Extracts containing balenine, preparations, and methods for producing extracts containing balenine.

Abstract

To provide an extract containing high purity balenine.SOLUTION: The extract of the present invention is derived from Lampris megalopsis and contains 80 mass% or more and 99.1 mass% or less of balenine. According to this extract, since the content of high purity imidazole dipeptide of over 80 mass%, especially of high purity balenine has been realized, it is possible to exhibit anti-oxidant and / or anti-fatigue effects with higher certainty by ingesting this extract. Moreover, it can be utilized not only in the food industry but also in a wide range of industries including medical and analytical service industries where particularly high purity is required.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to an extract containing balenine, a preparation, and a method for producing an extract containing balenine. [Background Art]

[0002] Health enriches civil life and contributes to building a vibrant society. Providing foods that can help maintain or improve health is currently an important issue not only in developed countries but also in developing countries. One of the typical examples of such foods is marine products represented by fish. Humans have eaten fish for a long time, and characteristics such as high-quality animal protein, low calorie, and improvement of brain function have been attracting attention conventionally.

[0003] In recent years, among marine products said to enhance human physiological functions, attention has also been focused on fish focusing on antioxidant effects and / or anti-fatigue effects (Non-Patent Document 1).

[0004] For example, there are mainly three types of substances classified as imidazole dipeptides, and generally, the types of imidazole dipeptides present in fish are biased. Specifically, among imidazole dipeptides, anserine and carnosine are mainly contained in fish. For example, it is known that highly migratory fish such as skipjack and tuna contain a relatively large amount of anserine. In addition, carnosine and anserine are abundantly contained not only in seafood but also, for example, in pork or chicken. Therefore, research on carnosine and anserine has been actively carried out. Particularly for carnosine, since carnosine is degraded by carnosine dipeptidase present in serum or tissues, which hinders the exertion of carnosine function, a composition for inhibiting carnosine dipeptidase has been disclosed (Patent Document 1).

[0005] On the other hand, the applicant of the present application has previously found that the fish *Akamanbou* (southern bluefin tuna) contains balenine, and has filed multiple patent applications and made academic presentations on extracts derived from *Akamanbou* and fish meal. (Patent Documents 2 to 5, Non-Patent Documents 3 to 4) [Prior art documents] [Patent Documents]

[0006] [Patent Document 1] International Publication No. WO2017 / 104777 [Patent Document 2] Patent No. 6587774 [Patent Document 3] Patent No. 6578465 [Patent Document 4] Japanese Patent Publication No. 2021-031444 [Patent Document 5] Japanese Patent Publication No. 2021-031445 [Non-patent literature]

[0007] [Non-Patent Document 1] Nishitani, et al., "Review Article: Novel Anti-Fatigue Components: Imidazole Dipeptides," Journal of the Japanese Society for Complementary and Alternative Medicine, Vol. 6, No. 3, October 2009, pp. 123-129. [Non-Patent Document 2] Takahashi, et al., "Inhibitory effect of anserine-containing salmon extract on fat accumulation in rats fed a high-fat diet," Journal of the Japanese Society of Fisheries Science, Vol. 76, No. 6, 2008, pp. 1075-1081. [Non-Patent Document 3] Omura, et al., "Balenine content in the muscle of Lampris guttatus," Abstracts of the 2018 Spring Meeting of the Japanese Society of Fisheries Science, March 26, 2018, p92. [Non-Patent Document 4] Omura, et al., "Quantitative Determination of Balenine in Opah Using an Automated Amino Acid Analyzer," Journal of the Japanese Society of Fisheries Science, October 23, 2018, Early Release of the Integrated System for Dissemination and Distribution of Scientific and Technological Information [Overview of the Initiative] [Problems that the invention aims to solve]

[0008] However, the purity of the balenine-containing extracts disclosed by the applicant to date may not be sufficiently suitable for use as samples for various tests or analyses requiring extremely high purity, or for medical purposes (formulations).

[0009] On the other hand, apart from the prior art disclosed by the applicant, until now, balenine that was superior to, or at least equivalent to, other imidazole dipeptides (carnosine, anserine) in terms of antioxidant and / or anti-fatigue effects could only be obtained from whales, which are mammals. Therefore, it can be said that there was virtually no opportunity to obtain balenine of very high purity. However, balenine can now be obtained from fish, although they are caught in deep-sea fisheries. Accordingly, now that the usefulness of balenine has been confirmed, high-purity balenine that can be used in various applications, including medicine, to further enrich human life is in demand not only in the food industry but also in the medical and analytical industries. [Means for solving the problem]

[0010] This invention makes a significant contribution to realizing an extract that can contain imidazole dipeptides, particularly balenine, with significantly higher purity than conventional methods, and a method for producing the same.

[0011] The inventors of this invention have diligently conducted research and analysis to develop a technology to further increase the purity of balenine in the opah (also known as "mandai"), a fish that may contain balenine, because it contains a very large amount of imidazole dipeptide, particularly balenine.

[0012] As a result of repeated trial and error with numerous extraction media and methods, the inventors succeeded in creating multiple methods for producing extracts with significantly higher purity balenine by employing a specific extraction method using a particular medium. This invention was created based on the above-mentioned technical findings.

[0013] One extract of the present invention is derived from the opah and contains 80% to 99.1% by mass of balenine.

[0014] This extract boasts a high purity of over 80% by mass of imidazole dipeptide, particularly high purity balenine. Therefore, ingesting this extract can provide antioxidant and / or anti-fatigue effects with greater certainty. Furthermore, it can be utilized not only in the food industry but also in a wide range of industries, including the medical industry and analytical industries, where particularly high purity is required.

[0015] Furthermore, among the extracts containing the high purity balenine mentioned above, extracts that contain 94.7% to 96.3% by mass of balenine and achieve a high yield of 40% or more of balenine are extracts with very high added value.

[0016] Furthermore, among the extracts containing the high purity balenine mentioned above, extracts that contain 96.5% by mass or more of balenine and achieve a high yield of 45% or more of balenine are extracts with even higher added value.

[0017] Furthermore, among the extracts containing the high purity balenine mentioned above, an extract that contains 97% by mass or more of balenine and achieves a high yield of 40% or more of balenine is an extract with extremely high added value.

[0018] Further, a method for producing an extract containing anserine according to one aspect of the present invention comprises: a first immersion step of immersing at least a portion of *Alepisaurus ferox* in water at 80°C or higher; a cation exchanger contact step of bringing the concentrate obtained after the first immersion step into contact with a cation exchanger; an elution step of eluting at least anserine retained by the cation exchanger using sodium hydroxide to obtain a first solution; a drying step of drying at least anserine contained in the first solution to obtain a dried product; and a recrystallization step of dissolving the dried product in an aqueous ethanol solution, adding isopropanol (IPA) to the aqueous ethanol solution and cooling the mixture to conduct recrystallization.

[0019] According to this method for producing an extract, an extract containing anserine with high purity (80% by mass or more, and in a narrower sense, 94.7% by mass or more) can be produced. Therefore, the extract can be utilized not only in the food industry, but also in a wide range of industries including the medical industry or industries handling analysis, where particularly high purity is required.

[0020] Further, a method for producing an extract containing anserine according to another aspect of the present invention comprises: a first immersion step of immersing at least a portion of *Alepisaurus ferox* in an alcohol solution; a second immersion step of immersing the solid product obtained after the first immersion step in water at 80°C or higher; a cation exchanger contact step of bringing the aqueous solution obtained by the second immersion step into contact with a cation exchanger; an elution step of eluting at least anserine retained by the cation exchanger using hydrochloric acid after the cation exchanger contact step to obtain a first solution; and an anion exchanger contact step of bringing the first solution into contact with an anion exchanger to obtain a second solution containing at least anserine.

[0021] According to this method for producing an extract, an extract containing anserine with high purity (80% by mass or more, and in a narrower sense, 96.5% by mass or more) can be produced. Therefore, the extract can be utilized not only in the food industry, but also in a wide range of industries including the medical industry or industries handling analysis, where particularly high purity is required. Effects of the Invention

[0022] One extract of the present invention achieves a high purity imidazole dipeptide content of 80% by mass or more, particularly high purity balenine. Therefore, by ingesting this extract, antioxidant and / or anti-fatigue effects can be exerted with greater certainty. Furthermore, it can be utilized not only in the food industry but also in a wide range of industries, including the medical industry and analytical industries, where particularly high purity is required.

[0023] Furthermore, according to the method for producing one balenine-containing extract of the present invention, it is possible to produce an extract containing balenine with high purity (80% by mass or more). Therefore, this extract can be utilized not only in the food industry but also in a wide range of industries, including the medical industry or industries dealing with analysis, where particularly high purity is required. [Brief explanation of the drawing]

[0024] [Figure 1] This is a flowchart showing the first manufacturing process of the opah-derived extract according to the first embodiment. [Figure 2] This is a flowchart showing the second manufacturing process of an extract derived from opah, a modified example of the first embodiment. [Figure 3] This is a flowchart showing the third manufacturing step of the opah-derived extract according to the first embodiment. [Modes for carrying out the invention]

[0025] As embodiments of the present invention, an extract derived from the opah that is soluble in a physiologically acceptable liquid medium, or an extract obtained using a physiologically acceptable liquid medium as the extraction medium, and a method for producing the same will be described in detail with reference to the accompanying drawings.

[0026] <First Embodiment> Figure 1 is a flowchart showing the first manufacturing process of the opah-derived extract according to this embodiment. More specifically, Figure 1 is a flowchart showing the manufacturing process of an extract soluble in a physiologically acceptable liquid medium, or an extract extracted using a physiologically acceptable liquid medium as the extraction medium (hereinafter, in this embodiment, collectively referred to as "extract").

[0027] In the extract and its manufacturing method of this embodiment, each processing step shown in Figure 1 may constitute all or part of the steps in the extraction manufacturing method. Therefore, the extraction manufacturing method of this embodiment does not necessarily have to include all of the processing steps shown in Figure 1.

[0028] As shown in Figure 1, an example of a method for producing an extract containing high-purity balenine according to this embodiment includes the following steps (1) to (6). (1) Drying process (2) First immersion process (3)Second dipping process (4) Cation exchanger contact process (5) Elution process (6) Anion exchanger contact process

[0029] Specifically, it is as follows:

[0030] In this embodiment, the caught opah is frozen (step S1). Subsequently, in order to obtain the ordinary muscle of the opah, the frozen opah is cut by known means (for example, a band saw device), and a cutting (disassembly) process is performed to remove the internal organs and skin of the opah (step S2). If the ordinary muscle can be obtained by purchasing commercially available products, steps S1 and S2 described above are unnecessary. In this embodiment, ordinary muscle of the opah is used, but even if the internal organs and skin of the opah are included instead of, or together with, the ordinary muscle, at least some of the effects of this embodiment can be achieved.

[0031] Subsequently, the ordinary reinforcing bar can be obtained by fragmenting it using known means (for example, a die cutter).

[0032] [Drying process] Subsequently, in this embodiment, in order to obtain a dried product of the ordinary muscle of the opah, a drying process is performed in which, for example, the shredded ordinary muscle is freeze-dried so that the moisture content is greater than 0% by mass and less than or equal to 5% by mass (step S3). The dried product obtained by the drying process in this drying process contains, in addition to balenine, anserine and / or carnosine in a lower content than balenine. Furthermore, although a freeze-drying process (freeze-drying treatment) is employed in this embodiment, the drying means for obtaining the dried product is not limited to freeze-drying. For example, even if a heating drying treatment is employed, at least some of the effects of this embodiment can be achieved. Moreover, by employing a freeze-drying process, it is possible to obtain a dried product without going through a heating treatment. That is, compared to a drying process that involves heating treatment, it can be said that by employing a freeze-drying process, the Maillard reaction and other heat-promoted reactions of balenine can be suppressed. As a result, this is a preferred embodiment from the viewpoint of increasing the purity and / or yield of the final balenine-containing extract.

[0033] [First immersion process] Next, a first immersion step is performed in which the dried material is immersed in a liquid medium that serves as a physiologically acceptable extraction medium (step S4).

[0034] Specifically, in the first immersion step, the dried material is placed in a liquid medium as a physiologically acceptable extraction medium at room temperature (approximately 20°C to approximately 25°C) (in this embodiment, an alcohol solution with a concentration of 99% by volume or more, preferably 99.5% by volume or more (typically an aqueous alcohol solution, preferably an ethanol solution (typically an aqueous ethanol solution)) and subjected to stirring. As a result, some of the substances other than the imidazole dipeptide containing balenine in the dried material are eluted into the alcohol solution.

[0035] In this embodiment, a first immersion step is performed, which serves as a pretreatment for the extraction of imidazole dipeptides, particularly balenine. Therefore, compared to the case where the extraction step with water described later is performed without the first immersion step, the inventors believe that it is possible to more reliably prevent the reduction in the purity of the final balenine due to impurities that cannot be completely removed by the cation exchanger contact step described later.

[0036] [Second dipping process] After the first immersion step, a second immersion step is performed in which the solid is immersed in water at 80°C or higher (for example, 80°C to 90°C) (step S5).

[0037] Specifically, the solid obtained in the first immersion step is added to water at 80°C or higher (heated water) as described above, and the mixture is stirred. As a result, an extract containing imidazole dipeptide, particularly balenine, is extracted from the solid. In this embodiment, the purity of the water used in the second immersion step is preferably 99.999% by mass or higher.

[0038] [Cation exchanger contact process] Subsequently, a cation exchange contact step is performed in which the aqueous solution of the extract obtained in the second immersion step is brought into contact with a cation exchanger (typically a cation exchange resin) (step S6).

[0039] Specifically, an aqueous solution of the extract obtained in the second immersion step is brought into contact (typically passed through) a commercially available chromatography column packed with a cation exchanger (for example, Amberlite cation exchange beads manufactured by Organo Corporation), and a portion of the aqueous solution is adsorbed onto the cation exchanger to obtain the adsorbed fraction. In this specification, the adsorption of the fraction by the cation exchanger is also referred to as the cation exchanger containing or comprising the fraction. The same applies to anion exchangers.

[0040] [Elution process] Following the cation exchanger contact step, an elution step is performed to obtain the first solution by eluting at least balenine from the imidazole dipeptide adsorbed on the cation exchanger using hydrochloric acid (step S7).

[0041] Specifically, the resin separated from the cation exchanger using a known filter is packed into a chromatographic column with a glass filter, and then the balenine is eluted using hydrochloric acid (for example, with a normality of 1N). As a result, a first solution containing a balenine extract is obtained, with hydrochloric acid as the solvent.

[0042] [Anion exchanger contact process] Subsequently, an anion exchanger contact step is performed (step S8) in which the first solution described above is brought into contact with an anion exchanger (typically an anion exchange resin) to obtain a second solution containing at least balenine.

[0043] Specifically, the first solution described above is brought into contact with an anion exchanger (for example, Amberlite anion exchange resin manufactured by Organo Corporation) (typically, the first solution is passed through the anion exchanger). As a result, a second solution with water as the solvent is obtained.

[0044] By following the steps described above, an extract containing balenine can be produced. In this embodiment, the second solution plays the role of the extract, but the form of the extract is not limited to a liquid. For example, the forms shown in (a-1) and (b-1) below are also examples of the balenine-containing extract of this embodiment. (a-1) A powder (including powders and granules) or frozen material obtained by drying or freeze-drying the second solution. (b-1) A preparation formed into tablets or pills using the powder described in (a-1) above by a known tablet press.

[0045] Furthermore, in this embodiment, the following embodiments (c-1) to (e-1) obtained by mixing the extract with a physiologically acceptable known material or by using the material are examples of applications containing the extract. (c-1) Capsules containing the extract (d-1) A formulation formed into a tablet or pill using a known tablet press, using the powder described in (a-1) above and a known physiologically acceptable known binder. (e-1) A syrup, liquid, drink, lozenge, drop, or syrup containing the extract, manufactured using physiologically acceptable known materials.

[0046] [Analysis of balenine purity] The inventors subsequently investigated the purity of balenine in the sample prepared by drying and solidifying the second solution described above. For the analysis of balenine purity, the inventors used a high-speed amino acid analyzer (model: L-8900) manufactured by Hitachi High-Tech Corporation. As a result, it was found that an extract containing high-purity balenine with a purity of 80% by mass or more (more narrowly, 90% by mass or more, even narrower, 95% by mass or more, very narrowly, 96.5% by mass or more, and extremely narrowly, 97% by mass or more) and 99.1% by mass or less could be obtained.

[0047] Table 1 shows representative examples of results obtained by the inventors after producing the extract of the first embodiment multiple times.

[0048] [Table 1]

[0049] As shown in Table 1, we were able to obtain extracts containing balenine with extremely high purity, ranging from 80% by mass or more (more narrowly, 90% by mass or more, even narrower, 95% by mass or more, very narrowly, 96.5% by mass or more, and extremely narrowly, 97% by mass or more) to 99.1% by mass or less. Furthermore, it was observed that the yield of balenine tended to decrease as the purity of balenine increased. However, the fact that a yield of 50% or more could be obtained even with a balenine purity of 80% by mass (more narrowly, 85% by mass) or more, a yield of 45% or more could be obtained even with a purity of 96.5% by mass or more, a yield of 40% or more could be obtained even with a purity of 97% by mass or more, and a yield of 25% or more (more narrowly, 28% or more) could be obtained even with a purity of 99% by mass or more, is noteworthy from the perspective of achieving both high purity and high yield.

[0050] As described above, in this embodiment, an extract containing balenine with extremely high purity of 80% by mass or more (more narrowly, 90% by mass or more, even narrower, 95% by mass or more, very narrowly, 96.5% by mass or more, and extremely narrowly, 97% by mass or more) and 99.1% or less can be obtained. Therefore, by ingesting this extract, antioxidant and / or anti-fatigue effects can be exerted with a higher degree of certainty. Furthermore, it can be utilized not only in the food industry but also in a wide range of industries, including the medical industry or industries dealing with analysis, where particularly high purity is required.

[0051] Furthermore, after the anion exchanger contact step, an extract drying step is performed to dry the extract containing balenine to a moisture content of more than 0% by mass and 5% by mass or less. This is a preferred embodiment from the viewpoint of obtaining a powder that is easy to handle and / or transport.

[0052] <Modified form of the first embodiment> In this modified example, the same processes are applied to each step of the manufacturing process of the first embodiment, except that the drying step (step S3 in the first embodiment) is omitted and the alcohol concentration in the first immersion step is different. Therefore, explanations that overlap with the first embodiment can be omitted.

[0053] Figure 2 is a flowchart showing the second manufacturing process of the opah-derived extract of this modified example.

[0054] As shown in Figure 2, in this modified example, the cutting (disassembly) step in the first embodiment is performed (step S2). Subsequently, the first immersion step in the first embodiment is performed (step S4) without performing the drying step (step S3 in the first embodiment).

[0055] Furthermore, the liquid medium used as a physiologically acceptable extraction medium in the first immersion step of this modified example is an aqueous alcohol solution (preferably an aqueous ethanol solution) with a concentration of 90% by volume or more, preferably 93% by volume or more. Therefore, the inventors believe that, in this embodiment as well, the first immersion step will not reduce the purity of the balenine ultimately obtained.

[0056] Subsequently, similar to the first embodiment, a second immersion step, a cation exchanger contact step, an elution step, and an anion exchanger contact step, or an extract drying step in addition to the aforementioned steps, are performed.

[0057] In this modified example, as in the first embodiment, an extract containing balenine of high purity (for example, 80% by mass or more, more narrowly 96.5% by mass or more) can be produced. However, because the drying step (step S3 in the first embodiment) is not performed, the yield of balenine tends to be lower than that of the extract in the first embodiment. This is thought to be because balenine may dissolve into the water derived from the raw materials or into the water in the ethanol aqueous solution, and therefore, during the first immersion step, the balenine to be extracted is lost into the water.

[0058] <Second Embodiment> Figure 3 is a flowchart showing the third manufacturing process of the opah-derived extract according to this embodiment. More specifically, Figure 3 is a flowchart showing the manufacturing process of an extract soluble in a physiologically acceptable liquid medium, or an extract extracted using a physiologically acceptable liquid medium as the extraction medium (hereinafter, in this embodiment, collectively referred to as "extract").

[0059] As shown in Figure 3, an example of a method for producing an extract containing high-purity balenine according to this embodiment includes the following steps (a1) to (a5). (a1) First immersion step (a2) Cation exchanger contact step (a3) Elution step (a4) Drying process (a5) Recrystallization process

[0060] Specifically, it is as follows:

[0061] In this embodiment, as in the first embodiment, the caught opah is frozen (step Sa1). Subsequently, in order to obtain the ordinary muscle of the opah, the frozen opah is cut by known means (e.g., a band saw device), and a cutting (disassembly) process is performed to remove the internal organs and skin of the opah (step Sa2). If the ordinary muscle can be obtained by purchasing commercially available products, steps 1 and 2 described above are unnecessary. In this embodiment, ordinary muscle of the opah is used, but even if the internal organs and skin of the opah are included instead of, or together with, the ordinary muscle, at least some of the effects of this embodiment can be achieved.

[0062] Subsequently, the ordinary muscle, which is in a frozen state, can be completely or partially thawed and then shredded using a known method (for example, a silent cutter) to obtain the shredded ordinary muscle.

[0063] [First immersion process] Next, a first immersion step is performed in which at least a portion of the opah (in this embodiment, the finely chopped ordinary muscle) is immersed in heated distilled water (step Sa3).

[0064] Specifically, in the first immersion step, the ordinary muscle was placed in a physiologically acceptable liquid medium (typically water; in this embodiment, distilled water) heated to 80°C or higher, and the liquid medium was recovered by separating the solids using a commercially available centrifuge. Subsequently, in this embodiment, the residue (solid matter) from the separation process was placed back into the heated liquid medium, and the liquid medium was recovered as a concentrate.

[0065] As a result, a liquid medium containing an imidazole dipeptide containing balenine from ordinary muscle is obtained. In addition to balenine, the liquid medium also contains anserine and / or carnosine in a lower content than balenine. Furthermore, in this embodiment, after concentrating the liquid medium containing balenine, it may be dried to improve its storability. Here, in this embodiment, a first immersion step is performed, which plays the role of extracting the imidazole dipeptide, particularly balenine. The inventors believe that this embodiment is superior to the first embodiment in that it requires fewer extraction steps or does not require the use of organic solvents.

[0066] [Cation exchanger contact process] Subsequently, a cation exchange contact step is performed in which the liquid medium obtained in the first immersion step is brought into contact with a cation exchanger (typically a cation exchange resin) (step Sa5).

[0067] Specifically, the liquid medium obtained in the first immersion step is passed through a commercially available chromatography column packed with a cation exchanger (for example, Amberlite cation exchange beads manufactured by Organo Corporation), and a portion of the liquid medium is adsorbed onto the cation exchanger to obtain the adsorbed fraction.

[0068] [Elution process] Subsequently, an elution step is performed to obtain the first solution by eluting at least balenine contained in the cation exchanger using sodium hydroxide. (Step Sa4)

[0069] [Drying process] Subsequently, in this embodiment, a drying step is performed in which the first solution is freeze-dried so that the water content is greater than 0% by mass and less than or equal to 5% by mass (step Sa6). In this embodiment, this drying step is performed to powderize the solution in order to improve its applicability to the subsequent recrystallization step. As a result, a pale white powder is obtained. In this embodiment, a freeze-drying step (freeze-drying treatment) is employed, but the drying means for obtaining the dried product is not limited to freeze-drying. For example, even if a heating drying treatment is employed, at least some of the effects of this embodiment can be achieved. Furthermore, by employing a freeze-drying step, it is possible to obtain a dried product without going through a heating treatment. That is, compared to a drying step that involves heating treatment, employing a freeze-drying step can suppress the Maillard reaction and other heat-promoted reactions of balenine. As a result, this is a preferred embodiment from the viewpoint of increasing the purity and / or yield of the final balenine-containing extract.

[0070] [Recrystallization process] Subsequently, in this embodiment, a recrystallization step is performed to recrystallize the powder obtained by the drying step (step Sa7).

[0071] Specifically, the powder obtained by the drying process is subjected to a stirring treatment to dissolve it in a liquid medium that serves as a physiologically acceptable extraction medium at approximately 70°C (in this embodiment, an aqueous alcohol solution with a concentration of 80% by volume or more, preferably 83.3% by volume or more (preferably an aqueous ethanol solution)). After removing the fraction insoluble in the aqueous alcohol solution, the aqueous alcohol solution is cooled to approximately -20°C, and then an aqueous alcohol solution with a concentration of 95% by volume or more (in this embodiment, 99.7% by volume isopropanol (IPA)) is added, and the solution is further cooled to approximately -20°C.

[0072] Subsequently, the precipitate in the aqueous alcohol solution was collected and subjected to vacuum drying to obtain an extract containing purified, high-purity balenine.

[0073] [Analysis of balenine purity] The inventors used a High Performance Liquid Chromatography (PU-2080Plus) machine manufactured by JASCO Corporation to analyze the purity and yield of balenine in the extract obtained in this embodiment.

[0074] As a result, it was confirmed that the extract contained 94.7% to 96.3% by mass of balenine, and that the yield of balenine was 40% or more.

[0075] Table 2 shows representative examples of results obtained when the inventors produced the extract of the second embodiment multiple times.

[0076] [Table 2]

[0077] By following the steps described above, an extract containing balenine can be produced. In this embodiment, the form of the extract is not limited to a liquid. For example, the forms shown in (a-2) and (b-2) below are also examples of the balenine-containing extract of this embodiment. (a-2) A powder (including powders and granules) or frozen material obtained by drying or freeze-drying the extract. (b-2) A pharmaceutical preparation formed using the powder described in (a-2) above, using a known tablet press to form tablets or pills.

[0078] Furthermore, in this embodiment, the following embodiments (c-2) to (e-2) obtained by mixing the extract with a physiologically acceptable known material or by using the material are examples of applications containing the extract. (c-2) Capsules containing the extract (d-2) A formulation formed into a tablet or pill using a known tablet press, using the powder described in (a-2) above and a known physiologically acceptable known binder. (e-2) A syrup, liquid, drink, lozenge, drop, or syrup containing the extract, manufactured using physiologically acceptable known materials.

[0079] Furthermore, after the recrystallization process, an extract drying process is performed to dry the extract containing balenine to a moisture content of more than 0% by mass and 5% by mass or less. This is a preferred embodiment from the viewpoint of obtaining a powder with excellent handling, storage, and / or transportability.

[0080] As described above, in this embodiment, an extract containing balenine with extremely high purity of 80% by mass or more (more narrowly, 90% by mass or more, and even narrower, 94% by mass or more) and 96.3% by mass or less can be obtained. Therefore, by ingesting this extract, antioxidant and / or anti-fatigue effects can be exerted with a higher degree of certainty. Furthermore, it can be utilized not only in the food industry but also in a wide range of industries, including the medical industry or industries dealing with analysis, where particularly high purity is required.

[0081] Furthermore, in each of the embodiments and modifications described above, it is preferable to use a sunfish from which at least the internal organs and skin have been removed, in other words, to use a part with a relatively high balenine content as the starting material, because the process of removing impurities can be carried out with high accuracy, and thus the purity and / or yield of the final balenine-containing extract can be increased. [Industrial applicability]

[0082] One of the present invention's extracts, its manufacturing method, and formulations are fish-derived extracts and manufacturing methods that can contain balenine of very high purity, and are therefore extremely useful not only in the food and fisheries industries, but also in various industries and sectors including pharmaceuticals, health, medicine, analysis, and cosmetics.

Claims

1. It originates from the ocean sunfish. It contains balenine in an amount of 96.5% by mass or more and 99.1% by mass or less. Extract.

2. It is derived from the ocean sunfish, It contains balenine in an amount of 97% by mass or more and 99.1% by mass or less. Extract.

3. A tablet, capsule, powder, granule, pill, syrup, liquid, drink, lozenge, drop, or corn syrup containing the extract described in claim 1 or claim 2. formulation.

4. A first immersion step involves immersing at least a portion of the opah in an alcohol aqueous solution with a concentration of 90% by volume or more. A second immersion step involves immersing the solid material after the first immersion step in water at 80°C or higher, The aqueous solution obtained in the second immersion step is brought into contact with a cation exchanger in a cation exchanger contact step, Following the cation exchanger contact step, an elution step is performed to obtain a first solution by eluting at least balenine contained in the cation exchanger using hydrochloric acid. The process includes an anion exchanger contact step, in which the first solution is brought into contact with an anion exchanger to obtain a second solution containing at least balenine. A method for producing an extract containing balenine.

5. The first immersion step is a step of immersing at least a portion of the freeze-dried opah in the alcohol solution. A method for producing the extract according to claim 4.

6. The aforementioned opah is an opah from which at least the internal organs and skin have been removed. A method for producing the extract according to claim 4 or claim 5.

7. Furthermore, the process includes an extract drying step in which the extract is dried so that the moisture content is greater than 0% by mass and less than or equal to 5% by mass. The above balenine is contained in an amount of 80% by mass or more and 99.1% by mass or less. A method for producing the extract according to claim 4 or claim 5.

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