Composition containing plant-derived β-caryophyllene and method for producing same

Abstract

The present invention aims to provide a plant-derived β-caryophyllene composition that contains plant-derived β-caryophyllene and can provide various safe products that are highly palatable, and a method for producing the same. In the plant-derived β-caryophyllene-containing composition of the present invention, the plant-derived β-caryophyllene content is 80% by weight or more, the eugenol content is 0.0455% by weight or less, and the methyleugenol content is 0.005% by weight or less.

Description

[Technical field]

[0001] The present invention relates to a composition containing plant-derived β-caryophyllene and a method for producing the same. [Background technology]

[0002] β-caryophyllene has antibacterial, antioxidant, anti-inflammatory, and other effects, and in recent years has also been used as a food additive, etc. (See, for example, the claims of Japanese Patent No. 7056048.) For this reason, many products that focus on the effectiveness of β-caryophyllene have been launched on the market. Summary of the Invention [Problem to be solved by the invention]

[0003] By the way, β-caryophyllene is an essential oil component that is widely present in nature, and is abundant in plants such as cloves, copaiba, pepper, rosemary, and hemp. Therefore, most of the raw materials for β-caryophyllene are derived from plants. However, it is difficult to isolate only β-caryophyllene from raw materials derived from plants, and β-caryophyllene compositions refined from raw materials derived from plants contain impurities. These impurities have a strong smell, and therefore products using plant-derived β-caryophyllene compositions have a problem of poor palatability.

[0004] In addition, carcinogenic methyl eugenol could not be completely removed when refining raw materials derived from plants. In this regard, IFRA (International Fragrance Associate) has evaluated the systemic toxicity of methyl eugenol, and its use standards have become stricter year by year. Currently, methyl eugenol is subject to extremely strict standards in several categories, with the residual amount in the final product being 0.69 ppm or less. However, caryophyllene commercially available around the world is not standardized for impurity content of less than 0.1%. Furthermore, products with impurity content of less than 0.1% are not usually listed on safety data sheets. Due to this background, there is no safe β-caryophyllene composition, and it has been extremely difficult to obtain various products with an increased content of β-caryophyllene to a level that can demonstrate the effectiveness of β-caryophyllene.

[0005] The present invention has been made to solve the above-mentioned problems, and aims to provide a plant-derived β-caryophyllene composition that contains plant-derived β-caryophyllene and can be used to obtain various safe products that are highly palatable, and a method for producing the same. [Means for solving the problem]

[0006] In order to achieve the above object, first, the present inventors have investigated the cause of the strong odor of the contaminants in the plant-derived β-caryophyllene composition obtained by purification, and identified it as eugenol. Then, they have investigated the allowable content of eugenol in the plant-derived β-caryophyllene composition obtained by purification.

[0007] Second, the inventors have determined the acceptable content of methyleugenol in a plant-derived β-caryophyllene composition obtained by purification.

[0008] Thirdly, the present inventors have revealed that clove-derived β-caryophyllene is a suitable source of plant-derived β-caryophyllene.

[0009] The present disclosure has been conceived based on the above research, and includes the following aspects:

[0010] [1] A composition containing plant-derived β-caryophyllene, the content of plant-derived β-caryophyllene being 80% by weight or more, the content of eugenol being 0.0455% by weight or less, and the content of methyleugenol being 0.005% by weight or less. Here, the "content of plant-derived β-caryophyllene, eugenol, or methyleugenol" refers to the amount of plant-derived β-caryophyllene, eugenol, or methyleugenol contained in the composition containing plant-derived β-caryophyllene.

[0011] [2] The plant-derived β-caryophyllene of [1] is β-caryophyllene derived from cloves (Cloves)

[0012] [3] Medicines, quasi-drugs, foods and beverages, health foods, cosmetics, fragrances, air fresheners, or daily necessities containing a composition containing β-caryophyllene derived from the plant [1] or [2].

[0013] [4] An inhalation liquid for an inhaler or an inhalation assisting device, comprising a composition containing β-caryophyllene derived from the plant [1] or [2].

[0014] [5] An aroma solution for an aroma diffuser, comprising a composition containing β-caryophyllene derived from the plant of [1] or [2].

[0015] [6] An electronic cigarette liquid containing a composition containing β-caryophyllene derived from the plant [1] or [2].

[0016] [7] A method for producing a composition containing plant-derived β-caryophyllene, comprising: filtering a liquid raw material having a plant-derived β-caryophyllene content of 80% by weight or more through a filter, thereby obtaining a filtered liquid composition; adding activated carbon to the filtered liquid composition so that the activated carbon accounts for 3 to 15% by weight of the filtered liquid composition; stirring the filtered liquid composition for a predetermined period of time, thereby obtaining a stirred liquid composition; and filtering the stirred liquid composition through a filter, thereby obtaining a composition containing plant-derived β-caryophyllene, wherein the plant-derived β-caryophyllene content is 80% by weight or more, the eugenol content is 0.0455% by weight or less, and the methyleugenol content is 0.005% by weight or less in the composition containing plant-derived β-caryophyllene. Effects of the Disclosure

[0017] The present disclosure has the effect of providing a plant-derived β-caryophyllene composition that contains plant-derived β-caryophyllene and can be used to obtain various safe products that are highly palatable and safe, as well as a method for producing the same. [Brief description of the drawings]

[0018] [Figure 1] FIG. 1 is a graph showing the change in the methyleugenol content, the eugenol content, and the total content of methyleugenol and eugenol relative to the change in the amount of activated carbon added (wt %) in Table 1.

[0019] [Diagram 2] FIG. 2 is a graph showing the change in the methyleugenol content, the eugenol content, and the total content of methyleugenol and eugenol relative to the change in the amount of activated carbon added (wt %) in Table 1. MODE FOR CARRYING OUT THE DISCLOSURE

[0020] Hereinafter, modes for carrying out the above-mentioned aspects [1] to [7] of the present disclosure will be described.

[0021] (Embodiment 1) The composition containing plant-derived β-caryophyllene according to the first embodiment of the present disclosure is a composition in which the content of plant-derived β-caryophyllene is 80% by weight or more, the content of eugenol is 0.0455% by weight or less, and the content of methyleugenol is 0.005% by weight or less. Here, in the composition containing plant-derived β-caryophyllene, the "content of plant-derived β-caryophyllene, eugenol, or methyleugenol" means the amount of plant-derived β-caryophyllene, eugenol, or methyleugenol contained in the composition containing plant-derived β-caryophyllene. In addition, in the composition containing plant-derived β-caryophyllene, plant-derived β-caryophyllene is an active ingredient, and eugenol and methyleugenol are impurities that are particularly desired to be removed (hereinafter, may be referred to as "predetermined removal target components").

[0022] <Plant-derived β-caryophyllene> Since plant-derived β-caryophyllene is an active ingredient, the higher the content, the greater the effect. The content of plant-derived β-caryophyllene is preferably 80% by weight or more, more preferably 85% by weight or more, and most preferably 97% by weight or more.

[0023] Examples of plants containing β-caryophyllene include cloves, cannabis, hemp, marijuana, hops, basil, oregano, pepper, lavender, rosemary, cinnamon, black caraway, etc. Raw materials containing β-caryophyllene derived from these plants are available on the market as refined oils from those plants.

[0024] <Eugenol> Since eugenol is a specific target component for removal and is an odor component that is desired to be removed from raw materials containing plant-derived β-caryophyllene, its content is preferably 0.0455% by weight or less, more preferably 0.02% by weight or less, and most preferably 0.01% by weight or less.

[0025] <Methyleugenol> Methyleugenol is a specified target component for removal and is a carcinogen that is desired to be removed from raw materials containing plant-derived β-caryophyllene, so its content is preferably 0.005% by weight or less, more preferably 0.002% by weight or less, and most preferably 0.0005% by weight or less.

[0026] The composition containing plant-derived β-caryophyllene of the present embodiment 1 contains a large amount of the active ingredient β-caryophyllene, a small amount (or no amount) of eugenol, which has a strong smell and adversely affects palatability, and a very small amount (or no amount) of methyleugenol, which is carcinogenic, so that various products can contain a large amount of the active ingredient β-caryophyllene to a level at which it can exert its effectiveness. As a result, various products containing plant-derived β-caryophyllene, which are palatable and safe, can be obtained.

[0027] (Embodiment 2) The composition comprising β-caryophyllene derived from a plant according to embodiment 2 of the present disclosure is a composition in which the β-caryophyllene derived from a plant according to embodiment 1 is β-caryophyllene derived from clove (Clove sieboldii).

[0028] Clove-derived raw materials can improve the purity of β-caryophyllene and reduce the content of contaminants such as eugenol or methyleugenol at a reduced cost compared to raw materials derived from other plants.

[0029] Plants contain various compounds, and the types and amounts of compounds contained vary depending on the type of plant. The difficulty of separating and purifying compounds varies depending on the boiling point, melting point, structural formula, functional group, etc. It is easier to separate (remove) β-caryophyllene from impurities in cloves than in other plants, making it easier to improve the purity of β-caryophyllene.

[0030] (Embodiment 3) The pharmaceuticals, quasi-drugs, foods and beverages, health foods, cosmetics, fragrances, air fresheners, or daily necessities according to embodiment 3 of the present disclosure are products containing a composition including β-caryophyllene derived from the plant of embodiment 1 or embodiment 2.

[0031] <Drugs> Examples of pharmaceuticals include various tablets, powders, granules, pills, capsules, films, drinks, lozenges, mouthwashes, and the like.

[0032] <Quasi-drugs> Examples of quasi-drugs include nutritional supplements, various supplements, oral fresheners, oral odor prevention agents, oral care products, hair nourishments, hair growth agents, skin moisturizers, etc. Examples of oral care products include toothpaste (dental paste), liquid toothpaste (dental rinse), mouthwash, chewing gum (containing an ingredient for preventing tooth decay: for example, xylitol), sprays (mouth sprays), etc.

[0033] <Food and beverages> Examples of food and beverage products include liquid products such as fruit juice, fruit juice drinks, non-fruit juice drinks, vegetable drinks, carbonated drinks, sports drinks, coffee drinks, tea, black tea, oolong tea, mineral drinks, yogurt drinks, dairy drinks, lactic acid bacteria drinks, nutritional drinks, alcoholic drinks, non-alcoholic drinks, soups, and noodle soups; candy, chewing gum, tablets, gummies, jellies, chocolates, baked goods such as cookies and cakes, cotton candy, bread, ice cream, frozen desserts, ham, sausages, snacks, seasonings such as powdered sauces, fats and oils such as butter and margarine; solid products such as edible sheet foods; and semi-solid and liquid products such as curry, stew, hayashi rice, sauces, dressings, fresh cream, cream, jams, and liquid foods.

[0034] <Health foods> Examples of health foods include foods for specified health uses, foods with efficacy claims, and foods with nutrient functions, which are classified as health functional foods. Other so-called health foods are also included. Here, so-called health foods refer to "foods that are not legally defined, are taken orally other than as medicines, are sold with the claim that they are particularly useful for maintaining or improving health, or are taken in the hope of achieving such effects."

[0035] <Cosmetics> Examples of cosmetics include basic cosmetics such as facial cleansers, cleansing agents, lotions, beauty essences, milky lotions, and creams; make-up cosmetics such as foundations, eyebrow products, mascara, eyeliner, lipstick, gloss, blush, and nail polish; and sunscreen cosmetics.

[0036] <Fragrance> The composition containing β-caryophyllene derived from the plant of embodiment 1 or embodiment 2 may be used alone as a fragrance, or may be used together with other fragrance ingredients. Examples of other fragrance ingredients include limonene, α-pinene, β-pinene, α-terpinene, linalool, cedrene, longifolene, and valencene, but other natural fragrances and synthetic fragrances may also be used. The composition containing β-caryophyllene derived from the plant of embodiment 1 or embodiment 2 may be used together with one or more selected from the group of fragrance ingredients described above, or may be used together with one or more fragrance ingredients other than those described above.

[0037] <Air freshener> Examples of air fresheners include liquid types, jelly / gel types, spray types, and candle types.

[0038] <Daily necessities> Examples of daily necessities include soap, detergent, shampoo, rinse, hair treatment, bath additives, and the like.

[0039] The composition containing plant-derived β-caryophyllene of embodiment 1 or embodiment 2 has a high content of the active ingredient β-caryophyllene, a low content (or no content at all) of eugenol, which has a negative effect on palatability, and an extremely low content (or no content at all) of carcinogenic methyleugenol, so that the active ingredient plant-derived β-caryophyllene can be contained in a large amount to a level at which it can exert its effectiveness in medicines, quasi-drugs, foods and beverages, health foods, cosmetics, flavors, fragrances, or daily necessities. As a result, it is possible to obtain products such as medicines that contain plant-derived β-caryophyllene, are highly palatable, and are safe.

[0040] (Embodiment 4) The inhalation liquid for an inhaler or an inhalation assistance device according to the fourth embodiment of the present disclosure is an inhalation liquid containing a composition comprising β-caryophyllene derived from the plant of the first or second embodiment.

[0041] <Inhalation liquid> Examples of inhalers using an inhalation liquid include pressurized spray metered dose inhalers and soft mist metered dose inhalers, and examples of inhalation aids using an inhalation liquid include spacers and nebulizers.

[0042] The composition containing β-caryophyllene derived from a plant according to embodiment 1 or embodiment 2 contains a large amount of β-caryophyllene as an active ingredient, a small amount (or no amount) of eugenol, which has a negative effect on palatability, and an extremely small amount (or no amount) of methyleugenol, which is carcinogenic, so that an inhalation liquid for an inhaler or an inhalation assistance device can contain a large amount of β-caryophyllene as an active ingredient to a level at which it can exert its effectiveness. As a result, an inhalation liquid for an inhaler or an inhalation assistance device containing β-caryophyllene derived from a plant, which is palatable, and safe can be obtained.

[0043] (Embodiment 5) The aroma solution for an aroma diffuser according to the fifth embodiment of the present disclosure is an aroma solution containing a composition including β-caryophyllene derived from the plant of the first or second embodiment.

[0044] <Aroma solution> Examples of diffusers that utilize aromatic solutions include reed diffusers, heating diffusers, humidifier-type diffusers, and spray diffusers.

[0045] The composition containing plant-derived β-caryophyllene of embodiment 1 or embodiment 2 has a high content of the active ingredient β-caryophyllene, a low content (or no content) of eugenol, which has a negative effect on palatability, and an extremely low content (or no content) of carcinogenic methyleugenol, so that the active ingredient β-caryophyllene can be contained in a large amount to a level at which it can exert its effectiveness in an aroma solution for aroma diffusers. As a result, an aroma solution for aroma diffusers containing plant-derived β-caryophyllene, which is palatable, and safe can be obtained.

[0046] (Embodiment 6) The electronic cigarette liquid according to embodiment 6 of the present disclosure is a liquid containing a composition including β-caryophyllene derived from the plant of embodiment 1 or embodiment 2.

[0047] <Liquid for electronic cigarettes> Examples of liquids for electronic cigarettes include liquids that are used in electronic cigarettes that heat the liquid and are of the liquid type, cartridge type, disposable type, etc.

[0048] The composition containing plant-derived β-caryophyllene of embodiment 1 or embodiment 2 has a high content of the active ingredient β-caryophyllene, a low content (or no content) of eugenol that adversely affects palatability, and an extremely low content (or no content) of carcinogenic methyleugenol, so that the active ingredient β-caryophyllene can be contained in a large amount in the liquid for electronic cigarettes to a level at which it can exert its effectiveness. As a result, a liquid for electronic cigarettes containing plant-derived β-caryophyllene, which is palatable and safe, can be obtained.

[0049] (Embodiment 7) A method for producing a composition containing plant-derived β-caryophyllene according to a seventh embodiment of the present disclosure includes: filtering a liquid raw material having a plant-derived β-caryophyllene content of 80% or more by weight through a filter, thereby obtaining a filtered liquid composition; adding activated carbon to the filtered liquid composition so that the activated carbon accounts for 3 to 15% by weight of the filtered liquid composition; stirring the activated carbon-added liquid composition for a predetermined period of time, thereby obtaining a stirred liquid composition; and filtering the stirred liquid composition through a filter, thereby obtaining a composition containing plant-derived β-caryophyllene, wherein the plant-derived β-caryophyllene content is 80% by weight or more, the eugenol content is 0.0455% by weight or less, and the methyleugenol content is 0.005% by weight or less in the composition containing plant-derived β-caryophyllene.

[0050] According to the method for producing a composition containing plant-derived β-caryophyllene, first, impurities are removed from a liquid raw material containing 80% or more plant-derived β-caryophyllene by filtration using a filter having selectivity for the size of suspended matter in essential oils, then eugenol and methyleugenol are removed by adding an appropriate amount of activated carbon having polar selectivity, and then the removal of eugenol and methyleugenol by adding activated carbon is promoted by stirring. As a result, the β-caryophyllene content is maintained at 80% or more by weight, the eugenol content is reduced to 0.0455% or less by weight, and the methyleugenol content is reduced to 0.005% or less by weight, for a liquid raw material containing 80% or more plant-derived β-caryophyllene. EXAMPLES

[0051] <Raw material review 1> In the raw material study 1, raw material 1 (INDESSO's 80% caryophyllene (raw material: clove)) containing 85.7% by weight of clove-derived β-caryophyllene was used as the starting composition. Activated carbon was used as a remover for eugenol and methyleugenol, which are the specified removal target components.

[0052] [Adjustment for Comparative Example] The sample of Comparative Example 1 was obtained from Raw Material 1 without any treatment.

[0053] The sample of Comparative Example 2 was obtained by filtering the sample of Comparative Example 1 through a 0.5 μm PTFE filter (manufactured by ADVANTEC).

[0054] [Adjustment of the embodiment] For Examples 1 to 3, first, activated carbon (manufactured by Osaka Gas Chemicals) was added to the sample of Comparative Example 1. The amount of activated carbon added to each sample was 5 wt%, 10 wt%, and 15 wt%. Next, each sample after the addition of activated carbon was stirred for 1 hour, for example, with a stirrer (stirring bar). Next, each sample after stirring was filtered with a 0.5 μm PTFE filter to obtain samples of Examples 1 to 3.

[0055] Comparative Example 1: Untreated Comparative Example 2: Filter Filtration Example 1: 5% by weight activated carbon + stirring for 1 hour + filtering Example 2: 10% by weight activated carbon + stirring for 1 hour + filtering Example 3: Activated carbon 15% by weight + stirring for 1 hour + filtering

[0056] [Preference evaluation] 0.1 ml of each sample from each of the Comparative Examples and Examples was impregnated into a scent paper (scent test paper (mouette)) having a width of about 3 mm and a length of about 100 mm, and the sensory evaluation was carried out by a total of five panelists.

[0057] The odor of Comparative Example 1 was used as the standard (intensity 5) and the odor of each sample was compared with the standard odor to evaluate the odor intensity of each sample.

[0058] [Evaluation Criteria] Intensity 5: Smell of Comparative Example 1 (untreated) Strength 4: slightly weak Strength 3: Weak Strength 2: Very weak Strength 1: Almost no odor.

[0059] The final evaluation was based on the average strength values ​​evaluated by the five panelists, and was rated on the following four-level scale.

[0060] [Final evaluation] ◎: 2.0 ≥ average value ≥ 0.0 ○: 2.5 ≥ average value > 2.0 △: 3.5 ≧ average value > 2.5 ×: 5.0 ≥ average value > 3.5 △ or higher is the preference evaluation result

[0061] [Safety assessment] The method for measuring the content of the sample is as follows. The content of each sample was determined by comparison with the respective standard samples using GCMS. GCMS: 7890B-5977B MSD (Agilent Technologies) Column: Inertcap WAX column (length: 60 m, film thickness: 0.25 μm, inner diameter: 0.25 mm (GL Sciences) Temperature conditions: 240℃ held for 5 minutes Carrier gas: He Carrier gas flow rate: 1ml / min Injection method: 1 μl, split 1 / 80 Detection limit: 0.5 ppm Safety was evaluated based on the methyleugenol content in the samples, using the following three-level scale. Methyleugenol content (wt%) ◎:0.00005≧Content ○:0.005≧Content>0.00005 ×: Content>0.005 ○ or above passed safety evaluation The results of the content measurement, palatability evaluation, and safety evaluation of each sample are shown in Table 1 below.

[0062] [Table 1] The numerical values ​​in Table 1 are in weight percent.

[0063] {Analysis 1} In the case of raw materials, the contents of methyleugenol and eugenol were at a level that was insufficient in terms of safety and palatability, and as the amount of activated carbon added, which is a remover of the specified removal target components, increased, the contents of methyleugenol and eugenol decreased. And, when the amount of activated carbon added was 10% by weight, safety and palatability were satisfied. In this case, the content of methyleugenol was 0.0048% by weight, the content of eugenol was 0.0254% by weight, and the total content of methyleugenol and eugenol was 0.0302% by weight. The content of β-caryophyllene did not change even when the amount of activated carbon added increased. This is presumably because the contents of methyleugenol and eugenol are much lower than the content of β-caryophyllene, and the effect of the decrease is unlikely to be seen in the content of β-caryophyllene.

[0064] <Raw material review 2> In the raw material study 2, raw material 2 (VAN AROMA's 95% caryophyllene (raw material: clove)) containing 97.3% by weight of clove-derived β-caryophyllene was used as the starting composition. Activated carbon was used as a remover for eugenol and methyleugenol, which are the specified removal target components.

[0065] [Adjustment for Comparative Example] The sample of Comparative Example 3 was obtained from Feedstock 2 in an untreated state.

[0066] The sample of Comparative Example 4 was obtained by filtering the sample of Comparative Example 3 through a 0.5 μm PTFE filter.

[0067] [Adjustment of the embodiment] In Examples 4 to 7, first, activated carbon (manufactured by Osaka Gas Chemicals) was added to the sample of Comparative Example 3. The amount of activated carbon added to each sample was 1 weight %, 3 weight %, 5 weight %, and 15 weight %. Next, each sample after the addition of activated carbon was stirred for 1 hour. Next, each sample after stirring was filtered with a 0.5 μm PTFE filter to obtain samples of Examples 4 to 7.

[0068] Comparative Example 3: Untreated Comparative Example 4: Filter Filtration Example 4: 1% by weight activated carbon + stirring for 1 hour + filtering Example 5: 3% by weight activated carbon + stirring for 1 hour + filtering Example 6: Activated carbon 5% by weight + stirring for 1 hour + filtering Example 7: Activated carbon 15% by weight + stirring for 1 hour + filtering The results are shown in Table 2 below.

[0069] [Preference evaluation] The evaluation criteria were the odor of Comparative Example 3 as the standard (intensity 5), and the odor of each sample was compared with the standard odor to evaluate the odor intensity of each sample. Other than that, the conditions were the same as those of Raw Material Study 1.

[0070] [Safety assessment] The sample content measurement method and safety evaluation method were the same as those in Raw Material Review 1.

[0071] The results of the content measurement, palatability evaluation, and safety evaluation of each sample are shown in Table 2 below.

[0072] [Table 2] The numerical values ​​in Table 2 are in weight percent. Also, "nd" stands for "below the detection limit (0.00005 or less)."

[0073] {Analysis 2} In the raw materials, the contents of methyleugenol and eugenol were insufficient in terms of safety and palatability, and as the amount of activated carbon added, which is a remover of the specified target components, increased, the contents of methyleugenol and eugenol decreased. When the amount of activated carbon added was 1% by weight, safety and palatability were satisfied. In this case, the content of methyleugenol was 0.0045% by weight, the content of eugenol was 0.0373% by weight, and the total content of methyleugenol and eugenol was 0.0418% by weight. The content of β-caryophyllene did not change even when the amount of activated carbon added increased.

[0074] <Removal agent study 1> In the removal agent study 1, raw material 2 was used as the starting composition. In addition, activated clay was used as the removal agent to remove methyleugenol and eugenol, which are the specified removal targets.

[0075] [Adjustment for Comparative Example] As a comparative example, the above Comparative Example 3 obtained without processing from Raw Material 2 was used. The results of the palatability evaluation and safety evaluation of Comparative Example 3 are shown in Table 2 above.

[0076] [Adjustment of the embodiment] The taste evaluation method, content measurement method, and safety evaluation method for the removal agent examination 1 were the same as those for the raw material examination 2. The test results for the comparative example 3 are shown in Table 2. In Examples 9 and 10, the sample of Comparative Example 3 was used as the starting composition, and activated clay (manufactured by Mizusawa Industrial Chemicals) was added to the sample of Comparative Example 3. The amount of activated clay added was 5% by weight and 10% by weight. Next, each sample was stirred for 1 hour, and then each post-stirring sample was filtered through a 0.5 μm PTFE filter to obtain the respective samples.

[0077] Example 9: 5% by weight of activated clay + stirring for 1 hour + filtration Example 10: Activated clay 10% by weight + stirring for 1 hour + filtering The results of the content measurement, palatability evaluation, and safety evaluation of each sample are shown in Table 3 below.

[0078] [Table 3] The units of values ​​in Table 3 are weight percent.

[0079] {Analysis 3} In this study, the addition of activated clay as a remover hardly reduced the contents of methyleugenol and eugenol, and safety and palatability were not satisfied. In other words, it was found that activated clay has almost no ability to remove eugenol and methyleugenol.

[0080] <Removal agent study 2> In Scavenger Study 2, Raw Material 2 was used as the starting composition. Ethanol was used as the scavenger for methyleugenol and eugenol, which are the targets of removal.

[0081] [Adjustment for Comparative Example] As a comparative example, the above Comparative Example 3 obtained without processing from Raw Material 2 was used. The results of the preference evaluation and safety evaluation of Comparative Example 3 are shown in Table 2 above.

[0082] [Adjustment of the embodiment] The taste evaluation method, content measurement method, and safety evaluation method for the removal agent examination 2 were the same as those for the raw material examination 2. The measurement results for the comparative example 3 are shown in Table 2.

[0083] In Example 11, 60% ethanol by weight (twice the weight of the sample) was added to the sample of Comparative Example 3, the mixture was stirred and washed for 1 hour, and then allowed to stand for 30 minutes. The caryophyllene layer (upper layer) that had separated from the ethanol layer (lower layer) was then collected to prepare a sample.

[0084] In Example 12, twice the weight of 60% ethanol was added to the sample of Example 11, and the mixture was stirred and washed for 1 hour. The mixture was then allowed to stand for 30 minutes, and the caryophyllene layer (upper layer) that had separated from the ethanol layer (lower layer) was collected to prepare a sample.

[0085] In Example 13, twice the weight of 80% ethanol was added to the sample of Comparative Example 3, and the mixture was stirred and washed for 1 hour. The mixture was then allowed to stand for 30 minutes, and the caryophyllene layer (upper layer) that had separated from the ethanol layer (lower layer) was collected to prepare a sample.

[0086] In Example 14, twice the weight of 80% ethanol was added to the sample of Example 13, and the mixture was stirred and washed for 1 hour. The mixture was then allowed to stand for 30 minutes, and the caryophyllene layer (upper layer) that had separated from the ethanol layer (lower layer) was collected to prepare a sample.

[0087] In Example 15, 10 times the weight of the sample of Comparative Example 3 was added with 60% ethanol by weight, and the mixture was stirred and washed for 1 hour, then allowed to stand for 30 minutes. The caryophyllene layer (upper layer) separated from the ethanol layer (lower layer) was collected and used as a sample.

[0088] In Example 16, 10 times the weight of the sample of Comparative Example 3 was added with 80% ethanol by weight, and the mixture was stirred and washed for 1 hour, then allowed to stand for 30 minutes. The caryophyllene layer (upper layer) separated from the ethanol layer (lower layer) was collected as a sample.

[0089] Example 11: Sample of Comparative Example 3 + 2 times the weight of 60% ethanol + 1 hour stirring and washing Example 12: Sample of Example 11 + 2 times the weight of 60% ethanol + 1 hour stirring wash Example 13: Sample of Comparative Example 3 + 2 times the weight of 80% ethanol + 1 hour stirring and washing Example 14: Sample of Example 13 + 2 times the weight of 80% ethanol + 1 hour stirring wash Example 15: Sample of Comparative Example 3 + 10 times the weight of 60% ethanol + 1 hour stirring and washing Example 16: Sample of Comparative Example 3 + 10 times the weight of 80% ethanol + 1 hour stirring and washing The results of the content measurement, palatability evaluation, and safety evaluation of each sample are shown in Table 4 below.

[0090] [Table 4] The units of values ​​in Table 4 are weight percent.

[0091] {Analysis 4} In this study, the content of methyleugenol and eugenol decreased with an increase in the amount of ethanol added, which is a remover of the specified removal target components. In this case, preference was satisfied first, and then safety was satisfied. When preference was satisfied first, the content of eugenol was 0.0455 wt%, when safety was satisfied first, the content of methyleugenol was 0.0049 wt%, and when both safety and preference were satisfied first, the total content of methyleugenol and eugenol was 0.0249 wt%. The content of β-caryophyllene did not change even when the amount of ethanol added increased.

[0092] {Conclusion} i) According to the above-mentioned study, by using a clove-derived β-caryophyllene raw material with a purity of 85.7% by weight or more, a clove-derived β-caryophyllene composition that is safe and palatable can be obtained. The content of clove-derived β-caryophyllene in the obtained clove-derived β-caryophyllene composition was 85.7% by weight or more (Tables 1, 2, and 4).

[0093] ii) The eugenol content that satisfied palatability was 0.0455% by weight or less (Table 4).

[0094] iii) The content of methyleugenol that satisfies safety standards was assumed to be 0.005% by weight or less.

[0095] iv) Two methods for producing a clove-derived β-caryophyllene composition that meets safety and palatability requirements were identified. The essential processing elements in these two methods were the removers for the specific target components, methyleugenol and eugenol, which were activated carbon and ethanol, respectively.

[0096] v) Of the two production methods mentioned above, the method using activated carbon was able to reduce the methyleugenol content more (Tables 2 and 4).

[0097] vi) It is estimated that even if a clove-derived β-caryophyllene raw material having a purity of 80% by weight is used, a clove-derived β-caryophyllene composition that satisfies safety and palatability requirements can be obtained. The reasons are as follows.

[0098] Fig. 1 is a graph showing the changes in the methyleugenol content, the eugenol content, and the total content of methyleugenol and eugenol versus the change in the amount of activated carbon added (wt%) in Table 1. Fig. 2 is a graph showing the changes in the methyleugenol content, the eugenol content, and the total content of methyleugenol and eugenol versus the change in the amount of activated carbon added (wt%) in Table 2. In the graphs of Fig. 1 and Fig. 2, the solid line, dashed line, and dotted line respectively indicate the methyleugenol content, the eugenol content, and the total content of methyleugenol and eugenol.

[0099] 1 and 2, the eugenol content and the total content of methyleugenol and eugenol change in a curve that approaches the final value as the amount of activated carbon added increases, while the methyleugenol content decreases almost linearly with a gentle slope as the amount of activated carbon added increases. In addition, the purity of the clove-derived β-caryophyllene raw material, 80% by weight, is only about -7% different from the purity of raw material 1, 85.7% by weight. Therefore, using the purities of raw materials 1 and 2 and the methyleugenol content in raw materials 1 and 2, an approximate value of the methyleugenol content when 15% by weight of activated carbon is added to a clove-derived β-caryophyllene raw material with a purity of 80% by weight can be obtained by extrapolation.

[0100] According to this extrapolation, the approximate methyleugenol content of a clove-derived β-caryophyllene source with a purity of 80% by weight is 0.0080-(0.0066-0.0080) x (85.7-80.0) / (97.3-85.7) ≒ 0.00869 (weight%).

[0101] Therefore, the approximate content of methyleugenol when 15% by weight of activated carbon is added to a clove-derived β-caryophyllene raw material with a purity of 80% by weight is: 0.0044 x 0.00869 / 0.0080 ≒ 0.00478 (weight percent).

[0102] Therefore, it is estimated that even if a clove-derived β-caryophyllene raw material with a purity of 80% by weight is used, a clove-derived β-caryophyllene composition that satisfies safety and palatability requirements can be obtained.

[0103] Numerous modifications and other embodiments will be apparent to those skilled in the art in light of the above description, and therefore the above description is to be construed as illustrative only. [Industrial Applicability]

[0104] The composition containing plant-derived β-caryophyllene and the method for producing the same disclosed herein are useful as a plant-derived β-caryophyllene composition and a method for producing the same that contain plant-derived β-caryophyllene and can produce various safe products that are highly palatable and have excellent taste.

Claims

1. The content of plant-derived β-caryophyllene is 80% by weight or more, the content of eugenol is 0.0455% by weight or less, and the content of methyleugenol is 0.005% by weight or less, A composition comprising plant-derived β-caryophyllene, wherein the plant-derived β-caryophyllene is β-caryophyllene derived from clove (Clove sieboldii).

2. (delete)

3. A pharmaceutical, quasi-drug, food or drink, health food, cosmetic, fragrance, air freshener or daily necessities, comprising the composition containing β-caryophyllene derived from the plant according to claim 1.

4. An inhalation liquid for an inhaler or an inhalation assistance device, comprising a composition containing β-caryophyllene derived from a plant as described in claim 1.

5. An aroma solution for an aroma diffuser, comprising a composition comprising β-caryophyllene derived from a plant according to claim 1.

6. A liquid for electronic cigarettes, comprising a composition containing β-caryophyllene derived from the plant according to claim 1.

7. filtering a liquid raw material having a plant-derived β-caryophyllene content of 80% by weight or more through a filter to obtain a filtered liquid composition; adding activated carbon to the filtered liquid composition such that the activated carbon accounts for 3 to 15% by weight of the filtered liquid composition, thereby obtaining the filtered liquid composition; Stirring the liquid composition after the addition of activated carbon for a predetermined period of time, thereby obtaining a liquid composition after stirring; filtering the stirred liquid composition through a filter, thereby obtaining a composition containing plant-derived β-caryophyllene; A method for producing a composition containing plant-derived β-caryophyllene, wherein the composition containing plant-derived β-caryophyllene has a β-caryophyllene content of 80% by weight or more, a eugenol content of 0.0455% by weight or less, and a methyleugenol content of 0.005% by weight or less.

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