JP2014114234A - 皮膚外用剤 - Google Patents
皮膚外用剤 Download PDFInfo
- Publication number
- JP2014114234A JP2014114234A JP2012268902A JP2012268902A JP2014114234A JP 2014114234 A JP2014114234 A JP 2014114234A JP 2012268902 A JP2012268902 A JP 2012268902A JP 2012268902 A JP2012268902 A JP 2012268902A JP 2014114234 A JP2014114234 A JP 2014114234A
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- Prior art keywords
- serine
- compound
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- skin
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Abstract
Description
<1> 下記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩と、2)抗炎症作用を有する成分を含有する、皮膚外用剤。
[式中、R1は、無置換又は置換基を有する芳香族基を表し、R2は、水素原子、炭素数1〜4の直鎖又は分岐のアルキル基、炭素数1〜4の直鎖又は分岐のアルキル鎖を有するアシル基を表し、R3は、水素原子、炭素数1〜4の直鎖又は分岐のアルキル基を表す。]
<7> 前記抗炎症作用を有する成分が、キク科カミツレ属に属する植物より得られる植物抽出物、キク科ゴボウ属に属する植物より得られる植物抽出物、マメ科クララ属に属する植物より得られる植物抽出物、カバノキ科カバノキ属に属する植物より得られる植物抽出物、クルミ科に属する植物より得られる植物抽出物、マメ科カンゾウ属に属する植物より得られる植物抽出物、グリチルレチン酸誘導体及び/又はその塩、グラブリジン誘導体及び/又はその塩から選択される1種又は2種以上である、<1>〜<6>の何れかに記載の皮膚外用剤。
<8> 前記キク科カミツレ属に属する植物、キク科ゴボウ属に属する植物、マメ科クララ属に属する植物、カバノキ科カバノキ属に属する植物、クルミ科に属する植物、マメ科カンゾウ属に属する植物が、キク科カミツレ属カミツレ(カモミ−ル)、キク科ゴボウ属ゴボウ、マメ科クララ属クジン、カバノキ科カバノキ属シラカバ、クルミ科コウキ、マメ科カンゾウ属カンゾウである、<7>に記載の皮膚外用剤。
<9> 前記グリチルレチン酸誘導体が、グリチルレチン酸及びその塩、グリチルレチン酸アルキル及びその塩、グリチルリチン酸及びその塩から選択される1種又は2種以上である、<1>〜<8>の何れかに記載の皮膚外用剤。
<10> 前記抗炎症作用を有する成分を、皮膚外用剤全量に対し0.00001質量%〜15質量%含有する、<1>〜<9>の何れかに記載の皮膚外用剤。
<11> 化粧料(但し、医薬部外品を含む)である、<1>〜<10>の何れかに記載の皮膚外用剤。
<12> 色素沈着予防又は改善用である、<1>〜<11>の何れかに記載の皮膚外用剤。
本発明の前記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩は、後述する抗炎症作用を有する成分と共に皮膚外用剤に含有させることにより、前記一般式(1)に表される化合物が有するメラニン産生抑制作用が効果的に増強され、優れた色素沈着予防又は改善作用を発揮する。本発明の前記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩は、必須アミノ酸であるセリンを基本骨格に含むセリン誘導体であり、色素沈着予防又は改善作用に加え、高い安全性を有する。特に、皮膚感作性、皮膚刺激性などの皮膚安全性に優れる。さらに、前記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩は、セリン及びその誘導体より安価に製造することが出来る。また、前記一般式(1)に表される化合物は、化粧品など皮膚外用剤を製造する際に使用される汎用基剤に対し高い溶解性、取り分け、水又は低級アルコ−ル、多価アルコ−ル等の極性基剤に対し高い溶解性を有するため、多様な形態の皮膚外用剤の製造が可能である。また、本発明の皮膚外用剤は、前記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩と、抗炎症作用を有する成分を共に皮膚外用剤に含有させることにより、好ましい薬理学的、薬物動態学的挙動を可能とし、各成分を単独に含有させる場合に比較し相加又は相乗的な効果の増強が認められる。
本発明の皮膚外用剤に含有される抗炎症作用を有する成分としては、抗炎症作用を有する物質であれば特段の限定なく適用することが出来る。本発明の抗炎症作用を有する成分としては、キク科カミツレ属に属する植物より得られる植物抽出物、キク科ゴボウ属に属する植物より得られる植物抽出物、マメ科クララ属に属する植物より得られる植物抽出物、カバノキ科カバノキ属に属する植物より得られる植物抽出物、クルミ科に属する植物より得られる植物抽出物、マメ科カンゾウ属に属する植物より得られる植物抽出物などの抗炎症作用を有する植物抽出物のほか、クラリノン、グラブリジン、グリチルリチン酸及びその塩、グリチルレチン酸及びその塩、グリチルレチン酸誘導体及びその塩などが好適に例示出来る。かかる抗炎症作用を有する成分の内、好ましいものとしては、キク科カミツレ属カミツレ(カモミ−ル)より得られる植物抽出物、キク科ゴボウ属ゴボウより得られる植物抽出物、マメ科クララ属クジンより得られる植物抽出物、カバノキ科カバノキ属シラカバより得られる植物抽出物、クルミ科コウキより得られる植物抽出物、マメ科カンゾウ属カンゾウより得られる植物抽出物、グリチルリチン酸及びその塩、グリチルレチン酸及びその塩、グリチルレチン酸誘導体及びその塩が好適に例示出来る。
マメ科クララ属クジンの根茎の乾燥物1(kg)を細切し、これに10(L)のエタノ−ルを加え、3時間、攪拌下、加熱還流し、室温まで冷却後、減圧濃縮した。このものに2(L)の水と2(L)の酢酸エチルとを加え、可溶化し、液液抽出を行った。酢酸エチル相を取り、濃縮し、105(g)のアモルファスを得た。さらに、かかるアモルファス 1.2(g)を8(L)の60%1,3−ブタンジオール水溶液に溶解させ、本発明のマメ科クジンより得られる抽出物とした。また、本発明の抗炎症作用を有する植物抽出物は、同様の方法に従い製造することが出来る。尚、かかる植物抽出物(固形物)は、無水又は含水エタノ−ル、無水又は含水1,3−ブタンジオール等に溶解させ、本発明の植物抽出物として使用することも出来る。
マメ科カンゾウの地上部の乾燥物500(g)に5(L)の50%エタノ−ルを加え、3時間加熱還流し、濾過して減圧濃縮し、凍結乾燥してマメ科カンゾウ属カンゾウより得られる植物抽出物124(g)得た。
シラカバの樹皮の乾燥物1(Kg)を細切し、これに水10(L)を加え、90℃で4時間加熱した。不溶物を濾過によって除き、凍結乾燥して、カバノキ科カバノキ属シラカバより得られる植物抽出物、1.1(g)のアモルファスを得た。
キク科カミツレ属カミツレの花蕾部の乾燥物500(g)を細切し、5(L)の50%エタノ−ル水溶液を加え、3時間加熱還流して放冷した後、濾過にて不溶分を除去し、減圧濃縮し、凍結乾燥して、キク科カミツレ属カミツレより得られる植物抽出物を得た。
本発明の皮膚外用剤は、1)前記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩と、2)抗炎症作用を有する成分含有することを特徴とする。本発明の皮膚外用剤は、前記の必須成分を含有することにより、優れた色素沈着予防又は改善作用を発揮する。本発明の皮膚外用剤が対象とする色素沈着予防又は改善作用としては、皮膚における色素沈着症状であれば特段の限定なく適用することが出来、かかる色素沈着症状としては、紫外線暴露等により生じる通常の日焼けなどに加え、治り難いしみ、くすみ、更には、軽い炎症又は肌荒れ症状を伴う色素沈着症状に対する予防又は改善作用も包含される。また、本発明の皮膚外用剤は、炎症、肌荒れなどが関与する皮膚症状を呈する色素沈着異常に対しても優れた予防又は改善効果が期待出来る。さらに、本発明の皮膚外用剤による色素沈着予防又は改善作用は、前述の必須成分の薬理学的な相加又は相乗効果のほか、両成分の皮膚透過性又は貯留性の向上などの作用による標的部位への前記一般式(1)に表される化合物及び/又はそれらの薬理学的に許容される塩及び/又は抗炎症成分の送達効率向上作用等によるものと考えられる。また、本発明の皮膚外用剤の製造方法は、前記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩と、2)抗炎症成分を含有するものであれば、両成分の含有量(配合量)やその他の構成については特に限定されず、調製方法も特に限定されない。
以下の表1及び表2に示す処方に従って、本発明の皮膚外用剤(化粧料:ロ−ション1〜4)を作製した。即ち、処方成分を80℃に加熱し、攪拌し、溶解させ、攪拌冷却した後、化粧料(ロ−ション1〜4)を得た。同様に、表1の処方成分中、「本発明の前記一般式(1)に表される化合物」を「水」に置換した比較例1、「本発明の抗炎症作用を有する成分」を「水」に置換した比較例2、「本発明の前記一般式(1)に表される化合物」及び「本発明の抗炎症作用を有する成分」を共に「水」に置換した比較例3を作製した。また、「本発明の前記一般式(1)に表される化合物」及び「本発明の抗炎症作用を有する成分」の皮膚外用剤(化粧料)における含有量変化は、「水」の含有量を調整することにより全体として100質量%となる様に調整した。
実施例1に記載の方法に従い製造された本発明の皮膚外用剤(化粧料:ローション1〜4)及び比較例1〜3に関し、以下の手順に従い色素沈着抑制作用を評価した。自由意思で参加したパネラ−の背部に、試験初日(1日目)に1.5cm×1.5cmの試験部位を設け、試験部位の皮膚明度(L*値)を色彩色差計(CR-300、コニカミノルタ株式会社)にて測定した。試験初日に皮膚明度を測定した後、試験部位に最少紅斑量の2倍量(2MED)の紫外線を1回照射した。紫外線照射終了直後より1日3回、14日連続して、各試験部位に各検体(ローション1〜4又は比較例1〜3の化粧料)を50μL塗布した。塗布終了24時間後(15日目)に色彩色差計(CR-300、コニカミノルタ株式会社)にて各試験部位の皮膚明度(L*値)を測定し、式1に従い、試験初日のL値に対するΔL*値を算出した。結果を表3に示す。L*値は色素沈着の程度が強いほど低い値となるため、ΔL*値が小さい程(△L*値の絶対値が)、色素沈着が抑制されたと判断することができる。これにより、本発明の皮膚外用剤(ロ−ション1〜4)は優れた色素沈着抑制効果を有することが分かる。また、比較例1及び比較例2も色素沈着抑制作用が認められたが、その効果は、化粧料1〜4に比較し弱かった。これにより、本発明の皮膚外用剤である化粧料1〜4は、優れた色素沈着抑制効果を示すことが分かる。
実施例1に記載の化粧料(ローション1)の処方成分中、「本発明の前記一般式(1)に表される化合物」及び「本発明の抗炎症作用を有する成分」を表4に記載の処方成分に変更した化粧料(ローション5及び6)を作製した。
実施例3に記載の方法に従い作製された本発明の化粧料(ローション5及び6)及び比較例3を用い、実施例2に記載の試験方法に従い色素沈着抑制効果を評価した。結果を表5に示す。本発明の化粧料(ローション5及び6)は、比較例3に比較し、△L*値が小さく、優れた色素沈着に対する予防又は改善効果を示すことが分かる。
Claims (12)
- 前記一般式(1)に表される化合物が、N−(p−メチルベンゾイル)セリン(化合物1)、N−(p−エチルベンゾイル)セリン(化合物2)、N−(p−メトキシベンゾイル)セリン(化合物3)、N−(p−フルオロベンゾイル)セリン(化合物4)、N−(p−トリフルオロメチルベンゾイル)セリン(化合物5)、N−(2−ナフトイル)セリン(化合物6)、N−(4−フェニルベンゾイル)セリン(化合物7)、N−(ベンゾイル)セリン(化合物8)、N−(p−メチルベンゾイル)セリン メチルエステル(化合物9)、N−(2−ナフトイル)セリン メチルエステル(化合物10)、N−ベンゾイル−O−メチルセリン(化合物11)、N−(p−メチルベンゾイル)−O−メチルセリン(化合物12)、N−(p−メチルベンゾイル)−O−アセチルセリン(化合物13)、N−(2−ナフトイル)−O−メチルセリン(化合物14)、その光学異性体及び/又はそれらの薬理学的に許容される塩である、請求項1に記載の皮膚外用剤。
- 前記一般式(1)に表される化合物、その光学異性体及び/又はそれらの薬理学的に許容される塩を、皮膚外用剤全量に対し0.001質量%〜10質量%含有する、請求項1〜5の何れか一項に記載の皮膚外用剤。
- 前記抗炎症作用を有する成分が、キク科カミツレ属に属する植物より得られる植物抽出物、キク科ゴボウ属に属する植物より得られる植物抽出物、マメ科クララ属に属する植物より得られる植物抽出物、カバノキ科カバノキ属に属する植物より得られる植物抽出物、クルミ科に属する植物より得られる植物抽出物、マメ科カンゾウ属に属する植物より得られる植物抽出物、グリチルレチン酸誘導体及び/又はその塩、グラブリジン誘導体及び/又はその塩から選択される1種又は2種以上である、請求項1〜6の何れか一項に記載の皮膚外用剤。
- 前記キク科カミツレ属に属する植物、キク科ゴボウ属に属する植物、マメ科クララ属に属する植物、カバノキ科カバノキ属に属する植物、クルミ科に属する植物、マメ科カンゾウ属に属する植物が、キク科カミツレ属カミツレ(カモミ−ル)、キク科ゴボウ属ゴボウ、マメ科クララ属クジン、カバノキ科カバノキ属シラカバ、クルミ科コウキ、マメ科カンゾウ属カンゾウである、請求項7に記載の皮膚外用剤。
- 前記グリチルレチン酸誘導体が、グリチルレチン酸及びその塩、グリチルレチン酸アルキル及びその塩、グリチルリチン酸及びその塩から選択される1種又は2種以上である、請求項1〜8の何れか一項に記載の皮膚外用剤。
- 前記抗炎症作用を有する成分を、皮膚外用剤全量に対し0.00001質量%〜15質量%含有する、請求項1〜9の何れか一項に記載の皮膚外用剤。
- 化粧料(但し、医薬部外品を含む)である、請求項1〜10の何れか一項に記載の皮膚外用剤。
- 色素沈着予防又は改善用である、請求項1〜11の何れか一項に記載の皮膚外用剤。
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Publication number | Priority date | Publication date | Assignee | Title |
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JP2014114233A (ja) * | 2012-12-10 | 2014-06-26 | Pola Chem Ind Inc | 皮膚外用剤 |
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Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000119156A (ja) * | 1998-10-14 | 2000-04-25 | Kose Corp | 皮膚外用剤 |
JP2000128762A (ja) * | 1998-10-28 | 2000-05-09 | Kose Corp | メラニン生成抑制剤及びこれを含有する美白用皮膚外用剤 |
JP2002179547A (ja) * | 2000-12-08 | 2002-06-26 | Isehan:Kk | 美白化粧料 |
WO2007013662A1 (ja) * | 2005-07-26 | 2007-02-01 | Shiseido Company, Ltd. | しわ防止・改善剤 |
JP2007210915A (ja) * | 2006-02-08 | 2007-08-23 | Kose Corp | 皮膚外用剤 |
JP2011068574A (ja) * | 2009-09-24 | 2011-04-07 | Pola Chemical Industries Inc | 皮膚外用剤 |
WO2011074643A1 (ja) * | 2009-12-16 | 2011-06-23 | ポーラ化成工業株式会社 | 色素沈着予防又は改善剤 |
JP2014114233A (ja) * | 2012-12-10 | 2014-06-26 | Pola Chem Ind Inc | 皮膚外用剤 |
JP5908678B2 (ja) * | 2011-06-14 | 2016-04-26 | ポーラ化成工業株式会社 | 皮膚外用剤 |
-
2012
- 2012-12-10 JP JP2012268902A patent/JP6255154B2/ja active Active
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000119156A (ja) * | 1998-10-14 | 2000-04-25 | Kose Corp | 皮膚外用剤 |
JP2000128762A (ja) * | 1998-10-28 | 2000-05-09 | Kose Corp | メラニン生成抑制剤及びこれを含有する美白用皮膚外用剤 |
JP2002179547A (ja) * | 2000-12-08 | 2002-06-26 | Isehan:Kk | 美白化粧料 |
WO2007013662A1 (ja) * | 2005-07-26 | 2007-02-01 | Shiseido Company, Ltd. | しわ防止・改善剤 |
JP2007210915A (ja) * | 2006-02-08 | 2007-08-23 | Kose Corp | 皮膚外用剤 |
JP2011068574A (ja) * | 2009-09-24 | 2011-04-07 | Pola Chemical Industries Inc | 皮膚外用剤 |
WO2011074643A1 (ja) * | 2009-12-16 | 2011-06-23 | ポーラ化成工業株式会社 | 色素沈着予防又は改善剤 |
JP5908678B2 (ja) * | 2011-06-14 | 2016-04-26 | ポーラ化成工業株式会社 | 皮膚外用剤 |
JP2014114233A (ja) * | 2012-12-10 | 2014-06-26 | Pola Chem Ind Inc | 皮膚外用剤 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2014114233A (ja) * | 2012-12-10 | 2014-06-26 | Pola Chem Ind Inc | 皮膚外用剤 |
JP2017149673A (ja) * | 2016-02-24 | 2017-08-31 | 三省製薬株式会社 | 化粧品用組成物 |
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