JPH02138116A - Composition for oral cavity - Google Patents
Composition for oral cavityInfo
- Publication number
- JPH02138116A JPH02138116A JP29340088A JP29340088A JPH02138116A JP H02138116 A JPH02138116 A JP H02138116A JP 29340088 A JP29340088 A JP 29340088A JP 29340088 A JP29340088 A JP 29340088A JP H02138116 A JPH02138116 A JP H02138116A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- composition
- tetrahydroabietic acid
- present
- ester derivative
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 24
- 210000000214 mouth Anatomy 0.000 title abstract description 5
- YPGLTKHJEQHKSS-ASZLNGMRSA-N (1r,4ar,4bs,7r,8as,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid Chemical class [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@@H](C(C)C)C[C@@H]2CC1 YPGLTKHJEQHKSS-ASZLNGMRSA-N 0.000 claims abstract description 19
- 150000002148 esters Chemical class 0.000 claims abstract description 11
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 abstract description 8
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 abstract description 6
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 abstract description 6
- 230000001580 bacterial effect Effects 0.000 abstract description 6
- 208000002925 dental caries Diseases 0.000 abstract description 6
- 208000010266 Aggressive Periodontitis Diseases 0.000 abstract 1
- 230000000845 anti-microbial effect Effects 0.000 abstract 1
- 201000006727 periodontosis Diseases 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 description 10
- -1 Tetrahydroabietic acid ester Chemical class 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 241000194019 Streptococcus mutans Species 0.000 description 7
- 238000007796 conventional method Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 5
- 208000028169 periodontal disease Diseases 0.000 description 5
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- 235000010356 sorbitol Nutrition 0.000 description 4
- 229940034610 toothpaste Drugs 0.000 description 4
- 239000000606 toothpaste Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- JUNWLZAGQLJVLR-UHFFFAOYSA-J calcium diphosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])(=O)OP([O-])([O-])=O JUNWLZAGQLJVLR-UHFFFAOYSA-J 0.000 description 3
- 239000000679 carrageenan Substances 0.000 description 3
- 235000010418 carrageenan Nutrition 0.000 description 3
- 229920001525 carrageenan Polymers 0.000 description 3
- 229940113118 carrageenan Drugs 0.000 description 3
- 230000004663 cell proliferation Effects 0.000 description 3
- 235000019821 dicalcium diphosphate Nutrition 0.000 description 3
- 229910000393 dicalcium diphosphate Inorganic materials 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- 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 3
- 229920001817 Agar Polymers 0.000 description 2
- 208000002064 Dental Plaque Diseases 0.000 description 2
- 102000000340 Glucosyltransferases Human genes 0.000 description 2
- 108010055629 Glucosyltransferases Proteins 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 241000194017 Streptococcus Species 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- LWZFANDGMFTDAV-BURFUSLBSA-N [(2r)-2-[(2r,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O LWZFANDGMFTDAV-BURFUSLBSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 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 2
- 230000009036 growth inhibition Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002324 mouth wash Substances 0.000 description 2
- 229940051866 mouthwash Drugs 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000035755 proliferation Effects 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 2
- 229950006451 sorbitan laurate Drugs 0.000 description 2
- 235000011067 sorbitan monolaureate Nutrition 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-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 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 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 1
- 241000196324 Embryophyta Species 0.000 description 1
- 229920001503 Glucan Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 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 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 241000218641 Pinaceae Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- MTIXXHDQSVBSKG-UHFFFAOYSA-L [Na+].[Na+].OCCN(CCO)CCO.CCCCCCCCCCCCOS([O-])(=O)=O.CCCCCCCCCCCCOS([O-])(=O)=O Chemical compound [Na+].[Na+].OCCN(CCO)CCO.CCCCCCCCCCCCOS([O-])(=O)=O.CCCCCCCCCCCCOS([O-])(=O)=O MTIXXHDQSVBSKG-UHFFFAOYSA-L 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000004075 cariostatic agent Substances 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940071145 lauroyl sarcosinate Drugs 0.000 description 1
- FJHHBOWEISXQJX-ORAJIYJMSA-N methyl (1r,4ar,4bs,7r,8as,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-1-carboxylate Chemical compound C1C[C@@H](C(C)C)C[C@@H]2CC[C@H]3[C@@](C(=O)OC)(C)CCC[C@]3(C)[C@H]21 FJHHBOWEISXQJX-ORAJIYJMSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 229940085605 saccharin sodium Drugs 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野１
本発明は口腔用組成物に関する。さらに詳しくは、テト
ラヒドロアビエチン酸および／またはそのエステル誘導
体を配合した口腔用組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application 1] The present invention relates to an oral composition. More specifically, the present invention relates to an oral composition containing tetrahydroabietic acid and/or its ester derivative.
すなわち、本発明は、抗菌作用に優れ、しかも人体に安
全で、安定性に優れた口腔用組成物に関する。That is, the present invention relates to an oral cavity composition that has excellent antibacterial effects, is safe for the human body, and has excellent stability.
［従来の技術］
従来から、う蝕、歯周疾患の第一の原因は、歯垢の蓄積
にあることは、一般に広く認められている。口腔内に常
在するグラム陽性嫌気性細菌であるストレプトコッカス
・ミュータンス（Ｓｔｒｅｐｔｏｃｏｃｃｕｓ ｍｕｔ
ａｎｓ）はシュークロースを基質として、ＧＴＦ （グ
ルコシルトランスフェラーゼ）の作用により、非水溶性
グルカンを産生じ、歯牙表面に強固に付着して歯垢を形
成する。そしてこの過程で糖の分解により産生される乳
酸などの有機酸により歯質が脱灰され、う蝕、更には歯
周疾患を招く。[Prior Art] It has been generally accepted that the primary cause of dental caries and periodontal disease is the accumulation of dental plaque. Streptococcus mutans is a Gram-positive anaerobic bacterium that resides in the oral cavity.
Ans) uses sucrose as a substrate to produce water-insoluble glucan by the action of GTF (glucosyltransferase), which firmly adheres to the tooth surface and forms dental plaque. During this process, organic acids such as lactic acid produced by the decomposition of sugar demineralize the tooth, leading to dental caries and even periodontal disease.
ロジンおよびその主成分であるアビエチン酸は、上記の
原因ときれるストレプトコッカス・ミュータンスに対し
て、抗菌作用を有することが知られている。（特開昭５
９−１７５４１０．特開昭５〔発明が解決しようとする
課題〕
Ｉ ・−の
しかしながら、前記アビエチン酸の、う蝕、歯周疾患に
対する効果は一応認められているものの、その効果はか
ならずしも満足すべきものではなく、空気中で酸化劣化
を受けやすく、この酸化物は不安定で、感作性があるた
め、アとエデン酸は、−般には使用が制限されている。Rosin and its main component, abietic acid, are known to have antibacterial effects against Streptococcus mutans, which is the cause of the above. (Unexamined Japanese Patent Publication No. 5
9-175410. JP-A No. 5 [Problems to be Solved by the Invention] I. However, although the effects of abietic acid on caries and periodontal diseases have been recognized, the effects are not necessarily satisfactory; Due to its susceptibility to oxidative degradation in air, the instability and sensitizing properties of this oxide, the use of acetic acid and edenoic acid is generally limited.
発明の目的
前記したような事情に鑑み、本発明者らは、安全性およ
び安定性に優れ、しかもストレプトコッカス・ミュータ
ンスに対する抗菌性を更に向上せしめた口腔用組成物を
開発することを目的として鋭意研究を重ねた結果、マツ
科植物から抽出されるアビエチン酸を水素添加して得ら
れるテトラヒドロアビエチン酸および／またはそのエス
テル誘導体が極めて安全性および安定性に優れ、ストレ
プトコッカス・ミュータンスに対して極めて強い抗菌性
を有することを認めた。Purpose of the Invention In view of the above-mentioned circumstances, the present inventors have worked diligently with the aim of developing an oral composition that is excellent in safety and stability and has further improved antibacterial properties against Streptococcus mutans. As a result of repeated research, tetrahydroabietic acid and/or its ester derivatives obtained by hydrogenating abietic acid extracted from Pinaceae plants are extremely safe and stable, and extremely resistant to Streptococcus mutans. It was confirmed that it has antibacterial properties.
テトラヒドロアビエチン酸、またはその誘導体は、ロジ
ン中には含まれておらず、ストレプトコッカス・ミュー
タンスに対する抗菌性についての報告は全く見受けられ
ず、口腔組成物への応用はまったく知られていない。Tetrahydroabietic acid or its derivatives are not contained in rosin, and there have been no reports on its antibacterial properties against Streptococcus mutans, and its application to oral compositions is not known at all.
本発明者らは上記知見に基ずいて本発明を完成するに至
った。The present inventors have completed the present invention based on the above findings.
［課題を解決するための手段］
すなわち、本発明は、テトラヒドロアビエチン酸および
／またはそのエステル誘導体を含有してなる口腔用組成
物を提供するものである。[Means for Solving the Problems] That is, the present invention provides an oral composition containing tetrahydroabietic acid and/or an ester derivative thereof.
以下、本発明について詳述する。The present invention will be explained in detail below.
本発明において有効成分であるテトラヒドロアビエチン
酸および／またはそのエステル誘導体の口腔用組成物へ
の配合量は通常、乾燥残分量として０．００１〜１０重
量％、さらに好ましくは０．１〜３重量％である。０．
００１重量％未満では本発明の効果が充分に得られず、
また１０重量％を超えると製剤上不利である。In the present invention, the amount of tetrahydroabietic acid and/or its ester derivative, which is an active ingredient, added to the oral composition is usually 0.001 to 10% by weight as a dry residue, more preferably 0.1 to 3% by weight. It is. 0.
If it is less than 0.001% by weight, the effect of the present invention cannot be sufficiently obtained,
Moreover, if it exceeds 10% by weight, it is disadvantageous in terms of formulation.
本発明で用いられるテトラヒドロアビエチン酸またはそ
のエステル誘導体は植物由来のものであり、一種または
二以上が適宜選択されもちいられる。Tetrahydroabietic acid or its ester derivative used in the present invention is derived from plants, and one or more may be appropriately selected and used.
テトラヒドロアビエチン酸エステル誘導体は、テトラヒ
ドロアビエチン酸をエステル化した誘導体で、例えばテ
トラヒドロアビエチン酸メチル、テトラヒドロアビエチ
ン酸エチル、テトラヒドロアビエチン酸イソプロピル、
テトラヒドロアビエチン酸ｎブチル等が挙げられ、これ
らの中から一種または二種以上が適宜選択され用いられ
る。当該テトラヒドロアビエチン酸エステルは一般的な
エステル化の方法で製造することができる。Tetrahydroabietic acid ester derivatives are derivatives obtained by esterifying tetrahydroabietic acid, such as methyl tetrahydroabietate, ethyl tetrahydroabietate, isopropyl tetrahydroabietate,
Examples include n-butyl tetrahydroabietate, and one or more of these may be appropriately selected and used. The tetrahydroabietic acid ester can be produced by a general esterification method.
本発明の口腔用組成物にはテトラヒドロアビエチン酸お
よび／またはそのエステル誘導体に加えて、既存の殺菌
剤やう蝕防止剤等を、本発明の効果を損なわない限りに
おいて併用することができる。In addition to tetrahydroabietic acid and/or its ester derivative, existing bactericides, anti-caries agents, etc. can be used in the oral composition of the present invention as long as they do not impair the effects of the present invention.
本発明に係わる組成物には上記必須成分に加えて、必要
により組成物の形状に応じて、第ニリン酸カルシウム、
シリカ等の研磨剤、グリセリン、ソルビトール、プロピ
レングリコール等の湿潤剤、カルボキシメチルセルロー
ス、メチルセルロース、ヒドロキシエチルセルロース、
カラギーナン、ポリアクリル酸ナトリウム等の増粘剤、
ラウリル硫酸ナトリウム、ショ糖脂肪酸エステル、ラウ
ロイルサルコシネート等の界面活性剤、高級アルコール
、ワックス類等の油分、低級アルコール、香料、色素、
防腐剤、抗酸化剤１、水等、通常口腔用組成物に用いら
れる成分を配合することができる。In addition to the above-mentioned essential components, the composition according to the present invention may optionally contain calcium diphosphate,
Abrasives such as silica, wetting agents such as glycerin, sorbitol, propylene glycol, carboxymethylcellulose, methylcellulose, hydroxyethylcellulose,
Thickeners such as carrageenan and sodium polyacrylate,
Surfactants such as sodium lauryl sulfate, sucrose fatty acid ester, lauroyl sarcosinate, higher alcohols, oils such as waxes, lower alcohols, fragrances, pigments,
Components normally used in oral compositions, such as preservatives, antioxidants 1, and water, can be blended.
本発明の口腔用組成物の剤型は任意であり、固形系、溶
液系、可溶化系、乳化系、粉末分散系、水−油二相系、
水−油一粉末三層系等どのような剤型でも構わない。The dosage form of the oral composition of the present invention is arbitrary, and includes solid, solution, solubilized, emulsified, powder dispersion, water-oil two-phase,
Any dosage form may be used, such as a water-oil-one-powder three-layer system.
［実施例１
次に実施例をあげて本発明を更に具体的に説明するが、
本発明の範囲をこれ等の実施例に限定するものではない
ことはいうまでもない。なお以下の例において、配合量
は重量％で示す。[Example 1] Next, the present invention will be explained in more detail with reference to Examples.
It goes without saying that the scope of the present invention is not limited to these examples. In addition, in the following examples, the blending amount is shown in weight %.
試験例１ 抗菌活性
培地としてＢＨＩ寒天培地（栄研）を用い、オートクレ
ーブで１２１℃、１５分間加熱処理した。Test Example 1 BHI agar medium (Eiken) was used as an antibacterial activity medium, and heat treated in an autoclave at 121°C for 15 minutes.
各試料の０．５％アセトン溶液０．０９ｍ１を濾紙ディ
スク（８ｍｍφ）に浸み込ませ、予めストレプトコッカ
ス６ミユータンス（Ｓｔｒｅｐｔｏｃｏｃｃｕｓ ｍｕ
ｔａｎｓ ＡＴＣＣ２５１７５）を接種分散したＢ）Ｉ
Ｉ寒天平板上に接着させ、３７℃３日間嫌気培養した。A filter paper disk (8 mmφ) was soaked with 0.09 ml of 0.5% acetone solution of each sample, and Streptococcus mu
B) I inoculated and dispersed with tans ATCC25175)
The cells were adhered onto I agar plates and cultured anaerobically at 37°C for 3 days.
培養終了時濾紙の周囲に生じる透明帯（発育阻止帯）の
直径を測定し、抗菌力を判定した。At the end of the culture, the diameter of the transparent zone (growth inhibition zone) formed around the filter paper was measured to determine the antibacterial activity.
結果を第１表に示す。The results are shown in Table 1.
アビエチン酸 １５
テトラヒドロアビエチン酸 １８
試験例２ 抗菌活性
液体培地系での増殖抑制効果を測定した。液体培地とし
てＢ ＨＩ ？ｉ体培地に５％シュークロースを加え、
１２１℃、１５分間加熱処理した。Abietic acid 15 Tetrahydroabietic acid 18 Test example 2 Antibacterial activity The growth inhibition effect in a liquid medium system was measured. BHI as a liquid medium? Add 5% sucrose to i body medium,
Heat treatment was performed at 121°C for 15 minutes.
この培地９．９鑓中に、各試料のエタノール溶液を０
、１ ｍｌ加え、培地中での各試料濃度が５〜５０００
ｐｐｍになるように調製する。あらかじめ試験菌 スト
レプトコッカス・ミュータンス（Ｓｔｒｅｐｔｏｃｏｃ
ｃｕｓｍｕｔａｎｓ ＡＴＣＣ２５１７５）をＢＨＩ液
体培地で４８時間培養し、この培養液０ 、１ ｍｌを
前述の試料添加培地に接種し、嫌気下で２４時間乃至７
２時間培養し菌体増殖による培地の濁りを肉眼で観察し
た。試料添加による濁りが生じた場合は、常法により生
菌数測定を行ない、増殖しているか否かを判定した。Add the ethanol solution of each sample to 9.9 mL of this medium.
, 1 ml was added, and the concentration of each sample in the medium was 5 to 5000.
Adjust to ppm. Test bacteria Streptococcus mutans (Streptococcus)
cusmutans ATCC25175) in BHI liquid medium for 48 hours, 0.1 ml of this culture was inoculated into the above-mentioned sample-added medium, and the culture was incubated under anaerobic conditions for 24 hours to 7 hours.
After culturing for 2 hours, the turbidity of the medium due to cell proliferation was observed with the naked eye. If turbidity occurred due to sample addition, the number of viable bacteria was measured using a conventional method to determine whether or not they were growing.
結果を第２表に示す。The results are shown in Table 2.
＋：菌体増殖による濁りを生じた
（生菌数の増殖を認めた）
一：菌体増殖による濁りを生じない
（生菌数の増殖を認めない）
これより、アビエチン酸、テトラヒドロアビエチン酸の
ストレプトコッカス ミュータンスに対する最小発育防
止濃度（ＭＩＣ）値は各々２０ｐｐｍ、３ｐｐｍであり
、テトラヒドロアビエチン酸は非常に強い抗菌力を示す
事が明らかになった。+: Turbidity caused by bacterial cell proliferation (proliferation of viable bacteria was observed) 1: No turbidity caused by bacterial cell proliferation (proliferation of viable bacterial count was not observed) From this, it was determined that abietic acid and tetrahydroabietic acid. The minimum growth inhibitory concentration (MIC) values for Streptococcus mutans were 20 ppm and 3 ppm, respectively, indicating that tetrahydroabietic acid exhibits very strong antibacterial activity.
ソルビトール
無水ケイ酸
ポリアクリル酸ナトリウム
ラウリル硫酸ナトリウム
トリエタノールアミン
サッカリンナトリウム
パラオキシ安息香酸メチル
香料
テトラヒドロアビエチン酸
２０．０
５０．０
０．７
１．８
０．５
０．１
０．２
０．９
１．０
次に本発明にかかる口腔用組成物の実施例について説明
する。なお、各実施例の口腔用組成物とも、う触等、各
種細菌性歯周疾患に優れた予防改善効果を示した。 っ
ぎの処方により、常法に従って練歯磨を製造した。Sorbitol Silicic anhydride Sodium polyacrylate Sodium lauryl sulfate Triethanolamine Sodium saccharin Methyl paraoxybenzoate Flavor Tetrahydroabietic acid 20.0 50.0 0.7 1.8 0.5 0.1 0.2 0.9 1.0 Next, examples of the oral composition according to the present invention will be described. In addition, the oral cavity compositions of each Example showed excellent preventive and improving effects on various bacterial periodontal diseases such as dental caries. A toothpaste was manufactured according to the conventional method according to the recipe.
実施例１ 実施例２ つぎの処方により、常法に従って練歯磨を製造した。Example 1 Example 2 A toothpaste was manufactured according to a conventional method using the following formulation.
プロピレングリコール
無水ケイ酸
ポリアクリル酸ナトリウム
２０．０
５０．０
０．７
ラウリル硫酸ナトリウム １．８トリエタノー
ルアミン ０．５サツカリンナトリウム
０．１パラオキシ安息香酸メチル ０．
１香料 ０．９七ツキチ
オール ０．２テトラヒドロアビエチ
ン酸
メチルエステル ０．５
実施例３
つぎの処方により、常法に従って練歯磨を製造した。Propylene glycol anhydrous silicate polyacrylate sodium 20.0 50.0 0.7 Sodium lauryl sulfate 1.8 Triethanolamine 0.5 Sodium saccharin
0.1 Methyl paraoxybenzoate 0.
1 Flavor 0.9 Shitsukithiol 0.2 Tetrahydroabietic acid methyl ester 0.5 Example 3 A toothpaste was manufactured according to a conventional method using the following formulation.
グリセリン ３０．０ソルビトール
３０．０第ニリン酸カルシウム
３０．０カラギーナン １．
０ラウリル硫酸ナトリウム １．２サツカリン
ナトリウム ０．２香料
０．８テトラヒドロアビエデン酸 ３
．０実施例４
っぎの処方により、常法に従って練歯磨を製造した。Glycerin 30.0 Sorbitol 30.0 Calcium diphosphate
30.0 carrageenan 1.
0 Sodium lauryl sulfate 1.2 Sodium saccharin 0.2 Fragrance
0.8 Tetrahydroabiedic acid 3
．． Example 4 A toothpaste was manufactured according to the recipe according to the conventional method.
グリセリン ２０．０ソルビトール
２０．０第ニリン酸カルシウム
３０．０カラギーナン １
．０ラウリル硫酸ナトリウム １．２サツカリ
ンナトリウム ０．２香料
０．８テトラヒドロアビエチン酸
０．５エチルエステル
Ｈ
実施例５
っぎの処方により、常法に従ってマウスウォッシュを製
造した。Glycerin 20.0 Sorbitol 20.0 Calcium diphosphate
30.0 carrageenan 1
．． 0 Sodium lauryl sulfate 1.2 Sodium saccharin 0.2 Fragrance
0.8 Tetrahydroabietic acid
0.5 Ethyl Ester H Example 5 A mouthwash was manufactured according to the recipe according to the conventional method.
エチルアルコール ２０．０ポリオキシエ
チレン（，２０モル）
ソルビタンラウレート １．０
ポリオキシエチレン（４０モル）
硬化ヒマシ油 ０．５
テトラヒドロアビエチン酸 ０．３テトラヒドロ
アビエチン酸
エチルエステル ０．３
テトラヒドロアビエチン酸
ブチルエステル ０．３
水酸化ナトリウム ０．０５サツカリン
ナトリウム ０．０５香料
０．５Ｈ
実施例６
つぎの処方により、常法に従ってマウスウォッシュを製
造した。Ethyl alcohol 20.0 Polyoxyethylene (,20 mol) Sorbitan laurate 1.0 Polyoxyethylene (40 mol) Hydrogenated castor oil 0.5 Tetrahydroabietic acid 0.3 Tetrahydroabietic acid ethyl ester 0.3 Butyl tetrahydroabietate Ester 0.3 Sodium hydroxide 0.05 Sodium saccharin 0.05 Flavor
0.5H Example 6 A mouthwash was manufactured according to a conventional method using the following formulation.
エチルアルコール ２０．０ポリオキシエ
チレン（２０モル）
ソルビタンラウレート ２０．０
ポリオキシエチレン（４０モル）
硬化ヒマシ油 ０．５
テトラヒドロアビエチン酸 ０．０１水酸化ナト
リウム ０．０５サツカリンナトリウム
０．０５香料
０．５発明の効果
本発明は口腔用組成物において、テトラヒドロアビエチ
ン酸および／またはそのエステル誘導体を含むこととし
たので、う蝕を始めとする各種細菌性歯周疾患に対して
きわめて有効であり、安定性、
安全性に優れた口腔用組成物である。Ethyl alcohol 20.0 Polyoxyethylene (20 mol) Sorbitan laurate 20.0 Polyoxyethylene (40 mol) Hydrogenated castor oil 0.5 Tetrahydroabietic acid 0.01 Sodium hydroxide 0.05 Saccharin sodium 0.05 Fragrance
0.5 Effects of the Invention Since the oral composition of the present invention contains tetrahydroabietic acid and/or its ester derivative, it is extremely effective against various bacterial periodontal diseases including dental caries. It is an oral composition with excellent stability and safety.
Claims (1)
ステル誘導体を含有してなる口腔用組成物。(1) An oral composition containing tetrahydroabietic acid and/or its ester derivative.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29340088A JP2745019B2 (en) | 1988-11-18 | 1988-11-18 | Oral composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP29340088A JP2745019B2 (en) | 1988-11-18 | 1988-11-18 | Oral composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02138116A true JPH02138116A (en) | 1990-05-28 |
| JP2745019B2 JP2745019B2 (en) | 1998-04-28 |
Family
ID=17794277
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP29340088A Expired - Lifetime JP2745019B2 (en) | 1988-11-18 | 1988-11-18 | Oral composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2745019B2 (en) |
-
1988
- 1988-11-18 JP JP29340088A patent/JP2745019B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP2745019B2 (en) | 1998-04-28 |
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