JP2012219027A - Hair tonic - Google Patents

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JP2012219027A
JP2012219027A JP2011083413A JP2011083413A JP2012219027A JP 2012219027 A JP2012219027 A JP 2012219027A JP 2011083413 A JP2011083413 A JP 2011083413A JP 2011083413 A JP2011083413 A JP 2011083413A JP 2012219027 A JP2012219027 A JP 2012219027A
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hair
fucoxanthin
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fucoxanthinol
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Takeshi Matsuzaki
健 松崎
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Abstract

PROBLEM TO BE SOLVED: To provide the new application of fucoxanthin and/or fucoxantinol in which the functions of a diabetes improving function, a vascularization inhibiting action, a DHA synthesis promoting action or the like are known.SOLUTION: The hair tonic comprises fucoxanthin and/or fucoxanenthinol as an active constituent. The increase in a hair growth rate by a mouse has been confirmed by using the active constituent. Further, a hair growing effect, a depilation effect and an aging preventing effect in a human have been confirmed by using the active constituent.

Description

本発明は、育毛剤に関する。 The present invention relates to a hair restorer.

フコキサンチンは、糖尿病改善作用(特許文献1)、血管新生抑制作用(特許文献2)、DHA合成促進作用(特許文献3)等の機能が知られている。 Fucoxanthin is known to have functions such as diabetes-improving action (Patent Document 1), angiogenesis-inhibiting action (Patent Document 2), and DHA synthesis promoting action (Patent Document 3).

特開2007−314451号公報JP 2007-314451 A 特開2008−1623号公報JP 2008-1623 A 特開2007−77067号公報JP 2007-77067 A

本発明の目的は、フコキサンチンまたはその類似化合物の新たな用途を見出し、育毛効果に優れた育毛剤を提供することにある。 An object of the present invention is to find a new use of fucoxanthin or a similar compound thereof, and to provide a hair growth agent having an excellent hair growth effect.

本発明は、フコキサンチンおよび/またはフコキサンチノールを有効成分とする育毛剤を提供する。 The present invention provides a hair restorer containing fucoxanthin and / or fucoxanthinol as an active ingredient.

本発明によれば、フコキサンチンおよび/またはフコキサンチノールの新たな用途を見出し、育毛効果に優れた育毛剤をすることができる。 ADVANTAGE OF THE INVENTION According to this invention, the new use of fucoxanthin and / or fucoxanthinol can be found, and the hair restoring agent excellent in the hair restoring effect can be made.

本発明で用いられるフコキサンチンおよびフコキサンチノールは、公知の化合物であり、その調製法は、例えば前記特許文献2に記載されている。すなわち本発明において用いられるフコキサンチンは、天然物由来のものであることができ、例えば、コンブ科、チガイソ科等のコンブ目に属する褐藻類;ナガマツモ科、モズク科等のナガマツモ目に属する褐藻類;珪藻等の微細藻類等から抽出できる。 Fucoxanthin and fucoxanthinol used in the present invention are known compounds, and their preparation methods are described in, for example, Patent Document 2. That is, the fucoxanthin used in the present invention can be derived from a natural product, for example, brown algae belonging to the order of the family Kombuaceae, Chigasiaceae, etc .; It can be extracted from microalgae such as diatoms.

抽出方法は、例えば極性有機溶媒、水と極性有機溶媒の混合液等の極性溶媒と原料とを接触させることによりなされる。極性有機溶媒としては、例えばメタノール、エタノール、ブタノール、イソプロパノール等の炭素数1〜5の低級アルコール;プロピレングリコール;アセトン;酢酸エチル;ヘキサン;ジクロロメタン;クロロホルム等の単独或いは2種以上の組み合わせを挙げることができる。 なお、抽出に先立ち、フコキサンチンを含む原料を乾燥、粉砕処理しておくことが好ましい。 抽出方法は常法により行なえばよい。例えば、原料に対し2〜100倍容の上記抽出溶媒を加え、原料を浸漬処理、攪拌処理することにより、フコキサンチンを抽出することができる。 The extraction method is performed, for example, by bringing a polar solvent such as a polar organic solvent or a mixture of water and a polar organic solvent into contact with a raw material. Examples of the polar organic solvent include lower alcohols having 1 to 5 carbon atoms such as methanol, ethanol, butanol and isopropanol; propylene glycol; acetone; ethyl acetate; hexane; dichloromethane; chloroform alone or a combination of two or more. Can do. In addition, it is preferable to dry and grind the raw material containing fucoxanthin prior to extraction. The extraction method may be performed by a conventional method. For example, fucoxanthin can be extracted by adding 2 to 100 times the above-described extraction solvent to the raw material, and subjecting the raw material to immersion treatment and stirring treatment.

抽出されたフコキサンチンは、減圧蒸留等により有機溶媒を取り除くことが好ましい。また、公知の各種精製方法に施すこともできる。また必要に応じて、更に、減圧乾燥、凍結乾燥、噴霧乾燥等の乾燥処理に施すこともできる。なお、本発明では市販品の各種フコキサンチンを使用することもできる。 It is preferable to remove the organic solvent from the extracted fucoxanthin by vacuum distillation or the like. It can also be applied to various known purification methods. If necessary, it can be further subjected to a drying treatment such as reduced pressure drying, freeze drying, spray drying and the like. In the present invention, various commercially available fucoxanthins can also be used.

フコキサンチノールは、フコキサンチンが加水分解されたものであり、公知である。加水分解反応は、例えばフコキサンチンをリパーゼやコレステロールエステラーゼなどの脂質分解酵素により達成できる。 Fucoxanthinol is a hydrolyzed fucoxanthin and is known. The hydrolysis reaction can be achieved by, for example, fucoxanthin using a lipolytic enzyme such as lipase or cholesterol esterase.

本発明の育毛剤を経口投与する場合、フコキサンチンおよび/またはフコキサンチノールの投与量は、患者の年令、体重、適応症状などによって異なるが、例えば、凍結乾燥粉末として、成人1日約1mg〜1g、好ましくは3mg〜300mg程度投与するのがよい。 When the hair restorer of the present invention is orally administered, the dose of fucoxanthin and / or fucoxanthinol varies depending on the age, body weight, indication symptoms, etc. of the patient. It is preferable to administer 1 mg to 1 g, preferably about 3 mg to 300 mg.

本発明の育毛剤を頭皮に塗布する場合、通常、水性溶液または分散液の形態で使用される。この場合、本発明の有効成分の配合量は、好ましくは、0.00001〜10質量%であり、さらに好ましくは0.0001〜5質量%、とくに好ましくは0.01〜4質量%である。このような育毛剤は、例えば、成人1日1〜3回、1回量0.1ml〜10ml、好ましくは0.5ml〜2mlで頭皮に塗布するのがよい。 When applying the hair restorer of the present invention to the scalp, it is usually used in the form of an aqueous solution or dispersion. In this case, the amount of the active ingredient of the present invention is preferably 0.00001 to 10% by mass, more preferably 0.0001 to 5% by mass, and particularly preferably 0.01 to 4% by mass. Such a hair-growth agent may be applied to the scalp in an amount of 0.1 ml to 10 ml, preferably 0.5 ml to 2 ml once a day for adults 1 to 3 times a day.

本発明の育毛剤は、種々の形態で用いることができ、経口投与以外には、例えば、ヘアートニック、ヘアークリーム、ヘアーローション、リンス、シャンプー、ヘアーフォーム、ヘアージェル、エアゾール等の形態が挙げられる。 The hair restorer of the present invention can be used in various forms, and examples other than oral administration include forms such as hair art, hair cream, hair lotion, rinse, shampoo, hair foam, hair gel, aerosol and the like. .

また、本発明の育毛剤は、必要に応じて各種添加剤を添加することもできる。例えば、保湿剤、増粘剤、香料、防腐剤、紫外線吸収剤、抗炎症剤、ビタミン類等が挙げられる。 Moreover, the hair restorer of this invention can also add various additives as needed. For example, humectants, thickeners, fragrances, preservatives, ultraviolet absorbers, anti-inflammatory agents, vitamins and the like can be mentioned.

以下、実施例により本発明をさらに説明するが、本発明は下記例に限定されるものではない。 EXAMPLES Hereinafter, although an Example demonstrates this invention further, this invention is not limited to the following example.

調製例 上記特許文献2に記載の方法にしたがって、フコキサンチンおよびフコキサンチノールを調製した。方法を以下に示す。 粉砕機で粉末状にした市販の乾燥ワカメ(乾燥重量約100g)に、アセトン:メタノール(7:3,v/v)1Lを数回に分けて加え、襞濾紙を用いて濾過し、粗抽出画分を得た。エバポレーターで溶媒を除去し、メタノール100mLに溶解した後、ヘキサン100mLと水10mLを加えて分液漏斗を用いて液々分配した。 Preparation Example Fucoxanthin and fucoxanthinol were prepared according to the method described in Patent Document 2 above. The method is shown below. 1L of acetone: methanol (7: 3, v / v) was added in several batches to commercially available dried seaweed powder (dry weight about 100g) that was pulverized with a pulverizer. A fraction was obtained. After removing the solvent with an evaporator and dissolving in 100 mL of methanol, 100 mL of hexane and 10 mL of water were added, and liquid-liquid distribution was performed using a separatory funnel.

得られた溶液の上層を除去し、下層をヘキサン100mLで2回洗浄した。その後、下層に水31mLを加えてメタノールの割合を70%にした後、ヘキサン100mLを加えて分配した。さらに、下層をエバポレータ−でボリュームが1/3になるまで濃縮した後、ジエチルエーテル150mLと水100mLを加えて分配した。 The upper layer of the obtained solution was removed, and the lower layer was washed twice with 100 mL of hexane. Thereafter, 31 mL of water was added to the lower layer to make the ratio of methanol 70%, and then 100 mL of hexane was added for distribution. Furthermore, after concentrating the lower layer with an evaporator until the volume became 1/3, 150 mL of diethyl ether and 100 mL of water were added and distributed.

上層(エーテル層)を集めてエバポレータ−で溶媒を除去し、得られた抽出物を薄層クロマトグラフィー(展開溶媒=ヘキサン:アセトン(6:4,v/v);PLCプレート(15 PLC plates20×20cm,Silica gel60 F254,1mm,Merck Ltd.,Japan))で展開した。 分離されたカロテノイド画分をプレートより掻き取り、再度抽出し、カロテノイド抽出物を得た。 The upper layer (ether layer) was collected, the solvent was removed by an evaporator, and the obtained extract was subjected to thin layer chromatography (developing solvent = hexane: acetone (6: 4, v / v); PLC plate (15 PLC plates 20 × 20 cm, Silica gel 60 F254, 1 mm, Merck Ltd., Japan)). The separated carotenoid fraction was scraped off from the plate and extracted again to obtain a carotenoid extract.

上記で得られたカロテノイド抽出物をHPLCに供し、測定波長444nmにて保持時間8.7分に現れるフコキサンチンのピーク部分の画分を分取し、分取した画分に対してをジクロロメタンと水を加えて抽出して精製した。HPLCの条件は下記に示すとおりである。フコキサンチンをアセトンに溶解し、比吸光度を濃度として用いて算出したところ、約11mgのフコキサンチンが得られた。この操作を数回繰り返し、凍結乾燥し、以下の各例で用いた粉末1とした。(HPLC分取条件)・流速 1.0mL/min・カラム温度 40℃・移動相(A)アセトニトリル:メタノール:水=75:15:10(v/v/v,0.1%酢酸アンモニウムを含む)と(B)酢酸エチル:メタノール=30:70(v/v,0.1%酢酸アンモニウムを含む)を用いた2液グラジエント The carotenoid extract obtained above is subjected to HPLC, a fraction of the peak portion of fucoxanthin appearing at a measurement wavelength of 444 nm and a retention time of 8.7 minutes is fractionated, and the fraction thus fractioned with dichloromethane and Extraction with water was purified. The HPLC conditions are as shown below. When fucoxanthin was dissolved in acetone and calculated using the specific absorbance as a concentration, about 11 mg of fucoxanthin was obtained. This operation was repeated several times and freeze-dried to obtain powder 1 used in the following examples. (HPLC preparative conditions) -flow rate 1.0 mL / min-column temperature 40 ° C.-mobile phase (A) acetonitrile: methanol: water = 75: 15: 10 (v / v / v, containing 0.1% ammonium acetate) ) And (B) 2-component gradient using ethyl acetate: methanol = 30: 70 (v / v, containing 0.1% ammonium acetate)

また、上記のようにして得られたフコキサンチンをコレステロールエステラーゼを用いて酵素分解し、フコキサンチノールを得た。 Further, fucoxanthin obtained as described above was enzymatically degraded using cholesterol esterase to obtain fucoxanthinol.

実施例1 特許第4041451号公報に記載の実験手順に従い、フコキサンチンおよびフコキサンチノールの育毛効果を検証した。 (1)マウスによる試験 C3Hマウス(8週齢、オス、平均体重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、翌日より各試料のいずれか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22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た。育毛効果の判定は、下記に示す発毛率(%)を算出し、実施例または比較例の各群の発毛率平均値を求めて比較を行った。発毛率(%)=(発毛部の面積)/(毛刈り部の面積)×100 Example 1 The hair growth effect of fucoxanthin and fucoxanthinol was verified according to the experimental procedure described in Japanese Patent No. 4041451. (1) Tests with mice C3H mice (8 weeks old, male, average body weight 35g) dorsal skin (2cm x 4cm) were cut with an electric clipper and shaver, and from the next day, each sample was applied to the test subject's skin twice a day in the morning and evening. Then, 0.2 mL per animal was applied continuously for 2 weeks. A group of 10 animals was used for one sample. On the 22nd day from the start of application, the skin of the test area of each sample was photographed with a video camera, and the areas of the hair cutting part and the hair growth part were measured with an image analyzer. The hair growth effect was determined by calculating the hair growth rate (%) shown below, and comparing the average hair growth rate of each group of Examples or Comparative Examples. Hair growth rate (%) = (Area of hair growth part) / (Area of hair cutting part) × 100

(2)ヒトによる試験 男性型脱毛症患者である被験者7名の耳上5cmの位置にて、頭髪を左右2ヶ所直径5mmの円形状に剃毛し、各試料のいずれかを左側の頭髪全体に毎日朝夕2回、約3mL、3ヶ月間塗布し、右側は何も塗布せずに、左右の比較を行った。 育毛効果、脱毛効果、ふけ防止効果の判定は、試験開始後3ヶ月後に各項に対し、右側の何も塗布していない被試部位と比較して、「産毛が剛毛化した或いは産毛が増加した」、「抜け毛が少なくなった」、「ふけが少なくなった」と回答した人数で示した。 (2) Human test At 7 cm above the ears of 7 subjects with male pattern baldness, the head hair was shaved into a circular shape with a diameter of 5 mm at two left and right sides, and either one of the samples was placed on the entire left hair. The sample was applied twice a day in the morning and evening, about 3 mL for 3 months, and the right side was compared without any application. The hair growth effect, hair removal effect, and anti-dandruff effect were determined by comparing the test site with no application on the right side for each item 3 months after the start of the test. ”,“ Less hair loss ”and“ Less dandruff ”.

表1に示す処方の育毛剤を常法に従って作成し、前記の諸試験を実施して評価を行った。その結果を併せて表1に示す。 A hair restorer having the formulation shown in Table 1 was prepared according to a conventional method, and the above tests were conducted for evaluation. The results are also shown in Table 1.

Figure 2012219027
Figure 2012219027

表1の結果から、フコキサンチンおよびフコキサンチノールに育毛効果があることが判明した。 From the results in Table 1, it was found that fucoxanthin and fucoxanthinol have a hair growth effect.

Claims (1)

フコキサンチンおよび/またはフコキサンチノールを有効成分とする育毛剤。 A hair restorer comprising fucoxanthin and / or fucoxanthinol as an active ingredient.
JP2011083413A 2011-04-05 2011-04-05 Hair tonic Withdrawn JP2012219027A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ITUB20160806A1 (en) * 2016-02-17 2017-08-17 Beautiful Aging Solutions Pte Ltd COMPOSITION FOR THE PREVENTION AND TREATMENT OF PROBLEMS OF HAIR GROWTH
KR101818736B1 (en) * 2016-10-28 2018-01-15 한국과학기술연구원 Composition for preventing or treating dihydrotestosterone-induced diseases comprising fucoxanthin
KR101829514B1 (en) * 2015-12-28 2018-02-20 제주대학교 산학협력단 Composition including the compound derived from Carpomitra costata for prevention of hair loss or for promoting hair growth

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101829514B1 (en) * 2015-12-28 2018-02-20 제주대학교 산학협력단 Composition including the compound derived from Carpomitra costata for prevention of hair loss or for promoting hair growth
ITUB20160806A1 (en) * 2016-02-17 2017-08-17 Beautiful Aging Solutions Pte Ltd COMPOSITION FOR THE PREVENTION AND TREATMENT OF PROBLEMS OF HAIR GROWTH
KR101818736B1 (en) * 2016-10-28 2018-01-15 한국과학기술연구원 Composition for preventing or treating dihydrotestosterone-induced diseases comprising fucoxanthin
US10758512B2 (en) 2016-10-28 2020-09-01 Korea Institute Of Science And Technology Composition for preventing or treating disease caused by overproduction of dihydrotestosterone comprising fucoxanthin

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