JP3780174B2 - Bactericidal disinfectant composition, hair cleaning composition and dish cleaning composition - Google Patents

Description

【０００７】
（式（I）、（II）、（III）中、Ｒ ^１ は、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｒ ^２ 及びＲ ^３ はそれぞれ炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｇはガロイル基を表し、ｐ、ｑ、ｒはそれぞれ１〜４の整数を表す。）で表される没食子酸誘導体、並びに下記一般式（ I Ｖ）：
【０００８】
【化８】

【０００９】
（式（IＶ）中、Ｒ^４、Ｒ^５、Ｒ^６、Ｒ^７ のうちの３つが、それぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ）_n−Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表し、残りの１つが、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ） _n −Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表す。）で表されるエラグ酸誘導体からなる群から選ばれる、経表皮性水分喪失（ＴＥＷＬ）を抑制する少なくとも１種の肌荒れ防止用添加物と、を含有することを特徴とするものである。
【００１０】
また、本発明の毛髪用洗浄剤組成物は、（１）毛髪用洗浄剤と、（２）上記一般式（ I ）、（ II ）、（ III ）で表される没食子酸誘導体、並びに上記一般式（ I Ｖ）で表されるエラグ酸誘導体からなる群から選ばれる、経表皮性水分喪失（ＴＥＷＬ）を抑制する少なくとも１種の肌荒れ防止用添加物と、を含有することを特徴とするものである。
【００１１】
さらに、本発明の食器用洗浄剤組成物は、（１）食器用洗浄剤と、（２）上記一般式（ I ）、（ II ）、（ III ）で表される没食子酸誘導体、並びに上記一般式（ I Ｖ）で表されるエラグ酸及びエラグ酸誘導体からなる群から選ばれる、経表皮性水分喪失（ＴＥＷＬ）を抑制する少なくとも１種の肌荒れ防止用添加物と、を含有することを特徴とするものである。
【００１２】
【発明の実施の形態】
以下、本発明を発明の実施の形態に即して詳細に説明する。
【００１３】
先ず、本発明の殺菌消毒剤組成物、毛髪用洗浄剤組成物及び食器用洗浄剤組成物に使用される肌荒れ防止用添加物について説明する。本発明にかかる肌荒れ防止用添加物は、
▲１▼タンニン酸、
▲２▼下記一般式（I）、（II）、（III）：
【００１４】
【化９】

【００１５】
（式（I）、（II）、（III）中、Ｒ^１、Ｒ^２、Ｒ^３はそれぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、単糖の残基、２〜７糖のオリゴ糖の残基、及び多価アルコール残基からなる群から選ばれるいずれかを表し、Ｇはガロイル基を表し、ｐ、ｑ、ｒはそれぞれ１〜４の整数を表す。）
で表される没食子酸及び没食子酸誘導体、
▲３▼下記一般式（IＶ）：
【００１６】
【化１０】

【００１７】
（式（IＶ）中、Ｒ^４、Ｒ^５、Ｒ^６、Ｒ^７はそれぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、及び一般式：−（ＡＯ）_n−Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］からなる群から選ばれるいずれかを表す。）
で表されるエラグ酸及びエラグ酸誘導体、
からなる群から選ばれるものである。
【００１８】
▲１▼本発明にかかるタンニン酸は、第六改正日本薬局方収載の医薬品であり、ガロタンニン、ガロタンニン酸などとも言われており、ブナ科の樹皮、ウルシ科の葉、カリロクの実などに存在する多数のフェノール性ヒドロキシル基を有する芳香族化合物（五倍子タンニン、没食子タンニンなど）の総称である。
【００１９】
▲２▼本発明にかかる前記一般式（I）、（II）、（III）で表される没食子酸又は没食子酸誘導体において、Ｒ^１、Ｒ^２、Ｒ^３はそれぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、単糖の残基、２〜７糖のオリゴ糖の残基、又は多価アルコール残基を表し、Ｇはガロイル基を表し、ｐ、ｑ、ｒはそれぞれ１〜４の整数を表す。
【００２０】
このような炭素数１〜２２の飽和炭化水素基としては、例えば、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、イソブチル基、ｓｅｃ−ブチル基、ｔｅｒｔ−ブチル基、ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノニル基、デシル基、ラウリル基、ミリスチル基、セチル基、ステアリル基、ベヘニル基などが挙げられ、炭素数２〜２２の不飽和炭化水素基としては、例えば、ビニル基、アリル基、イソプロペニル基、オレイル基、リシノレイル基、リノイル基、リノレイル基などが挙げられる。Ｒ^１、Ｒ^２、Ｒ^３がそれぞれ炭素数１〜２２の飽和炭化水素基又は炭素数２〜２２の不飽和炭化水素基の場合には、前記一般式（I）、（II）、（III）で表される没食子酸誘導体は、没食子酸と前記の飽和炭化水素基又は不飽和炭化水素基を有するアルコールとのエステル化合物であり、ｐ、ｑ、ｒはそれぞれ１である。
【００２１】
また、Ｒ^１、Ｒ^２、Ｒ^３がそれぞれ単糖の残基又は２〜７糖のオリゴ糖の残基の場合には、前記一般式（I）、（II）、（III）で表される没食子酸誘導体は、没食子酸と単糖又は２〜７糖のオリゴ糖とのエステル化合物である。この時用いられる単糖又は２〜７糖のオリゴ糖としては、例えば、グルコース、キシロース、アラビノース、ガラクトース、マンノース、フルクトース、グルコサミン、ガラクトサミン、イノシトール、マルトース、乳糖、ショ糖、ゲンチオビオース、セロビオース、ラフィノース、ケストース、スタキオースなどが挙げられる。そして、没食子酸誘導体のＲ^１、Ｒ^２、Ｒ^３が単糖の残基又は２〜７糖のオリゴ糖の残基の場合には、ｐ、ｑ、ｒはそれぞれ１〜４の整数であり、好ましくは１又は２であるモノエステル化合物又はジエステル化合物である。
【００２２】
さらに、Ｒ^１、Ｒ^２、Ｒ^３がそれぞれ多価アルコール残基の場合には、前記一般式（I）、（II）、（III）で表される没食子酸誘導体は、没食子酸と多価アルコールとのエステル化合物である。この時用いられる多価アルコールとしては、例えば、酸化エチレン、酸化プロピレン、エピヒドロキシヒドリンなどから誘導されるエチレングリコール、ジエチレングリコール、トリエチレングリコール、プロピレングリコール、ジプロピレングリコールや、グリセリン、ジグリセリン、エリトリトール、ペンタエリトリトールなどが挙げられる。そして、没食子酸誘導体のＲ^１、Ｒ^２、Ｒ^３が多価アルコール残基の場合には、ｐ、ｑ、ｒはそれぞれ１〜４の整数であり、好ましくは１又は２であるモノエステル化合物又はジエステル化合物である。
【００２３】
このような本発明にかかる前記一般式（I）、（II）、（III）で表される没食子酸及び没食子酸誘導体の具体例としては、没食子酸、没食子酸メチル、没食子酸イソプロピル、没食子酸ブチル、没食子酸オクチル、没食子酸ミリスチル、没食子酸ステアリル、没食子酸オレイル、エチレンジ（没食子酸エステル）、ガロイルガリックアシッド、メチルガロイルガレート、ラウリルガロイルガレート、ミリスチルガロイルガレート、セチルガロイルガレート、ステアリルガロイルガレート、オレイルガロイルガレート、ヒドロキシエチルガロイルガレート、ヒドロキシプロピルガロイルガレート、１，２−ジヒドロキシプロピルガロイルガレート、エチレンビスガロイルガレートなどが挙げられ、中でも没食子酸メチル、エチレンジ（没食子酸エステル）、メチルガロイルガレート、ラウリルガロイルガレート、オレイルガロイルガレート、１，２−ジヒドロキシプロピルガロイルガレートが好ましい。
【００２４】
▲３▼本発明にかかる前記一般式（IＶ）で表されるエラグ酸又はエラグ酸誘導体において、Ｒ^４、Ｒ^５、Ｒ^６、Ｒ^７はそれぞれ水素原子、炭素数１〜２２の飽和炭化水素基、炭素数２〜２２の不飽和炭化水素基、又は一般式：−（ＡＯ）_n−Ｈで表される基［Ａは炭素数２〜３のアルキレン基を表し、ｎは１〜２０の整数を表す］を表す。このような炭素数１〜２２の飽和炭化水素基及び炭素数２〜２２の不飽和炭化水素基としては、前記一般式（I）、（II）、（III）における炭素数１〜２２の飽和炭化水素基及び炭素数２〜２２の不飽和炭化水素基と同様のものが挙げられ、また、一般式：−（ＡＯ）_n−Ｈで表される基としては、ポリオキシエチレン基又はポリオキシプロピレン基が挙げられる。
【００２５】
このような本発明にかかる前記一般式（IＶ）で表されるエラグ酸及びエラグ酸誘導体の具体例としては、エラグ酸、エラグ酸モノメチルエーテル、エラグ酸ジメチルエーテル、エラグ酸モノラウリルエーテル、エラグ酸モノミリスチルエーテル、エラグ酸モノセチルエーテル、エラグ酸モノオレイルエーテル、エラグ酸モノヒドロキシエチルエーテル、エラグ酸モノヒドロキシプロピルエーテル、エラグ酸モノ（１，２−ジヒドロキシプロピル）エーテル、エラグ酸ジ（１，２−ジヒドロキシプロピル）エーテル、エラグ酸ジ（ヒドロキシプロピル）エーテルなどが挙げられ、中でもエラグ酸モノメチルエーテル、エラグ酸ジメチルエーテル、エラグ酸モノラウリルエーテル、エラグ酸モノ（１，２−ジヒドロキシプロピル）エーテル、エラグ酸モノオレイルエーテルが好ましい。
【００２６】
次に、本発明の殺菌消毒剤組成物について説明する。本発明の殺菌消毒剤組成物は、殺菌消毒剤と上記肌荒れ防止用添加物とを含有するものである。このような殺菌消毒剤としては、カチオン型（第４級アンモニウム塩型など）や両性型の殺菌消毒剤、例えば塩化ベンザルコニウム、塩化セチルピリジニウム、塩化ジデシルジメチルアンモニウム、アルキルアミノエチルグリシン（テゴ５１タイプ）、グルコン酸クロルヘキシジンなどが挙げられ、中でも塩化ベンザルコニウム、アルキルアミノエチルグリシン（テゴ５１タイプ）が好ましい。
【００２７】
また、本発明の殺菌消毒剤組成物においては、上記の殺菌消毒剤と肌荒れ防止用添加物とが、水、アルコール（エタノール、プロピレングリコールなど）などの媒体に溶解及び／又は分散されていることが好ましく、組成物中の殺菌消毒剤及び肌荒れ防止用添加物の含有量は特に制限されないが、殺菌消毒剤の含有量は０．０１〜１重量％程度、肌荒れ防止用添加物の含有量は０．００１〜２重量％程度が一般的である。さらに、本発明の殺菌消毒剤組成物は、殺菌消毒剤に一般的に添加される諸成分、例えば医薬品添加物、色素、香料などを適宜含有していてもよい。
【００２８】
次に、本発明の毛髪用洗浄剤組成物について説明する。本発明の毛髪用洗浄剤組成物は、毛髪用洗浄剤と上記肌荒れ防止用添加物とを含有するものである。このような毛髪用洗浄剤としては、アニオン型や両性型の界面活性剤、例えばポリオキシエチレン（２）ラウリルエーテル硫酸ナトリウム、ラウリル硫酸トリエタノールアミン塩、アシル化アミノ酸ナトリウム塩、アルキル（Ｃ₁₂〜Ｃ₁₈）アミノエチルグリシン塩、アルキル（Ｃ₁₂〜Ｃ₁₈）アミノプロピオン酸ナトリウム塩などが挙げられ、中でもポリオキシエチレン（２）ラウリルエーテル硫酸ナトリウム、アルキル（Ｃ₁₂〜Ｃ₁₈）アミノエチルグリシン塩、アルキル（Ｃ₁₂〜Ｃ₁₈）アミノプロピオン酸ナトリウム塩が好ましい。
【００２９】
また、本発明の毛髪用洗浄剤組成物においては、上記の毛髪用洗浄剤と肌荒れ防止用添加物とが、水、アルコール（エタノール、プロピレングリコールなど）などの媒体に溶解及び／又は分散されていることが好ましく、組成物中の毛髪用洗浄剤及び肌荒れ防止用添加物の含有量は特に制限されないが、毛髪用洗浄剤の含有量は１〜２０重量％程度、肌荒れ防止用添加物の含有量は０．０１〜２重量％程度が一般的である。さらに、本発明の毛髪用洗浄剤組成物は、毛髪用洗浄剤に一般的に添加される諸成分、例えばアルキルジエタノールアミド、プロピレングリコール、エチレングリコールモノステアレート、色素、香料などを適宜含有していてもよい。
【００３０】
次に、本発明の食器用洗浄剤組成物について説明する。本発明の食器用洗浄剤組成物は、食器用洗浄剤と上記肌荒れ防止用添加物とを含有するものである。このような食器用洗浄剤としては、アニオン型や両性型の界面活性剤、例えばポリオキシエチレン（２）ラウリルエーテル硫酸ナトリウム、ラウリル硫酸トリエタノールアミン塩、アシル化アミノ酸ナトリウム塩、アルキル（Ｃ₁₂〜Ｃ₁₈）アミノエチルグリシン塩、アルキル（Ｃ₁₂〜Ｃ₁₈）アミノプロピオン酸ナトリウム塩などが挙げられ、中でもポリオキシエチレン（２）ラウリルエーテル硫酸ナトリウム、ラウリル硫酸トリエタノールアミン塩が好ましい。
【００３１】
また、本発明の食器用洗浄剤組成物においては、上記の食器用洗浄剤と肌荒れ防止用添加物とが、水、アルコール（エタノール、プロピレングリコールなど）などの媒体に溶解及び／又は分散されていることが好ましく、組成物中の食器用洗浄剤及び肌荒れ防止用添加物の含有量は特に制限されないが、食器用洗浄剤の含有量は０．５〜２０重量％程度、肌荒れ防止用添加物の含有量は０．０１〜２重量％程度が一般的である。さらに、本発明の食器用洗浄剤組成物は、食器用洗浄剤に一般的に添加される諸成分、例えば無機塩、有機酸塩、キレート剤、尿素、色素、香料などを適宜含有していてもよい。
【００３２】
次に、本発明において採用した皮膚障害モデルについて説明する。
【００３３】
皮膚障害モデルの作成
皮膚の炎症などに対する化合物の肌荒れ防止効果を議論する場合、適当な薬剤を使用してヘアレスマウスなどの皮膚に障害を発生させた後に、被検物質を含んだ薬剤を供してその効果を観察するのが一般的である。そこで、塩化ベンザルコニウムを用いて皮膚障害モデルを以下のように作成した。すなわち、塩化ベンザルコニウムは、優れた殺菌作用を有するカチオン（陽イオン）性界面活性剤であり、エタノール溶液として院内感染起因菌（例えば、メチシリン耐性黄色ブドウ球菌（ＭＲＳＡ）を含むグラム陽性菌（６株）やグラム陰性菌（８株））に対して優れた殺菌効果を示すことから、医療施設で医師、看護婦などの医療従事者の手指消毒薬として頻用されている。一方、塩化ベンザルコニウムには副作用的な極めて弱い皮膚、粘膜刺激性があり、その性質によると考えられる過敏症に関する報告もなされている（例えば、日本大衆薬工業協会編；１９９６〜１９９７大衆薬辞典一般用医薬品集添付文書要約 第５版；薬業時報社、日本医薬情報センター編；１９９６．１０医療薬日本医薬品集；薬業時報社、小澤光、丹野慶紀、池田實、菅原和伸；薬物療法の実際 第３版第２編 薬のまとめ；アサヒメディカルなど）ため、使用に際しては注意を要するとされている。また、塩化ベンザルコニウムによる過敏症状は、その「角質溶解作用」による角質細胞間脂質の破壊のため、すなわち角質細胞の積み重なりがこの化合物によって乱れ、物質透過性が上昇し、バリア機能が低下するために生ずると考えられていることから、塩化ベンザルコニウムによる皮膚障害モデルが好ましい。
【００３４】
尚、モデル作成は以下のことを前提とする。すなわち、既に述べたように医療機関では塩化ベンザルコニウムの０．０１〜０．２重量％エタノール溶液が頻用され、この際に肌荒れなどの副作用が起きていることを前提に、皮膚への適用濃度を決定する。
【００３５】
また、ドデシルベンゼンスルホン酸ナトリウム（ＳＤＳ）による肌荒れモデルにおいて、皮膚の状態は角質層のバリア機能の指標として汗腺を通らずに直接角質層から蒸発する水分量を表す経表皮性水分喪失（ＴＥＷＬ）で評価され（例えば、田上八朗；皮膚のバリアとしての角質；日皮会誌１０８（５）７１３〜７２７（１９９８）、Ｊｏｕｒｎａｌ ｏｆ Ｌｉｐｉｄ Ｒｅｓｅａｃｈ Ｖｏｌｕｍｅ２８（１９８７）、Ｅｘｐｅｒｉｍｅｎｔａｌ Ｄｅｎｍａｔｏｌｏｇｙ（１９９７）３，３６−４０、石橋康正；皮膚の健康科学；南山堂、西岡清；アトピー性皮膚炎、病態と治療；医薬ジャーナル社など）、さらに洗剤のラウリル硫酸ナトリウム（ＳＬＳ）塗布により誘発された皮膚炎の炎症部の角質層も水分保持機能に欠け、角質層表層の水分含有量が減少することから（例えば、田上八朗；皮膚のバリアとしての角質；日皮会誌１０８（５）７１３〜７２７（１９９８）など）、殺菌消毒剤や界面活性剤などによる皮膚障害の客観的な評価方法として、経表皮性水分喪失（ＴＥＷＬ）値の変化量を測定することにより被検物質の皮膚保護性（肌荒れ防止性）が評価できる。従って、本発明では経表皮性水分喪失（ＴＥＷＬ）値を指標にして、皮膚障害に対する抑制効果で評価した。
【００３６】
【実施例】
以下、本発明を実施例によりさらに詳しく説明するが、本発明はこれらの実施例により何ら制限されるものではない。
【００３７】
［肌荒れ防止性試験評価方法］
以下、肌荒れ防止性試験の評価方法について具体的に説明する。
（１）測定機器及び試料
ＴＥＷＬ値測定機器：
Ｔｅｗａｍｅｔｅｒ（Ｃｏｕｒａｇｅ＋Ｋｈａｒａｚａｋａ社）
試料：
「濃塩化ベンザルコニウム液５０」：日華化学（株）製
タンニン酸：日本薬局方品
没食子酸及びエラグ酸：和光純薬工業（株）製試薬
没食子酸及びエラグ酸の誘導体：上記試薬を用いて各誘導体を調製した。
（２）飼育条件
１２〜１８週令の雌性Ｓｋｈ−１ヘアレスマウス（日本エスエルシー（株））を実験に用いた。また、実験期間中、空調（温度２６．５±１℃、湿度５５．４±３％）管理下、１２時間間隔の明暗スケジュールで維持された動物室内で、各動物を１ケージ（２２５×３３８×１４０ｍｍ）当たり５匹飼で、普通飼料（ＭＦ、オリエンタル酵母）と水を自由摂取させた。
（３）塗布方法
表１及び表２に示す肌荒れ防止用添加物を、それぞれの一日の塗布量が表１及び表２に示す量となるように添加した０．８重量％塩化ベンザルコニウム含有エタノール溶液１００μＬをマイクロピペット（２００μＬ）にとり、チップの先を使ってマウスの背部に実験期間中一日一回、７日間にわたり、均一に塗布した。
【００３８】
なお、標準群（Ｎｏｒｍａｌ）としては、同一容量の１００％エタノールのみを塗布し、対照群（Ｃｏｎｔｒｏｌ）としては、同一容量の０．８重量％塩化ベンザルコニウム含有エタノール溶液のみを塗布した。
（４）ＴＥＷＬ値の測定
マウスを固定後、Ｔｅｗａｍｅｔｅｒを用い、１分３０秒間ＴＥＷＬ値を測定した。得られた値は、有意差検定をＳｔｕｄｅｎｔ’ｓ ｔ−ｔｅｓｔにより統計処理した。
（５）抑制効果
塩化ベンザルコニウムによる皮膚障害に対する各検体（各群）の抑制効果を次式：

により求めた。
【００３９】
なお、この評価方法においては、各群の検体の平均値で、皮膚障害抑制率が５０％以上若しくは皮膚障害率が対照群と比較して有意に低かった場合には確かな効果があり、皮膚障害抑制率が１００％以上の場合には顕著な効果があると判定した。
【００４０】
［肌荒れ防止用添加物としての評価］
表１及び表２に示す化合物（添加物）について、上記評価方法にしたがって肌荒れ防止用添加物としての有効性、すなわち皮膚障害に対する保護作用について評価し、得られた結果を表１及び表２に示した。なお、表１及び表２においてＳＤは皮膚障害率（％）、Ｐは皮膚障害抑制率（％）を示す。
【００４１】
【表１】

【００４２】
【表２】

【００４３】
表１及び表２に示した結果から、以下のような知見が確認された。
（１）エタノールを塗布した標準群（Ｎｏｒｍａｌ）のＴＥＷＬ値は実験期間中ほぼ一定であった。一方、０．８％塩化ベンザルコニウム含有エタノール溶液を塗布した対照群（Ｃｏｎｔｒｏｌ）のＴＥＷＬ値は有意に上昇しており、皮膚障害が有意に認められた。
（２）没食子酸又はその誘導体であるガロイルガリックアシッド（Galloyl gallic acid）を用いた場合、１日目の皮膚障害抑制率は全ての濃度でマイナスであり、抑制効果は認められなかったが、７日目では皮膚障害率が対照群に比べて小さい値となり、抑制効果が認められた。
（３）没食子酸メチルを用いた場合、１日目の皮膚障害抑制率は一つの濃度を除いて確かな抑制効果が認められ、７日目では全ての濃度で確かな抑制効果が認められた。
（４）エチレンジ（没食子酸エステル）（Ethylene digallate）を用いた場合、１日目及び７日目の皮膚障害抑制率は、共に顕著な抑制効果が認められた。
（５）メチルガロイルガレート（Methyl galloyl gallate）を用いた場合、１日目の皮膚障害抑制率は全ての濃度で顕著な抑制効果が認められ、７日目では確かな抑制効果が認められた。
（６）ラウリルガロイルガレート（Lauryl galloyl gallate）を用いた場合、１日目の皮膚障害抑制率は全ての濃度で顕著な抑制効果が認められ、７日目では確かな抑制効果が認められた。
（７）エラグ酸を用いた場合、１日目の皮膚障害抑制率は５μｇ／日の濃度で確かな抑制効果が認められたが、それより高い濃度では確かな抑制効果は認められなかった。７日目の皮膚障害抑制率は、５μｇ／日及び１０μｇ／日の濃度で確かな抑制効果が認められたが、それより高い濃度では確かな抑制効果は認められなかった。本化合物については濃度が低いほど効果が顕著に表れた。
（８）エラグ酸モノメチルエーテルを用いた場合、１日目及び７日目の皮膚障害抑制率は５μｇ／日及び１０μｇ／日の濃度で確かな抑制効果が認められたが、５０μｇ／日の濃度では確かな抑制効果が認められなかった。
（９）エラグ酸ジメチルエーテルを用いた場合、１日目及び７日目の皮膚障害抑制率は全ての濃度で確かな抑制効果が認められた。
（１０）エラグ酸モノラウリルエーテルを用いた場合、１日目及び７日目の皮膚障害抑制率は全ての濃度で確かな抑制効果が認められた。
（１１）タンニン酸を用いた場合、１日目及び７日目の皮膚障害抑制率は１０μｇ／日及び５０μｇ／日の濃度で確かな抑制効果が認められ、１００μｇ／日の濃度で顕著な抑制効果が認められた。
【００４４】
［処方例］
本発明の殺菌消毒剤組成物は上記の肌荒れ防止用添加物と殺菌消毒剤、本発明の毛髪用洗浄剤組成物は上記の肌荒れ防止用添加物と毛髪用洗浄剤、本発明の食器用洗浄剤組成物は上記の肌荒れ防止用添加物と食器用洗浄剤を含んでなるものである。以下にそれらの好適な処方例を示す。なお、下記の数値は特に断らない限り「重量％」を表す。

各成分を均一に混合して得ることができる。

各成分を均一に混合して得ることができる。

各成分を均一に混合して得ることができる。

各成分を均一に混合して得ることができる。
【００４５】
【発明の効果】
本発明によれば、経表皮性水分喪失（ＴＥＷＬ）を抑制して皮膚の水分含有量保持に有効であり、殺菌消毒剤、毛髪用洗浄剤や食器用洗浄剤に起因する肌荒れ等の皮膚障害に対して有意な保護作用を示す殺菌消毒剤組成物、毛髪用洗浄剤組成物及び食器用洗浄剤組成物を得ることが可能となる。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a bactericidal disinfectant composition, a hair detergent composition and a dishwashing detergent composition comprising an additive for preventing rough skin.
[0002]
[Prior art]
Bactericidal disinfectants, hair cleaners, tableware cleaners, and the like are applied to skin such as fingers, faces, and heads in a state diluted with water or alcohol or as they are. These disinfectants, hair cleaners and tableware cleaners have defatting, protein denaturation, and transdermal absorption effects on the skin and mucous membranes, resulting in skin irritation, dermatitis, skin sensitization. It is known that skin disorders such as allergic reactions may be induced.
[0003]
[Problems to be solved by the invention]
The present invention has been made in view of the above-described problems of the prior art, and exhibits an effective protective action against skin disorders such as rough skin caused by such a disinfectant, a hair cleaner and a dish cleaner. An object of the present invention is to provide a bactericidal disinfectant composition, a hair cleaning composition and a dish cleaning composition comprising an additive for preventing rough skin.
[0004]
[Means for Solving the Problems]
As a result of intensive research to achieve the above object, the present inventors have conducted transepidermal water loss (hereinafter referred to as “trans epidermal water loss”) as an objective evaluation method for skin damage caused by disinfectants and surfactants. Abbreviated as “TEWL.”) Established a method for evaluating the skin protection of a test substance by measuring the amount of change in value (Japanese Patent No. 30511119), and using this evaluation method, a variety of plant extracts, As a result of screening the compounds in the extract and chemically modified derivatives of these compounds, it is effective in maintaining the moisture content of the skin by suppressing transepidermal water loss (TEWL), On the other hand, the present inventors have succeeded in finding an additive for preventing rough skin that exhibits a significant protective action, and have completed the present invention.
[0005]
That is, the disinfectant composition of the present invention is
(1) disinfectant and (2) the following general formulas ( I ), ( II ), ( III ) :
[0006]
[Chemical 7]

[0007]
(In the formulas (I), (II), and (III), R ¹ is any one selected from the group consisting of a monosaccharide residue, a 2-7 oligosaccharide residue, and a polyhydric alcohol residue. R ² and R ³ are each a saturated hydrocarbon group having 1 to 22 carbon atoms, an unsaturated hydrocarbon group having 2 to 22 carbon atoms , a monosaccharide residue, a residue of an oligosaccharide having 2 to 7 sugars, and represents any one selected from the group consisting of polyhydric alcohol residue, G represents a galloyl group, p, q, gallic acid derivative represented by the representative.) the integer r are each 1 to 4, and the following the general formula (I V):
[0008]
[Chemical 8]

[0009]
(In Formula (IV), three of R ⁴ , R ⁵ , R ⁶ and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, or an unsaturated hydrocarbon group having 2 to 22 carbon atoms. And a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20]. Table, and remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) _n group [a represented by -H Represents an alkylene group having 2 to 3 carbon atoms, and n represents any one selected from the group consisting of an integer of 1 to 20], and is selected from the group consisting of ellagic acid derivatives . Containing at least one additive for preventing rough skin that suppresses water loss (TEWL) A.
[0010]
Further, the hair cleaning composition of the present invention comprises (1) a hair cleaning agent, (2) a gallic acid derivative represented by the above general formulas ( I ), ( II ), ( III ) , and the above general which is characterized by containing selected from the group consisting of ellagic acid derivative of the formula (I V), at least one skin roughening prevention additives inhibit transepidermal water loss and (TEWL), a It is.
[0011]
Further, the tableware cleaning composition of the present invention comprises (1) a tableware cleaning agent, (2) a gallic acid derivative represented by the above general formulas ( I ), ( II ), ( III ) , and the above general characterized in that it comprises selected from the group consisting of ellagic acid, and ellagic acid derivatives of the formula (I V), at least one skin roughening prevention additives inhibit transepidermal water loss and (TEWL), a It is what.
[0012]
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, the present invention will be described in detail according to embodiments of the invention.
[0013]
First, the rough skin-preventing additive used in the disinfectant / disinfectant composition, hair cleaner composition and dish cleaner composition of the present invention will be described. The additive for preventing rough skin according to the present invention is
(1) Tannic acid,
(2) The following general formula (I), (II), (III):
[0014]
[Chemical 9]

[0015]
(In the formulas (I), (II), and (III), R ¹ , R ² , and R ³ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, and an unsaturated hydrocarbon group having 2 to 22 carbon atoms. Represents a residue selected from the group consisting of monosaccharide residues, 2-7 oligosaccharide residues, and polyhydric alcohol residues, G represents a galloyl group, and p, q, and r each represent 1 Represents an integer of ~ 4.)
Gallic acid and gallic acid derivatives represented by
(3) The following general formula (IV):
[0016]
[Chemical Formula 10]

[0017]
(In the formula (IV), R ⁴ , R ⁵ , R ⁶ and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, an unsaturated hydrocarbon group having 2 to 22 carbon atoms, and a general formula: A group represented by — (AO) _n —H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20].
Ellagic acid and ellagic acid derivatives represented by
Is selected from the group consisting of
[0018]
(1) Tannic acid according to the present invention is a medicine listed in the 6th revised Japanese Pharmacopoeia, and is also called gallotannin, gallotannic acid, etc., and is present in beech bark, urchinaceae leaves, kaliroku fruit, etc. It is a general term for aromatic compounds having a large number of phenolic hydroxyl groups (such as pentaploid tannin and gallic tannin).
[0019]
(2) In the gallic acid or gallic acid derivative represented by the general formulas (I), (II), and (III) according to the present invention, R ¹ , R ² , and R ³ are a hydrogen atom and a carbon number of 1 to ³ , respectively. 22 represents a saturated hydrocarbon group having 2 to 22 carbon atoms, an unsaturated hydrocarbon group having 2 to 22 carbon atoms, a monosaccharide residue, an oligosaccharide residue having 2 to 7 sugars, or a polyhydric alcohol residue, and G represents a galloyl group. P, q, and r each represent an integer of 1 to 4.
[0020]
Examples of the saturated hydrocarbon group having 1 to 22 carbon atoms include, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group, tert-butyl group, pentyl group, and hexyl. Group, heptyl group, octyl group, nonyl group, decyl group, lauryl group, myristyl group, cetyl group, stearyl group, behenyl group and the like. Examples of the unsaturated hydrocarbon group having 2 to 22 carbon atoms include vinyl. Group, allyl group, isopropenyl group, oleyl group, ricinoleyl group, linoleyl group, linoleyl group and the like. When R ¹ , R ² and R ³ are each a saturated hydrocarbon group having 1 to 22 carbon atoms or an unsaturated hydrocarbon group having 2 to 22 carbon atoms, the above general formulas (I), (II), (III The gallic acid derivative represented by) is an ester compound of gallic acid and the alcohol having a saturated hydrocarbon group or an unsaturated hydrocarbon group, and p, q, and r are each 1.
[0021]
When R ¹ , R ² and R ³ are each a monosaccharide residue or a 2-7 oligosaccharide residue, they are represented by the general formulas (I), (II) and (III). The gallic acid derivative is an ester compound of gallic acid and a monosaccharide or an oligosaccharide having 2 to 7 sugars. Examples of the oligosaccharide of monosaccharide or 2-7 sugar used at this time include, for example, glucose, xylose, arabinose, galactose, mannose, fructose, glucosamine, galactosamine, inositol, maltose, lactose, sucrose, gentiobiose, cellobiose, raffinose, Examples include kestose and stachyose. When R ¹ , R ² and R ^{3 of} the gallic acid derivative are monosaccharide residues or 2-7 oligosaccharide residues, p, q and r are integers of 1 to 4, respectively. A monoester compound or a diester compound, preferably 1 or 2.
[0022]
Further, when R ¹ , R ² , and R ³ are each a polyhydric alcohol residue, the gallic acid derivatives represented by the general formulas (I), (II), and (III) are gallic acid and polyvalent alcohol. It is an ester compound with alcohol. Examples of the polyhydric alcohol used at this time include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol derived from ethylene oxide, propylene oxide, epihydroxyhydrin, glycerin, diglycerin, and erythritol. And pentaerythritol. When R ¹ , R ² and R ^{3 of} the gallic acid derivative are polyhydric alcohol residues, p, q and r are each an integer of 1 to 4, preferably 1 or 2. Or it is a diester compound.
[0023]
Specific examples of the gallic acid and gallic acid derivatives represented by the general formulas (I), (II), and (III) according to the present invention include gallic acid, methyl gallate, isopropyl gallate, and gallic acid. Butyl, octyl gallate, myristyl gallate, stearyl gallate, oleyl gallate, ethylenedi (gallic acid ester), galloyl gallic acid, methyl galloyl gallate, lauryl galloyl gallate, myristyl galloyl gallate, cetyl galloyl gallate, Examples include stearyl galloyl gallate, oleyl galloyl gallate, hydroxyethyl galloyl gallate, hydroxypropyl galloyl gallate, 1,2-dihydroxypropyl galloyl gallate, ethylene bis galloyl gallate, among others, methyl gallate, ethylene di (gallate) Acid Ether), methyl Gallo IRGANOX rate, lauryl Gallo IRGANOX rate, oleyl Gallo Irganox rates, 1,2-dihydroxypropyl Gallo Irganox rate is preferred.
[0024]
(3) In the ellagic acid or ellagic acid derivative represented by the general formula (IV) according to the present invention, R ⁴ , R ⁵ , R ⁶ and R ⁷ are a hydrogen atom and a saturated hydrocarbon having 1 to 22 carbon atoms, respectively. Group, an unsaturated hydrocarbon group having 2 to 22 carbon atoms, or a group represented by the general formula: — (AO) _n —H [A represents an alkylene group having 2 to 3 carbon atoms, and n is 1 to 20 Represents an integer]. Examples of such a saturated hydrocarbon group having 1 to 22 carbon atoms and an unsaturated hydrocarbon group having 2 to 22 carbon atoms include saturation with 1 to 22 carbon atoms in the general formulas (I), (II), and (III). Examples thereof include the same hydrocarbon groups and unsaturated hydrocarbon groups having 2 to 22 carbon atoms, and examples of the group represented by the general formula:-(AO) _n -H include polyoxyethylene groups or polyoxyethylene groups. A propylene group is mentioned.
[0025]
Specific examples of the ellagic acid and ellagic acid derivatives represented by the general formula (IV) according to the present invention include ellagic acid, ellagic acid monomethyl ether, ellagic acid dimethyl ether, ellagic acid monolauryl ether, and ellagic acid mono Myristyl ether, ellagic acid monocetyl ether, ellagic acid monooleyl ether, ellagic acid monohydroxyethyl ether, ellagic acid monohydroxypropyl ether, ellagic acid mono (1,2-dihydroxypropyl) ether, ellagic acid di (1,2- Dihydroxypropyl) ether, ellagic acid di (hydroxypropyl) ether, etc. Among them, ellagic acid monomethyl ether, ellagic acid dimethyl ether, ellagic acid monolauryl ether, ellagic acid mono (1,2-dihydroxypropyl) ether, Guate monooleyl ether is preferred.
[0026]
Next, the disinfectant composition of the present invention will be described. The disinfectant composition of the present invention contains a disinfectant and an additive for preventing rough skin. Examples of such disinfectants include cationic (quaternary ammonium salt type) and amphoteric disinfectants such as benzalkonium chloride, cetylpyridinium chloride, didecyldimethylammonium chloride, alkylaminoethylglycine (Tego). 51 type), chlorhexidine gluconate and the like. Among them, benzalkonium chloride and alkylaminoethylglycine (Tego 51 type) are preferable.
[0027]
Moreover, in the disinfectant composition of the present invention, the disinfectant and the rough skin additive are dissolved and / or dispersed in a medium such as water or alcohol (ethanol, propylene glycol, etc.). The content of the antiseptic and anti-skin additive in the composition is not particularly limited, but the antiseptic content is about 0.01 to 1% by weight, and the anti-skin additive content is About 0.001 to 2% by weight is common. Furthermore, the bactericidal disinfectant composition of the present invention may appropriately contain various components generally added to the bactericidal disinfectant, for example, pharmaceutical additives, pigments, fragrances and the like.
[0028]
Next, the hair cleaning composition of the present invention will be described. The hair cleaning composition of the present invention contains a hair cleaning agent and the above-mentioned additive for preventing rough skin. Such hair detergents, anionic and amphoteric surfactants, such as polyoxyethylene (2) lauryl ether sulfate, triethanolamine lauryl sulfate, acylated amino acid sodium salt, alkyl (C ₁₂ ~ C ₁₈₎ aminoethyl glycine salts, alkyl (C ₁₂ -C ₁₈₎ include an amino acid sodium salt, among others polyoxyethylene (2) lauryl ether sulfate, alkyl (C ₁₂ -C ₁₈₎ aminoethyl glycine salt Alkyl (C ₁₂ -C ₁₈ ) aminopropionic acid sodium salt is preferred.
[0029]
In the hair cleaning composition of the present invention, the hair cleaning agent and the additive for preventing rough skin are dissolved and / or dispersed in a medium such as water or alcohol (ethanol, propylene glycol, etc.). It is preferable that the content of the hair cleaning agent and the rough skin preventing additive in the composition is not particularly limited, but the content of the hair cleaning agent is about 1 to 20% by weight, and the content of the rough skin preventing additive is included. The amount is generally about 0.01 to 2% by weight. Furthermore, the hair cleaning composition of the present invention appropriately contains various components generally added to hair cleaning agents, such as alkyl diethanolamide, propylene glycol, ethylene glycol monostearate, pigments, and fragrances. May be.
[0030]
Next, the tableware cleaning composition of the present invention will be described. The tableware cleaning composition of the present invention contains a tableware cleaning agent and the above-mentioned additive for preventing rough skin. Such dishwashing detergents, anionic and amphoteric surfactants, such as polyoxyethylene (2) lauryl ether sulfate, triethanolamine lauryl sulfate, acylated amino acid sodium salt, alkyl (C ₁₂ ~ C ₁₈₎ aminoethyl glycine salts, alkyl (C ₁₂ -C ₁₈₎ include an amino acid sodium salt, among others polyoxyethylene (2) lauryl ether sulfate, lauryl triethanolamine sulfate preferred.
[0031]
In the dishwashing detergent composition of the present invention, the dishwashing detergent and an additive for preventing rough skin are dissolved and / or dispersed in a medium such as water or alcohol (ethanol, propylene glycol, etc.). The content of the dishwashing detergent and the rough skin prevention additive in the composition is not particularly limited, but the content of the dishwashing detergent is about 0.5 to 20% by weight, and the rough skin prevention additive The content of is generally about 0.01 to 2% by weight. Furthermore, the dishwashing detergent composition of the present invention appropriately contains various components generally added to dishwashing detergents, such as inorganic salts, organic acid salts, chelating agents, urea, pigments, and fragrances. Also good.
[0032]
Next, the skin disorder model adopted in the present invention will be described.
[0033]
Creation of skin disorder model <br/> When discussing the effects of compounds on preventing skin irritation against skin irritation, etc., the test substance was included after causing damage to the skin of hairless mice, etc. using an appropriate drug. It is common to use drugs and observe their effects. Therefore, a skin injury model was created using benzalkonium chloride as follows. That is, benzalkonium chloride is a cationic (cationic) surfactant that has an excellent bactericidal action, and is a gram-positive bacterium containing nosocomial infection-causing bacteria (for example, methicillin-resistant Staphylococcus aureus (MRSA)) as an ethanol solution. (6 strains) and Gram-negative bacteria (8 strains)), it is frequently used as a hand sanitizer for medical workers such as doctors and nurses in medical facilities. On the other hand, benzalkonium chloride has extremely weak skin and mucous membrane irritating side effects, and there has been a report on hypersensitivity which is considered to be due to its properties (for example, edited by the Japan Pharmaceutical Industry Association; 1996-1997 Summary of Attached Documents in the General Occupational Drugs Collection, 5th edition; Yakuho Jihosha, Japan Pharmaceutical Information Center Edition; 1996.10 Medical Drugs Japan Pharmaceutical Collection; Because of drug therapy, 3rd edition, 2nd edition, drug summary; Asahi Medical, etc.) In addition, hypersensitivity symptoms caused by benzalkonium chloride are due to the destruction of lipids between keratinocytes due to its "keratolytic action", that is, the stacking of keratinocytes is disturbed by this compound, the substance permeability increases, and the barrier function decreases. Therefore, the skin damage model by benzalkonium chloride is preferable.
[0034]
Model creation is based on the following assumptions. That is, as already mentioned, 0.01 to 0.2 wt% ethanol solution of benzalkonium chloride is frequently used in medical institutions, and it is applied to the skin on the assumption that side effects such as rough skin are occurring at this time. Determine the concentration.
[0035]
In addition, in a rough skin model using sodium dodecylbenzenesulfonate (SDS), the skin condition is a transepidermal water loss (TEWL) that represents the amount of water that evaporates directly from the stratum corneum without passing through the sweat glands as an indicator of the barrier function of the stratum corneum. (E.g., Hachiro Tagami; keratin as a skin barrier; Journal of the Japanese Skin Society 108 (5) 713-727 (1998), Journal of Lipid Research Volume 28 (1987), Experimental Denaturology (1997) 3, 36-40, Yasumasa Ishibashi; Skin health science; Nanzan-do, Kiyoshi Nishioka; Atopic dermatitis, pathophysiology and treatment, etc.), and keratin in the inflamed part of dermatitis induced by the application of detergent sodium lauryl sulfate (SLS) The layer also lacks moisture retention, and the stratum corneum surface layer Since the water content is reduced (for example, Hachiro Tagami; keratin as a skin barrier; Nisshinkai 108 (5) 713-727 (1998), etc.), the objective of skin damage caused by disinfectants and surfactants As a typical evaluation method, the skin protective property (skin roughness prevention property) of a test substance can be evaluated by measuring the amount of change in transepidermal water loss (TEWL) value. Therefore, in the present invention, the transepidermal water loss (TEWL) value was used as an index to evaluate the inhibitory effect on skin damage.
[0036]
【Example】
EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not restrict | limited at all by these Examples.
[0037]
[ Skin Roughness Prevention Test Evaluation Method ]
Hereinafter, the evaluation method of the rough skin prevention test will be specifically described.
(1) Measuring instrument and sample TEWL value measuring instrument:
Themeter (Courage + Kharazaka)
sample:
"Concentrated benzalkonium chloride solution 50": Tannic acid manufactured by Nikka Chemical Co., Ltd .: Japanese pharmacopoeia gallic acid and ellagic acid: Reagent gallic acid and ellagic acid derivative manufactured by Wako Pure Chemical Industries, Ltd .: Each derivative was prepared using.
(2) Female Skh-1 hairless mice (Japan SLC Co., Ltd.) having a breeding condition of 12 to 18 weeks were used for the experiment. During the experiment, each animal was placed in a cage (225 × 338) in an animal room maintained under a 12 hour light / dark schedule under the control of air conditioning (temperature 26.5 ± 1 ° C., humidity 55.4 ± 3%). The normal feed (MF, oriental yeast) and water were ingested freely by 5 animals per × 140 mm).
(3) Coating method 0.8 wt% benzalkonium chloride in which the additives for preventing rough skin shown in Tables 1 and 2 were added so that the daily coating amounts were as shown in Tables 1 and 2 respectively. 100 μL of the ethanol solution was taken into a micropipette (200 μL) and applied uniformly to the back of the mouse using the tip of the tip once a day for 7 days during the experiment.
[0038]
As the standard group (Normal), only the same volume of 100% ethanol was applied, and as the control group (Control), only the same volume of 0.8 wt% benzalkonium chloride-containing ethanol solution was applied.
(4) Measurement of TEWL value After fixing the mouse, the TEWL value was measured for 1 minute and 30 seconds using a Temeter. The obtained values were statistically processed by Student's t-test with a significant difference test.
(5) Inhibitory effect The inhibitory effect of each sample (each group) on skin damage caused by benzalkonium chloride is expressed by the following formula:

Determined by
[0039]
In this evaluation method, the average value of the specimens in each group has a certain effect when the skin disorder inhibition rate is 50% or more or the skin disorder rate is significantly lower than that of the control group. When the failure suppression rate was 100% or more, it was determined that there was a remarkable effect.
[0040]
[ Evaluation as an additive for preventing rough skin ]
About the compounds (additives) shown in Table 1 and Table 2, the effectiveness as an additive for preventing rough skin, that is, the protective action against skin damage, was evaluated according to the above evaluation method, and the obtained results are shown in Table 1 and Table 2. Indicated. In Tables 1 and 2, SD represents the skin disorder rate (%), and P represents the skin disorder suppression rate (%).
[0041]
[Table 1]

[0042]
[Table 2]

[0043]
From the results shown in Tables 1 and 2, the following findings were confirmed.
(1) The TEWL value of the standard group (Normal) coated with ethanol was almost constant during the experiment. On the other hand, the TEWL value of the control group (Control) to which the ethanol solution containing 0.8% benzalkonium chloride was applied was significantly increased, and skin damage was significantly recognized.
(2) When gallic acid or gallic acid (galloyl gallic acid), which is a derivative of gallic acid, was used, the inhibition rate of skin damage on the first day was negative at all concentrations, and no inhibitory effect was observed. On the 7th day, the skin disorder rate was smaller than that of the control group, and an inhibitory effect was observed.
(3) When methyl gallate was used, the skin disorder inhibition rate on the first day was confirmed to have a certain inhibitory effect except for one concentration, and on the seventh day, a certain inhibitory effect was observed at all concentrations. .
(4) When ethylene di (gallate) (Ethylene digallate) was used, a remarkable suppression effect was observed for both the first day and the seventh day of skin injury inhibition rate.
(5) When methyl galloyl gallate was used, the skin damage inhibition rate on the first day showed a remarkable inhibitory effect at all concentrations, and a definite inhibitory effect was observed on the seventh day. .
(6) When lauryl galloyl gallate was used, the skin injury inhibition rate on the first day showed a remarkable inhibitory effect at all concentrations, and a definite inhibitory effect was observed on the seventh day. .
(7) When ellagic acid was used, the skin disorder inhibition rate on the first day was confirmed to have a certain inhibitory effect at a concentration of 5 μg / day, but a certain inhibitory effect was not observed at higher concentrations. On the 7th day, the skin injury inhibition rate was confirmed to be positive at concentrations of 5 μg / day and 10 μg / day, but no positive suppression effect was observed at concentrations higher than that. For this compound, the lower the concentration, the more remarkable the effect.
(8) When ellagic acid monomethyl ether was used, the suppression rate of skin damage on the first and seventh days was confirmed to be a certain suppression effect at concentrations of 5 μg / day and 10 μg / day, but a concentration of 50 μg / day However, a definite suppression effect was not recognized.
(9) When ellagic acid dimethyl ether was used, the skin disorder inhibition rate on day 1 and day 7 was confirmed to have a certain inhibitory effect at all concentrations.
(10) When ellagic acid monolauryl ether was used, the skin disorder inhibition rate on day 1 and day 7 was confirmed to have a certain inhibitory effect at all concentrations.
(11) When tannic acid is used, the inhibition rate of skin damage on day 1 and day 7 is confirmed to be positive at concentrations of 10 μg / day and 50 μg / day, and markedly suppressed at a concentration of 100 μg / day. The effect was recognized.
[0044]
[ Prescription example ]
The sterilizing and disinfecting composition of the present invention is the above-mentioned additive for preventing rough skin and the sterilizing and disinfecting agent, and the cleaning composition for hair of the present invention is the above-described additive for preventing rough skin and the cleaning agent for hair and the dishwashing of the present invention. The agent composition comprises the above-described additive for preventing rough skin and a detergent for tableware. Examples of suitable formulations are shown below. The following numerical values represent “% by weight” unless otherwise specified.

Each component can be obtained by uniformly mixing.

Each component can be obtained by uniformly mixing.

Each component can be obtained by uniformly mixing.

Each component can be obtained by uniformly mixing.
[0045]
【The invention's effect】
According to the present invention, transepidermal water loss (TEWL) is suppressed and effective in maintaining the moisture content of the skin, and skin disorders such as rough skin caused by bactericidal disinfectants, hair cleaners and tableware cleaners. Therefore, it is possible to obtain a disinfectant composition, a hair cleaning composition and a dish cleaning composition that exhibit a significant protective action against the above.

Claims (3)

A disinfectant,
Following general formula (I), (II), gallic acid derivatives represented by (III), and the following general formula selected from the group consisting of ellagic acid derivative represented by (I V), transepidermal water loss ( At least one additive for preventing rough skin,
A sterilizing and disinfecting composition comprising:

(In the formulas (I), (II), and (III), R ¹ is any one selected from the group consisting of a monosaccharide residue, a 2-7 oligosaccharide residue, and a polyhydric alcohol residue. R ² and R ³ are each a saturated hydrocarbon group having 1 to 22 carbon atoms, an unsaturated hydrocarbon group having 2 to 22 carbon atoms , a monosaccharide residue, a residue of an oligosaccharide having 2 to 7 sugars, And G is a galloyl group, and p, q, and r are each an integer of 1 to 4.)

(In Formula (IV), three of R ⁴ , R ⁵ , R ⁶ and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, or an unsaturated hydrocarbon group having 2 to 22 carbon atoms. And a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20]. Table, and remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) _n group [a represented by -H Represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20] . Hair cleanser,
Following general formula (I), (II), gallic acid derivatives represented by (III), and the following general formula selected from the group consisting of ellagic acid derivative represented by (I V), transepidermal water loss ( At least one additive for preventing rough skin,
A cleaning composition for hair, comprising:

(In the formulas (I), (II), and (III), R ¹ is any one selected from the group consisting of a monosaccharide residue, a 2-7 oligosaccharide residue, and a polyhydric alcohol residue. R ² and R ³ are each a saturated hydrocarbon group having 1 to 22 carbon atoms, an unsaturated hydrocarbon group having 2 to 22 carbon atoms , a monosaccharide residue, a residue of an oligosaccharide having 2 to 7 sugars, And G is a galloyl group, and p, q, and r are each an integer of 1 to 4.)

(In Formula (IV), three of R ⁴ , R ⁵ , R ⁶ and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, or an unsaturated hydrocarbon group having 2 to 22 carbon atoms. And a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20]. Table, and remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) _n group [a represented by -H Represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20] . Tableware detergent,
Following general formula (I), (II), gallic acid derivatives represented by (III), and the following general formula selected from the group consisting of ellagic acid derivative represented by (I V), transepidermal water loss ( At least one additive for preventing rough skin,
A dishwashing detergent composition comprising:

(In the formulas (I), (II), and (III), R ¹ is any one selected from the group consisting of a monosaccharide residue, a 2-7 oligosaccharide residue, and a polyhydric alcohol residue. R ² and R ³ are each a saturated hydrocarbon group having 1 to 22 carbon atoms, an unsaturated hydrocarbon group having 2 to 22 carbon atoms , a monosaccharide residue, a residue of an oligosaccharide having 2 to 7 sugars, And G is a galloyl group, and p, q, and r are each an integer of 1 to 4.)

(In Formula (IV), three of R ⁴ , R ⁵ , R ⁶ and R ⁷ are each a hydrogen atom, a saturated hydrocarbon group having 1 to 22 carbon atoms, or an unsaturated hydrocarbon group having 2 to 22 carbon atoms. And a group represented by the general formula:-(AO) _n -H [A represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20]. Table, and remaining one, saturated hydrocarbon group having 1 to 22 carbon atoms, unsaturated hydrocarbon group having 2 to 22 carbon atoms, and the general formula :-( AO) _n group [a represented by -H Represents an alkylene group having 2 to 3 carbon atoms, and n represents an integer of 1 to 20] .