JP6798149B2 - タウリン含有組成物 - Google Patents
タウリン含有組成物 Download PDFInfo
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- JP6798149B2 JP6798149B2 JP2016113171A JP2016113171A JP6798149B2 JP 6798149 B2 JP6798149 B2 JP 6798149B2 JP 2016113171 A JP2016113171 A JP 2016113171A JP 2016113171 A JP2016113171 A JP 2016113171A JP 6798149 B2 JP6798149 B2 JP 6798149B2
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- cellulose
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- taurine
- methyl
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- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 title claims description 54
- 239000000203 mixture Substances 0.000 title claims description 39
- 229960003080 taurine Drugs 0.000 title claims description 29
- 230000003020 moisturizing effect Effects 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 14
- 229920001577 copolymer Polymers 0.000 claims description 13
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 9
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 9
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 9
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 9
- ZSZRUEAFVQITHH-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CC(=C)C(=O)OCCOP([O-])(=O)OCC[N+](C)(C)C ZSZRUEAFVQITHH-UHFFFAOYSA-N 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 7
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 7
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 7
- 150000001720 carbohydrates Chemical class 0.000 claims description 7
- 229920002678 cellulose Polymers 0.000 claims description 7
- 239000001913 cellulose Substances 0.000 claims description 7
- 150000004676 glycans Chemical class 0.000 claims description 7
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 7
- 229960000367 inositol Drugs 0.000 claims description 7
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims description 7
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- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
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- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 6
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 6
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 229920002148 Gellan gum Polymers 0.000 claims description 5
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- 229920000642 polymer Polymers 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 claims description 3
- 239000001856 Ethyl cellulose Substances 0.000 claims description 3
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- 235000010981 methylcellulose Nutrition 0.000 claims description 3
- 229950004354 phosphorylcholine Drugs 0.000 claims description 3
- PYJNAPOPMIJKJZ-UHFFFAOYSA-N phosphorylcholine chloride Chemical compound [Cl-].C[N+](C)(C)CCOP(O)(O)=O PYJNAPOPMIJKJZ-UHFFFAOYSA-N 0.000 claims description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 3
- 241000242583 Scyphozoa Species 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- VVIUBCNYACGLLV-UHFFFAOYSA-N hypotaurine Chemical compound [NH3+]CCS([O-])=O VVIUBCNYACGLLV-UHFFFAOYSA-N 0.000 claims description 2
- SHWIJIJNPFXOFS-UHFFFAOYSA-N thiotaurine Chemical compound NCCS(O)(=O)=S SHWIJIJNPFXOFS-UHFFFAOYSA-N 0.000 claims description 2
- 210000003491 skin Anatomy 0.000 description 19
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- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 5
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 5
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- 239000003814 drug Substances 0.000 description 5
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 5
- 239000000600 sorbitol Substances 0.000 description 5
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- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 5
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- 241000233866 Fungi Species 0.000 description 4
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- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
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- 239000000049 pigment Substances 0.000 description 3
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- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
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- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
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- 229920001436 collagen Polymers 0.000 description 2
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- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
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- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
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- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
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- 108010004889 Heat-Shock Proteins Proteins 0.000 description 1
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 1
- OVRNDRQMDRJTHS-UHFFFAOYSA-N N-acelyl-D-glucosamine Natural products CC(=O)NC1C(O)OC(CO)C(O)C1O OVRNDRQMDRJTHS-UHFFFAOYSA-N 0.000 description 1
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Description
また、タウリンと他の特定の化合物とを組合わせて配合することで、皮膚への保湿作用が向上することも知られている。例えば、ムコ多糖や生薬と組合わせることで皮膚の保湿性が向上すること(特許文献2、特許文献3)、イノシトール、ベタイン、及びトレハロースと組合せることで熱ショックタンパク質コード遺伝子の発現が促進し、皮膚の保湿を回復、維持、増強すること(特許文献4)が報告されている。
しかし、タウリンのようなアミノ基を有する化合物は反応性が高く、例えば還元糖との間にメイラード反応が起きることで経時的な色の変化やにおいが生成する(非特許文献3)ため、製剤中に配合される成分によって、製剤の経時的安定性に課題があった。
(1)(A)タウリン又はその誘導体と、
(B)一般式(I)で表されるモノマー単独の重合体、及び/又は一般式(I)で表されるモノマーと一般式(II)で表されるモノマーの共重合体と、
(C)セルロース又はその誘導体、シロキクラゲ多糖体、ジェランガム、イノシトール、ソルビトール、及びキシリトールからなる群から選ばれる少なくとも1種の糖類、
とを含有することを特徴とする皮膚用組成物、
(2)(B)成分が、2−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体、ポリメタクリロイルオキシエチルホスホリルコリン、又は2−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ステアリル共重合体である(1)に記載の皮膚用組成物、
(3)(C)セルロース又はその誘導体が、ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース、ヒドロキシプロピルメチルセルロース、メチルセルロース、エチルセルロース、メチルヒドロキシエチルセルロース、カルボキシメチルセルロース、カルボキシメチルセルロースCa、カルボキシメチルセルロースNa、ステアロキシヒドロキシプロピルメチルセルロース、ステアロキシPGヒドロキシエチルセルローススルホン酸Naからなる群から選ばれる少なくとも1種である、(1)に記載の皮膚用組成物、
(4)保湿用である、(1)〜(3)のいずれかに記載の皮膚用組成物、
である。
なお、タウリンのようなアミノ基を有する化合物は、還元糖との間にメイラード反応が起きることで経時的に色やにおいが生成することが知られており、水溶液中に水酸化物イオンが存在すると反応が加速する。組成物の色の変化やにおいが生じるか短期間で確認するため、実施例2〜9、比較例1〜11には水溶液中で乖離して水酸化物イオンを生成する水酸化ナトリウムを加えた。各組成物のpHはpHメーター(HM−30R/東亜ディーケーケー(株))を使用し、条件の選定は、本機の取扱説明書に準拠し、25℃におけるpHを測定した。
試験例1 保水性試験
実施例1〜9及び比較例1〜10の組成物20mgを直径8mmのペーパーディスク(アドバンテック製)に滴下し、滴下直後及び25℃15分間静置後の重量を測定した。滴下直後の重量を100%として15分後の組成物の残存率を求め、比較例1の残存率を100%としたときの各組成物の残存率をペーパーディスク上の保水率として算出した。試験例1の結果を図1、図2に示す。
実施例1〜9及び比較例4〜11の組成物の調製直後、及び65℃にて1週間保管後の外観・性状(色・におい)を試験者3名にて確認した。試験例2の結果を表3、表4に示した。なお表中の○はにおいが認められなかったこと、△はにおいがわずかに認められたこと、×はにおいが認められたことを示す。また、色の変化は目視により確認した。
本結果から、これらの組成物を皮膚に使用した場合、組成物が長時間水分を保持することで、皮膚の潤いを長時間保つことができるため、皮膚の保湿効果が期待できると考えられる。
Claims (3)
- (A)タウリン、ヒポタウリン及びこの塩類、並びに、チオタウリン及びこの塩類からなる群から選ばれる少なくとも1種と、
(B)一般式(I)で表されるモノマー単独の重合体、及び/又は一般式(I)で表されるモノマーと一般式(II)で表されるモノマーの共重合体と、
(C)ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース、ヒドロキシプロピルメチルセルロース、メチルセルロース、エチルセルロース、メチルヒドロキシエチルセルロース、カルボキシメチルセルロース、カルボキシメチルセルロースCa、カルボキシメチルセルロースNa、ステアロキシヒドロキシプロピルメチルセルロース、ステアロキシPGヒドロキシエチルセルローススルホン酸Naからなる群から選ばれる少なくとも1種であるセルロース又はその誘導体、シロキクラゲ多糖体、ジェランガム、及びイノシトールからなる群から選ばれる少なくとも1種の糖類、とを含有することを特徴とする皮膚用組成物。 - (B)成分が、2−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ブチル共重合体、ポリメタクリロイルオキシエチルホスホリルコリン、又は2−メタクリロイルオキシエチルホスホリルコリン・メタクリル酸ステアリル共重合体である請求項1に記載の皮膚用組成物。
- 保湿用である、請求項1又は2に記載の皮膚用組成物。
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