JP2009173585A - Tranquilizing effect-imparting agent, tranquilizing perfume composition, and cosmetic and food and drink having tranquilizing effect - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a tranquilizing effect-imparting agent providing the tranquilizing effects by suppressing renal sympathetic nerve and also by the perfume, to provide a tranquilizing perfume composition containing the tranquilizing effect-imparting agent, and to provide a cosmetic and food and drink having the tranquilizing effect and obtained by adding the tranquilizing effect-imparting agent or the tranquilizing perfume composition. <P>SOLUTION: The tranquilizing effect-imparting agent contains at least one of the compound selected from the group consisting of β-damascenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol, 2,3-butanedione and 3-mercapto-3-methylbutyl formate as an active ingredient. The tranquilizing perfume composition contains the tranquilizing effect-imparting agent. The perfume having the tranquilizing effect and the food and drink having the tranquilizing effects are obtained by adding the tranquilizing effect-imparting agent or the tranquilizing perfume composition. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention relates to a sedative effect imparting agent, a fragrance composition containing the imparting agent, a cosmetic product and a food and drink having a sedative effect, and in particular, β-damacenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine. Sedative effect comprising, as an active ingredient, at least one compound selected from the group consisting of 2-methylbutanal, 2-methyl-3-furanthiol, 2,3-butanedione, and 3-mercapto-3-methylbutylformate The present invention relates to a sedative fragrance composition containing an imparting agent and the sedative effect imparting agent, and further relates to a cosmetic product having a sedative effect to which the sedative effect imparting agent or the sedative fragrance composition is added and a food and drink having a sedative effect.

Autonomic nerves are composed of sympathetic nerves and parasympathetic nerves, and these nerves work in a balanced manner to maintain the health of the body.
However, it is known that if the sympathetic nervous state continues due to excessive stress or the like, various disorders such as blood circulation disorder, decreased excretion ability, decreased hormone secretion, and cell destruction by active oxygen are known.

  In order to alleviate or soothe the sympathetic nervous state, a so-called aromatherapy is known in which aroma components contained in essential oils are aspirated or applied to improve those symptoms. This is because aroma components absorbed through the nose or lungs act on the autonomic nerves through the hypothalamus of the cerebrum.

For example, JP-A-3-111493 (Patent Document 1), JP-A-5-230495 (Patent Document 2), JP-A-5-202380 (Patent Document 3), JP-A-6-25693 (Patent Document 2). Reference 4) includes an essential oil from which high-boiling components have been removed from lavender oil, an essential oil from which high-boiling components have been removed from jasmine oil, an essential oil from which high-boiling components have been removed from rose oil, and an essential oil from which high-boiling components have been removed from narcis oil. A sedative effect using ss is disclosed.
JP 2000-86478 A (patent document 5), JP 6-1727810 A (patent document 6), JP 2006-63168 A (patent document 7), JP 2004-194590 A (patent document 6). Document 8), Japanese Patent Application Laid-Open No. 2003-119490 (Patent Document 9), and WO 2005/049773 (Patent Document 10) include 1,3,5-trimethoxybenzene and 1,3-dimethoxy-5-methyl, respectively. Sedative effects of aromatic compounds such as benzene, (3Z) -hexanal, (R) -linalool, terpinyl butyrate, 3-methylcyclopentadecanone-1,3-methyl-4-cyclopentadecen-1-one are disclosed. ing.

  However, conventional essential oils or fragrance compounds exhibiting a sedative effect are mainly used in cosmetics because of their fragrance, and there is a need for a fragrance compound having a sedative effect applicable to foods.

JP-A-3-111493 JP-A-5-230495 JP-A-5-202380 JP-A-6-25693 JP 2000-86478 A JP-A-6-1727810 Japanese Patent Laid-Open No. 2006-63168 JP 2004-194590 A JP 2003-119490 A WO2005 / 049773

An object of the present invention is to provide a sedative effect imparting agent applicable to foods and a sedative perfume composition containing the sedative effect imparting agent.
Furthermore, it is to provide a cosmetic product having a sedative effect and a food / beverage product having a sedative effect to which the sedative effect imparting agent or the sedative fragrance composition is added.
In particular, the sedative effect imparting agent in which the fragrance compound of the present invention suppresses sympathetic nerve activity and exerts a sedative effect, a sedative perfume composition containing the sedative effect imparting agent, and further, the sedative effect imparting agent or the sedative perfume composition is provided. It is to provide a cosmetic product having a soothing effect and a food or drink product having a soothing effect.

  That is, the sedative effect-imparting agent according to claim 1 of the present invention is β-damasenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol. A sedative effect-imparting agent comprising at least one selected from the group consisting of 2,3-butanedione and 3-mercapto-3-methylbutylformate as an active ingredient.

Moreover, the sedative fragrance | flavor composition of Claim 2 of this invention is a sedative fragrance | flavor composition characterized by containing the sedative effect imparting agent of the said Claim 1.
Preferably, the sedative fragrance composition according to claim 3 of the present invention is the sedative fragrance composition according to claim 2, wherein β-damerenone is 10 to 50000 ppm, 4-vinylguaiacol is 10 to 50000 ppm, and phenol is 1 ~ 100,000 ppm, 2-isobutyl-3-methoxypyrazine is 1 to 100,000 ppm, 3-methylbutanal is 1 to 100,000 ppm, 2-methyl-3-furanthiol is 1 to 100,000 ppm, 2,3-butanedione is 1 to 100,000 ppm, and / Or 3-mercapto-3-methylbutylformate is a sedative fragrance composition characterized by being contained in a content of 1 to 100,000 ppm.

  The cosmetic product according to claim 4 and the food and drink according to claim 5 of the present invention are imparted with a sedative effect containing the sedative effect imparting agent or sedative perfume composition according to any one of claims 1 to 3. Cosmetics and foods and drinks.

Moreover, the food and drink according to claim 6 of the present invention is at least one flavor selected from the group consisting of coffee, cocoa, chocolate, milk, sesame, barley tea, malt and cereal. It is food-drinks which have.
Preferably, the food / beverage product according to claim 7 of the present invention is the food / beverage product according to claim 5 or 6, wherein β-damasenone is 0.01 to 50 ppm, 4-vinylguaiacol is 0.01 to 50 ppm, and phenol. Is 0.001-100 ppm, 2-isobutyl-3-methoxypyrazine is 0.001-100 ppm, 3-methylbutanal is 0.001-100 ppm, 2-methyl-3-furanthiol is 0.001-100 ppm, , 3-butanedione is contained in a content of 0.001 to 100 ppm, and / or 3-mercapto-3-methylbutylformate is contained in a content of 0.001 to 100 ppm, and is provided with a sedative effect It is.

  Here, in the present invention, the sedative effect means an effect of suppressing sympathetic nerve activity, and particularly an effect of suppressing kidney sympathetic nerve activity.

The sedative effect imparting agent and the sedative perfume composition containing the imparting agent of the present invention can effectively exert a sedative effect by suppressing sympathetic nerve activity, particularly kidney sympathetic nerve, by aroma.
Furthermore, the cosmetics and foods and drinks having the sedative effect of the present invention include the sedative effect-imparting agent and sedative fragrance composition of the present invention and are not harmful to the human body even if added to foods and drinks or cosmetics. Similarly to the above, by suppressing sympathetic nerve activity, particularly kidney sympathetic nerve, not only by ingestion but also by aroma, an effective sedative effect can be achieved.

The sedative effect-imparting agent according to claim 1 of the present invention includes β-damasenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol, 2 , 3-butanedione, 3-mercapto-3-methylbutylformate, at least one compound selected from the group consisting of, as an active ingredient.
For example, it can be applied as the sedative effect-imparting agent of the present invention, whether it is composed of only one of the above active ingredients or only composed of a combination of a plurality of the above active ingredients.

  The sedative effect of the present invention is caused by suppressing sympathetic nerve activity, particularly kidney sympathetic nerve activity when food, exercise conditions, etc. are constant. It can effectively suppress sympathetic nerve activity and cause a sedative effect, and can be added to foods and drinks and cosmetics.

  Β-Damacenone used in the present invention is an aroma component present in cocoa, coffee, meat, peanuts, etc., and those that are commercially available can be used as they are, but these are purified by a purification method such as distillation or chromatography. It is desirable to use it as a liquid, and it is particularly desirable to use it after dilution. Examples of the solvent to be diluted include ethanol and water.

Furthermore, the amount of β-damasenone may be appropriately determined in consideration of the purpose of use, but when the fragrance composition is combined with other fragrance ingredients, the concentration in the fragrance composition is 10 to 50000 ppm, More preferably, it is 100 to 20000 ppm in order to effectively exhibit the above-described effects of the present invention.
In this range, the sympathetic nerve inhibitory action due to the fragrance of β-damasenone can be effectively expressed without being influenced by other fragrance components in the fragrance composition, and the fragrance composition does not become too strong. This is because the balance of fragrance can be maintained.

  Further, 4-vinyl guaiacol used in the present invention is an aroma component present in beef, potato and the like, and commercially available products can be used as they are, but these are purified by a purification method such as distillation or chromatography. In particular, it is more preferable to use after diluting. Examples of the solvent to be diluted include ethanol and water.

Furthermore, the use amount of 4-vinyl guaiacol may be appropriately determined in consideration of the purpose of use. However, when a fragrance composition is combined with other fragrance components, the concentration in the fragrance composition is 10 to 50,000 ppm. More preferably, it is preferably 100 to 2000 ppm in order to effectively achieve the effects of the present invention.
In this range, the sympathetic nerve suppressing action due to the fragrance of 4-vinyl guaiacol can be effectively expressed without being influenced by other fragrance components in the fragrance composition, and the fragrance composition does not become too strong. This is because the balance of fragrance as a product can be maintained.

In addition, the phenol that can be used in the present invention is an aroma component of coffee, and those that are commercially available can be used as they are, but it is desirable to use them after purification by a purification method such as distillation or chromatography. It is more desirable to use it after diluting.
Examples of the solvent to be diluted include ethanol and water.

Furthermore, the amount of phenol used may be appropriately determined in consideration of the purpose of use, but when used as a fragrance composition in combination with other fragrance components, the concentration in the fragrance composition is preferably 1 to 100,000 ppm. Is preferably 10 to 50000 ppm in order to effectively achieve the effects of the present invention.
When this is within such a range, the sympathetic nerve suppressing action due to the aroma of phenol can be effectively expressed without being influenced by other fragrance components in the fragrance composition, and the fragrance composition can be used as a fragrance composition without becoming too strong. This is because the balance of fragrance can be maintained.

  2-Isobutyl-3-methoxypyrazine used in the present invention is an aroma component present in cocoa, coffee, meat, peanuts, etc., and commercially available ones can be used as they are, but these can be used for distillation, chromatography, etc. It is desirable to use it after purification by a purification method, and it is more desirable to use it after dilution. Examples of the solvent to be diluted include ethanol and water.

Furthermore, the amount of 2-isobutyl-3-methoxypyrazine used may be appropriately determined in consideration of the purpose of use, but when the fragrance composition is combined with other fragrance components, the concentration in the fragrance composition is 1 to 100000 ppm, more preferably 10 to 50000 ppm, from the standpoint of effectively achieving the effects of the present invention.
When this is within such a range, the sympathetic nerve suppressing action due to the fragrance of 2-isobutyl-3-methoxypyrazine can be effectively expressed without being affected by other fragrance components in the fragrance composition, and the fragrance becomes too strong. This is because the fragrance balance as the fragrance composition can be maintained.

  3-Methylbutanal used in the present invention is an aroma component present in cocoa, coffee, meat, peanuts, etc., and those that are commercially available can be used as they are, but these can be used by purification methods such as distillation and chromatography. It is desirable to use it after purification, and it is more desirable to use it after dilution. Examples of the solvent to be diluted include ethanol and water.

Furthermore, the amount of 3-methylbutanal may be appropriately determined in consideration of the purpose of use, but when a fragrance composition is combined with other fragrance components, the concentration in the fragrance composition is 1 to 100000 ppm, more preferably 10 to 50000 ppm is preferable in order to effectively exhibit the above-described effects of the present invention.
In this range, the sympathetic nerve suppressing action due to the fragrance of 3-methylbutanal can be effectively expressed without being affected by other fragrance components in the fragrance composition, and the fragrance is not excessively strong. It is because the balance of the fragrance as a composition can be maintained.

  2-methyl-3-furanthiol used in the present invention is an aroma component present in cocoa, coffee, meat, peanuts, etc., and commercially available ones can be used as they are, but these can be used for distillation, chromatography, etc. It is desirable to use it after purification by a purification method, and it is more desirable to use it after dilution. Examples of the solvent to be diluted include ethanol and water.

Furthermore, the amount of 2-methyl-3-furanthiol used may be appropriately determined in consideration of the purpose of use, but when the fragrance composition is combined with other fragrance ingredients, the concentration in the fragrance composition is 1 to 100000 ppm, more preferably 10 to 50000 ppm, from the standpoint of effectively achieving the effects of the present invention.
When this is within such a range, the sympathetic nerve suppressing action due to the fragrance of 2-methyl-3-furanthiol can be effectively expressed without being influenced by other fragrance components in the fragrance composition, and the fragrance becomes too strong. This is because the fragrance balance as the fragrance composition can be maintained.

  2,3-butanedione used in the present invention is an aroma component present in cocoa, coffee, meat, peanuts, etc., and those that are commercially available can be used as they are, but these can be used by purification methods such as distillation and chromatography. It is desirable to use it after purification, and it is more desirable to use it after dilution. Examples of the solvent to be diluted include ethanol and water.

Furthermore, the amount of 2,3-butanedione used may be appropriately determined in consideration of the purpose of use, but when the fragrance composition is combined with other fragrance ingredients, the concentration in the fragrance composition is 1 to 100000 ppm, more preferably 10 to 50000 ppm is preferable in order to effectively exhibit the above-described effects of the present invention.
In this range, the sympathetic nerve suppressing action due to the fragrance of 2,3-butanedione can be effectively expressed without being influenced by other fragrance components in the fragrance composition, and the fragrance is not excessively strong. It is because the balance of the fragrance as a composition can be maintained.

  3-mercapto-3-methylbutylformate used in the present invention is an aroma component present in cocoa, coffee, meat, peanuts, etc., and commercially available products can be used as they are. It is desirable to use it after purification by a purification method such as chromatography, and it is more desirable to use it after dilution. Examples of the solvent to be diluted include ethanol and water.

Furthermore, the amount of 3-mercapto-3-methylbutylformate may be appropriately determined in consideration of the purpose of use, but when used as a fragrance composition in combination with other fragrance components, The concentration is preferably 1 to 100000 ppm, more preferably 10 to 50000 ppm, in order to effectively exhibit the above-described effects of the present invention.
If this is within such a range, the sympathetic nerve inhibitory action due to the fragrance of 3-mercapto-3-methylbutylformate can be effectively expressed and the fragrance becomes stronger without being affected by other fragrance components in the fragrance composition. It is because the balance of the fragrance as a fragrance composition can be maintained without being too much.

β-Damacenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol, 2,3-butanedione, 3-mercapto-3-methylbutylpho Mate, as a sedative effect-imparting agent or a fragrance composition, can be contained in an object that can contain these, and can exert a sedative effect, and particularly in the above-described preferred amount, The sympathetic nerve can be suppressed more effectively, and the sedative effect associated therewith can be particularly effectively induced.
These compounds are diluted as necessary, and as an active ingredient of a sedative fragrance composition, in combination with other fragrance ingredients and other auxiliary ingredients, external compositions such as cosmetics, deodorants, aroma candles, etc. It is possible to produce a sedative effect orally or olfactory, particularly olfactory.

  The sedative effect-imparting agent and sedative perfume composition of the present invention are those specific dosage forms (solutions, etc.) when the object to be added is a food or drink, or a cosmetic product such as a cosmetic composition. Powders, granules, aerosols, solids, gels, etc.) and product forms, together with general ingredients contained in the food and drink and cosmetics, within the range that does not impair the effects of the present invention. It is possible to obtain foods and drinks and cosmetics having the sedative effect of the present invention.

In particular, as one of the most preferred embodiments as food and drink, beverages, confectionery, savory and the like can be exemplified, but in particular, it has a flavor such as coffee, cocoa, chocolate, milk, sesame, barley tea, malt, cereal, etc. A food or drink is preferred.
As a specific embodiment thereof, when adding the sedative effect imparting agent or sedative perfume composition of the present invention to impart a sedative effect to a food or drink originally having a flavor like a coffee beverage, Any of the fragrance compositions combined with other fragrance ingredients may be added to the food or drink in order to impart both a sedative effect and a flavor such as coffee.

Examples of foods and beverages having a coffee flavor include various coffee beverages (sugar-free, sugar-containing, milk-containing (cafe au lait), etc.), but are not limited to this, and confectionery such as chewing gum with a coffee flavor, Applicable to all foods and beverages with coffee flavor.
Moreover, as food / beverage products which have a cocoa flavor, the confectionery etc. which used these other than a cocoa drink and cocoa powder can be mentioned.
Furthermore, examples of foods and beverages having a chocolate flavor include foods and beverages in which chocolate is used as a main ingredient, such as chocolates and chocolate beverages, and foods and drinks in which chocolate is used as a part of the raw materials, such as baked goods. Can do.

Examples of foods and drinks having a milk flavor include beverages and confectionery using milk, such as adjusted processed milk, milk tea, milk coffee, chocolate with milk, cocoa beverages, and cocoa powder with milk.
Moreover, as food-drinks which have sesame flavor, sesame dressing, sesame tofu, sesame drink, confectionery using sesame, etc. can be mentioned.
Examples of foods and beverages having barley tea flavor include barley tea beverages. Foods and beverages having malt flavor include beverages using malts (squeezed juice, extract, paste) such as carbonated beverages containing malt extract, and general confectionery. Can be mentioned.
Furthermore, foods and beverages having a cereal flavor include all foods processed from cereals such as corn flakes and ice corn.

  Furthermore, examples of cosmetics that are one of the most preferred aspects of cosmetics include perfumes, eau de toilette, eau de cologne, creams / milky lotions, lotions, foundations, powdered white powder, lipstick, pomade, soap, shampoo and rinse. Personal care products such as shampoos, body shampoos, body rinses, body powders, and bath preparations are exemplified as specific product forms.

Furthermore, as daily miscellaneous goods, room fragrances, deodorants, aroma candles and the like are exemplified as specific product forms.
The sedative effect-imparting agent and sedative fragrance composition of the present invention, and the sedative effect food and drink or cosmetic product to which the sedative effect agent and the sedative fragrance composition containing the imparting agent are added, It has the effect of suppressing.

In addition, the above-mentioned β-damasenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol, 2,3 which are active ingredients having a sedative effect -Butanedione and 3-mercapto-3-methylbutylformate can be used in a concentration range where a sedative effect is observed, and can generally be used in the range of 0.0001 to 100,000 ppm, but if the amount added is too large, the active ingredient The flavor and flavor of the food becomes too strong, and the flavor of food and drink is impaired. For this reason, the addition amount to the food / beverage products and cosmetics of this invention is suitably determined in consideration of the intended purpose.
In general, β-damasenone is 0.01 to 50 ppm, more preferably 0.1 to 20 ppm, 4-vinyl guaiacol is 0.01 to 50 ppm, more preferably 0.1 to 20 ppm, and phenol is 0.001 to 100 ppm. More preferably, 0.01 to 50 ppm, 2-isobutyl-3-methoxypyrazine is 0.001 to 100 ppm, more preferably 0.01 to 50 ppm, and 3-methylbutanal is 0.001 to 100 ppm, more preferably 0. 0.01-50 ppm, 2-methyl-3-furanthiol is 0.001-100 ppm, more preferably 0.01-50 ppm, 2,3-butanedione is 0.001-100 ppm, more preferably 0.01-50 ppm, And / or 3-mercapto-3-methylbutylformate is 0.001-10. It is desirable to add such that the content is 0 ppm, more preferably 0.01 to 50 ppm.

  The subject to which the sedative effect imparting agent and sedative fragrance composition of the present invention are inhaled is usually a human being, but may be other mammals such as dogs and cats. Moreover, the means to suck | inhale is normally performed via the target object (external composition, cosmetics, miscellaneous goods, food / beverage products, etc.) containing the sedative effect imparting agent and sedative fragrance composition of this invention.

  That is, normal use modes of these objects, or specified use modes (for example, use of external compositions such as cosmetics in the outer skin, ignition of aroma candles as miscellaneous goods, fragrances and deodorants The sedative effect-imparting agent and the fragrance composition of the present invention contained in the cosmetic or food / beverage product having the sedative effect of the present invention, which is the object, according to the installation and spraying in the room, food and drink of the food composition, etc. Inhaled, and in the sedative effect-imparting agent and the fragrance composition of the present invention, β-damacenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3- The active ingredient of furanthiol, 2,3-butanedione, 3-mercapto-3-methylbutylformate suppresses the sympathetic nerve activity of the inhaled object, especially the kidney exchange nerve, and sedation Cells exhibited.

The invention is illustrated by the following test examples.
(sample)
β-Damacenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol, 2,3-butanedione, 3-mercapto-3-methylbutylpho For the mate, each test sample was prepared as follows.
β-Damacenone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol, 2,3-butanedione, 3-mercapto-3-methylbutylpho Mates were purchased from Sigma Aldrich Japan Co., Ltd. (Tokyo).

(1) β-Damacenone (2) 4-vinylguaiacol (3) phenol (4) phenol (5) 2-isobutyl-3-methoxypyrazine (6) 3-methylbutanal (7) 2-methyl-3-furanci All (8) 2,3-butanedione (9) 3-mercapto-3-methylbutylformate (10) ethanol Further, each of the above (1) to (3) is dissolved in ethanol so as to be 1% by mass. The test sample was diluted to 1/1000 with distilled water. (4)-(9) used what was made into the 1 mass% solution with water as a test sample (Table 1).
The test sample (10) (ethanol diluted 1/1000 with distilled water) was used for comparison.

(Experimental animals)
・ Animal species used: Rat system Gun: Wistar system Sex: Male animal number: 12 weeks of arrival: 7 weeks old Age at start of test: 8-10 weeks Individual identification: None Breeding cage identification: A label indicating the group name, group name, the number of housed animals and the animal number was attached to each cage. The animals were kept in their cages one by one from the time of arrival.
-Breeding conditions Breeding room: YMP International ANBAS Division Animal Breeding Room Temperature: 24 ± 2 ° C
Humidity: Not controlled Illumination time: AM8: 00 to PM 8:00
Breeding method: 1 animal in a cage (1 cage / group)
Flooring: "Tokojiki" wood chips (made by Nihon Charles River Co., Ltd.)
Cage exchange: Once a week Feeding: During the breeding period, standard solid feed MF (Oriental Yeast Co., Ltd.) was ingested freely.
Drinking water: Osaka municipal tap water was supplied in a water bottle and changed every 3-4 days.

Test example (test procedure)
Use Wistar male rats that have been bred for 1 week or longer under the above breeding conditions in a constant temperature animal room at 24 ° C under a light-dark cycle every 12 hours (lights from 8:00 to 20:00) (Table 1).
Three doses were prepared for each of the test samples (1) to (10), and one animal was used per dose.

To test sympathetic activity in each rat, food was removed from each cage and one and a half hours later, laparotomy was performed under urethane anesthesia (1 g / kg ip), and the sympathetic nerve governing the kidney was silver. Lifted to the electrode, Am. J. et al. Physiol. 288: Tanida, M. et al. Each of the neural activities was measured by the method according to the above. In addition, blood pressure and heart rate were also measured in Am. J. et al. Physiol. 288: Tanida, M. et al. Measured by the method according to et al.
The tube was inserted into the trachea from the start of surgery to the end of measurement to secure the airway, and the body temperature (rat rectal temperature) was maintained at 35.0 ± 0.5 ° C. with a heat retention device.

  Next, each test sample was sufficiently immersed in a cotton gauze of 2.5 cm × 2.5 cm × 0.1 cm, and then each test sample solution was cut and the cotton was cut on the bottom of the falcon tube cut off at the tip of 5 cm. The gauze was pushed in and applied to the nostril of the mouse for 10 minutes to measure the degree of inhibition of the sympathetic nerve governing the kidney tissue.

(Test results)
A. Effect of odor stimulation on renal sympathetic nerve activity (RSNA) In FIG. 1, the above test sample (1) of β-damasenone is used, and in FIG. 2, the above test sample (2) of 4-vinyl guaiacol is used. 3 and FIG. 4, the above test sample (3) and (4) of phenol are used, FIG. 5 is used the above test sample (5) of 2-isobutyl-3-methoxypyrazine, and FIG. The above test sample (6) of 3-methylbutanal was used, the above test sample (7) of 2-methyl-3-furanthiol was used in FIG. 7, and the above test sample of 2,3-butanedione was used in FIG. Using the test sample (8), in FIG. 9, using the test sample (9) of 3-mercapto-3-methylbutylformate, from the measured data of RSNA of the rat, the test sample (10) Data subtracted from data and firing per 5 seconds every 5 minutes Analyzed by the value in degrees (pulse / 5s), as the value of ASNA obtained the value before administration as 100%, was studied the effect on the kidney sympathetic nervous activity of the odor stimulus 10 minutes.

  1 to 9, β-Damacenone is 10 ppm, 4-vinyl guaiacol is 10 ppm, phenol is 10 ppm and 10000 ppm, 2-isobutyl-3-methoxypyrazine is 10000 ppm, 3-methylbutanal is 10000 ppm, 2-methyl, respectively. It was found that -3-furanthiol was suppressed to 10000 ppm, 2,3-butanedione was suppressed to 10000 ppm, and 3-mercapto-3-methylbutylformate was suppressed to 10000 ppm by smell stimulation. In phenol, there is not much difference in effect between 10 ppm and 10,000 ppm.

Examples of the sedative fragrance composition using the sedative effect imparting agent of the present invention and examples using the sedative fragrance composition for foods and drinks are shown below.
[Example 1] Sedative coffee fragrance composition Acetic acid 0.5 parts by mass Benzyl alcohol 5.0 parts by mass Cycloten 0.4 parts by mass Diacetyl 0.3 parts by mass Ethyl acetate 0.4 parts by mass Ethyl formate 3.2 parts by mass Furfural 0.2 parts by weight Furfuryl alcohol 3.5 parts by weight Furfuryl mercaptan 0.2 parts by weight Methanethiol 0.2 parts by weight Maltol 0.1 parts by weight 5-Methylfurfural 1.0 parts by weight β-Damasenone 0.1 Parts by mass 4-vinyl guaiacol 0.1 parts by mass 2-methyl-3-furanthiol 0.5 parts by mass 3-mercapto-3-methylbutylformate 0.1 parts by mass 99% ethanol 584.2 parts by mass water 400 parts by mass Total 1000 parts by weight

[Example 2] Sugar-free black coffee 52 g of coffee beans were dripped with 10 times the amount of hot water of beans to obtain an extract. Prepare 0.3 g of sucrose fatty acid ester, 0.7 g of baking soda in the extract, 1.0 g of the coffee fragrance composition prepared in Example 1 above, and 1000.0 g of the total amount with water. And made sugar-free black coffee.

[Example 3] Fine sugar coffee 56 g of coffee beans were drip with 10 times the amount of hot water of beans to obtain an extract. In the extract, 14.0 g of whole milk powder, 1.0 g of skim milk powder, 1.0 g of emulsifier, 1.5 g of sodium bicarbonate, 0.17 g of acesulfame K, 1.0 g of the coffee flavor composition prepared in Example 1 above and water The total amount was adjusted to 1000.0 g, filled into cans and sterilized to prepare a fine sugar coffee.

[Example 4] Sedated cacao fragrance composition Cocoa extract 100 parts by mass Linalol oxide 0.4 parts by mass Diacetyl 1.0 part by mass Benzaldehyde 0.06 parts by mass Benzyl alcohol 0.04 parts by mass Linalol 0.06 parts by mass Phenol 02 parts by mass 2-isobutyl-3-methoxypyrazine 1.0 part by mass 3-methylbutanal 0.5 part by mass 2,3-butanedione 0.05 part by mass 95% ethanol 496.87 parts by mass Water 400 parts by mass Total 1000 Parts by mass

[Example 5] Cocoa beverage 3.0 g of crystalline cellulose, 0.2 g of stabilizer, 56.0 g of skim milk powder, 10.0 g of cocoa powder, and 0.24 g of acesulfame K were dispersed. Crystalline cellulose, stabilizer, skim milk powder, cocoa powder, and acesulfame K dispersed in warm water heated to about 40.0 ° C. while being heated and stirred in a hot water bath are added and dissolved by heating to 85.0 ° C. and completely dissolved. After dissolution, the mixture was cooled and mixed with a sucrose fatty acid ester that had been dissolved under heating and stirring in advance with a portion of water, and adjusted to 1000.0 g with water. To this, 1.0 g of the cocoa flavor composition prepared in Example 4 was added, and the can was sterilized after filling to prepare a cocoa beverage.

[Example 6] Chocolate Sweet chocolate or milk chocolate 100.0 g manufactured by Fuji Oil Co., Ltd. was finely chopped and dissolved in a hot water bath at 50 ° C to 60 ° C. 0.1 g of the cocoa fragrance composition prepared in Example 4 was added thereto, subjected to a tempering treatment, and poured into a mold to form a chocolate.

  Even if the kidney sympathetic nerve activity is measured by the same method as described above using the coffee drinks of Examples 2 and 3 and the cocoa drinks and chocolates of Examples 5 and 6 as test samples in the above test examples, It became clear that the said sympathetic nerve activity was suppressed similarly to the said test example, and it confirmed that it has a sedative effect.

  The sedative effect imparting agent and sedative perfume composition of the present invention, and the sedative effect imparting agent or the sedative perfume composition to which the sedative effect imparted and the sedative effective food and drink are effectively used due to their aroma Since the activity of the renal sympathetic nerve can be suppressed, it can be added to an object to be added such as a composition for external use such as food and cosmetics, and can be used for producing various sedative effect-imparting products.

The figure which shows the time-dependent change of the renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the smell stimulation (10 minutes) of (beta) -damasenone. The figure which shows the time-dependent change of renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the smell stimulation (10 minutes) of 4-vinyl guaiacol. The figure which shows the time-dependent change of the renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the smell stimulation (10 minutes) of phenol 10ppm. The figure which shows the time-dependent change of the renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the odor stimulation (10 minutes) of phenol 10000ppm. The figure which shows the time-dependent change of renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the odor stimulation (10 minutes) of 2-isobutyl-3-methoxypyrazine. The figure which shows the time-dependent change of the renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the odor stimulation (10 minutes) of 3-methylbutanal. The figure which shows the time-dependent change of the renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the odor stimulation (10 minutes) of 2-methyl-3-furanthiol. The figure which shows the time-dependent change of a renal sympathetic nerve activity (RSNA), blood pressure (MAP), and a heart rate (RPM) by the odor stimulation (10 minutes) of 2, 3- butanedione. The figure which shows the time-dependent change of the renal sympathetic nerve activity (RSNA), blood pressure (MAP), and heart rate (RPM) by the odor stimulation (10 minutes) of 3-mercapto-3-methylbutylformate.

Claims (7)

β-damerone, 4-vinylguaiacol, phenol, 2-isobutyl-3-methoxypyrazine, 3-methylbutanal, 2-methyl-3-furanthiol, 2,3-butanedione and 3-mercapto-3-methylbutylpho A sedative effect-imparting agent comprising at least one compound selected from the group consisting of mate as an active ingredient. A sedative fragrance composition comprising the sedative effect-imparting agent according to claim 1. The sedative fragrance composition according to claim 2, wherein β-damasenone is 10 to 50000 ppm, 4-vinyl guaiacol is 10 to 50000 ppm, phenol is 1 to 100,000 ppm, 2-isobutyl-3-methoxypyrazine is 1 to 100000 ppm, 3-methyl Content of butanal is 1 to 100,000 ppm, 2-methyl-3-furanthiol is 1 to 100,000 ppm, 2,3-butanedione is 1 to 100,000 ppm, and / or 3-mercapto-3-methylbutylformate is 1 to 100,000 ppm. A sedative fragrance composition comprising: A cosmetic product comprising the sedative effect imparting agent or sedative fragrance composition according to any one of claims 1 to 3. A food or drink comprising the sedative effect-imparting agent or sedative fragrance composition according to any one of claims 1 to 3. The food or drink according to claim 5, wherein the food or drink has at least one flavor selected from the group consisting of coffee, cocoa, chocolate, milk, sesame, barley tea, malt and cereal. To eat and drink. The food or drink according to claim 5 or 6, wherein β-damasenone is 0.01 to 50 ppm, 4-vinyl guaiacol is 0.01 to 50 ppm, phenol is 0.001 to 100 ppm, and 2-isobutyl-3-methoxypyrazine is 0. 0.001-100 ppm, 3-methylbutanal is 0.001-100 ppm, 2-methyl-3-furanthiol is 0.001-100 ppm, 2,3-butanedione is 0.001-100 ppm, and / or 3- Mercapto-3-methylbutylformate is contained in a content of 0.001 to 100 ppm.

Images