JPH06239736A - Keratin layer-repairing promoter - Google Patents

Keratin layer-repairing promoter

Info

Publication number
JPH06239736A
JPH06239736A JP5029479A JP2947993A JPH06239736A JP H06239736 A JPH06239736 A JP H06239736A JP 5029479 A JP5029479 A JP 5029479A JP 2947993 A JP2947993 A JP 2947993A JP H06239736 A JPH06239736 A JP H06239736A
Authority
JP
Japan
Prior art keywords
formula
promoter
stratum corneum
gingerol
repairing
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.)
Granted
Application number
JP5029479A
Other languages
Japanese (ja)
Other versions
JP3164455B2 (en
Inventor
Keiichi Nishimura
桂一 西村
Yoshio Kitada
好男 北田
Toshiyuki Fukuda
寿之 福田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pola Chemical Industries Inc
Original Assignee
Pola Chemical Industries Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Pola Chemical Industries Inc filed Critical Pola Chemical Industries Inc
Priority to JP02947993A priority Critical patent/JP3164455B2/en
Publication of JPH06239736A publication Critical patent/JPH06239736A/en
Application granted granted Critical
Publication of JP3164455B2 publication Critical patent/JP3164455B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Cosmetics (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

PURPOSE:To obtain a keratin layer repairing promoter capable of sufficiency promoting repairing function of keratin layer of skin and having high safety. CONSTITUTION:This keratin layer-repairing promoter contains a compound of formula I [R is formula II or formula III [(n) is 4, 6 or 8] contained in an extract of ginger root, that is, a gingerol wherein R is formula II or a shogaol wherein R is formula III as an active ingredient. 6-Gingerol and 6-shogaol wherein (n) are each 4 in the formulas II and III are especially preferably used in compounds of formula I. The promoter is used by adding to drinks or foods, medicines, quasi-drugs, etc., and the daily dose is >=0.1mg, preferably >=1-10mg/ adult based on the amount of the compound of formula I.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、角層修復促進剤及びそ
れを含有する組成物に関し、詳しくは、ショウガ抽出物
に含まれるジンゲロール、ショウガオールを有効成分と
して含有する角層修復促進剤及びそれを含む組成物に関
する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a corneal layer repair promoter and a composition containing the same, and more specifically, to a corneal layer repair promoter containing gingerol and gingerol contained in a ginger extract as active ingredients, and It relates to a composition containing it.

【0002】[0002]

【従来の技術】角層は皮膚表面に存在しており、絶えず
ターンオーバーを繰り返して一定の厚さと水分量を保持
して、外界からの刺激に対するバリヤー的な役割をして
いる。しかしながら、この角層も紫外線や化学薬品、物
理刺激等により過度に損傷されると修復が追いつかず、
肌荒れ等皮膚トラブルを発生することになる。
BACKGROUND OF THE INVENTION The stratum corneum is present on the surface of the skin, and it constantly repeats turnover to maintain a constant thickness and water content, and acts as a barrier against external stimuli. However, if this stratum corneum is excessively damaged by ultraviolet rays, chemicals, physical irritation, etc., repair cannot keep up,
Skin problems such as rough skin will occur.

【0003】従来、このような角層を損傷する刺激に対
して予防的に皮膚角層を保護するための化粧料、例え
ば、紫外線に対してはUVカット効果をもった化粧料、
乾燥に対しては水分補給(保湿)効果をもった化粧料等
が、数多く開発されてきているが、これらはあくまでも
予防のためのものであり、本質的に損傷した角層を修復
する作用を有するものではない。
[0003] Conventionally, cosmetics for prophylactically protecting the skin stratum corneum against such a stimulus that damages the stratum corneum, for example, a cosmetic having a UV cut effect against ultraviolet rays,
A large number of cosmetics and the like having a hydration (moisturizing) effect against dryness have been developed, but these are merely for prevention and have an action of essentially repairing a damaged stratum corneum. I don't have it.

【0004】ところで、近年いわゆる機能性食品の有用
性が指摘されるようになっているが、角層の修復機能を
促進するものは知られていない。肌の状態は健康状態と
関わりが深く、また、人の健康は食生活によるところが
大きい。そこで、食品によって皮膚角層の修復機能を内
側から高めて健康な肌に導くことは望ましいことと考え
られる。したがって、角層の修復機能を促進する機能性
食品やこれを実現させる角層修復促進物質が望まれる。
By the way, in recent years, the usefulness of so-called functional food has been pointed out, but there is no known one that promotes the repair function of the stratum corneum. The condition of the skin is closely related to the health condition, and the health of a person is largely dependent on the diet. Therefore, it is considered desirable to enhance the repair function of the stratum corneum of the skin from the inside with food to lead to healthy skin. Therefore, a functional food that promotes the repair function of the horny layer and a horny layer repair-promoting substance that realizes this are desired.

【0005】一方、従来よりショウガには血行をよく
し、発汗をうながして嘔吐をしずめたり、食欲を増進さ
せる作用があることが知られている。また、ショウガの
精油には末梢血液循環を促進し、服用後全身が温かくな
り発汗させる作用、胃液分泌を増加させ、胃腸の蠕動を
強めガスを排出させるなどの健胃作用があることが知ら
れている。さらに、血小板凝集抑制作用(特開昭63−
72625号)、炎症防止作用(特開昭61−2639
09号)、美白作用(特開昭61−50909号)、強
心作用(特開昭57−59809号)、鎮痛作用(特公
昭59−1684号)等も知られている。また、ショウ
ガに含まれる成分である6−ジンゲロール(6-gingero
l)や6−ショウガオール(6-shogaol)が、鎮痛作用(特
公昭59−1684号)、強心作用(特公昭64−92
1号)、血小板凝集抑制作用(特開昭62−28392
2号)、抗寄生虫作用(特開平2−4711号)等を有
していることが報告されている。
On the other hand, it has been conventionally known that ginger has the effects of improving blood circulation, stimulating sweating, suppressing vomiting, and enhancing appetite. In addition, ginger essential oil is known to promote peripheral blood circulation, to warm the whole body after taking it to cause sweating, to increase gastric juice secretion, to enhance gastrointestinal peristalsis and to expel gas, etc. ing. Further, it has an inhibitory effect on platelet aggregation (Japanese Patent Laid-Open No. 63-
72625), anti-inflammatory action (JP-A-61-2639).
09), whitening effect (JP-A 61-50909), cardiotonic effect (JP-A 57-59809), and analgesic effect (JP-B 59-1684). In addition, 6-gingerol (6-gingero) which is a component contained in ginger
l) and 6-shogaol have an analgesic effect (Japanese Patent Publication No. 59-1684) and a cardiotonic action (Japanese Patent Publication No. 64-92).
No. 1) and an inhibitory effect on platelet aggregation (JP-A-62-28392).
2), antiparasitic action (Japanese Patent Laid-Open No. 2-4711), and the like.

【0006】しかし、上記化合物が角層の損傷修復機能
を促進することは知られておらず、これらを利用して角
層の修復力を向上させ、肌荒れを防ぎ、みずみずしく潤
いのある肌にするという試みはいまだ報告されていな
い。
[0006] However, it is not known that the above-mentioned compound promotes the repairing function of the damage of the stratum corneum, and by utilizing these, the repairing power of the stratum corneum is improved, the rough skin is prevented, and the skin is moisturized. No attempt has been reported yet.

【0007】[0007]

【発明が解決しようとする課題】本発明は、上記観点か
らなされたものであり、角層の修復機能を十分に促進
し、安全性の高い角層修復促進剤及びそれを含む組成物
を提供することを課題とする。
The present invention has been made from the above viewpoints, and provides a horny layer repair promoter which sufficiently promotes the repair function of the horny layer and is highly safe, and a composition containing the same. The task is to do.

【0008】[0008]

【課題を解決するための手段】本発明者は、上記課題を
解決するために鋭意研究を行った結果、ショウガ抽出物
に含まれるジンゲロールあるいはショウガオールが角層
の修復機能を促進することを見出し、本発明に至った。
Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventor found that gingerol or gingerol contained in a ginger extract promotes the repair function of the stratum corneum. The present invention has been reached.

【0009】すなわち本発明は、化4の構造式で表され
る化合物を有効成分として含有する角層修復促進剤、及
びこれを含む組成物である。
That is, the present invention is a horny layer repair promoter containing a compound represented by the structural formula of Chemical formula 4 as an active ingredient, and a composition containing the same.

【0010】[0010]

【化4】 [Chemical 4]

【0011】ただし、化4中、Rは、化5又は化6で表
される基を示す(両式においてnは4、6、又は8を表
す)。
However, in Chemical formula 4, R represents a group represented by Chemical formula 5 or Chemical formula 6 (n represents 4, 6 or 8 in both formulas).

【0012】[0012]

【化5】 [Chemical 5]

【0013】[0013]

【化6】 [Chemical 6]

【0014】以下、本発明を詳細に説明する。本発明の
角層修復促進剤は、上記化4式で表される化合物の1種
又は2種以上を有効成分とする。尚、化4中、Rが化5
で表されるものはジンゲロール、Rが化6で表されるも
のはショウガオールと称される。これらのうち、化5式
中nが4である6−ショウガオール、化6式中nが4で
ある6−ジンゲロールが、本発明においては特に好まし
い。
The present invention will be described in detail below. The stratum corneum repair promoter of the present invention contains one or more compounds represented by the above formula 4 as an active ingredient. In chemical formula 4, R is chemical formula 5
What is represented by is called gingerol, and what is represented by Chemical formula 6 is called shogaol. Among these, 6-shogaol in which n is 4 in the formula 5 and 6-gingerol in which n is 4 in the formula 5 are particularly preferable in the present invention.

【0015】上記化合物は、例えばショウガ科の植物で
あるショウガ(生姜)から以下のようにして得ることが
できる。乾燥させたショウガの根茎をエーテルで抽出し
た抽出物を濃縮し、例えばシリカゲルを用いたカラムク
ロマトグラフィーにかけ、ヘキサンとエーテルの濃度勾
配で溶出すると、ヘキサンとエーテルの混合比が1:1
〜3:1で溶出される分画に主としてショウガオール
が、エーテルで溶出される分画に主としてジンゲロール
が得られる。これらは分取用薄層クロマトグラフィー等
によりさらに精製することができる。
The above compound can be obtained, for example, from ginger, which is a plant of the ginger family, as follows. The dried ginger rhizome was extracted with ether and the extract was concentrated and subjected to column chromatography using, for example, silica gel and eluted with a concentration gradient of hexane and ether to give a mixture ratio of hexane and ether of 1: 1.
The fraction eluted at ˜3: 1 gives mainly shogaol and the fraction eluted with ether gives mainly gingerol. These can be further purified by preparative thin layer chromatography or the like.

【0016】上記方法の他に、高速液体クロマトグラフ
ィー等によっても単離、精製が可能である。本発明に
は、精製した上記化合物の他、ショウガ抽出物や各製造
段階のものも同様に使用できる。また、ショウガ抽出物
は、ショウキョウエキスとして市販されており、これを
そのまま、あるいは精製して用いてもよい。
In addition to the above method, isolation and purification can be performed by high performance liquid chromatography or the like. In the present invention, in addition to the above-mentioned purified compounds, ginger extract and those at each production stage can be used as well. The ginger extract is commercially available as a ginger extract, which may be used as it is or after being purified.

【0017】本発明の角層修復促進剤は、上記化合物、
あるいはショウガ抽出物を基剤に配合することにより得
られる。基剤としては、錠剤、カプセルあるいはドリン
ク等の経口用基剤が好ましい。
The stratum corneum repair promoter of the present invention is the above compound,
Alternatively, it can be obtained by incorporating a ginger extract into a base. As the base, oral bases such as tablets, capsules and drinks are preferable.

【0018】本発明の角層修復促進剤の投与量は特に限
定されないが、通常は、上記化合物の量として成人1日
当り0.1mg以上であり、好ましくは1〜10mgで
ある。この範囲で使用することにより、所期の効果が期
待できる。
The dose of the horny layer repair promoter of the present invention is not particularly limited, but usually, the amount of the above compound is 0.1 mg or more, preferably 1 to 10 mg per day for an adult. By using in this range, the expected effect can be expected.

【0019】又、本発明の組成物は、種々の組成物、例
えば飲食品、医薬品、医薬部外品等に上記角層修復促進
剤を配合したものである。これらの組成物における上記
角層修復促進剤の配合量は、通常は、上記化合物の量と
して成人1日当り0.1mg以上であり、好ましくは1
〜10mgである。尚、ショウガは古くから食用・薬用
に用いられているものであり、長期連用が可能である。
The composition of the present invention comprises various compositions such as foods and drinks, pharmaceuticals, quasi-drugs, etc., and the above-mentioned horny layer repair promoter. The amount of the stratum corneum repair promoter to be blended in these compositions is usually 0.1 mg or more per day for an adult, preferably 1 as the amount of the compound.
-10 mg. Ginger has long been used for food and medicinal purposes, and can be used for a long period of time.

【0020】[0020]

【実施例】以下に、本発明の実施例を説明する。はじめ
に、本発明に用いる化合物の製造例を説明する。
EXAMPLES Examples of the present invention will be described below. First, production examples of the compound used in the present invention will be explained.

【0021】[0021]

【製造例1】日本薬局方「ショウキョウ」1kgを熱水
10lで3時間還流抽出してその抽出液を濾過し、その
濾液を凍結乾燥して熱水抽出物114gを得た。この熱
水抽出物を1lの巨大網目構造合成吸着剤XAD−2
(オルガノ(株)製)を充填したカラムに通し、非吸着
分画を水でよく洗出した後、吸着分画を2lの99.5
vol%エタノールで溶出した。このカラム吸着分画から
溶媒を減圧下で留去して、7.3gの固形物を得た。
[Production Example 1] 1 kg of Japanese Pharmacopoeia "SHOKYO" was reflux extracted with 10 L of hot water for 3 hours, the extract was filtered, and the filtrate was freeze-dried to obtain 114 g of hot water extract. This hot water extract was mixed with 1 L of a giant network synthetic adsorbent XAD-2.
After passing through a column packed with (Organo Co., Ltd.) and washing out the non-adsorbed fraction well with water, the adsorbed fraction was 2 l of 99.5.
Eluted with vol% ethanol. The solvent was distilled off from this column adsorption fraction under reduced pressure to obtain 7.3 g of a solid matter.

【0022】この固形物を、分取用逆相カラム(ミリポ
ア社製 μBONDASPHERE 5μ C18-100オンク゛ストローム 19mm×1
5cm)及び溶媒として混合比3:2の水:アセトニトリ
ルを用いた高速液体クロマトグラフィーにより分画し、
6−ジンゲロールが含まれる分画を分取し、減圧下で溶
媒を留去して330mgの6−ジンゲロールを得た。
This solid substance was applied to a preparative reverse phase column (μBONDASPHERE 5μ C18-100 angstrom 19 mm × 1 manufactured by Millipore).
5 cm) and a solvent: water: acetonitrile with a mixing ratio of 3: 2, and fractionated by high performance liquid chromatography.
The fraction containing 6-gingerol was separated and the solvent was distilled off under reduced pressure to obtain 330 mg of 6-gingerol.

【0023】6−ジンゲロールの検出は、n−ヘキサ
ン:酢酸エチル=2:1を展開溶媒とした薄層クロマト
グラフィー、あるいは高速液体クロマトグラフィー(カ
ラム:ミリポア社製 μBONDASPHERE 5μ C18-100オンク゛ス
トローム 3.9mm×15cm、溶出溶媒:混合比3:2の水:アセ
トニトリル、流速:1ml/分、検出波長:210n
m)により行うことができる。尚、この条件では、薄層
クロマトグラフィーではRf=0.6、高速液体クロマ
トグラフィーではRt=11.1分付近に溶出される。
6-gingerol can be detected by thin layer chromatography using n-hexane: ethyl acetate = 2: 1 as a developing solvent or high performance liquid chromatography (column: Millipore's μBONDASPHERE 5μ C18-100 angstrom 3.9 mm ×). 15 cm, elution solvent: water: acetonitrile with a mixing ratio of 3: 2, flow rate: 1 ml / min, detection wavelength: 210 n
m). Under these conditions, Rf = 0.6 in thin layer chromatography and Rt = 11.1 minutes in high performance liquid chromatography.

【0024】[0024]

【製造例2】日本薬局方「ショウキョウ」1kgをエタ
ノール10lで3時間還流抽出してその抽出液を濾過
し、その濾液を減圧濃縮してエタノール抽出物41gを
得た。このエタノール抽出物を1lの酢酸エチルに懸濁
させ、水1lを加えて液−液抽出を行い、酢酸エチル層
を分取し、溶媒を減圧留去して33.6gの固形物を得
た。
[Production Example 2] 1 kg of Japanese Pharmacopoeia "SHOKYO" was subjected to reflux extraction with 10 L of ethanol for 3 hours, the extract was filtered, and the filtrate was concentrated under reduced pressure to obtain 41 g of an ethanol extract. This ethanol extract was suspended in 1 liter of ethyl acetate, 1 liter of water was added for liquid-liquid extraction, the ethyl acetate layer was separated, and the solvent was distilled off under reduced pressure to obtain 33.6 g of a solid matter. .

【0025】この固形物を、製造例1と同様に高速液体
クロマトグラフィーにより分画し、6−ジンゲロールが
含まれる分画を分取し、減圧下で溶媒を留去して2.2
gの6−ジンゲロールを得た。
This solid substance was fractionated by high performance liquid chromatography in the same manner as in Production Example 1, the fraction containing 6-gingerol was fractionated, and the solvent was distilled off under reduced pressure to 2.2.
g of 6-gingerol was obtained.

【0026】上記製造例1、2で得られた試料が6−ジ
ンゲロールであることを、核磁気共鳴(NMR)スペク
トル、高速液体クロマトグラフィー、薄層クロマトグラ
フィーにより、市販の標品と比較することにより行っ
た。以下に試料のプロトンNMR(in γ-acetone-d6
のスペクトルを示す。
Comparing that the samples obtained in the above Production Examples 1 and 2 are 6-gingerol by a nuclear magnetic resonance (NMR) spectrum, high performance liquid chromatography and thin layer chromatography, compared with a commercially available standard sample. Went by. Proton NMR (in γ-acetone-d 6 ) of the sample is shown below.
Shows the spectrum of.

【0027】0.88[3H、トリプレット、J=6ヘル
ツ、-(CH2)4-CH 3] 1.34(センター)[8H、マルチプレット、-CH(OH)-
(CH 2)4-CH3] 2.50[2H、ダブレット、J=7ヘルツ、-C0-CH 2-CH
(OH)-] 2.77[4H、シングレット、Ar-CH 2-CH 2-] 3.81[3H、シングレット、-O-CH 3-] 4.00[1H、マルチプレット、-CH(OH)-] 6.62−6.82[3H、マルチプレット、3×アロマ
ティックH] また、雄性マウスに対する急性毒性は、経口投与で10
0mg/kg以上であった。尚、6−ショウガオールに
ついても、急性毒性は極めて少ないことが知られている
(特公昭59−1684号等)。
0.88 [3H, triplet, J = 6 hertz,-(CH 2 ) 4 -C H 3 ] 1.34 (center) [8H, multiplet, -CH (OH)-
(C H 2 ) 4 -CH 3 ] 2.50 [2H, doublet, J = 7 Hertz, -C0-C H 2 -CH
(OH)-] 2.77 [4H, singlet, Ar-C H 2 -C H 2- ] 3.81 [3H, singlet, -OC H 3- ] 4.00 [1H, multiplet, -C H (OH)-] 6.62-6.82 [3H, multiplet, 3xaromatic H] In addition, acute toxicity to male mice was 10 by oral administration.
It was 0 mg / kg or more. It is known that 6-shogaol also has extremely little acute toxicity (Japanese Patent Publication No. 59-1684, etc.).

【0028】[0028]

【実施例1】カルボキシメチルセルロースナトリウム
(cmc−Na)0.1g及び6−ジンゲロール0.2
mgに精製水を加えて10mlの角層修復促進剤を製造
した。
Example 1 0.1 g of sodium carboxymethyl cellulose (cmc-Na) and 0.2 of 6-gingerol
Purified water was added to mg to produce 10 ml of a horny layer repair promoter.

【0029】次に、この角層修復促進剤の効果を示す。
1群10匹づつの雄性ヘアレスマウス(体重約35g、
25週齢)を、23.0±1.0℃、湿度50±5%に
調節された室内で、仰臥位に安定した状態で、胸骨体部
の皮膚にヘキサデカンと石油エーテルの等量混合液を1
日1回10μlの割合で、4日間にわたり塗布した。こ
のようにして十分に損傷を受けた胸部皮膚の角層水分量
の測定及び角層形態評価を行った後、1群には上記角層
修復促進剤0.5mlを1日1回、1週5回(月〜金)
の頻度で6週間、他の1群には比較例として1%カルボ
キシメチルセルロースナトリウム水溶液0.5mlを角
層修復促進剤投与群と同様にして、各々経口投与した。
投与開始後6週間の胸部皮膚の角層水分量測定と角層形
態評価をそれぞれ経時的に(1週、3週、6週)行っ
た。 (1)角層水分量の測定 胸部皮膚角層水分量は、マウスを仰臥位に保定し上記有
機溶剤で損傷された胸骨体部の皮膚に低周波型角層水分
測定装置(Courage+Khazaka electronic 社製Corneomet
er CM820PC)の検出部を当てて測定した。尚、
このCorneometerで測定された皮膚角層の水分量は、arb
itrary units (a.u.) 値で表される。
Next, the effect of this horny layer repair promoter will be shown.
Male hairless mice (body weight: about 35 g, 10 mice each)
25 weeks old), in a room adjusted to 23.0 ± 1.0 ° C. and a humidity of 50 ± 5%, in a supine position, in an equimolar mixture of hexadecane and petroleum ether on the skin of the sternum. 1
10 μl was applied once a day for 4 days. After measuring the amount of water in the horny layer of the thoracic skin that has been sufficiently damaged and evaluating the morphology of the horny layer in this way, 0.5 ml of the above-mentioned horny layer repair promoter is given to one group once a day for one week. 5 times (Monday to Friday)
As a comparative example, 0.5 ml of a 1% sodium carboxymethylcellulose aqueous solution was orally administered to each of the other groups for 6 weeks in the same manner as in the corneal repair promoter-administered group.
Six weeks after the start of administration, the measurement of the water content of the horny layer of the chest skin and the evaluation of the morphology of the horny layer were performed over time (one week, three weeks, and six weeks), respectively. (1) Measurement of stratum corneum moisture content The moisture content of the stratum corneum on the chest skin was measured by a low-frequency type stratum corneum moisture analyzer (Courage + Khazaka electronic) on the skin of the sternum body damaged by the organic solvent when the mouse was held in the supine position. Company Corneomet
er CM820PC) was applied. still,
The water content of the stratum corneum measured with this Corneometer is arb
It is represented by the itrary units (au) value.

【0030】実施例投与群と比較例投与群における、1
0匹の平均a.u.値の経時変化を標準偏差とともに図1に
示す。また、比較例投与群の平均a.u.値に対する実施例
投与群の平均a.u.値の百分率(%)を求め、その経時変
化を図2に示す。尚、図中、*印は危険率5%未満で、
**印は危険率1%未満で、それぞれ有意差があること
を示す。(有意差検定は、スチューデントt検定によ
る。)この結果から、比較例のカルボキシメチルセルロ
ースナトリウム水溶液のみを投与されたヘアレスマウス
は、有機溶剤による角層細胞損傷のため、投与開始後1
週目まで角層水分量低下をきたしたが、本発明の角層修
復促進剤を投与されたヘアレスマウスは、投与開始後1
週目から角層水分量は回復し始め、比較例を投与された
ヘアレスマウスに比べ、投与開始後3週目以降におい
て、有意に角層水分量が高くなることが明らかである。
1 in the example administration group and the comparative example administration group
The time-dependent change in the average au value of 0 animals is shown in FIG. 1 together with the standard deviation. Further, the percentage (%) of the average au value of the Example administration group with respect to the average au value of the Comparative Example administration group was determined, and the change over time is shown in FIG. It should be noted that in the figure, * indicates a risk rate of less than 5%,
** indicates that the risk rate is less than 1% and that there is a significant difference between them. (Significant difference test is based on Student's t-test.) From these results, hairless mice to which only the sodium carboxymethylcellulose aqueous solution of the comparative example was administered had damage to the horny layer cells due to the organic solvent, and thus 1
Although the water content of the horny layer decreased until the week, the hairless mice to which the horny layer repair promoter of the present invention was administered showed 1
It is clear that the stratum corneum water content starts to recover from the week, and that the stratum corneum water content is significantly higher 3 weeks after the start of administration, as compared with the hairless mouse administered with the comparative example.

【0031】尚、ヘアレスマウスには汗腺がないので、
ここで測定された角層水分量には発汗によるものは全く
含まれておらず、角層水分量に増加があれば、それは本
発明の角層修復促進剤の作用によるものであると考えて
よい。 (2)角層形態評価 角層形態評価は、剥離角層細胞診断法(J.Soc.Cosmet.C
hem.Japan. Vol.23,No.2,P143-154(1989))に従って、マ
ウスの上記有機溶剤で損傷された胸骨体部の皮膚の角層
標本を作成し、顕微鏡を用いて100倍で観察し、下記
の基準で評価した。尚、評価において各基準の中間点ま
で採用し、0.5点単位で評価した。また上記報告にお
いてマウスの正常角層細胞の観察がされているが、これ
によるとマウスの表面角層は、六角形ないし五角形の極
めて均質な細胞から形成されており、それらの細胞はお
互いの辺縁部の一定部分を重ね合わせることによって規
則的で整然とした配列を形成しシートを形成している。
Since hairless mice do not have sweat glands,
The amount of water in the stratum corneum measured here does not include anything due to sweating, and if there is an increase in the amount of stratum corneum, it is considered that it is due to the action of the stratum corneum repair promoter of the present invention. Good. (2) Corneal morphological evaluation Corneal morphological evaluation is based on the exfoliated corneal cell diagnostic method (J.Soc.Cosmet.C).
hem.Japan. Vol.23, No.2, P143-154 (1989)), a stratum corneum specimen of the skin of the sternum body damaged by the above-mentioned organic solvent of the mouse is prepared, and it is magnified 100 times with a microscope. It was observed and evaluated according to the following criteria. In the evaluation, up to the midpoint of each standard was adopted, and the evaluation was made in 0.5 point units. Moreover, in the above report, normal horny layer cells of mice were observed, which shows that the surface horny layer of mice is formed from extremely homogeneous hexagonal or pentagonal cells, and these cells are adjacent to each other. A sheet is formed by forming a regular and orderly arrangement by overlapping certain portions of the edges.

【0032】[0032]

【表1】 実施例投与群と比較例投与群のそれぞれについて、顕微
鏡観察の評点を10匹の平均値で表し、その経時変化を
標準偏差とともに図3に示す。また、比較例投与群の評
点平均値に対する実施例投与群の評点平均値の百分率
(%)を求め、その経時変化を図4に示す。尚、図中、
*印は危険率5%未満で有意差があることを示す。(有
意差検定は、スチューデントt検定による。)この結果
から、比較例のカルボキシメチルセルロースナトリウム
水溶液のみを投与されたヘアレスマウスに比べ、本発明
の角層修復促進剤を投与されたヘアレスマウスは、投与
開始後1週目から角層細胞がより早く回復する傾向が観
察され、投与開始6週後には有意に損傷回復が確認され
た。
[Table 1] With respect to each of the administration group of the example and the administration group of the comparative example, the scores of microscopic observation are represented by the average value of 10 animals, and the change over time is shown together with the standard deviation in FIG. Further, the percentage (%) of the average value of the scores of the Example administration group with respect to the average value of the Comparative Example administration group was determined, and the change over time is shown in FIG. In the figure,
* Indicates that there is a significant difference at a risk rate of less than 5%. (Significant difference test is based on Student's t test.) From these results, hairless mice to which the horny layer repair promoter of the present invention was administered were compared to hairless mice to which only the sodium carboxymethylcellulose aqueous solution of Comparative Example was administered. From the first week after the start, a tendency that the horny cells recover faster was observed, and 6 weeks after the start of the administration, significant recovery of damage was confirmed.

【0033】[0033]

【発明の効果】本発明の角層修復促進剤及びこれを含む
組成物は、角層の修復機能を十分に促進し、しかも安全
性が高い。
EFFECTS OF THE INVENTION The horny layer repair promoter and the composition containing the same of the present invention sufficiently promote the repair function of the horny layer and are highly safe.

【図面の簡単な説明】[Brief description of drawings]

【図1】 ヘアレスマウス胸部皮膚角層水分量(a.u.
値)の平均値と標準偏差の経時変化を示す図。
[Fig. 1] Corneal water content (au of hairless mouse chest skin)
The figure which shows the time-dependent change of the average value and standard deviation of (value).

【図2】 比較例に対する実施例の胸部皮膚角層水分量
(a.u.値)の百分率(%)の経時変化を示す図。
FIG. 2 is a view showing a change over time in the percentage (%) of the water content (au value) of the horny layer of the skin of the example of the comparative example.

【図3】 ヘアレスマウス胸部皮膚角層の顕微鏡観察評
点の平均値と標準偏差の経時変化を示す図。
FIG. 3 is a view showing changes over time in the mean value and standard deviation of microscopic observation scores of the stratum corneum of the chest skin of hairless mice.

【図4】 比較例に対する実施例の胸部皮膚角層の顕微
鏡観察評点の百分率(%)の経時変化を示す図。
FIG. 4 is a view showing a change over time in the percentage (%) of microscopic observation scores of the horny layer of the thoracic skin of the example of the comparative example.

【符号の説明】[Explanation of symbols]

図中*印は危険率5%未満で、**印は危険率1%未満
で、それぞれ有意差があることを示す。
In the figure, the symbol * indicates a risk rate of less than 5%, and the ** symbol indicates a risk rate of less than 1%, indicating that there are significant differences.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.5 識別記号 庁内整理番号 FI 技術表示箇所 A61K 35/78 C 7167−4C ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 5 Identification code Internal reference number FI technical display area A61K 35/78 C 7167-4C

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 化1の構造式で表される化合物を有効成
分として含有する角層修復促進剤 【化1】 ただし、化1中、Rは、化2又は化3で表される基を示
す(両式においてnは4、6、又は8を表す)。 【化2】 【化3】
1. A horny layer repair promoter containing a compound represented by the structural formula of Chemical formula 1 as an active ingredient. However, in Chemical formula 1, R represents a group represented by Chemical formula 2 or Chemical formula 3 (n in both formulas represents 4, 6, or 8). [Chemical 2] [Chemical 3]
【請求項2】 請求項1記載の角層修復促進剤を含有す
る組成物。
2. A composition containing the stratum corneum repair promoter according to claim 1.
JP02947993A 1993-02-18 1993-02-18 Stratum corneum repair promoter Expired - Lifetime JP3164455B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP02947993A JP3164455B2 (en) 1993-02-18 1993-02-18 Stratum corneum repair promoter

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP02947993A JP3164455B2 (en) 1993-02-18 1993-02-18 Stratum corneum repair promoter

Publications (2)

Publication Number Publication Date
JPH06239736A true JPH06239736A (en) 1994-08-30
JP3164455B2 JP3164455B2 (en) 2001-05-08

Family

ID=12277227

Family Applications (1)

Application Number Title Priority Date Filing Date
JP02947993A Expired - Lifetime JP3164455B2 (en) 1993-02-18 1993-02-18 Stratum corneum repair promoter

Country Status (1)

Country Link
JP (1) JP3164455B2 (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2758086A1 (en) * 1997-01-09 1998-07-10 Daniel Jean Use of shogaols and gingerols
WO1998030201A1 (en) * 1997-01-09 1998-07-16 Societe D'etudes Et De Recherches En Pharmacognosie - S E R P Use of shogaols and gingerols for preparing deodorant compositions
WO2000002569A3 (en) * 1998-07-13 2001-05-17 Dalidar Pharma Israel 1995 Ltd Compositions for the treatment of atherosclerosis and related conditions
EP1281402A1 (en) * 2001-08-03 2003-02-05 Kao Corporation Water-soluble ginger root extract
WO2006025307A1 (en) * 2004-08-30 2006-03-09 Kao Corporation Wrinkle reduction agent, lipolysis accelerator, composition for external use on skin, and food or beverage composition
EP1725214A1 (en) * 2003-12-19 2006-11-29 Avon Products, Inc. Cosmetic compositions having extracts of amomum melegueta and methods of treating skin
KR100734040B1 (en) * 2005-10-07 2007-07-02 신동헌 Cosmetic composition comprising gingerol for protecting skin damage from ultraviolet light
JP2008079562A (en) * 2006-09-28 2008-04-10 Tsumura Lifescience Co Ltd Method for producing ginger processed product highly containing shogaol

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2758086A1 (en) * 1997-01-09 1998-07-10 Daniel Jean Use of shogaols and gingerols
WO1998030201A1 (en) * 1997-01-09 1998-07-16 Societe D'etudes Et De Recherches En Pharmacognosie - S E R P Use of shogaols and gingerols for preparing deodorant compositions
WO2000002569A3 (en) * 1998-07-13 2001-05-17 Dalidar Pharma Israel 1995 Ltd Compositions for the treatment of atherosclerosis and related conditions
EP1281402A1 (en) * 2001-08-03 2003-02-05 Kao Corporation Water-soluble ginger root extract
US8282946B2 (en) 2001-08-03 2012-10-09 Kao Corporaion Water-soluble ginger root extract
EP1725214A1 (en) * 2003-12-19 2006-11-29 Avon Products, Inc. Cosmetic compositions having extracts of amomum melegueta and methods of treating skin
EP1725214A4 (en) * 2003-12-19 2009-04-15 Avon Prod Inc Cosmetic compositions having extracts of amomum melegueta and methods of treating skin
US7842316B2 (en) 2003-12-19 2010-11-30 Avon Products, Inc. Cosmetic compositions having extracts of Amomum melegueta and methods of treating skin
WO2006025307A1 (en) * 2004-08-30 2006-03-09 Kao Corporation Wrinkle reduction agent, lipolysis accelerator, composition for external use on skin, and food or beverage composition
US8445005B2 (en) 2004-08-30 2013-05-21 Kao Corporation Antiwrinkle agent, lipolysis promoter, external composition for skin and food and beverage composition
KR100734040B1 (en) * 2005-10-07 2007-07-02 신동헌 Cosmetic composition comprising gingerol for protecting skin damage from ultraviolet light
JP2008079562A (en) * 2006-09-28 2008-04-10 Tsumura Lifescience Co Ltd Method for producing ginger processed product highly containing shogaol

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