JP7477129B2 - 皮膚外用剤 - Google Patents
皮膚外用剤 Download PDFInfo
- Publication number
- JP7477129B2 JP7477129B2 JP2017099205A JP2017099205A JP7477129B2 JP 7477129 B2 JP7477129 B2 JP 7477129B2 JP 2017099205 A JP2017099205 A JP 2017099205A JP 2017099205 A JP2017099205 A JP 2017099205A JP 7477129 B2 JP7477129 B2 JP 7477129B2
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- Prior art keywords
- extract
- acid
- callicarpa
- solution
- derivatives
- 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.)
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- Cosmetics (AREA)
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Description
本発明は、上記組成物を含む皮膚外用剤である。
ムラサキシキブの果実20gに精製水と1,3-ブチレングリコールの混合液(1:1)200gを加え、40℃で2時間抽出した。得られた溶液を濾過して、褐色透明の溶液(固形分濃度1.48%)156gを得た。これを精製水で10倍に希釈し、ムラサキシキブ抽出物溶液とした。
ムラサキシキブの果実30gに精製水と1,3-プロパンジオールの混合液(1:1)300gを加え、40℃で2時間抽出した。得られた溶液を濾過して、褐色透明の溶液(固形分濃度1.39%)235gを得た。これを精製水で10倍に希釈し、ムラサキシキブ抽出物溶液とした。
製造例1の精製水と1,3-ブチレングリコールの混合液(1:1)に代えて、精製水と1,3-ブチレングリコールの混合液(70:30)を抽出溶媒として使用する以外は、製造例1と同様の方法にて、褐色透明の溶液(固形分濃度1.72%)155gを得た。
ムラサキシキブの果実20gに精製水200g加え、40℃で2時間抽出した。得られた溶液を濾過して、褐色透明の溶液(固形分濃度1.98%)178gを得た。これを精製水で10倍に希釈し、ムラサキシキブ抽出物溶液とした。
製造例1で用いたムラサキシキブの果実の代わりに、オオムラサキシキブの果実を用いる以外は、製造例1と同様の方法にて、褐色透明の溶液(固形分濃度1.51%)147gを得た。これを精製水で10倍に希釈し、オオムラサキシキブ抽出物溶液とした。
製造例1で用いたムラサキシキブの果実の代わりに、コムラサキシキブの果実を用いる以外は、製造例1と同様の方法にて、褐色透明の溶液(固形分濃度1.38%)152gを得た。これを精製水で10倍に希釈し、コムラサキシキブ抽出物溶液とした。
[成分] 部
ホホバ油 1.0
ポリオキシエチレン(5.5)セチルアルコール 5.0
ブチルパラベン 0.1
製造例1の抽出物 5.0
グリセリン 5.0
1,3-ブチレングリコール 5.0
水酸化カリウム 適量
精製水 全量が100部となる量
香料 適量
処方例1に含まれる製造例1の抽出物に代えて、製造例2の抽出物5.0部を用いるほかは、処方例1と同様にして化粧水を得た。
処方例1に含まれる製造例1の抽出物に代えて、製造例3の抽出物5.0部を用いるほかは、処方例1と同様にして化粧水を得た。
処方例1に含まれる製造例1の抽出物に代えて、製造例4の抽出物5.0部を用いるほかは、処方例1と同様にして化粧水を得た。
処方例1に含まれる製造例1の抽出物に代えて、製造例5の抽出物5.0部を用いるほかは、処方例1と同様にして化粧水を得た。
処方例1に含まれる製造例1の抽出物に代えて、製造例6の抽出物5.0部を用いるほかは、処方例1と同様にして化粧水を得た。
[成分] 部
流動パラフィン 6.0
ヘキサラン 4.0
ホホバ油 1.0
ハス精油 0.025
ポリオキシエチレン(20)ソルビタンモノステアレート 1.0
親油型ステアリン酸グリセリル 1.0
水添大豆レシチン 1.5
製造例4の抽出物 3.0
L-アスコルビン酸-2-グルコシド 2.0
水酸化カリウム 0.5
グリセリン 3.0
1,3-ブチレングリコール 2.0
カルボキシメチルセルロース 0.3
ヒアルロン酸ナトリウム 0.01
水溶性コラーゲン 0.1
精製水 全量が100部となる量
香料 適量
処方例7に含まれるL-アスコルビン酸-2-グルコシド2.0部及び水酸化カリウム0.5部に代えてトラネキサム酸2.0部を用いるほかは処方例7と同様にして乳液を得た。
処方例7に含まれるL-アスコルビン酸-2-グルコシド2.0部及び水酸化カリウム0.5部に代えてアルブチン3.0部を用いるほかは処方例7と同様にして乳液を得た。
処方例7に含まれるL-アスコルビン酸-2-グルコシド2.0部及び水酸化カリウム0.5部に代えてニコチン酸アミド5.0部を用いるほかは処方例7と同様にして乳液を得た。
[成分] 部
スクワラン 3.0
ベヘニルアルコール 3.0
ヘキサラン 4.0
ホホバ油 1.0
ポリオキシエチレン(20)ソルビタンモノステアレート 1.0
グリセリン脂肪酸エステル 1.0
大豆レシチン 1.5
製造例4の抽出物 5.0
L-アスコルビン酸-2-グルコシド 2.0
水酸化カリウム 0.5
グリチルリチン酸ジカリウム 0.1
グリセリン 3.0
1,3-ブチレングリコール 2.0
水溶性コラーゲン 0.1
ヒアルロン酸ナトリウム 0.01
精製水 全量が100部となる量
処方例11に含まれるグリチルリチン酸ジカリウム1.0部に代えてトラネキサム酸1.0部を用いるほかは処方例11と同様にして乳液を得た。
[成分] 部
製造例2の抽出物 10.0
エタノール 10.0
グリセリン 3.0
1、3-ブチレングリコール 2.0
メチルパラベン 0.2
クエン酸 0.1
クエン酸ナトリウム 0.3
カルボキシビニルポリマー 0.1
キサンタンガム 0.1
グアーガム 0.1
香料 適量
水酸化カリウム 適量
精製水 全量が100部となる量
上記の成分を混合してローションを得た。
処方例13に含まれる製造例2の抽出物に代えて製造例3の抽出物10.0部を用いるほかは処方例13と同様にしてローションを得た。
[成分] 部
エタノール 2.0
グリセリン 5.0
1,3-ブチレングリコール 5.0
メチルパラベン 0.1
ヒアルロン酸 0.1
加水分解ヒアルロン酸液 0.1
製造例5の抽出物 5.0
クエン酸 0.3
クエン酸ナトリウム 0.6
精製水 全量が100部となる量
[成分] 部
ステアリン酸 2.4
モノステアリン酸プロピレングリコール 2.0
セトステアリルアルコール 0.2
液状ラノリン 2.0
流動パラフィン 3.0
ミリスチン酸イソプロピル 8.5
プロピルパラベン 0.05
製造例6の抽出物 5.0
カルボキシメチルセルロースナトリウム 0.2
ベントナイト 0.5
プロピレングリコール 4.0
トリエタノールアミン 1.1
メチルパラベン 0.1
精製水 全量が100部となる量
酸化チタン 8.0
タルク 4.0
着色顔料 適量
[成分] 部
N-ラウロイルメチルアラニンナトリウム 25.0
ヤシ油脂肪酸カリウム液(40%) 26.0
ヤシ油脂肪酸ジエタノールアミド 3.0
メチルパラベン 0.1
製造例1の抽出物 5.0
1,3-ブチレングリコール 2.0
精製水 全量が100部となる量
[成分] 部
N-ヤシ油脂肪酸メチルタウリンナトリウム 10.0
ポリオキシエチレン(3)アルキルエーテル硫酸ナトリウム 20.0
ラウリルジメチルアミノ酢酸ベタイン 10.0
ヤシ油脂肪酸ジエタノールアミド 4.0
メチルパラベン 0.1
クエン酸 0.1
製造例4の抽出物 2.0
1,3-ブチレングリコール 2.0
精製水 全量が100部となる量
[成分] 部
ポリオキシエチレン(10)硬化ヒマシ油 1.0
塩化ジステアリルジメチルアンモニウム 1.5
塩化ステアリルトリメチルアンモニウム 2.0
2-エチルヘキサン酸グリセリル 1.0
セタノール 3.2
ステアリルアルコール 1.0
メチルパラベン 0.1
製造例2の抽出物 2.0
1,3-ブチレングリコール 5.0
精製水 全量が100部となる量
[成分] 部
グリチルリチン酸ジカリウム 0.1
モノニトログアヤコールナトリウム 0.02
塩酸ピリドキシン 0.03
l-メントール 0.8
タマサキツヅラフジ根エキス 0.3
褐藻エキス 0.3
オタネニンジンエキス 0.3
センブリエキス 2.0
製造例1の抽出物 3.5
トリメチルグリシン 0.5
乳酸 0.2
1,3-ブチレングリコール 10.0
フェノキシエタノール 0.2
ポリオキシエチレン硬化ヒマシ油 0.4
L-アルギニン 適量
エタノール 20.0
精製水 全量が100部となる量
上記の成分を十分攪拌混合して育毛料を得た。
まず、正常ヒト皮膚由来表皮細胞(NHEK)をHuMedia KG2培地(クラボウ社製)を入れた96穴マイクロプレートに8×103/穴播種し、37℃,5.0%CO2の条件下に1日間プレ培養した後、製造例1~6の抽出物を試料溶液として調整した同培地を添加した。ここで、試料溶液の濃度は培地全量における溶液としての終濃度が2.0%、5.0%となるように調整した。その後、培養器底面からUV-Bランプ(Philips社製TL20W/12RS)を用いて約10mJ/cm2の紫外線照射を行った。同条件でさらに2日間培養した。
次に、細胞膜上に発現したSCFの判定は以下の様にして行った。培養上清を除去・洗浄後、細胞を固定し、HRP(horseradish peroxidase)ラベルされた抗SCF抗体を用いて細胞膜表面上のSCFの検出を行った。結果は、基質とHRPの反応によって得られた反応溶液の450nmにおける吸光度を測定し、さらに各試験区の細胞から抽出したタンパク質量で補正した値を算出し、紫外線照射区の値を100%とした相対値で示した。
[表1]
ヒト乳腺癌細胞MCF-7を10%FBS(チャコールデキストリン処理)含有ダルベッコ変法イーグル最少必須培地を入れた96穴マイクロプレートに4×103個/穴播種し、37℃,5.0%CO2の条件下に1日間プレ培養した後、製造例1~6の各抽出物を試料溶液として調整して培地に添加した。ここで、試料溶液の濃度は、培地全量における溶液としての最終濃度が2.0%、5.0%となるように調整した。
次に、5日間培養後の培地上清を捨て、PBS(-)で1回洗浄後、PBS(-)で100倍希釈したhoechst33342試薬を100μL/穴添加し、37℃で1時間インキュベートし、DNAを蛍光染色した。その後、蛍光強度(励起:355nm、放射:460nm:蛍光マイクロプレートリーダー[フルオロスキャンアセント、Thermo Fisher Scientific社製])を測定し、DNA量を求めた。試料溶液の代わりにPBS(-)を添加した区に対しても同様の操作を行った区をコントロールとし、ここに得られた蛍光強度(DNA量)に対する各試料添加区の蛍光強度の相対値を求め、細胞増殖率(%)とした。また、試験系が正常に機能しているかを確認するために、試料溶液の代わりに陽性対照として0.1nMのエストラジオールを添加した場合についても、同様の試験を行った。
[表2]
本試験例3においては、グルコースを介したBSA(牛血清アルブミン)の蛍光の発生、発色により、終末糖化産物(Advanced Glycation End Products:AGE)の発生抑制効果、すなわち、タンパク質糖化抑制効果を評価した。
まず、製造例1~6の各抽出物40μLと、50mg/mLのBSA水溶液40μLと、2.5Mのグルコース水溶液40μLと、PBS(-)溶液80μLを混合、攪拌して試料溶液を調製した。試料溶液は製造例1~6の各抽出液の溶液として最終濃度がそれぞれ2.0%、5.0%となるよう調製した。
次に、試料溶液を50℃で7日間静置し、7日後、各試料溶液について、蛍光発生(励起:355nm、放射:460nm:蛍光マイクロプレートリーダー[フルオロスキャンアセント、Thermo Fisher Scientific社製])、及び吸光度(波長405nm:マイクロプレートリーダー[Model 680、バイオラッド社製])を測定した。また、試料溶液に代えて精製水を用いた試料無添加(コントロール)の場合について同様の操作を行い、ここで得られた蛍光測定値、及び吸光度に対する各試料溶液の蛍光測定値、及び吸光度の相対値(%)を求め、タンパク質糖化率(%)とした。さらに、試料溶液の代わりに陽性対照として1mMのアミノグアニジン(AG)を添加した場合についても同様の試験を行った。
[表3]
20mg/mLウシ血清アルブミン(BSA)溶液250μLと試料溶液(製造例1~6の抽出物)100μLとの混液に、36.5mM過酸化水素液50μLと2.1mM硫酸第一鉄溶液100μLを加え、37℃で1時間インキュベートし、フェントン反応によるBSAのカルボニル化を誘導した。このとき、各試験区について過酸化水素液と硫酸第一鉄溶液のかわりに精製水を添加してフェントン反応を行わないリファレンス区を設定した。0.44mM BHTを50μL添加して反応終了後、それぞれ別チューブに100μLずつ分取し、そこに2mg/mL 2,4-ジニトロフェニルヒドラジン(DNPH)400μL添加して室温暗所にて60分間静置することによりカルボニル化タンパク質をラベル化した。その溶液に20%トリクロロ酢酸溶液500μL添加して撹拌後、5分間水冷した後4℃、15,000rpm、10分間遠心分離し、上清を捨てた。さらに10%トリクロロ酢酸溶液1mL添加して撹拌後、5分間水冷した後4℃、15,000rpm、10分間遠心分離し、上清を捨てた。次ぎにエタノール/酢酸エチル(1:1)混液1mL添加して撹拌後、5分間水冷した後4℃、15,000rpm、10分間遠心分離し、上清を捨てた。上清が黄色くなくなるまでエタノール/酢酸エチル(1:1)混液による洗浄を繰り返した。得られたタンパク質ペレットを6M グアニジン塩酸塩500μLに再溶解し、その溶液の405nmにおける吸光度及び溶液のタンパク質濃度を測定した。各試験区の吸光度よりリファレンス区の吸光度を差し引き、これをタンパク質濃度で除した値をカルボニル化度合いとした。なお、試料添加時をカルボニル化度合いは、試料無添加のコントロール区(control)を設定し、上記方法と同様の操作により得られた値を100としたときの割合で示した。
[表4]
1.1mMアスコルビン酸-KOH(pH6.5) 5mLに終濃度が2%に精製水で調整した製造例1~6の抽出物5mLを加え37℃で静置した。同時に試料溶液に代えて精製水を含む液を添加した区を設けcontrolとして設定した。反応開始0分、5分、10分および20分に反応液を1mL抜き取り、デヒドロアスコルビン酸(酸化型アスコルビン酸)量を測定した。すなわち、反応液1mLに10%メタリン酸チオ尿素水溶液1mLおよび2% 2,4-ジヒドロキシフェニルヒドラジン25%硫酸水溶液0.5mLを加え、37℃で3時間反応させた。反応終了後、85%硫酸水溶液2.5mL加え波長530nmにおける吸光度を測定し、デヒドロアスコルビン酸(酸化型アスコルビン酸)量を算出した。
[表5]
(1)細胞の培養
ヒトメラノーマ(HMV−II)を10%FBS含有HAM−F12培地に懸濁して6ウェルプレートに2×105個ずつ播種し、37℃で24時間培養した。製造物1~6の各抽出物を試料溶液として含む培地をそれぞれウェルに添加し、さらに37℃で5日間インキュベートした。ここで、培地中の試料溶液の濃度は、培地全量に対する溶液としての最終濃度が5.0%になるように調整した。また、比較のため、試料溶液に代えて、精製水を含む培地を添加したウェル(コントロール)と、0.5mM ブチオニンスルフォキシイミンを含む培地を添加したウェル(ポジティブコントロール)を設け、同じく37℃で5日間インキュベートした。
(2)細胞の回収
インキュベート終了後、それぞれのウェルから培地を除き、トリプシン処理によって細胞を回収し、遠心分離を行って細胞のペレットを得た。上清を捨て、細胞ペレットに対して細胞溶解溶液(1%Triton−X100溶液)を添加し、ピペッティングすることによって細胞を溶解した。この溶液を各試料添加区のデヒドロアスコルビン酸レダクターゼ粗酵素液とした。そして、各デヒドロアスコルビン酸レダクターゼ粗酵素液のタンパク質量を、DCプロテインアッセイキット(BIO RAD社製)を用いて測定した。
(3)デヒドロアスコルビン酸レダクターゼの活性測定
デヒドロアスコルビン酸レダクターゼの活性測定は次のように行った。
マイクロチューブに基質液(2mM デヒドロアスコルビン酸、0.8mM β−NADPHをトリス−塩酸緩衝液(pH7.5)に溶解したもの)と、各試料添加区のデヒドロアスコルビン酸レダクターゼ粗酵素液を体積比1:1で混和し、37℃で10分間反応させた後、氷冷しておいた反応停止液(1mM EDTA・2Na含有メタノール液)を混和し、激しく攪拌した。そのまま氷冷5分間静置後、遠心分離(約10,000xg、10分間)し、上清をとり、そこに含まれるアスコルビン酸の量を、HPLC分析により求めた。それぞれのデヒドロアスコルビン酸レダクターゼ粗酵素液を、反応停止液を加えてから基質液と混和し、その後の操作は同様に行ったものを、それぞれの対照とした。
それぞれ酵素反応を行った区から行わなかった対照区の値を差し引き、さらにデヒドロアスコルビン酸レダクターゼ粗酵素液のタンパク質量で割った値を、コントロールとの相対値で表したものを各試料添加区のデヒドロアスコルビン酸レダクターゼ活性率とした。
(4)HPLC分析条件
・ガードカラム:ODS-80Ts(東ソー)3.2×15
・カラム:ODS-80Ts(東ソー)4.6mm(ID)×15.0cm(L)
・カラム温度:40℃
・移動相:10mM テトラブチルアンモニウムヒドロキシド/10mM KH2PO4(pH 6.0)/0.5% メタノール
・注入量:20μL
・検出:265nm
[表6]
ヒト正常表皮細胞(NHEK)を1×105個/ウェルの細胞濃度で24ウェルプレートに播種し、そこに別で培養し、抽出しておいたメラノーマ由来のメラノソームリッチ区画の溶液を添加した。メラノソームリッチ区画は次の様にして調製した。すなわちトリプシン処理によって回収したメラノーマのペレットに対してLysis Buffer[1% Triton X-100、0.01% SDSを含有した0.1M Tris-HCL緩衝液 (pH7.5)]を1mL添加し、途中ピペッティングにより撹拌しながら20分間室温で反応させた。遠心分離(1200rpm、3分間)を行い、上清を別のマイクロチューブに分取した。その上清をさらに遠心分離(15000rpm、10分間)し、上清を捨て、PBS(-)で再懸濁した。この処理を2回行い、Lysis Bufferを洗浄除去後、最終的に表皮細胞培養用の培地に再懸濁を行い、メラノソームリッチ区画溶液とした。メラノソームリッチ区画を添加した表皮細胞は、24時間培養後、取り込まれなかったメラノソーム等をPBS(-)により洗浄除去し、その後、評価試料を含む培地を添加した。3日間培養後、上清を除去洗浄後、メラニン抽出液(10%DMSO+1N NaOH)を200μL添加し、50℃で2時間インキュベートし、メラニンを溶解させた。その溶液150μLを96ウェルマイクロプレートに移し、490nmにおける吸光度を測定し、メラニン量とした。試料の代わりにPBS(-)を同量添加した区をコントロールとして同じ操作を行い、PBS(-)添加区の490nmにおける吸光度に対する各試料添加区の490nmにおける吸光度の比を算出し、メラニンの分解程度を評価した。
[表7]
Claims (5)
- シソ科ムラサキシキブ属(Callicarpa)の植物であるムラサキシキブ(Callicarpa japonica)、オオムラサキシキブ(Callicarpa japonica var. luxurians)及びコムラサキ(Callicarpa dichotoma)のうちのいずれか1以上の抽出物を有効成分とするSCF合成抑制組成物。
- シソ科ムラサキシキブ属(Callicarpa)の植物であるムラサキシキブ(Callicarpa japonica)、オオムラサキシキブ(Callicarpa japonica var. luxurians)及びコムラサキ(Callicarpa dichotoma)のうちのいずれか1以上の抽出物を有効成分とするタンパク質変性抑制用組成物。
- シソ科ムラサキシキブ属(Callicarpa)の植物であるムラサキシキブ(Callicarpa japonica)、オオムラサキシキブ(Callicarpa japonica var. luxurians)及びコムラサキ(Callicarpa dichotoma)のうちのいずれか1以上の抽出物を有効成分とするアスコルビン酸又はその誘導体の安定化用組成物。
- シソ科ムラサキシキブ属(Callicarpa)の植物であるムラサキシキブ(Callicarpa japonica)、オオムラサキシキブ(Callicarpa japonica var. luxurians)及びコムラサキ(Callicarpa dichotoma)のうちのいずれか1以上の抽出物を有効成分とするメラニン分解用組成物。
- 請求項1~4のいずれか1項に記載の組成物を含む皮膚外用剤。
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