A composition containing lignan compounds dissolved in essential oils

Abstract

To provide a composition that maintains transparency and contains a lignan compound dissolved in essential oil at high concentrations.SOLUTION: A composition contains a lignan compound containing sesamin dissolved in essential oil.SELECTED DRAWING: None

Description

[Background technology]

[0001] Lignan compounds such as sesamin have been reported to have cholesterol-lowering effects (Non-Patent Document 1), antihypertensive effects (Non-Patent Documents 2 and 3), antioxidant effects (Non-Patent Document 4), liver-protective effects (Non-Patent Document 5), liver cancer prevention effects (Non-Patent Document 6), breast cancer prevention effects (Non-Patent Document 7), and immunostimulatory effects (Non-Patent Document 8).

[0002] Sesamin is fat-soluble and is said to dissolve in oils and fats, but in reality, it only dissolves at about 1% in common cooking oils. Therefore, commercially available sesamin preparations either reduce the sesamin content by dissolving it in cooking oils or dispersing or suspending it. The former results in a lower content per capsule, while the latter results in an opaque capsule solution, which is less appealing to consumers. An example of the former is Suntory's "Sesamin EX," a soft capsule with a clear liquid filling. These soft capsules use rice germ oil to dissolve 3.3 mg of sesamin per 370 mg capsule, with a sesamin content of 0.89%. Kadoya Oil Co., Ltd.'s "Sesame Sesamin" also uses sesame oil to dissolve 5 mg of sesamin per 20 mg capsule, resulting in a 2.5% sesamin content in the capsule liquid. An example of the latter is Nichie Co., Ltd.'s "Black Sesame Sesamin Supplement 90 Capsules." These are soft capsules with a white coating, and each 200 mg capsule contains 15 mg of sesamin suspended in sesame oil using vegetable lecithin. Organland Co., Ltd.'s "Sesamin Capsules" are soft capsules with a yellow coating, and each 200 mg capsule contains 10 mg of sesamin suspended in sesame oil using a blend of emulsifiers and beeswax.

[0003] Medium-chain triglycerides (MCTs) are widely known as edible fats capable of dissolving sesamin (Patent Document 1). In addition, there are examples of blends of γ-oryzanol with rice germ oil (Patent Document 2), epigallocatechin gallate (Patent Document 3), and quercetin (Patent Document 4) in order to increase bioavailability by combining them with sesamin. However, even with these blends, it is difficult to increase the sesamin concentration while maintaining the transparency of the capsule contents, and the concentration at which the capsule solution containing sesamin can remain transparent is approximately 1-2.5%.

[0004] As a result, the amount of ingredients contained in each capsule is low, which results in an increase in the number of capsules to be taken orally, which is a factor in increasing costs, and also places a burden on users as too many capsules must be taken. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Patent No. 5666760 [Patent Document 2] Patent No. 6157463 [Patent Document 3] Patent No. 5547891 [Patent Document 4] Patent No. 5276316

[0006] [Non-Patent Document 1] Lipid Res., 1991 Apr;32(4):629-38. [Non-patent document 2] Biol. Pharm. Bull., 1995 Jul;18(7):1016-9. [Non-patent document 3] Biol. Pharm. Bull., 1995 Sep;18(9):1283-5. [Non-patent document 4] Biofactors, 2004;21(1-4):191-6. [Non-Patent Document 5] Ann. Nutr. Metab., 1993;37:218-24. [Non-patent document 6] Proc. Am. Assoc. Cancer Res., 2000;41:459. [Non-Patent Document 7] Anticancer Res., 1992;12:1259. [Non-patent document 8] Biosci. Biotechnol. Biochem., 1994;59:1855-58. Summary of the Invention [Problem to be solved by the invention]

[0007] As mentioned above, since it is not possible to dissolve sesamin at a high concentration while maintaining the transparency of the capsule content liquid, it has been necessary to either disperse or suspend sesamin powder to produce a composition that contains a large amount of sesamin and is therefore opaque in appearance, or to reduce the sesamin content per capsule to produce a transparent composition in which sesamin is dissolved. In other words, there is a need for a composition, preferably a capsule, in which sesamin is dissolved at a high concentration per capsule while maintaining transparency. [Means for solving the problem]

[0008] By screening various solvents, we discovered that by dissolving lignan compounds, including sesamin, in essential oils, it is possible to dissolve sesamin at high concentrations while maintaining the transparency of the composition, for example, the liquid contents of capsules, and thus completed the present invention.

[0009] That is, the present invention is as follows. (1) A composition containing lignan compounds including sesamin dissolved in essential oil. (2) The composition according to (1), further comprising sesamolin (3) The composition according to (1) or (2), wherein the essential oil is one or more selected from the group consisting of phenylpropanoids, bisabolane-type sesquiterpene ketones, and menthane-type ketones. (4) The composition according to any one of (1) to (3), wherein the essential oil is one or more selected from the group consisting of clove oil, cassia oil, cumin seed oil, turmeric oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil. (5) The composition according to any one of (1) to (4), wherein the concentration of sesamin dissolved in the composition is 2 to 35% by mass. (6) The composition according to any one of (1) to (5), which has a transparency of 80% or more as evaluated by transmittance at 750 nm using an ultraviolet-visible spectrophotometer. (7) The composition according to any one of (1) to (6), which is in the form of a capsule. (8) A food or drink containing the composition according to any one of (1) to (7). (9) A method for dissolving lignan compounds including sesamin in essential oil, wherein the essential oil further contains sesamolin. (10) The method according to (9), wherein the essential oil is one or more selected from the group consisting of clove oil, cassia oil, cumin seed oil, turmeric oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil. (11) The method according to (9) or (10), wherein the mass ratio of sesamin:sesamolin is 1:0.5-1.5. (12) A method for increasing the solubility of a lignan compound containing sesamin in MCT, the method comprising adding sesamolin in an amount such that the mass ratio of sesamin to sesamolin is 1:0.5 to 1.5. (13) A method for increasing blood or brain concentrations of sesamin, which uses a composition described in any one of (1) to (7). (14) A dissolution enhancer for lignan compounds, containing essential oil as an active ingredient. (15) The dissolution enhancer according to (14), wherein the essential oil is one or more selected from the group consisting of phenylpropanoids, bisabolane-type sesquiterpene ketones, and menthane-type ketones. (16) The dissolution enhancer according to (14) or (15), wherein the essential oil is one or more selected from the group consisting of clove oil, cassia oil, cumin seed oil, turmeric oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil. [Effects of the Invention]

[0010] Compared to conventional formulations containing sesamin formulated by dispersion and suspension, or formulations containing sesamin formulated by dissolving sesamin in edible oil, the present invention can increase the amount of ingredient ingested per particle while maintaining the transparency of the composition, thereby reducing the amount to be orally ingested. This can reduce costs. Ingestion of the composition of the present invention can improve bioavailability. Furthermore, dissolving lignan compounds, including sesamolin, in essential oils can increase the solubility of sesamin in essential oils. [Brief explanation of the drawings]

[0011] [Figure 1] Figure 1 shows the serum sesamin concentration in mice fed a control diet, a diet containing sesame extract, and a diet containing sesame and turmeric oil. (TO: turmeric oil, SE: sesame extract) [Figure 2] Figure 2 shows the sesamin concentration in the brain of mice fed a control diet, a diet containing sesame extract, or a diet containing sesame and turmeric oil. (TO: turmeric oil, SE: sesame extract) [Figure 3] Figure 3 shows the serum sesamolin concentration in mice fed a control diet, a diet containing sesame extract, or a diet containing sesame and turmeric oil. (TO: turmeric oil, SE: sesame extract) [Figure 4]Figure 4 shows the sesamolin concentration in the brain of mice fed a control diet, a diet containing sesame extract, or a diet containing sesame and turmeric oil. (TO: turmeric oil, SE: sesame extract) DETAILED DESCRIPTION OF THE INVENTION

[0012] <Lignan compounds> In the present invention, lignan compounds are a type of phenylpropanoid, a polyphenol compound derived from a plant-derived dibenzylbutane skeleton. Lignan compounds are extracted from red sesame (linseed), sesame, and Brassica vegetables, and in some cases, purified lignan compounds can be used. Examples include sesaminol, pinoresinol, syringaresinol, sesamin, sesamolin, lariciresinol, secoisolariciresinol, matairesinol, and hydroxymatairesinol.

[0013] As mentioned above, lignan compounds have been reported to have cholesterol-lowering, antihypertensive, antioxidant, liver-protective, liver cancer-preventing, breast cancer-suppressing, and immunostimulating effects. Most sesamin-containing soft capsules currently on the market recommend a daily sesamin intake of 10-15 mg. In fact, when subjects experiencing severe fatigue took soft capsules containing 10 mg of sesamin and vitamin E for eight weeks, significant improvements in fatigue, beauty, and sleep were observed, and the LDL oxidation lag time was increased, leading to increased antioxidant activity in the blood. (Glob. J. Health Sci., 2015;7:1-10)

[0014] <Sesamin> Sesamin is a lignan compound found in large amounts in sesame oil and Japanese pepper, and has the following structural formula: [ka] Structural formula of sesamin

[0015] <Sesamolin> Sesamolin, like sesamin, is a lignan compound that can be found in large amounts in sesame oil and Japanese pepper, and has the following structural formula. [ka] Structural formula of sesamolin

[0016] <Sesame extract> The lignan compounds used in the compositions of the present invention (hereinafter, "compositions containing lignan compounds dissolved in essential oils," "capsule solution compositions," and "supernatant compositions" are also included in "compositions of the present invention") contain sesamin, and it is preferable to use a sesamin concentrate, such as sesame extract, obtained by extraction and / or purification from food-derived materials such as sesame oil. The compositions of the present invention preferably contain sesamolin. Sesamolin can be added in addition to that contained in food-derived materials such as sesame oil. The concentrations of sesamin and sesamolin in sesame seeds have been reported (Bull. Natl. Inst. Crop Sci., 2008;9:27-61). According to this literature, the sesamin:sesamolin concentration ratio in sesame seeds varies depending on the variety. For example, the sesamin / sesamolin concentrations in sesame extract AKY-2883 (Inabata Flavoring Co., Ltd.) are 82.3% sesamin and 1.6% sesamolin; AKY-2884 (Inabata Flavoring Co., Ltd.) are 67.5% sesamin and 18.4% sesamolin; AKY-2885 (Inabata Flavoring Co., Ltd.) are 39.7% sesamin and 46.5% sesamolin; and AKY-2886 (Inabata Flavoring Co., Ltd.) are 49.0% sesamin and 45.0% sesamolin.

[0017] <Essential oil> In the present invention, the lignan compounds are used by dissolving them in essential oils. The essential oil is preferably at least one of phenylpropanoid, bisabolane-type sesquiterpene ketone, and menthane-type ketone. Phenylpropanoids are compounds formed by the condensation of multiple 1-phenylpropane units derived from phenylalanine, and their derivatives. Examples include lignan compounds such as coumaric acid, cinnamic acid, caffeic acid, eugenol, anethole, estragole, thymol, apiol, sinapyl alcohol, ferulic acid, and sesamin. Essential oils rich in phenylpropanoids include cassia oil, clove leaf oil, clove bud oil, anise oil, fennel oil, tarragon oil, thyme oil, parsley seed oil, basil oil, Illicium verum (star anise) oil, and sesame oil. Bisabolane sesquiterpene ketones are a type of monocyclic sesquiterpene formed by the condensation of three isoprene molecules. Monocyclic sesquiterpenes are classified into bisabolane, germacrane, elemane, and humulane types depending on the shape of the ring and the position of the functional groups. The bisabolane skeleton has one six-membered ring and a 2,6-dimethylhexyl group attached to that ring. Among the bisabolane sesquiterpenes, compounds with a carbonyl group are bisabolane sesquiterpene ketones. Examples include α-bisabolene, β-bisabolene, γ-bisabolene, α-curcumene, β-curcumene, zingiberene, β-sesquiphellandrene, α-turmerone, β-turmerone, AR-turmerone, β-atlantone, and xanthorrhizol. Essential oils that contain these ingredients in abundance include turmeric oil, cumin seed oil, ginger oil, yellow turmeric oil, zedoary oil, medicinal turmeric oil, purple zedoary oil, turmeric oil, mango zedoary oil, mango ginger oil, ginger oil, mountain ginger oil, bitter ginger oil, Chinese ginger oil, rhubarb oil, and turmeric oil. Menthane ketones are part of a monocyclic monoterpene group formed by the condensation of two isoprene molecules. Menthane is a molecule with a methyl group and an isopropyl group at the para position of a six-membered ring. Menthane ketones are a group of compounds that contain a menthane skeleton as part of their molecular structure and at least one ketone group. Examples include carvone, dihydrocarvone, thujonone, α-thujone, β-thujone, camphor, piperitone, piperitenone, and pulegone. Essential oils rich in these compounds include peppermint oil, spearmint oil, pennyroyal mint oil, watermint oil, cornmint oil, Asian mint oil, Australian mint oil, Japanese mint oil, bergamot mint oil, malva mint oil, ginger mint oil, sage oil, and eucalyptus divesiculosus oil. Among these, cassia oil, clove oil, turmeric oil, cumin seed oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil are preferred, and cassia oil, clove oil, spearmint oil, dill seed oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil are particularly preferred.

[0018] The cassia oil, clove oil, turmeric oil, cumin seed oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil that can be used in the composition of the present invention are not limited in any way by their origin, form, production method, etc. For example, cassia oil is obtained by steam distillation of the bark and leaves of the Cinnamomum cassia tree, but it also includes oils obtained from different parts of the same plant and from related species in the genus Cinnamomum. Clove oil is obtained by steam distillation of the leaves and buds of Syzygium aromaticum, but also includes oils from different parts of the same plant and from related species in the Myrtaceae genus. Turmeric oil is obtained by steam distillation of the rhizomes of Curcuma longa, but it also includes oils obtained from different parts of the same plant and from related plants in the Zingiberaceae family and Curcuma genus. Cumin seed oil is obtained by steam distillation of the seeds of Cuminum cyminum, but it also includes oils obtained from different parts of the same plant and from related species in the genus Cuminum. Spearmint oil is obtained by steam distillation of the leaves of Mentha spicata, but it also includes oils obtained from different parts of the same plant. Dill seed oil is obtained by steam distillation of the seeds of Anethum graveolens, but it also includes oils obtained from different parts of the same plant. Davana oil is obtained by steam distillation of the whole Artemisia pallens plant, but it also includes oils obtained from different parts of the same plant. Tarragon oil is obtained by steam distillation of the leaves of Artemisia dracunculus, but it also includes oils obtained from different parts of the same plant. Thyme oil is obtained by steam distillation of the whole Thymus plant, but it can also include oils obtained from different parts of the same plant. Basil oil is obtained by steam distillation of the whole plant Ocimum basilicum, but also includes oils obtained from different parts of the same plant. Fennel oil is obtained by steam distillation of the seeds of Foeniculum vulgare, but also includes oils obtained from different parts of the same plant. Star anise oil is obtained by steam distillation of the fruits of Illicium verum, but it also includes oils obtained from different parts of the same plant. Sage oil is obtained by steam distillation of the whole plant Salvia officinalis Linnaeus, but it also includes oils obtained from different parts of the same plant. Essential oils are generally lipophilic compositions obtained by steam distillation of plant leaves, stems, roots, fruits, seeds, and flowers, but the oils used in the compositions of the present invention may also be obtained by pressing or extraction. Alternatively, the extract may be dried and refined to form an absolute, which may then be dissolved in oil again. Essential oils may originate from India, Indonesia, the People's Republic of China, France, or Spain, but those from other countries may also be used. Furthermore, synthetic essential oils containing extracted and refined compounds, or synthetic compounds, of at least one of the phenylpropanoids, bisabolane-type sesquiterpene ketones, and menthane-type ketones contained in the above essential oils may also be used.

[0019] The composition of the present invention is a composition containing lignan compounds dissolved in essential oil, and the lignan compounds contain sesamin, preferably sesamolin. The composition of the present invention contains 2 to 35% by mass of sesamin, preferably 2 to 25% by mass, and more preferably 3 to 20% by mass. Conventionally, the sesamin concentration required to maintain the transparency of a composition containing dissolved sesamin was approximately 1 to 2.5% by mass. However, by using an essential oil as a solvent for dissolving lignan compounds, the sesamin concentration in the composition can be increased. Preferred essential oils used as solvents are cassia oil, clove oil, turmeric oil, cumin seed oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil, with cassia oil, clove oil, spearmint oil, dill seed oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil being particularly preferred. Sesamolin also has the function of increasing the solubility of sesamin in essential oils, that is, it functions as a solubilizing agent. The composition of the present invention contains sesamolin in an amount of preferably 0.1 to 30% by mass, more preferably 2 to 25% by mass, and particularly preferably 3 to 20% by mass. In particular, even when turmeric oil or cumin seed oil, which have a lower ability to dissolve sesamin than other essential oils, are selected as the solvent, or when spearmint oil, star anise oil, sage oil, clove oil, cassia oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, or fennel oil, which have a higher ability to dissolve sesamin, are selected as the solvent, the solubility of sesamin in turmeric oil, cumin seed oil, spearmint oil, star anise oil, and sage oil can be increased by setting the mass ratio of sesamin to sesamolin in the composition of the present invention to preferably 1:0.5-1.5, more preferably 1:0.5-1.3.

[0020] Furthermore, the composition of the present invention can not only increase the sesamin concentration, but also be made easy to ingest by selecting an essential oil that is less irritating and bitter. Preferred essential oils used as a solvent are turmeric oil, dill seed oil, davana oil, tarragon oil, basil oil, fennel oil, star anise oil, sage oil, and essential oil blends, with fennel oil, star anise oil, and essential oil blends being particularly preferred.

[0021] Furthermore, the composition of the present invention contains lignan compounds dissolved in medium-chain fatty acids (MCTs). Lignan compounds, particularly those with a high sesamin content, can increase the solubility of MCTs by adding sesamolin. The mass ratio of sesamin to sesamolin in MCT can be 1:0.5 to 1.5, preferably 1:0.5 to 1.2, and more preferably 1:0.7 to 1.0.

[0022] <Method for preparing the composition> For example, sesame extract is mixed with essential oil and dissolved by heating, preferably at 75 to 100°C for 5 to 15 minutes, more preferably at 85°C for 10 minutes. The solution is then cooled to room temperature with water and allowed to stand overnight. After standing, the sample is centrifuged at 15°C and 10,000 rpm for 5 minutes, and the resulting supernatant can be used to obtain the composition of the present invention. The concentration (mass %) of sesamin and sesamolin contained in this composition can be quantified by liquid chromatography mass spectrometry (LC-MS).

[0023] The composition of the present invention is preferably provided in the form of a food or drink (functional food, health supplement, nutrient functional food, food for special dietary uses, food for specified health uses, nutritional supplement, dietary food, health food, supplement, etc.), as well as a pharmaceutical, quasi-drug, cosmetic, etc. When the composition of the present invention is provided as a food or drink, the form may be provided in the form of a health food such as a tablet, capsule, powder, granule, or drink (including a solution or suspension), or in the form of a soft drink, tea drink, dairy product such as yogurt or lactic acid bacteria drink, seasoning, processed food, dessert, confectionery (for example, gum, candy, jelly), etc., but is not limited to these.

[0024] The composition of the present invention may contain any desired ingredients as long as the effects of the composition are not impaired. For example, physiologically active ingredients such as vitamins such as vitamin D and vitamin E, fats and oils such as DHA and EPA, minerals, hormones, nutritional components, and flavorings, as well as preservatives, stabilizers, antioxidants, and the like that are used in formulations, may be appropriately added.

[0025] <Transparency assessment> The composition of the present invention can dissolve lignan compounds (especially sesame extract) at high concentrations and produce a transparent solution. Transparency can be evaluated using methods such as the total light transmittance method, the cloudiness (haze) method, and a transparency method using a see-through clock, or by evaluating transmittance based on turbidity. The composition of the present invention is characterized by maintaining a high sesamin concentration while exhibiting transparency measured by the above-mentioned methods that is comparable to that of existing capsule contents containing low sesamin concentrations. Furthermore, when a composition containing lignan compounds is filled into a soft capsule with a transparent coating, a transparent content liquid has the advantage of improving the appearance and increasing consumer appeal, and therefore transparency is an important factor in the present invention.

[0026] <Bioavailability> Use of the composition of the present invention can improve the bioavailability of lignan compounds (especially sesame extract) compared to oral administration of powdered lignan compounds (especially sesame extract). As a result, the bioavailability of lignan compounds is improved, and their blood and brain concentrations are increased. The essential oil used as a solvent in the composition of the present invention is preferably cassia oil, clove oil, turmeric oil, cumin seed oil, spearmint oil, dill seed oil, thyme oil, davana oil, tarragon oil, basil oil, fennel oil, star anise oil, or sage oil, with turmeric oil being particularly preferred. [Example]

[0027] The present invention will be further explained below with reference to examples, but the present invention is not limited to these examples.

[0028] (Solubility test)

[0029] 1. Preparation of Experimental Materials The sesame extract was manufactured by Inabata Fragrance Co., Ltd. The concentrations of sesamin and sesamolin are shown in Table 1. [Table 1]

[0030] Clove oil used in the experiment was purchased from Inabata Fragrance Co., Ltd. and was obtained by steam distillation of the leaves of Eugenia caryophyllata Thunberg. Turmeric oil used in the experiment was steam-distilled from the rhizomes of C. longa purchased from Inabata Fragrance Co., Ltd. Cassia oil was purchased from Inabata Fragrance Co., Ltd. and obtained by steam distillation of Cinnamomum cassia leaves, and was used in the experiment. Cumin seed oil was purchased from Inabata Fragrance Co., Ltd. and steam-distilled from the seeds of Cuminum cyminum, and was used in the experiment. Spearmint oil used in the experiment was steam-distilled Mentha spicata leaves purchased from Inabata Fragrance Co., Ltd. Dill seed oil was purchased from Inabata Fragrance Co., Ltd. and steam-distilled from the seeds of Anethum graveolens and used in the experiments. Davana oil was purchased from Inabata Fragrance Co., Ltd. and steam distilled from the whole plant of Artemisia pallens, and was used in the experiment. Tarragon oil used in the experiment was steam distilled from Artemisia dracunculus leaves purchased from Inabata Fragrance Co., Ltd. Thyme oil was purchased from Inabata Fragrance Co., Ltd. and steam distilled from the whole plant of Thymus, and was used in the experiment. Basil oil was purchased from Inabata Fragrance Co., Ltd. and steam distilled from the whole plant of Ocimum basilicum, and was used in the experiment. Fennel oil was purchased from Inabata Fragrance Co., Ltd. and steam-distilled from seeds of Foeniculum vulgare, and was used in the experiment. Star anise oil was purchased from Inabata Fragrance Co., Ltd. and steam distilled from the fruits of Illicium verum, and was used in the experiment. Sage oil used in the experiment was steam distilled from the leaves of Salvia officinalis Linnaeus purchased from Inabata Fragrance Co., Ltd. MCT was purchased from Eiwa Trading Co., Ltd. (Tokyo, Japan) and was obtained by squeezing the fruit of Elaeis guineensis. Rice germ oil was purchased from Tsuno Life Sciences Co., Ltd. and used. The sesame oil used was "Taihaku Sesame Oil" purchased from Takemoto Oil Co., Ltd.

[0031] 2. Evaluation method for solubility test The solubility of sesamin in the supernatant after centrifugation was evaluated using the following four-point scale (◎, ◯, △, ×). ◎ (Very high solubility): Sesamin concentration is 10% by mass or more 〇 (High solubility): Sesamin concentration is 3% by mass or more but less than 10% by mass △ (moderate solubility): Sesamin concentration is 1% by mass or more but less than 3% by mass × (low solubility): Sesamin concentration is less than 1% by mass

[0032] (LC-MS analysis method) All samples were analyzed using a UPLC-MS system (LCMS-8050, Shimadzu Corporation). Sesamin analysis was performed under the following conditions: the column used was a Shim-pack XR-ODSII (2.0 mm ID x 75 mm, particle size: 2.2 μm, Shimadzu Corporation). The flow rate was 0.2 mL / min. The mobile phase was a 4:1 mixture of methanol and 5 mM ammonium acetate aqueous solution. The retention time was 2.25 min. The injected solution volume was 1 μL. ESI-MS measurements were performed under the following conditions: the drift voltage was 2.5 kV. The ionization mode was positive. The ion source temperature was 100°C. The desolvation gas flow rate was 10 L / min, and the desolvation temperature was 100°C. The collision-induced dissociation gas used was argon gas at 270 kPa, with a collision energy of 11 eV. Multiple reaction monitoring was used to identify the compounds, and [M+NH4] + = m / z 372.20 [M+NH4-C7H5O2-H2O] + The transition to m / z 372.20 was tracked. Sesamolin analysis was performed using the same method as the sesamin analysis described above, except for the points described below. The mobile phase was methanol:5 mM ammonium acetate aqueous solution, with the concentration changed linearly from 4:1 to 1:0 over 2.5 minutes, and then returned to 4:1 over 2.51 minutes. The retention time was 2.55 minutes. ESI was introduced using MS / MS. The drift voltage was 4.0 kV. The ion source temperature was 225°C, and the desolvation temperature was 150°C. The collision energy of argon gas was 27 eV. Multiple reaction monitoring was used to identify the compound, and [M+NH4] + = m / z 388.20 to [MC 12 H 12 O5+H] + The transition to m / z 135.00 was followed.

[0033] (Example 1) Any one of the sesame extracts A to C shown in Table 1 was mixed with essential oil (clove oil) in the composition ratio shown in Table 2, and dissolved by heating at 85°C for 10 minutes. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1 and are shown in Table 2. The solution was then cooled to room temperature with water and allowed to stand overnight. Because some samples formed precipitates during standing, the solution was centrifuged at 15°C and 10,000 rpm for 5 minutes using a multipurpose centrifuge CAX-371 (Tomy Seiko Co., Ltd.), and the sesamin and sesamolin concentrations (mass%) in the supernatant were quantified using a UPLC-MS system (LCMS-8050, Shimadzu Corporation). The results are shown in Table 3.

[0034] [Table 2] [Table 3]

[0035] When clove oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 19.0 mass %.

[0036] (Example 2) The same process as in Example 1 above was carried out, except that sesame extract and essential oil (cassia oil) were mixed in the composition ratio shown in Table 4. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 4, and the concentrations of sesamin and sesamolin contained in the supernatant composition (measured by LC-MS) are shown in Table 5.

[0037] [Table 4]

[0038] [Table 5]

[0039] When cassia oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 19.4% by mass.

[0040] (Example 3) The same process as in Example 1 above was carried out, except that sesame extracts A, B, and D were mixed with essential oil (spearmint oil A) in the composition ratios shown in Table 6. The spearmint oil A used in this experiment contained 60% carvone and 20% d-limonene. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 6, and the concentrations of sesamin and sesamolin in the supernatant (measured by LC) are shown in Table 7.

[0041] [Table 6]

[0042] [Table 7]

[0043] When spearmint oil A was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 17.4 mass %.

[0044] (Example 4) The same process as in Example 1 above was carried out, except that sesame extract D was mixed with essential oil (spearmint oil B) in the composition ratio shown in Table 8. The spearmint oil B used in this experiment contained 80% carvone and 10% d-limonene. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 8, and the concentrations of sesamin and sesamolin in the supernatant (measured by LC) are shown in Table 9.

[0045] [Table 8]

[0046] [Table 9]

[0047] When spearmint oil B was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 17.4% by mass.

[0048] (Example 5) The same process as in Example 1 above was carried out, except that sesame extract D was mixed with essential oil (dill seed oil) in the composition ratio shown in Table 10. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 10, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 11.

[0049] [Table 10]

[0050] [Table 11]

[0051] When dill seed oil was used as a solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 15.3 mass %.

[0052] (Example 6) The same process as in Example 1 above was carried out, except that sesame extract D was mixed with essential oil (davanna oil) in the composition ratio shown in Table 12. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 12, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 13.

[0053] [Table 12]

[0054] [Table 13]

[0055] When davana oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 11.9 mass %.

[0056] (Example 7) The same process as in Example 1 above was carried out, except that sesame extract D was mixed with essential oil (tarragon oil) in the composition ratio shown in Table 14. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 14, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 15.

[0057] [Table 14]

[0058] [Table 15]

[0059] When tarragon oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 15.1% by mass.

[0060] (Example 8) The same process as in Example 1 above was carried out, except that sesame extract D was mixed with essential oil (thyme oil) in the composition ratio shown in Table 16. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 16, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 17.

[0061] [Table 16]

[0062] [Table 17]

[0063] When thyme oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 17.8% by mass.

[0064] (Example 9) The same process as in Example 1 above was carried out, except that sesame extract D was mixed with essential oil (basil oil) in the composition ratio shown in Table 18. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 18, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 19.

[0065] [Table 18]

[0066] [Table 19]

[0067] When basil oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 15.1% by mass.

[0068] (Example 10) The same process as in Example 1 above was carried out, except that sesame extract D was mixed with essential oil (fennel oil) in the composition ratio shown in Table 20. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 20, and the concentrations of sesamin and sesamolin in the supernatant (measured by LC) are shown in Table 21.

[0069] [Table 20]

[0070] [Table 21]

[0071] When fennel oil was used as a solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 17.5% by mass.

[0072] (Example 11) The same process as in Example 1 above was carried out, except that sesame extracts A, B, and D were mixed with essential oil (star anise oil) in the composition ratios shown in Table 22. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 22, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 23.

[0073] [Table 22]

[0074] [Table 23]

[0075] When star anise oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 17.4% by mass.

[0076] (Example 12) The same process as in Example 1 above was carried out, except that sesame extracts A, B, and D were mixed with essential oil (sage oil) in the composition ratios shown in Table 24. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 24, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 25.

[0077] [Table 24]

[0078] [Table 25]

[0079] When sage oil was used as the solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the supernatant composition up to a maximum of 13.0% by mass.

[0080] Essential oil blend In addition to clove oil, turmeric oil, cassia oil, and cumin seed oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil were used to create a new, highly palatable essential oil blend, which also contains a high concentration of dissolved sesamin. The following two types of essential oil blends were created.

[0081] (Example 13) The same process as in Example 1 was carried out, except that sesame extract B was mixed with the essential oil blend in the composition ratio shown in Table 26. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending were calculated based on Table 1. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 26, and the concentrations of sesamin and sesamolin in the supernatant (measured by LC) are shown in Table 27.

[0082] [Table 26]

[0083] [Table 27]

[0084] Using an essential oil blend as a solvent increased the solubility of sesamin, achieving a maximum of 10.3% by mass of sesamin dissolved in the supernatant composition. Furthermore, blending essential oils enabled the creation of a highly palatable composition.

[0085] (Example 14) The same process as in Example 1 above was carried out, except that sesame extract and essential oil (turmeric oil) were mixed in the composition ratio shown in Table 28. The composition (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending is shown in Table 28, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 29.

[0086] [Table 28]

[0087] [Table 29]

[0088] When turmeric oil was used as a solvent, the solubility of sesamin could be increased, and sesamin could be dissolved in the capsule content liquid composition up to a maximum of 7.5 mass %.

[0089] (Example 15) The same process as in Example 1 above was carried out, except that sesame extract and essential oil (cumin seed oil) were mixed in the composition ratio shown in Table 30. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 30, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 31.

[0090] [Table 30]

[0091] [Table 31]

[0092] By mixing sesamin:sesamolin in the supernatant after centrifugation at a concentration ratio of 1:0.7-1, it was possible to prepare a capsule solution composition containing 9.6% by mass of dissolved sesamin, even when using cumin seed oil, which has a low ability to dissolve sesamin.

[0093] (Example 16) The same treatment as in Example 1 above was carried out, except that the sesame extract and MCT were mixed in the composition ratio shown in Table 32. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 32, and the concentrations of sesamin and sesamolin contained in the supernatant (measured by LC) are shown in Table 33.

[0094] [Table 32]

[0095] [Table 33]

[0096] In sesame extract products A and B, which have a high sesamin content in their blended compositions, MCT was unable to dissolve sesamin in the capsule content liquid composition at a concentration of 2% by mass or more. On the other hand, by setting the sesamin:sesamolin concentration ratio in the supernatant after centrifugation at approximately 1:1, it was possible to prepare a capsule content liquid composition containing sesamin dissolved at up to 4.4% by mass, even when using MCT, an oil with a low ability to dissolve sesamin.

[0097] (Example 17) The same treatment as in Example 1 above was carried out, except that sesame extract C and rice germ oil were mixed in the composition ratio shown in Table 34. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 34, and the concentrations of sesamin and sesamolin contained in the supernatant are shown in Table 35.

[0098] [Table 34]

[0099] [Table 35]

[0100] Even when sesame extract product C, which contains more sesamin than sesamolin, was used in the blended composition, rice germ oil was unable to dissolve sesamin in the capsule content liquid composition at a concentration of 0.08% by mass or more.

[0101] (Example 18) The same treatment as in Example 1 above was carried out, except that sesame extract C and sesame oil were mixed in the composition ratio shown in Table 36. The compositions (theoretical values) of sesamin and sesamolin contained in the blended composition at the time of blending are shown in Table 36, and the concentrations of sesamin and sesamolin contained in the supernatant are shown in Table 37.

[0102] [Table 36]

[0103] [Table 37]

[0104] Even when sesame extract product C, which contains more sesamin than sesamolin, was used in the blended composition, rice germ oil was unable to dissolve sesamin in the capsule content liquid composition at a concentration of 0.2% by mass or more.

[0105] (Example 19) (Transparency evaluation test)

[0106] 1. Evaluation method for transparency evaluation test Soft capsule content composition prepared in solubility test C-3, C-6, C-9, C-12, C-15, C-18, C-21, C-23, C-28 , C-31, C-33, C-35, C-36, C-41, C-43, C-46, C-48, C-51, C-53, C-56, C-58, C-6 1, C-63, C-66, C-71, C-72, C-76, C-86, C-87, C-88, C-89, C-91, C-92, C-93, C -94, C-95, C-96, C-97, C-98, C-99, C-100, C-101, C-102 using an ultraviolet / visible spectrophotometer (HITACHI) U-3900 The transparency of the solution and solvent in the vial was quantified by measuring UV-visible absorbance using a spectrophotometer. Turbidity was evaluated using transmittance at 750 nm. The baseline was the transmittance of the glass cell. The transparency of these soft capsule content liquid compositions was evaluated using the following four-level scale (◎, ◯, △, ×). ◎ (Very high transparency): 750nm transmittance is 95% or more 〇 (High transparency): 750nm transmittance is 80% or more △ (moderate transparency): 750nm transmittance is 60% or more but less than 80% × (low transparency): 750nm transmittance is less than 60%

[0107] The results of the transparency test for the soft capsule content liquid compositions C-3, C-6, C-9, C-12, C-15, C-18, C-21, C-23, C-28, C-31, C-33, C-35, C-36, C-41, C-43, C-46, C-48, C-51, C-53, C-56, C-58, C-61, C-63, C-66, C-71, C-72, C-76, C-86, C-87, C-88, C-89, C-91, C-92, C-93, C-94, C-95, C-96, C-97, C-98, C-99, C-100, C-101, and C-102 prepared in the solubility test are shown in Table 38.

[0108] [Table 38-1] [Table 38-2] [Table 38-3] [Table 38-4] [Table 38-5]

[0109] Next, as control products, the contents of a soft capsule containing dissolved sesamin (Suntory Ltd., Sesamin EX) (Control Example 1) and the contents of a soft capsule containing dissolved sesamin (Kobayashi Pharmaceutical Co., Ltd., Kobayashi Pharmaceutical Sesamin) (Control Example 2) were used, and the transmittance of these contents to visible light at 750 nm was measured, and transparency was evaluated using the same criteria as above. The results are shown in Table 39.

[0110] [Table 39]

[0111] Capsule content liquid composition according to the present invention C-3, C-6, C-9, C-12, C-15, C-18, C-21, C-23, C-28, C-31, C-33, C-35, C- 36, C-41, C-43, C-46, C-48, C-51, C-53, C-56, C-58, C-61, C-63, C-66, C-71, C-72, C-76, C- 86, C-87, C-88, C-89, C-91, C-92, C-93, C-94, C-95, C-96, C-97, C-98, C-99, C-100, C-101, and C-102 dissolved sesamin in the capsule solution at a higher concentration than Suntory's Sesamin EX and Kobayashi Pharmaceutical's Sesamin, and showed transparency comparable to these control products.

[0112] The transmittance of visible light at 750 nm through the liquid contained in a soft capsule ("Sesamin Capsules" by Organland Co., Ltd.), in which sesamin is emulsified and suspended in a base oil using an emulsifier and beeswax, was not measurable.

[0113] Sensory testing In addition to turmeric oil and cassia oil, sesame extract was dissolved in spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, sage oil, and an essential oil blend, and a sensory test was conducted.The sensory test involved placing a drop of the sesame extract-containing essential oil in the mouth and evaluating the taste of the solution. Evaluation criteria No irritation (2 points) No bitterness (1 point): Total 3 points No irritation (2 points) Bitter taste (0 points): Total 2 points Irritating (0 points) - Not bitter (1 point): Total 1 point Irritating (0 points) Bitter (0 points): Total 0 points The evaluation criteria for the sensory test were based on irritation and bitterness, which are undesirable tastes for essential oils containing sesame extract. Irritation refers to the sensation of spiciness or pain and choking when the composition is placed in the mouth. Bitterness refers to the unpleasant taste experienced when an alkaloid compound is placed in the mouth. If the composition is irritating, it will cause pain and choking when placed in the mouth, leading to resistance and low edibility. On the other hand, if the composition is bitter, it will have an unpleasant taste when placed in the mouth, but will not be resistant and will not be low in edibility. From the above, a non-irritating composition has higher value as a food product than a non-bitter one, and a graded score system was used to reflect this difference in value, with non-irritating being given 2 points and non-bitter being given 1 point. The test was conducted by 12 well-trained subjects, who were evaluated based on the above criteria. If the average score of the 12 people was less than 0.3 points, it was marked as "X", if it was 0.3 points or more but less than 1 point, it was marked as "△", if it was 1 point or more but less than 2 points, it was marked as "〇", if it was 2 points or more but less than 2.5 points, it was marked as "〇〇", and if it was 2.5 points or more, it was marked as "〇〇〇". The results are shown in Table 40 below. [Table 40-1] [Table 40-2] Compared to the evaluation of cassia oil and thyme oil, turmeric oil, dill seed oil, davana oil, tarragon oil, basil oil, fennel oil, star anise oil, sage oil and essential oil blends were rated highly and were found to have excellent taste as food. In particular, fennel oil, star anise oil and essential oil blends were desirable.

[0114] (Example 20) (Bioavailability evaluation method) (overview) The experiment was conducted by orally administering sesame extract C, a mixture of sesame extract C and turmeric oil in a 1:9 ratio, or sesame extract C, and measuring the concentrations of sesamin and sesamolin in the serum and brain.

[0115] (Mouse blood and brain sample preparation method) Four-week-old Slc:ddY mice were purchased from SLC (Shizuoka, Japan). They were housed at 25±1°C under a 12-hour light-dark cycle with free access to food (MF, Oriental Yeast Co., Tokyo, Japan) and tap water for one week to allow them to acclimate before use in the experiment. Sesame extract, turmeric oil, and sesame-turmeric oil were dissolved in a 2% aqueous solution of carboxymethylcellulose. The ratio of sesame extract C to turmeric oil in the sesame-turmeric oil solution was 1:9. Mice were orally administered 2.5 mg / kg of sesame extract, 22.5 mg / kg of turmeric oil, or 25 mg / kg of sesame-turmeric oil. Blood and brain samples were collected 30 minutes after administration. Blood samples were obtained from the inferior vena cava under anesthesia. The mice were then perfused with an isotonic sodium chloride solution through the left ventricle before brain harvest. The collected blood was centrifuged at 3000 g for 10 minutes, and serum was obtained as the supernatant.

[0116] (Analysis sample preparation method) A serum sample (100 μL) was mixed with acetonitrile (500 μL) and extracted by shaking for 3 minutes. The solution was then centrifuged at 1040 g for 3 minutes. The solvent from the supernatant was removed under vacuum, and the residue was dissolved in 50 μL of acetonitrile to prepare an LC-MS sample. A brain sample (30 mg) was pulverized and extracted with 150 μL of acetonitrile. The mixture was shaken and sonicated for 10 minutes, and the supernatant was centrifuged at 1040 g for 3 minutes. The solvent from the supernatant was removed under vacuum, and the residue was dissolved in 75 μL of acetonitrile to prepare an LC-MS sample.

[0117] (Analysis method) All samples were analyzed using a UPLC-MS system (LCMS-8050, Shimadzu Corporation). Detailed measurement conditions were the same as those described in the "LC-MS analysis method" section of the solubility test above.

[0118] Figure 1 shows the blood sesamin concentrations in mice fed, from left to right, a control diet, a diet containing sesame extract, and a diet containing sesame and turmeric oil. The blood sesamin concentration was 1 ng / mL in mice fed the sesame extract diet, while the blood sesamin concentration was 9 ng / mL in mice fed the sesame and turmeric oil diet, an approximately nine-fold increase.

[0119] Figure 2 shows, from left to right, the brain concentrations of sesamin in mice fed a control diet, a diet containing sesame extract, and a diet containing sesame and turmeric oil. While the brain concentration of sesamin in mice fed a diet containing sesame extract was less than 1 ng / g, the blood concentration of sesamin in mice fed a diet containing sesame and turmeric oil was 9 ng / g, a more than nine-fold increase.

[0120] Figure 3 shows the blood sesamolin concentrations in mice fed, from left to right, a control diet, a diet containing sesame extract, and a diet containing sesame and turmeric oil. The blood sesamolin concentration was 2 ng / mL in mice fed the sesame extract diet, while it was 26 ng / mL in mice fed the sesame and turmeric oil diet, an approximately 13-fold increase.

[0121] Figure 4 shows, from left to right, the brain concentrations of sesamolin in mice fed a control diet, a diet containing sesame extract, and a diet containing sesame and turmeric oil. The brain concentration of sesamolin in mice fed a diet containing sesame extract was less than 4 ng / g, while the blood concentration of sesamolin in mice fed a diet containing sesame and turmeric oil was 36 ng / g, a more than nine-fold increase.

[0122] The above results indicate that the bioavailability of sesamin and sesamolin is significantly improved by using turmeric oil as a solvent. [Industrial Applicability]

[0123] By using the present invention, the amount of ingredients ingested per capsule of the composition can be increased while maintaining the transparency of the composition, particularly the solution in the capsule, and the number of compositions to be orally ingested can be reduced. This also reduces the processing costs of the composition and reduces production costs. Furthermore, the composition of the present invention can improve bioavailability.

Claims

1. A composition containing sesamin and sesamolin dissolved in essential oil, The concentration of sesamin dissolved in the composition is 2% by mass to 35% by mass, The essential oil is at least one selected from the group consisting of cassia oil, cumin seed oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil. composition.

2. 2. The composition according to claim 1, which has a transparency of 80% or more as measured by transmittance at 750 nm using an ultraviolet-visible spectrophotometer.

3. 3. The composition of claim 1 or claim 2, in the form of a capsule.

4. A food or drink containing the composition according to any one of claims 1 to 3.

5. A method for dissolving sesamin in essential oil at a concentration of 2% to 35% by weight, the method comprising the step of further including sesamolin in the essential oil; The method, wherein the essential oil is one or more selected from the group consisting of cassia oil, cumin seed oil, spearmint oil, dill seed oil, davana oil, tarragon oil, thyme oil, basil oil, fennel oil, star anise oil, and sage oil.

6. The method according to claim 5, wherein the mass ratio of sesamin to sesamolin is 1:0.5 to 1.

5.

7. A composition according to claim 1 or claim 2 for increasing blood or brain concentrations of sesamin.

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