JP2014047148A - 鎮痒組成物 - Google Patents
鎮痒組成物 Download PDFInfo
- Publication number
- JP2014047148A JP2014047148A JP2012190038A JP2012190038A JP2014047148A JP 2014047148 A JP2014047148 A JP 2014047148A JP 2012190038 A JP2012190038 A JP 2012190038A JP 2012190038 A JP2012190038 A JP 2012190038A JP 2014047148 A JP2014047148 A JP 2014047148A
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- Prior art keywords
- group
- branched
- linear
- compound
- cholesterol
- Prior art date
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- Granted
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Abstract
【解決手段】(A)ステロール系化合物及びその塩からなる群より選択される少なくとも1種と、(B)モノテルペン系化合物及びその塩からなる群より選択される少なくとも1種とを含有する、鎮痒組成物を調製する。さらに、任意に(C)抗ヒスタミン剤を含有する組成物とすることができる。
【選択図】なし
Description
(式I)
本発明の(A)ステロール系化合物およびその塩からなる群より選択される少なくとも1種と、(B)モノテルペン系化合物およびその塩からなる群より選択される少なくとも1種を含有する鎮痒組成物は、医薬品、医薬部外品等として、皮膚外用剤の形態で使用され得る。これらの外用剤形態においては、(A)成分および(B)成分に加えて、任意成分の抗ヒスタミン剤等の他、本発明の効果を損なわない範囲で、皮膚外用剤(医薬部外品、医薬品等)に添加される公知の基剤又は担体を混合して使用できる。その他に、このような皮膚外用剤には、例えば、経皮吸収促進剤、界面活性剤、油分、アルコール類、保湿剤、増粘剤、防腐剤、酸化防止剤、キレート剤、保存剤、pH調整剤、安定化剤、分散剤、香料、着色剤、色素、パール光沢付与剤、血行促進成分、保湿成分、紫外線吸収成分、紫外線散乱成分、洗浄成分、収斂成分、ペプチド、アミノ酸類、角質柔軟成分、細胞賦活化成分、溶解補助剤、水等を配合することができる。添加剤は、1種を単独で、又は2種以上を組み合わせて使用できる。
本発明の鎮痒組成物を調製した。具体的には、100%エタノール(Wako製)にL−メントール(高砂香料製)およびコレステロール(日本精化製)を入れて、2.0w/v% L-メントール(2.53w/w% L-メントールに相当)+0.5w/v%コレステロール(0.63w/w% コレステロールに相当)のエタノール溶液を調製した。調製した組成物を鎮痒効果の確認試験に供した。
実施例1と同様にして、100%エタノールを溶媒にして、0.5w/v% L-メントール(0.63w/w% L-メントールに相当)+0.5w/v%コレステロール(0.63w/w% コレステロールに相当)を含む組成物を調製した。調製した組成物を鎮痒効果の確認試験に供した。
実施例1と同様にして、100%エタノールを溶媒にして、1.0v/v%ジフェンヒドラミン(1.3w/w% ジフェンヒドラミンに相当)(金剛化学製)+0.5w/v% L-メントール(0.63w/w% L-メントールに相当)+1.0w/v%コレステロール(1.27w/w% コレステロールに相当)を含む組成物を調製した。調製した組成物を鎮痒効果の確認試験に供した。
実施例1と同様にして、100%エタノールを溶媒にして、2.0v/v%ジフェンヒドラミン(2.6w/w% ジフェンヒドラミンに相当)+0.5w/v% L-メントール(0.63w/w% L-メントールに相当)+1.0w/v%コレステロール(1.27w/w% コレステロールに相当)を含む組成物を調製した。調製した組成物を鎮痒効果の確認試験に供した。
100w/w%EtOHをそのまま鎮痒効果の確認試験に供した。
100w/w%EtOHを用いて調製した0.5w/v% L-メントール溶液(0.63w/w% L-メントール溶液に相当)を鎮痒効果の確認試験に供した。
100w/w%EtOHを用いて調製した2.0w/v% L-メントール溶液(2.53w/w% L-メントール溶液に相当)を鎮痒効果の確認試験に供した。
100w/w%EtOHを用いて調製した0.5w/v% コレステロール溶液(0.63w/w% コレステロール溶液に相当)を鎮痒効果の確認試験に供した。
100w/w%EtOHを用いて調製した1.0v/v%ジフェンヒドラミン溶液(1.3w/w% ジフェンヒドラミン溶液に相当)を鎮痒効果の確認試験に供した。
100w/w%EtOHを用いて調製した2.0v/v%ジフェンヒドラミン溶液(2.6w/w% ジフェンヒドラミン溶液に相当)を鎮痒効果の確認試験に供した。
日本エスエルシー(株)より購入したICRマウス(オス、7w)を使用した。マウスは入荷日から試験終了時まで、動物飼育室(温度 23±2℃、湿度 55±15%、換気回数 10 /時間以上、照明時間 12hr/日 A.M.7:00−P.M.19:00)にて飼育した。
試験前日までに各マウスの首元1.5cm区画を毛狩りした。試験当日、実施例および比較例の各被験製剤を、毛狩りした部分に50μLずつマイクロピペットで塗布した。その後30分間、個別ケージにて馴化した。馴化後、エーテル麻酔下にて、再度毛狩り部分に各被験製剤50μLを塗布し、次いで同じ区画に対し、生理食塩水に溶解した掻痒惹起物質(Compound 48/80;Sigma-Aldrich製)を10μg/50μL皮内投与してマウスに痒みを誘発した。さらに、ネガティブコントロールとして、Compound 48/80の代わりに生理食塩水を皮内投与して100w/w%EtOHを塗布した群を用意した。各マウスをケージに戻し、麻酔が覚めた後から20分間の後肢による掻破回数をカウントした。得られた掻破回数を試験個体数で平均し、各群の掻破回数として扱った。有意差検定は、100w/w%EtOH塗布群に対してStudent-t検定を行った。
上記試験例1と実質的に同様の試験方法で、マウスにおける鎮痒効果の確認を行った。
具体的には、被験製剤として、実施例3および4の組成物、比較例1のエタノール、比較例5および6の組成物を用い、有意差検定をジフェンヒドラミン1.0v/v%群、2.0v/v%群毎にDunnett検定を行うように変更した以外は、試験例1と同じ手順で試験を行った。
ステロール系化合物とモノテルペン系化合物とを併用した場合の鎮痒効果の作用メカニズムをより明確に把握するために、ラットRBL-2H3細胞株(Health Science Research Resources Bankより入手)を用いて、vitroでヒスタミン遊離抑制効果について評価を行った。
具体的には、10%FCS(MP Biomedicals製)含有DMEM培地(GIBCO製)に懸濁したRBL-2H3細胞を、96wellマイクロプレートに4.6×104 cells /200 μl/ wellの細胞密度で播種し、37℃、5%CO2下で24時間定着させた。その後、培地を除去し、PIPESバッファー (119 mM NaCl, 7.4 mM KCl, 5.6 mM グルコース, 0.85 mM MgCl2, 25 mM PIPES, 1 mg/ml BSA, 4.0 mM CaCl2, pH7.2) に溶解した各被験液200 μlを添加した。被験液としては、0.0001 mg/ml コレステロール、0.1 mg/ml L-メントール、0.0001 mg/ml コレステロール+0.1 mg/ml L-メントールを用いた。コレステロールは0.1 mg/mlエタノール溶液を、L-メントールは100 mg/mlエタノール溶液を予製し、PIPESバッファーにそれぞれ1/1000量添加したものを調製した。被験液を添加してから30分間インキュベートした後、各被験液を除去し、PIPESバッファーに溶解した1 μM A23187(カルシウムイオノフォア)(Sigma製)溶液を200 μl添加した。30分インキュベートした後、反応上清を回収し、Histamine EIA Kit (Oxford Biomedical Research製, EA31) を添付の使用説明書に順じて使用し、上清中に分泌されたヒスタミン量の定量を行った。
(組成物調製例)
組成物調製例1:クリーム剤
(1)イオン交換水 残余
(2)グリセリン 5重量%
(3)1,3−ブチレングリコール 5重量%
(4)キサンタンガム 0.3重量%
(5)ジブチルヒドロキシトルエン 0.1重量%
(6)ジフェンヒドラミン 2重量%
(7)パラベン 0.3重量%
(8)エデト酸3ナトリウム 0.1重量%
(9)カルボキシビニルポリマー 0.5重量%
(10)コレステロール 1.0重量%
(11)トリエタノールアミン 0.5重量%
(12)ポリオキシエチレン硬化ヒマシ油 0.5重量%
(13)L−メントール 1重量%
(14)流動パラフィン 10重量%
(15)パルミチン酸イソプロピル 5重量%
(1)イオン交換水 残余
(2)グリセリン 10重量%
(3)1,3−ブチレングリコール 5重量%
(4)キサンタンガム 0.3重量%
(5)ジブチルヒドロキシトルエン 0.1重量%
(6)ジフェンヒドラミン 2重量%
(7)パラベン 0.3重量%
(8)エデト酸3ナトリウム 0.1重量%
(9)カルボキシビニルポリマー 0.5重量%
(10)コレステロール 0.5重量%
(11)トリエタノールアミン 0.5重量%
(12)ポリオキシエチレン硬化ヒマシ油 0.5重量%
(13)L−メントール 0.5重量%
(14)流動パラフィン 15重量%
(15)パルミチン酸イソプロピル 5重量%
(16)尿素 5重量%
(1)イオン交換水 残余
(2)エタノール 45重量%
(3)1,3−ブチレングリコール 5重量%
(4)ジフェンヒドラミン 2重量%
(5)エデト酸3ナトリウム 0.1重量%
(6)コレステロール 0.5重量%
(7)ポリオキシエチレン硬化ヒマシ油 1重量%
(8)L−メントール 3.5重量%
Claims (10)
- (A)ステロール系化合物及びその塩からなる群より選択される少なくとも1種と、(B)モノテルペン系化合物及びその塩からなる群より選択される少なくとも1種とを含有する、鎮痒組成物。
- 前記(A)ステロール系化合物が、コレステロール、フィトステロール、ラノステロール、エルゴステロール、コレスタノール、フィトスタノール、ラノスタノール、エルゴスタノール;コレステロール、フィトステロール、ラノステロール、エルゴステロール、コレスタノール、フィトスタノール、ラノスタノール、およびエルゴスタノールからなる群より選択される1つの化合物のヒドロキシル化又はアミド化されていてもよい脂肪族カルボン酸とのエステル化合物であって、該脂肪族カルボン酸が飽和又は不飽和の炭素数1〜22のもの;コレステロール、フィトステロール、ラノステロール、エルゴステロール、コレスタノール、フィトスタノール、ラノスタノール、およびエルゴスタノールからなる群より選択される1つの化合物のヒドロキシル化又はアミド化されていてもよい芳香族カルボン酸とのエステル化合物であって、該芳香族カルボン酸の炭素数が、7〜12であるもの;コレステロール、フィトステロール、ラノステロール、エルゴステロール、コレスタノール、フィトスタノール、ラノスタノール、およびエルゴスタノールからなる群より選択される1つの化合物のヒドロキシ基の水素原子が、直鎖または分枝鎖のC1〜6アルキル基、直鎖または分枝鎖のC2〜6アルケニル基、直鎖または分枝鎖のC1〜6アルコキシ基、直鎖または分枝鎖のC2〜6アルキニル基、直鎖または分枝鎖のC1〜6アルキリデン基、C7〜12アリール基、直鎖または分枝鎖のC1〜6アミノアルキル基、直鎖または分枝鎖のC1〜6ハロアルキル基、直鎖または分枝鎖のC1〜6アルコキシカルボニル基、直鎖または分枝鎖のC1〜6ヒドロキシアルキル基、C3〜6シクロアルキル基、グルコース残基、フラクトース残基、ガラクトース残基、およびマンノース残基からなる群より選択される1つの置換基で置換されたエーテル化合物;コレステロール、フィトステロール、ラノステロール、またはエルゴステロールの二重結合がエポキシ化されたエポキシ化合物;ポリオキシアルキレン付加コレステロール、ポリオキシアルキレン付加フィトステロール、ポリオキシアルキレン付加ラノステロール、ポリオキシアルキレン付加エルゴステロール、ポリオキシアルキレン付加コレスタノール、ポリオキシアルキレン付加フィトスタノール、ポリオキシアルキレン付加ラノスタノール、ポリオキシアルキレン付加エルゴスタノール;コレステロール、フィトステロール、ラノステロール、エルゴステロール、コレスタノール、フィトスタノール、ラノスタノール、およびエルゴスタノールからなる群より選択される1つの化合物の水素原子が脱離または付加した化合物;コレステロール、フィトステロール、ラノステロール、エルゴステロール、コレスタノール、フィトスタノール、ラノスタノール、およびエルゴスタノールからなる群より選択される1つの化合物の水素原子が、アミノ基、ヒドロキシ基、ハロゲン基、直鎖または分枝鎖のC1〜6アルキル基、直鎖または分枝鎖のC2〜6アルケニル基、直鎖または分枝鎖のC1〜6アルコキシ基、直鎖または分枝鎖のC2〜6アルキニル基、直鎖または分枝鎖のC1〜6アルキリデン基、C7〜12アリール基、直鎖または分枝鎖のC1〜6アミノアルキル基、直鎖または分枝鎖のC1〜6ハロアルキル基、直鎖または分枝鎖のC1〜6アルコキシカルボニル基、直鎖または分枝鎖のC1〜6ヒドロキシアルキル基、C3〜6シクロアルキル基、グルコース残基、フラクトース残基、ガラクトース残基、およびマンノース残基からなる群より選択される1つの置換基で置換された化合物;コレステロール、フィトステロール、ラノステロール、エルゴステロール、コレスタノール、フィトスタノール、ラノスタノール、およびエルゴスタノールからなる群より選択される1つの化合物において、2箇所以上の位置で、前記エステル化、前記エーテル化、前記エポキシ化、前記ポリオキシアルキレン付加、前記水素原子が脱離もしくは付加、および/または前記水素原子が前記置換基で置換された化合物;からなる群より選択される少なくとも1種である、請求項1に記載の鎮痒組成物。
- 前記(B)モノテルペン系化合物が、メントール、カンフル、ボルネオール、オイゲノール、シネオール、チモール、リモネン、ピネン、アネトール、シメン、テルピネオール、カンフェン、イソボルネオール、フェンチェン、ゲラニオール、ネロール、ミルセン、ミルセノール、リナロール、酢酸リナロール、およびラバンジュロールからなる群より選択される少なくとも1種である、請求項1又は2に記載の鎮痒組成物。
- 前記(A)ステロール系化合物がコレステロール、フィトステロール、またはそれらの塩である、請求項1〜3のいずれかに記載の鎮痒組成物。
- 前記(B)モノテルペン系化合物がメントールである、請求項1〜4のいずれかに記載の鎮痒組成物。
- 前記(A)成分の含有量が、組成物全体に対して0.1〜2.0重量%である、請求項1〜5のいずれかに記載の鎮痒組成物。
- 前記(B)成分の含有量が、組成物全体に対して0.01〜7.0重量%である、請求項1〜6のいずれかに記載の鎮痒組成物。
- さらに、(C)抗ヒスタミン剤を含有する、請求項1〜7のいずれかに記載の鎮痒組成物。
- (C)抗ヒスタミン剤がジフェンヒドラミン及びその塩からなる群より選択される少なくとも1種である、請求項8に記載の鎮痒組成物。
- (C)成分の含有量が、組成物全体に対して0.001〜5重量%である、請求項8又は9に記載の鎮痒組成物。
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