JP6486601B2 - オーラルケア組成物 - Google Patents
オーラルケア組成物 Download PDFInfo
- Publication number
- JP6486601B2 JP6486601B2 JP2014068015A JP2014068015A JP6486601B2 JP 6486601 B2 JP6486601 B2 JP 6486601B2 JP 2014068015 A JP2014068015 A JP 2014068015A JP 2014068015 A JP2014068015 A JP 2014068015A JP 6486601 B2 JP6486601 B2 JP 6486601B2
- Authority
- JP
- Japan
- Prior art keywords
- green tea
- oral care
- liposome
- care composition
- gallate
- 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.)
- Active
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- 239000000203 mixture Substances 0.000 title claims description 68
- 239000002502 liposome Substances 0.000 claims description 79
- 235000013824 polyphenols Nutrition 0.000 claims description 60
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 59
- 244000269722 Thea sinensis Species 0.000 claims description 56
- 235000009569 green tea Nutrition 0.000 claims description 50
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 34
- 150000003904 phospholipids Chemical class 0.000 claims description 27
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 26
- -1 gallate catechins Chemical class 0.000 claims description 26
- 235000005487 catechin Nutrition 0.000 claims description 24
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 claims description 24
- WMBWREPUVVBILR-WIYYLYMNSA-N (-)-Epigallocatechin-3-o-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-WIYYLYMNSA-N 0.000 claims description 18
- WMBWREPUVVBILR-UHFFFAOYSA-N GCG Natural products C=1C(O)=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-UHFFFAOYSA-N 0.000 claims description 17
- 235000019441 ethanol Nutrition 0.000 claims description 16
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 claims description 15
- 229950001002 cianidanol Drugs 0.000 claims description 15
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 claims description 11
- 239000006185 dispersion Substances 0.000 claims description 9
- XMOCLSLCDHWDHP-IUODEOHRSA-N epi-Gallocatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-IUODEOHRSA-N 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- 239000000284 extract Substances 0.000 claims description 8
- 150000001765 catechin Chemical class 0.000 claims description 7
- 150000005846 sugar alcohols Polymers 0.000 claims description 7
- XMOCLSLCDHWDHP-UHFFFAOYSA-N L-Epigallocatechin Natural products OC1CC2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-UHFFFAOYSA-N 0.000 claims description 6
- DZYNKLUGCOSVKS-UHFFFAOYSA-N epigallocatechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3cc(O)c(O)c(O)c3 DZYNKLUGCOSVKS-UHFFFAOYSA-N 0.000 claims description 6
- LVJJFMLUMNSUFN-UHFFFAOYSA-N gallocatechin gallate Natural products C1=C(O)C=C2OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C1OC(=O)C1=CC(O)=C(O)C(O)=C1 LVJJFMLUMNSUFN-UHFFFAOYSA-N 0.000 claims description 6
- 150000002632 lipids Chemical class 0.000 claims description 6
- XMOCLSLCDHWDHP-SWLSCSKDSA-N (+)-Epigallocatechin Natural products C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-SWLSCSKDSA-N 0.000 claims description 3
- LSHVYAFMTMFKBA-PZJWPPBQSA-N (+)-catechin-3-O-gallate Chemical compound O([C@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=CC=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-PZJWPPBQSA-N 0.000 claims description 3
- PFTAWBLQPZVEMU-ZFWWWQNUSA-N (+)-epicatechin Natural products C1([C@@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N 0.000 claims description 3
- WMBWREPUVVBILR-GHTZIAJQSA-N (+)-gallocatechin gallate Chemical compound O([C@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-GHTZIAJQSA-N 0.000 claims description 3
- PFTAWBLQPZVEMU-UKRRQHHQSA-N (-)-epicatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 0.000 claims description 3
- LSHVYAFMTMFKBA-TZIWHRDSSA-N (-)-epicatechin-3-O-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=CC=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-TZIWHRDSSA-N 0.000 claims description 3
- LSHVYAFMTMFKBA-UHFFFAOYSA-N ECG Natural products C=1C=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-UHFFFAOYSA-N 0.000 claims description 3
- LPTRNLNOHUVQMS-UHFFFAOYSA-N epicatechin Natural products Cc1cc(O)cc2OC(C(O)Cc12)c1ccc(O)c(O)c1 LPTRNLNOHUVQMS-UHFFFAOYSA-N 0.000 claims description 3
- 235000012734 epicatechin Nutrition 0.000 claims description 3
- 229940030275 epigallocatechin gallate Drugs 0.000 claims description 3
- 235000006468 Thea sinensis Nutrition 0.000 claims description 2
- 229940057995 liquid paraffin Drugs 0.000 claims description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 40
- 238000000034 method Methods 0.000 description 26
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 24
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 21
- 239000008213 purified water Substances 0.000 description 20
- 210000000214 mouth Anatomy 0.000 description 17
- 239000000725 suspension Substances 0.000 description 15
- 239000003205 fragrance Substances 0.000 description 14
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- 238000003756 stirring Methods 0.000 description 14
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- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 description 12
- 235000014113 dietary fatty acids Nutrition 0.000 description 12
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- 235000011187 glycerol Nutrition 0.000 description 11
- 239000004094 surface-active agent Substances 0.000 description 11
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 10
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 10
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- 229960001927 cetylpyridinium chloride Drugs 0.000 description 6
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- 238000007796 conventional method Methods 0.000 description 6
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- JQWAHKMIYCERGA-UHFFFAOYSA-N (2-nonanoyloxy-3-octadeca-9,12-dienoyloxypropoxy)-[2-(trimethylazaniumyl)ethyl]phosphinate Chemical class CCCCCCCCC(=O)OC(COP([O-])(=O)CC[N+](C)(C)C)COC(=O)CCCCCCCC=CCC=CCCCCC JQWAHKMIYCERGA-UHFFFAOYSA-N 0.000 description 5
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Description
項1.
緑茶ポリフェノールと水素添加処理したリン脂質を含有するリポソームの分散水溶液からなるオーラルケア組成物。
項2.
水素添加処理したリン脂質中のホスファチジルコリン含量が質量比で50%以上であることを特徴とする項1に記載のオーラルケア組成物。
項3.
水素添加処理したリン脂質中のホスファチジルコリン含量が質量比で50%〜90%であることを特徴とする項2に記載のオーラルケア組成物。
項4.
緑茶ポリフェノールが、カテキン、エピカテキン、ガロカテキン、エピガロカテキンからなるカテキン類、及びカテキンガレート、エピカテキンガレート、ガロカテキンガレート、エピガロカテキンガレートからなるガレートカテキン類から選ばれる1種以上のポリフェノールを、緑茶ポリフェノール全量に対して乾燥物換算で30質量%以上含有することを特徴とする項1または2の何れか1項に記載のオーラルケア組成物。
項5.
リポソームが油脂を含有することを特徴とする項1、2または4の何れか1項に記載のオーラルケア組成物。
加えて、組成物の刺激性を大幅に緩和させることから化学物質の刺激に対して敏感な、いわゆる口腔弱者(具体的には、老齢者、口腔内疾患を有する患者、幼若者など)に対しても有用なオーラルケア組成物を提供することができる。
(被検体および評価に使用する原料・試薬について)
リン脂質(図表では「リン脂質(*1)」と記載する。)としては、水素添加大豆リン脂質(フォスファチジルコリン含量60質量%以上)を用いた。大豆緑茶ポリフェノール(図表では「緑茶PP(*2)」と記載する。)としては、緑茶ポリフェノール90質量%(内、カテキンガレート類35質量%)を含む粉末を使用した。ルチン、ケルセチン及びヘスペリジンは試薬を使用し、ブドウ種子ポリフェノール(図表では「ブドウ種子PP」と記載する。)はGravinol(キッコーマン(株)社製)を使用した。また、増粘作用の評価には、唾液の代用物として、リン酸緩衝食塩水(PBS(−);リン酸二水素カリウム0.02質量%、塩化カリウム0.02%、リン酸水素二ナトリウム0.115質量%、塩化ナトリウム0.8質量%:図表では「PBS」と記載する。)を用いた。
(被検体の調製方法について)
被検体の製造方法としては、以下の方法に従って行った。
精製水に、表1の「リポソーム製造時配合」欄に包含して記載された各原料を、攪拌しつつ順次投入し、均一にした後、ポータブルミキサー(NGM-0.5TB;美粒社製)を用いて、1000r.p.m.、10分間攪拌することでリポソーム分散液を調製した。
(粘度測定方法について)
得られた各被検体を4.5mlずつ分取し、各々に精製水またはリン酸緩衝食塩水(PBS)を0.5ml添加し、均一になるまで攪拌した。攪拌後、速やかに適量を取り、E型回転粘度計を用いて、20℃、ローター 1゜34‘xR24、回転数1r.p.m.,60秒の条件で粘度を測定した。得られた結果を表1に示す。
成 分 配 合 量
チャ抽出物(*1) 0.1
水素添加大豆レシチンA(*2) 1.5
濃グリセリン 10
プロピレングリコール 5
クエン酸 0.01
クエン酸3ナトリウム 0.1
パラオキシ安息香酸メチル 0.1
サッカリンナトリウム 0.02
香料 0.05
精製水 残 部
合 計 100
*1 ポリフェノン70A(三井農林(株)社製)
*2 SLP−PC70HS(辻製油(株)社製):リン脂質全量に対してホスファチジルコリン含有量が70質量%以上
(製造方法)
仕掛としてチャ抽出物、水素添加レシチン、香料をプロピレングリコールに添加し、70℃まで加温して溶解し、10%の精製水に添加した後に、高圧乳化機により均一に攪拌することでリポソーム懸濁液を調製する。別途残部の精製水及びその他の成分を混合し、可溶化した混合液に前記リポソーム懸濁液を添加し、均一になるまで混合攪拌する。
成 分 配 合 量
緑茶抽出物(*3) 0.1
水素添加大豆レシチンB(*4) 1
濃グリセリン 10
プロピレングリコール 5
キシリトール 2
水酸化ナトリウム 0.2
エデト酸二ナトリウム 0.05
パラオキシ安息香酸メチル 0.1
グリチルリチン酸ジカリウム 0.05
炭酸水素ナトリウム 0.03
サッカリンナトリウム 0.01
香料 0.1
精製水 残 部
合 計 100
*3 ティアカロン90((株)常磐植物研究所社製)
*4 COATSOME NC−21(日油(株)社製):リン脂質全量に対してホスファチジルコリン含有量が90質量%以上
(製造方法)
仕掛として緑茶抽出物、水素添加レシチン、香料をプロピレングリコールに添加し、70℃まで加温して溶解し、10%の精製水に添加した後に、高圧乳化機により均一に攪拌することでリポソーム懸濁液を調製する。別途残部の精製水及びその他の成分を混合し、可溶化した混合液に前記リポソーム懸濁液を添加し、均一になるまで混合攪拌する。
成 分 配 合 量
緑茶抽出物(*5) 0.05
水素添加大豆レシチンC(*6) 0.8
濃グリセリン 10
プロピレングリコール 5
ヒアルロン酸ナトリウム 0.3
トレハロース 0.2
パラオキシ安息香酸メチル 0.1
クエン酸 0.01
クエン酸3ナトリウム 0.1
サッカリンナトリウム 0.02
香料 0.05
精製水 残 部
合 計 100
*5 サンフェノンEGCG−OP(太陽化学(株)社製)
*6 PHOSPHOLIPON 90H(Lipoid社製):リン脂質全量に対してホスファチジルコリン含有量が90質量%以上
(製造方法)
仕掛として緑茶抽出物、水素添加レシチン、香料をプロピレングリコールに添加し、70℃まで加温して溶解し、10%の精製水に添加した後に、高圧乳化機により均一に攪拌することでリポソーム懸濁液を調製する。別途残部の精製水にアルギン酸ナトリウムを均一溶解したのちに前記リポソーム懸濁液およびその他の成分を順次添加し、均一になるまで減圧条件下で混合攪拌する。
成 分 配 合 量
塩化セチルピリジニウム 150mg
チャ抽出物(*7) 15mg
水素添加大豆レシチンE(*8)1500mg
プロピレングリコール 1000mg
グリセリン 5000mg
果糖ぶどう糖液糖 1000mg
クエン酸 800mg
クエン酸ナトリウム 400mg
安息香酸ナトリウム 500mg
スクラロース 50mg
白金ナノコロイド 2mg
香料 250mg
精製水 残 部
合 計 50g
*7 ピュアフェノン50W(小川香料(株)社製)
*8 SLP−PC92(辻製油(株)社製):リン脂質全量に対してホスファチジルコリン含有量が90質量%以上
(製造方法)
仕掛として塩化セチルピリジニウム、チャ抽出物、水素添加レシチン、香料をプロピレングリコールに添加し、70℃まで加温して溶解し、精製水に高圧乳化機の攪拌下で少量ずつ添加し、均一に攪拌しリポソーム懸濁液を調製する。その後、その他の成分を順次添加、混合し、均一になるまで混合攪拌する。
成 分 配 合 量
塩化セチルピリジニウム 0.1
チャ抽出物(*9) 0.1
水素添加卵黄レシチンA(*10) 2.5
濃グリセリン 10
プロピレングリコール 5
パラオキシ安息香酸メチル 0.1
クエン酸 0.01
クエン酸3ナトリウム 0.1
サッカリンナトリウム 0.02
香料 0.05
精製水 残 部
合 計 100
*9 ポリフェノンG(三井農林(株)社製)
*10 卵黄レシチンPL−100P(キューピー(株)社製):リン脂質全量に対してホスファチジルコリン含有量が80質量%以上
(製造方法)
仕掛として塩化セチルピリジニウム、チャ抽出物、水素添加レシチン、香料をプロピレングリコールに添加し、70℃まで加温して溶解し、5%の精製水に添加した後に、高圧乳化機により均一に攪拌することでリポソーム懸濁液を調製する。別途残部の精製水及びその他の成分を混合し、可溶化した混合液に前記リポソーム懸濁液を添加し、均一になるまで混合攪拌する。
成 分 配 合 量
緑茶抽出物(*11) 0.2
水素添加大豆レシチンG(*12) 2
濃グリセリン 10
ソルビトール 10
プロピレングリコール 5
エチルアルコール 3
クエン酸 0.1
クエン酸ナトリウム 0.01
香料 0.2
精製水 残 部
合 計 100
*11 ティアカロン30((株)常磐植物研究所社製)
*12 ベイシス LS−60HR(日清オイリオグループ(株)社製):リン脂質全量に対してホスファチジルコリン含有量が65質量%以上
(製造方法)
仕掛として緑茶抽出物、水素添加レシチン、香料をプロピレングリコールに添加し、70℃まで加温して均一溶解したものを精製水に添加し、高圧乳化機により均一に攪拌し、リポソーム懸濁液を調製する。別途、クエン酸とクエン酸3ナトリウムを少量の精製水に溶解しておき、該リポソーム懸濁液に残部の精製水を順次攪拌しつつ投入したのちに、ソルビトール、クエン酸等の溶解液、グリセリン及びエチルアルコールに溶解した香料を順次添加し、均一になるまで混合攪拌する。
Claims (5)
- カメリア・シネンシス葉部の、水、エチルアルコール、又は水−エチルアルコール混液による抽出物である緑茶ポリフェノールと水素添加処理したリン脂質とを含有するリポソームの分散水溶液からなり、前記水素添加処理したリン脂質中のホスファチジルコリン含量が質量比で50%〜90%であり、
前記緑茶ポリフェノールが、カテキン、エピカテキン、ガロカテキン、エピガロカテキンからなるカテキン類、及びカテキンガレート、エピカテキンガレート、ガロカテキンガレート、エピガロカテキンガレートからなるガレートカテキン類から選ばれる1種以上のポリフェノールを、緑茶ポリフェノール全量に対して乾燥物換算で30質量%以上含有する、
オーラルケア組成物。 - リポソームが油脂を含有することを特徴とする請求項1に記載のオーラルケア組成物。
- 前記油脂が流動パラフィンである、請求項2に記載のオーラルケア組成物。
- 前記リポソームの平均粒子径が10〜1000nmである、請求項1〜3のいずれかに記載のオーラルケア組成物。
- さらに多価アルコールを含む請求項1〜4のいずれかに記載のオーラルケア組成物。
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