JP2011037822A - Enzyme-treated product and aspergillus fermentation treated product of dioscorea esculenta rhizome - Google Patents
Enzyme-treated product and aspergillus fermentation treated product of dioscorea esculenta rhizome Download PDFInfo
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- JP2011037822A JP2011037822A JP2010017640A JP2010017640A JP2011037822A JP 2011037822 A JP2011037822 A JP 2011037822A JP 2010017640 A JP2010017640 A JP 2010017640A JP 2010017640 A JP2010017640 A JP 2010017640A JP 2011037822 A JP2011037822 A JP 2011037822A
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- aspergillus
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- koji mold
- rhizome
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Abstract
Description
本発明は、食品、医薬、化粧品分野で有用な組成物、及び当該組成物の製造方法に関する。 The present invention relates to a composition useful in the fields of food, medicine and cosmetics, and a method for producing the composition.
トゲドコロ（学名：Ｄｉｏｓｃｏｒｅａ ｅｓｃｕｌｅｎｔａ）は、クーガイモとも呼ばれる主に九州以南で栽培されているヤムイモの一種である。最近、トゲドコロには抗疲労作用、持久力増強作用、滋養強壮作用、及び筋肉増強作用が認められることが明らかになっている（特許文献１）。また、トゲドコロは、ヤムイモの中でも特にジオスゲニン配糖体含量が高い種であることが知られており、この点に着目した健康志向食品の開発も行われている（特許文献２）。 Togedokoro (scientific name: Dioscorea esculenta) is a kind of yam that is also cultivated mainly in the south of Kyushu, also called Kuugai. Recently, it has been clarified that Tedokoro has an anti-fatigue action, an endurance enhancing action, a nourishing tonic action, and a muscle enhancing action (Patent Document 1). In addition, Tedokoro is known to be a species having a particularly high diosgenin glycoside content among yams, and health-oriented foods focusing on this point have also been developed (Patent Document 2).
本発明の目的は、食品、医薬及び化粧品分野で有用な、ジオスゲニン配糖体を豊富に含むトゲドコロ根茎由来の組成物、該組成物を効率よく製造する方法、並びにジオスゲニン配糖体の製造方法を提供することにある。 An object of the present invention is to provide a composition derived from Togekokoro rhizome that is rich in diosgenin glycosides, a method for efficiently producing the composition, and a method for producing diosgenin glycosides, which are useful in the food, pharmaceutical and cosmetic fields. It is to provide.
本発明の第１の発明は、トゲドコロ根茎を、糖質加水分解活性を有する酵素剤及び／又は麹菌により処理して得られる組成物に関する。 1st invention of this invention is related with the composition obtained by processing a rhododendron rhizome by the enzyme agent which has a carbohydrate hydrolysis activity, and / or a koji mold.
本発明の第１の発明の態様としては、トゲドコロ根茎を、糖質加水分解活性を有する酵素剤により加水分解処理して得られる組成物が挙げられ、下記（１）〜（３）の工程を含む方法により得られる。
（１）水とトゲドコロ根茎を混合する工程、
（２）工程（１）で得られた混合物に糖質加水分解活性を有する酵素剤を添加し、トゲドコロ根茎を加水分解処理する工程、及び
（３）工程（２）で得られた加水分解処理物より、固層を回収する工程。
本発明の第１の発明に使用する糖質加水分解活性を有する酵素剤としては麹菌由来の酵素剤が挙げられる。
As an aspect of 1st invention of this invention, the composition obtained by hydrolyzing a thorny rhizome with the enzyme agent which has a carbohydrate hydrolysis activity is mentioned, The process of following (1)-(3) is mentioned. It is obtained by the method of including.
(1) a step of mixing water and stalked rhizomes,
(2) A step of adding an enzyme agent having carbohydrate hydrolysis activity to the mixture obtained in step (1) to hydrolyze the rhododendron rhizome, and (3) hydrolysis treatment obtained in step (2). The process of recovering a solid layer from a product.
Examples of the enzyme agent having saccharide hydrolyzing activity used in the first invention of the present invention include an enzyme agent derived from Aspergillus.
また本発明の第１の発明の別の態様としては、トゲドコロ根茎を、麹菌により発酵処理して得られる組成物が挙げられ、下記（４）〜（６）の工程を含む方法により得られる。
（４）水とトゲドコロ根茎を混合する工程、
（５）工程（４）で得られた混合物に麹菌を添加し、トゲドコロ根茎を発酵処理する工程、及び
（６）工程（５）で得られた発酵処理物より、固層を回収する工程。
Moreover, as another aspect of 1st invention of this invention, the composition obtained by fermenting a rhododendron rhizome with a gonococcus is mentioned, and it is obtained by the method containing the process of following (4)-(6).
(4) a step of mixing water and stalked rhizomes,
(5) A step of adding koji mold to the mixture obtained in the step (4) and subjecting the rhizome rhizome to a fermentation treatment, and (6) a step of recovering a solid layer from the fermented product obtained in the step (5).
更に本発明の第１の発明の他の態様としては、トゲドコロ根茎を、糖質加水分解活性を有する酵素剤及び麹菌により加水分解処理及び発酵処理して得られる組成物が挙げられ、下記（７）〜（９）の工程を含む方法により得られる。
（７）水とトゲドコロ根茎を混合する工程、
（８）工程（７）で得られた混合物に糖質加水分解活性を有する酵素剤及び麹菌を添加し、トゲドコロ根茎を加水分解処理及び発酵処理する工程、及び
（９）工程（８）で得られた処理物より、固層を回収する工程。
本発明の第１の発明に使用する麹菌としては白麹菌及び黒麹菌から選択される麹菌が挙げられ、当該麹菌としてはアスペルギルス・カワチ（Ａｓｐｅｒｇｉｌｌｕｓ ｋａｗａｃｈｉｉ）、アスペルギルス・アワモリ（Ａｓｐｅｒｇｉｌｌｕｓ ａｗａｍｏｒｉ）、アスペルギルス・サイトイ（Ａｓｐｅｒｇｉｌｌｕｓ ｓａｉｔｏｉ）、及びアスペルギルス・ウサミイ（Ａｓｐｅｒｇｉｌｌｕｓ ｕｓａｍｉｉ）からなる群より選択される少なくとも１種の麹菌が挙げられる。
Furthermore, as another aspect of the first invention of the present invention, there is a composition obtained by hydrolyzing and fermenting rhododendron rhizomes with an enzyme agent having saccharide hydrolyzing activity and koji mold. ) To (9).
(7) A step of mixing water and stalked rhizomes,
(8) Enzyme agent and gonococcus having saccharide hydrolyzing activity are added to the mixture obtained in step (7) to hydrolyze and ferment thorny rhizome, and (9) obtained in step (8). Recovering the solid layer from the processed product.
As the koji mold used in the first invention of the present invention, koji molds selected from white koji molds and black koji molds can be mentioned. As the koji molds, Aspergillus kawachii, Aspergillus awamori, Aspergillus awamori, Aspergillus cytoii (Aspergillus saitoi) and at least one kind of Aspergillus selected from the group consisting of Aspergillus usamii (Aspergillus usamii).
本発明の第２の発明は本発明の第１の発明の組成物を含有する食品に関する。 2nd invention of this invention is related with the foodstuff containing the composition of 1st invention of this invention.
本発明の第３の発明は本発明の第１の発明の組成物を含有する化粧料に関する。 The third invention of the present invention relates to a cosmetic containing the composition of the first invention of the present invention.
本発明の第４の発明は本発明の第１の発明の組成物を含有する抗疲労剤、持久力増強剤、滋養強壮剤、又は体内脂肪低減剤に関する。 The fourth invention of the present invention relates to an anti-fatigue agent, endurance enhancer, nourishing tonic, or internal fat reducing agent comprising the composition of the first invention of the present invention.
本発明の第５の発明は本発明の第１の発明の組成物の製造方法であって、トゲドコロ根茎を、糖質加水分解活性を有する酵素剤及び／又は麹菌により処理する工程を含む方法に関する。 The fifth invention of the present invention relates to a method for producing the composition of the first invention of the present invention, which comprises a step of treating Tedokoro rhizome with an enzyme agent having saccharide hydrolyzing activity and / or koji mold. .
本発明の第５の発明の態様としては、下記（１０）〜（１２）の工程を含む方法が挙げられる。
（１０）水とトゲドコロ根茎を混合する工程、
（１１）工程（１０）で得られた混合物に糖加水分解活性を有する酵素剤を添加し、トゲドコロ根茎を加水分解処理する工程、及び
（１２）工程（１１）で得られた加水分解処理物より、固層を回収する工程。
Examples of the fifth aspect of the present invention include a method including the following steps (10) to (12).
(10) A step of mixing water and stalked rhizomes,
(11) A step of adding an enzyme agent having sugar hydrolysis activity to the mixture obtained in the step (10) to hydrolyze the rhesus rhizome, and (12) a hydrolyzed product obtained in the step (11). Step of recovering the solid layer.
また本発明の第５の発明の別の態様としては、下記（１３）〜（１５）の工程を含む方法が挙げられる。
（１３）水とトゲドコロ根茎を混合する工程、
（１４）工程（１３）で得られた混合物に麹菌を添加し、トゲドコロ根茎を発酵処理する工程、及び
（１５）工程（１４）で得られた発酵処理物より、固層を回収する工程。
Moreover, as another aspect of the 5th invention of this invention, the method including the process of following (13)-(15) is mentioned.
(13) a step of mixing water and stalked rhizomes,
(14) A step of adding koji mold to the mixture obtained in the step (13) and subjecting the rhizome rhizome to a fermentation treatment, and (15) a step of recovering a solid layer from the fermented product obtained in the step (14).
更に本発明の第５の発明の他の態様としては、下記（１６）〜（１８）の工程を含む方法が挙げられる。
（１６）水とトゲドコロ根茎を混合する工程、
（１７）工程（１６）で得られた混合物に糖加水分解活性を有する酵素剤及び麹菌を添加し、トゲドコロ根茎を加水分解処理及び発酵処理する工程、及び
（１８）工程（１７）で得られた処理物より、固層を回収する工程。
本発明の第６の発明は、ジオスゲニン配糖体の製造方法であって、本発明の第５の発明の方法により得られた組成物よりジオスゲニン配糖体を採取する工程を含む方法に関する。
Furthermore, as another aspect of the fifth invention of the present invention, a method including the following steps (16) to (18) can be mentioned.
(16) a step of mixing water and stalked rhizomes,
(17) A step of adding an enzyme agent having saccharide hydrolyzing activity and koji mold to the mixture obtained in step (16), hydrolyzing and fermenting thorny rhizome, and (18) obtained in step (17). Recovering the solid layer from the treated product.
6th invention of this invention is a manufacturing method of a diosgenin glycoside, Comprising: It is related with the method including extract | collecting a diosgenin glycoside from the composition obtained by the method of the 5th invention of this invention.
本発明において水とは水性液体であって、本発明の方法に使用できるものであれば限定はない。またトゲドコロ根茎とは本発明の方法の原料として使用できるものであれば限定はなく、トゲドコロ根茎及びその処理物を包含する。 In the present invention, water is an aqueous liquid and is not limited as long as it can be used in the method of the present invention. Moreover, if it can be used as a raw material of the method of this invention, a togekokoro rhizome will not be limited, and a rhododendron rhizome and its processed material are included.
本願の発明者らは、トゲドコロ根茎を、糖質加水分解活性を有する酵素剤及び／又は麹菌により処理した場合に、驚くべきことに、トゲドコロ根茎に含まれるジオスゲニン配糖体は加水分解を受けず、ジオスゲニン配糖体を高い含有率で含む組成物が得られることを見出し、本発明を完成させた。本発明により、ジオスゲニン配糖体を豊富に含む組成物、該組成物を効率よく製造する方法、並びにジオスゲニン配糖体の製造方法が提供される。 Surprisingly, the inventors of the present application, when treated with rhododendron rhizomes with an enzyme agent having saccharide hydrolyzing activity and / or koji mold, surprisingly did not undergo hydrolysis of diosgenin glycosides contained in rhododendron rhizomes. The present inventors have found that a composition containing a high content of diosgenin glycoside can be obtained, and the present invention has been completed. The present invention provides a composition rich in diosgenin glycosides, a method for efficiently producing the composition, and a method for producing diosgenin glycosides.
（１）本発明の組成物及びその製造方法
本発明の組成物は、トゲドコロ根茎を、糖質加水分解活性を有する酵素剤及び／又は麹菌により処理して得られる。トゲドコロ根茎に糖質加水分解活性を有する酵素剤や麹菌を作用させた場合、ジオスゲニン配糖体は加水分解を受けずにその構造が維持されるが、トゲドコロ根茎の細胞壁等を構成する多糖は加水分解を受け低分子化する。また、麹菌を用いる場合や酵素剤にリパーゼやプロテアーゼが含まれる場合には、更にトゲドコロ根茎に含まれるタンパク質や脂質も分解される。これによって、ジオスゲニン配糖体以外のトゲドコロ根茎の構成成分の多くが水に可溶性となる。ジオスゲニン配糖体は水に難溶性であるため、糖質加水分解活性を有する酵素剤や麹菌でトゲドコロ根茎を処理して得られる水に難溶性の組成物は、ジオスゲニン配糖体を高濃度で含有する。従って、糖質加水分解活性を有する酵素剤及び／又は麹菌によりトゲドコロ根茎を処理した後、固液分離で固層を分取することにより、ジオスゲニン配糖体を豊富に含む組成物を採取することができる。
(1) Composition of the present invention and method for producing the composition The composition of the present invention is obtained by treating a rhesus rhizome with an enzyme agent having a saccharide hydrolyzing activity and / or koji mold. When an enzyme agent or gonococcus having saccharide hydrolyzing activity is allowed to act on the rhododendron rhizome, the structure of the diosgenin glycoside is not hydrolyzed, but the polysaccharide constituting the cell wall of the rhododendron rhizome is hydrolyzed. Decomposes to lower molecular weight. In addition, when gonococcus is used or when the lipase or protease is contained in the enzyme agent, proteins and lipids contained in the rhizomes are further decomposed. As a result, many of the constituents of the rhododendron rhizomes other than the diosgenin glycoside are soluble in water. Since diosgenin glycosides are sparingly soluble in water, water-insoluble compositions obtained by treating rhododendron rhizomes with enzyme agents or gonococci with saccharide hydrolyzing activity are highly soluble in diosgenin glycosides. contains. Therefore, a composition rich in diosgenin glycosides is collected by treating rhododendron rhizomes with an enzyme agent having saccharide hydrolyzing activity and / or koji mold, and then separating the solid layer by solid-liquid separation. Can do.
本発明の組成物の原料となるトゲドコロ根茎としては、例えば収穫したそのままでもよく、好適には、例えばトゲドコロ根茎の磨砕物、粉砕物、破砕物又はこれら混合物、更に好適にはこれらの乾燥粉末等の処理物が使用できる。 The rhizome rhizome used as the raw material of the composition of the present invention may be, for example, harvested as it is, preferably, for example, a ground product, a pulverized product, a crushed product or a mixture thereof, more preferably a dry powder thereof. Can be used.
本明細書において、粉砕物、破砕物とは、例えば、植物体を裁断したものや、乾燥させた後に砕いたもののことを指し、一般には粒径の大きいものを破砕物と称し、粒径の小さいものを粉砕物と称す。また、本明細書において、乾燥粉末とは、前記の粉砕物、破砕物よりもさらに粒径が小さな乾燥物ことを指し、このような乾燥粉末の製造方法としては、例えばトゲドコロ根茎を乾燥させ、粉砕機を使用して粉砕することで粉状のトゲドコロ根茎の乾燥粉砕物を得る方法が挙げられる。 In the present specification, the pulverized product and the crushed material refer to, for example, a plant body that has been cut or crushed after being dried, and generally a large particle size is referred to as a crushed material, A small one is called a pulverized product. Further, in the present specification, the dry powder refers to a dry product having a particle size smaller than that of the pulverized product and the crushed product, and as a method for producing such a dry powder, for example, dried rhododendron rhizomes, There is a method of obtaining a dry pulverized product of powdered spiny rhizomes by pulverization using a pulverizer.
また、明日葉等のセリ科の植物、ガゴメ、モズク等の褐藻類、ブナシメジ、ハタケシメジ、ホンシメジ、及び／又はマツタケ等のキノコ類をトゲドコロ根茎と混合し、これをその後の糖質加水分解活性を有する酵素剤による加水分解処理や麹菌を用いた発酵処理に供することにより、多機能の生理活性や任意の食感を有する組成物を得ることができる。 In addition, mushrooms such as brown algae such as tortoises such as tomorrow leaves, gagome and mozuku, beech shimeji mushroom, bamboo shimeji mushroom, hon-shimeji mushroom, and / or matsutake mushroom are mixed with stalked rhizomes, and this is further subjected to carbohydrate hydrolysis activity. A composition having multifunctional physiological activity or any texture can be obtained by subjecting it to hydrolysis treatment with an enzyme agent or fermentation treatment using Aspergillus.
本発明の組成物の原料となるトゲドコロ根茎は、そのまま糖質加水分解活性を有する酵素剤による加水分解処理や麹菌を用いた発酵処理に供してもよく、この方法も本発明に包含されるが、水性液体と混合した後にこれらの処理に供するのが好適である。水性液体としては、水、例えば水道水、脱イオン水、蒸留水等が例示され、水には無機塩（食塩等）や有機塩等が含まれていてもよい。また、所望により、他の成分（糖質加水分解活性を有する酵素剤の活性を増強させる物質や麹菌の生育促進のための栄養源等）が添加された水を使用してもよい。なお、トゲドコロ根茎と水性液体とを混合する場合は、ｐＨをその後の糖加水分解処理や麹菌による発酵処理に適したｐＨに調整してもよい。このようなｐＨとしては、本発明に好適であれば特に限定はないが、ｐＨ２〜１０が好ましく、ｐＨ３〜９がより好ましく、ｐＨ３．５〜８が更により好ましい。 The rhododendron rhizome, which is a raw material of the composition of the present invention, may be directly subjected to hydrolysis treatment with an enzyme agent having carbohydrate hydrolysis activity or fermentation treatment using koji mold, and this method is also included in the present invention. It is preferable to use these treatments after mixing with an aqueous liquid. Examples of the aqueous liquid include water, for example, tap water, deionized water, distilled water, and the like, and the water may contain an inorganic salt (such as salt) or an organic salt. Moreover, you may use the water to which the other component (The substance which enhances the activity of the enzyme agent which has a carbohydrate hydrolysis activity, the nutrient source for the growth promotion of a koji mold, etc.) was added if desired. In addition, when mixing a rhododendron rhizome and an aqueous liquid, you may adjust pH to pH suitable for the subsequent sugar hydrolysis process and the fermentation process by a koji mold. Such pH is not particularly limited as long as it is suitable for the present invention, but is preferably 2 to 10, more preferably 3 to 9, and still more preferably 3.5 to 8.
トゲドコロ根茎やトゲドコロ根茎と水性液体との混合物は、糖質加水分解活性を有する酵素剤による加水分解処理や麹菌を用いた発酵処理を行う前に、加熱処理を施してもよい。当該加熱処理の条件は、その後の酵素剤によるトゲドコロ根茎の加水分解処理及び／又は麹菌によるトゲドコロ根茎の発酵処理に適した条件であればよく、温度条件としては、例えば７０℃〜１３０℃が好ましく、好適には８０℃〜１２０℃、更に好適には９０℃〜１１０℃である。また、特に本発明を限定するものではないが、加熱処理時間としては、５分〜１０時間が好ましく、好適には１０分〜５時間、更に好適には１５分〜１時間である。 The togekokoro rhizome or the mixture of the rhizome rhizome and an aqueous liquid may be subjected to a heat treatment before performing a hydrolysis treatment with an enzyme agent having a carbohydrate hydrolysis activity or a fermentation treatment using koji mold. The conditions for the heat treatment may be any conditions that are suitable for the subsequent hydrolysis treatment of rhododendron rhizomes with an enzyme agent and / or fermentation treatment of rhododendron rhizomes with Aspergillus, and the temperature condition is preferably, for example, 70 ° C to 130 ° C. It is preferably 80 ° C to 120 ° C, more preferably 90 ° C to 110 ° C. Although the present invention is not particularly limited, the heat treatment time is preferably 5 minutes to 10 hours, preferably 10 minutes to 5 hours, and more preferably 15 minutes to 1 hour.
本明細書において、糖加水分解活性を有する酵素剤とは、糖質加水分解酵素活性（グリコシド結合を加水分解する活性）を有する酵素を含有する組成物のことを言い、例えば、ペクチナーゼ、キシラナーゼ、ヘミセルラーゼ、マンナナーゼ、アミラーゼ、グルコアミラーゼ、グルカナーゼ、グルコシダーゼ、及びセルラーゼからなる群から選択される少なくとも一種の糖加水分解酵素を含有する酵素組成物が例示される。また、当該酵素剤は、さらにプロテアーゼやリパーゼを含有していてもよい。ここに例示した糖加水分解酵素の由来生物としては、特に本発明を限定するものではないが、アスペルギルス・カワチ（Ａｓｐｅｒｇｉｌｌｕｓ ｋａｗａｃｈｉｉ）、アスペルギルス・アワモリ（Ａｓｐｅｒｇｉｌｌｕｓ ａｗａｍｏｒｉ）、アスペルギルス・サイトイ（Ａｓｐｅｒｇｉｌｌｕｓ ｓａｉｔｏｉ）、アスペルギルス・ウサミイ（Ａｓｐｅｒｇｉｌｌｕｓ ｕｓａｍｉｉ）、アスペルギルス・ウサミイ・ミュータント・シロウサミイ（Ａｓｐｅｒｇｉｌｌｕｓ ｕｓａｍｉｉ ｍｕｔ． Ｓｈｉｒｏ−ｕｓａｍｉｉ）、アスペルギルス・オリゼー（Ａｓｐｅｒｇｉｌｌｕｓ ｏｒｙｚａｅ）等の麹菌、アスペルギルス・ニガー（Ａｓｐｅｒｇｉｌｌｕｓ ｎｉｇｅｒ）等のクロカビ、バチルス・サブチリス（Ｂａｃｉｌｌｕｓ ｓｕｂｔｉｌｌｉｓ）、バチルス・アミロリクエファシエンス（Ｂａｃｉｌｌｕｓ ａｍｙｌｏｌｉｑｕｅｆａｃｉｅｎｓ）等のグラム陽性菌、並びにリゾプス ｓｐ．（Ｒｈｉｚｏｐｕｓ ｓｐ．）、トリコデルマ・リーセイ（Ｔｒｉｃｈｏｄｅｒｍａ ｒｅｅｓｅｉ）のような糸状菌が例示される。本発明に使用可能な酵素剤としては、上記生物より公知の方法により調製したものや市販されているものを用いることができる。市販されているものの例としては、スクラーゼ（登録商標、三菱化学フーズ社）、コクラーゼ（登録商標、三菱化学フーズ社）、グルターゼ（エイチビィアイ社）、セルロシン（エイチビィアイ社）、グルク吟（天野エンザイム社）ユニアーゼ（登録商標、ヤクルト薬品工業社）等の食品加工用の酵素剤が例示される。このうち、果汁清澄用の酵素剤であるスクラーゼ（登録商標）Ａ（三菱化学フーズ社）には、麹菌由来のペクチナーゼ、キシラナーゼ、プロテアーゼ、リパーゼ及びアミラーゼが含まれる。 In the present specification, the enzyme agent having a sugar hydrolyzing activity refers to a composition containing an enzyme having a sugar hydrolase activity (an activity to hydrolyze a glycosidic bond). For example, pectinase, xylanase, Examples include an enzyme composition containing at least one sugar hydrolase selected from the group consisting of hemicellulase, mannanase, amylase, glucoamylase, glucanase, glucosidase, and cellulase. Moreover, the said enzyme agent may contain protease and lipase further. Examples of the organisms derived from the sugar hydrolase exemplified here are not particularly limited to the present invention, but include Aspergillus kawachii, Aspergillus awamori, Aspergillus sasperis, Aspergillus sasperis, Aspergillus usamii, Aspergillus usamii Mutant Shirosamii (Aspergillus usamii mut. Shiro-usamii), Aspergillus oryzae, Aspergillus oryzae Bacillus s btillis), Bacillus amyloliquefaciens (Bacillus amyloliquefaciens) Gram-positive bacteria, and the like, as well as Rhizopus sp. (Rhizopus sp.) And filamentous fungi such as Trichoderma reesei. As an enzyme agent that can be used in the present invention, those prepared by a known method from the above organisms and those commercially available can be used. Examples of commercially available products include sucrase (registered trademark, Mitsubishi Chemical Foods), cochlase (registered trademark, Mitsubishi Chemical Foods), glutase (HIBI), cellulosin (HIBI), gluc gin (Amano Enzyme). Examples of the enzyme agent for food processing such as UNIASE (registered trademark, Yakult Pharmaceutical Co., Ltd.). Among these, Sucrase (registered trademark) A (Mitsubishi Chemical Foods), which is an enzyme agent for fruit juice clarification, includes pectinase, xylanase, protease, lipase and amylase derived from Aspergillus oryzae.
本明細書において、麹菌とは、アスペルギルス・アワモリ、アスペルギルス・サイトイ、アスペルギルス・ウサミイ等の黒麹菌、アスペルギルス・カワチ、アスペルギルス・ウサミイイ・ミュータント・シロウサミイ等の白麹菌、並びにアスペルギルス・オリゼー等の黄麹菌及びその白色変異株であるアスペルギルス・ソヤ（Ａｓｐｅｒｇｉｌｌｕｓ ｓｏｊａｅ）のことを言う。これらの麹菌は、ペクチナーゼ、キシラナーゼ、ヘミセルラーゼ、マンナナーゼ、アミラーゼ、グルコアミラーゼ、グルカナーゼ、グルコシダーゼ、セルラーゼ等の酵素を産生する。トゲドコロ根茎の発酵に用いる麹菌としては、特に本発明を限定するものではないが、黒麹菌又は白麹菌が好ましく、好適にはアスペルギルス・カワチ、アスペルギルス・アワモリを用いることができる。 As used herein, koji molds are black koji molds such as Aspergillus awamori, Aspergillus cytoii, Aspergillus usamii, etc., white koji molds such as Aspergillus kawachi, Aspergillus usamiii, mutant, shallow sami, and Aspergillus oryzae The white mutant is Aspergillus sojae. These koji molds produce enzymes such as pectinase, xylanase, hemicellulase, mannanase, amylase, glucoamylase, glucanase, glucosidase, and cellulase. The koji mold used for the fermentation of the rhododendron rhizome is not particularly limited, but black koji mold or white koji mold is preferable, and Aspergillus kawachi and Aspergillus awamori can be preferably used.
本発明の組成物の製造には、糖質加水分解活性を有する酵素剤のみを用いても、麹菌のみを用いても、糖加水分解活性を有する酵素剤を用いた加水分解処理と麹菌を用いた発酵処理とを併用してもよい。 For the production of the composition of the present invention, hydrolysis treatment using an enzyme agent having sugar hydrolysis activity and koji mold are used, whether only an enzyme agent having carbohydrate hydrolysis activity or only koji mold is used. You may use together with the fermentation process which was.
糖質加水分解活性を有する酵素剤でトゲドコロ根茎を処理する場合、酵素剤の添加量、反応条件等は、ジオスゲニン配糖体を高濃度で含有する組成物が得られる条件であれば特に限定はなく、使用する酵素剤の性質等を考慮して適宜決定することができる。例えば、酵素剤としてスクラーゼ（登録商標）Ａを用いる場合、原料のトゲドコロ根茎に対して ０．００１重量％〜２０重量％の酵素剤を用いればよく、室温〜５０℃の温度範囲で、１時間〜３日間程度反応すればよい。トゲドコロ根茎の酵素剤による処理の後には、必要に応じて酵素を失活させる処理（加熱処理等）を行ってもよい。 In the case of treating the rhizome rhizome with an enzyme agent having saccharide hydrolyzing activity, the amount of enzyme agent added, reaction conditions, etc. are not particularly limited as long as a composition containing a high concentration of diosgenin glycoside is obtained. And can be appropriately determined in consideration of the properties of the enzyme agent used. For example, when using sucrase (registered trademark) A as an enzyme agent, 0.001 wt% to 20 wt% of the enzyme agent may be used with respect to the raw rhododendron rhizome, and the temperature ranges from room temperature to 50 ° C. for 1 hour. It suffices to react for about 3 days. After the treatment with the enzyme agent for rhizomes, treatment (such as heat treatment) for inactivating the enzyme may be performed as necessary.
麹菌でトゲドコロ根茎を発酵処理する場合、トゲドコロ根茎に麹菌の胞子を直接接種しても、予め準備した固体麹や液体麹（麹菌培養液）をトゲドコロ根茎やトゲドコロ根茎と水性液体との混合物に添加してもよい。固体麹は酒類製造に用いられる公知の方法により製造することができる。固体麹の原料としては米、麦類、芋類、豆類、雑穀類等を使用でき、必ずしもトゲドコロ根茎である必要はない。また、液体麹は、液体培地に麹菌の胞子又は前培養した麹菌の菌糸を接種して培養することにより製造できる。 When fermenting rhododendron rhizomes with Aspergillus oryzae, even if the Aspergillus rhizomes are directly inoculated with Aspergillus spores, pre-prepared solid koji or liquid koji (Koji mold culture solution) is added to the mixture of rhododendron rhizomes or rhododendron rhizomes and aqueous liquids May be. The solid koji can be produced by a known method used for liquor production. As raw materials for solid koji, rice, wheat, koji, beans, millet, etc. can be used, and it is not always necessary to use rhododendron rhizomes. The liquid koji can be produced by inoculating a liquid medium with koji mold spores or precultured koji mold hyphae.
麹菌によるトゲドコロ根茎の発酵処理の条件は、ジオスゲニン配糖体を高濃度で含有する組成物が得られる条件であれば特に限定はないが、温度条件としては５℃〜４０℃が好ましく、１５℃〜３０℃がより好ましい。また、発酵時間も特に限定はないが、１日間〜３０日間が好ましく、１日間〜７日間がより好ましい。トゲドコロ根茎の麹菌による発酵処理の後には、必要に応じて滅菌処理を行ってもよい。 There are no particular limitations on the conditions for the fermentation of rhododendron rhizomes by Aspergillus as long as a composition containing a high concentration of diosgenin glycoside is obtained, but the temperature condition is preferably 5 ° C to 40 ° C, and 15 ° C. ~ 30 ° C is more preferred. The fermentation time is not particularly limited, but is preferably 1 day to 30 days, and more preferably 1 day to 7 days. A sterilization treatment may be performed as necessary after the fermentation treatment of Aspergillus rhizomes by Aspergillus.
麹菌による発酵処理と糖質加水分解活性を有する酵素剤による加水分解処理とを併用してトゲドコロ根茎を処理する場合には、どちらの処理を先に行ってもよく、また、麹菌による処理と酵素剤による処理とを同時に行ってもよい。 When treating rhododendron rhizomes in combination with fermentation treatment with koji mold and hydrolysis treatment with an enzyme agent having saccharide hydrolyzing activity, either treatment may be performed first, and treatment with koji mold and enzyme You may perform the process by an agent simultaneously.
本発明の組成物の例としては、ジオスゲニン配糖体を組成物の乾燥重量１ｇ当たり１００μｇ〜５００ｍｇ含み、ジオスゲニン低含有でジオスゲニン配糖体高含有の組成物が提供できる。 As an example of the composition of the present invention, a composition containing 100 μg to 500 mg of diosgenin glycoside per 1 g of the dry weight of the composition, and can contain a low content of diosgenin and a high content of diosgenin glycoside.
（２）本発明の食品
本発明の食品は、本発明の組成物を含有することを特徴とする。本発明の組成物は生臭さ、えぐみ等が除去され、舌ざわりが改善され、甘み等増強された食品製造に好適な素材である。本発明の食品の製造法に特に限定はなく、例えば、配合、調理、加工等は一般の食品のものに従えばよく、それらの製造法により製造することができ、得られた食品に前述の本発明の組成物が含有されていればよい。前記食品の種類にも特に限定はなく、例えば、本発明の組成物が含有されてなる、穀物加工品、油脂加工品、大豆加工品、食肉加工品、水産製品、乳製品、野菜・果実加工品、菓子類、アルコール飲料、嗜好飲料、調味料、香辛料などの農産・林産加工品、畜産加工品、水産加工品などが挙げられる。前記食品は液体形状であってもよい。すなわち、本発明の食品は飲料を包含する。
(2) Foodstuff of this invention The foodstuff of this invention contains the composition of this invention, It is characterized by the above-mentioned. The composition of the present invention is a material suitable for food production from which raw odor, gummy, etc. are removed, the texture of the tongue is improved, and sweetness is enhanced. The method for producing the food of the present invention is not particularly limited. For example, blending, cooking, processing and the like may be in accordance with those of general foods, and can be produced by those production methods. What is necessary is just to contain the composition of this invention. There is no particular limitation on the type of food, for example, processed cereal products, processed oil products, processed soybean products, processed meat products, processed fish products, dairy products, processed vegetables and fruits, containing the composition of the present invention. Agricultural and forestry processed products such as products, confectionery, alcoholic beverages, taste beverages, seasonings and spices, processed livestock products and processed fishery products. The food may be in liquid form. That is, the food of the present invention includes a beverage.
本発明の食品中のジオスゲニン配糖体の含有量に特に限定はないが、その官能と活性発現の観点から適宜選択でき、例えば、食品１００重量％中、０．００１〜１０重量％である。 Although there is no limitation in particular in content of the diosgenin glycoside in the foodstuff of this invention, it can select suitably from a viewpoint of the function and active expression, for example, is 0.001-10 weight% in 100 weight% of foodstuffs.
また、本発明の食品は、抗疲労作用、持久力増強作用、滋養強壮作用又は筋肉増強作用が期待できる他の成分、例えば、ニンニク、ニンニクエキス、卵黄、すっぽんエキス、プロポリス、ローヤルゼリー、高麗人参、タウリン、冬虫夏草、インヨウカク、マムシ、コエンザイムＱ１０、α−リポ酸、ウスヒラタケ、プラセンタエキス、ヒドロキシプロピル化澱粉、各種アミノ酸等をさらに含んでいても良い。また本発明の食品は、種々の機能性素材、例えばアガリクス、明日葉、明日葉カルコン、アスタキサンチン、α−リポ酸、アガロオリゴ糖、イチョウ葉、ウコン、エラスチン、Ｌ−カルニチン、核酸、キトサン、共役リノール酸、グルコサミン、コエンザイムＱ１０、コラーゲン、コンドロイチン、植物ステロール、スピルリナ、セラミド、大豆イソフラボン、トゲドコロ、ナットウキナーゼ、ニンニク、ヒアルロン酸、ビルベリー、フコイダン、プロポリス、β−グルカン、ボタンボウフウ、マカ、松樹皮抽出物、メシマコブ、ルテイン、ロイヤルゼリーからなる群より選択される少なくとも１種の健康食品素材をさらに含有していてもよい。 In addition, the food of the present invention is anti-fatigue, endurance enhancing, nourishing tonic or muscle enhancing other components, such as garlic, garlic extract, egg yolk, suppurin extract, propolis, royal jelly, ginseng, It may further contain taurine, cordyceps, indica, viper, coenzyme Q10, α-lipoic acid, oyster mushroom, placenta extract, hydroxypropylated starch, various amino acids and the like. Further, the food of the present invention includes various functional materials such as agaricus, tomorrow, tomorrow chalcone, astaxanthin, α-lipoic acid, agarooligosaccharide, ginkgo biloba, turmeric, elastin, L-carnitine, nucleic acid, chitosan, conjugated linole Acid, glucosamine, coenzyme Q10, collagen, chondroitin, plant sterol, spirulina, ceramide, soy isoflavone, staghorn, nattokinase, garlic, hyaluronic acid, bilberry, fucoidan, propolis, β-glucan, button bow fu, maca, pine bark extract, It may further contain at least one health food material selected from the group consisting of Meshima Cobb, Lutein, and Royal Jelly.
（３）本発明の化粧料
本発明の化粧料は、本発明の組成物を含有することを特徴とする。本発明の化粧料には、本発明の組成物以外のその他の成分として、所望により１，３−ブチレングリコール、ピロリドンカルボン酸塩等の保湿剤、流動パラフィン、ワセリン、オリーブ油、スクワラン、ラノリン、合成エステル油等の皮膚柔軟剤、ヤシ油、パームオイル等の油脂類、ビタミンＥ等のビタミン類、ミツロウ、プロピレングリコールモノステアレート、ステアリン酸等の界面活性剤、ステアリルアルコール等の乳化安定助剤、ポリオキシエチレンセチルエーテル、ポリオキシエチレン硬化ヒマシ油等の可溶化剤、メチルパラベン等の防腐剤、顔料、抗酸化剤、紫外線吸収剤、薬理活性物質、基剤、界面活性剤等を含有させることができる。さらに、グリセリン、プロピレングリコール、ポリエチレングリコール、ヒアルロン酸に代表される多糖類等の保水作用を有するものを併用してもよい。
(3) Cosmetics of this invention The cosmetics of this invention are characterized by containing the composition of this invention. In the cosmetic of the present invention, as other components other than the composition of the present invention, a moisturizer such as 1,3-butylene glycol and pyrrolidone carboxylate, liquid paraffin, petrolatum, olive oil, squalane, lanolin, synthetic Skin softeners such as ester oils, fats and oils such as coconut oil and palm oil, vitamins such as vitamin E, beeswax, propylene glycol monostearate, surfactants such as stearic acid, and emulsion stabilization aids such as stearyl alcohol, It may contain solubilizers such as polyoxyethylene cetyl ether and polyoxyethylene hydrogenated castor oil, preservatives such as methylparaben, pigments, antioxidants, ultraviolet absorbers, pharmacologically active substances, bases, surfactants, etc. it can. Furthermore, you may use together what has a water retention effect | action, such as polysaccharide represented by glycerin, propylene glycol, polyethyleneglycol, and hyaluronic acid.
本発明の化粧料の形状としては、本発明の組成物が有している生理作用を期待しうるものであれば特に限定はなく、たとえば、ローション類、乳液類、クリーム類、パック類、浴用剤、洗顔剤、浴用石ケン、浴用洗剤又は軟膏が好適である。本発明の化粧料は、本発明の有効成分及び所望により前記その他の成分を原料として用い、化粧品分野における公知の方法に従って適宜製造することができる。 The shape of the cosmetic of the present invention is not particularly limited as long as the physiological action of the composition of the present invention can be expected. For example, lotions, emulsions, creams, packs, baths Agents, facial cleansers, bath soaps, bath detergents or ointments are preferred. The cosmetic of the present invention can be appropriately produced according to a known method in the cosmetics field using the active ingredient of the present invention and, if desired, the above-mentioned other ingredients as raw materials.
本発明の化粧料中のジオスゲニン配糖体の含有量に特に限定はないが、その官能と活性発現の観点から適宜選択でき、例えば、化粧料１００重量％中、０．００１〜１０重量％である。 Although there is no limitation in particular in content of the diosgenin glycoside in the cosmetics of this invention, it can select suitably from a viewpoint of the function and active expression, for example, in 0.001 to 10 weight% in 100 weight% of cosmetics. is there.
（４）本発明の疲労剤、持久力増強剤、滋養強壮剤、又は体内脂肪低減剤
本発明の疲労剤、持久力増強剤、滋養強壮剤、又は体内脂肪低減剤は、本発明の組成物を含有することを特徴とする。本発明において、当該剤の形状としては特に限定はないが、粉状、固形状、液状のいずれの形状であってもよい。また、本発明の組成物を公知の方法で造粒して粒状の固形物として使用することができる。造粒方法としては、特に限定はないが、転動造粒、攪拌造粒、流動層造粒、気流造粒、押出し造粒、圧縮成型造粒、解砕造粒、噴射造粒又は噴霧造粒等が例示される。また、粉状の前記処理物を液体、例えば水やアルコール等に溶解して液状とし、当該剤として使用することもできる。
(4) The fatigue agent, endurance enhancer, nourishing tonic, or internal fat reducing agent of the present invention The fatigue agent, endurance enhancing agent, nourishing tonic, or internal fat reducing agent of the present invention is the composition of the present invention. It is characterized by containing. In the present invention, the shape of the agent is not particularly limited, but may be any of powder, solid, and liquid. Further, the composition of the present invention can be granulated by a known method and used as a granular solid. The granulation method is not particularly limited, but rolling granulation, stirring granulation, fluidized bed granulation, air flow granulation, extrusion granulation, compression molding granulation, pulverization granulation, spray granulation, spray granulation or spray granulation Examples are grains. Further, the powdery processed product can be dissolved in a liquid, for example, water or alcohol, to form a liquid and used as the agent.
本明細書において、疲労とは、酷使により筋肉・神経などの機能が低下する現象をいい、ここで機能の低下とは、身体的及び精神的作業能力の量的又は質的な低下を意味する。すなわち、特に限定はないが、水泳等の運動を行ったあとの肉体疲労、知的労働後の精神疲労、社会生活を送る上で蓄積する肉体的及び精神的な複合疲労を意味する。さらに、本明細書において疲労とは、過労死に至る状態も包含される。抗疲労剤とは、これらのような疲労状態の回復及び減少、さらに疲労を予防する組成物を意味する。 In the present specification, fatigue refers to a phenomenon in which functions such as muscles and nerves decrease due to overuse, and the decrease in function means a quantitative or qualitative decrease in physical and mental work ability. . That is, although there is no particular limitation, it means physical fatigue after exercise such as swimming, mental fatigue after intellectual labor, and physical and mental combined fatigue accumulated in living social life. Furthermore, fatigue in this specification includes a state that leads to death from overwork. The anti-fatigue agent means a composition that recovers and reduces such fatigue states, and further prevents fatigue.
本明細書において、持久力とは、継続して長く運動し続けることのできる体力をいい、持久力増強剤とは、摂取することにより、その継続時間が延長できる組成物を意味する。 In the present specification, endurance refers to a physical strength capable of continuing to exercise for a long time, and an endurance enhancer refers to a composition that can be prolonged by taking it.
本明細書において、滋養強壮作用とは、肉体的もしくは精神的疲労時に栄養補給を行うことで、健康な状態に改善する作用、もしくは精力増強など、健康な状態からさらに肉体的もしくは精神的能力を強める作用を意味し、滋養強壮剤とは、このような作用を示す組成物を意味する。 In this specification, the nourishing tonic effect means that physical or mental ability is further improved from a healthy state, such as an action to improve a healthy state or an increase in vitality by providing nutrition during physical or mental fatigue. It means a strengthening action, and a nourishing tonic means a composition that exhibits such action.
本明細書において、体脂肪低減作用とは、体脂肪（皮下脂肪及び内臓脂肪）を減らす作用を意味し、体脂肪低減剤とは、このような作用を示す組成物を意味する。 In the present specification, the body fat reducing action means an action for reducing body fat (subcutaneous fat and visceral fat), and the body fat reducing agent means a composition showing such action.
本発明者らは、トゲドコロ根茎に含まれるジオスゲニン配糖体に脂質代謝（脂肪燃焼）に関与する酵素群の遺伝子の発現を促進する作用があることを見出した。このことは、ジオスゲニン配糖体が代謝系に関与して体脂肪低減効果を発揮することを示す。脂質代謝（脂肪燃焼）に関与する酵素群の遺伝子としては、例えば、エネルギー代謝に係る遺伝子の転写活性化因子であるＰＧＣ−１ａ（ＰＰＡＲγ ｃｏａｃｔｉｖａｔｏｒ−１）、脂質代謝に係る遺伝子の発現を調節するＰＰＡＲ−α（ｐｅｒｏｘｉｓｏｍｅ ｐｒｏｌｉｆｅｒａｔｏｒ−ａｃｔｉｖａｔｅｄ ｒｅｃｅｐｔｏｒ−ａｌｐｈａ）、ペルオキシソームにおける脂肪酸β酸化に関与するＡＣＯ（ａｃｙｌ−ＣｏＡ ｏｘｉｄａｓｅ）、ミトコンドリアにおける脂肪酸β酸化に関与するＭＣＡＤ（ｍｅｄｉｕｍ ｃｈａｉｎ ａｃｙｌ−ＣｏＡ ｄｅｈｙｄｒｏｇｅｎａｓｅ）、ミトコンドリアのエネルギー転換、熱産生に関与するＵＣＰ３（ｕｎｃｏｕｐｌｉｎｇ ｐｒｏｔｅｉｎ ３）等が挙げられる。 The present inventors have found that a diosgenin glycoside contained in the rhododendron rhizome has an action of promoting the expression of genes of enzymes involved in lipid metabolism (fat burning). This indicates that the diosgenin glycoside is involved in the metabolic system and exerts a body fat reducing effect. Examples of genes of enzymes involved in lipid metabolism (fat burning) regulate the expression of PGC-1a (PPARγ coactivator-1), a transcriptional activator of genes related to energy metabolism, and genes related to lipid metabolism. PPAR-α (peroxisome proliferator-activated receptor-alpha), ACO (acyl-CoA oxidase) involved in fatty acid β oxidation in peroxisomes, MCAD (medium chain acyl-CoA dehydrose) involved in fatty acid β oxidation in mitochondria, Examples thereof include UCP3 (uncoupling protein 3) involved in conversion and heat production.
本発明の組成物は、ジオスゲニン配糖体を豊富に含むため、特に体脂肪低減剤として有用である。 Since the composition of the present invention contains abundant diosgenin glycosides, it is particularly useful as a body fat reducing agent.
本発明で使用される剤は、その作用発現にとっての有効量の投与を生体に行っても毒性は認められない。 The agent used in the present invention does not show toxicity even if it is administered to a living body in an effective amount for the expression of its action.
（５）本発明のジオスゲニン配糖体の製造方法 (5) Production method of diosgenin glycoside of the present invention
本発明のジオスゲニン配糖体の製造方法は、前記の本発明の組成物よりジオスゲニン配糖体を精製、採取もしくは単離する工程を含む。ジオスゲニン配糖体の精製には通常の天然物の精製方法を用いることができ、例えば、溶媒による抽出やクロマトグラフィーでの分離によりジオスゲニン配糖体を精製することができる。さらに、公知のジオスゲニン配糖体の単離、精製方法を適用してもよい。本発明のジオスゲニン配糖体の製造方法は、ジオスゲニン配糖体を高濃度で含有する本発明の組成物を原料とするため、高効率でジオスゲニン配糖体を効率よく製造することができる。 The method for producing a diosgenin glycoside of the present invention includes a step of purifying, collecting or isolating the diosgenin glycoside from the composition of the present invention. For purification of the diosgenin glycoside, a normal natural product purification method can be used. For example, the diosgenin glycoside can be purified by extraction with a solvent or separation by chromatography. Furthermore, a known method for isolating and purifying diosgenin glycosides may be applied. Since the production method of the diosgenin glycoside of the present invention uses the composition of the present invention containing the diosgenin glycoside at a high concentration as a raw material, the diosgenin glycoside can be efficiently produced with high efficiency.
参考例 トゲドコロ由来ジオスゲニン配糖体による脂肪燃焼関連遺伝子の発現増強作用
［１］トゲドコロ６０％エタノール抽出物の分画
トゲドコロ粉末１０ｇに対して、６０％エタノール１００ｍＬを添加し、攪拌しながら２５℃で２４時間抽出を行った。抽出液を吸引濾過後、濃縮乾固し、乾固物を６０％エタノール１０ｍＬに溶解した。得られた溶解液のうち２．５ｍＬ分をＨＰＬＣに処し分画を行った。ＨＰＬＣ条件を表１に示す。
Reference Example Expression-enhancing action of fat burning-related genes by Glycogen derived from Togekokoro [1] Fractionation of 60% ethanol extract of Togedokoro To 100 g of Togedokoro powder, 100 mL of 60% ethanol was added and stirred at 25 ° C. Extraction was performed for 24 hours. The extract was subjected to suction filtration, concentrated to dryness, and the dried product was dissolved in 10 mL of 60% ethanol. Of the resulting lysate, 2.5 mL was subjected to HPLC for fractionation. The HPLC conditions are shown in Table 1.
各フラクションはＵＶ２０５nmの吸収を指標に表２に示す保持時間ごとに分画した。 Each fraction was fractionated at each retention time shown in Table 2 using UV 205 nm absorption as an index.
［２］フラクション７〜１０の構造解析
質量分析装置（ＡＰＩ３００、Ａｐｐｌｉｅｄ Ｂｉｏｓｙｓｔｅｍｓ社製）を用いてフラクション７〜１０の分子量の測定を行った。その結果、フラクション７と８はともに分子量１０１４、フラクション９は分子量８６８、フラクション１０は分子量８８４であった。
[2] Structural analysis of fractions 7 to 10 The molecular weight of fractions 7 to 10 was measured using a mass spectrometer (API300, manufactured by Applied Biosystems). As a result, both fractions 7 and 8 had a molecular weight of 1014, fraction 9 had a molecular weight of 868, and fraction 10 had a molecular weight of 884.
次に、フラクション７〜１０を以下の条件で酸加水分解した。フラクション７〜１０の各０．１ｍＬに８０％エタノール０．２ｍＬを加えて撹拌し、次に１０Ｍ硫酸０．２ｍＬを加えて１００℃で１時間酸加水分解を行った。反応終了後、水３ｍＬを加え、２ｍＬのｔ−ブチルメチルエーテル（ＢＭＥ）で液―液分配しＢＭＥ層を回収した。水層については２ｍＬのＢＭＥによる液―液分配をさらに２回繰り返した。次に、計３回の液―液分配により得られたＢＭＥ層を混合し、そこに１Ｍ水酸化ナトリウム水溶液１ｍＬを加え攪拌後、ＢＭＥ層を回収した。回収したＢＭＥ層に再度１Ｍ水酸化ナトリウム水溶液１ｍＬを加えて攪拌後、ＢＭＥ層を回収した。得られたＢＭＥ層に水１ｍＬを加えて攪拌後、ＢＭＥ層を回収して濃縮乾固し、乾固物をエタノール１ｍＬに溶解した。続いて、酸加水分解物を表３の条件でＨＰＬＣ分析し、市販のジオスゲニン標準物質（和光純薬工業社製）と比較した。その結果、全てのフラクションからジオスゲニンが検出されたことから、フラクション７〜１０がジオスゲニン配糖体であることが明らかとなった。 Next, the fractions 7 to 10 were acid hydrolyzed under the following conditions. To each 0.1 mL of fractions 7 to 10, 0.2 mL of 80% ethanol was added and stirred, and then 0.2 mL of 10 M sulfuric acid was added and acid hydrolysis was performed at 100 ° C. for 1 hour. After completion of the reaction, 3 mL of water was added, and liquid-liquid distribution was performed with 2 mL of t-butyl methyl ether (BME) to recover the BME layer. For the aqueous layer, the liquid-liquid partition with 2 mL of BME was repeated twice more. Next, the BME layer obtained by a total of three liquid-liquid distributions was mixed, and 1 mL of 1M aqueous sodium hydroxide solution was added thereto and stirred, and then the BME layer was recovered. To the recovered BME layer, 1 mL of 1M aqueous sodium hydroxide solution was added again and stirred, and then the BME layer was recovered. After adding 1 mL of water to the obtained BME layer and stirring, the BME layer was collected and concentrated to dryness, and the dried product was dissolved in 1 mL of ethanol. Subsequently, the acid hydrolyzate was subjected to HPLC analysis under the conditions shown in Table 3 and compared with a commercially available diosgenin standard substance (manufactured by Wako Pure Chemical Industries, Ltd.). As a result, since diosgenin was detected from all the fractions, it became clear that fractions 7 to 10 were diosgenin glycosides.
さらに、フラクション８について、表４の条件でＨＰＬＣ分析し、市販のジオスシン標準物質（ＣｈｒｏｍａＤｅｘ社製）と比較した。その結果、フラクション８はジオスシンであることが明らかとなった。 Further, the fraction 8 was subjected to HPLC analysis under the conditions shown in Table 4 and compared with a commercially available dioscin standard substance (manufactured by ChromaDex). As a result, it became clear that fraction 8 was dioscin.
［３］活性測定
マウス肝臓由来Ｈｅｐａ１ｃ１ｃ７細胞を、１０％ウシ胎児血清、１％Ｐｅｎｉｃｉｌｌｉｎ−Ｓｔｒｅｐｔｏｍｙｃｉｎ含有、ダルベッコ改良イーグル培地（シグマ社製、Ｄ５７９６）に４×１０５個／ｍＬになるように懸濁し、１２穴プレートの各ウェルに２ｍＬずつ加えた後、５％炭酸ガス存在下、３７℃で一晩培養した。次に、新鮮な培地に交換し、各ウェルに[１]で調製したフラクション７〜１０をジオスゲニン配糖体の終濃度が２．５〜１０μＭとなるように添加し、２４時間培養した。なお、陰性対照としてジメチルスルホキシド（ＤＭＳＯ）添加の区分を設定した。
[3] Activity measurement Mouse liver-derived Hepa1c1c7 cells were suspended in Dulbecco's modified Eagle's medium (Sigma, D5796) containing 10% fetal bovine serum and 1% Penicillin-Streptomycin at 4 × 10 5 cells / mL. Then, 2 mL each was added to each well of a 12-well plate, and cultured overnight at 37 ° C. in the presence of 5% carbon dioxide gas. Next, the medium was replaced with a fresh medium, and fractions 7 to 10 prepared in [1] were added to each well so that the final concentration of the diosgenin glycoside was 2.5 to 10 μM and cultured for 24 hours. In addition, the division of dimethyl sulfoxide (DMSO) addition was set as a negative control.
培養終了後、培地を除き０．５ｍＬのＲＮＡｉｓｏ（タカラバイオ社製）を加え、細胞を１．５ｍＬのエッペンチューブに回収した。室温で５分間放置後、０．１ｍＬのクロロホルムを加え、乳白色になるまでよく振り混ぜた。再度室温で５分間放置した後、１０，０００ｒｐｍ、１５分間、４℃で遠心し、上清を別のエッペンチューブに移した。これに０．２５ｍＬのイソプロパノールを加え、よく混合し、室温で１０分間放置した。１０，０００ｒｐｍ 、１０分間４℃で遠心し、得られた沈殿を０．５ｍＬの７５％エタノールで洗浄した。１０，０００ｒｐｍ、５分間４℃で遠心後、沈殿を乾燥させた。この沈殿を２０μＬの注射用水で溶解し、ｔｏｔａｌ ＲＮＡ水溶液を得た。 After completion of the culture, the medium was removed, 0.5 mL of RNAiso (manufactured by Takara Bio Inc.) was added, and the cells were collected in a 1.5 mL Eppendorf tube. After leaving at room temperature for 5 minutes, 0.1 mL of chloroform was added and shaken well until it became milky white. After leaving again at room temperature for 5 minutes, it centrifuged at 10,000 rpm for 15 minutes at 4 degreeC, and the supernatant was moved to another Eppendorf tube. To this was added 0.25 mL of isopropanol, mixed well and left at room temperature for 10 minutes. Centrifugation was performed at 10,000 rpm for 10 minutes at 4 ° C., and the resulting precipitate was washed with 0.5 mL of 75% ethanol. After centrifugation at 10,000 rpm for 5 minutes at 4 ° C., the precipitate was dried. This precipitate was dissolved in 20 μL of water for injection to obtain an aqueous total RNA solution.
逆転写反応およびリアルタイムＰＣＲは、ＳＹＢＲ（登録商標） ＰｒｉｍｅＳｃｒｉｐｔ（登録商標） ＲＴ−ＰＣＲ Ｋｉｔ（タカラバイオ社製）を用いて行った。リアルタイムＰＣＲは、マウス由来ＰＧＣ−１ａ遺伝子に特異的なプライマー対（配列番号：１、及び配列番号：２）、マウス由来ＡＣＯ遺伝子に特異的なプライマー対（配列番号：３、及び配列番号：４）、対照としてマウス由来Ａｃｔｂ（β−アクチン）遺伝子に特異的プライマー対（配列番号：５、及び配列番号：６）を用いた反応についてそれぞれ行った。測定は、Ｔｈｅｒｍａｌ Ｃｙｃｌｅｒ Ｄｉｃｅ（登録商標） Ｒｅａｌ Ｔｉｍｅ Ｓｙｓｔｅｍ（タカラバイオ社製）を用いて行った。測定は、全て３連で行った。 Reverse transcription reaction and real-time PCR were performed using SYBR (registered trademark) PrimeScript (registered trademark) RT-PCR Kit (manufactured by Takara Bio Inc.). Real-time PCR is a primer pair specific to the mouse-derived PGC-1a gene (SEQ ID NO: 1 and SEQ ID NO: 2), and a primer pair specific to the mouse-derived ACO gene (SEQ ID NO: 3 and SEQ ID NO: 4). ) And a reaction using a specific primer pair (SEQ ID NO: 5 and SEQ ID NO: 6) for the Actb (β-actin) gene derived from mouse as a control. The measurement was performed using a Thermal Cycler Dice (registered trademark) Real Time System (manufactured by Takara Bio Inc.). All measurements were performed in triplicate.
その結果を表５に示す。すなわち、表５はトゲドコロ由来のジオスゲニン配糖体を添加した細胞における陰性対照の細胞に対するＰＧＣ−１ａ及びＡＣＯのｍＲＮＡ発現量比を示すものであり、ジオスゲニン配糖体に顕著なＰＧＣ−１ａ及びＡＣＯのｍＲＮＡを発現誘導する活性が認められた。ＰＧＣ−１ａは、エネルギー代謝に係る遺伝子の転写活性化因子であり、ＡＣＯはペルオキシソームにおける脂肪酸β酸化に関与することが知られている。従って、上記の結果は、トゲドコロ由来のジオスゲニン配糖体に脂質代謝（脂肪燃焼）に関与する酵素群の遺伝子の発現を促進する作用があり、ジオスゲニン配糖体が代謝系を介して体脂肪低減効果を発揮することを示す。 The results are shown in Table 5. That is, Table 5 shows the ratio of mRNA expression levels of PGC-1a and ACO relative to the negative control cells in the cells to which the tosedokoro-derived diosgenin glycoside was added. PGC-1a and ACO that are prominent in the diosgenin glycoside The activity of inducing the expression of mRNA was observed. PGC-1a is a transcriptional activator of genes involved in energy metabolism, and ACO is known to be involved in fatty acid β oxidation in peroxisomes. Therefore, the above results indicate that the diosgenin glycoside derived from Togekokoro has the effect of promoting the expression of genes of enzymes involved in lipid metabolism (fat burning), and diosgenin glycoside reduces body fat through the metabolic system. It shows that it is effective.
［４］ジオスゲニン配糖体とジオスゲニンの活性比較
［３］と同様の方法でＨｅｐａ１ｃ１ｃ７細胞に［１］で調製したジオスゲニン配糖体画分フラクション８およびジオスゲニン（Ｓｉｇｍａ社）を終濃度が１〜４μＭとなるように添加し２４時間培養した。なお、ジオスゲニン配糖体の陰性対照としてＤＭＳＯ添加の区分を、ジオスゲニンの陰性対照としてＤＭＦを設定した。培養終了後、［３］と同様の方法により、ＰＧＣ−１ａ及びＡＣＯのｍＲＮＡの発現量を測定した。その結果を表６に示す。
[4] Activity comparison between diosgenin glycoside and diosgenin The final concentration of diosgenin glycoside fraction 8 and diosgenin (Sigma) prepared in [1] in Hepa1c1c7 cells in the same manner as in [3] is 1 to 4 μM. And added for 24 hours. In addition, the division of DMSO addition was set as a negative control for diosgenin glycosides, and DMF was set as a negative control for diosgenin. After completion of the culture, the expression levels of PGC-1a and ACO mRNA were measured by the same method as in [3]. The results are shown in Table 6.
すなわち、表６はジオスゲニン配糖体およびジオスゲニンを添加した細胞における陰性対照の細胞に対するＰＧＣ−１ａ及びＡＣＯのｍＲＮＡ発現量比を示すものであり、ジオスゲニン配糖体に顕著なＰＧＣ−１ａ及びＡＣＯのｍＲＮＡを発現誘導する活性が認められたが、ジオスゲニンにはこれらの活性はほとんど認められなかった。 That is, Table 6 shows the ratio of mRNA expression levels of PGC-1a and ACO relative to negative control cells in cells to which diosgenin glycosides and diosgenin were added. Although activity to induce expression of mRNA was observed, diosgenin showed almost no such activity.
実施例１
［１］麹菌培養液の調製
液体培地（２％デキストリン、１％ポリペプトン、０．５％リン酸二水素カリウム、０．１％硝酸ナトリウム、０．０５％硫酸マグネシウム）７０ｍＬに種麹として焼酎Ｋ型白麹菌（ビオック製）を播種し、２５℃で２日間攪拌培養した。
Example 1
[1] Preparation of Aspergillus oryzae culture solution Shochu K as a seed meal in 70 mL of liquid medium (2% dextrin, 1% polypeptone, 0.5% potassium dihydrogen phosphate, 0.1% sodium nitrate, 0.05% magnesium sulfate) Type white koji mold (manufactured by Bioc) was inoculated and cultured with stirring at 25 ° C. for 2 days.
［２］トゲドコロ根茎の麹菌処理
トゲドコロ根茎の乾燥粉末２５ｇを蒸留水４７５ｍＬに加えて混合した後、１０５℃で２０分間加熱殺菌した。冷却後、［１］で調製した麹菌培養液を２５ｍＬ加え、４０℃で３日間培養した。培養終了後、培養液を１０５℃で２０分間加熱殺菌した。得られた培養液について遠心分離により固液分離し、沈殿物を得た。
[2] Aspergillus oryzae rhizome treatment 25 g of dried powder of rhododendron rhizome was added to and mixed with 475 mL of distilled water, and then heat sterilized at 105 ° C. for 20 minutes. After cooling, 25 mL of the koji mold culture solution prepared in [1] was added and cultured at 40 ° C. for 3 days. After completion of the culture, the culture solution was sterilized by heating at 105 ° C. for 20 minutes. The obtained culture solution was subjected to solid-liquid separation by centrifugation to obtain a precipitate.
［３］トゲドコロ根茎の酵素剤存在下での麹菌処理
トゲドコロ根茎の乾燥粉末２５ｇを蒸留水４７５ｍＬに加えて混合した後、１０５℃で２０分間加熱殺菌した。冷却後、［１］で調製した麹菌培養液を２５ｍＬ、及びスクラーゼ（登録商標）Ａ（三菱化学フーズ社）を０．５ｇ加え、４０℃で３日間培養した。培養終了後、培養液を１０５℃で２０分間加熱殺菌した。得られた培養液について遠心分離により固液分離し、沈殿物を得た。
[3] Aspergillus oryzae Rhizobium Treatment in the Presence of Enzyme Agent 25 g of dried powder of rhododendron rhizome was added to 475 mL of distilled water and mixed, and then heat sterilized at 105 ° C. for 20 minutes. After cooling, 25 mL of the koji mold culture solution prepared in [1] and 0.5 g of sucrase (registered trademark) A (Mitsubishi Chemical Foods) were added and cultured at 40 ° C. for 3 days. After completion of the culture, the culture solution was sterilized by heating at 105 ° C. for 20 minutes. The obtained culture solution was subjected to solid-liquid separation by centrifugation to obtain a precipitate.
［４］各種種麹によるトゲドコロ根茎の処理
種麹として焼酎Ｋ型白麹菌の代わりに泡盛黒麹（ビオック社）、黒麹ＮＫ麹（河内源一郎商店）又は白麹菌７１１Ｃ（Ａｓｐｅｒｇｉｌｌｕｓ ｋａｗａｃｈｉｉ ７１１Ｃ：今野もやし社）を用いる以外は上記の［１］〜［３］と同様の方法で、トゲドコロ根茎の麹菌処理物を得た。
[4] Treatment of rhododendron rhizomes with various seed pods As a seed pod, instead of shochu K-type white bacterium, Awamori black potato (Bioc), black potato NK moth (Kawaichi Genichiro Shoten) or white bacterium 711C (Aspergillus kawachii 711C: Imano sprouts Except for using the same, a processed product of Aspergillus rhizome was obtained in the same manner as [1] to [3] above.
［５］総ジオスゲニン（ジオスゲニン配糖体＋配糖体化していない遊離のジオスゲニン）量の定量
上記の［２］〜［４］で得られた各沈澱物５ｇに８０％エタノール５ｍＬを加えて攪拌し、さらに１０Ｍ硫酸１ｍＬを加えて１００℃で２時間酸加水分解を行った。反応終了後、水１５ｍＬを加え、１０ｍＬのｔ−ブチルメチルエーテル（ＢＭＥ）で液―液分配しＢＭＥ層を回収した。水層に対して同量のＢＭＥによる液―液分配をさらに２回繰り返した。次に、得られたＢＭＥ層に１Ｍ水酸化ナトリウム水溶液５ｍＬを加え攪拌後ＢＭＥ層を回収し、回収したＢＭＥ層に再度１Ｍ水酸化ナトリウム水溶液５ｍＬを加えて攪拌後ＢＭＥ層を回収した。ＢＭＥ層に水５ｍＬを加えて攪拌後、ＢＭＥ層を回収して濃縮乾固し、乾固物をエタノール１ｍＬに溶解したものをサンプルとしてＨＰＬＣ法によってジオスゲニン量を測定した。ＨＰＬＣによるジオスゲニン量の測定条件を表７に示す。
[5] Quantification of total diosgenin (diosgenin glycoside + free diosgenin that is not glycosylated) Add 5 mL of 80% ethanol to 5 g of each precipitate obtained in [2] to [4] above and stir Further, 1 mL of 10M sulfuric acid was added, and acid hydrolysis was performed at 100 ° C. for 2 hours. After completion of the reaction, 15 mL of water was added, and liquid-liquid distribution was performed with 10 mL of t-butyl methyl ether (BME) to recover the BME layer. Liquid-liquid distribution with the same amount of BME was repeated twice more with respect to the aqueous layer. Next, 5 mL of 1M sodium hydroxide aqueous solution was added to the obtained BME layer and stirred, and then the BME layer was recovered. 5 mL of 1M sodium hydroxide aqueous solution was added again to the recovered BME layer, and the BME layer was recovered after stirring. After adding 5 mL of water to the BME layer and stirring, the BME layer was collected and concentrated to dryness, and the amount of diosgenin was measured by HPLC using a sample obtained by dissolving the dried product in 1 mL of ethanol. Table 7 shows the measurement conditions for the amount of diosgenin by HPLC.
［６］配糖体化していない遊離のジオスゲニンの定量
前記の［２］〜［４］で得られた各沈澱物５ｇにエタノール２０ｍＬを加えて１時間攪拌抽出した。遠心によって固液分離し上清を回収した。残渣に対して同量のエタノールによる抽出を計３回繰り返し、得られた上清を濃縮乾固しエタノール１ｍＬに溶解したものをサンプルとし、ＨＰＬＣ法によって前記の表７に示す条件にてジオスゲニン量を測定した。
[6] Quantification of free diosgenin which is not glycosylated 20 mL of ethanol was added to 5 g of each precipitate obtained in the above [2] to [4], and the mixture was extracted by stirring for 1 hour. The supernatant was recovered by solid-liquid separation by centrifugation. The residue was extracted with the same amount of ethanol three times in total, and the resulting supernatant was concentrated to dryness and dissolved in 1 mL of ethanol as a sample, and the amount of diosgenin by the HPLC method under the conditions shown in Table 7 above Was measured.
［７］結果
麹菌処理したトゲドコロ根茎中の総ジオスゲニン量の定量結果を表８に示す。なお、比較として原料のトゲドコロ粉末中の総ジオスゲニン量も前記［５］と同様に測定した。その結果、麹菌処理によりトゲドコロ中のジオスゲニン含量は２．６〜４．７倍に上昇し、さらにスクラーゼ（登録商標）Ａ処理を併用することで４．４〜１０．４倍に上昇することが明らかになった。
[7] Results Table 8 shows the quantification results of the total diosgenin content in the rhizomes treated with Aspergillus oryzae. As a comparison, the total amount of diosgenin in the raw powdered stalks was also measured in the same manner as in [5] above. As a result, the diosgenin content in the spiny heel increases by 2.6 to 4.7 times by the koji mold treatment, and further increases by 4.4 to 10.4 times by the combined use of sucrase (registered trademark) A treatment. It was revealed.
また、これら麹菌処理したトゲドコロ根茎中の遊離ジオスゲニン量は８．４〜６３．１μｇ／ｇ乾燥重量であった。すなわち、麹菌処理したトゲドコロ根茎中のジオスゲニンは、そのほとんどが配糖体化した状態を維持することが明らかとなった。 Further, the amount of free diosgenin in these rhododendron rhizomes treated with Aspergillus was 8.4-63.1 μg / g dry weight. That is, it has been clarified that most of the diosgenin in the rhizome treated with Aspergillus oryzae maintains the glycosylated state.
実施例２
実施例１−［３］で得られた焼酎Ｋ型菌とスクラーゼＡで処理後の沈澱物を凍結乾燥したものについて、原料のトゲドコロ粉末を比較対照とした官能検査をパネラー５名によって実施した。その結果を表９に、官能検査の評価基準を表１０に示す。
Example 2
For the shochu K-type bacteria obtained in Example 1- [3] and the precipitate treated with sucrase A, freeze-dried, a sensory test was conducted by five panelists using the raw material Tedokoro powder as a comparative control. The results are shown in Table 9, and the evaluation criteria for the sensory test are shown in Table 10.
表９に示す通り麹菌処理したトゲドコロは食品素材として良好な官能を示した。 As shown in Table 9, the togekokoro treated with the koji mold showed a good sensory property as a food material.
本発明によれば、ジオスゲニン配糖体を豊富に含むトゲドコロ由来の組成物、該組成物を効率よく製造する方法、並びにジオスゲニン配糖体の製造方法が提供される。このため、本発明は、食品、医薬及び化粧品分野で有用である。 ADVANTAGE OF THE INVENTION According to this invention, the composition derived from Togedocoro which abundantly contains a diosgenin glycoside, the method of manufacturing this composition efficiently, and the manufacturing method of a diosgenin glycoside are provided. Therefore, the present invention is useful in the food, pharmaceutical and cosmetic fields.
SEQ ID NO:1 ; Primer to amplify the cDNA fragment of mouse PGC-1 gene.
SEQ ID NO:2 ; Primer to amplify the cDNA fragment of mouse PGC-1 gene.
SEQ ID NO:3 ; Primer to amplify the cDNA fragment of mouse ACO gene.
SEQ ID NO:4 ; Primer to amplify the cDNA fragment of mouse ACO gene.
SEQ ID NO:5 ; Primer to amplify the cDNA fragment of mouse beta-actin gene.
SEQ ID NO:6 ; Primer to amplify the cDNA fragment of mouse beta-actin gene.
SEQ ID NO: 1; Primer to amplify the cDNA fragment of mouse PGC-1 gene.
SEQ ID NO: 2; Primer to amplify the cDNA fragment of mouse PGC-1 gene.
SEQ ID NO: 3; Primer to amplify the cDNA fragment of mouse ACO gene.
SEQ ID NO: 4; Primer to amplify the cDNA fragment of mouse ACO gene.
SEQ ID NO: 5; Primer to amplify the cDNA fragment of mouse beta-actin gene.
SEQ ID NO: 6; Primer to amplify the cDNA fragment of mouse beta-actin gene.
Claims (11)
（１）トゲドコロ根茎と水を混合する工程、
（２）工程（１）で得られた混合物に糖質加水分解活性を有する酵素剤及び／又は麹菌を添加し、トゲドコロ根茎を加水分解処理及び／又は発酵処理する工程、及び
（３）工程（２）で得られた処理物より、固層を回収する工程。 It is a composition of Claim 1, Comprising: The composition obtained by the method including the process of following (1)-(3);
(1) A step of mixing the stalk and rhizome and water,
(2) adding an enzyme agent having saccharide hydrolyzing activity and / or koji mold to the mixture obtained in step (1), hydrolyzing and / or fermenting rhododendron rhizomes, and (3) step ( A step of collecting a solid layer from the processed product obtained in 2).
（１）水とトゲドコロ根茎を混合する工程、
（２）工程（１）で得られた混合物に糖加水分解活性を有する酵素剤及び／又は麹菌を添加し、トゲドコロ根茎を加水分解処理及び／又は発酵処理する工程、及び
（３）工程（２）で得られた処理物より、固層を回収する工程。 The method of Claim 9 including the process of following (1)-(3);
(1) a step of mixing water and stalked rhizomes,
(2) a step of adding an enzyme agent and / or koji mold having sugar hydrolyzing activity to the mixture obtained in step (1), hydrolyzing and / or fermenting thorny rhizomes, and (3) step (2) The step of recovering the solid layer from the processed product obtained in (1).
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| JP7278670B1 (en) | 2022-09-29 | 2023-05-22 | 株式会社東洋新薬 | Composition |
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| JP2015218134A (en) * | 2014-05-16 | 2015-12-07 | タカラバイオ株式会社 | Composition for prevention and/or treatment of memory impairment |
| JP7278670B1 (en) | 2022-09-29 | 2023-05-22 | 株式会社東洋新薬 | Composition |
| JP2024050322A (en) * | 2022-09-29 | 2024-04-10 | 株式会社東洋新薬 | Composition |
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