JPS63198616A - Anticariogenic substance - Google Patents
Anticariogenic substanceInfo
- Publication number
- JPS63198616A JPS63198616A JP3120687A JP3120687A JPS63198616A JP S63198616 A JPS63198616 A JP S63198616A JP 3120687 A JP3120687 A JP 3120687A JP 3120687 A JP3120687 A JP 3120687A JP S63198616 A JPS63198616 A JP S63198616A
- Authority
- JP
- Japan
- Prior art keywords
- glycyrrhizin
- anticariogenic
- formation
- gymnemic acid
- substance
- 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
- 239000000126 substance Substances 0.000 title claims abstract description 17
- 230000000170 anti-cariogenic effect Effects 0.000 title abstract description 7
- 239000004378 Glycyrrhizin Substances 0.000 claims abstract description 31
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229960004949 glycyrrhizic acid Drugs 0.000 claims abstract description 31
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 claims abstract description 31
- 235000019410 glycyrrhizin Nutrition 0.000 claims abstract description 31
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 claims abstract description 31
- 229930183009 gymnemic acid Natural products 0.000 claims abstract description 24
- 235000006200 Glycyrrhiza glabra Nutrition 0.000 claims abstract description 7
- 241000202807 Glycyrrhiza Species 0.000 claims description 4
- 235000001453 Glycyrrhiza echinata Nutrition 0.000 claims description 4
- 235000017382 Glycyrrhiza lepidota Nutrition 0.000 claims description 4
- 230000000675 anti-caries Effects 0.000 claims description 4
- 229940010454 licorice Drugs 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 208000002925 dental caries Diseases 0.000 abstract description 13
- 230000000694 effects Effects 0.000 abstract description 9
- 230000015572 biosynthetic process Effects 0.000 abstract description 7
- 229920001503 Glucan Polymers 0.000 abstract description 6
- 210000000214 mouth Anatomy 0.000 abstract description 5
- 241000894006 Bacteria Species 0.000 abstract description 4
- 229930006000 Sucrose Natural products 0.000 abstract description 4
- 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 abstract description 4
- 235000013305 food Nutrition 0.000 abstract description 4
- 230000002401 inhibitory effect Effects 0.000 abstract description 4
- 235000019605 sweet taste sensations Nutrition 0.000 abstract description 4
- 244000303040 Glycyrrhiza glabra Species 0.000 abstract description 3
- 239000005720 sucrose Substances 0.000 abstract description 3
- 229920002472 Starch Polymers 0.000 abstract description 2
- 230000003110 anti-inflammatory effect Effects 0.000 abstract description 2
- 230000001013 cariogenic effect Effects 0.000 abstract description 2
- 235000019698 starch Nutrition 0.000 abstract description 2
- 239000008107 starch Substances 0.000 abstract description 2
- 230000003637 steroidlike Effects 0.000 abstract description 2
- 230000001580 bacterial effect Effects 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 238000013329 compounding Methods 0.000 abstract 2
- 229930182478 glucoside Natural products 0.000 abstract 1
- 150000008131 glucosides Chemical class 0.000 abstract 1
- 235000000346 sugar Nutrition 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 230000007505 plaque formation Effects 0.000 description 9
- 239000002609 medium Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 208000002064 Dental Plaque Diseases 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 241000194019 Streptococcus mutans Species 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 235000017443 Hedysarum boreale Nutrition 0.000 description 2
- 235000007858 Hedysarum occidentale Nutrition 0.000 description 2
- 241000194017 Streptococcus Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- 239000000469 ethanolic extract Substances 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 229930182470 glycoside Natural products 0.000 description 2
- 150000002338 glycosides Chemical class 0.000 description 2
- 239000001947 glycyrrhiza glabra rhizome/root Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- 206010013911 Dysgeusia Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000208251 Gymnema Species 0.000 description 1
- 101100068851 Rattus norvegicus Glra1 gene Proteins 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 241000219995 Wisteria Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000772 anti-erosive effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000008122 artificial sweetener Substances 0.000 description 1
- 235000021311 artificial sweeteners Nutrition 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000007640 basal medium Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 229940112822 chewing gum Drugs 0.000 description 1
- 229930002875 chlorophyll Natural products 0.000 description 1
- 235000019804 chlorophyll Nutrition 0.000 description 1
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 235000013681 dietary sucrose Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 238000002481 ethanol extraction Methods 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000009545 invasion Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229940041678 oral spray Drugs 0.000 description 1
- 239000000668 oral spray Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229940031008 streptococcus mutans Drugs 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 238000003809 water extraction Methods 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
- A61K8/63—Steroids; Derivatives thereof
Abstract
Description
【発明の詳細な説明】
A0発明の目的
(1)産業上の利用分野
本発明は、虫歯の予防に用いられる抗齲蝕性物質に関す
る。DETAILED DESCRIPTION OF THE INVENTION A0 Object of the Invention (1) Field of Industrial Application The present invention relates to an anti-caries substance used for preventing dental caries.
(2)従来の技術
虫歯(6M歯)は古くから人類を悩ませ、特に、「砂糖
の消費は文明のバロメータ」と称される頃から砂糖と關
蝕との関係は注目され、その予防法については多くの研
究実績が積み重ねられている。(2) Conventional technology Tooth decay (6M teeth) has plagued humanity since ancient times, and in particular, the relationship between sugar and tooth decay has been attracting attention since the time when sugar consumption was called the barometer of civilization, and ways to prevent it. Many research results have been accumulated regarding this.
従来、鶴蝕予防法の基本的な考え方は、殺菌剤や抗生物
質の投与により連鎖球菌の一種である鯖蝕原生細菌(ス
トレプトコッカス ムタンス、5treptococc
us mutans)を口腔内から排除する翫抗麟蝕性
人工甘味物質を用いるようにして砂糖を摂取しない、歯
質を強化して鵬蝕原生細菌の侵襲に抗する等である。Traditionally, the basic idea of crane erosion prevention methods has been to eliminate Streptococcus mutans, a type of streptococcus, by administering bactericides and antibiotics.
For example, the use of artificial sweeteners with anti-erosive properties that eliminate S. mutans) from the oral cavity prevents the ingestion of sugar, and strengthens the tooth structure to resist invasion by proto-erosive bacteria.
ところが近年になって、麟蝕は口腔内の献蝕原生細菌が
砂糖を分解して粘り気の強いグルカン(多糖体)を生成
し、それが歯のエナメル質表面に粘着して歯垢(プラー
ク)を形成することから始まると提唱され、この歯垢形
成が鵬蝕の根源であることは、今や学界の定説とされて
いる。However, in recent years, dental caries is caused by progenitor bacteria in the oral cavity decomposing sugar and producing sticky glucan (polysaccharide), which adheres to the tooth enamel surface and forms dental plaque. It has been proposed that plaque formation begins with the formation of dental plaque, and it is now an established theory in academic circles that this plaque formation is the root cause of dental caries.
このような観点より、前記話蝕予防法に加え、グルカン
の生成を抑制して歯のエナメル質表面における歯垢の形
成を阻止するようにすれば、虫歯を確実に予防すること
ができることになる。From this perspective, in addition to the above-mentioned dental caries prevention method, it is possible to reliably prevent tooth decay by suppressing glucan production and preventing plaque formation on the tooth enamel surface. .
(3)発明が解決しようとする問題点
そこで、抗門蝕性物質を求めて多くの研究者が鋭意硬鋼
に励んでいるが、現在のところ効果的な抗鶴蝕性物質は
得られていない。(3) Problems to be solved by the invention Therefore, many researchers are working diligently on hard steel in search of anti-corrosion substances, but so far no effective anti-corrosion substances have been obtained. do not have.
本発明は前記に鑑み、歯垢の形成阻止効果の高い前記抗
門蝕性物質を提供することを目的とする。In view of the above, an object of the present invention is to provide the above-mentioned anti-portal caries substance which is highly effective in inhibiting the formation of dental plaque.
B0発明の構成
(1)問題点を解決するための手段
本発明に係る抗齲蝕性物質は、甘草から得られるグリチ
ルリチンよりなることを特徴とする。B0 Structure of the Invention (1) Means for Solving Problems The anti-caries substance according to the present invention is characterized by comprising glycyrrhizin obtained from licorice.
また本発明に係る抗鯖蝕性物質は、甘草から得られるグ
リチルリチンにギムネマ酸を配合したことを特徴とする
。Furthermore, the anti-cariogenic substance according to the present invention is characterized in that gymnemic acid is blended with glycyrrhizin obtained from licorice.
(2)作 用
前記グリチルリチンは甘草の根から抽出される配糖体の
一種であり、前記話蝕原生細菌によるグルカンの生成を
抑制し、歯垢形成を確実に阻止する作用を有する。(2) Effect Glycyrrhizin is a type of glycoside extracted from licorice root, and has the effect of suppressing the production of glucan by the cariogenic bacteria and reliably inhibiting the formation of dental plaque.
グリチルリチンの薬剤としての歴史は古く、それは紀元
前から用いられており、現在知られているグリチルリチ
ンの薬理作用はステロイド様作用、抗炎症作用、抗動脈
硬化作用等であり、したがってグリチルリチンは人体に
対して無害である。Glycyrrhizin has a long history as a drug, having been used since B.C. The currently known pharmacological effects of glycyrrhizin include steroid-like effects, anti-inflammatory effects, and anti-arteriosclerotic effects. It is harmless.
グリチルリチンは、砂糖(サッカロース)の100倍の
甘味を有し、また砂糖とは異なった後味を呈するが、こ
のグリチルリチンにギムネマ酸を配合すると、そのギム
ネマ酸の甘味抑制作用によってグリチルリチンの甘味を
和らげることができる。Glycyrrhizin is 100 times sweeter than sugar (sucrose) and has a different aftertaste from sugar; however, when gymnemic acid is added to glycyrrhizin, the sweetness of glycyrrhizin is softened by the sweetness suppressing action of the gymnemic acid. Can be done.
前記ギムネマ酸は、インド、アフリカおよび中国に自生
する植物である匙關藤(シコウトウ、Gymnema
5ylvestre )の葉または茎から抽出されるも
ので、経口投与後1〜2時間はグリチルリチンの甘味を
抑制する等飲食物の味を変える作用を有する。The gymnemic acid is derived from Gymnema, a plant native to India, Africa, and China.
It is extracted from the leaves or stems of Glycyrrhizin and has the effect of changing the taste of foods and drinks, such as suppressing the sweetness of glycyrrhizin, for 1 to 2 hours after oral administration.
なお、ギムネマ酸は、低カロリー飲食物に用いられて砂
糖等の腸管からの吸収を抑制する作用を有するもので、
この点については本出願人が既に提案しており(特開昭
61−5023号公報参照)、シたがってギムネマ酸は
人体に対して無害である。Gymnemic acid is used in low-calorie foods and drinks and has the effect of suppressing the absorption of sugar and other substances from the intestinal tract.
The present applicant has already proposed this point (see Japanese Patent Laid-Open No. 61-5023), and therefore gymnemic acid is harmless to the human body.
(3)実施例
〔検定例■〕
被検試料として、甘草の根から得られた市販のグリチル
リチンを用い、その濃度が0.1.1.10mMの溶液
を調製する。(3) Example [Test Example ■] Using commercially available glycyrrhizin obtained from licorice root as a test sample, a solution having a concentration of 0.1.1.10 mM is prepared.
液体培地(TTY基礎培地)として、砂糖(サッカロー
ス)を含有してない培地、30mMの砂糖を含有する培
地、および30mMの砂糖に前記各溶液を個別に含有さ
せた培地を調製し、各液体培地に醋蝕原生細菌(Str
eptococcus mutans、 IID 97
3株)を100.cuff/4m/植菌し、37℃にて
48時間の試験管培養を行う。As a liquid medium (TTY basal medium), a medium containing no sugar (sucrose), a medium containing 30mM sugar, and a medium containing each of the above solutions individually in 30mM sugar were prepared, and each liquid medium was Streptococcus protobacteria (Str
Eptococcus mutans, IID 97
3 stocks) to 100. Cuff/4m/inoculated and cultured in a test tube at 37°C for 48 hours.
前記各液体培地において、生成されたグルカンに伴う歯
垢形成の程度は、その歯垢を粉砕した後、波長660n
mの濁度計を用いてクレット単位(Klett uni
t)を測定することにより行われる。In each of the above-mentioned liquid media, the degree of plaque formation accompanying the generated glucans was determined by the wavelength of 660 nm after the plaque was pulverized.
Klett unit (Klett uni
t).
図面は前記測定結果を示す。砂糖を含有していない液体
培地(No Sue )ではグルカンの生成、したがっ
て歯垢の形成はなく、測定値は2クレット単位以下であ
るが、30mMの砂糖を含有する液体培地(30mM
5uc)では約100クレツト単位となる。The drawings show the measurement results. In the liquid medium containing no sugar (No Sue), there is no glucan production and therefore no plaque formation, and the measured value is less than 2 Cret units, whereas in the liquid medium containing 30mM sugar (30mM
5uc), it becomes about 100 cret units.
30mMの砂糖およびグリチルリチンを含有する液体培
地(Glyr)において、グリチルリチンを1mM以上
含有すると、測定値は前記No Sueの場合と同じ
2クレット単位であり、歯垢の形成が阻止されている。In a liquid medium (Glyr) containing 30mM sugar and glycyrrhizin, when glycyrrhizin is contained at 1mM or more, the measured value is 2 Cret units, which is the same as in the case of No Sue, and plaque formation is inhibited.
ただし、グリチルリチンの含有量が0.1mM以下では
、前記歯垢形成阻止効果は得られない。However, if the content of glycyrrhizin is 0.1 mM or less, the above-mentioned plaque formation inhibiting effect cannot be obtained.
以上の結果より、歯垢形成阻止のためにはグリチルリチ
ンを1mM以上含有するのが望ましい。From the above results, it is desirable to contain glycyrrhizin at 1 mM or more in order to inhibit plaque formation.
先ず、ギムネマ酸の抽出および精製について説明する。 First, extraction and purification of gymnemic acid will be explained.
匙菱藤の乾燥葉200gを60℃の温水中に約5時間浸
し、これを4〜5回繰返して粗製ギムネマ酸を含む温水
抽出液を得る。この温水抽出操作は、最初からアルコー
ルを用いて抽出すると、葉緑素、脂質類が溶出されてく
るので、これを避けるために行われる。200 g of dried leaves of Sobishi Wisteria are immersed in warm water at 60° C. for about 5 hours, and this is repeated 4 to 5 times to obtain a hot water extract containing crude gymnemic acid. This hot water extraction operation is performed to avoid chlorophyll and lipids from being eluted if alcohol is used for extraction from the beginning.
温水抽出液を2N硫酸でpH3に調整して、粗製ギムネ
マ酸を含む沈澱物を得る。The warm water extract is adjusted to pH 3 with 2N sulfuric acid to obtain a precipitate containing crude gymnemic acid.
沈澱物を、15000rpm、15分間の条件の下で遠
心沈降を行うことにより集め、その集合物を水で洗浄後
、エタノールにより4〜5回抽出してエタノール抽出液
を得る。このエタノール抽出操作は、沈澱物からタンパ
ク質、多糖類等を除くために行われる。The precipitate is collected by performing centrifugal sedimentation at 15,000 rpm for 15 minutes, and the aggregate is washed with water and then extracted with ethanol 4 to 5 times to obtain an ethanol extract. This ethanol extraction operation is performed to remove proteins, polysaccharides, etc. from the precipitate.
エタノール抽出液を減圧下で濃縮し、その濃縮物に、容
量でそれの2倍量のアセトンを加えた後、遠心沈降を行
う。The ethanol extract is concentrated under reduced pressure, and twice its volume of acetone is added to the concentrate, followed by centrifugation.
粗製ギムネマ酸を含む、遠心沈降後の上澄液を減圧下で
濃縮乾固し、これに溶媒として炭酸ジエチルを加えて沸
点下で数回抽出を繰返す。The supernatant containing crude gymnemic acid after centrifugal sedimentation is concentrated to dryness under reduced pressure, diethyl carbonate is added as a solvent, and extraction is repeated several times at boiling point.
前記溶媒から析出したものを集め、これを蒸発乾固して
高速液体クロマトグラフィに通す。大型カラムに逆相系
担体(Cue)を充填し、移動相が水:メタノール=1
:1の割合からメタノール100%となるように緩徐に
溶出すると、メタノール濃度70〜80%の部分に、精
製されたギムネマ酸が溶出する。これを蒸発乾固してp
H7に調整すると、ギムネマ酸はNa塩、K塩またはN
H4塩として得られる。この精製ギムネマ酸は一種のサ
ポニン(配糖体)である。精製ギムネマ酸の収量は、前
記乾燥葉100g当り0.1〜0.5重量%である。The precipitate from the solvent is collected, evaporated to dryness and passed through high performance liquid chromatography. A large column is packed with a reverse phase carrier (Cue), and the mobile phase is water:methanol = 1
When slowly eluting from a ratio of 1:1 to 100% methanol, purified gymnemic acid is eluted in a portion where the methanol concentration is 70 to 80%. Evaporate this to dryness and p
When adjusted to H7, gymnemic acid is converted into Na salt, K salt or N
Obtained as H4 salt. This purified gymnemic acid is a type of saponin (glycoside). The yield of purified gymnemic acid is 0.1 to 0.5% by weight per 100 g of the dried leaves.
次いで 被検試料として、前記市販グリチルリチンと前
記精製ギムネマ酸とを容量比で75対25.50対50
.25対75の割合に配合して合計1mM(両物質の分
子量は約1000として計算する)となるように調整し
たものを得る。Next, as a test sample, the commercially available glycyrrhizin and the purified gymnemic acid were mixed in a volume ratio of 75:25.50:50.
.. A mixture prepared in a ratio of 25:75 to give a total of 1 mM (calculated assuming that the molecular weight of both substances is about 1000) is obtained.
前記三種の被検試料を用いて、前記検定例■と同様の方
法で試験管培養を行い、次いで測定を行ったところ何れ
の被検試料についても測定値は、前記No sucの場
合と同様に2クレット単位以下であり、歯垢の形成が阻
止されていることが確認されている。Using the three types of test samples, test tube culture was carried out in the same manner as in the test example ① above, and then measurement was performed.The measured values for all test samples were the same as in the case of No suc. It has been confirmed that the amount is 2 Clets or less, and that plaque formation is inhibited.
グリチルリチンとギムネマ酸の配合割合は、抗門蝕性物
質の甘味を考慮した場合、50対50が適当である。そ
の理由は、例えばグリチルリチンおよびギムネマ酸の配
合量をそれぞれ0.5 m Mに設定すると、グリチル
リチンの0.5mMは砂糖の甘味度に換算すると、砂糖
の0.05Mに相当する淡い甘さであり、一方、ギムネ
マ酸0.5 m、 Mはグリチルリチンの甘味をさらに
和らげて口腔内を清凍にするからである。The appropriate blending ratio of glycyrrhizin and gymnemic acid is 50:50, considering the sweet taste of the anti-portal caries substance. The reason is that, for example, if the blending amounts of glycyrrhizin and gymnemic acid are each set to 0.5 mM, 0.5mM of glycyrrhizin has a light sweetness equivalent to 0.05M of sugar when converted to the sweetness of sugar. On the other hand, 0.5 m, M of gymnemic acid further softens the sweetness of glycyrrhizin and makes the oral cavity refreshing.
前記グリチルリチン単独またはそれにギムネマ酸を配合
した抗鯖蝕性物賞の具体的使用例としては、その物質を
含有する歯磨、チューインガム、キャンディ、テーブル
シュガー、口腔内用スプレー等を挙げることができる。Specific examples of the use of the anti-cariogenic substance containing glycyrrhizin alone or gymnemic acid include toothpaste, chewing gum, candy, table sugar, oral spray, etc. containing the substance.
C8発明の効果
本発明によれば、グリチルリチンの抗門蝕効果によって
砂糖、デンプン賞を含む通常の飲食物を摂取しても、虫
歯の発生を確実に回避することができる。C8 Effects of the Invention According to the present invention, the occurrence of dental caries can be reliably avoided even if ordinary foods and drinks containing sugar and starch are ingested due to the anti-portal caries effect of glycyrrhizin.
またグリチルリチンにギムネマ酸を配合することによっ
て、グリチルリチンの甘味を抑制して口腔内を清涼にす
ることができる。Further, by blending gymnemic acid with glycyrrhizin, the sweet taste of glycyrrhizin can be suppressed and the inside of the oral cavity can be refreshed.
図面は各種液体培地の、波長660nmにおけるクレッ
ト単位を示すグラフである。The figure is a graph showing Klett units at a wavelength of 660 nm for various liquid media.
Claims (2)
特徴とする抗齲蝕性物質。(1) An anti-caries substance characterized by comprising glycyrrhizin obtained from licorice.
配合したことを特徴とする抗齲蝕性物質。(2) An anti-caries substance characterized by blending gymnemic acid with glycyrrhizin obtained from licorice.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3120687A JPS63198616A (en) | 1987-02-13 | 1987-02-13 | Anticariogenic substance |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3120687A JPS63198616A (en) | 1987-02-13 | 1987-02-13 | Anticariogenic substance |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS63198616A true JPS63198616A (en) | 1988-08-17 |
JPH0322847B2 JPH0322847B2 (en) | 1991-03-27 |
Family
ID=12324944
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3120687A Granted JPS63198616A (en) | 1987-02-13 | 1987-02-13 | Anticariogenic substance |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63198616A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998044901A1 (en) * | 1997-04-04 | 1998-10-15 | Optiva Corp. | Antimicrobial agents for oral hygiene products |
US6248309B1 (en) | 1997-04-04 | 2001-06-19 | Optiva Corporation | Gums containing antimicrobial agents |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59134729A (en) * | 1983-01-24 | 1984-08-02 | Takasago Corp | Inhibitor against growth of decay bacteria |
-
1987
- 1987-02-13 JP JP3120687A patent/JPS63198616A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59134729A (en) * | 1983-01-24 | 1984-08-02 | Takasago Corp | Inhibitor against growth of decay bacteria |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998044901A1 (en) * | 1997-04-04 | 1998-10-15 | Optiva Corp. | Antimicrobial agents for oral hygiene products |
US6248309B1 (en) | 1997-04-04 | 2001-06-19 | Optiva Corporation | Gums containing antimicrobial agents |
Also Published As
Publication number | Publication date |
---|---|
JPH0322847B2 (en) | 1991-03-27 |
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