JP2024030671A - Oral composition - Google Patents
Oral composition Download PDFInfo
- Publication number
- JP2024030671A JP2024030671A JP2022133711A JP2022133711A JP2024030671A JP 2024030671 A JP2024030671 A JP 2024030671A JP 2022133711 A JP2022133711 A JP 2022133711A JP 2022133711 A JP2022133711 A JP 2022133711A JP 2024030671 A JP2024030671 A JP 2024030671A
- Authority
- JP
- Japan
- Prior art keywords
- component
- sodium
- oil
- tocopherol
- oral
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 59
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims abstract description 75
- -1 acyl taurine Chemical compound 0.000 claims abstract description 36
- 150000003839 salts Chemical class 0.000 claims abstract description 28
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims abstract description 16
- XOAAWQZATWQOTB-UHFFFAOYSA-N Taurine Natural products NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229930003799 tocopherol Natural products 0.000 claims abstract description 13
- 239000011732 tocopherol Substances 0.000 claims abstract description 13
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 claims abstract description 12
- NFIDBGJMFKNGGQ-UHFFFAOYSA-N isopropylmethylphenol Natural products CC(C)CC1=CC=CC=C1O NFIDBGJMFKNGGQ-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229960003080 taurine Drugs 0.000 claims abstract description 11
- 229960001295 tocopherol Drugs 0.000 claims abstract description 11
- 235000010384 tocopherol Nutrition 0.000 claims abstract description 11
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 claims abstract description 9
- 125000004442 acylamino group Chemical group 0.000 claims abstract description 9
- 229940079889 pyrrolidonecarboxylic acid Drugs 0.000 claims abstract description 9
- 150000002148 esters Chemical class 0.000 claims abstract description 8
- 150000007524 organic acids Chemical class 0.000 claims abstract description 7
- 239000000551 dentifrice Substances 0.000 claims description 11
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 claims description 8
- 210000000214 mouth Anatomy 0.000 claims description 2
- DABQDIXIAXPQFG-UHFFFAOYSA-N 2-[dodecanoyl(methyl)amino]ethanesulfonic acid Chemical compound CCCCCCCCCCCC(=O)N(C)CCS(O)(=O)=O DABQDIXIAXPQFG-UHFFFAOYSA-N 0.000 claims 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 abstract description 30
- 229930003427 Vitamin E Natural products 0.000 abstract description 29
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 29
- 229940046009 vitamin E Drugs 0.000 abstract description 29
- 235000019165 vitamin E Nutrition 0.000 abstract description 29
- 239000011709 vitamin E Substances 0.000 abstract description 29
- 238000003860 storage Methods 0.000 abstract description 8
- 235000005985 organic acids Nutrition 0.000 abstract description 4
- 238000010586 diagram Methods 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 16
- 239000003205 fragrance Substances 0.000 description 13
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 239000000796 flavoring agent Substances 0.000 description 10
- 235000019634 flavors Nutrition 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- 239000000606 toothpaste Substances 0.000 description 8
- 230000017531 blood circulation Effects 0.000 description 7
- 230000001737 promoting effect Effects 0.000 description 7
- CAVXVRQDZKMZDB-UHFFFAOYSA-M sodium;2-[dodecanoyl(methyl)amino]ethanesulfonate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CCS([O-])(=O)=O CAVXVRQDZKMZDB-UHFFFAOYSA-M 0.000 description 7
- 229940034610 toothpaste Drugs 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 5
- 239000004359 castor oil Substances 0.000 description 5
- 235000019438 castor oil Nutrition 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
- 230000001954 sterilising effect Effects 0.000 description 5
- 229960000984 tocofersolan Drugs 0.000 description 5
- 229940042585 tocopherol acetate Drugs 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 229960003237 betaine Drugs 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 4
- 208000028169 periodontal disease Diseases 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 229940045920 sodium pyrrolidone carboxylate Drugs 0.000 description 4
- HYRLWUFWDYFEES-UHFFFAOYSA-M sodium;2-oxopyrrolidine-1-carboxylate Chemical compound [Na+].[O-]C(=O)N1CCCC1=O HYRLWUFWDYFEES-UHFFFAOYSA-M 0.000 description 4
- 230000008719 thickening Effects 0.000 description 4
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 3
- 239000003082 abrasive agent Substances 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 3
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229940093915 gynecological organic acid Drugs 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 229960004488 linolenic acid Drugs 0.000 description 3
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 3
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 3
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 3
- 235000019477 peppermint oil Nutrition 0.000 description 3
- 239000002953 phosphate buffered saline Substances 0.000 description 3
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011775 sodium fluoride Substances 0.000 description 3
- 235000013024 sodium fluoride Nutrition 0.000 description 3
- 229960000414 sodium fluoride Drugs 0.000 description 3
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000000230 xanthan gum Substances 0.000 description 3
- 235000010493 xanthan gum Nutrition 0.000 description 3
- 229920001285 xanthan gum Polymers 0.000 description 3
- 229940082509 xanthan gum Drugs 0.000 description 3
- 239000002076 α-tocopherol Substances 0.000 description 3
- 235000004835 α-tocopherol Nutrition 0.000 description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- XHXUANMFYXWVNG-ADEWGFFLSA-N (-)-Menthyl acetate Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(C)=O XHXUANMFYXWVNG-ADEWGFFLSA-N 0.000 description 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 2
- FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 2
- CFAKWWQIUFSQFU-UHFFFAOYSA-N 2-hydroxy-3-methylcyclopent-2-en-1-one Chemical compound CC1=C(O)C(=O)CC1 CFAKWWQIUFSQFU-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- 235000001815 DL-alpha-tocopherol Nutrition 0.000 description 2
- 239000011627 DL-alpha-tocopherol Substances 0.000 description 2
- 235000001809 DL-alpha-tocopherylacetate Nutrition 0.000 description 2
- 239000011626 DL-alpha-tocopherylacetate Substances 0.000 description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000005770 Eugenol Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- 235000011203 Origanum Nutrition 0.000 description 2
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MSCCTZZBYHQMQJ-AZAGJHQNSA-N Tocopheryl nicotinate Chemical compound C([C@@](OC1=C(C)C=2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC1=C(C)C=2OC(=O)C1=CC=CN=C1 MSCCTZZBYHQMQJ-AZAGJHQNSA-N 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 229940011037 anethole Drugs 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 description 2
- 229940116229 borneol Drugs 0.000 description 2
- 229930008380 camphor Natural products 0.000 description 2
- 229960000846 camphor Drugs 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- RBLGLDWTCZMLRW-UHFFFAOYSA-K dicalcium;phosphate;dihydrate Chemical compound O.O.[Ca+2].[Ca+2].[O-]P([O-])([O-])=O RBLGLDWTCZMLRW-UHFFFAOYSA-K 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 229960002217 eugenol Drugs 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 235000003599 food sweetener Nutrition 0.000 description 2
- 239000008369 fruit flavor Substances 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 229940041616 menthol Drugs 0.000 description 2
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 239000011664 nicotinic acid Substances 0.000 description 2
- 235000001968 nicotinic acid Nutrition 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 230000035764 nutrition Effects 0.000 description 2
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 2
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 2
- 239000002504 physiological saline solution Substances 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 229940085605 saccharin sodium Drugs 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000010413 sodium alginate Nutrition 0.000 description 2
- 239000000661 sodium alginate Substances 0.000 description 2
- 229940005550 sodium alginate Drugs 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000005846 sugar alcohols Chemical class 0.000 description 2
- 239000003765 sweetening agent Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- 235000019149 tocopherols Nutrition 0.000 description 2
- GYDJEQRTZSCIOI-LJGSYFOKSA-N tranexamic acid Chemical compound NC[C@H]1CC[C@H](C(O)=O)CC1 GYDJEQRTZSCIOI-LJGSYFOKSA-N 0.000 description 2
- 229960000401 tranexamic acid Drugs 0.000 description 2
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- SHUZOJHMOBOZST-UHFFFAOYSA-N phylloquinone Natural products CC(C)CCCCC(C)CCC(C)CCCC(=CCC1=C(C)C(=O)c2ccccc2C1=O)C SHUZOJHMOBOZST-UHFFFAOYSA-N 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229940068984 polyvinyl alcohol Drugs 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 239000010668 rosemary oil Substances 0.000 description 1
- 229940058206 rosemary oil Drugs 0.000 description 1
- 239000010670 sage oil Substances 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229960004711 sodium monofluorophosphate Drugs 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000010678 thyme oil Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
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- 150000003611 tocopherol derivatives Chemical class 0.000 description 1
- 229950009883 tocopheryl nicotinate Drugs 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- VXYADVIJALMOEQ-UHFFFAOYSA-K tris(lactato)aluminium Chemical compound CC(O)C(=O)O[Al](OC(=O)C(C)O)OC(=O)C(C)O VXYADVIJALMOEQ-UHFFFAOYSA-K 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
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- 150000003721 vitamin K derivatives Chemical class 0.000 description 1
- 229940046010 vitamin k Drugs 0.000 description 1
- 239000009637 wintergreen oil Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- 239000011590 β-tocopherol Substances 0.000 description 1
- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
- 239000002446 δ-tocopherol Substances 0.000 description 1
Abstract
【課題】優れた口腔バイオフィルム殺菌効果を有し、かつビタミンEが保存後も安定に配合され、その安定性に優れる口腔用組成物を提供する。【解決手段】(A)イソプロピルメチルフェノール、(B)アシルアミノ酸、アシルタウリン及びこれらの塩から選ばれる1種以上、(C)トコフェロール、その有機酸とのエステル及びこれらの塩から選ばれる1種以上、並びに(D)ピロリドンカルボン酸又はその塩を含有する口腔用組成物。【選択図】なしAn object of the present invention is to provide an oral composition that has an excellent oral biofilm bactericidal effect, contains vitamin E stably even after storage, and has excellent stability. [Solution] (A) isopropyl methylphenol, (B) one or more selected from acylamino acids, acyl taurine, and salts thereof, and (C) one selected from tocopherol, esters thereof with organic acids, and salts thereof. An oral composition comprising the above and (D) pyrrolidone carboxylic acid or a salt thereof. [Selection diagram] None
Description
本発明は、優れた口腔バイオフィルム殺菌効果を有し、かつビタミンEが保存後も安定に配合され、その安定性に優れる口腔用組成物に関する。 The present invention relates to an oral composition that has an excellent oral biofilm bactericidal effect, contains vitamin E stably even after storage, and has excellent stability.
口腔用組成物において、口腔バイオフィルムを殺菌し、かつ歯茎の活性化を促進することは、歯周病の予防又は抑制に効果的である。
非イオン性殺菌剤のイソプロピルメチルフェノールは、口腔バイオフィルム殺菌作用を有しており、その効果の改善技術として、例えばイソプロピルメチルフェノール及び塩化セチルピリジニウム配合の液体口腔用組成物にアシルタウリン塩及びノニオン性界面活性剤を組み合わせて配合することで、歯周病原性バイオフィルムへの浸透殺菌力及び浮遊細菌への殺菌力が優れることが提案されている(特許文献1;特許第6413815号公報)。
一方、ビタミンEは、血流促進及び組織修復作用によって歯茎を活性化させる薬効成分として知られており、歯周病の予防又は抑制用の歯磨剤組成物等に配合されているが、難水溶性の性質を有するビタミンEを口腔用組成物中に安定に配合することは難しい。このような課題に対して、ビタミンE又はその誘導体配合の歯磨剤組成物に、エチレンオキサイドの平均付加モル数3~8、アルキル基の炭素数16~18のポリオキシエチレンアルキルエーテル及びエチレンオキサイドの平均付加モル数10~80のポリオキシエチレン硬化ヒマシ油を特定割合で混合分散させた界面活性剤混合物を配合することによって、ビタミンE又はその誘導体の安定性に優れ、泡立ちが良く、中高温保存における製剤安定性に優れる歯磨剤組成物を得ることができることが、特許文献2(特許第4496429号公報)に提案されている。
しかし、従来の技術では、口腔バイオフィルム殺菌効果とビタミンEの安定性とを両立させ、これらを兼ね備えた口腔用組成物を得ることは困難であった。
In oral compositions, sterilizing oral biofilm and promoting gum activation is effective in preventing or suppressing periodontal disease.
Isopropyl methylphenol, a nonionic disinfectant, has an oral biofilm bactericidal effect, and as a technique for improving its effect, for example, adding an acyl taurine salt and a nonion to a liquid oral composition containing isopropyl methylphenol and cetylpyridinium chloride. It has been proposed that the combination of surfactants can improve the ability to penetrate periodontal pathogenic biofilms and kill airborne bacteria (Patent Document 1; Japanese Patent No. 6413815).
On the other hand, vitamin E is known as a medicinal ingredient that activates the gums by promoting blood flow and restoring tissue, and is included in toothpaste compositions for preventing or suppressing periodontal disease. It is difficult to stably incorporate vitamin E, which has sexual properties, into oral compositions. To address these issues, we added polyoxyethylene alkyl ether with an average number of moles of ethylene oxide added of 3 to 8, an alkyl group having 16 to 18 carbon atoms, and ethylene oxide to a dentifrice composition containing vitamin E or its derivatives. By incorporating a surfactant mixture in which polyoxyethylene hydrogenated castor oil with an average added mole number of 10 to 80 is mixed and dispersed in a specific ratio, vitamin E or its derivatives have excellent stability, foam well, and can be stored at medium to high temperatures. Patent Document 2 (Japanese Patent No. 4,496,429) proposes that a dentifrice composition having excellent formulation stability can be obtained.
However, with conventional techniques, it has been difficult to achieve both the oral biofilm bactericidal effect and the stability of vitamin E, and to obtain an oral composition that has both of these properties.
本発明は、上記事情に鑑みなされたもので、優れた口腔バイオフィルム殺菌効果を有し、かつビタミンEが保存後も安定に配合され、その安定性に優れる口腔用組成物を提供することを目的とする。 The present invention was made in view of the above circumstances, and aims to provide an oral composition that has an excellent oral biofilm bactericidal effect, contains vitamin E stably even after storage, and has excellent stability. purpose.
本発明者らは、上記目的を達成するため鋭意検討を行った結果、特定非イオン性殺菌剤、特定アニオン性界面活性剤、ビタミンE並びにピロリドンカルボン酸又はその塩を組み合わせて口腔用組成物に配合すると、口腔バイオフィルム殺菌効果に優れ、かつビタミンEが保存後も安定に配合され、その安定性にも優れることを知見した。
即ち、本発明では、(A)イソプロピルメチルフェノール、(B)アシルアミノ酸、アシルタウリン及びこれらの塩から選ばれる1種以上、(C)トコフェロール、その有機酸とのエステル及びこれらの塩から選ばれる1種以上、並びに(D)ピロリドンカルボン酸又はその塩を含有する口腔用組成物とすることで、(A)成分の口腔バイオフィルム殺菌効果が高まり、優れた口腔バイオフィルム殺菌効果を奏し、かつビタミンEである(C)成分が保存後も安定に配合され、(C)成分の安定性に優れることを知見し、本発明をなすに至った。
As a result of intensive studies to achieve the above object, the present inventors have developed an oral composition by combining a specific nonionic bactericide, a specific anionic surfactant, vitamin E, and pyrrolidone carboxylic acid or its salt. It has been found that when blended, the oral biofilm bactericidal effect is excellent, and vitamin E is stably blended even after storage, resulting in excellent stability.
That is, in the present invention, (A) isopropyl methylphenol, (B) one or more selected from acylamino acids, acyl taurine, and salts thereof, and (C) tocopherol, esters thereof with organic acids, and salts thereof. By providing an oral composition containing one or more types and (D) pyrrolidone carboxylic acid or its salt, the oral biofilm bactericidal effect of the component (A) is enhanced, and an excellent oral biofilm bactericidal effect is achieved, and It was discovered that component (C), which is vitamin E, is stably blended even after storage, and the stability of component (C) is excellent, leading to the present invention.
更に詳述すると、口腔用組成物において、(A)成分に(B)成分を併用して配合すると、(A)成分のバイオフィルム殺菌効果が増強し、優れたバイオフィルム殺菌効果を与えることができたが、更に(C)成分を配合すると、経時で(C)成分の残存率が低下し、その安定性が悪くなるという問題が生じた。しかし、更に(D)成分を添加し、(A)、(B)、(C)及び(D)成分を組み合わせて配合すると、(D)成分が、(A)及び(B)成分による特異的な(C)成分の安定性低下を改善する予想外の作用を奏し、これにより、(A)、(B)、(C)及び(D)成分を組み合わせることで、上記のように(C)成分の安定性が保存後も損なわれることなく良好に維持され、(C)成分の歯茎活性化による血流促進等の作用効果と共に、顕著に優れたバイオフィルム殺菌効果を発揮させることができた。 More specifically, when component (A) is combined with component (B) in an oral composition, the biofilm bactericidal effect of component (A) is enhanced and an excellent biofilm bactericidal effect can be provided. However, when component (C) was further blended, the residual rate of component (C) decreased over time, resulting in a problem that its stability deteriorated. However, when component (D) is further added and components (A), (B), (C), and (D) are combined and blended, component (D) As mentioned above, by combining components (A), (B), (C) and (D), it has an unexpected effect of improving the stability of component (C). The stability of the ingredients was well maintained without being impaired even after storage, and in addition to the effects of ingredient (C) such as promoting blood flow by activating the gums, we were able to exhibit a significantly superior biofilm sterilizing effect. .
後述の比較例に示すように、(A)、(B)及び(C)成分が配合され、(D)成分が配合されていない比較例1は、ポリオキシエチレン硬化ヒマシ油が添加されていても、ビタミンEの安定性が悪く、また、(A)及び(C)成分が配合され、更に(D)成分が配合されていても、(B)成分が配合されていない比較例2は、バイオフィルム殺菌効果が低かった。これに対して、実施例に示すように、本発明の(A)、(B)、(C)及び(D)成分が配合された歯磨剤組成物は、ビタミンEの安定性に優れ、かつバイオフィルム殺菌効果に優れるものであった。 As shown in the comparative example below, in Comparative Example 1, in which components (A), (B), and (C) were blended, but component (D) was not blended, polyoxyethylene hydrogenated castor oil was added. In Comparative Example 2, the stability of vitamin E was poor, and even though components (A) and (C) were blended, and component (D) was also blended, component (B) was not blended. The biofilm bactericidal effect was low. On the other hand, as shown in the examples, the dentifrice composition containing the components (A), (B), (C), and (D) of the present invention has excellent vitamin E stability and It had an excellent biofilm bactericidal effect.
従って、本発明は、下記の口腔用組成物を提供する。
〔1〕
(A)イソプロピルメチルフェノール、
(B)アシルアミノ酸、アシルタウリン及びこれらの塩から選ばれる1種以上、
(C)トコフェロール、その有機酸とのエステル及びこれらの塩から選ばれる1種以上
並びに
(D)ピロリドンカルボン酸又はその塩
を含有することを特徴とする口腔用組成物。
〔2〕
(A)成分を0.01~1質量%、(B)成分を0.01~2質量%、(C)成分を0.01~1質量%、(D)成分を0.1~10質量%含有する〔1〕記載の口腔用組成物。
〔3〕
(B)成分が、ラウロイルサルコシンナトリウム及び/又はラウロイルメチルタウリンナトリウムである〔1〕又は〔2〕記載の口腔用組成物。
〔4〕
(D)/((A)+(B))が質量比として0.5~100である〔1〕~〔3〕のいずれかに記載の口腔用組成物。
〔5〕
歯磨剤組成物である〔1〕~〔4〕のいずれかに記載の口腔用組成物。
Therefore, the present invention provides the following oral composition.
[1]
(A) isopropylmethylphenol,
(B) one or more selected from acyl amino acids, acyl taurine, and salts thereof;
An oral composition comprising (C) one or more selected from tocopherol, its ester with an organic acid, and a salt thereof, and (D) pyrrolidone carboxylic acid or a salt thereof.
[2]
0.01 to 1% by mass of component (A), 0.01 to 2% by mass of component (B), 0.01 to 1% by mass of component (C), and 0.1 to 10% by mass of component (D) % of the oral composition according to [1].
[3]
The oral composition according to [1] or [2], wherein the component (B) is sodium lauroylsarcosine and/or sodium lauroylmethyltaurate.
[4]
The oral composition according to any one of [1] to [3], wherein (D)/((A)+(B)) is 0.5 to 100 as a mass ratio.
[5]
The oral cavity composition according to any one of [1] to [4], which is a dentifrice composition.
本発明によれば、優れたバイオフィルム殺菌効果を有し、かつビタミンEが保存後も安定に配合され、その安定性に優れる口腔用組成物を提供できる。本発明の口腔用組成物は、バイオフィルム殺菌効果に優れ、(C)成分による歯茎の血流促進等の作用効果も有することから、歯周病の予防又は抑制用として有効である。 According to the present invention, it is possible to provide an oral composition that has an excellent biofilm bactericidal effect, contains vitamin E stably even after storage, and has excellent stability. The oral composition of the present invention has an excellent biofilm bactericidal effect and also has effects such as promoting blood flow in the gums due to the component (C), so it is effective for preventing or suppressing periodontal disease.
以下、本発明につき更に詳述する。
本発明の口腔用組成物は、(A)イソプロピルメチルフェノール、(B)アシルアミノ酸、アシルタウリン及びこれらの塩から選ばれる1種以上、(C)トコフェロール、その有機酸とのエステル及びこれらの塩から選ばれる1種以上、並びに(D)ピロリドンカルボン酸又はその塩を含有する。
The present invention will be explained in more detail below.
The oral composition of the present invention comprises (A) isopropyl methylphenol, (B) one or more selected from acylamino acids, acyl taurine, and salts thereof, and (C) tocopherol, esters thereof with organic acids, and salts thereof. and (D) pyrrolidone carboxylic acid or a salt thereof.
(A)イソプロピルメチルフェノールは、バイオフィルム殺菌作用を有する。
イソプロピルメチルフェノール(3-メチル-4-イソプロピルフェノール)は、医薬部外品原料規格2006(以下、外原規と略記)に適合するものを使用可能であり、具体的には大阪化成(株)製等の市販品を用いることができる。
(A) Isopropylmethylphenol has a biofilm bactericidal effect.
Isopropylmethylphenol (3-methyl-4-isopropylphenol) that complies with the Quasi-drug Ingredients Standards 2006 (hereinafter referred to as "Geigaku-genki") can be used, and specifically, it is manufactured by Osaka Kasei Co., Ltd. Commercially available products such as those from
(A)成分の配合量は、組成物全体の0.01~1%(質量%、以下同様)が好ましく、より好ましくは0.03~0.5%、更に好ましくは0.05~0.3%である。配合量が0.01%以上であると、十分なバイオフィルム殺菌効果が得られる。1%以下であることが、(C)成分の安定性確保の点から好ましい。 The blending amount of component (A) is preferably 0.01 to 1% (mass%, the same applies hereinafter) of the entire composition, more preferably 0.03 to 0.5%, still more preferably 0.05 to 0. It is 3%. When the blending amount is 0.01% or more, a sufficient biofilm sterilizing effect can be obtained. The content is preferably 1% or less from the viewpoint of ensuring the stability of component (C).
(B)成分は、アシルアミノ酸、アシルタウリン及びこれらの塩から選ばれる1種又は2種以上であり、これらは、(A)成分と併用することで、バイオフィルム殺菌効果を増強して改善する作用を奏する。(B)成分としては、バイオフィルム殺菌効果の点から、アシルタウリン又はその塩が好ましい。
アシルアミノ酸、アシルタウリンは、それぞれ、炭素数8~18、好ましくは12~14の飽和又は不飽和のアシル基を有するアミノ酸又はタウリンが好ましい。上記特定炭素数の飽和又は不飽和のアシル基としては、具体的にオクチル基、デシル基、ラウロイル基、ミリストイル基、パルミトイル基、ステアリル基等が例示される。
また、アシルアミノ酸、アシルタウリンは、塩の形態で使用されてもよく、上記アシル基を有するアミノ酸又はタウリンの塩を用いることもできる。塩は、例えば、ナトリウム、カリウム等のアルカリ金属塩、モノエタノールアミン、トリエタノールアミン等の有機アミン塩が挙げられる。
(B)成分としては、具体的にアシルアミノ酸又はその塩は、ラウロイルサルコシンナトリウム等が挙げられ、アシルタウリン又はその塩は、ラウロイルメチルタウリンナトリウム等が挙げられる。
これらは、1種単独で、又は2種以上を組み合わせて用いることができる。
(B)成分は、外原規に適合するものを使用可能であり、例えばアシルサルコシンナトリウムは、川研ファインケミカル(株)製のソイポンSLP(ラウロイルサルコシンナトリウム)、アシルタウリンナトリウムは、日光ケミカルズ(株)製のNIKKOL LMT、LMT-P等を用いることができる。
Component (B) is one or more selected from acylamino acids, acyl taurine, and salts thereof, and when used in combination with component (A), these enhance and improve the biofilm bactericidal effect. play an action. As component (B), acyl taurine or a salt thereof is preferable from the viewpoint of biofilm bactericidal effect.
The acylamino acid and the acyl taurine are each preferably an amino acid having a saturated or unsaturated acyl group having 8 to 18 carbon atoms, preferably 12 to 14 carbon atoms, or taurine. Specific examples of the saturated or unsaturated acyl group having the specific number of carbon atoms include an octyl group, a decyl group, a lauroyl group, a myristoyl group, a palmitoyl group, and a stearyl group.
Furthermore, the acyl amino acid and acyl taurine may be used in the form of a salt, and a salt of the above-mentioned acyl group-containing amino acid or taurine may also be used. Examples of the salt include alkali metal salts such as sodium and potassium salts, and organic amine salts such as monoethanolamine and triethanolamine.
Specific examples of component (B) include acylamino acids or salts thereof such as sodium lauroylsarcosine, and examples of acyltaurines or salts thereof include sodium lauroylmethyltaurate.
These can be used alone or in combination of two or more.
As the component (B), those that comply with external standards can be used. For example, acyl sarcosine sodium is Soipon SLP (sodium lauroyl sarcosine) manufactured by Kawaken Fine Chemicals Co., Ltd., and acyl taurine sodium is manufactured by Nikko Chemicals Co., Ltd. ) manufactured by NIKKOL LMT, LMT-P, etc. can be used.
(B)成分の配合量は、組成物全体の0.01~2%が好ましく、より好ましくは0.05~2%であり、0.1~1.5%が最も好ましい。配合量が0.01%以上であると、バイオフィルム殺菌効果が十分に改善し、2%以下であることが、(C)成分の安定性確保の点から好ましい。 The blending amount of component (B) is preferably 0.01 to 2% of the total composition, more preferably 0.05 to 2%, and most preferably 0.1 to 1.5%. When the blending amount is 0.01% or more, the biofilm bactericidal effect is sufficiently improved, and the blending amount is preferably 2% or less from the viewpoint of ensuring the stability of component (C).
(C)成分は、ビタミンEのトコフェロール又はその誘導体であり、前記誘導体としては、トコフェロールの有機酸とのエステル又はこれらの塩を用いることができる。
(C)成分は、血流促進及び組織修復作用によって歯茎を活性化させる薬効成分であり、歯肉炎、歯周炎等の歯周病の予防又は抑制に有効な成分である。
Component (C) is tocopherol of vitamin E or a derivative thereof, and as the derivative, an ester of tocopherol with an organic acid or a salt thereof can be used.
Component (C) is a medicinal component that activates the gums by promoting blood flow and restoring tissue, and is an effective component for preventing or suppressing periodontal diseases such as gingivitis and periodontitis.
トコフェロールとしては、例えばd-α-トコフェロール、dl-α-トコフェロール、β-トコフェロール、γ-トコフェロール、δ-トコフェロール等が挙げられる。
トコフェロールの誘導体としては、トコフェロールの酢酸、ニコチン酸、コハク酸、リノレン酸等の有機酸とのエステルやこれらのナトリウム塩、カルシウム塩等のアルカリ金属塩を使用できる。具体的には、酢酸d-α-トコフェロール、酢酸dl-α-トコフェロール、ニコチン酸d-α-トコフェロール、ニコチン酸dl-α-トコフェロール、コハク酸d-α-トコフェロール、コハク酸dl-α-トコフェロール、コハク酸トコフェロールカルシウム、リノレン酸d-α-トコフェロール、リノレン酸dl-α-トコフェロール等が挙げられる。
これらの中でも、トコフェロール、トコフェロール酢酸エステル、トコフェロールニコチン酸エステルが好ましく、特に製剤の色調や外観の点から、トコフェロール酢酸エステルがより好ましい。
これらは、1種単独で、又は2種以上を組み合わせて用いることができる。
トコフェロール又はその誘導体は、日本薬局方(日局)、旧化粧品原料基準(粧原基)又は外原規に適合するものを使用可能であり、具体的には、DSMニュートリションジャパン社製、エーザイフード・ケミカル(株)製、BASFジャパン(株)製等の市販品を使用し得る。
Examples of tocopherols include d-α-tocopherol, dl-α-tocopherol, β-tocopherol, γ-tocopherol, and δ-tocopherol.
As tocopherol derivatives, esters of tocopherol with organic acids such as acetic acid, nicotinic acid, succinic acid, and linolenic acid, and alkali metal salts thereof such as sodium salts and calcium salts can be used. Specifically, d-α-tocopherol acetate, dl-α-tocopherol acetate, d-α-tocopherol nicotinate, dl-α-tocopherol nicotinate, d-α-tocopherol succinate, dl-α-tocopherol succinate. , tocopherol calcium succinate, d-α-tocopherol linolenic acid, dl-α-tocopherol linolenic acid, and the like.
Among these, tocopherol, tocopherol acetate, and tocopherol nicotinate are preferred, and tocopherol acetate is particularly preferred from the viewpoint of the color tone and appearance of the preparation.
These can be used alone or in combination of two or more.
Tocopherol or its derivatives can be those that comply with the Japanese Pharmacopoeia (Japanese Pharmacopoeia), old cosmetic raw material standards (cosmetic raw materials), or external standards. Specifically, tocopherols manufactured by DSM Nutrition Japan, Eisai Food, etc. Commercial products such as those manufactured by Chemical Co., Ltd. and BASF Japan Co., Ltd. may be used.
(C)成分の配合量は、組成物全体の0.01~1%が好ましく、より好ましくは0.03~1%、更に好ましくは0.03~0.5%である。配合量が0.01%以上であると、歯肉の血流促進等の作用効果が十分に得られ、1%以下であることが、安定性確保の点から好ましい。 The amount of component (C) to be blended is preferably 0.01 to 1% of the total composition, more preferably 0.03 to 1%, and even more preferably 0.03 to 0.5%. When the amount is 0.01% or more, effects such as promotion of blood flow in the gingiva can be sufficiently obtained, and when the amount is 1% or less, it is preferable from the viewpoint of ensuring stability.
(D)ピロリドンカルボン酸又はその塩は、(C)成分の安定化剤として作用し、(A)及び(B)成分による特異的な(C)成分の安定性低下を改善して保存後も安定性を確保する作用効果を奏する。
ピロリドンカルボン酸又はその塩としては、ピロリドンカルボン酸又はそのナトリウム塩を使用できる。具体的には、外原規に適合するものを使用可能であり、味の素ヘルシーサプライ(株)製のAJIDEW N-50(50%水溶液)等を使用できる。
(D) Pyrrolidone carboxylic acid or its salt acts as a stabilizer for component (C), improves the specific decrease in stability of component (C) caused by components (A) and (B), and maintains stability even after storage. It has the effect of ensuring stability.
As the pyrrolidone carboxylic acid or its salt, pyrrolidone carboxylic acid or its sodium salt can be used. Specifically, it is possible to use a material that complies with external standards, such as AJIDEW N-50 (50% aqueous solution) manufactured by Ajinomoto Healthy Supply Co., Ltd.
(D)成分の配合量は、組成物全体の0.1~10%が好ましく、より好ましくは0.5~10%、更に好ましくは1~5%である。配合量が0.1%以上であると、(C)成分の安定性が十分に優れる。10%以下であると、(D)成分自体に由来する異味が十分に抑制される。 The amount of component (D) to be blended is preferably 0.1 to 10% of the total composition, more preferably 0.5 to 10%, and even more preferably 1 to 5%. When the blending amount is 0.1% or more, the stability of component (C) is sufficiently excellent. When it is 10% or less, the off-taste derived from the component (D) itself is sufficiently suppressed.
本発明の口腔用組成物は、バイオフィルム殺菌効果及び(C)成分の安定性の点から、(A)、(B)及び(D)成分の量比を示す(D)/((A)+(B))が、質量比として0.5~100であることが好ましく、より好ましくは1.5~50、更に好ましくは2~15であり、3~10が最も好ましい。(D)/((A)+(B))の質量比が上記範囲内であると、バイオフィルム殺菌効果及び(C)成分の安定性が一層優れる。 The oral composition of the present invention has a quantitative ratio (D)/((A) of components (A), (B), and (D) from the viewpoint of the biofilm bactericidal effect and the stability of component (C). +(B)) is preferably from 0.5 to 100 as a mass ratio, more preferably from 1.5 to 50, even more preferably from 2 to 15, and most preferably from 3 to 10. When the mass ratio of (D)/((A)+(B)) is within the above range, the biofilm bactericidal effect and the stability of component (C) are even more excellent.
また、(A)及び(B)成分の量比を示す(B)/(A)は、バイオフィルム殺菌効果及び(C)成分の安定性の点から、質量比として1.0~40が好ましく、より好ましくは1.5~30、更に好ましくは2~12である。
(A)、(B)及び(C)成分の量比を示す(C)/((A)+(B))は、バイオフィルム殺菌効果及び(C)成分の安定性の点から、質量比として0.05~3が好ましく、より好ましくは0.15~2、更に好ましくは0.15~1である。
(C)及び(D)成分の量比を示す(D)/(C)は、(C)成分の安定性の点から、質量比として0.5以上が好ましく、より好ましくは1.0以上、更に好ましくは10.0以上であり、上限値は特に限定されないが、好ましくは200以下、より好ましくは100以下、更に好ましくは50以下である。
本発明では、(D)/((A)+(B))、(B)/(A)、(C)/((A)+(B))、(D)/(C)の質量比がそれぞれ上記範囲内であると、バイオフィルム殺菌効果及び(C)成分の安定性がより一層優れる。
In addition, (B)/(A), which indicates the quantitative ratio of components (A) and (B), is preferably 1.0 to 40 as a mass ratio from the viewpoint of biofilm bactericidal effect and stability of component (C). , more preferably 1.5 to 30, still more preferably 2 to 12.
(C)/((A)+(B)), which indicates the quantitative ratio of components (A), (B), and (C), is the mass ratio from the viewpoint of biofilm bactericidal effect and stability of component (C). It is preferably from 0.05 to 3, more preferably from 0.15 to 2, even more preferably from 0.15 to 1.
(D)/(C), which indicates the quantitative ratio of components (C) and (D), is preferably 0.5 or more as a mass ratio, more preferably 1.0 or more, from the viewpoint of the stability of component (C). , more preferably 10.0 or more, and although the upper limit is not particularly limited, it is preferably 200 or less, more preferably 100 or less, still more preferably 50 or less.
In the present invention, the mass ratio of (D)/((A)+(B)), (B)/(A), (C)/((A)+(B)), (D)/(C) are within the above ranges, the biofilm bactericidal effect and the stability of component (C) will be even more excellent.
本発明の口腔用組成物は、特に練歯磨等の歯磨剤組成物として好適に調製される。また、上記成分に加えて、その他の公知成分を本発明の効果を妨げない範囲で必要に応じて配合できる。例えば、練歯磨剤では、研磨剤、粘結剤、粘稠剤、界面活性剤、更に必要により甘味料、着色剤、防腐剤、香料、有効成分を配合できる。なお、以下に示す配合量(%)は、組成物全体に対する配合量である。 The oral composition of the present invention is particularly suitably prepared as a dentifrice composition such as toothpaste. In addition to the above-mentioned components, other known components can be added as needed within a range that does not impede the effects of the present invention. For example, a toothpaste can contain an abrasive, a binder, a thickening agent, a surfactant, and if necessary, a sweetener, a coloring agent, a preservative, a fragrance, and an active ingredient. In addition, the amount (%) shown below is the amount added to the entire composition.
研磨剤は、無水ケイ酸、沈降性シリカ、アルミノシリケート、ジルコノシリケート等のシリカ系研磨剤、第2リン酸カルシウム・2水和物又は無水和物等のリン酸カルシウム系化合物、炭酸カルシウム、合成樹脂系研磨剤が挙げられる。研磨剤の配合量は、通常、2~50%、特に10~40%である。 Abrasives include silica-based abrasives such as anhydrous silicic acid, precipitated silica, aluminosilicate, and zirconosilicate, calcium phosphate-based compounds such as dicalcium phosphate dihydrate or anhydrate, calcium carbonate, and synthetic resin-based abrasives. Examples include agents. The amount of abrasive is usually 2 to 50%, particularly 10 to 40%.
粘稠剤は、ソルビット、キシリット等の糖アルコール、グリセリン、プロピレングリコール等の多価アルコールが挙げられる。粘稠剤の配合量は、通常、5~50%、特に10~30%である。 Examples of thickeners include sugar alcohols such as sorbitol and xylit, and polyhydric alcohols such as glycerin and propylene glycol. The content of the thickening agent is usually 5 to 50%, particularly 10 to 30%.
粘結剤は、有機又は無機粘結剤を配合できる。具体的に有機粘結剤は、カルボキシメチルセルロースナトリウム、メチルセルロース、ヒドロキシメチルセルロース、アルギン酸又はその誘導体、キサンタンガム等のガム類、カラギーナン、ポリビニルアルコール、ポリアクリル酸ナトリウムが挙げられる、無機粘結剤は、ゲル化(増粘)性シリカ、ゲル化(増粘)性アルミニウムシリカが挙げられる。粘結剤の配合量は、通常、0.1~10%、特に0.1~5%である。なお、特に有機粘結剤が好ましく、有機粘結剤の配合量は0.1~5%、特に0.5~3%がよい。 The binder can be an organic or inorganic binder. Specifically, organic binders include sodium carboxymethylcellulose, methylcellulose, hydroxymethylcellulose, alginic acid or its derivatives, gums such as xanthan gum, carrageenan, polyvinyl alcohol, and sodium polyacrylate.Inorganic binders include gelling. Examples include (thickening) silica and gelling (thickening) aluminum silica. The amount of the binder added is usually 0.1 to 10%, particularly 0.1 to 5%. Note that organic binders are particularly preferred, and the blending amount of the organic binder is preferably 0.1 to 5%, particularly 0.5 to 3%.
任意の界面活性剤としては、(B)成分以外のアニオン性界面活性剤、ノニオン性界面活性剤、カチオン性界面活性剤、両性界面活性剤を配合できる。
アニオン性界面活性剤は、ラウリル硫酸ナトリウム等のアルキル硫酸塩が挙げられる。
ノニオン性界面活性剤は、ショ糖脂肪酸エステル等の糖脂肪酸エステル、糖アルコール脂肪酸エステル、ソルビタン脂肪酸エステル、グリセリン脂肪酸エステル、ポリグリセリン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル、ポリオキシエチレン硬化ヒマシ油等のポリオキシエチレン脂肪酸エステル、ポリオキシエチレン高級アルコールエーテル、脂肪酸アルカノールアミドが挙げられる。
カチオン性界面活性剤は、アルキルアンモニウム型、アルキルベンジルアンモニウム塩等の第4級アンモニウム塩系が挙げられる。
両性界面活性剤は、アルキルベタイン、脂肪酸アミドプロピルベタイン等の酢酸ベタイン型、アルキルイミダゾリニウムベタイン、2-アルキル-N-カルボキシメチル-N-ヒドロキシエチルイミダゾリニウムベタイン等のイミダゾリニウムベタイン(アルキルイミダゾール)型が挙げられる。
これら界面活性剤の配合量は、通常、0~10%、特に0.1~5%である。
As optional surfactants, anionic surfactants, nonionic surfactants, cationic surfactants, and amphoteric surfactants other than component (B) can be blended.
Examples of anionic surfactants include alkyl sulfates such as sodium lauryl sulfate.
Nonionic surfactants include sugar fatty acid esters such as sucrose fatty acid esters, sugar alcohol fatty acid esters, sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerin fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene hydrogenated castor oil, etc. Examples include polyoxyethylene fatty acid ester, polyoxyethylene higher alcohol ether, and fatty acid alkanolamide.
Examples of the cationic surfactant include alkyl ammonium type surfactants and quaternary ammonium salt types such as alkylbenzylammonium salts.
Amphoteric surfactants include acetic acid betaine type such as alkyl betaine and fatty acid amidopropyl betaine, imidazolinium betaine type (alkyl (imidazole) type.
The blending amount of these surfactants is usually 0 to 10%, particularly 0.1 to 5%.
甘味料は、サッカリンナトリウム等が挙げられる。
着色剤は、青色1号、黄色4号、二酸化チタン等が挙げられる。
防腐剤は、メチルパラベン(パラオキシ安息香酸メチル)等のパラオキシ安息香酸エステル、安息香酸又はその塩等が挙げられる。
Examples of sweeteners include sodium saccharin.
Examples of the coloring agent include Blue No. 1, Yellow No. 4, and titanium dioxide.
Examples of the preservative include paraoxybenzoic acid esters such as methylparaben (methyl paraoxybenzoate), benzoic acid or salts thereof, and the like.
香料は、ペパーミント油、スペアミント油、アニス油、ユーカリ油、ウィンターグリーン油、カシア油、クローブ油、タイム油、セージ油、レモン油、オレンジ油、ハッカ油、カルダモン油、コリアンダー油、マンダリン油、ライム油、ラベンダー油、ローズマリー油、ローレル油、カモミル油、キャラウェイ油、マジョラム油、ベイ油、レモングラス油、オリガナム油、パインニードル油、ネロリ油、ローズ油、ジャスミン油、グレープフルーツ油、スウィーティー油、柚油、イリスコンクリート、アブソリュートペパーミント、アブソリュートローズ、オレンジフラワー等の天然香料や、これら天然香料の加工処理(前溜部カット、後溜部カット、分留、液液抽出、エッセンス化、粉末香料化等)した香料、メントール、カルボン、アネトール、シネオール、サリチル酸メチル、シンナミックアルデヒド、ボルネオール、カンファー、オイゲノール、3-l-メントキシプロパン-1,2-ジオール、チモール、リナロール、リナリールアセテート、リモネン、メントン、メンチルアセテート、N-置換-パラメンタン-3-カルボキサミド、ピネン、オクチルアルデヒド、シトラール、プレゴン、カルビールアセテート、アニスアルデヒド、エチルアセテート、エチルブチレート、アリルシクロヘキサンプロピオネート、メチルアンスラニレート、エチルメチルフェニルグリシデート、バニリン、ウンデカラクトン、ヘキサナール、ブタノール、イソアミルアルコール、ヘキセノール、ジメチルサルファイド、シクロテン、フルフラール、トリメチルピラジン、エチルラクテート、エチルチオアセテート等の単品香料、ストロベリーフレーバー、アップルフレーバー、バナナフレーバー、パイナップルフレーバー、グレープフレーバー、マンゴーフレーバー、バターフレーバー、ミルクフレーバー、フルーツミックスフレーバー、トロピカルフルーツフレーバー等の調合香料が挙げられ、口腔用組成物に用いられる公知の香料素材を組み合わせて使用することができる。
香料の配合量は特に限定されないが、上記の香料素材は、組成物中に0.000001~1%使用するのが好ましく、上記香料素材を使用した賦香用香料は、組成物中に0.1~2%使用するのが好ましい。
Fragrances include peppermint oil, spearmint oil, anise oil, eucalyptus oil, wintergreen oil, cassia oil, clove oil, thyme oil, sage oil, lemon oil, orange oil, peppermint oil, cardamom oil, coriander oil, mandarin oil, lime. Oil, lavender oil, rosemary oil, laurel oil, chamomile oil, caraway oil, marjoram oil, bay oil, lemongrass oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil, grapefruit oil, sweetie oil Natural fragrances such as , yuzu oil, iris concrete, absolute peppermint, absolute rose, orange flower, etc., and processing of these natural fragrances (front distillation cut, rear distillation cut, fractional distillation, liquid-liquid extraction, essence formation, powder fragrance) menthol, carvone, anethole, cineole, methyl salicylate, cinnamic aldehyde, borneol, camphor, eugenol, 3-l-menthoxypropane-1,2-diol, thymol, linalool, linaryl acetate, limonene , menthone, menthyl acetate, N-substituted-paramenthane-3-carboxamide, pinene, octylaldehyde, citral, pulegone, carbyl acetate, anisaldehyde, ethyl acetate, ethyl butyrate, allylcyclohexanepropionate, methyl anthranilate, Single flavors such as ethylmethylphenylglycidate, vanillin, undecalactone, hexanal, butanol, isoamyl alcohol, hexenol, dimethyl sulfide, cyclotene, furfural, trimethylpyrazine, ethyl lactate, ethyl thioacetate, strawberry flavor, apple flavor, banana flavor , pineapple flavor, grape flavor, mango flavor, butter flavor, milk flavor, mixed fruit flavor, tropical fruit flavor, etc., and can be used in combination with known flavor materials used in oral compositions. .
Although the blending amount of the fragrance is not particularly limited, it is preferable that the above-mentioned fragrance material is used in the composition in an amount of 0.000001 to 1%, and the fragrance using the above-mentioned fragrance material is used in the composition in an amount of 0.000001 to 1%. It is preferred to use 1-2%.
任意の有効成分は、(A)及び(C)成分以外のもの、例えばフッ化ナトリウム、モノフルオロリン酸ナトリウム等のフッ素含有化合物、トラネキサム酸、アラントイン等の抗炎症剤、デキストラナーゼ等の酵素、水溶性リン酸化合物、塩化ナトリウム、硝酸カリウム、乳酸アルミニウム、アスコルビン酸、植物抽出物、歯石防止剤、歯垢防止剤が挙げられる。これら有効成分は、本発明の効果を妨げない範囲で有効量配合できる。 Optional active ingredients include ingredients other than ingredients (A) and (C), such as fluorine-containing compounds such as sodium fluoride and sodium monofluorophosphate, anti-inflammatory agents such as tranexamic acid and allantoin, and enzymes such as dextranase. , water-soluble phosphoric acid compounds, sodium chloride, potassium nitrate, aluminum lactate, ascorbic acid, plant extracts, anti-tartar agents, and anti-plaque agents. These active ingredients can be blended in an effective amount within a range that does not impede the effects of the present invention.
以下、実施例及び比較例、処方例を示し、本発明を具体的に説明するが、本発明は下記の実施例に制限されるものではない。なお、下記の例において%は特に断らない限りいずれも質量%を示す。 EXAMPLES Hereinafter, the present invention will be specifically explained by showing Examples, Comparative Examples, and Prescription Examples, but the present invention is not limited to the following Examples. In addition, in the following examples, % indicates mass % unless otherwise specified.
[実施例、比較例]
表1~3に示す組成の歯磨剤組成物(練歯磨)を常法によって調製し、下記方法で評価した。結果を表に併記した。
なお、表中の実施例の歯磨剤組成物は、(C)成分由来の歯茎の血流促進等の効果を有していた。
[Examples, comparative examples]
Dentifrice compositions (toothpaste) having the compositions shown in Tables 1 to 3 were prepared by a conventional method and evaluated by the following method. The results are also listed in the table.
The dentifrice compositions of Examples in the table had effects such as promoting blood flow in the gums derived from component (C).
(1)ビタミンE(トコフェロール又はその誘導体)の安定性
評価サンプルとして歯磨剤組成物を口径8mmのラミネートチューブ容器に充填し、60℃又は-5℃で1ヶ月間保存した。これらを常温になるまで放置した後、10g分取し、メタノールで抽出した後、後述の使用機器及び試験条件で、HPLC(高速液体クロマトグラフィー)による絶対検量線法によって、ビタミンEを定量した。
-5℃で1ヶ月間保存した後の歯磨剤組成物中のビタミンEの定量値(%)を初期値とし、60℃で1ヶ月間保存した後の組成物中に含まれるビタミンEの定量値(%)を評価サンプル値とし、下記式により、ビタミンEの残存率を計算し、ビタミンEの経時における安定性を評価した。
ビタミンEの残存率(%)
={評価サンプル値(%)/初期値(%)}×100
ビタミンEの安定性は、上記式で計算したビタミンEの残存率が、87%以上が好ましく、88%以上がより好ましく、90%以上が更に好ましく、特に92%以上、とりわけ95%以上が好ましい。
(1) Stability of vitamin E (tocopherol or its derivatives) As an evaluation sample, a dentifrice composition was filled into a laminate tube container with a diameter of 8 mm and stored at 60°C or -5°C for one month. After allowing these to reach room temperature, 10g of them were collected, extracted with methanol, and then vitamin E was quantified by the absolute calibration curve method using HPLC (high performance liquid chromatography) using the equipment and test conditions described below.
The initial value is the quantitative value (%) of vitamin E in the dentifrice composition after being stored at -5°C for one month, and the quantitative value of vitamin E contained in the composition after being stored at 60°C for one month. Using the value (%) as the evaluation sample value, the residual rate of vitamin E was calculated using the following formula, and the stability of vitamin E over time was evaluated.
Vitamin E residual rate (%)
= {Evaluation sample value (%) / Initial value (%)} x 100
Regarding the stability of vitamin E, the residual rate of vitamin E calculated using the above formula is preferably 87% or more, more preferably 88% or more, even more preferably 90% or more, particularly preferably 92% or more, particularly preferably 95% or more. .
使用機器
・ポンプ:(株)島津製作所製、LC-20AD
・試料導入部:(株)島津製作所製、SIL-20AC
・検出器:(株)島津製作所製、SPD-20A
・カラム恒温槽:(株)島津製作所製、CTO-20AC
・溶離液流量:1mL/min
試験条件
・検出器:紫外吸光光度計(測定波長:273nm)
・カラム:COSMOSIL 5C18-MS-II
・カラム温度:40℃
・溶離液:メタノール
Equipment/pump used: Shimadzu Corporation, LC-20AD
・Sample introduction part: Manufactured by Shimadzu Corporation, SIL-20AC
・Detector: Shimadzu Corporation, SPD-20A
・Column constant temperature bath: Manufactured by Shimadzu Corporation, CTO-20AC
・Eluent flow rate: 1mL/min
Test conditions/detector: Ultraviolet absorption photometer (measurement wavelength: 273 nm)
・Column: COSMOSIL 5C18-MS-II
・Column temperature: 40℃
・Eluent: methanol
(2)バイオフィルム殺菌効果の評価方法
口腔細菌として、アクチノマイセス ヴィスコサス(Actinomyces viscosus)ATCC43146、フゾバクテリウム ヌクレアタム(Fusobacterium nucleatum)ATCC10953、ポルフィロモナス ジンジバリス(Porphyromonas gingivalis)ATCC33277は、5mg/Lのヘミン(Sigma社製)及び1mg/LのビタミンK(富士フイルム和光純薬工業(株)製)を含むトッドへヴィットブロス(Becton and Dickinson社製)培養液(THBHM)を用いて培養した。ベイヨネラ パルビュラ(Veillonella parvula)ATCC17745は、1.26%乳酸ナトリウム(Sigma社製)を含むトッドへヴィットブロス(Becton and Dickinson社製)培養液(THBL)を用いて培養した。なお、培養は、37℃で一晩嫌気培養(80vol%窒素、10vol%二酸化炭素、10vol%水素)した。培養後、菌液は遠心分離(8,000g×10min)により集菌した。遠心集菌した各細菌は、ベイサルメディウムムチン培養液(BMM)に再懸濁した。
直径7mm×厚さ3.5mmのハイドロキシアパタイト(HA)板(旭光学社製)を0.45μmのフィルターでろ過したヒト無刺激唾液で4時間処理したものをモデルバイオフィルム作製担体に用い、これを24穴マルチプレート(住友ベークライト(株)製)の底部に設置した。これに、BMMで1×107cfu/mL(cfu:colony forming units)に調製した上記4菌株を播種し、37℃、嫌気条件下(80vol%窒素、10vol%二酸化炭素、10vol%水素)で6日間連続培養し、HA板表面に4菌種混合のモデルバイオフィルムを形成させた。
(2) Evaluation method of biofilm bactericidal effect Oral bacteria include Actinomyces viscosus ATCC43146, Fusobacterium nucleatum ATCC10953, and Porphyromonas gingivalis. gingivalis) ATCC33277 contains 5 mg/L hemin (Sigma The cells were cultured using Todd Hevit Broth (manufactured by Becton and Dickinson) (THBHM) containing 1 mg/L of vitamin K (manufactured by Fuji Film Wako Pure Chemical Industries, Ltd.). Veillonella parvula ATCC 17745 was cultured using Todd Hewitt Broth (manufactured by Becton and Dickinson) (THBL) containing 1.26% sodium lactate (manufactured by Sigma). The culture was performed overnight at 37° C. anaerobically (80 vol% nitrogen, 10 vol% carbon dioxide, 10 vol% hydrogen). After culturing, the bacterial solution was collected by centrifugation (8,000 g x 10 min). Each centrifuged bacteria was resuspended in basal medium mucin culture medium (BMM).
A hydroxyapatite (HA) plate (manufactured by Asahi Kogaku Co., Ltd.) with a diameter of 7 mm and a thickness of 3.5 mm was treated with unstimulated human saliva filtered through a 0.45 μm filter for 4 hours and used as a model biofilm production carrier. was placed at the bottom of a 24-hole multi-plate (manufactured by Sumitomo Bakelite Co., Ltd.). The above-mentioned four strains prepared at 1×10 7 cfu/mL (cfu: colony forming units) with BMM were inoculated into this, and the cells were incubated at 37°C under anaerobic conditions (80 vol% nitrogen, 10 vol% carbon dioxide, 10 vol% hydrogen). After continuous cultivation for 6 days, a model biofilm containing a mixture of 4 bacterial species was formed on the surface of the HA plate.
バイオフィルムを形成させた後、培養液を除去したバイオフィルム付着HA板に対し、評価サンプルとして歯磨剤組成物を蒸留水で3倍希釈した遠心上清を0.5mL作用させて3分間処置(コントロールはリン酸緩衝生理食塩水(PBS、富士フイルム和光純薬工業(株)製)を使用して同様に処置)し、1mLのPBSで6回洗浄した後、4mLの生理食塩水に移し、超音波ホモジナイザーでバイオフィルムを分散させた。このバイオフィルム分散液を生理食塩水で10倍ずつ段階希釈し、血液寒天培地に50μL塗抹し、嫌気培養を1週間行い、生えてきたコロニー数を計測した。
下記式により、コントロールのコロニー数に対する評価サンプルのコロニー数の割合(%)を計算し、バイオフィルムに対する浸透殺菌効果(バイオフィルム殺菌効果)を評価した。
バイオフィルム殺菌効果(%)
={評価サンプルのコロニー数/コントロールのコロニー数}×100
バイオフィルム殺菌効果は、上記式で計算したバイオフィルム殺菌効果が、1%未満が好ましく、0.2%以下がより好ましく、0.1%以下が更に好ましい。
After forming a biofilm, the culture medium was removed and the biofilm-adhered HA plate was treated with 0.5 mL of centrifuged supernatant obtained by diluting a dentifrice composition 3 times with distilled water as an evaluation sample for 3 minutes ( As a control, phosphate buffered saline (PBS, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was treated in the same way), washed 6 times with 1 mL of PBS, and then transferred to 4 mL of physiological saline. The biofilm was dispersed using an ultrasonic homogenizer. This biofilm dispersion was serially diluted 10 times with physiological saline, 50 μL was spread on a blood agar medium, anaerobic culture was performed for one week, and the number of colonies that grew was counted.
The ratio (%) of the number of colonies in the evaluation sample to the number of colonies in the control was calculated using the following formula, and the penetrating sterilizing effect on biofilm (biofilm sterilizing effect) was evaluated.
Biofilm bactericidal effect (%)
= {number of colonies in evaluation sample/number of colonies in control}×100
The biofilm bactericidal effect calculated using the above formula is preferably less than 1%, more preferably 0.2% or less, and even more preferably 0.1% or less.
使用原料の詳細を下記に示す。
(A)イソプロピルメチルフェノール;
3-メチル-4-イソプロピルフェノール、外原規適合品、大阪化成(株)製
(B)
(B-1)ラウロイルメチルタウリンナトリウム;
LMT-P、外原規適合品、日光ケミカルズ(株)製
(B-2)ラウロイルサルコシンナトリウム;
ソイポンSLP、外原規適合品、川研ファインケミカル(株)製
(C)ビタミンE;
酢酸dl-α-トコフェロール、日局適合品、DSMニュートリションジャパン社製
(D)ピロリドンカルボン酸ナトリウム;
AJIDEW N-50(50%水溶液)、外原規適合品、
味の素ヘルシーサプライ(株)製
なお、表1~3中及び後述の処方例における(D)ピロリドンカルボン酸ナトリウムの配合量を示す数値は、純分量である。
香料の組成の詳細は後述の通りである。
Details of the raw materials used are shown below.
(A) Isopropylmethylphenol;
3-Methyl-4-isopropylphenol, conforming to foreign regulations, manufactured by Osaka Kasei Co., Ltd. (B)
(B-1) Sodium lauroylmethyltaurate;
LMT-P, conforming to foreign standards, manufactured by Nikko Chemicals Co., Ltd. (B-2) sodium lauroyl sarcosine;
Soipon SLP, conforming to external standards, manufactured by Kawaken Fine Chemicals Co., Ltd. (C) Vitamin E;
dl-α-tocopherol acetate, Japanese Pharmacopoeia compliant product, DSM Nutrition Japan Co., Ltd. (D) Sodium pyrrolidone carboxylate;
AJIDEW N-50 (50% aqueous solution), conforms to foreign regulations,
Manufactured by Ajinomoto Healthy Supply, Inc. Note that the numerical values indicating the amount of sodium pyrrolidone carboxylate (D) in Tables 1 to 3 and in the formulation examples described below are pure amounts.
Details of the composition of the fragrance are as described below.
香料の組成;
メントール 20
ハッカ油 30
アネトール 10
ボルネオール 5
カンファー 5
オイゲノール 5
エタノール 25
合計 100%
Composition of fragrance;
Menthol 20
Peppermint oil 30
Anethole 10
Borneol 5
Camphor 5
Eugenol 5
Ethanol 25
Total 100%
次に、処方例を示す。
下記組成の練歯磨を実施例と同じ原料を用いて調製し、同じ方法で評価した結果を併記した。なお、これら練歯磨は、(C)成分由来の歯茎の血流促進等の効果を有していた。
Next, a prescription example will be shown.
A toothpaste with the following composition was prepared using the same raw materials as in the example, and the results of evaluation using the same method are also listed. In addition, these toothpastes had effects such as promoting blood flow in the gums derived from the component (C).
[処方例1]練歯磨
(A)イソプロピルメチルフェノール 0.2
(B)ラウロイルメチルタウリンナトリウム 0.5
(C)ビタミンE 0.2
(D)ピロリドンカルボン酸ナトリウム 4.0
研磨性シリカ 15
増粘性シリカ 5.0
ポリオキシエチレン(5)硬化ヒマシ油 2.0
プロピレングリコール 5.0
ソルビット 28
キサンタンガム 1.0
ポリアクリル酸ナトリウム 0.5
アルギン酸ナトリウム 0.5
トラネキサム酸 0.1
フッ化ナトリウム 0.32
サッカリンナトリウム 0.1
香料 1.5
精製水 バランス
合計 100%
(D)/((A)+(B))の質量比;5.7
ビタミンEの安定性;95%
バイオフィルム殺菌効果;0.04%
[Formulation Example 1] Toothpaste (A) Isopropylmethylphenol 0.2
(B) Sodium lauroylmethyltaurate 0.5
(C) Vitamin E 0.2
(D) Sodium pyrrolidone carboxylate 4.0
Abrasive silica 15
Thickening silica 5.0
Polyoxyethylene (5) hydrogenated castor oil 2.0
Propylene glycol 5.0
Sorvit 28
Xanthan gum 1.0
Sodium polyacrylate 0.5
Sodium alginate 0.5
Tranexamic acid 0.1
Sodium fluoride 0.32
Saccharin sodium 0.1
Fragrance 1.5
purified water balance
Total 100%
Mass ratio of (D)/((A)+(B)); 5.7
Vitamin E stability: 95%
Biofilm bactericidal effect: 0.04%
[処方例2]練歯磨
(A)イソプロピルメチルフェノール 0.05
(B)ラウロイルメチルタウリンナトリウム 0.3
(B)ラウロイルサルコシンナトリウム 0.4
(C)ビタミンE 0.05
(D)ピロリドンカルボン酸ナトリウム 2.5
研磨性シリカ 20
増粘性シリカ 3.0
ポリオキシエチレン(20)硬化ヒマシ油 1.0
ポリオキシエチレン(5)ステアリルエーテル 2.0
プロピレングリコール 3.0
ソルビット 21
キサンタンガム 1.5
ポリアクリル酸ナトリウム 0.3
アルギン酸ナトリウム 0.3
フッ化ナトリウム 0.32
サッカリンナトリウム 0.15
香料 1.3
精製水 バランス
合計 100%
(D)/((A)+(B))の質量比;3.3
ビタミンEの安定性;95%
バイオフィルム殺菌効果;0.15%
[Formulation Example 2] Toothpaste (A) Isopropylmethylphenol 0.05
(B) Sodium lauroylmethyltaurate 0.3
(B) Sodium lauroyl sarcosine 0.4
(C) Vitamin E 0.05
(D) Sodium pyrrolidone carboxylate 2.5
Abrasive silica 20
Thickening silica 3.0
Polyoxyethylene (20) hydrogenated castor oil 1.0
Polyoxyethylene (5) stearyl ether 2.0
Propylene glycol 3.0
Sorvit 21
Xanthan gum 1.5
Sodium polyacrylate 0.3
Sodium alginate 0.3
Sodium fluoride 0.32
Saccharin sodium 0.15
Fragrance 1.3
purified water balance
Total 100%
Mass ratio of (D)/((A)+(B)); 3.3
Vitamin E stability: 95%
Biofilm bactericidal effect; 0.15%
Claims (5)
(B)アシルアミノ酸、アシルタウリン及びこれらの塩から選ばれる1種以上、
(C)トコフェロール、その有機酸とのエステル及びこれらの塩から選ばれる1種以上
並びに
(D)ピロリドンカルボン酸又はその塩
を含有することを特徴とする口腔用組成物。 (A) isopropylmethylphenol,
(B) one or more selected from acyl amino acids, acyl taurine, and salts thereof;
An oral composition comprising (C) one or more selected from tocopherol, its ester with an organic acid, and a salt thereof, and (D) pyrrolidone carboxylic acid or a salt thereof.
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