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JP2010047535A - Skin external preparation - Google Patents

Skin external preparation Download PDF

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Publication number
JP2010047535A
JP2010047535A JP2008214250A JP2008214250A JP2010047535A JP 2010047535 A JP2010047535 A JP 2010047535A JP 2008214250 A JP2008214250 A JP 2008214250A JP 2008214250 A JP2008214250 A JP 2008214250A JP 2010047535 A JP2010047535 A JP 2010047535A
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Prior art keywords
skin
external preparation
rice bran
lotion
extract
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JP2008214250A
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Japanese (ja)
Inventor
Hiroko Yoshida
浩子 吉田
Hanayo Hattori
華代 服部
Mitsuyo Nozaki
美津世 野崎
Noriko Nakajima
紀子 中島
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Noevir Co Ltd
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Noevir Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a skin external preparation that has excellent skin safety and an inhibitory effect on skin erythema by ultraviolet light. <P>SOLUTION: The skin external preparation comprises: ascorbic acid and a derivative or salt thereof; glycyrrhizic acid and a derivative or salt thereof; a rice bran-derived component; and an essence of Gentiana lutea. The skin external preparation is useful as cosmetics in various forms such as a milky lotion, cream, lotion, skin lotion, pack, beauty lotion, detergent, makeup cosmetic, liquid medicine, ointment, powder, granule, aerosol agent, patch, cataplasma, etc., and also useful in a dosage form such as a quasi-medicine, medicine for external use, etc. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

本発明は、皮膚安全性に優れ、紫外線による皮膚の紅斑を抑制する効果を有する皮膚外用剤に関する。   The present invention relates to an external preparation for skin which is excellent in skin safety and has an effect of suppressing erythema of the skin caused by ultraviolet rays.

紫外線により皮膚は炎症(紅斑)を起こし種々の因子が放出されメラノサイトを刺激する。これにより色調は変化し黒化する。この黒化は、メラノサイトにおいて産生され表皮細胞に受け渡されるメラニンの過剰生産が原因である。従来より、メラニンの過剰生成を抑える目的で、メラニンを精製するチロシナーゼの活性を抑制したり、メラニンの生成を抑制する物質の探索が多くなされている。また、紫外線による皮膚の炎症を予防する効果を有する物質の探索もあわせて行われている。
チロシナーゼ活性阻害剤としては、ハイドロキノン(特許文献1)、ビタミンC及びその誘導体(特許文献2)や、各種植物抽出物にその効果が見出されている(特許文献3、4ほか多数)。メラニンの生成を抑制する物質としては、胎盤抽出物(特許文献5)のほか各種植物抽出物にその効果が見出されている(特許文献6、7、8)。
紫外線などで惹起される炎症の予防・症状改善を目的として、グリチルリチン酸、アラントインなどの抗炎症剤が提案され、これらを配合した皮膚外用剤が上市されている。また、各種植物抽出物にもその効果が見出されている(特許文献9、10))。
The skin is inflamed (erythema) by ultraviolet rays, and various factors are released to stimulate melanocytes. As a result, the color tone changes and blackens. This blackening is due to the overproduction of melanin produced in melanocytes and delivered to the epidermal cells. Conventionally, in order to suppress the excessive production of melanin, many searches for substances that suppress the activity of tyrosinase that purifies melanin or suppress the production of melanin have been made. In addition, a search for a substance having an effect of preventing skin irritation caused by ultraviolet rays has also been made.
As tyrosinase activity inhibitors, hydroquinone (Patent Document 1), vitamin C and its derivatives (Patent Document 2), and various plant extracts have been found to be effective (Patent Documents 3, 4 and many others). As a substance that suppresses the production of melanin, its effect has been found in various plant extracts in addition to placenta extract (Patent Document 5) (Patent Documents 6, 7, and 8).
Anti-inflammatory agents such as glycyrrhizic acid and allantoin have been proposed for the purpose of preventing inflammation caused by ultraviolet rays and improving symptoms, and skin external preparations containing these have been put on the market. Moreover, the effect is discovered also in various plant extracts (patent documents 9, 10).

特開2004−352658号公報JP 2004-352658 A 特開平10−09704号公報JP-A-10-09704 特開2008−013481号公報JP 2008-013481 A 特開2008−056587号公報JP 2008-056587 A 特公昭61−57291号公報Japanese Patent Publication No. 61-57291 特開2006−182731号公報JP 2006-182731 A 特開2007−008818号公報JP 2007-008818 A 特開2008−156325号公報JP 2008-156325 A 特開2005−145878号公報JP 2005-145878 A 特開2002−138029号公報JP 2002-138029 A

しかしながら、上記の抗炎症剤は、十分な効果を得るためにはかなりの高濃度を配合しなければならない。そのため、安全性の面で問題を生ずることがあり、安全性ならびに作用効果のすべての面で十分に満足できるものが無いのが現状であった。   However, the above-mentioned anti-inflammatory agents must be formulated at a considerably high concentration in order to obtain a sufficient effect. For this reason, there is a problem in terms of safety, and there is nothing that can be satisfactorily satisfied in all aspects of safety and operational effects.

皮膚安全性に優れ、紫外線による皮膚の紅斑を予防する効果を有する皮膚外用剤を得るために鋭意検討を行った結果、アスコルビン酸及びその誘導体又はその塩と、グリチルリチン酸及びその誘導体又はその塩と、コメヌカ由来成分と、ゲンチアナエキスを併用して皮膚外用剤に配合することにより、上記課題が解決できることを見出し、本発明を完成させるに至った。   As a result of intensive studies to obtain an external preparation for skin having excellent skin safety and the effect of preventing skin erythema due to ultraviolet rays, ascorbic acid and its derivatives or salts thereof, glycyrrhizic acid and its derivatives or salts thereof, It has been found that the above-mentioned problems can be solved by combining a rice bran-derived component and a gentian extract in a topical skin preparation, and the present invention has been completed.

本発明によれば、安全性の面で問題がなく、しかも紫外線による紅斑を抑制する効果に優れた皮膚外用剤を提供することができる。   ADVANTAGE OF THE INVENTION According to this invention, there is no problem in the surface of safety and the skin external preparation excellent in the effect which suppresses the erythema by an ultraviolet-ray can be provided.

本発明の皮膚外用剤は、アスコルビン酸及びその誘導体又はその塩と、グリチルリチン酸及びその誘導体又はその塩と、コメヌカ由来成分と、ゲンチアナエキスを併用して用いる。本発明の必須成分についてそれぞれ説明する。   The external preparation for skin of the present invention uses ascorbic acid and a derivative thereof or a salt thereof, glycyrrhizic acid and a derivative or a salt thereof, a rice bran-derived component, and a gentian extract in combination. The essential components of the present invention will be described respectively.

アスコルビン酸及びその誘導体又はその塩としては、皮膚外用剤に配合しうるものであれば特に限定されず、アスコルビン酸、アスコルビン酸カルシウム、アスコルビン酸マグネシウム、アスコルビン酸ナトリウム、アスコルビン酸テトラヘキシルデシル、アスコルビン酸ポリペプチド、アスコルビン酸メチルシラノール、アスコルビン酸硫酸ナトリウム、イソステアリルアスコルビルリンナトリウム、イソパルミチン酸アスコルビルリン酸ナトリウム、キトサンアスコルビン酸、ジパルミチン酸アスコルビル、ステアリン酸アスコルビル、テトラヘキシルデカン酸アスコルビル、パルミチン酸アスコルビル、パルミチン酸アスコルビルリン酸ナトリウム、マレイン酸アスコルビルトコフェリル、アスコルビルグルコシド、アスコルビルリン酸ナトリウム、アスコルビルリン酸マグネシウム、アスコルビルリン酸アミノプロピル、アスコルビルリン酸カリウム、アスコルビルリン酸亜鉛、アスコルビルエチル、(アスコルビン酸/ピロリドンカルボン酸)マグネシウム、(アスコルビル/トコフェリル)リン酸カリウム、(アスコルビル/コレステリル)リン酸ナトリウムなどが例示される。アスコルビン酸及びその誘導体又はその塩は、皮膚外用剤全量に対し、0.001〜5質量%配合する。   Ascorbic acid and its derivatives or salts thereof are not particularly limited as long as they can be blended into a skin external preparation. Ascorbic acid, calcium ascorbate, magnesium ascorbate, sodium ascorbate, tetrahexyldecyl ascorbate, ascorbic acid Polypeptide, methyl silanol ascorbate, sodium ascorbate sulfate, sodium isostearyl ascorbyl phosphate, sodium ascorbyl isopalmitate, chitosan ascorbic acid, ascorbyl dipalmitate, ascorbyl stearate, ascorbyl tetrahexyldecanoate, ascorbyl palmitate, palmitic Acid ascorbyl phosphate, Ascorbyl tocopheryl maleate, Ascorbyl glucoside, Ascorbylline Sodium, magnesium ascorbyl phosphate, aminopropyl ascorbyl phosphate, potassium ascorbyl phosphate, zinc ascorbyl phosphate, ethyl ascorbyl, (ascorbyl / pyrrolidonecarboxylate) magnesium, (ascorbyl / tocopheryl) potassium phosphate, (ascorbyl / cholesteryl) Examples thereof include sodium phosphate. Ascorbic acid and its derivatives or salts thereof are blended in an amount of 0.001 to 5 mass% with respect to the total amount of the external preparation for skin.

グリチルリチン酸及びその誘導体又はその塩としては、皮膚外用剤に配合しうるものであれば特に限定されず、アラントイングリチルレチン酸、グリチルリチン酸、グリチルリチン酸ジカリウム、グリチルリチン酸ジナトリウム、グリチルリチン酸トリナトリウム、グリチルリチン酸カリウム、グリチルリチン酸アンモニウム、グリチルレチン酸、グリチルレチン酸グリセリル、グリチルレチン酸ステアリル、グリチルレチン酸ピリドキシン、グリチルレチン酸亜鉛、サクシニルグリチルレチン酸ジナトリウム、サクシニルオキシグリチルレチン酸ジナトリウム、ステアリン酸グリチルレチニル等が例示される。グリチルリチン酸及びその誘導体又はその塩は、皮膚外用剤全量に対し、0.001〜5質量%配合する。   Glycyrrhizic acid and its derivatives or salts thereof are not particularly limited as long as they can be incorporated into an external preparation for skin. Allantoin glycyrrhetinic acid, glycyrrhizic acid, dipotassium glycyrrhizinate, disodium glycyrrhizinate, trisodium glycyrrhizinate, glycyrrhizic acid Examples include potassium, ammonium glycyrrhizinate, glycyrrhetinic acid, glyceryl glycyrrhetinate, stearyl glycyrrhetinate, pyridoxine glycyrrhetinate, zinc glycyrrhetinate, disodium succinylglycyrrhetinate, disodium succinyloxyglycyrrhetinate, glycyrrhetinyl stearate, and the like. Glycyrrhizic acid and its derivatives or salts thereof are blended in an amount of 0.001 to 5 mass% with respect to the total amount of the external preparation for skin.

コメヌカ由来成分としては、皮膚外用剤に配合しうるものであれば特に限定されず、コメヌカから水、エタノール、1,3−ブチレングリコールなどを溶媒として公知の方法で得られる抽出物をそのまま、もしくは分画、精製、加水分解などの処理を行ったものを用いることができる。コメヌカ由来成分としては、市販のコメヌカ由来成分を用いることも可能である。かかるコメヌカ由来成分としては、コメヌカエキスである、米ぬか抽出液(香栄興業社製)、コメヌカエキスBG(丸善製薬社製)、コメヌカエキスLA(丸善製薬社製)、コメヌカエキスパウダーS(丸善製薬社製)、コメヌカエキスS(小城製薬社製)、コメヌカ発酵液であるオリザリキッドS(一丸ファルコス社製)、加水分解コメヌカエキスであるニッサンオクタコサノール12−OS(日油社製)、加水分解コメヌカ蛋白であるRegu−Age(ペンタファーム社製)等を使用することができる。コメヌカ由来成分は、皮膚外用剤全量に対し、0.0001〜5質量%配合する。   The rice bran-derived component is not particularly limited as long as it can be blended in a skin external preparation, and an extract obtained from a rice bran by a known method using water, ethanol, 1,3-butylene glycol or the like as a solvent as it is, or Those subjected to treatments such as fractionation, purification, and hydrolysis can be used. As the rice bran derived component, a commercially available rice bran derived component can also be used. Examples of such rice bran-derived components include rice bran extract, rice bran extract (manufactured by Koei Kogyo Co., Ltd.), rice bran extract BG (manufactured by Maruzen Pharmaceutical Co., Ltd.), rice bran extract LA (manufactured by Maruzen Pharmaceutical Co., Ltd.), rice bran extract extract S (manufactured by Maruzen Pharmaceutical Co., Ltd.), Rice bran extract S (manufactured by Kojo Pharmaceutical Co., Ltd.), Oryzali Liquid S (manufactured by Ichimaru Falcos Co., Ltd.) that is a rice bran fermentation liquid, Nissan Octacosanol 12-OS (manufactured by NOF Corporation) that is a hydrolyzed rice bran extract, Regu-Age that is a hydrolyzed rice bran protein (Penta Farm Co., Ltd.) can be used. The rice bran-derived component is blended in an amount of 0.0001 to 5% by mass based on the total amount of the external preparation for skin.

ゲンチアナエキスは、ゲンチアナ(Gentiana lutea)の根のエキスを用いる。ゲンチアナエキスは、市販のものを用いることが可能であり、たとえば、ゲンチアン抽出物BG(丸善製薬社製)、ゲンチアン抽出物BG−J(丸善製薬社製)、ゲンチアン抽出物ET−30(香栄興業社製)、ゲンチアン抽出物J(丸善製薬社製)、ファルコレックスゲンチアナB(一丸ファルコス社製)等を使用することができる。ゲンチアナエキスは、皮膚外用剤全量に対し、0.0001〜5質量%配合する。   As gentian extract, root extract of gentian lutea is used. A commercially available gentian extract can be used, for example, gentian extract BG (manufactured by Maruzen Pharmaceutical Co., Ltd.), gentian extract BG-J (manufactured by Maruzen Pharmaceutical Co., Ltd.), gentian extract ET-30 (Kaei) Kogyo Co., Ltd.), Gentian Extract J (Maruzen Pharmaceutical Co., Ltd.), Falco Rex Gentiana B (Ichimaru Falcos Co., Ltd.) and the like can be used. A gentian extract is mix | blended 0.0001-5 mass% with respect to the skin external preparation whole quantity.

本発明の皮膚外用剤は、アスコルビン酸及びその誘導体又はその塩と、グリチルリチン酸及びその誘導体又はその塩と、コメヌカ由来成分と、ゲンチアナエキスを併用して用いることにより、皮膚安全性に優れ、紫外線による皮膚の炎症を予防する効果を有する。   The external preparation for skin of the present invention is excellent in skin safety by using ascorbic acid and its derivatives or salts thereof, glycyrrhizic acid and its derivatives or salts, rice bran derived components, and gentian extract in combination with ultraviolet rays. It has the effect of preventing skin inflammation caused by.

本発明の皮膚外用剤には、上記必須成分のほか、本発明の効果を損なわない範囲で、通常皮膚外用剤に配合される成分を配合することができる。また、皮膚外用剤の剤型は任意であり、例えば、ローションなどの可溶化系やカラミンローション等の分散系、クリームや乳液などの乳化系として提供することができる。さらに、噴射剤と共に充填するエアゾール形態、軟膏剤、パップ剤などの種々の剤型で提供することもできる。   In addition to the above essential components, the external preparation for skin of the present invention can be blended with components that are usually blended with external preparations for skin within the range that does not impair the effects of the present invention. The dosage form of the external preparation for skin is arbitrary, and can be provided as a solubilization system such as lotion, a dispersion system such as calamine lotion, or an emulsification system such as cream or emulsion. Further, it can be provided in various dosage forms such as an aerosol form, an ointment, and a poultice filled with a propellant.

具体的には、乳液、クリーム、ローション、化粧水、パック、美容液、洗浄料、メイクアップ化粧料等の各種化粧料;液剤、軟膏、粉末、顆粒、エアゾール剤、貼付剤、パップ剤等の様々な形態の化粧料、医薬部外品や外用医薬品などが例示できる。   Specifically, various cosmetics such as emulsions, creams, lotions, lotions, packs, cosmetic liquids, cleaning agents, makeup cosmetics, etc .; liquids, ointments, powders, granules, aerosols, patches, poultices, etc. Various forms of cosmetics, quasi drugs, topical medicines, and the like can be exemplified.

本発明を実施例を用いて説明する。まず本発明の実施例を表1に示した処方にて、常法により調製した。この実施例1並びに比較例1〜3を用いて、紅斑抑制試験を以下の手順で行った。   The present invention will be described using examples. First, an example of the present invention was prepared by a conventional method with the formulation shown in Table 1. Using this Example 1 and Comparative Examples 1 to 3, an erythema suppression test was performed according to the following procedure.

[紅斑抑制試験]
1.前処理
実施例若しくは比較例24mLを縦6cm、横8cmのコットンにしみこませ、被験者4名の背部にそれぞれ貼付し、粘着性フィルム(パーミエイド(登録商標)日東電工社製)で被覆固定し、60分間静置した後、剥離し5分間風乾する。
2.紫外線照射
塗布部位に紫外線照射機(光洋社製)を用いて1.25MED量のUV−Bを照射する。
3.後処理
前処理と同様に、塗布部位を実施例若しくは比較例で被覆し、5時間後に剥離する。
4.紅斑の判定
紫外線照射の24時間後、専門評価者により、紅斑の状態を目視判定し、下記の基準で判定し、合計点を紅斑抑制スコアとした。
(目視評価基準)
−1:紅班なし
0:断片的あるいはわずかに紅班あり
1:紅班あり
2:強い紅班あり
[Erythema suppression test]
1. Pretreatment Example or Comparative Example 24 mL was soaked in cotton 6 cm long and 8 cm wide, affixed to the backs of 4 subjects, covered and fixed with an adhesive film (Permeaid (registered trademark) manufactured by Nitto Denko), 60 Let stand for a minute, then peel off and air dry for 5 minutes.
2. Ultraviolet irradiation The application site is irradiated with 1.25 MED amount of UV-B using an ultraviolet irradiation machine (manufactured by Koyo Co., Ltd.).
3. Post-treatment As in the pre-treatment, the coated part is covered with an example or a comparative example and peeled off after 5 hours.
4). Determination of erythema After 24 hours of UV irradiation, a specialist evaluator visually determined the state of erythema, determined according to the following criteria, and the total score was taken as the erythema suppression score.
(Visual evaluation criteria)
-1: No erythema 0: Partial or slightly erythema 1: With erythema 2: With strong erythema

Figure 2010047535
Figure 2010047535

Figure 2010047535
Figure 2010047535

表2に示したとおり、リン酸アスコルビルMgとグリチルリチン酸ジカリウムを配合し、ゲンチアナエキスと加水分解コメヌカエキスを配合していない比較例1において、若干の紅斑抑制効果が認められていた。比較例1にゲンチアナエキスを0.02質量%添加した比較例2においては、比較例1から紅斑抑制効果の向上は認められなかった。比較例1に加水分解コメヌカエキスを0.02質量%添加した比較例3においては、若干紅斑抑制効果が向上した。これに対し、リン酸アスコルビルMgとグリチルリチン酸ジカリウムと、ゲンチアナエキスを0.01質量%、加水分解コメヌカエキスを0.01質量%添加した本願発明の実施例においては、明確な紅斑抑制効果が認められ、紅斑抑制効果が認められなかったゲンチアナエキスを、リン酸アスコルビルMgとグリチルリチン酸ジカリウム、加水分解コメヌカエキスと併用することにより、相乗的な紅斑抑制効果の向上が認められた。   As shown in Table 2, in Comparative Example 1 in which ascorbyl phosphate Mg and dipotassium glycyrrhizinate were blended, and gentian extract and hydrolyzed rice bran extract were not blended, a slight erythema inhibitory effect was observed. In Comparative Example 2 in which 0.02% by mass of gentian extract was added to Comparative Example 1, no improvement in erythema suppression effect was observed from Comparative Example 1. In Comparative Example 3 in which 0.02% by mass of the hydrolyzed rice bran extract was added to Comparative Example 1, the effect of suppressing erythema was slightly improved. On the other hand, in the examples of the present invention in which 0.01% by mass of ascorbyl phosphate Mg, dipotassium glycyrrhizinate, gentian extract and 0.01% by mass of hydrolyzed rice bran extract were added, a clear erythema inhibitory effect was observed. The synergistic improvement of the erythema suppression effect was recognized by using the gentian extract, in which erythema suppression effect was not observed, in combination with ascorbyl phosphate Mg, dipotassium glycyrrhizinate and hydrolyzed rice bran extract.

[安全性試験]
実施例1を用いて、24時間閉塞貼付テスト、モルモット眼粘膜刺激試験を実施したところ、すべて問題は認められず、実施例1が高い安全性を有するものであることが示された。
[Safety test]
When a 24-hour occlusion patch test and a guinea pig ocular mucosal irritation test were carried out using Example 1, no problems were found, indicating that Example 1 has high safety.

[実施例2]化粧水
(1)エタノール 15.0(質量%)
(2)ポリオキシエチレン(40E.O.)硬化ヒマシ油 0.3
(3)香料 0.1
(4)精製水 100とする残部
(5)クエン酸 0.02
(6)クエン酸ナトリウム 0.1
(7)グリセリン 1.0
(8)ヒドロキシエチルセルロース 0.1
(9)リン酸アスコルビルNa 1.0
(10)グリチルリチン酸ジカリウム(1質量%水溶液) 5.0
(11)加水分解コメヌカエキス 0.01
(12)ゲンチアナエキス 0.01
製法:(1)に(2)及び(3)を溶解する。さらに(4)〜(8)を順次添加した後、十分に攪拌し、(9)〜(12)を加え、均一に混合する。
[Example 2] Lotion (1) Ethanol 15.0 (mass%)
(2) Polyoxyethylene (40E.O.) hydrogenated castor oil 0.3
(3) Fragrance 0.1
(4) Purified water 100 (5) Citric acid 0.02
(6) Sodium citrate 0.1
(7) Glycerin 1.0
(8) Hydroxyethyl cellulose 0.1
(9) Ascorbyl phosphate Na 1.0
(10) Dipotassium glycyrrhizinate (1% by weight aqueous solution) 5.0
(11) Hydrolyzed rice bran extract 0.01
(12) Gentian extract 0.01
Production method: (2) and (3) are dissolved in (1). Further, after sequentially adding (4) to (8), the mixture is sufficiently stirred, and (9) to (12) are added and mixed uniformly.

[実施例3]水性ジェル
(1)アクリル変性カルボキシビニルポリマー 0.5(質量%)
(2)精製水 100とする残部
(3)ポリオキシエチレン(60E.O.)硬化ヒマシ油 1.0
(4)水酸化ナトリウム(10質量%水溶液) 0.5
(5)エタノール 10.0
(6)パラオキシ安息香酸メチル 0.1
(7)香料 0.1
(8)リン酸アスコルビルNa 1.0
(9)グリチルリチン酸ジカリウム(1質量%水溶液) 5.0
(10)コメヌカエキス 0.01
(11)ゲンチアナエキス 0.01
製法:(1)を(2)に加え、均一に攪拌した後、(3)〜(11)の成分を順次添加し、均一に混合する。
[Example 3] Aqueous gel (1) Acrylic-modified carboxyvinyl polymer 0.5 (mass%)
(2) The balance made into purified water 100 (3) Polyoxyethylene (60E.O.) hydrogenated castor oil 1.0
(4) Sodium hydroxide (10% by mass aqueous solution) 0.5
(5) Ethanol 10.0
(6) Methyl paraoxybenzoate 0.1
(7) Fragrance 0.1
(8) Ascorbyl phosphate Na 1.0
(9) Dipotassium glycyrrhizinate (1% by weight aqueous solution) 5.0
(10) Rice bran extract 0.01
(11) Gentian extract 0.01
Production method: (1) is added to (2) and stirred uniformly, and then the components (3) to (11) are sequentially added and mixed uniformly.

Claims (1)

アスコルビン酸及びその誘導体又はその塩と、グリチルリチン酸及びその誘導体又はその塩と、コメヌカ由来成分と、ゲンチアナエキスを含有する皮膚外用剤。   A skin external preparation containing ascorbic acid and a derivative or salt thereof, glycyrrhizic acid and a derivative or salt thereof, a rice bran-derived component, and a gentian extract.
JP2008214250A 2008-08-22 2008-08-22 Skin external preparation Withdrawn JP2010047535A (en)

Priority Applications (1)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ITPD20100090A1 (en) * 2010-03-22 2011-09-23 Sanitas Farmaceutici S R L TOPIC FORMULATION FOR THE TREATMENT OF SKIN ERUPTIONS, IN PARTICULAR CONSEQUENT TO TREATMENTS WITH ANTI EGFR DRUGS
US8201787B2 (en) 2005-01-19 2012-06-19 Iti Scotland Limited Clamp, self-advancing climbing device, and method of coupling same to a tubular
KR102183186B1 (en) * 2020-03-16 2020-11-25 (주)제이엠월드 Cosmetic Composition Comprising High Concentration of Vitamin C

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8201787B2 (en) 2005-01-19 2012-06-19 Iti Scotland Limited Clamp, self-advancing climbing device, and method of coupling same to a tubular
ITPD20100090A1 (en) * 2010-03-22 2011-09-23 Sanitas Farmaceutici S R L TOPIC FORMULATION FOR THE TREATMENT OF SKIN ERUPTIONS, IN PARTICULAR CONSEQUENT TO TREATMENTS WITH ANTI EGFR DRUGS
KR102183186B1 (en) * 2020-03-16 2020-11-25 (주)제이엠월드 Cosmetic Composition Comprising High Concentration of Vitamin C

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