Method for producing glucosinolate-containing composition, method for inhibiting emulsification of glucosinolate-containing composition

Abstract

To enhance use aptitude of a glucosinolate-containing composition, while heightening an extraction efficiency of glucosinolate from a glucosinolate-containing plant when producing a glucosinolate-containing composition.SOLUTION: In order to solve the problem, the present inventors have made intensive studies and discovered that recovery of glucosinolate from a glucosinolate-containing composition includes at least crushing and degreasing steps. In addition, a fractionation step is provided after the crushing step. What is crushed in the crushing step is the glucosinolate-containing plant. What is degreased in the degreasing step is the crushed glucosinolate-containing plant.SELECTED DRAWING: Figure 1

Description

[Technical field]

[0001] The present invention relates to a method for producing a glucosinolate-containing composition, The present invention relates to a method for inhibiting emulsification of an organic composition. [Background technology]

[0002] Glucosinolates, which are unique to cruciferous plants, have a strong effect on the plant body and the human intestine. It is converted into isothiocyanate by myrosinase in the internal flora and then absorbed into the body. In particular, broccoli sprouts contain sulfophalan glucosides, which have a variety of physiological effects. It contains a lot of sulfosinolates (hereinafter referred to as "SGS"). The physiological effects of lafan include detoxification, improving liver function, and antioxidant properties. . Focusing on this physiological effect, glucosinolates, especially SGS, can be used for various food and beverage applications. This is expected to contribute to the health of many consumers.

[0003] Patent Document 1 discloses a juice composition derived from a Brassicaceae plant, the purpose of which is to The method involves producing juice containing increased amounts of glucosinolates from kale under specific heating conditions. The process involves heating and squeezing the juice.

[0004] Patent Document 2 discloses a method for producing a food product containing a cruciferous plant, the purpose of which is to: Contains significant amounts of indole glucosinolates and their breakdown products that have phase II-inducing potential and foods containing non-toxic concentrations of goitrogenic hydroxybutenyl glucosinolate. The method includes selecting seeds, germinating the seeds, and performing a process from the start of germination to the stage of use. The sprouts are harvested during the cultivation to produce a food product. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Patent No. 5726535 [Patent Document 2] JP 2000-502245 A [Patent Document 3] Special Publication No. 2012-500822 Summary of the Invention [Problem to be solved by the invention]

[0006] The challenge in producing glucosinolate-containing compositions is to extract glucosinolate from plants that contain glucosinolates. To improve the usability of a glucosinolate-containing composition while increasing the extraction efficiency of glucosinolates The isothiocyanates converted from glucosinolates (chemical formula 1) are functional Although it is a useful ingredient from the viewpoint of chemical properties, it is unstable due to its volatility and disappears over time. When ingested, they are converted to isothiocyanates immediately before ingestion or in the body. Therefore, it is preferable to use highly stable glycosyltransferase in food and beverages and in the compositions that are the raw materials for such foods and beverages. It is preferably in the nolate form.

[0007] [ka]

[0008] One method for producing a composition containing glucosinolates is to However, the extraction of glucosinolates from glucosinolate-containing plants Many plants also contain myrosinase, which breaks down glucosinolates. Therefore, the glucosinolates were extracted with myrosinase during or after the extraction. It is necessary to pay attention to the decomposition of glucosinolates. In many cases, glucosinolates remain in plants. Regarding the extraction method of glucosinolates, further study is needed to improve the extraction efficiency. do.

[0009] The present inventors have produced a glucosinolate-containing composition from a glucosinolate-containing plant. When preparing the glucosinolates, the glucosinolates are extracted by crushing and squeezing the juice from the glucosinolate-containing plants. On the other hand, the recovery efficiency of glucosinolates from plants, especially seeds, When the seeds are crushed and juiced or extracted, the oils and fats contained in the plant are transferred to the liquid portion. The oil and fat in the liquid form an emulsion, making it difficult to use. In addition, fats and oils contain erucic acid, which is not good for eating. .

[0010] In other words, the problem in the production of a glucosinolate-containing composition in the present invention is to To increase the efficiency of extracting glucosinolates from plants containing glucosinolates while reducing the amount of oil and fats contained in them. or inhibit the formation of an emulsified state. [Means for solving the problem]

[0011] In order to solve the above problems, the present inventors have conducted extensive research and discovered glucosinolates. In the recovery of glucosinolates, (1) crushing increases the recovery efficiency of glucosinolates, and (2) crushing (3) The oil and fat content is converted into glucosinolates. From this viewpoint, the present invention is The provisions are as follows:

[0012] A first embodiment of the method for producing a glucosinolate-containing composition comprises at least the steps of disruption, defatting, and fractionation. It is the glucosinolate-containing plant that is disrupted by a person or an apparatus. It is the disrupted glucosinolate-containing plant that is defatted by a person or an apparatus. It is the defatted glucosinolate-containing plant that is fractionated by a person or an apparatus.

[0013] A second embodiment of the method for producing a glucosinolate-containing composition comprises at least the steps of defatting, disruption, and fractionation. It is the glucosinolate-containing plant that is defatty by a person or by a device. It is the defatted glucosinolate-containing plant that is disrupted by a person or by a device. It is the disrupted glucosinolate-containing plant that is fractionated by a person or by a device.

[0014] A third embodiment of the method for producing a glucosinolate-containing composition comprises at least the steps of crushing, fractionation, and defatting. The glucosinolate-containing plant is crushed by a person or an apparatus. The crushed glucosinolate-containing plant is fractionated by a person or an apparatus, and a fraction is obtained. The liquid fraction of the fraction is defatting by a person or an apparatus.

[0015] In the above-mentioned production method, the degreasing is preferably carried out using a liquid containing at least an organic solvent, or by centrifugation, and the fractionation is preferably carried out by solvent extraction or squeezing.

[0016] The method further comprises a heating step, in which the glucosinolate-containing plant is heated by a person or device, the heating being carried out prior to the crushing. The glucosinolate-containing plant is preferably in the form of a seed.

[0017] A first aspect of the method for inhibiting emulsification of a glucosinolate-containing composition comprises at least the steps of disruption, defatting, and fractionation. It is the glucosinolate-containing plant that is disrupted by a person or an apparatus. It is the disrupted glucosinolate-containing plant that is defatted by a person or an apparatus. It is the defatted glucosinolate-containing plant that is fractionated by a person or an apparatus.

[0018] A first aspect of the method for inhibiting emulsification of a glucosinolate-containing composition comprises at least the steps of defatting, disruption, and fractionation. It is the glucosinolate-containing plant that is defatting by a person or an apparatus. It is the defatted glucosinolate-containing plant that is disrupted by a person or an apparatus. It is the disrupted glucosinolate-containing plant that is fractionated by a person or an apparatus.

[0019] A second embodiment of the method for inhibiting emulsification of a glucosinolate-containing composition comprises at least the steps of disruption, fractionation, and defatting. The glucosinolate-containing plant is disrupted by a person or an apparatus. The disrupted glucosinolate-containing plant is fractionated by a person or an apparatus, and a fraction is thereby obtained. The liquid fraction of the fraction is defated by a person or an apparatus.

[0020] A third embodiment of the method for inhibiting emulsification of a glucosinolate-containing composition comprises at least the steps of disruption, defatting, and fractionation. It is the glucosinolate-containing plant that is disrupted by a person or an apparatus. It is the disrupted glucosinolate-containing plant that is defatted by a person or an apparatus. It is the defatted glucosinolate-containing plant that is fractionated by a person or an apparatus.

[0021] In the above method, the defatting is preferably performed using a liquid containing at least an organic solvent, or by centrifugation, and the fractionation is preferably performed by solvent extraction or squeezing.

[0022] The method further comprises a heating step, the heating being performed by a person or device on the glucosinolate-containing plant prior to the crushing, the glucosinolate-containing plant preferably being in the form of a seed. Effect of the Invention

[0023] The present invention makes it possible to extract glucosinolates from glucosinolate-containing plants. The objective of the present invention is to increase the efficiency of the process while removing the oil and fat contained therein or suppressing the formation of an emulsified state. do. [Brief description of the drawings]

[0024] [Figure 1] Flowchart of a method for producing a glucosinolate-containing composition DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0025] <Glucosinolate-containing composition> The glucosinolate-containing composition according to the present invention (hereinafter referred to as the "composition"). ) composition, characterized in that it contains glucosinolate. and juice containing glucosinolates, plant extracts containing glucosinolates (extracts ), purified products containing glucosinolates, as well as concentrates, dried products and powders thereof; etc.

[0026] <Glucosinolate> Glucosinolates are derivatives of glucose and amino acids, as shown in the structural formula 2. Glucosinolates are a group of organic compounds that contain sulfur and nitrogen. Examples of the glucosinolate include, but are not limited to, sulforaphane glucosinolate (glucoraphane). (also called guanine), sinigrin, glucoerucin, glucobrassicin, glucoraphene glucosinolate, glucoraphasatin, phenethyl glucosinolate, etc. In particular, sulforaphane glucosinolate is preferred. One or more of the above may be used.

[0027] [ka]

[0028] <Glucosinolate-containing plants and Brassicaceae plants> The glucosinolate-containing plant in the present invention is a plant that contains glucosinolate. In particular, the glucosinolate-containing plant of the present invention is a cruciferous plant. In the present invention, the Brassicaceae plant is preferably a plant belonging to the Brassicaceae family. Examples include cabbage, broccoli, kale, watercress, and co Matsuna, bok choy, radish sprouts, cauliflower, Chinese cabbage, turnip, takana, Kohlrabi, etc. One or more of these plants may be used. All or part of these plant parts (flowers, leaves and stems) may be used, as well as sprouts and seeds. In a particularly preferred embodiment of the present invention, broccoli sprouts or broccoli sprouts may be used. These are cucumber seeds.

[0029] Plant juice is the juice obtained by crushing and squeezing or straining plants, and then concentrating it. These include concentrated juices that have been diluted with other ingredients (e.g. For example, small amounts of salt, spices, food additives, etc. may be contained.

[0030] A plant extract is a substance that is extracted from a plant using a solvent, and The type of solvent is not particularly limited as long as it is a known solvent, and may be hydrophilic or It does not matter whether it is lipophilic or not, but since it is used in food and beverage applications, it is a solvent suitable for consumption. It is preferable that

[0031] <Method of producing the glucosinolate-containing composition> The manufacturing method of the present food and drink (hereinafter referred to as "the manufacturing method") mainly consists of a heating process, a crushing process, and a pulverizing process. These are the crushing process, the degreasing process, the fractionation process, the concentration process, the sterilization process, the filling process, and the cooling process.

[0032] <Heating (S010)> One of the purposes of heating is to inactivate myrosinase in plants that contain glucosinolates. By carrying out the heating, myrosinase is inactivated and the decomposition of glucosinolate is suppressed. Another purpose of heating is sterilization. The timing of heating is not particularly limited. One embodiment of the heat period is before the crushing step, which is described below. Inactivate the myrosinase contained in plants by direct or indirect heating. Another aspect of the heating timing is simultaneous with the fractionation described below. Another embodiment of the heating method is simultaneous with or after concentration, which will be described later. From the viewpoint of inactivating myrosinase, the lower limit of the temperature is preferably 60° C. More preferably, the upper limit of the temperature is 70°C. Also, preferably, the upper limit of the temperature is 100°C. do.

[0033] <Crushing (S020)> The purpose of the crushing is to increase the surface area of ​​the glucosinolate-containing plant. This increases the contact area of ​​the plant with the solvent in the fractionation process described below, and increases the amount of glucosinolates. From this viewpoint, the timing of crushing is before the fractionation described below, or It is preferable that the crushing is performed simultaneously with the fractionation. Another embodiment of the timing of the crushing is performed after the heating. By heating and then crushing the glucosinolate plants, the myrosinase activity after crushing was increased. This can suppress the reaction caused by glucosinolates, thereby suppressing the decrease in glucosinolates. can be done.

[0034] The crushing may be carried out in one step or in two or more steps. The size of the crushed plant is not particularly limited, but the preferred upper limit is 0.5 mm. The lower limit is preferably 10 μm. The crushing method is not particularly limited. Examples include hammer mills, micro graders, comitrols, food processors, Colloid mills, etc.

[0035] <Degreasing (S030)> The purpose of degreasing is to remove the oil and fat content of glucosinolate-containing plants. By removing fat, the efficiency of glucosinolate recovery is increased. The glucosinolate is recovered, and the emulsification state in the resulting glucosinolate-containing composition is suppressed. The timing of degreasing is not particularly limited, but it is preferably after the crushing. This increases the surface area of ​​the glucosinolate-containing plants, thereby improving the degreasing efficiency.

[0036] The method of degreasing is not particularly limited. One specific method of degreasing is to use an organic solvent. The organic solvent used here is preferably hexane, or hexane and ethanol. The mixture ratio of hexane and ethanol is preferably XX to XX. Another specific method for defatting is centrifugation. In the case of a mixture of an aqueous medium and an oily medium, the composition is centrifuged to separate the mixture. The difference in specific gravity makes it possible to separate the aqueous and oily portions.

[0037] <Fractionation (S040)> In the present invention, the purpose of fractionation is to recover glucosinolates. are extraction, squeezing, etc.

[0038] <Extraction (S041)> The purpose of the extraction is to extract glucosinolates from plants that contain glucosinolates. When glucosinolate-containing plants are exposed to the extraction solvent, the glucosinolates are extracted and dissolved. By increasing the temperature of the extraction solvent, the extraction time can be shortened. The liquid portion is recovered. In addition, by increasing the temperature of the extraction solvent, the glucosinolate-containing From this viewpoint, it is possible to inactivate myrosinase in a plant. The temperature for extracting glucosinolates is preferably 60° C. or higher and 95° C. or lower. is 70°C or higher and 95°C or lower.

[0039] <Extraction solvent> In the present invention, the extraction solvent used in the extraction is a liquid containing at least water. As an extraction solvent, organic solvents are permitted to be included other than water. The organic solvent is preferably a lower alcohol. The weight ratio of ethanol in the extraction solvent is preferably: It is 1% by weight or more and 20% by weight or less. More preferably, it is 5% by weight or more and 20% by weight or less. % by weight or less.

[0040] <Squeezing (S042)> The crushed glucosinolate-containing plant is squeezed to obtain juice and a residue. can also be carried out after adding an aqueous solvent, such as water, to the glucosinolate-containing plant. The liquid portion is collected by squeezing. The method for squeezing a glucosinolate-containing plant is disclosed in The method may be any known method, such as squeezing, centrifugal separation, etc. These include truders, filter presses, decanters, and ginners.

[0041] <Concentration (S050)> The purpose of the concentration is to improve the handling of the composition. By concentrating a liquid composition, The volume of the liquid is reduced, which means the liquid storage cost is reduced. Examples of such methods include vacuum concentration, membrane concentration, and freeze concentration.

[0042] <Sterilization, cooling (S060), filling (S070)> In addition to the above, the present method appropriately employs sterilization, filling and cooling. Any known method may be used, for example, plate sterilization, tubular sterilization, etc. The filling method may be a known method. The filling method may be a known method. The containers may be any known container, for example, cans, bottles, paper containers, polyethylene containers, etc. It is.

[0043] <Glucosinolate-containing foods and beverages> The glucosinolate-containing food and drink according to the present invention (hereinafter referred to as the present food and drink) is a food and drink that contains glucosinolate. It refers to a beverage or food containing glucosinolate. This food or beverage preferably contains, as a raw material, the glucosinolate-containing composition according to the present invention. The beverage is not particularly limited as long as it is generally recognized as a beverage such as soft drinks, smoothies, etc. This food or beverage includes those containing some solid components such as soups.

[0044] <Physiological activity> The glucosinolate-containing food or beverage has enhanced functionality of glucosinolate. From this perspective, this food or beverage may have at least one functionality selected from the group consisting of liver function improvement effect, blood glucose level improvement effect, diabetes prevention effect, Pseudomonas aeruginosa sterilization effect, vital capacity and respiratory function improvement effect, LDL cholesterol reduction effect, excretion promotion effect of air pollutants, bowel movement improvement effect, memory and attention improvement effect, schizophrenia alleviation effect, obesity prevention and improvement effect, fatty liver prevention and improvement effect, dementia prevention effect, cognitive function improvement effect, intestinal flora improvement effect, depression prevention effect, prostate prevention effect.

Examples

[0045] Test Examples 1 to 5 embody this food or beverage. However, the scope of the claims according to the present invention is not limited by these examples.

[0046] <Measurement of SGS concentration> The measurement method of SGS adopted in this measurement is the HPLC method. The sample was appropriately diluted and filtered through a filter, and the filtered sample was used as the specimen. The detailed measurement conditions are as follows.

[0047] <HPLC measurement conditions> Apparatus: ACQUITY UPLC H-Class system (manufactured by Waters) Column: ACQUITY CSH C18 (Φ2.1×100 mm, 1.7 μm) (Wa ters) Column temperature: 30 °C Sample injection volume: 10 μL Mobile phase A: Ultra-pure water: Trifluoroacetic acid = 99.95:0.05 (v:v) Mobile phase B: Methanol: Trifluoroacetic acid = 99.95:0.05 (v:v) Gradient: Maintain the mobile phase B ratio at 0% for 5 minutes Linear gradient of mobile phase B ratio from 0 to 10% in 10 minutes Linear gradient of mobile phase B ratio from 10 to 100% in 5 minutes Maintain the mobile phase B ratio at 100% for 5 minutes Linear gradient of mobile phase B ratio from 100 to 0% in 2 minutes Maintain the mobile phase B ratio at 0% for 5 minutes Flow rate: 0.1 mL / min Detection wavelength: 235 nm

[0048] <SGS recovery rate> In this example, the SGS recovery rate refers to the ratio of the SGS concentration of the sample in each test example to that of the sample in Comparative Example 1 when the SGS concentration of the sample in Comparative Example 1 is set to 100. The numerical values shown in Table 1 and Table 2 are all average values at n = 2.

[0049] <Confirmation of emulsification state> In this example, the emulsification state of each test example was confirmed by the value obtained by measuring the absorbance at 660 nm (OD6 60 nm). The higher the value of OD660 nm, the greater the turbidity, indicating that emulsification has occurred.

[0050] [Test 1] In Test 1, the effect of crushing broccoli seeds on the SGS extraction efficiency and the effect of degreasing treatment with hexane on the SGS extraction efficiency were confirmed. ​

[0051] <Comparative Example 1> Commercially available broccoli seeds (sold by Plant Life Design) were autoclaved. The seeds were heat-treated at 90°C for 10 minutes. The mixture was mixed with 100 g of water and heated in a thermostatic bath at 70°C for 60 minutes while stirring. The seeds were removed, the liquid portion was collected, and the SGS concentration of the liquid portion was measured. The SGS recovery rate was calculated based on the SGS concentration and the amount of the recovered liquid.

[0052] <Test Example 1> Commercially available broccoli seeds (sold by Plant Life Design) were autoclaved. The seeds were heat-treated at 90°C for 10 minutes using a food processor. The mixture was crushed using a crusher, mixed with 10 g of water, and stirred at 70°C for 60 minutes in a thermostatic chamber. After heating, the seeds were removed, the liquid was collected, and the SGS concentration in the liquid was measured. In addition, the SGS recovery rate was calculated based on the SGS concentration of the liquid and the amount of the liquid recovered. I put it out.

[0053] <Test Example 2> Commercially available broccoli seeds (sold by Plant Life Design) were autoclaved. The seeds were heat-treated at 90°C for 10 minutes using the autoclaved method. The seeds were defatted by stirring in hexane for 1 hour. After drying, the defatted seeds were The mixture was mixed with 100 g of water and heated in a thermostatic bath at 70°C for 60 minutes while stirring. The seeds were removed, the liquid portion was collected, and the SGS concentration of the liquid portion was measured. The SGS recovery rate was calculated based on the SGS concentration and the amount of the recovered liquid.

[0054] <Test Example 3> Commercially available broccoli seeds (supplier: Plant Life Design.) were heat-treated in an autoclave at 90 °C for 10 minutes. 2 g of the seeds after autoclaving were defatted by stirring with three times the amount of hexane for 1 hour. After drying the defatted seeds, they were crushed with a food processor. 10 g of water was mixed with the crushed seeds, and the mixture was heated with stirring at 7 0 °C for 60 minutes using a constant temperature bath. After heating, the seeds were removed, and the liquid part was collected. The SGS concentration of the liquid part was measured. In addition, based on the SGS concentration of the liquid part and the amount of the collected liquid part, the SGS recovery rate was calculated.

[0055] <Evaluation of improved SGS extraction efficiency> In this test, compared with Comparative Example 1, the group with a higher SGS recovery rate was evaluated as "〇" for improved SGS extraction efficiency. Also, compared with Comparative Example 1, the group with a lower SGS recovery rate was evaluated as "×" for improved SGS extraction efficiency.

[0056]

Table 1

[0057] [Test 2] In Test 2, the effect of defatting treatment on the emulsification state of the extraction sample was confirmed. The broccoli seeds used were from a different lot than those used in Test 1.

[0058] <Test Example 4> Commercially available broccoli seeds (supplier: Plant Life Design) were heat-treated in an autoclave at 90 °C for 10 minutes. 2 g of the seeds after autoclaving were crushed with a food processor, 10 g of water was mixed, and the mixture was stirred at 70 °C for 60 minutes using a constant temperature bath without stirring. After heating, the seeds were removed and the liquid was collected and the SGS concentration in the liquid was measured. Additionally, OD660nm was measured to determine the emulsification state.

[0059] <Test Example 5> Commercially available broccoli seeds (sold by Plant Life Design) were placed in an autoclave. After autoclaving, 2 g of the seeds were heated at 90°C for 10 minutes. The seeds were crushed in a crusher. The crushed seeds were then stirred with 3 times the amount of hexane for 1 hour for one cycle. This was repeated three times as a test for degreasing. The seeds were then dried. After drying, 10 g of water was mixed with this and heated in a thermostatic chamber at 70°C for 60 minutes while stirring. After heating, the seeds were removed, the liquid was collected, and the SGS concentration in the liquid was measured. To determine the emulsification state, OD660nm was measured.

[0060] [Table 2]

[0061] <Results and Summary> When extracting SGS from broccoli seeds, crushing or degreasing is performed. The SGS recovery rate improved as a result of the crushing process. On the other hand, when broccoli seeds were crushed and SGS was extracted, the sample emulsified. It was confirmed that the crushing and degreasing processes reduced the turbidity and created an emulsion. It was found that this could be suppressed.

[0062] From the above test results, it is clear that when extracting glucosinolate from glucosinolate plants, It was found that crushing or degreasing treatments are effective in increasing the efficiency of cosinolate extraction. In addition, the extraction efficiency of glucosinolates was improved by crushing and degreasing. It was found that it is possible to suppress the emulsification state while increasing the viscosity. [Industrial Applicability]

[0063] The field of the invention is related to methods for producing glucosinolate-containing compositions, A method for increasing the efficiency of extraction of glucosinolates from plants.

Claims

1. A method for producing a glucosinolate-containing composition, comprising at least the following steps: The process is as follows: Heating: Here, the glucosinolate-containing plants are heated. Crushing: wherein the heated glucosinolate-containing plant is crushed; Defatting: It is the ground glucosinolate-containing plant that is defatted, Fractionation: wherein the defatted glucosinolate-containing plant is fractionated; The fractionation is a solvent extraction or squeezing, The solvent used in the solvent extraction is water or an aqueous solution containing 1% by weight or more and 20% by weight or less of ethanol.

2. The method of claim 1, The degreasing is carried out using a liquid containing at least an organic solvent.

3. The method according to claim 1 or 2, wherein the glucosinolate-containing plant has a form: It is a seed.

4. A method for inhibiting emulsification of a glucosinolate-containing composition, comprising at least At a minimum, the process is as follows: Heating: Here, the glucosinolate-containing plants are heated. Crushing: wherein the heated glucosinolate-containing plant is crushed; Defatting: It is the ground glucosinolate-containing plant that is defatted, Fractionation: wherein the defatted glucosinolate-containing plant is fractionated; The fractionation is a solvent extraction or squeezing, The solvent used in the solvent extraction is water or an aqueous solution containing 1% by weight or more and 20% by weight or less of ethanol.

5. 5. The method of claim 4, The degreasing is carried out using a liquid containing at least an organic solvent.

6. 6. The method of claim 4 or 5, wherein the glucosinolate-containing plant form is a seed. He is a child.

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