WO2019167325A1

WO2019167325A1 - Extract soluble in physiologically acceptable liquid medium or extracted using physiologically acceptable liquid medium as extraction medium, and method for producing same

Info

Publication number: WO2019167325A1
Application number: PCT/JP2018/037707
Authority: WO
Inventors: 貴浩前川; 雄也網谷; 康之亮川端
Original assignee: 株式会社極洋
Priority date: 2018-02-28
Filing date: 2018-10-10
Publication date: 2019-09-06
Also published as: JP2020031628A; CN111741758A; JPWO2019167325A1; JP6587774B1; JP7390119B2

Abstract

One of the extracts of the present invention, which is soluble in a physiologically acceptable liquid medium or extracted using, as an extraction medium, a physiologically acceptable liquid medium, is derived from Lampris guttatus 100. This extract contains imidazole dipeptides, in particular extremely high levels of Balenine. Therefore, taking this extract may result in an antioxidant action and/or an antifatigue action, for example.

Description

Extract that is soluble in a physiologically acceptable liquid medium or is extracted using a physiologically acceptable liquid medium as an extraction medium and method for producing the same

The present invention relates to an extract that is soluble in a physiologically acceptable liquid medium or extracted using a physiologically acceptable liquid medium as an extraction medium, and a method for producing the same.

“Health enriches citizens' lives and contributes to the creation of a vibrant society. Providing foods that can help maintain or enhance health is now an important challenge not only in developed countries but also in developing countries. One representative of such foods is marine products represented by fish. Humans have been eating fish for a long time, and features such as high-quality animal protein, low calories, and improvement in brain function have been attracting attention.

In recent years, among fish products that are said to enhance human physiological functions, attention has been focused on fish that focus on antioxidant and / or anti-fatigue effects (Non-Patent Document 1).

For example, there are mainly three types of substances classified as imidazole dipeptides, and in general, the types of imidazole dipeptides present in fish are biased. Specifically, among imidazole dipeptides, anserine and carnosine are mainly contained in fish. For example, high-speed migratory fish such as skipjack and tuna are known to contain a relatively large amount of anserine. Carnosine and anserine are also abundantly contained in, for example, pork or chicken in addition to seafood. Therefore, research on carnosine and anserine has been actively promoted. In particular, for carnosine, carnosine is degraded by carnosine dipeptidase present in serum or tissue, resulting in an obstacle to the function of carnosine. Therefore, a composition for inhibiting carnosine dipeptidase is disclosed (Patent Document 1). ).

International Publication No. WO2017 / 104777

On the other hand, another substance classified as imidazole dipeptide is barenin. Animals that contain ballenin in their muscles are extremely limited, such as whales and scallops. In addition, whale meat, known as meat with a relatively high amount of ballenin along with other imidazole dipeptides, is impossible or very difficult to consume in situations where whaling is substantially prohibited . As a result, even in countries that used to be whaling countries, there are now very few opportunities for taking valenin.

Among imidazole dipeptides, barenin has antioxidant and / or anti-fatigue effects compared to other imidazole dipeptides (carnosine, anserine) from the nature of whales that can continue to swim for long distances without eating food. It is a substance considered to be superior in terms of Therefore, even in situations where whaling is substantially prohibited, it is extremely important for a society that seeks to maintain or improve health to continue to find ways to continuously take imidazole dipeptides, especially valenin. It is.

The present invention relates to an extract which is rich in imidazole dipeptides, particularly valenine, which is soluble in a physiologically acceptable liquid medium or is extracted using a physiologically acceptable liquid medium as an extraction medium, and a method for producing the same This greatly contributes to the realization of.

In light of the situation where whale meat is virtually incapable or difficult to ingest, the present inventor has conducted research and analysis on marine organisms that may contain valein instead of whales or more than whales, including their ecology. Worked on. As a result of many investigations and analyses, the present inventor has departed from the viewpoint of migratory fish that can respond to continuous exercise, and may have exerted antioxidant and / or anti-fatigue effects in the body due to some influence. I came to focus on the probable deep-sea fish.

Subsequent trial and error and analysis by the inventor revealed that among various deep-sea fish, red sea cucumber (also called “Mandai”) contains a very abundant amount of imidazole dipeptide, especially valenin. The person knew. Therefore, the present inventor conducted intensive research and analysis of the red squirrel. As a result, for example, even when heat was applied to almost all parts of the red sea cucumber, a very interesting technical finding was obtained that the content of valerine contained in the fish meat does not vary substantially.

As a result of further analysis, the present inventor has also found that the imidazole dipeptide contained in red squirrel has the following characteristics (1) to (4).
(1) The part (head, internal organs, and skin) different from the so-called edible part (ordinary muscle) of the red sea bream also contains an amount of valenin comparable to that of the edible part (ordinary muscle).
(2) The amount of imidazole dipeptide contained in a portion (internal organs and skin) different from the so-called edible part (normal muscle) of the red squirrel is more than the amount of imidazole dipeptide contained in the edible part (normal muscle) Remarkably many.
(3) The amount of each kind of imidazole dipeptide contained in the so-called edible part (ordinary muscle) of red squirrel and the imidazole dipeptide contained in a part (particularly, viscera and skin) different from the edible part (ordinary muscle) The amount of each type is significantly different.
(4) The variation (standard deviation) in the amount of imidazole dipeptide (including valerine) in the blood meat is very large compared to the common muscle of red sea bream.

The present invention was created based on the above-mentioned viewpoints and technical knowledge.

One extract of the present invention is an extract which is derived from red squirrel and is extracted using a liquid medium that is soluble or physiologically acceptable in a physiologically acceptable liquid medium.

Since this extract contains an imidazole dipeptide, particularly a very abundant amount of valenin, for example, an antioxidative action and / or an anti-fatigue action can be exhibited by ingesting the extract. In addition, according to this extract rich in barenin, in addition to the above-described action, an effect of suppressing a decrease in muscle activity caused by a decrease in pH due to lactic acid can be exhibited.

One method of producing an extract according to the present invention is to extract an extract soluble in a physiologically acceptable liquid medium or a physiologically acceptable liquid by bringing the red squirrel into contact with an extraction medium at 20 ° C. or higher. An extraction step of extracting an extract extracted using the medium as an extraction medium is included.

Further, another method for producing an extract of the present invention is to extract an extract that is soluble in a physiologically acceptable liquid medium or physiologically acceptable by bringing the red bowfish into contact with an extraction medium at 60 ° C. or higher. An extraction step for extracting an extract that is extracted using a possible liquid medium as an extraction medium;

According to the method for producing these extracts, imidazole dipeptides, in particular extracts that are soluble in physiologically acceptable liquid media containing very abundant amounts of valenin, or physiologically acceptable liquids. An extract can be produced that is extracted using the medium as the extraction medium. Therefore, by taking the extract, for example, an antioxidant action and / or an anti-fatigue action can be exhibited. Moreover, in the above-described extraction step, contacting redfish (including a cut state or a fragmented state) with a physiologically acceptable liquid medium at 20 ° C. or higher or 60 ° C. or higher, Along with coagulation of the protein of the red squirrel, the protein releases the extract that has been retained, so that more accurate recovery of the extract is possible. In addition, by producing this extract rich in barenin, the produced extract can exhibit an effect of suppressing a decrease in muscle activity caused by a decrease in pH due to lactic acid, in addition to the above-described action.

As described above, it has been clarified that the amount of imidazole dipeptide (including valerine) contained in the red sea bream blood meat is highly variable. Therefore, in each of the above-described inventions, the extract of the extract that is soluble in a physiologically acceptable liquid medium derived from red sea bream and is extracted using a physiologically acceptable liquid medium as an extraction medium. The fact that the ratio is suppressed to less than 5 wt% suppresses variation in the content of imidazole dipeptide or valenin contained in the extract derived from red pepper, in other words, the uniformity of the content of imidazole dipeptide or valenin. From the viewpoint of enhancing, this is a preferred embodiment.

By the way, in the present application, “skin” or “skin” means a part having a thickness of less than 10 mm from the outermost surface of the red sea bream toward the inside (inside the body). Further, in the present application, “blood meat” refers to a portion that exhibits a dark red color among muscles on the body side of fish. If it sees by another parameter | index, in this application, "blood meat" means the site | part containing the iron content more than twice of the iron content contained in "normal muscle".

According to the extract which is soluble in one physiologically acceptable liquid medium of the present invention or is extracted using a physiologically acceptable liquid medium as an extraction medium, imidazole dipeptides, in particular, very abundant quantities Therefore, by ingesting the extract, for example, it can exhibit an antioxidant effect and / or an anti-fatigue effect.

In addition, according to the method for producing an extract that is soluble in one physiologically acceptable liquid medium of the present invention or is extracted using a physiologically acceptable liquid medium as an extraction medium, imidazole dipeptide, The extract containing a very abundant amount of valenin can be produced. Therefore, by taking the extract, for example, an antioxidant action and / or an anti-fatigue action can be exhibited.

It is a flow which shows the manufacturing process of the extract which is soluble in the physiologically acceptable liquid medium derived from the red squirrel of 1st Embodiment, or is extracted by using a physiologically acceptable liquid medium. It is the photograph which shows a part of red-crowned bow which shows the cutting | disconnection location of the red-crowned bow of 1st Embodiment, and a site | part. It is a flow which shows the manufacturing process of the extract which is soluble in the physiologically acceptable liquid medium derived from the redfish of 2nd Embodiment, or is extracted by using a physiologically acceptable liquid medium. In the extraction process of the first embodiment, when the extraction is performed using water having a temperature of 20 ° C. to 60 ° C., the amount of barenine in the normal muscle 20a (mg / 100 g) and the water having a temperature of 60 ° C. are used. 5 is a graph showing the ratio of the amount of barenine extracted using 20 ° C. to 50 ° C. water, where the amount of extracted ballenin is 1.

As an embodiment of the present invention, an extract which is soluble in a physiologically acceptable liquid medium derived from red sea cucumber or is extracted using a physiologically acceptable liquid medium as an extraction medium and a method for producing the same are attached. This will be described in detail with reference to the drawings.

<First Embodiment>
FIG. 1 shows an extract (in this embodiment, which is soluble in a physiologically acceptable liquid medium derived from red sea cucumber of this embodiment or extracted using a physiologically acceptable liquid medium as an extraction medium. This is a flow showing the manufacturing process of “water-soluble extract.” Hereinafter, in this embodiment, it is represented as “water-soluble extract” as a representative. In the water-soluble extract and the method for producing the same of the present embodiment, each processing step shown in FIG. 1 can be all or part of the steps in the method for producing a water-soluble extract. Therefore, the manufacturing method of the water-soluble extract of this embodiment does not necessarily include all the processing steps shown in FIG. FIG. 2 is a photograph showing a part of the red bowfish 100 showing the cut part and the site of the red bowfish 100 of the present embodiment.

Specifically, as shown in FIG. 1, the caught red sea bream 100 is frozen (step S1). After that, as shown in FIG. 2, the head 10, muscle 20 (normally muscle 20 a and blood 20 b), the internal organs 30, and the tail fin 90 of the red sea bream 100 are separated, respectively. A cutting (disassembling) step of cutting the frozen red sea bream 100 along C ₁ , C ₂ , and C ₃ in a substantially straight line is performed (step S2). In addition, in FIG. 2, although the one part site | part including a back fin does not appear in a photograph, since the site | part which is not displayed is not the raw material of the water-soluble extract of this embodiment, description of the said site | part is abbreviate | omitted. .

Here, cutting as shown in C ₁ in FIG. 2, as sickle of red sunfish 100 of the present embodiment is not included in the muscle 20, and along a substantially tangential direction of the end portion of the muscle 20 side of the hook To be implemented. Further, the cutting shown in C ₂ in FIG. 2, the eyes and mouth of the red sunfish 100 of the present embodiment is performed as included in the head 10. In addition, the cutting shown in C _3, the muscles 20 of red sunfish 100 of this embodiment is carried out as much as possible, not included in the tail fin 90. In the present embodiment, the tail fin 90 is not a raw material for the water-soluble extract of the present embodiment, and thus the description of the part is omitted. In the cutting (disassembling) step of the present embodiment, a known band saw device is used, but means for cutting the red bowfish in the step is not limited to the band saw device. Other known cutting methods that can cut frozen red sea cucumbers along C ₁ , C ₂ , and C ₃ may also be employed.

Thereafter, it was in a frozen state to the extent that it could be introduced into the chopper device in order to perform fragmentation with a known chopper device (for example, model: MC-22, manufactured by NANTUNE Co., Ltd.). Each part (head 10, normal muscle 20a, blood joint meat 20b, internal organs 30, skin 40) of red sea bream 100 is thawed completely or incompletely. Thereafter, by performing a fragmentation step using the chopper device, for example, each of the minced portions that are fragmented from a plate having a through hole of 10 mmφ can be obtained. In the stripping step of the present embodiment, a known chopper device is used. However, means for obtaining the respective parts that are stripped in the step are not limited to the chopper device. For example, a known silent cutter can also be employed in the fragmentation process.

[Analysis of content of imidazole dipeptide at each fragmented site of red squirrel]
Here, this inventor analyzed about the quantity of the imidazole dipeptide containing a barenine which each fragmented site | part of this embodiment contains. Specifically, after preparing a perchloric acid extract from each of the parts fragmented as described above, each of the parts shown in FIG. Analysis of free amino acids and bound amino acids for each segmented portion of the normal muscle 20a, the blood meat 20b, the internal organs 30, and the skin 40) was performed.

In Table 1, “Bal.” Means “valenin content”. “Ans.” Means “anserine content” and “Cal.” Means “carnosine content”. Therefore, “total (Imd.)” In Table 1 means the content of imidazole dipeptide. In order to facilitate understanding, the lower part of each numerical value displays the ratio (%) to the content of imidazole dipeptide in parentheses. In addition, after “±” in each column in Table 1, it means standard deviation. Further, the skin part 40 as the analysis target in Table 1 is a skin of the site of the muscle 20. In addition, the value of the first place in each numerical value in Table 1 and Table 2 described later is rounded off.

Also, in this analysis, the presence of valenin was clarified based on the result of detection of high concentrations of 3-methylhistidine by analyzing the bound amino acids by hydrolysis with hydrochloric acid. In addition, by quantifying the amount of valerin based on 3-methylhistidine in the hydrolyzate using a standard product of valenin, the amount of valerin in each segmented portion was quantified.

As shown in Table 1, this analysis revealed the following characteristics (1) to (4) regarding the amount of imidazole dipeptide containing valerin in each segmented portion.
(1) The part (head, internal organs, and skin) different from the so-called edible part (ordinary muscle) of the red sea bream also contains an amount of valenin comparable to that of the edible part (ordinary muscle).
(2) The amount of imidazole dipeptide contained in a portion (internal organs and skin) different from the so-called edible part (normal muscle) of the red squirrel is more than the amount of imidazole dipeptide contained in the edible part (normal muscle) Remarkably many.
(3) The amount of each kind of imidazole dipeptide contained in the so-called edible part (ordinary muscle) of red squirrel and the imidazole dipeptide contained in a part (particularly, viscera and skin) different from the edible part (ordinary muscle) The amount of each type is significantly different.
(4) The variation (standard deviation) in the amount of imidazole dipeptide (including valerine) in the blood meat is very large compared to the common muscle of red sea bream.

More specifically, the above feature (1) will be described in more detail. At least each segmented portion (head 10, normal muscle 20 a, blood meat 20 b, internal organ 30, skin part derived from red sea bream 100) It can be said that the amount of barenine contained in 40) is equivalent to or much larger than the amount of barenine contained in the minced whale red meat. Interestingly, among the normal muscles 20a in Table 1, the content of valenin from the center of the normal muscle 20a to the head side normal muscle 20a and the content of imidazole dipeptide are the same as the normal muscle 20a from the center of the normal muscle 20a. It was confirmed that the content of valenin of 20a and the content of imidazole dipeptide were about 10% higher.

In the present embodiment, the position of the “center of the normal muscle 20a” is the length from the tip of the head 10 (tip of the mouth) to the tail-side end of the normal muscle 20a (and thus not including the tail fin 90). This is defined as a position of 0.5 from the front end when “L” in FIG. 2 is 1. Therefore, in order to obtain the normal muscle 20a having a high content of valenin with higher accuracy, it is preferable to obtain imidazole dipeptide and / or valenin from the normal muscle 20a including the normal muscle 20a from the head side tip to 0.4 or less. This is one aspect.

In this embodiment, each segmented portion is then brought into contact with water (ion exchange water) as an extraction medium at about 60 to about 100 ° C. More specifically, an extraction step (step S3) is performed in which each segmented portion is immersed in the extraction medium at about 60 ° C. to about 100 ° C. in a known container. In addition, in the extraction process of this embodiment, although the stirring of this extraction medium is not performed intentionally, stirring this extraction medium intentionally is also one aspect | mode which can be employ | adopted.

Thereafter, in this embodiment, about 2 hours after each segmented portion is immersed in the extraction medium, the extraction medium containing a water-soluble extract from each segmented portion. In this embodiment, a separation process is performed in which the aqueous solution is separated from the respective parts (which can be handled as a residue) using a centrifuge (step S4). Specifically, the water-soluble extract of this embodiment can be produced by performing centrifugal filtration using a 300-mesh filter cloth. In addition, the water-soluble extract of this embodiment is liquid. In the separation process of the present embodiment, centrifugal filtration using a 300 mesh filter cloth is employed, but the separation process of the present embodiment is not limited to such a mode. This is another aspect in which a known separation step (for example, separation treatment by centrifugal sedimentation) can also be employed.

<Modification Example (1) of First Embodiment>
In this modified example, as shown in FIG. 1, by further concentrating the water-soluble extract produced by the water-soluble extract production process of the first embodiment, a more abundant amount of imidazole dipeptide or valenin A concentration step (step S5) for producing a water-soluble extract (hereinafter also simply referred to as “concentrated extract”) as a concentrated extract containing sucrose may be performed. For example, the water-soluble extract of the first embodiment is stirred or allowed to stand in a space of about 60 ° C. for about 1 hour to about 8 hours and at a reduced pressure (eg, 0.03 MPa). Thus, a concentrated extract can be produced. In addition, in the concentration process of this modification, the above-mentioned processing conditions are adopted, but the concentration process of this modification is not limited to such an embodiment. This is another embodiment in which another known concentration step different from the purification step described later can also be employed. Moreover, it is another one aspect | mode which can employ | adopt that a sterilization process (for example, heat processing) is performed before the concentration process of this modification is performed. In the concentration step (step S5), if the temperature at which the water-soluble extract of the first embodiment is stirred or allowed to stand is 20 ° C or higher, 30 ° C or higher, 40 ° C or higher, or 50 ° C or higher, At least some of the effects of the modification can be achieved.

Here, as a result of analyzing the amount of valenin contained in the concentrated extract obtained by the concentration step of this modification, for example, it contains about 75 wt% of water (in other words, the solid content is about 25 wt%). When the concentrated extract was used as a sample, it was confirmed that the content of valerin relative to the total amount of the concentrated extract was 5 wt% or more (more narrowly, 9 wt% or more). Therefore, it has been clarified that the amount of imidazole dipeptide contained in the concentrated extract obtained by the concentration step of this modification is also contained in an amount of 5 wt% or more (more narrowly, 9 wt% or more).

<Modification (1) of the first embodiment>
In this modification, as shown in FIG. 1, a soluble or physiologically acceptable liquid that is soluble in a physiologically acceptable liquid medium as the concentrated extract of the modification (1) of the first embodiment. Manufactured by a manufacturing process of an extract that is extracted using a medium as an extraction medium (in this variation, “water-soluble extract”. Hereinafter, in this variation, it is represented as “water-soluble extract” as a representative). The drying process (step S6) which obtains a dry extract by drying the concentrated extract made can be performed.

In this modification, a vacuum drying (including reduced pressure drying) process or a freeze drying process is performed as a typical example of the drying process. Here, the “vacuum drying (or reduced pressure drying) step” in this modification means a step of drying in a vacuum state (or reduced pressure state) while heating. Further, the “freeze-drying step” in the present modification includes a “freeze-vacuum drying step” or a “freeze-decompression drying step”.

As long as the amount of imidazole dipeptide (particularly, valerin) contained in the dry extract of this modification is not significantly impaired (for example, about 20% or more), hot air drying is used instead of the above two types of drying steps. It is also possible to employ a drying process by microwave drying, superheated steam drying, fly drying, reduced-pressure fly drying, drum drying, or sun drying.

For example, when a vacuum drying process is employed, a known method and apparatus can be used. For example, a continuous belt dryer or a vacuum drum dryer may be employed. In the present embodiment, a modification (1) of the first embodiment is performed for about 12 hours to about 72 hours in an environment of about 60 ° C. under a gauge pressure of −0.093 MPa with the atmospheric pressure being 0. The dried extract of this modification can be formed by stirring or leaving the concentrated extract of). In this vacuum drying step, the temperature at which the concentrated extract of the modified example (1) of the first embodiment is stirred or allowed to stand is 20 ° C or higher, 30 ° C or higher, 40 ° C or higher, or 50 ° C or higher. For example, at least a part of the effects of the present modification can be achieved.

Next, when a freeze-drying process is employed, a known method and apparatus can be used. For example, a freeze-drying apparatus (Kyowa Vacuum Technology Co., Ltd., model: RL4522BS) can be employed. In the present embodiment, the concentrated extract of the modified example (1) of the first embodiment is stirred or allowed to stand for about 168 hours under a pressure of about 266 Pa and in an environment of about −20 ° C. The dry extraction of this modification containing 7 wt% (more narrowly, 10 wt% or more, 15 wt% or more, or 20 wt% or more, more narrowly defined 25 wt% or more, very narrowly defined 30 wt% or more) Things can be formed.

It should be noted that the moisture content of the dried extract of the present modification represented by vacuum drying or freeze drying can be adjusted as appropriate by known means. However, from the viewpoint of facilitating transportation and / or handling, it is a preferred embodiment that the moisture content is more than 0 wt% and not more than 10 wt% of the dry extract of this modification. From the viewpoint described above, the water content is more preferably 5 wt% or less of the dry extract of the present modification, and further preferably 3 wt% or less of the dry extract of the present modification.

Thereafter, it is an aspect that can be adopted that a powdering step (step S7) for obtaining a coarse powder by further crushing the dried extract of the present modification is performed. In the present embodiment, for example, a known hammer mill (for example, a hammer mill manufactured by Hosokawa Micron Corporation) may be employed. More specifically, the dry extract of this modification can be pulverized under the processing conditions set so that the particle size is 2 mm or less.

In addition, as long as the amount of imidazole dipeptide (particularly, valerin) contained in the dry extract of this modification is not significantly impaired (for example, about 20% or more), instead of the above-mentioned hammer mill, a pin mill, a ball mill, an impact Mills, edge runner mills, roller mills, vibration mills, conical crushers, jet mills, or other known mechanical impact / grinding devices can also be employed.

Through the above-described steps, a dry extract (hereinafter, also simply referred to as “coarse powder”) as the coarse powder of the present embodiment, which is derived from the red pepper 100, can be produced.

Here, the present inventor analyzed the amount of valenin contained in the dry extract as a coarse powder obtained by the powdering step of the present modification. As a result, for example, when paying attention to the muscle 20 of the red squirrel bow 100, when a coarse powder containing about 5 wt% water (in other words, having a solid content of about 95 wt%) is used as a sample, the coarse powder The content of valerine with respect to the total amount of the material is 7 wt% (10 wt% or more in the narrow sense, or 15 wt% or more, or 20 wt% or more, 25 wt% or more in the narrow sense, 30 wt% or more in the very narrow sense). It was confirmed that the content was high. Therefore, the amount of imidazole dipeptide contained in the coarse powder obtained by the powdering step of this modification is also 7 wt% (more narrowly 10 wt% or more, 15 wt% or more, or 20 wt% or more, and more narrowly, 25 wt% or more, and in a very narrow sense, 30 wt% or more) was revealed.

It should be noted that the moisture content of the dried extract as the coarse powder of the present modification can be adjusted as appropriate by known means, as described above. However, from the viewpoint of facilitating transportation and / or handling, it is a preferred embodiment that the water content is more than 0 wt% and not more than 10 wt% of the coarse powder of this modification. From the viewpoint described above, the water content is more preferably 5 wt% or less of the coarse powder of the present modification, and further preferably 3 wt% or less of the coarse powder of the present modification.

In addition, the coarse powder of this modified example is a coarse powder produced without undergoing a purification process. More specifically, the coarse powder is prepared by dissolving the coarse powder in water or the like, as in the method disclosed in Non-Patent Document 2, for example, and then using an ion exchange resin (for example, cation exchange). A crude powder obtained without performing a step of extracting and purifying imidazole dipeptide containing valenin using a resin. Therefore, even if the crude powder is not purified, it contains, for example, an imidazole dipeptide capable of exerting an antioxidant action and / or an anti-fatigue action, in particular, a very abundant amount of valenin as described above. Is worthy of note because it produces many advantages such as improving yield (including yield) of imidazole dipeptide and / or valenin, simplifying manufacturing process (including shortening manufacturing time), and reducing manufacturing cost. .

<Modification (3) of the first embodiment>
In this modified example, as shown in FIG. 1, the dried extract as a coarse powder produced by the production process of the modified example (2) of the first embodiment is further classified to be less than 1 mm (more Preferably, a classification step (step S8) for obtaining a dry extract (hereinafter also simply referred to as “fine powder”) as a fine powder composed of a powder having a particle diameter of less than 0.8 mm) may be performed.

By adopting the classification step (step S8) of this modification, for example, only fine powder that passes through a sieve having a sieve opening of 0.7 mm can be collected. As a result, it is possible to produce the dry extract of the present modification derived from the red squirrel 100 (the dry extract as a fine powder composed of a powder having a particle diameter of less than 1 mm). In addition, when the hammer mill etc. which were employ | adopted in the powdering process in the modification (2) of 1st Embodiment are also provided with the classification function, a powdering process and a classification process can be implemented simultaneously.

Here, the present inventor analyzed the amount of barenin contained in the fine powder obtained by the classification process of this modification. As a result, for example, when paying attention to the muscle 20 of the red squirrel bow 100, when a fine powder containing about 5 wt% water (in other words, having a solid content of about 95 wt%) is used as a sample, the total amount of fine powder The content of valerin is 7 wt% (10 wt% or more in a narrow sense, 15 wt% or more, or 20 wt% or more, 25 wt% or more in a narrow sense, 30 wt% or more in a very narrow sense) The amount was confirmed. Therefore, the amount of imidazole dipeptide contained in the fine powder obtained by the classification step of this modification is also 7 wt% (more narrowly 10 wt% or more, 15 wt% or more, or 20 wt% or more, and more narrowly 25 wt%). As described above, it was revealed that 30 wt% or more is contained in a very narrow sense. In addition, to describe the highest result that the present inventors have confirmed at this stage, the value of about 35 wt% is obtained as the content of only barenin relative to the total amount of the dry extract as a fine powder. Deserves special mention.

When the fine powder of this modification is evaluated from another viewpoint, for example, when focusing on the muscle 20 of the red sea bream 100, when the mass (for example, 1 kg) of the captured muscle 20 of the red sea bream 100 is used as a reference The mass ratio (ie, yield) of the dry extract derived from the muscle 20 (dry extract as a fine powder) was more than 50 g (60 g or more in a narrow sense). Also, very interestingly, an example of the proportion of the content of valerin in the dry extract as a fine powder was an extremely high value of 25 wt% or more (more narrowly, 30 wt% or more).

It should be noted that the moisture content of the dry extract as the fine powder of the present modification can be adjusted as appropriate by known means, as described above. However, from the viewpoint of facilitating transportation and / or handling, it is a preferred embodiment that the water content is more than 0 wt% and not more than 10 wt% of the fine powder of the present modification. From the viewpoint described above, the water content is more preferably 5 wt% or less of the fine powder of the present modification, and further preferably 3 wt% or less of the fine powder of the present modification.

As described above, the dry extract as a fine powder in the present modification is a fine powder produced without undergoing a purification process. More specifically, the fine powder is obtained by dissolving the fine powder in water or the like, as in the method disclosed in Non-Patent Document 2, for example, and then an ion exchange resin (for example, a cation exchange resin). Is a fine powder obtained without performing the step of extracting and purifying imidazole dipeptide containing valenin. Therefore, even a fine powder as an unpurified fine powder contains, for example, an imidazole dipeptide capable of exerting an antioxidant action and / or an anti-fatigue action, in particular, a very abundant amount of valenin. Deserves special mention.

Table 2 shows a soluble or physiologically acceptable liquid in a physiologically acceptable liquid medium of the normal muscle 20a when each process (steps S1 to S8) from the freezing process to the classification process is performed. Corresponds to Table 1 of extracts extracted using the medium as an extraction medium (in this variation, “water-soluble extract”. Hereinafter, in this variation, it is represented as “water-soluble extract” as a representative). An example of the analysis result is shown.

In this analysis, the presence of valenin was clarified based on the result of detection of a high concentration of 3-methylhistidine by analyzing the bound amino acid by hydrolysis with hydrochloric acid. Further, the amount of barenin in the water-soluble extract at each site was quantified by quantifying the amount of barenin based on 3-methylhistidine in the hydrolyzed extract using a standard product of barenine.

As shown in Table 2, the content of imidazole dipeptide (including valenin) in the water-soluble extract produced from the normal muscle 20a cut by step S2 of the first embodiment (for example, 27850 mg / day in Table 2) The ratio of the valenine content (for example, 23870 mg / 100 g in Table 2) to 100 g) was about 86%. This value can be said to be almost equivalent to the ratio (about 88%) of the same standard in Table 1. For convenience of explanation, the above ratio is also referred to as “imidazole dipeptide-valenine ratio”.

Therefore, it was confirmed that the water-soluble extract produced in this embodiment can achieve an extremely high valenine content and an extremely high “imidazole dipeptide-valenine ratio”. In addition, the water-soluble extract produced in the present embodiment has the imidazole dipeptide content, the valenin content, and the aforementioned “imidazole dipeptide-valenine ratio” at each site derived from the red sea cucumber of the first embodiment, It was confirmed that the substance can be reflected almost as it is.

As in the first embodiment, the amount of barenin contained in the water-soluble extract produced in the present embodiment is equal to the amount of ballenin contained in the minced whale back meat red meat, or It can be said that it is much more than the amount.

Based on the above results and other experimental results, as a result of the analysis and examination by the present inventors, the content of valenin contained in the water-soluble extract produced in the present embodiment, the content of imidazole dipeptide, and “ Regarding the “imidazole dipeptide-valenine ratio”, the present inventors have found that the following numerical range can be realized.
(1) The content of valenin is 7 wt% or more (more narrowly, 10 wt% or more) based on the total mass of the water-soluble extract.
(2) The content of imidazole dipeptide is 25 wt% or more with respect to the mass of the entire water-soluble extract.
(3) Regarding the “imidazole dipeptide-valenine ratio” of the water-soluble extract of the present embodiment, when the content of imidazole dipeptide (including valenin) is 1, the content of valenin is 0. 5 or more and 0.97 or less (more narrowly, 0.75 or more and 0.97 or less).

<Second Embodiment>
In the extract that is soluble in the physiologically acceptable liquid medium of the present embodiment or is extracted using the physiologically acceptable liquid medium as an extraction medium and the method for producing the same, each processing step shown in FIG. An extract that is soluble in a physiologically acceptable liquid medium or is extracted using a physiologically acceptable liquid medium as an extraction medium (in the present embodiment, a “water-soluble extract”. Hereinafter, in the present embodiment, Can be represented as “water-soluble extract” as a representative example) or a part thereof. Therefore, the manufacturing method of the water-soluble extract of this embodiment does not necessarily include all the processing steps shown in FIG. Further, the description overlapping with the first embodiment and the modifications (1) to (3) thereof may be omitted.

Specifically, as shown in FIG. 3, from the freezing step to the drying step (steps S1 to S6) shown in the first embodiment and the modifications (1) to (2) thereof, the freezing step to the pulverization are performed. After each process up to the process (steps S1 to S7), each process from the freezing process to the classification process (not shown) (steps S1 to S8), or after the freezing process is separated (steps S1 to S4) After being performed, the purification process (step S9) of this embodiment is performed.

In the purification step (step S9) of the present embodiment, after the dry extract or the dry extract as a coarse powder is dissolved in water or the like as in the method disclosed in Non-Patent Document 2, ion exchange is performed. Using a resin (for example, a cation exchange resin), a step of extracting and purifying imidazole dipeptide containing valenin is performed. As a result, it is possible to produce a water-soluble extract containing an imidazole dipeptide having a richer content than in the first embodiment and its modifications (1) to (3) and a rich content of valenin. .

In addition, since the upper limit of the content of imidazole dipeptide and the content of valenin with respect to the total mass of the water-soluble extract obtained by performing the purification step (step S9) of this embodiment is not particularly limited, It can be said that the upper limit is less than 100 wt%. If the upper limit is dared to be mentioned, the content of the imidazole dipeptide and the content of the valenine are 99 wt% or less in a narrower sense, and 95 wt% or less in a narrower sense. The numerical range of the upper limit value can be applied to other embodiments.

<Other embodiments>
By the way, in 1st Embodiment and its each modification, and 2nd Embodiment, each site | part (the head 10, the normal muscle 20a, the blood muscle 20b, the internal organs 30, and the skin part 40) of the red sea bream 100. In order to know the characteristics, the extraction process (step S3) and the separation process (step S4), the concentration process (step S5), the drying process (step S6), the powdering process (step S7), and the classification as needed Although the process (step S8) or the purification process (step S9) is performed, the present embodiment is not limited to such an aspect.

For example, as shown in Table 1, in order to be able to mix the visceral part 30 and the skin part 40 with a large amount of imidazole dipeptide because they contain a lot of carnosine, the cutting (disassembly) step (step S2) and subsequent steps are performed. It is also an embodiment that can adopt each step. In addition, it is possible to mix all the parts (head 10, normal muscle 20a, blood meat 20b, internal organs 30, skin 40) having distinctive features of being rich in imidazole dipeptides containing valenine; It is one mode which can also adopt that each process after a cutting (disassembly) process (Step S2) is carried out so that it may become.

Further, in the first embodiment and the modifications thereof, and the second embodiment, the red sea bream caught by the longline fishing boat is quickly frozen (for example, within 60 minutes) on the fishing boat at a low temperature freezing treatment (for example, However, the method for catching red sea bream and the method for storing red sea bream in a fishing boat are not limited to the above examples. However, from the viewpoint of reducing the possibility of reducing the amount of imidazole dipeptide (typically, valerine) by autolysis, the captured red squirrel is quickly (eg, within 60 minutes) on a fishing boat. A low-temperature freezing treatment (for example, −65 ° C. or more and −15 ° C. or less) is a preferable embodiment.

Further, in the first embodiment, the extraction step in which each portion of the striped red sea bream 100 is immersed in an extraction medium (for example, water) of about 60 ° C. or more and about 100 ° C. or less in the container. (Step S3) is performed, but the first embodiment is not limited to such an extraction process. For example, adopting an extraction process (step S3) as shown in the following (a) to (c) is also a preferred modification of the first embodiment.
(A) Extraction step in which each part of the striped red sea bream 100 is immersed in an extraction medium (for example, water) having a temperature of 20 ° C. or higher, 30 ° C. or higher, 40 ° C. or higher, or 50 ° C. or higher. b) The pressure in the container of the extraction step is different from the normally employed about 1 atm (about 0.101 MPa) (for example, about 0.001 MPa to about 100 MPa (excluding about 0.101 MPa)) (C) an extraction step wherein the extraction medium is a physiologically acceptable liquid medium (eg, organic liquid medium) and / or salt water as an example of other physiologically acceptable liquid medium Thus, the aforementioned “physiologically acceptable liquid medium” is not limited to alcohol (typically, high-purity ethanol (eg, 99.5% or 100%)). For example, it can include beer, wine, and brewed liquors including sake, whiskey, shochu, and distilled liquor including vodka, and mixed liquor including cassis and campari. Needless to say, water is included in the “physiologically acceptable liquid medium”.

Of the extraction steps (step S3) described as a modification of the first embodiment described above, when the extraction step (a) is adopted, extraction at a lower temperature is realized, thus saving energy. Can contribute. As a result of investigation by the present inventor, even if the temperature of the extraction medium is 20 ° C. under a normally employed about 1 atm (about 0.101 MPa), the temperature as an example of the first embodiment (about 60 ° C. In this case, it has been found that about 0.77 can be extracted when the amount that can be extracted is 1).

The above contents will be explained based on more specific data. FIG. 4 shows the amount of barenine in the normal muscle 20a (mg / 100 g) (dotted line in FIG. 4) when extracted using water having a temperature of 20 ° C. to 60 ° C. in the extraction step of the first embodiment. FIG. 4 is a graph showing the ratio of the amount of valenine extracted using water at 20 ° C. to 50 ° C. when the amount of valenine extracted using water at a temperature of 60 ° C. is 1 (solid line in FIG. 4). It is. The method for analyzing the amount of valenin is the same as the method described in the first embodiment.

As shown in FIG. 4, by employing an extraction medium (for example, water) of 20 ° C. or higher, the amount of valenin (75) that is comparable to that of an extraction medium (for example, water) at 60 ° C. % Or more) can be confirmed. In addition, it is worthy of special mention that a considerable amount of imidazole dipeptide (typically, valenin) can be extracted as described above even with an extraction medium having an extraction temperature of 20 ° C. which is considerably low.

Moreover, when the extraction process of (b) is employ | adopted among each extraction process (step S3) demonstrated as a modification of the above-mentioned 1st Embodiment, for example by the pressure higher than the pressure normally employ | adopted When extracted, the extraction process can be realized using a lower temperature extraction medium.

Moreover, when the extraction process of (c) is employ | adopted among each extraction process (step S3) demonstrated as a modification of the above-mentioned 1st Embodiment, it can contribute to improving the flavor of an extract. . For example, the amount of imidazole dipeptide (typically valenin) when the extraction step (c) described above is performed using ethanol (purity 99.5%) is the imidazole when water is used as the extraction medium. It has been confirmed to be about 70% of the amount of dipeptide (typically valenin). Therefore, when the extraction medium is alcohol, the extraction amount is reduced compared to when the extraction medium is water, but even if it is about 70% of the extraction amount in the case of water, a considerable amount of imidazole dipeptide (typically It is worth mentioning that valenin is extracted. Therefore, even when an extraction medium other than water is employed, at least some of the effects of the first embodiment can be achieved.

In the first embodiment and its modifications (1) to (3), the second embodiment, and other embodiments, the dorsal fin or tail fin 90 of the red sea bream 100 is a physiologically acceptable liquid. Extracts extracted using a medium soluble or physiologically acceptable liquid medium as an extraction medium (typically a water-soluble extract, but not limited to a water-soluble extract. The extract is not limited to such an embodiment, although it is not included in the following. For example, in order to further simplify the manufacturing process of the extract, without cutting shown in C ₃ in FIG. 2, it is an aspect that may be employed for each subsequent step. Therefore, it is also adopted that the dorsal fin and / or tail fin 90 is included as one of the constituent components of the extract of the first embodiment and its modifications (1) to (3) and the second embodiment. obtain.

On the other hand, as shown in Table 1, the amount of imidazole dipeptide or valenin contained in the blood meat 20b varies greatly. Therefore, it can be said from the viewpoint of obtaining an extract which contains a more stable amount of imidazole dipeptide or valenine and is soluble in a physiologically acceptable liquid medium or extracted using a physiologically acceptable liquid medium as an extraction medium. For example, when each part is mixed as described above, the amount of the mixed blood 20b to be mixed is preferably less than 5 wt%. From another point of view, the first embodiment and its modifications (1) to (3) and the extract of the second embodiment are derived from red sea cucumber and formed from bloody meat. It is more stable amount of imidazole dipeptide or valenine that the ratio of the extract which is soluble in a physiologically acceptable liquid medium or is extracted using a physiologically acceptable liquid medium as an extraction medium is less than 5 wt% The production of the extract containing can be realized.

Furthermore, it is soluble or physiological in a physiologically acceptable liquid medium manufactured in the first embodiment and its modifications (1) to (3), the second embodiment, and other embodiments. Tablets, capsules, powders (including granules), pills, syrups, liquids, drinks, lozenges containing extracts that are extracted using a liquid medium that is acceptable as an extraction medium Producing agents, drops, chickenpox and the like (hereinafter collectively referred to as “formulations”) is a preferred embodiment that can be employed. Since the preparation contains an imidazole dipeptide, in particular, a very abundant amount of valenin, for example, an antioxidant action and / or an anti-fatigue action can be achieved by taking the preparation. In addition, this formulation can be manufactured by a well-known manufacturing method. In addition, the preparation may be mixed with excipients, binders, disintegrants, wetting agents, honey or rice flour, etc., as appropriate, in order to improve moldability or ease of oral administration. Can be formed.

The extract which is soluble in one physiologically acceptable liquid medium of the present invention or is extracted using a physiologically acceptable liquid medium as an extraction medium, a method for producing the same, and a dosage form are rich in valenin. Since it is the fish-derived extract obtained and the method for producing the same, it is extremely useful not only in the food industry and the fishery industry but also in various industries related to medicine, health, medical care, and beauty.

10 head 20 muscle 20a normal muscle 20b blood mixed meat 30 internal organs 90 tail fin 100 red sea bream

Claims

It is derived from a red sea cucumber and is soluble in a physiologically acceptable liquid medium or extracted using a physiologically acceptable liquid medium as an extraction medium.
Extract.
Contains 7 wt% or more of barenine,
The extract according to claim 1.
Containing 10 wt% or more of barenine,
The extract according to claim 1.
Furthermore, containing imidazole dipeptide 25 wt% or more,
The extract according to any one of claims 1 to 3.
When the content of the imidazole dipeptide (including valenin) is 1, the content of the valenin is 0.5 or more and 0.97 or less.
The extract according to claim 4.
Not purified,
The extract according to any one of claims 1 to 5.
The proportion of the extract derived from the red sea cucumber formed from the bloody meat is less than 5 wt%,
The extract according to any one of claims 1 to 6.
It is a powder having a moisture content of more than 0 wt% and not more than 10 wt%.
The extract according to any one of claims 1 to 7.
A tablet, a capsule, a powder, a pill, a syrup, a liquid, a drink, a troche, a drop, or a chickenpox, comprising the extract according to any one of claims 1 to 8.
Formulation.
By bringing the red squirrel into contact with an extraction medium at 20 ° C. or higher, an extract that is soluble in a physiologically acceptable liquid medium or an extract that is extracted using a physiologically acceptable liquid medium as an extraction medium is extracted. Including an extraction step,
A method for producing an extract.
Extracting extract that is soluble in a physiologically acceptable liquid medium or extracted using a physiologically acceptable liquid medium as an extraction medium by bringing the red bowfish into contact with an extraction medium at 60 ° C. or higher Including an extraction step,
A method for producing an extract.
A step of concentrating the extract after the extraction step to obtain a concentrated extract containing 5 wt% or more of valenin.
The manufacturing method of the extract of Claim 10 or Claim 11.
The method further includes, after the concentration step, a drying step of drying the extract so that the water content of the extract is more than 0 wt% and 10 wt% or less to obtain a dry extract containing 7 wt% or more of valenin.
The manufacturing method of the extract of Claim 12.
Pulverizing the dried extract to obtain a powder of the dried extract having a particle size of less than 1 mm, further comprising a powdering step
A method for producing the extract according to claim 13.
Further comprising a purification step of purifying the imidazole dipeptide containing the valenin.
The method for producing an extract according to any one of claims 10 to 12.
The proportion of the extract derived from the red sea cucumber formed from the bloody meat is less than 5 wt%,
The method for producing an extract according to any one of claims 10 to 15.