃａ Ｇｅ
ｌ６０，７０−２３０メッシュ使用、８ｃｍＩ．Ｄ．×
６０ｃｍ）に付し、クロロホルム−メタノール（４０：
１→３０：１→２０：１→１０：１）で多段溶出し、Ｆ
ｒ．１〜Ｆｒ．６に分画した。Ｆｒ．３（２．４ｇ）
を、更に、シリカゲルカラムクロマトグラフィー（Ｓｉ
ｌｉｃａＧｅｌ６０，７０−２３０メッシュ、５ｃｍ
Ｉ．Ｄ．×５ｃｍ）に付し、クロロホルム−メタノール
（５０：１→４０：１→３０：１→２０：１→１０：
１）で多段溶出し、Ｆｒ．Ｉ〜Ｆｒ．ＩＶに分画した。
Ｆｒ．Ｉ（１０ｇ）は、酢酸エチルで再結晶し、クルク
ミン２７０ｍｇを得、Ｆｒ．ＩＩ（０．４ｇ）及びＦ
ｒ．ＩＩＩ（０．６ｇ）はクロロホルム−アセトニトリ
ルで再結晶し、デメトキシクルクミン１８０ｍｇ及びビ
スデメトキシクルクミン２７０ｍｇを得た。得られた化
合物について、各々 1Ｈ−及び13Ｃ−ＮＭＲスペクト
ル、融点、比旋光度等を測定し、文献値［Chem. Pharm.
Bull. 33. 1499-1502(1985)］と比較することにより構
造を確認し、標準試料とした。。(2) Preparation Example of Fractions of Curcumin, Demethoxycurcumin and Bisdemethoxycurcumin 8.9 g of the above dried turmeric extract was dried with silica gel column chromatography (Silica Ge, Merck).
160, 70-230 mesh, 8 cmI. D. ×
60 cm) and chloroform-methanol (40:
1 → 30: 1 → 20: 1 → 10: 1)
r. 1 to Fr. 6 fractions. Fr. 3 (2.4 g)
And silica gel column chromatography (Si
licaGel60, 70-230 mesh, 5cm
I. D. × 5 cm) and chloroform-methanol (50: 1 → 40: 1 → 30: 1 → 20: 1 → 10:
1) multi-stage elution, I to Fr. Fractionated into IV.
Fr. I (10 g) was recrystallized from ethyl acetate to obtain 270 mg of curcumin. II (0.4 g) and F
r. III (0.6 g) was recrystallized from chloroform-acetonitrile to obtain 180 mg of demethoxycurcumin and 270 mg of bisdemethoxycurcumin. The obtained compound was measured for 1 H- and 13 C-NMR spectra, melting point, specific rotation, etc., and the literature values [Chem. Pharm.
Bull. 33. 1499-1502 (1985)] to confirm the structure and use it as a standard sample. .
【００２２】（３）秋及び春ウコン抽出エキス乾固物中
のクルクミン、デメトキシクルクミン及びビスデメトキ
シクルクミンの定量 ウコン抽出エキス乾固物約５０ｍｇを精密に秤り、メタ
ノールを加えて正確に全量を５０ｍｌとする。更に、そ
の１０ｍｌを正確に取り、メタノールを加えて正確に全
量を５０ｍｌとし、試料溶液とする。一方、クルクミ
ン、デメトキシクルクミン及びビスデメトキシクルクミ
ン標準試料約５０ｍｇを精密に秤り、メタノールを加え
て正確に全量を５０ｍｌとし、その２ｍｌを正確に取
り、メタノールを加えて正確に全量を１００ｍｌとし、
各々の標準溶液とする。試料溶液及び標準溶液を高速液
体クロマトグラフィー（ＨＰＬＣ）に注入し、得られる
クロマトグラムの各ピーク高より、次式を用いて含量を
算出する。(3) Determination of Curcumin, Demethoxycurcumin and Bisdemethoxycurcumin in Cured Extract of Autumn and Spring Turmeric Extract Approximately 50 mg of the dried product of turmeric extract was precisely weighed, and methanol was added to determine the total amount. To 50 ml. Further, accurately take 10 ml of the solution, add methanol to make the total volume exactly 50 ml, and use it as a sample solution. On the other hand, about 50 mg of curcumin, demethoxycurcumin and bisdemethoxycurcumin standard samples are precisely weighed, methanol is added to make the total volume exactly 50 ml, 2 ml thereof is accurately taken, and methanol is added to make the total volume exactly 100 ml. ,
Use each standard solution. The sample solution and the standard solution are injected into high performance liquid chromatography (HPLC), and the content is calculated from the peak heights of the obtained chromatogram using the following formula.
【００２３】秋及び春ウコン抽出エキス乾固物中のクル
クミン、デメトキシクルクミン及びビスデメトキシクル
クミンの含量（ｗｔ％）＝〔標準試料秤取量（ｍｇ）／
ウコン抽出エキス乾固物採取量（ｍｇ）〕×〔試料ピー
ク高さ／標準試料ピーク高さ〕×１０ ＨＰＬＣ条件 カラム：Wakosil 115C18HG(4.6mm I.D. x 250mm)（和光
純薬工業株式会社製） 移動相：５０ｗｔ％アセトニトリル溶液（０．１ｗｔ％
リン酸含有） 流速：１．０ｍｌ／ｍｉｎ カラム温度：４０℃ 測定波長：４２０ｎｍ 試料注入量：２０μｌCurcumin, demethoxycurcumin and bisdemethoxycurcumin content (wt%) in the dried product of autumn and spring turmeric extracts = [weighed amount of standard sample (mg) /
Extracted amount of turmeric extract dry matter (mg)] x [sample peak height / standard sample peak height] x 10 HPLC conditions Column: Wakosil 115C18HG (4.6 mm ID x 250 mm) (manufactured by Wako Pure Chemical Industries, Ltd.) Phase: 50 wt% acetonitrile solution (0.1 wt%
Flow rate: 1.0 ml / min Column temperature: 40 ° C. Measurement wavelength: 420 nm Sample injection volume: 20 μl
【００２４】一例として、秋ウコンの成分を測定した結
果を表１に示す。As an example, Table 1 shows the results of measuring the components of autumn turmeric.
【００２５】[0025]
【表１】 [Table 1]
【００２６】以下に、本発明の養毛化粧料の実施例及び
比較例に基づいて詳述する。Hereinafter, the hair-growth cosmetic of the present invention will be described in detail based on Examples and Comparative Examples.
【００２７】実施例に記載の５α−レダクターゼ活性阻
害試験、マウス発毛促進効果試験法、ヒト頭皮毛成長促
進効果試験法及び実用試験法を下記に示す。The 5α-reductase activity inhibition test, mouse hair growth promoting effect test method, human scalp hair growth promoting effect test method and practical test methods described in the Examples are shown below.
【００２８】（１）５α−レダクターゼ活性阻害試験 （イ）酵素源：ＳＤ系ラット（１０週齢、オス）を屠殺
後、前立腺を摘出し、３倍容の０．２５Ｍシュークロー
スを含む０．１Ｍヘペス（ＨＥＰＥＳ）緩衝液（ｐＨ
７．２）中にてホモジナイズした。得られたホモジネー
トを３０００ｒｐｍ，１０分の遠心分離により核分画を
分離し、同倍容の上記ヘペス緩衝液に再懸濁して酵素溶
液とした。(1) Inhibition test of 5α-reductase activity (a) Enzyme source: SD rats (10-week-old, male) were sacrificed, the prostate was removed, and 0.3 volume of 0.25 M sucrose was added. 1M HEPES buffer (pH
Homogenized in 7.2). The obtained homogenate was subjected to centrifugation at 3000 rpm for 10 minutes to separate a nuclear fraction, and resuspended in the same volume of the above Hepes buffer to obtain an enzyme solution.
【００２９】（ロ）アッセー法：５α−レダクターゼ活
性測定にはマイクロラジオアッセー法を用いた。詳しく
は、１．５ｎｍｏｌの（４−14Ｃ）−テストステロンを
試料エタノール溶液２μｌに添加し、溶媒を揮発させた
後、１０μｌの５０ｍＭジヒドロニコチンアミドアデニ
ンジヌクレオチド燐酸（ＮＡＤＰＨ）、６０μｌの上記
ヘペス緩衝液を添加し、攪拌後、３７℃で５分間プレイ
ンキュベーションした。反応は３０μｌの酵素溶液を添
加することにより開始した。３７℃、６０分間インキュ
ベートした後、０．４ｍｌのクロロホルム：メタノール
（１：２）溶液を加えて、反応を停止させ、３０００ｒ
ｐｍ，１０分間遠心し、分析用サンプルを得た。(B) Assay method: The microradioassay method was used for measuring 5α-reductase activity. Specifically, 1.5 nmol of (4- 14 C) -testosterone was added to 2 μl of a sample ethanol solution, and after evaporating the solvent, 10 μl of 50 mM dihydronicotinamide adenine dinucleotide phosphate (NADPH) and 60 μl of the above Hepes buffer were added. The solution was added, stirred, and pre-incubated at 37 ° C. for 5 minutes. The reaction was started by adding 30 μl of the enzyme solution. After incubating at 37 ° C for 60 minutes, the reaction was stopped by adding 0.4 ml of a chloroform: methanol (1: 2) solution, and the reaction was stopped at 3000 r.
After centrifugation at pm for 10 minutes, a sample for analysis was obtained.
【００３０】（ハ）分析方法：５０μｌの各分析用サン
プルを下記２段階の薄層クロマトグラフィー（ＴＬＣ；
Whatman社製 LK6DF）に掛けた。本系により、参考文献
［Clin. Endocrinol.,M.J.Thornton, I.Laing, K.Hamad
a, A.G.Messenger and V.A.Randall, 39, 633-639, 199
3］に示す如く、全ての男性ホルモン代謝物を分析する
ことが可能である。 １）ジクロロメタン：ジエチルエーテル（７０：１０） ２）クロロホルム：ジエチルエーテル（９０：１０） ＴＬＣ板は風乾後、ラジオクロマトアナライザー（アロ
カ ＪＴ６０１）を用いて、５α−レダクターゼによる
テストステロンの５α−ジヒドロテストステロンへの変
換率を測定した。次式により５α−レダクターゼ活性阻
害率（％）を求めて５α−レダクターゼ活性阻害能の指
標とした。(C) Analytical method: 50 μl of each analytical sample was subjected to the following two-step thin-layer chromatography (TLC;
Whatman LK6DF). According to this system, references [Clin. Endocrinol., MJ Thornton, I. Laing, K. Hamad
a, AGMessenger and VARandall, 39, 633-639, 199
As shown in [3], it is possible to analyze all androgen metabolites. 1) Dichloromethane: diethyl ether (70:10) 2) Chloroform: diethyl ether (90:10) After air-drying the TLC plate, use a radiochromatographic analyzer (Aloka JT601) to convert testosterone to 5α-dihydrotestosterone with 5α-reductase. Was measured. The 5α-reductase activity inhibition rate (%) was determined by the following formula and used as an index of the 5α-reductase activity inhibition ability.
【００３１】[0031]
【数１】 (Equation 1)
【００３２】（２）マウス発毛促進効果試験法 Ｃ３Ｈマウス（８週齢、オス、平均重量３５ｇ）の背部
皮膚（２ｃｍ×４ｃｍ）を電気バリカン及びシェーバー
で刈り、翌日より実施例及び比較例の各試料を被験部皮
膚に朝夕２回、一匹当り０．２ｍｌを二週間連用塗布し
た。一試料に対して動物一群１０匹使用した。塗布開始
１４日目に各試料の被験部皮膚をビデオカメラに撮影
し、画像解析装置にて毛刈り部及び発毛部の面積を測定
し、下記の式で発毛率（％）を算出した。 発毛率（％）＝（発毛部の面積）／（毛刈り部の面積）
×１００ 養毛効果の判定は、実施例または比較例の各群の発毛率
の平均値を対照群（無塗布）の平均値により除した値を
マウス毛成長促進度として比較した。(2) Mouse Hair Growth Promotion Effect Test Method The back skin (2 cm × 4 cm) of a C3H mouse (8 weeks old, male, average weight 35 g) was cut with an electric clipper and a shaver, and from the next day, Examples and Comparative Examples were used. Each sample was applied twice a morning and evening twice to the skin of the test portion at 0.2 ml per animal for two weeks. A group of 10 animals was used for one sample. On the 14th day from the start of application, the skin of the test part of each sample was photographed with a video camera, the areas of the shaved part and the hair growth part were measured with an image analyzer, and the hair growth rate (%) was calculated by the following equation. . Hair growth rate (%) = (Area of hair growth part) / (Area of shaved part)
× 100 The hair growth effect was determined by comparing the average value of the hair growth rate of each group in the Examples or Comparative Examples by the average value of the control group (no application) as the degree of mouse hair growth promotion.
【００３３】（３）ヒト頭皮毛成長促進効果試験法 男性型脱毛症患者である被試験者１０名の頭部の耳の上
５ｃｍの位置の頭髪を左右２カ所に於いて直径１ｃｍの
円形状に剃毛した被験部位に、実施例及び比較例の各試
料を左側に毎日朝夕２回、約３ｍｌ塗布し、無処置の右
側と比較した。効果の判定は、試験開始後２８日目に、
左右の被験部位の毛髪各々２０本ずつを剃毛し、下記の
式で求めた値でヒト毛髪成長促進度を評価した。 ヒト毛髪成長促進度 ＝ （Ｂ）／（Ａ） （Ａ）：右側（無処置）の毛２０本の長さの平均値 （Ｂ）：左側（実施例及び比較例の試料を塗布）の毛２
０本の長さの平均値(3) Human scalp hair growth-promoting effect test method The hair at 5 cm above the ears of the heads of 10 test subjects with male pattern baldness was circularly shaped into 1 cm in diameter at two places on the left and right. Approximately 3 ml of each sample of Example and Comparative Example was applied to the left side of the test site twice daily in the morning and evening, and compared with the untreated right side. The effect was determined on the 28th day after the start of the test.
Twenty hairs at each of the left and right test sites were shaved, and the degree of promotion of human hair growth was evaluated using the value obtained by the following equation. Human hair growth promotion degree = (B) / (A) (A): Average value of length of 20 right-hand (untreated) hairs (B): Left-hand (coated with samples of Examples and Comparative Examples) 2
Average length of 0 lines
【００３４】（４）実用試験法 男性型脱毛症患者である被試験者２０名の頭部に毎日朝
夕２回、連続６カ月間塗布した後の効果を評価した。試
験結果は、育毛効果、脱毛予防効果、ふけ防止効果の各
項に対して、「生毛が剛毛化した或いは生毛が増加し
た」、「脱毛が少なくなった」、「ふけが少なくなっ
た」と回答した人数で示した。(4) Practical test method The effect of applying the composition to the heads of 20 test subjects who are male pattern baldness patients twice daily in the morning and evening for 6 consecutive months was evaluated. The test results show that for each item of hair growth effect, hair loss prevention effect, and dandruff prevention effect, “hair has become bristle or hair has increased,” “hair loss has decreased,” and “hair loss has decreased. And the number of respondents.
【００３５】実施例１〜１８、比較例１〜１９（オイリ
ーヘアートニック） 下記表２の原料組成に於いて、表３、４に記載のごと
く、各種毛成長促進物質を配合して各々のオイリーヘア
ートニックを調製し、前記試験（２），（３），（４）
を実施した。 （イ）組成Examples 1 to 18 and Comparative Examples 1 to 19 (oily hair tonics) As shown in Tables 3 and 4 below, various hair growth promoting substances were blended in each of the oily compositions as shown in Tables 3 and 4 below. A hair tonic was prepared, and the tests (2), (3), and (4) were performed.
Was carried out. (B) Composition
【００３６】[0036]
【表２】 [Table 2]
【００３７】（ロ）調製法 上記表２の（Ｂ）成分中、センブリエキス、朝鮮ニンジ
ンエキス、デュークエキス、ジイソプロピルアミンジク
ロロアセテート、γ−アミノ酪酸誘導体、ヒノキチオー
ル、ビタミンＥ誘導体、パントテン酸誘導体、ニコチン
酸誘導体、グリチルリチン酸誘導体、グリチルレチン酸
誘導体等は、（Ａ）成分中に、トウガラシチンキ、ウコ
ン抽出エキス、クルクミン、デメトキシクルクミン、ビ
スデメトキシクルクミン、タンジンエキス等は（Ｃ）成
分中に溶解し、（Ａ），（Ｃ）成分を各々均一に溶解し
た後、（Ａ）成分と（Ｃ）成分を混合攪拌分散し、次い
で容器に充填した。使用時には内容物を均一に振盪分散
して使用した。また、タンジンエキスは、タンジンの乾
燥根の粉砕物３０ｇを含水９０％エタノール（２００ｍ
ｌ）で還流抽出後、減圧濃縮を行い得た乾燥残分３．７
ｗｔ％のタンジンエキス（１０２ｍｌ）を用いた。(B) Preparation method In component (B) of Table 2 above, assembly extract, Korean ginseng extract, Duke extract, diisopropylamine dichloroacetate, γ-aminobutyric acid derivative, hinokitiol, vitamin E derivative, pantothenic acid derivative, nicotine The acid derivative, glycyrrhizic acid derivative, glycyrrhetinic acid derivative and the like are dissolved in the component (A), while red pepper tincture, turmeric extract, curcumin, demethoxycurcumin, bisdemethoxycurcumin, tangdin extract and the like are dissolved in the component (C). After the components (A) and (C) were uniformly dissolved, the components (A) and (C) were mixed, stirred and dispersed, and then filled in a container. At the time of use, the contents were uniformly shaken and used. In addition, the tanzine extract is obtained by adding 30 g of crushed dry root of tanzine to 90% ethanol containing water (200 m
After extraction under reflux in l), concentration under reduced pressure was carried out to obtain a dried residue 3.7.
A wt% tanzine extract (102 ml) was used.
【００３８】（ハ）特性 各オイリーヘアートニックの諸試験を実施した結果を表
３、４に記載した。また併せて前記（１）５α−レダク
ターゼ活性阻害試験結果も記載した。(C) Characteristics Tables 3 and 4 show the results of various tests conducted on each oily hair tonic. In addition, the results of the above (1) 5α-reductase activity inhibition test were also described.
【００３９】[0039]
【表３】 [Table 3]
【００４０】[0040]
【表４】 [Table 4]
【００４１】表３に示すごとく、本発明に係る養毛化粧
料である実施例１〜１８は、表４に示す比較例１〜１９
と比して高い発毛促進作用を示し、５α−レダクターゼ
活性阻害作用においても相乗効果により高い値を示し、
本発明の目的を達成し得るものである。尚、いずれの実
施例の養毛化粧料を用いた場合にも、マウス及びヒトに
炎症、その他副作用と考えられる症状は発現せず、本発
明に係る養毛化粧料は安全性にも優れることが明らかで
あった。As shown in Table 3, Examples 1 to 18 which are hair-growth cosmetics according to the present invention are Comparative Examples 1 to 19 shown in Table 4.
Shows a higher hair growth promoting effect, and also shows a higher value due to a synergistic effect in the 5α-reductase activity inhibitory effect,
The object of the present invention can be achieved. In addition, in the case where the hair restoration cosmetics of any of the examples were used, inflammation and other symptoms considered to be side effects did not occur in mice and humans, and the hair restoration cosmetics according to the present invention had excellent safety. Was evident.
【００４２】[0042]
【発明の効果】以上記載のごとく、本発明は、育毛、脱
毛予防及びふけ防止等の効果に優れると共に、５α−レ
ダクターゼ活性阻害能を有し、更に皮膚刺激性の低い養
毛化粧料を提供することは明らかである。Industrial Applicability As described above, the present invention provides a hair growth cosmetic which has excellent effects such as hair growth, hair loss prevention and dandruff, has an ability to inhibit 5α-reductase activity, and has low skin irritation. It is clear that.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 平４−95032（ＪＰ，Ａ) 特開 平７−278003（ＪＰ，Ａ) 特開 平３−188013（ＪＰ，Ａ) 特開 平８−48616（ＪＰ，Ａ) 特開 平10−139639（ＪＰ，Ａ) 特開 平７−238037（ＪＰ，Ａ) 米国特許5554608（ＵＳ，Ａ) (58)調査した分野(Int.Cl.7，ＤＢ名) A61K 7/06 - 7/135 ＣＡ（ＳＴＮ)────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-4-95032 (JP, A) JP-A-7-278003 (JP, A) JP-A-3-188013 (JP, A) JP-A 8- 48616 (JP, A) JP-A-10-139639 (JP, A) JP-A-7-238037 (JP, A) US Patent 5,554,608 (US, A) (58) Fields investigated (Int. Cl. 7 , DB) Name) A61K 7/06-7/135 CA (STN)
Claims (3)
春ウコン（Curcumaaromatica）の抽出エキスから分画し
て得られるクルクミンと、デュークエキス又はタンジン
エキスとを配合することを特徴とする養毛化粧料。1. Curcumin obtained by fractionation from an extract of autumn turmeric (Curcuma longa) and / or spring turmeric (Curcumaaromatica), and Duke extract or tanzine
Hair restoration cosmetics characterized by incorporating an extract .
春ウコン（Curcumaaromatica）の抽出エキスから分画し
て得られるデメトキシクルクミンと、センブリエキス、
朝鮮ニンジンエキス、デュークエキス、トウガラシチン
キ、ジイソプロピルアミンジクロロアセテート、γ−ア
ミノ酪酸、ヒノキチオール、ビタミンＥニコチネート、
パントテン酸カルシウム、ニコチン酸、ニコチン酸メチ
ル、グリチルリチン酸ジカリウム、グリチルレチン酸及
びタンジンエキスからなる群より選ばれる少なくとも一
種以上の物質とを配合することを特徴とする養毛化粧
料。2. Demethoxycurcumin obtained by fractionation from an extract of autumn turmeric (Curcuma longa) and / or an extract of spring turmeric (Curcumaaromatica) ;
Korean carrot extract, Duke extract, Pepper citrus
G, diisopropylamine dichloroacetate, γ-a
Minobutyric acid, hinokitiol, vitamin E nicotinate,
Calcium pantothenate, nicotinic acid, methyl nicotinate
Le, dipotassium glycyrrhizinate, hair tonic cosmetics, which comprises blending at least one or more materials selected from the group consisting of glycyrrhetinic acid及<br/> beauty Tan Jin extract.
春ウコン（Curcumaaromatica）の抽出エキスから分画し
て得られるビスデメトキシクルクミンと、デュークエキ
ス又はタンジンエキスとを配合することを特徴とする養
毛化粧料。 3. Turmeric (Curcuma longa) and / or
Fractionated from extract of spring turmeric (Curcumaaromatica)
Bisdemethoxycurcumin obtained with
And tanzine extract
Hair cosmetics.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP01341297A JP3242016B2 (en) | 1997-01-08 | 1997-01-08 | Hair restoration cosmetics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP01341297A JP3242016B2 (en) | 1997-01-08 | 1997-01-08 | Hair restoration cosmetics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH10194938A JPH10194938A (en) | 1998-07-28 |
| JP3242016B2 true JP3242016B2 (en) | 2001-12-25 |
Family
ID=11832431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP01341297A Expired - Fee Related JP3242016B2 (en) | 1997-01-08 | 1997-01-08 | Hair restoration cosmetics |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3242016B2 (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20020075122A (en) * | 2001-03-23 | 2002-10-04 | 권호정 | A method for extracting demethoxycurcumin from Curcuma aromatica, the demethoxycurcumin extracted by the method, the curcumin derivatives and functional drinks containing them |
| JP2004182600A (en) * | 2001-10-31 | 2004-07-02 | Daicho Kikaku:Kk | Preparation for skin |
| JP2012193200A (en) * | 2001-10-31 | 2012-10-11 | Daicho Kikaku:Kk | Dermatologic preparation |
| KR20030076810A (en) * | 2002-03-21 | 2003-09-29 | 김영자 | A natural dye and method for dyeing such dye |
| KR20040049068A (en) * | 2002-12-03 | 2004-06-11 | 주식회사 엘지생활건강 | Hair growth promotion composition |
| US7357950B2 (en) * | 2003-03-21 | 2008-04-15 | Elizabeth Anne Mazzio | Topical treatment for dyshidrosis (pompholyx) and dry skin disorders |
| DE102004024463A1 (en) * | 2004-05-14 | 2005-12-08 | Phenion Gmbh & Co. Kg | Use of ammonium salts of glycyrrhizic acid and glycyrrhetinic acid for epilation |
| FR2902321B1 (en) * | 2006-06-20 | 2010-10-29 | Oreal | USE OF CURCUMIN FOR THE TREATMENT OF CANITIA |
| JP2009249370A (en) * | 2008-04-11 | 2009-10-29 | Fujifilm Corp | Protein nanoparticle |
| CN112351789A (en) | 2018-06-29 | 2021-02-09 | 好侍健康食品株式会社 | Composition for improving vascular endothelial function or peripheral blood flow |
-
1997
- 1997-01-08 JP JP01341297A patent/JP3242016B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH10194938A (en) | 1998-07-28 |
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