KR20000037080A - Natural agent for preventing dental caries extracted from seed of grape - Google Patents

Abstract

PURPOSE: A natural anti tooth decay composition containing the extract of grape seed and/or the extract mixture with wormwood, green tea, black tea or Mori Cortex radicis is provided. The extract of grape seed inhibits activity of glucosyltransferase and has antibacterial activity against Streptococcus mutants ATCC 27351 causing secretion of glucosyltransferase. CONSTITUTION: An extract of grape seed is obtained by hydrothermal extraction using 60-99 % of acetone, or by heating using 60-99 % of ethanol or 60-99 % of methanol as extracting solvent, and drying. Gum comprises extract of grape seed and/or extract mixture with wormwood, green tea, black tea or Mori Cortex radicis of 0.001-5.0 wt.%, preferably, 0.1-1.0 wt.%, based on the weight of gum as effective ingredients.

Description

Natural agent for preventing dental caries extracted from seed of grape}

The present invention relates to the use of grape seed extract having inhibitory activity and antibacterial effect against glucosyltransferase secreted by the causative agent of caries, and a composition having a natural anti-cavity effect containing the extract.

More specifically, glucosyltransferase, an insoluble glucan-forming enzyme secreted by caries, is mixed with extracts from grape seeds under hot water or heating conditions using water or organic solvents alone or mixed with mugwort, green tea, black tea, and lettuce extract. The present invention relates to a natural anti-cavities composition for inhibiting carcinogenic activity and preventing caries caused by plaque formation by exhibiting antimicrobial activity against Streptococcus mutans ATCC 27351. It includes.

Looking at the creation process of caries is as follows.

Sugar contained in foods in the oral cavity forms sticky glucans that are insoluble in water by glucosyltransferase secreted by various types of oral bacteria, especially Streptococcus mutans, which causes tooth decay, to easily adhere to teeth and form membranes. Also, bacteria are easily attached thereto to form a living membrane, that is, a plague.

These bacteria break down sugars to produce acids as metabolites, which demineralize the enamel surface, which is a protective layer of the tooth, causing caries to develop. Therefore, in order to prevent tooth decay, the activity of glucosyltransferase secreted by Streptococcus mutans, which is a caries prevention bacterium, should be suppressed and the growth of caries causative bacteria should be suppressed.

In the case of using antibiotics, fungicides, etc. as a method for preventing the oral disease, it has been reported to have various side effects [J. Dent. Res. 23, 441 (1946); J. Dent. Res. 31, 421 (1996); K. Oral Ther. Pharmacol. 3, 157 (1966); J. Am. Dent. Ass. 87, 1006 (1973).

Plant extracts that have antimicrobial properties against tooth decay include lettuce, green tea, horse riding, and myrrh. Plants with an inhibitory effect of insoluble glucosyltransferase, a polysaccharide synthetase secreted by Streptococcus mutans, which play an important role in plaque formation Known extracts are reported to be wooyong tea, green tea, black tea and the like.

On the other hand, the extract extracted from grape seed has a melanin biosynthesis inhibitory effect in 1998, the patent applicant filed in the "application of grape seed extract as a tyrosinase inhibitor" (Application No .: 98-51189), but the grape seed extract The effect of caries prevention is not known yet.

In the patent application, Grape Seed Extract as a Tyrosinase Inhibitor (Application No. 98-51189), the grape seed extract contains a lot of condensed tannins, proanthocyanidins, and cyanidin (delyanidin) by acid treatment. (procyanidin) of polymers, transformed into delphinidin and pelargonidin, consisting of dimers, trimers, tetramers or decamers It has been disclosed that it includes substances such as prodelphinidin and propellagonidin and their isomers.

Namba (1984) et al. Have separated flavanone and flavanol components from Chinese herbal medicine extracts and inhibited gluttosyltransferase. Hattori et al. (1990) reported that condensed tannins isolated from green tea leaves had an excellent effect on the prevention of tooth decay, and Ahn et al. (1995) found several types of cacao bean Husks. Were isolated. Among them, Cinnamtannin A-2 showed higher inhibitory activity than Mutastein.

Meanwhile, in the field of preventing tooth decay chewing gum, chewing gum in which sugar causing tooth decay is substituted with other sugars and sweeteners, chewing gum including dextranase or muranase, which is an enzyme that decomposes insoluble glucan, has been manufactured and applied or marketed.

Therefore, the present inventors have been trying to develop a caries prevention material having both high inhibitory activity of glucosyltransferase secreted by the causative causative bacteria and inhibiting the growth of caries, and the extract extracted from grape seeds has excellent activity and no toxicity. When the substance is used alone or mixed with mugwort, green tea, black tea, baekbaekpi and the like, the effect is good, it was found that can be used as a composition of the gum to complete the present invention.

Therefore, the present inventors are working to develop a substance having the functions of both a glucosyltransferase inhibitor that inhibits the production of caries from natural products and a growth inhibitor of the causative agent of caries, while extracts from grape seeds are used alone or in mugwort, The present invention was completed by confirming that the glucosyltransferase had an excellent inhibitory activity and excellent antibacterial effect when used in combination with black tea, lettuce extract and the like.

Therefore, the present invention invents the caries prevention effect of one or more mixtures of natural extracts as a caries prevention agent and their use as a composition of gum.

1 is a view comparing the glucosyltransferase inhibitory activity of the extract extracted from grape seed according to the method of the present invention according to the concentration.

●: grape seed extract; Δ: pine needle extract;

◇: green tea extract; ◆: Black Tea Extract

■: mugwort extract; □: Cereal Extract

Figure 2 is a photograph showing the growth inhibitory activity of Streptococcus mutans (Streptococcus mutans ATCC 27351) of the grape seed extract extracted according to the method of the present invention.

Figure 3 is a photograph of the growth inhibitory activity of the streptococcus mutans (Streptococcus mutans ATCC 27351) extracted in accordance with the method of the present invention.

Therefore, the present invention contains components such as polyphenols and tannins obtained by degreasing the extract obtained by extraction under hydrothermal or heating conditions with at least one organic solvent selected from water or ethanol, methanol, acetone or a mixed solvent thereof. It is to provide a grape seed extract having a glucosyltransferase inhibitory activity and growth inhibitory activity of the causative bacteria.

At this time, the extract is extracted and dried using 60 to 99% acetone as the extraction solvent in the hot water extraction condition, or 60 to 99% ethanol or 60 to 99% methanol in the heating condition to obtain a dry powder. On the other hand, it characterized in that it comprises a natural composition having the glucosyltransferase inhibitory activity and the growth inhibitory activity of the causative agent bacteria of the grape seed extract and mugwort, green tea, black tea, lettuce extract and the like.

On the other hand, the grape seed extract or the natural composition is characterized in that it provides a composition of gum having a caries inhibiting function, characterized in that it contains 0.001 to 5.0% by weight of the active ingredient relative to the weight of the gum. At this time, preferably, the grape seed extract or the natural extract composition is characterized in that it contains 0.1 to 1.0% by weight active ingredient relative to the weight of the gum.

Hereinafter, the present invention will be described in more detail.

The present invention, in order to prepare an extract containing a large amount of an active substance from grape seeds having glucosyltransferase inhibitory activity and caries causative bacteria growth inhibitory activity, the patent application "grape seed extract as a tyrosinase inhibitor" (Application No .: 98- 51189).

Preferably, 60-99% acetone is used under hydrothermal extraction conditions, or 60-99% ethanol or 60-99% methanol is used under heating conditions, considering the drying yield and the active ingredient content depending on the extraction solvent and temperature. Prepare and dry to obtain dry powder. More preferably, the extract is prepared using 70-80% acetone in hot water extraction conditions or 70-80% ethanol or 70-80% methanol in heating conditions.

Insoluble adherent glucan produced by reacting glucosyltransferase extracted from the culture solution of Streptococcus mutans, the causative bacterium, which causes the glucosyltransferase inhibitory activity of extracts containing a large amount of polyphenols from grape seed is reacted with sucrose and the like. The results obtained by quantification using were as in Tables 2, 3 and FIG.

The grape seed extract is an extract of the edible fruit that has already been confirmed that there is no toxicity, the extract prepared through the process can be used as a gum composition.

Hereinafter, the present invention will be described in detail by Examples, Preparation Examples and Experimental Examples.

However, the following Examples, Preparation Examples and Experimental Examples illustrate the present invention, but the content of the present invention is not limited by these contents.

Example 1 Preparation of Grape Seed Extract

Wash the grape seed with water, dry it, crush it with a pulverizer to remove fat with hexane, and extract 100 g of ethanol, methanol or acetone with water and temperature, each extracted in 100 g of dried grape seed powder. Depending on the temperature was extracted with a shake incubator (30 ℃) or a reflux extractor (95 ℃) attached to a temperature control tank.

After extraction, the extract was concentrated under reduced pressure at 50 ° C. using a rotary evaporator and dried in vacuo again to obtain a grape seed extract in powder form. In addition, the weight of the grape seed before extraction and the weight of the dried grape seed powder after extraction according to the extraction solvent and the extraction temperature were respectively measured and the dry yield was calculated by comparison.

The polyphenol content of the grape seed extract was determined by the Pollin-Dennis method.

Considering the dry yield and the polyphenol content according to the extraction solvent and the extraction temperature as a whole, the extract using 70-80% acetone in hot water extraction conditions and the extract using 70-80% ethanol or methanol under heating conditions are most effective. Confirmed.

Drying Yield and Polyphenol Contents of Grape Seed Extract According to Extraction Solvent and Extraction Temperature Extraction solvent Extraction temperature (℃) Dry yield (%) Polyphenol Content of Grape Seed Extract (%) water 95 7.7 14.5 10% ethanol 30 2.1 5.1 40% ethanol 30 2.9 10.1 70, 80% Ethanol 30 2.8 19.2 10% ethanol 80 3.5 15.0 40% ethanol 80 7.4 27.4 70, 80% Ethanol 80 7.7 38.2 99% ethanol 75 1.5 50.0 10% acetone 30 2.3 4.0 40% acetone 30 4.1 19.0 70, 80% Acetone 30 3.7 40.3 10% methanol 80 3.0 14.1 40% methanol 80 7.1 25.2 70, 80% methanol 80 7.5 35.4

Example 2 Experiment of Inhibitory Effect of Glucosyltransferase of Grape Seed Extract

First, in order to obtain glucosyltransferase, the production strain Streptococcus mutans (Steptococcus mutans ATCC 27351) was incubated for 24 hours at 37 ° C as a seed culture solution. Main culture was inoculated with% (v / v).

To the supernatant obtained by centrifugation at 6,000 rpm for 20 minutes at room temperature, 3 L of ethanol, which was previously cooled, was added to precipitate the protein.

The precipitate obtained by centrifugation at 4 ° C and 8000 rpm for 30 minutes was suspended in 10 ml of 0.05M potassium phosphate buffer (pH 6.8), which was prepared as crude glucosyltransferase and stored at -20 ° C for freezing at 0.05 M potassium phosphate as needed. An appropriate amount of dilution in buffer (pH 6.5) was used.

In order to confirm the inhibitory effect of glucosyltransferase of grape seed extract, the adhesive insoluble glucan produced by using sucrose as a substrate was measured by absorbance.

In a test tube (13 × 100 mm), 0.8 ml of a solution of 12.5 g of sucrose and 0.25 g of sodium azide was dissolved in 1 L of 0.0625 M potassium phosphate buffer (pH 6.5), and 0.025 crude glucosyltransferase was added. 0.175 ml of ml and grape seed extract were added to adjust the final dose to 1 ml (B). 0.175 ml of distilled water was added to the control group instead of the grape seed extract (A).

Then, the test tube was inclined to stand at an angle of about 30 ° to the horizontal, and then reacted at 37 ° C. for 16 hours. After the reaction, the supernatant was discarded, 3 ml of distilled water was added, the glucan attached to the test tube wall was washed well, dried, dissolved in 1 ml of 0.5N-NaOH, and quantified by phenol-sulfuric acid method.

More specifically, 1 ml of 0.5 N NaOH is added to dissolve insoluble glucan attached to the test tube wall, and 2.5 ml of sulfuric acid (H ₂ SO ₄ ) is added to the mixed solution to which 1 ml of 5% phenol is added. The absorbance of the developed reaction solution was measured at 470 nm. The inhibitory effect on glucosyltransferase was determined by quantifying the adherent insoluble glucan produced by glucosyltransferase.

Each group was repeated three experiments, the enzyme inhibition rate (%) was calculated from the following formula.

The results were as shown in Table 2 when the concentration of the grape seed extract was added.

As a result, it showed a high inhibitory effect of 94.6% at 200ppm addition conditions.

Glucosyltransferase Inhibition Degree (%) = (A-B) / A × 100

A: absorbance at 470 nm of the control without sample;

B: absorbance at 470 nm of the experimental group to which the sample was placed;

Glucosyltransferase Inhibitory Effect of Grape Seed Extract with Different Concentrations Added concentration of grape seed extract (ppm) Glucosyltransferase Inhibition Rate (%) 2 20.6 10 49.8 20 75.7 50 85.4 100 92.9 200 94.6

In addition, by selecting the polyphenols known as the active ingredient in the inhibitory effect of glucosyltransferase and confirmed the inhibitory effect by the above method was shown in Table 3 and FIG. As a result, tannin was the highest at 87.9% and 20.8%, and procyanidine C1 was 78.8%. Grape seed extracts were 70, 80% ethanol warmed extracts 75.7%, the inhibitory effect was better than the extracts of other extraction conditions. In addition, the inhibitory effect was better than mugwort, pine needles, green tea, black tea, baekbaekpi.

Therefore, the grape seed extract containing a lot of condensed tannins excellent in glucosyltransferase inhibitory effect was determined to have a significant effect on the prevention of caries production.

Inhibition of Glucosyltransferase Activity of Grape Seed Extract and Control (%) Extraction solvent Extraction temperature (℃) Concentration (μg / mL) Inhibition (%) Grape Seed Hot Water Extract 95 20 35.2 Grape Seed 70, 80% Acetone Extract 30 20 45.2 Grape Seed 70, 80% Ethanol Extract 80 20 75.7 Grape Seed 99% Ethanol Extract 75 20 67.3 Control Mugwort Hot Water Extract 95 20 28.6 Pine Needle Hydrothermal Extract 95 20 33.2 Mugwort 70, 80% Ethanol Extract 80 20 52.6 Pine Needle 70, 80% Ethanol Extract 80 20 59.4 Green Tea 70, 80% Ethanol Extract 80 20 42.0 Black Tea 70, 80% Ethanol Extract 80 20 47.5 Morus bark 70, 80% ethanol extract 80 20 32.7 Tannin - 20 87.9 catechin - 20 46.2 epicatechin - 20 42.6 epicatechin gallate - 20 32.3 procyanidin B3 - 20 70.1 procyanidin C1 - 20 78.8 procyanidin B2 3'-O-gallate - 20 72.3

In addition, as a result of examining the synergistic inhibitory effect of glucosyltransferase when the grape seed extract and the extract of the other control were mixed with each other, the results shown in Table 4 were obtained.

The synergistic effect was better in the control group containing grape seed, mugwort, green tea, black tea, and lettuce extract, and the economic control group was a mixture of grape seed and mugwort extract.

Synergy of Grape Seed Extract with Other Extracts Control Concentration (μg / mL) % Inhibition Grape Seed 70, 80% Extract 20 75.70 Grape Seed + Wormwood Extract 20 75.99 Grape Seed + Green Tea Extract 20 70.28 Grape Seed + Black Tea Extract 20 74.92 Grape Seed + Morus Extract 20 67.34 Grape Seed + Wormwood + Green Tea Extract 20 68.49 Grape Seed + Wormwood + Black Tea Extract 20 70.34 Grape Seed + Wormwood + Lettuce Extract 20 64.93 Grape Seed + Green Tea + Morus Extract 20 68.49 Grape Seed + Black Tea + Morus Extract 20 63.93 Grape seed + mugwort + black tea + lettuce extract 20 77.98

Example 3 Antimicrobial Test of Grape Seed Extract

To investigate the growth inhibitory activity of the causative agent of tooth decay of the extract and the active ingredients of the extract prepared in Example 1 was used streptococcus mutans ATCC 27351.

Specifically, 200 g of Calf Brains Infusion, 250 g of Beef Heart Infusion, 10 g of Bacto Proteose Peptone, the Streptococcus mutans ATCC 27351 Streptococcus mutans ATCC 27351 (Streptococcus mutans) strains were inoculated into sterilized BHI liquid medium at pH 7.4 containing 2 g of Bacto Dextrose, 5 g of sodium chloride, 2.5 g of sodium diphosphate and 1 L of distilled water. Pre-incubation at 37 ° C. for 24 hours. The pre-cultured strains were inoculated in the main culture solution BHI liquid medium, and grape seed extracts extracted with 70 and 80% ethanol were added thereto, followed by main culture at 37 ° C. for 24 hours. At this time, the control group was inoculated only with Streptococcus mutans ATCC 27351 (Streptococcus mutans) strain in liquid BHI medium.

The determination of viable cell count was performed by the pour-plate method. After diluting the culture medium, which was main cultured at 37 ° C. for 24 hours, by 10-fold, 1 mL of the mixture was mixed in the medium and incubated at 37 ° C. for 24 to 48 hours, and the number of colonies was measured to measure the antibacterial activity of each sample.

The antimicrobial results of the grape seed extract are shown in Table 5. According to Table 5, when the grape seed extract is added 1%, the growth of Streptococcus mutans bacteria was completely inhibited.

In addition, the antimicrobial screening of grape seed extract was determined by 200 g of Calf Brains Infusion, 250 g of Beef Heart Infusion, and Bacto Proteose according to the paper disk agar diffusion method. Brain Heart Infusion, pH 7.4, containing 10 g of Peptone, 2 g of Bacto Dextrose, 5 g of sodium chloride, 2.5 g of Sodium Diphosphate, 15 g of Bacto Agar and 1 L of distilled water After sterilizing the solid medium, the Streptococcus mutans strain precultured 24 hours before agar was inoculated into 0.4 mL sterilized BHI solid medium and aliquoted at 40 mL per Patridish (90 mm id). Absorb 80μL of extract on 8mm diameter sterilized paper disc (Toyo Roshi Kasha Ltd., Japan), place it on agar, leave at 4 ℃ for 24 hours and incubate at 37 ℃ for 24 hours to inhibit growth around paper disc. Antibacterial activity was confirmed by the presence or absence of cyclization.

The results are shown in Table 6. According to Table 6, tannins and catechins were found to be very effective against the growth of Streptococcus putans, and catechin-rich green tea and black tea extracts also showed significant effects.

Grape seed extract, which contains a lot of condensed tannins, also showed excellent growth inhibitory effect on Streptococcus mutans, which was considered to be a good deterrent to caries.

Inhibition of Streptococcus mutans on Growth of Grape Seed Extracts Concentration (%) Streptococcus mutans fungus Control 5.4 × 10 ⁷ 0.001 4.7 × 10 ⁷ 0.0025 2.8 × 10 ⁶ 0.005 1.1 × 10 ⁵ 0.01 2.5 × 10 ⁴ 0.05 1.2 × 10 ³ 0.1 9.0 × 10 ¹ 0.5 2.0 × 10 ¹ 1.0 no colony

In addition, when the grape seed extract and the extract of the other control group were mixed with each other to examine the growth inhibitory effect of Streptococcus mutans, the results shown in Table 7 were obtained.

When the mugwort, green tea, black tea, and baekpipi extracts with excellent antibacterial effect were mixed with grape seed extract, it was more effective than grape seed extract alone. The ideal mixture of grape seed and black tea extract.

Synergy of Grape Seed Extract with Other Extracts Control Concentration (%) Inhibitory ring (mm) Grape Seed 70, 80% Extract 0.02 18 Grape Seed + Wormwood Extract 0.02 22 Grape Seed + Green Tea Extract 0.02 23 Grape Seed + Black Tea Extract 0.02 25 Grape Seed + Morus Extract 0.02 9 Grape Seed + Wormwood + Green Tea Extract 0.02 20 Grape Seed + Wormwood + Black Tea Extract 0.02 21 Grape Seed + Wormwood + Lettuce Extract 0.02 24 Grape Seed + Green Tea + Morus Extract 0.02 12 Grape Seed + Black Tea + Morus Extract 0.02 14 Grape seed + mugwort + black tea + lettuce extract 0.02 18

(Production Example 1)

An example of preparation of chewing gum containing grape seed extract is as follows. The grape seed extract obtained in Example 1 was added together with the fragrance raw material in the chewing gum formulation to prepare the desired chewing gum by the conventional method.

Parts by weight (%)

Extract of Example 1.0.2

Gum base 20.0 ~ 30.0

Xylitol 52.0 ~ 62.0

Sorbitol 6.0

Copper Chlorophyll 0.007

Peppermint Flavor 11.79

Total 100.0

(Production Example 2)

Parts by weight (%)

Extract of Example 1.0.2

Gum base 20.0 ~ 30.0

SORBITOL 58.0 ~ 68.0

Copper Chlorophyll 0.007

Peppermint Flavor 11.79

Total 100.0

(Production Example 3)

Parts by weight (%)

Extract of Example 1.0.2

Gum base 20.0 ~ 30.0

Sugar 50.0-60.0

SORBITOL 7.8

Copper Chlorophyll 0.007

Peppermint Flavor 11.99

Total 100.0

(Production Example 4)

Parts by weight (%)

Extract of Example 1.0.2

Gum base 20.0 ~ 30.0

Xylitol 29.0

SORBITOL 28.0 ~ 38.0

Copper Chlorophyll 0.007

Peppermint Flavor 12.79

Total 100.0

Experimental Example 1 Glucosyltransferase Inhibitory Activity of Gum Containing Grape Seed Extract

Inhibition activity of insoluble glucan synthase glucosyltransferase was measured in the same manner as in Example 2 by extracting the grape seed extract added from the gum preventive gum prepared in Preparation Examples 1 to 4 above. Distilled water was added instead of the gum extract as a control.

The results were shown in Table 8.

As a result, the grape seed extract was found to effectively inhibit glucosyltransferase, an insoluble glucan-forming enzyme that generates tooth decay in the oral cavity without losing activity even in gum prepared according to the conventional method.

Experimental Example 2 Measurement of Growth Inhibition Effect of Causative Tooth Caries of Gum Containing Grape Seed Extract

Tooth decay gum prepared in Examples 1 to 4 above dissolved in a solvent (benzene: alcohol = 2: 1) in the antibacterial test using a paper disk (paper disk) of a solid medium as in Example 3 Streptococcus causative bacteria Inhibitory activity against mutans was measured.

More specifically, after sterilizing the BHI solid medium of pH 7.4, inoculated into 0.4 mL sterilized BHI solid medium for 24 hours pre-cultured Streptococcus mutans strains before the agar solidified, the petri dishes (90mm id) Aliquot 40 mL per sugar. 80 μl of gum extract (benzene: alcohol = 2: 1) was absorbed on an 8 mm diameter sterilized paper disc (Toyo Roshi Kasha Ltd., Japan) and placed on agar, and the organic solvent was kept at 4 ° C. for 24 hours. I left it while blowing.

Thereafter, the cells were cultured at 37 ° C. for 24 hours to determine the antimicrobial activity with or without growth inhibitory ring formation around the paper disk.

The results were shown in Table 8. According to Table 8, the gum containing grape seed extract prepared in Preparation Example 1 was found to have a significant antibacterial effect.

Therefore, by adding the grape seed extract in the range of 0.2%, it is possible to produce a functional gum that can fully enjoy the flavor of the gum while fully exhibiting the function as a caries prevention gum.

Enzyme Inhibition of Gum Containing Grape Seed Extract and Growth Inhibitor Experimental group Glucosyltransferase inhibition rate (%) Caries-causing bacteria growth suppression system Preparation Example 1 67.0 - Preparation Example 2 62.5 + Preparation Example 3 50.1 ++ Preparation Example 4 58.2 +

+++: Very much growth of bacteria, ++: Some growth of bacteria, +: Some growth

Growth,-: almost no growth of bacteria,-: complete inhibition of growth of bacteria

The effect of the present invention is that the extract from grape seeds and one or more mixtures such as mugwort, green tea, black tea, baekbaekpi extract, etc. as a natural product does not have any side effects, when the cavities causative bacteria secreted when used alone or in combination with other extracts It inhibits glucosyltransferase activity, and excellently inhibits the growth of Streptococcus mutans, the causative agent of tooth decay, thereby providing a composition of gum having a function of preventing tooth decay.

Claims (5)

Glucosyltransfer containing components such as polyphenols and tannins obtained by degreasing the extract obtained by extraction under hydrothermal or heating conditions with at least one organic solvent selected from water or ethanol, methanol, acetone or a mixed solvent thereof Grape Seed Extract with Laze Inhibitory Activity and Growth Inhibitory Activity of Causative Causative Agents The method of claim 1, wherein the extract is extracted and dried by using 60 to 99% acetone as an extraction solvent under hot water extraction conditions or 60 to 99% ethanol or 60 to 99% methanol as the extraction solvent under heating conditions. Grape seed extract with glucosyltransferase inhibitory activity and growth inhibitory activity of the causative agent of caries A natural extract composition having a glucosyltransferase inhibitory activity and a growth inhibitory activity of the causative agent of tooth decay mixed with the grape seed extract of claim 1 and mugwort, green tea, black tea, and lettuce extract The gum composition having a tooth decay function, characterized in that containing the grape seed extract of claim 1 or the natural extract composition of claim 3 as an active ingredient of 0.001 to 5.0% by weight relative to the weight of the gum [5] The gum composition of claim 4, wherein the gum seed extract or the natural extract composition contains 0.1 to 1.0% by weight of the active ingredient as an effective ingredient.