JP2014169240A - TRPA1 activation composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a safe TRPA1 activation composition with high efficacy, and to provide foods and drinks, medicaments, perfumery and cosmetics, oral compositions, and flavoring compositions which contain the composition.SOLUTION: There are provided: a TRPA1 activation composition which contains Kaempferia galanga extract, fractions of the plant extract, essential oil, p-methoxy ethyl cinnamate derived from an essential-oil, and ethyl cinnamate as active ingredients; and foods and drinks, medicaments, perfumery and cosmetics, oral compositions, and flavoring compositions which contain the composition.

Description

  The present invention relates to a turmeric extract, a fraction thereof, a turmeric essential oil, p-methoxyethyl cinnamate or ethyl cinnamate as an active ingredient, and an TRPA1 activation composition. Moreover, it is related with the food-drinks containing the said TRPA1 activation composition, a flavoring composition, a pharmaceutical, and cosmetics.

TRP (Transient receptor potential) channels exhibit various physiological activities such as sensory functions and are involved in many biological reactions and pathological conditions. Its activation functions are diverse and activated by various stimuli such as temperature, mechanical stimulus, chemical stimulus, osmotic pressure, pain, acid and base.
The TRPA (TRP ankyrin) family characterized by having an ankyrin repeat structure of 14 to 18 times at the N-terminal in the TRP channel has been identified only for TRPA1 in mammals. In vivo, it is expressed in dorsal root ganglia, trigeminal ganglia, nodular ganglia, brain, lung, stomach, liver, kidney, pancreas, spleen, placenta, testis and uterus. It has been reported that TRPA1 is activated by various stimuli and substances such as depolarization, intracellular Ca ²⁺ concentration increase, pH change, mechanical stimulation, cold stimulation (17 ° C. or less) (Non-patent Documents 1 to 3). reference).
Moreover, it is said that it is related also to generation | occurrence | production of inflammatory pain (refer nonpatent literature 4).
Furthermore, it reacts with stimulating substances such as allyl isothiocyanate contained in wasabi and mustard, cinnamaldehyde in cinnamon bark, piperine in pepper, and causes pungent taste, burning sensation, and body heat production (see Non-Patent Documents 5 to 7). .

Banturmeric (Kaempferia galanga L.) is a ginger family plant native to India and Malaya. The dried rhizome has an aroma and pungent taste similar to ginger and is distributed as a seasoning and spice mainly in Southeast Asia. Rhizome is used as an aromatic stomachic medicine. Furthermore, a platelet aggregation inhibitor (Patent Document 1), an agent for preventing or improving pore conspicuousness (Patent Document 2), an osteoclast differentiation inhibitor (Patent Document 3) for the purpose of preventing and improving bone resorbable diseases such as osteoporosis, The use as a skin improvement agent (patent document 4) and an ultraviolet absorptive skin cosmetic (patent document 5) which show an action of improving moisture, tension, wrinkles and dullness of the skin has been proposed.
However, now that health and longevity are attracting attention, there is an extremely high demand for improving the quality of life (QOL) with safe and secure food materials, and further application expansion is expected by finding further effects in turmeric.

JP 2012-153671 A JP 2011-121879 A JP 2009-96718 A JP 2002-121144 A JP-A-8-157346

N. Numata and 8 others, “Structure and various functions of TRP channels”, Biochemistry, Vol. 81, No. 11, p.962-983, 2009 Yuji Karashima, 1 other, “Sense and TRP Channel”, Fukuoka Medical Journal, 2011, 102 (3), p.48-55 Kazuo Iwai, ed., “Pepper Pepper-Science of Pungency”, Amendment, Koshobo, Inc., October 2008, p.62-82 (2008) Yi Dai, et al. "Sensitization of TRPA1 by PAR2 contributes to the sensation of inflammatory pain", The Journal of Clinical Investigation, 117 (7), 1979-1987 (2007). Yusaku IWASAKI, et al. "TRPA1 Agonists-Allyl Isothiocyanate and Cinnamaldehyde-Induce Adrenaline Secretion", Biosci. Biotechnol. Biochem. 72 (10), 2608-2614 (2008). Yukiko OKUMURA, et al. "Activation of TRPV1 and TRPA1 by Black Pepper Components", Biosci. Biotechnol. Biochem. 74 (5), 1068-1072 (2010). Toshihide YOSHIDA, et al. "Effects of Capsaicin and Isothiocyanate on Thermogenesis of Interscapular Brown Adipose Tissue in Rats", J. Nutr. Sci. Vitaminol. 34, 587-594 (1988). Masataka NARUKAWA, et al. "Galangal Pungent Component, 1'-Acetoxychavicol Acetate, Activates TRPA1", Biosci. Biotechnol. Biochem. 74 (8), 1694-1696 (2010). R. Othman, et al. "Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L.", Phytomedicine, 13, 61-66 (2006).

  The problem to be solved by the present invention is to provide a composition having a TRPA1 activating action, and to provide a food / beverage product, a pharmaceutical, a cosmetic, an oral composition, and a flavoring composition containing the TRPA1 activating composition. Is to provide.

  As a result of intensive studies to achieve the above object, the inventors of the present invention are excellent in bun turmeric extract, fractions thereof, ban turmeric essential oil, and p-methoxy ethyl cinnamate or ethyl cinnamate among the components contained in ban turmeric. The present invention was found to have TRPA1 activity and completed the present invention.

That is, the present invention is as follows.
(1) A TRPA1 activation composition containing an extract of Kaempferia galanga L. or a fraction thereof, or an essential oil of Banturmeric as an active ingredient,
(2) TRPA1 activation composition containing at least one of ethyl p-methoxycinnamate and ethyl cinnamate as an active ingredient,
(3) TRPA1 activation composition in which the p-methoxyethyl cinnamate and ethyl cinnamate are derived from an extract, a fraction, or an essential oil of van turmeric,
(4) A food / beverage product, a flavoring composition, a pharmaceutical product, a composition for oral cavity, and a cosmetic product comprising the TRPA1 activating composition according to the above (1) to (3).

Many of the physiological roles of TRPA1 have not yet been elucidated. By adding the activation composition of the present invention to a known TRPA1 activator (allyl isothiocyanate, cinnamaldehyde, piperine, etc.), research for elucidating its role can be further advanced, and a new analgesic It is expected to contribute to drug discovery such as development. When activated, TRPA1 produces various sensations such as pungent taste, burning sensation, and pain, and thus has a wide range of applications such as novel flavors, cosmetics, pharmaceuticals, and luxury products as sensory enhancers.
In particular, by taking the extract of the turmeric of the present invention, fraction, essential oil, or TRPA1 active composition containing ethyl p-methoxycinnamate or ethyl cinnamate as an active ingredient, for example, physiological effects such as body heat production There is expected. As a result, usefulness such as a so-called diet effect due to an increase in human body temperature or energy metabolism is expected.

It is the graph which showed TRPA1 activity of the turmeric 50% ethanol extract of manufacture example 1, and the turmeric essential oil of manufacture example 3. It is the graph which showed TRPA1 activity of p-methoxy ethyl cinnamate and ethyl cinnamate.

(1) Raw material The rhizome part is used for the ginger family turmeric genus turmeric (Kaempferia galanga L.) used by this invention.
In the TRPA1 activating composition of the present invention, the rhizome part may be used as it is, and a dried product obtained by drying these or a powder obtained by pulverizing after drying may be used. In addition, these may be extracts or powders obtained by singly or in combination with known techniques such as solvent extraction, pressing, enzymatic decomposition, supercritical extraction, steam distillation, concentration, dilution, solid-liquid separation, and purification.

(2) Banturmeric extract Among various extraction methods, a preferable method is solvent extraction. Examples of the solvent used include water, methanol, ethanol, isopropanol, acetone, 1,3-butylene glycol, ethylene glycol, propylene glycol, glycerin, acetic acid, ethyl acetate, ether, hexane, and a mixed solvent thereof. .
Among these, water, ethanol, or an aqueous ethanol solution (ethanol concentration (W / W) is 10 to 90%, preferably 30 to 70%) is particularly preferable.

The amount of the solvent to be used is not particularly limited, but is usually 0.5 to 50 parts by mass, preferably 1.0 to 30 parts by mass, and particularly preferably 5 to 1 part by mass of the dried turmeric rhizome. Used at 0.0 to 20 parts by mass. When the amount of the solvent is less than 0.5 parts by weight relative to 1 part by weight of the dried plant body, extraction may not be sufficient depending on the type of the solvent, and when the amount of the solvent exceeds 50 parts by weight, it is economically advantageous. It may not be.
As the extraction method, the extract can be obtained by a method of immersing the pulverized product as it is or in a suitable extraction solvent, a method of stirring under heating (normal temperature to the boiling point of the solvent), or the like.
For example, a method of obtaining an extract by stirring a ground product of a turmeric rhizome part in 50% ethanol at room temperature for 10 to 60 minutes, or a ground product of a turmeric rhizome part in water under heating and reflux at 100 ° C. for 30 to 60 minutes Examples thereof include a method of obtaining an extract by stirring.

  An aroma component may be removed from the extract obtained by the above extraction operation. Methods for removing aroma components from the extract include solvent extraction (see, for example, US Pat. No. 3,950,266), supercritical carbon dioxide (see, for example, JP-A-3-9985), and synthetic adsorption. A method using a resin (for example, see JP-A-2003-105337) or the like can be used alone or in appropriate combination.

(3) Fractionated extract of turmeric extract An extract obtained for the purpose of a low-polar fraction may be fractionated. In particular, fractionation with a synthetic adsorbent is preferred. The synthetic adsorbent used in the present invention is generally an insoluble three-dimensional crosslinked structure polymer and has substantially no functional group such as an ion exchange group.
As the synthetic adsorbent used in the present invention, the matrix is a styrene-based styrene-divinylbenzene copolymer, for example, “Separ beads SP70 (trade name)” manufactured by Mitsubishi Chemical Corporation (pore distribution: pore volume 1.6 mL). / G, specific surface area 870 m ² / g, maximum frequency radius 71 mm) and “Diaion HP20 (trade name)” (pore distribution: pore volume 1.3 mL / g, specific surface area 590 m ² / g, maximum frequency radius Can be used, but is not limited to these.

(4) Banturmeric essential oil The turmeric root of turmeric is charged into a steam distillation system, steam (100 ° C) is introduced at normal pressure, the extracted steam that has passed through the raw material is cooled with a condenser, and the agglomerated liquid is recovered to collect only the oil part. The turmeric essential oil can be obtained by further cooling and filtering by adding alcohol.

(5) Ethyl p-methoxycinnamate and ethyl cinnamate Banturmeric has long been considered effective for the treatment of hypertension. In research to search for its main active substances, ethyl cinnamate and p- The presence of ethyl methoxycinnamate has been confirmed and isolated. As a result of intravenous administration to rats, it was reported that ethyl cinnamate was confirmed to have a vascular tone-lowering effect, whereas p-methoxyethyl cinnamate did not have a relaxing action (non-native). (See Patent Document 9).
Recently, the present inventors conducted a TRPA1 activation test for ethyl cinnamate and ethyl p-methoxycinnamate, which are components contained in turmeric, and surprisingly, both of them were particularly high in ethyl p-methoxycinnamate. TRPA1 activity was confirmed (see FIG. 2).

(6) Optional components to be added to the composition The TRPA1 activation composition of the present invention may contain other optional components that are usually used for foods and drinks, cosmetics, or pharmaceuticals.
Examples of optional components used include flavoring agents, sweeteners, coloring agents, preservatives, thickening stabilizers, antioxidants, bittering agents, acidulants, emulsifiers, reinforcing agents, manufacturing agents, excipients, and disintegrating agents. , Binders, lubricants, coating agents, plasticizers, preservatives, surfactants, fragrances, and the like, which can be used as various preparations and dosage forms.

(7) Formulation of Composition The usage form of the banturmeric extract or fraction of the present invention can be used as it is or in a diluted state, an emulsified state, and various powdered formulations.

(8) Flavoring composition Since the TRPA1 activating composition of the present invention has a fragrance and a pungent taste peculiar to the raw material of turmeric, a variety of existing flavorings are appropriately added to obtain a new and unique flavoring composition. Can be prepared.
Examples of the existing flavoring agent to be added include ethyl acetoacetate, acetophenone, anisaldehyde, α-amylcinnam aldehyde, methyl anthranilate, ionone, isoeugenol, isoamyl isovalerate, ethyl isovalerate, allyl isothiocyanate, isothiocyanate. Acid 3-butenyl,

4-pentenyl isothiocyanate, benzyl isothiocyanate, 3-methylthiopropyl isothiocyanate, isothiocyanates, indole and its derivatives, γ-undecalactone, esters, ethyl vanillin, ethers, eugenol, octanol, octanal, ethyl octoate , Isoamyl formate, geranyl formate, citronellyl formate, cinnamic acid, ethyl cinnamate, methyl cinnamate, ketones, geraniol, isoamyl acetate, ethyl acetate, geranyl acetate, cyclohexyl acetate, citronellyl acetate, cinnamyl acetate, terpinyl acetate, Phenethyl acetate, butyl acetate, benzyl acetate,

Linalyl acetate, allyl cyclohexylpropionate, citral, citronellal, citronellol, 1,8-cineole, fatty acids, aliphatic higher alcohols, higher aliphatic aldehydes, higher aliphatic hydrocarbons, cinnamyl alcohol, cinnamaldehyde, thioether , Thiols, decanal, decanol, ethyl decanoate, terpineol, limonene, pinene, myrcene, tapinolen, terpene hydrocarbons, γ-nonalactone, vanillin, paramethylacetophenone, hydroxycitronellal, hydroxycitronellal dimethyl acetal , Piperonal, isoamyl phenylacetate, isobutyl phenylacetate, ethyl phenylacetate,

Phenol ethers, phenols, furfural and derivatives thereof, propionic acid, isoamyl propionate, ethyl propionate, benzyl propionate, hexanoic acid, allyl hexanoate, ethyl hexanoate, ethyl heptanoate, l-perilaldehyde, benzyl alcohol, Benzaldehyde, aromatic alcohols, aromatic aldehydes, d-borneol, maltol, methyl N-methylanthranylate, methyl β-naphthyl ketone, butyric acid, isoamyl butyrate, ethyl butyrate, cyclohexyl butyrate, butyl butyrate, lactones, linalool, etc. Citrus essential oils such as orange, lemon, lime, grapefruit, apple, banana, grape, melon, peach, pineapple, strawberry, etc. Essential oils or recovered flavor of the system,

Milk-based extract flavors such as milk, cream, butter, cheese, yogurt, green tea, oolong tea, tea, coffee, cocoa, etc.Recovery flavor, asanomi, asafetida, ajowan, anise, angelica, fennel, turmeric, oregano, allspice , Orange nope, pepper, cassia, chamomile, mustard, cardamom, curry leaf, licorice, caraway, gardenia, cumin, watercress, clove, poppy flea, caper, pepper, sesame, coriander, sassafras, saffron, savory, salvia, sun show,

Cinnamon, shallot, juniper berry, ginger, star anise, horseradish, celery, sorrel, thyme, onion, tamarind, tarragon, chives, dill, pepper, nutmeg, sagebrush, nigera, carrot, garlic, basil, parsley, vanilla, paprika , Hyssop, Fenegreek, Horseradish, Marjoram, Myoga, Lavender, Linden, Lemongrass, Lemon Balm, Rose, Rosemary, Laurel, Wasabi, etc.

Asafetida, Asian Tam, Ajowan, Azuki, Asparagus Linea Alice, Apple Mint, Artichoke, Anise, Avocado, Achacha, Amazazuru, Amiga Sayuri, Amiris, Almond, Aritasou, Alcanna, Artemisia, Arnica, Alfalfa, Aloe, Angoslaan , Chanterelles, angelica, amber, ambergris, amblet, squid, licorice, rush, yeast, itadori, strawberries, figs, ginkgo, mushrooms, ylang ylang, sardine, impeller tria, immortel, winter green, watercress, sea cucumber, turmeric , Usbasaishin, Woodruff, Sea Urchin, Ume, Oolongcha, Egoma, Enokidake, Shrimp, Shrimp, Eligeron, Elda , Eleutherococcus, Erekanpen, elemi, Corydalis, Sophora, endive, Europe thistle, Coptis,

Psyllium, casserole, krill, oak, oak moss, okera, osmanthus, opoponax, omienae, omodaka, holland sennici, origanum, oris, olibanum, olive, allspice, orange, orange flower, kai, kaininso, cacao, oyster, kasai, Cashew nut, Cascara, Cascarilla, Castrium, Katakuri, Cutlet obsi, Cassie, Cassia fistula, catechu, crab, carnation, valerian, camomil,

Kayapute, mustard, crow uri, crow birch, guarana, calamus, galanga, currant, carissa, karin, cardamom, galvanum, curry, kawamidori, licorice, ganbia, kanran, kiwifruit, kikaigaratake, kyoto, chrysanthemum, chrysanthemum, scallop , Kina, Yellowfin, Hosta, Gymnema Sylvestre, Catnip, Caraway, Carop, Cucumber, Kiraya, Kinkihizuki, Guava, Guayak, Kuko, Kusasagi Kazura, Kuboke, Kuzu, Kusunoki, Kusunohagasiwa, Gooseberry,

Gardenia, Kubeba, Bearberry, Gummy, Cumin, Ground Ivy, Clara, Clarisage, Cranberry, Chestnut, Walnut, Cream, Grain of Paradise, Cretadi Tanny, Grapefruit, Clover, Clove, Black Moji, Chlorella, Mulberry, Quasher, Caper, Ghetto , Cade, Kebraco, Germander, Kentur, Kemponashi, Gennoshouko, Kouji, Kodatake, Koucha, Kohone, Coca, Koganebana, Kokuto, Kokului, Coconut, Goshuyu, Pepper, Costas, Costmary, Copaipa, Coffee, Kobushi, Burdock, Sesame, cola, coriander, coltsfoot, golden rod, colombo, consai, conzulango, confrey, cypress,

Fish, Sakura, Cherry, Pomegranate, Salmon Cass, Sasa, Sasakusa, Search, Sassafras, Saffron, Sapodilla, Cactus, Sarasinashouma, Salsaparilla, Salsify, Sarnosica, Hawthorn, Sanshuyu, Salamander, Santa Herb, Sandalak, Sandalwood, Sandal Red, Shiitake, Gene, Cedar, Citrus, Citronella, Cinus, Civet, Shimaruba, Shimji, Peonies, Jasmine, Janohige, Jaborangi, Shallot, Shukusha, Juniper Berry, Ginger, Shoyu, Shoyukas, Zhouryusshu, Shoro, Shirotamogi Ginseng, cinnamon, vinegar, watermelon, narcissus, cedar, star anise, star fruit, stylax, suppon, suptake bamboo, zudravets, snake crew , Spikenard, spruce,

Purslane, slow berry, savory, buffalo, sage, zedary, senega, geranium, celery, nematode, centauria, sengen, st jones wort, senna, sauce, diau, soy, thyme, bamboo shoot, octopus, tade, dabana, egg, tamagotake , Onion, tamarind, Damiana, tamogitake, tarragon, taranoki, tansy, tangerine, dandelion, cherimola, cherry laurel, cherry wild, chigaya, chicory, cheese, chichitake, chives, chervil, champaca, tuberose, datura, chillata, tsukushi, Tsukumono, ivy, camellia, camellia, crimson carrot, tsurugokudami, diatang, thistle, ditany, dill, dates,

Ladybug, Tenma, Capsicum, Toki, Dokushokutsu Protein Sat, Dokushokutsuyu, Tomitsu, Corn, Dokudami, Tochu, Doggrass, Tomato, Dragon Blood, Dorian, Truffle, Truval Sam, Tonka, Naginata Koju, Pear, Naster Siam, Nuts , Natto, jujube, nutmeg, radish, sea cucumber, larvae, niari, nuisance, garlic, garlic, rat peach, nettle, leeks, knotgrass, violet, pineapple, hibiscus, malt, pepper, basil, lotus, lotus cup, perth Cup, parsley, butter, butter oil, buttermilk, birch, honey, patchouli, buck bean, hakushu, hakkounyu, hakkoumieki, passion Roots, Hatsutake, buffalo berry, pearl barley, Anemarrhenae asphodeloides, banana, vanilla, Hanesakkuru,

Papaya, barberry, clam, hamasuge, hamanasu, hamabofu, hamamelis, rose, palmarosa, panda, van lychee, toad, cypress, pistachio, hyssop, hickory, peanuts, cypress, hiba, pipsiwa, himehagi, hyacinth, hiratake, hiratake, hirabin, hinata Feijoa, Fenegreek, Fennel, Fujibakama, Fujimodoki, Fusuma, Fuselyu, Petit Grain, Buchu, Grapes, Grape Salmon Cass, Peach, Beech, Beech Haritake, Black Caraway, Blackberry, Plum, Briononia, Prickly Ash, Primrose, Prunella, Blueberries, breadfruit,

Hay, bay, hazelnut, vetiver, betel, safflower, penny royal, snake, pepino, peptone, bergamot, bergamot mint, peruvian balsam, velvena, veronica, benzoin, boadrose, hoahound, hoe, broomtake, scallop, bowfish, whey, hoonoki , Horseradish, button, hop, poppy, poplar, poppo, jojoba, squirt, bordeaux, bologna, maitake, mawwalt, marshmallow, marjoram, mastic, masui, matabobi, machiko, pine, pine mushroom, mushroom, matsutake, matsubusa, Matsuhodo, matecha, bean, marigold, marubadao, quince, malein, mallow, mango, mangosteen, mandarin orange, mishima psycho, miso, mitsumata, beeswax, mi Door, mimosa, Zingiber mioga, milk, myrtle, Mirufoiru, myrrh, Mirobaran, barley tea, musk, purple, Mesquite, Meadow sweet, Mehajiki, maple, Melissa, MERIROTTO,

Melon, Mosengoke, Moniria Bayoueki, Mominoki, Peach, Moroheiya, Yakuchi, Yamabomo, Eucalyptus, Yukinoshita, Yuzu, Yucca, Lily, Yosai, Yorusa, Lions Foot, Lychee, Life Everlasting Flower, Lime, Lilac, Lacanka, Lacan Show, raspberry, latania, radish, lovedanum, lavender, langwald, langmoth,

Rambutan, Liqueur, Leak, Lyzea, Linaroe, Longan, Ryofunsou, Ryokucha, apple, linden, gentian, roux, borage, reseda, lemon, lemongrass, forsythia, lotus, renbu, rosemary, lobe, laurel, longosa, wasabi Natural fragrances obtained from cotton bud, wormwood, worm seed, bracken, bracken, etc. are exemplified, and are selected and used as appropriate.

  The addition amount of the flavoring agent is not particularly limited, but is generally 0.0001 to 50% by mass, preferably 0.001 to 30% by mass, in the composition containing the TRPA1 activation composition of the present invention. The most preferable amount is 0.01 to 10% by mass.

(9) Food / beverage products In order to produce food / beverage products containing the TRPA1 activation composition according to the present invention, the components produced by the above method or the preparations thereof can be used, and edible using conventional means. A suitable state, for example, granules, granules, tablets, capsules, soft capsules, pastes and the like can be used.
These foods and drinks may be used for food as spices, refreshing confectionery and favorite products, and various foods (for example, ham, sausage, kamaboko, chikuwa, bread, butter, powdered milk, chewing gum, biscuits, candy, etc.) ) Or added to beverages such as water, alcoholic beverages, fruit juices, milk, soft drinks and the like.

(10) Pharmaceuticals When the TRPA1 activating composition of the present invention is used as a pharmaceutical, it can be used in various dosage forms as it is, but preferably it is a tablet, pill, powder, syrup, emulsion, liquid, capsule. It is used as an internal medicine or injection as a formulation.
Moreover, as an external preparation, it can be used for a cream, a poultice, a bath preparation, etc.

  The intake amount of the TRPA1 activating composition of the present invention is appropriately selected and determined according to age, weight, symptoms, degree of disease, form of medicine or food and drink, etc., for example, 1 mg per day as an extracted and dried powder About 10 to 10 g, preferably 10 to 1 g, and may be taken in several divided doses a day.

(11) Cosmetics The TRPA1 activation composition of the present invention has a fragrance and a pungent taste peculiar to the raw material of turmeric, and can be applied to cosmetics.
Examples of cosmetics containing the TRPA1 activation composition include cosmetic compositions and bath agent compositions, which are liquid, emulsion, paste, gel, powder (powder), granule, You may provide as any form, such as a pellet form, stick form, and solid form.

  Cosmetic compositions include lotion, milky lotion, cream, oil, ointment, pack, lip, lipstick, foundation, eyeliner, blusher, mascara, eye shadow, nail polish / pedicure, nail coating, nail coating removal Agents, shaving agents, shampoos, rinses, hair treatments, hair tonics, hair sprays, hair creams, hair lotions, hair straighteners, hair growth agents, permanent liquids, hair dyes, hand soaps, body soaps, facial cleansers, soaps, etc. Is raised.

  The bath agent composition is used by bathing in bath water at the time of bathing, and may be in any form such as liquid, powder, granule, solid or gel. In the case of powder, granule or solid, it is also possible to produce the antioxidant plant extract of the present invention by spraying it in a liquid state and drying it without drying.

(12) Oral Composition When the TRPA1 activating composition of the present invention is used as an oral composition, it can be used as a dentifrice, mouthwash, mouth freshener, troche, or mouthwash.

EXAMPLES Hereinafter, although an Example etc. are given and this invention is further demonstrated, this invention is not limited to these.
〔raw materials〕
For the turmeric rhizome used in the production example, dried products from foreign countries (China, Thailand, Indonesia) were purchased and used.
Both p-methoxyethyl cinnamate and ethyl cinnamate were used by purchasing reagents Ethyl 4-Methoxycinnamate and Ethyl Cinnamate manufactured by Tokyo Chemical Industry Co., Ltd.

[Production Example 1] Ethanol extract of banturmeric 2 kg of 50% aqueous ethanol solution was added to 100 g of dried turmeric rhizome and stirred at room temperature for 1 hour. The extract obtained by filtering off the residue was concentrated under reduced pressure and freeze-dried to obtain 12 g of a powder product.

[Production Example 2] Bran turmeric ethanol extract fraction 100 g of dried turmeric rhizome was immersed in 2 kg of 50% ethanol aqueous solution and extracted with stirring at room temperature for 10 minutes. Distilled water was added to this extract to adjust the ethanol concentration to 30%, which was then introduced into a column (diameter 135 mm × length 120 cm) packed with a synthetic adsorbent “Sepabeads SP70 (trade name)” manufactured by Mitsubishi Chemical Corporation. . Further, it was eluted with 30% ethanol aqueous solution. This was concentrated to dryness to obtain a 3 g sample.

[Production Example 3] Banturmeric essential oil 2 kg of turmeric rhizome was charged into a steam distillation apparatus. At normal pressure, steam (100 ° C) is introduced from the bottom of the raw material, and the extracted water vapor that has passed through the raw material is cooled by a condenser (5 ° C), the agglomerated liquid is recovered, and only the oil part is separated. An ethanol aqueous solution was added and cooling filtration was performed to obtain 2 g of bang turmeric essential oil.

<Measurement of TRPA1 activity>
HEK T-REx cells expressing TRPA1 were prepared as follows according to the method of Non-Patent Document 8.
hTRPV1 mRNA was obtained from human brain single-stranded cDNA (Santa Clara, CA, USA) manufactured by Agilent Technologies. Further, hTRPA1 mRNA was extracted from human WI38 cells. The hTRPV1 cDNA amplified by RT-PCR using the obtained mRNA as a template is incorporated into a gene expression vector for mammalian cells, pcDNA3 (manufactured by Invitrogen (Carlsbad, CA, USA), and gene from Qiagen (Hilden, Germany). It was introduced into human fetal kidney-derived HEK293T cells using the introduction reagent SuperFect transfection reagent, which contains a neomycin resistance gene incorporated into pcDNA3, so that after culturing in the presence of 750 μg / mL of antibiotic G418, surviving cells were collected. The HEK293T cell line stably expressing hTRPV1 was established by selection, while HEK cells stably expressing hTRPA1 were induced by the tetracycline-regulated T-REx expression system of Invitrogen, Inc. hTRPA1 mRNA. Using RT-PCR as a template The hTRPA1 cDNA thus prepared was incorporated into a pcDNA4 / TO (manufactured by Invitrogen), which is a gene expression vector for mammalian cells, and introduced into HEK T-REx cells using Lipofectamin 2000 reagent, which is a gene introduction reagent from invitrogen. TO incorporates Zeocin and blasticidin resistance genes, so select the HEK T-REx cell line stably holding the hTRPA1 gene using the antibiotic Zeocin 500 μg / mL and blasticidin 10 μg / mL And established.

Next, the degree of activation of TRPA1 was also measured according to the method of Non-Patent Document 8.
When TRPA1 is activated, Ca ²⁺ flows into the cell. Therefore, it is possible to measure the degree of activation of TRPA1 using Ca ²⁺ concentration indicator fluorescence amount is increased in accordance with the Ca ²⁺ concentration.
Specifically, a Ca ²⁺ concentration indicator is previously incorporated into HEK T-REx cells, and a Flex Station II microplate reader (Molecula
r Devices, Sunnyvale, CA, USA).

TRPA1 activity (%) was calculated by the following formula.
TRPA1 activity (%) = (fluorescence amount at sample administration / maximum fluorescence at ionomycin ⁽ Note ⁾ administration) × 100
^Note ionomycin (Ionomycin), in order to increase the cell membrane permeability of Ca ²⁺ to form a Ca ²⁺ complexes, can measure the maximum fluorescence. For ionomycin, a reagent (Sigma, St. Luis, Mo, USA) was used.

  Allyl isothiocyanate (Wako Pure Chemical Industries, Ltd., Osaka) was used as a positive control. Furthermore, in order to confirm that the sample was an agonist, an experiment was also conducted in which a compound HC-030031 (Sigma, St. Luis, Mo, USA), which is known as an antagonist, was administered.

As shown in FIG. 1 and FIG. 2, in HEK T-REx cells in which TRPA1 is expressed, a turmeric extract (Production Example 1), a banturum essential oil (Production Example 3), ethyl p-methoxycinnamate (Tokyo Chemical Industry ( Co., Tokyo) and ethyl cinnamate (Tokyo Chemical Industry Co., Ltd., Tokyo) showed a high TRPA1 activity, which was significant compared to the TRPA1 activity when an antagonist (HC-030031) was added. .
In addition, TRPA1 activity was not observed in HEK T-REx cells not expressing TRPA1, and this response was specific to TRPA1.

[Example 1] (mixed tea beverage)
To 500 ml of hot water at 90 ° C, add 1 g of green tea leaves, 8 g of hatomugi, 1 g of barley, 0.2 g of brown rice, 0.2 g of puer tea, 0.1 g of dokudami tea, 0.1 g of habucha and 0.1 g of chicory. For 8 minutes.
After extraction, solid-liquid separation was performed, and 0.1 g of vitamin C and water were added to make 1000 ml. After adjusting the pH to 5.5 with sodium bicarbonate, the turmeric 50% ethanol extract of Production Example 1 was 0.1%. This was added to obtain a mixed tea beverage.

[Example 2] (Soft drink)
Add 0.1 g of the fraction of the 50% ethanol extract of Preparation Example 2 to 30 ml of Valencia orange juice, 3 ml of lemon juice, 1.5 g of fructose, 0.5 g of citric acid, 0.1 g of vitamin C, and water. The volume was adjusted to 100 ml, and after stirring well, carbon dioxide gas was sealed to obtain a soft drink.

[Example 3] (chewing gum)
To 100 g of gum base, 100 g of sugar, 0.5 g of fragrance, and 30 g of 1% aqueous solution of bun turmeric 50% ethanol extract of Production Example 1 were added, kneaded using a kneader, and completed after molding.

[Example 4] (Biscuits)
100 g of powerful powder, 100 g of shortening, 40 g of white sucrose, 30 g of weak flour, 20 g of water, 10 g of a fraction of 50% ethanol extract of Banturmeric from Production Example 2, 4 g of whole milk powder, and 0.6 g of baking soda are molded and baked. And got a biscuit.

[Example 5] (Candy)
After mixing 280 g of starch syrup, 360 g of granulated sugar, and 2 g of a fraction of the 50% ethanol extract of Banturmeric of Production Example 2, the mixture was heated to 155 ° C. Then, it cooled to 120 degreeC, citric acid 12g, the fragrance | flavor 1.2g, and glycerol 50g were added, and it completed after shaping | molding and cooling.

[Example 6] (Granule)
5.0 g of lactose and 5.0 g of corn starch were added to 5.0 g of the turmeric 50% ethanol extract of Production Example 1 and kneaded, granulated, dried and sized.

[Example 7] (Capsule)
After thoroughly mixing 5.0 g of turmeric 50% ethanol extract of Production Example 1, 5.0 g of corn starch, 5.0 g of lactose and 1.0 g of crystalline cellulose, the capsules were filled to produce 40 capsules.

[Example 8] (Tablet)
After thoroughly mixing 2.0 g of corn starch, 50 g of lactose, 0.2 g of calcium stearate, and 1.8 g of talc with 50 g of turmeric essential oil of Production Example 3, the mixture was tableted with a tableting machine to give a tablet having a weight of 0.52 g. Tablets were manufactured.

[Example 9] (Cream for skin care)
In accordance with Formulation Example 1, as the water phase part, a mixture of purified water and a moisturizing agent such as 1,3-butylene glycol and polyethylene glycol 1500 was prepared. .3% blended. As the oil phase part, a solid oil component such as stearic acid, stearyl alcohol and hydrogenated lanolin, a liquid oil component such as squalane and octyldodecanol, and oily components such as preservatives and surfactants were prepared.
When the water phase portion was gradually heated and reached about 80 ° C., the oil phase portion heated to almost the same temperature was added little by little and emulsified to produce the skin care cream of the present invention.

[Example 10] (Bath agent composition)
In accordance with Formulation Example 2, a base agent for a bath prepared by adding a fragrance to sodium sulfate and sodium hydrogen carbonate and mixing them is prepared. An agent composition was produced.

[Example 11] (Mouthwash)
According to Formulation Example 3, a mouthwash base prepared by adding fragrance to sodium benzoate, sodium dihydrogen phosphate and hydrogenated castor oil is prepared, and 0.1% of the turmeric 50% ethanol extract of Production Example 1 is blended. The mouthwash of the present invention was manufactured.

  According to the present invention, a TRPA1 activation composition can be provided. By ingesting it, for example, a body heat production effect can be expected.

Claims (9)

  A TRPA1 activation composition comprising an extract of Banempon (Kaempferia galanga L.) or a fraction thereof as an active ingredient.   A TRPA1 activation composition containing an essential oil of kaempferia galanga L. as an active ingredient.   A TRPA1 activation composition comprising at least one of ethyl p-methoxycinnamate and ethyl cinnamate as an active ingredient.   A TRPA1 activating composition wherein the ethyl p-methoxycinnamate and ethyl cinnamate according to claim 3 are derived from an extract, a fraction or an essential oil of van turmeric.   Food / beverage products containing the TRPA1 activation composition of any one of Claims 1-4.   A flavor composition comprising the TRPA1 activating composition according to any one of claims 1 to 4.   A pharmaceutical comprising the TRPA1 activating composition according to any one of claims 1 to 4.   A cosmetic comprising the TRPA1 activating composition according to any one of claims 1 to 4.   An oral composition comprising the TRPA1 activating composition according to any one of claims 1 to 4.

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