WO2011058661A1 - Method for extracting isosaponarin from wasabi leaf and method for using same - Google Patents

Method for extracting isosaponarin from wasabi leaf and method for using same Download PDF

Info

Publication number
WO2011058661A1
WO2011058661A1 PCT/JP2009/069592 JP2009069592W WO2011058661A1 WO 2011058661 A1 WO2011058661 A1 WO 2011058661A1 JP 2009069592 W JP2009069592 W JP 2009069592W WO 2011058661 A1 WO2011058661 A1 WO 2011058661A1
Authority
WO
WIPO (PCT)
Prior art keywords
wasabi
leaf
leaves
extracting
isosaponarin
Prior art date
Application number
PCT/JP2009/069592
Other languages
French (fr)
Japanese (ja)
Inventor
陽介 三浦
雅 永井
Original Assignee
金印株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 金印株式会社 filed Critical 金印株式会社
Priority to PCT/JP2009/069592 priority Critical patent/WO2011058661A1/en
Priority to JP2011540381A priority patent/JP5550658B2/en
Publication of WO2011058661A1 publication Critical patent/WO2011058661A1/en

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26Acyclic or carbocyclic radicals, substituted by hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00Processes for the preparation of sugar derivatives
    • C07H1/06Separation; Purification
    • C07H1/08Separation; Purification from natural products

Definitions

  • the present invention relates to a method for extracting and using isosaponarin which is extracted from horseradish at a high content rate, and the obtained extract is used as a food, medicine, cosmetic.
  • Wasabi (Wasabia japonica) is a cruciferous plant native to Japan and is grown in various parts of Japan, but its main production areas are Shizuoka Prefecture, Nagano Prefecture, Iwate Prefecture and Shimane Prefecture. It has been used as a herb since ancient times, and its ingredients are known to have excellent bioregulatory effects.
  • Wasabi leaves can be harvested mainly from April to October in Honshu, Japan, and the leaf size is the maximum width of the leaf in the direction orthogonal to the stem (hereinafter referred to as “the direction orthogonal to the stem The maximum width of "leaf” is described as “leaf size” and reaches 25 cm.
  • Patent publication 2008-260747 gazette JP, 2005-281220, A Unexamined-Japanese-Patent No. 11-196818 gazette Unexamined-Japanese-Patent No. 2006-241005
  • the object of the present invention is to provide a method for extracting and using isasaponarin from wasabi leaf which extracts iso saponalin at high concentration and uses this isosaponarin for food, medicine and cosmetics to overcome the drawbacks existing in the above-mentioned known techniques. It is in.
  • the wasabi leaf has a relatively small area, for example, in the range of 3 cm to 14 cm, and the wasabi leaf is used for upland cultivation. It is characterized in that wasabi leaf is extracted with water-containing ethanol or 1,3-butylene glycol. The obtained extract is used as a food material, a medicine, or a cosmetic material.
  • the size of the horseradish leaf used is limited to a range of 3 cm to 14 cm
  • the cultivation method is further limited to upland cultivation
  • the composition of the organic solvent is further limited to water-containing ethanol or 1,3-butylene glycol It is possible to extract high concentrations of isosaponalin. Furthermore, this can provide foods, medicines, and cosmetics containing high concentrations of isosaponalin.
  • the present invention it is important to select the size of the wasabi leaf used.
  • the smaller the leaf size the higher the content of isosaponalin.
  • the content of iso saponalin is maximum when the leaf size is 3 cm and halved at 14 cm. Since the size of the leaves to be harvested is usually 5 cm to 20 cm, unsorted harvest causes a decrease in the isosaponalin content of the finished product or goods. Therefore, it is efficient to limit the size of the wasabi leaf used in the present invention to the range of 3 cm to 14 cm.
  • hydroponics and upland farming are two ways to cultivate wasabi: hydroponics and upland farming.
  • Hydroponics is a method of making special wasabi fields in mountainous areas and cultivating using spring water.
  • upland farming is a method of cultivating in upland between forests, upland fields such as body cultivation fields, etc., which is easier to manage than hydroponics, and is widely used as a cultivation method for wasabi for processing.
  • the iso-saponarin content of leaves having a size of 15 cm or less tends to be higher in upland cultivation than in water cultivation. Therefore, it is efficient to limit wasabi leaves used in the present invention to upland farming.
  • hydrous ethanol or 1,3-butylene glycol is most suitable. When it is extracted with water or 100% by weight ethanol, the recovery rate decreases. In the extraction, in consideration of mixing of water derived from the raw material, 10 wt% to 90 wt%, more preferably 50 wt% to 75 wt% of hydrous ethanol is used. 1,3-butylene glycol can be used as it is or diluted with water. The 1,3-butylene glycol content may be in the range of 10% to 100% by weight, preferably 75% to 100% by weight.
  • the extract obtained in the present invention is used as it is or as a powder to be used as a food or medicine (in the case of water-containing ethanol extraction) or a cosmetic (in the case of water-containing ethanol extraction or 1,3-butylene glycol extraction).
  • a food or medicine in the case of water-containing ethanol extraction
  • a cosmetic in the case of water-containing ethanol extraction or 1,3-butylene glycol extraction
  • liquid foods such as soft drinks, tea beverages, drinks, alcoholic beverages, solid foods such as confections, cooked rice, breads, noodles, seasonings, powders, granules, capsules, tablets, etc.
  • cosmetics such as pharmaceuticals, essences, emulsions, soaps, and packs.
  • the present invention will be specifically described by way of examples.
  • the HPLC used a Waters 2696 separation module, a 996 photodiode array detector (detection wavelength 254 nm) (manufactured by Waters).
  • a column Develosil ODS-UG-5 (250 ⁇ 4.6 mm id, 5 ⁇ m particle size) (manufactured by Nomura Chemical Co., Ltd.) was used.
  • the feed was a gradient of 20% methanol to 100% methanol at 0.5 ml / min.
  • the relationship between the size and cultivation method of wasabi leaf and the content of isosaponalin is shown in FIG.
  • the extraction solvent is 50% ethanol.
  • the size of the horseradish leaf to be used is in the range of 3 cm to 14 cm, and upland cultivation is preferable.
  • the isosaponalin content of the extract extracted with each solvent according to the method of Example 1 is shown in FIG. 2 as a relative value.
  • the size of the used wasabi leaf is 10 cm. It was found that the content was higher in 50% ethanol and 1,3-butylene glycol compared to water and 100% by weight ethanol.
  • Example 1 The extract of Example 1 (in the upland cultivation, the one having a leaf size in the range of 3 cm to 14 cm extracted with 50 wt% of ethanol) was subjected to spray drying to obtain a powder.
  • Purified water 86.986% (all following weight%) 2.
  • Wasabi leaf powder 1% 3.
  • Collagen peptide 6% 4.
  • Hyaluronic acid 0.01% 5.
  • Vitamin B2 0.002% 6.
  • Acesulfamem K 6% The above 1 to 7 were mixed and sterilized (90 ° C., then cooled), and 50 ml each was filled in a glass bottle to make a beverage.
  • Example 3 The powder of wasabi leaf prepared in Example 3 was filled in hard capsules to an internal volume of 250 mg to prepare a pharmaceutical.
  • a cosmetic solution is produced using the extract prepared in Example 1 (in the upland cultivation, a leaf having a size of 3 cm to 14 cm and extracted with 100% by weight of 1,3-butylene glycol). did. 1. Purified water 52.05% (all following weight%) 2. Glycerin 10.0% 3. Sucrose fatty acid ester 1.3% 4. Carboxy vinyl polymer 17.5% 5. Sodium alginate 15.0% 6. Polyglyceryl monolaurate 1.0% 7. Collagen 2.0% 8. Wasabi leaf extract of Example 1 0.15% 9. Squaran 1.0% The above aqueous phase components 1 to 8 were mixed, and dissolved by heating at 75 ° C. The oil phase component of No. 9 was heated and dissolved at 75 ° C., and both were mixed to perform pre-emulsification. Thereafter, the mixture was uniformly emulsified with a homomixer and cooled to obtain a cosmetic solution.
  • the method of using isasponalin of wasabi leaves according to the present invention is devised to extract isoponapon, which is an active ingredient, from horseradish at a high concentration, and is used for the production of food, medicine, and cosmetics.
  • isoponapon which is an active ingredient
  • horseradish at a high concentration

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Dermatology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Cosmetics (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Saccharide Compounds (AREA)

Abstract

Provided is a method for extracting isosaponarin at a high concentration from wasabi (Wasabia japonica) leaves. Also provided is a method for extracting a material for foods, drugs and cosmetics. Isosaponarin is extracted at a high concentration from wasabi leaves, said wasabi leaves being restricted to wasabi leaves having a small leaf size of, for example, 3-14 cm in the maximum leaf width in the direction perpendicular to the leaf stem and also restricted to upland-cultivated wasabi leaves, with aqueous ethanol or 1,3-butylene glycol, thereby providing foods, drugs and cosmetics containing isosaponarin at a high concentration.

Description

ワサビ葉のイソサポナリンの抽出および利用方法Extraction and utilization method of isosaponarin of wasabi leaf
 本発明はワサビからイソサポナリンを高含有率で抽出し、得られた抽出物を食品、医薬品、化粧品として利用するイソサポナリンの抽出および利用方法に関する。 TECHNICAL FIELD The present invention relates to a method for extracting and using isosaponarin which is extracted from horseradish at a high content rate, and the obtained extract is used as a food, medicine, cosmetic.
 ワサビ(Wasabia japonica)は日本原産のアブラナ科植物であり、日本各地で栽培されているが、主要な産地は静岡県、長野県、岩手県、島根県である。古来より薬草として使用されており、その成分には優れた生体調節作用があることが知られている。
 ワサビ葉は日本の本州においては主に4月から10月にかけて収穫が可能であり、その葉の大きさは、葉茎に直交する方向の葉の最大幅(以下、「葉茎に直交する方向の葉の最大幅」を「葉のサイズ」と記述する)が25cmに達する。
 ワサビの葉には多種のフラボノイド類が含まれているが、その中でもイソサポナリンには繊維芽細胞のコラーゲン産生を促進する効果が認められている(特開2008−260747)。
 しかし、茶のカテキンを例外として、植物体中のフラボノイドは概して低濃度であり、生体調節機能を発揮させるためには、該植物を多量に摂取する必要があった。
 一般的に、植物等からの有効成分の抽出には、熱水や含水アルコールが使用される(特開2005−281220号公報、特開平11−196818号公報)。
 また、特開2006−241005には水、もしくは50%エタノールを用いてワサビ葉から成分を抽出する方法が示されている。
 しかし、これらの方法をワサビ葉に適用した場合、イソサポナリンの濃度が必要なレベルに達しないため、実用的な方法とはなり得ない。また、原料の使用量を増やせばイソサポナリンの濃度が向上する場合もあるが、原料コストが上昇するため、こちらも実用的な方法とはなり得ない。
 食と健康・美容への関心が高まっている昨今、食品素材や医薬品素材、化粧品素材としてのフラボノイド類が注目されつつある。このため、イソサポナリンを安定的に高濃度で含有した食品・医薬品・化粧品の開発が望まれている。
Wasabi (Wasabia japonica) is a cruciferous plant native to Japan and is grown in various parts of Japan, but its main production areas are Shizuoka Prefecture, Nagano Prefecture, Iwate Prefecture and Shimane Prefecture. It has been used as a herb since ancient times, and its ingredients are known to have excellent bioregulatory effects.
Wasabi leaves can be harvested mainly from April to October in Honshu, Japan, and the leaf size is the maximum width of the leaf in the direction orthogonal to the stem (hereinafter referred to as “the direction orthogonal to the stem The maximum width of "leaf" is described as "leaf size" and reaches 25 cm.
In the horseradish leaf, various flavonoids are contained, and among them, isosaponalin is recognized to have an effect of promoting collagen production of fibroblasts (Japanese Patent Laid-Open No. 2008-260747).
However, with the exception of tea catechins, flavonoids in plants are generally at low concentrations, and in order to exert their bioregulatory functions, it was necessary to ingest the plants in large quantities.
Generally, hot water and water-containing alcohol are used for extraction of the active ingredient from plants etc. (Unexamined-Japanese-Patent No. 2005-281220, Unexamined-Japanese-Patent No. 11-196818).
Moreover, the method of extracting a component from a horseradish leaf using water or 50% ethanol is shown by Unexamined-Japanese-Patent No. 2006-241005.
However, when these methods are applied to wasabi leaves, the concentration of isosaponalin does not reach the required level, so it can not be a practical method. In addition, increasing the amount of raw material used may increase the concentration of isosaponalin, but this also can not be a practical method because the cost of the raw material increases.
Food and medical materials, and flavonoids as cosmetic materials are now attracting attention as food, health and beauty concerns are increasing. For this reason, development of food, medicines and cosmetics containing stable and high concentration of iso saponalin is desired.
特許公開2008−260747号公報Patent publication 2008-260747 gazette 特開2005−281220号公報JP, 2005-281220, A 特開平11−196818号公報Unexamined-Japanese-Patent No. 11-196818 gazette 特開2006−241005号公報Unexamined-Japanese-Patent No. 2006-241005
 そこで、本発明の課題はイソサポナリンを高濃度で抽出し、このイソサポナリンを食品・医薬品・化粧品に利用し、上述の公知技術に存する欠点を克服したわさび葉のイソサポナリンの抽出および利用方法を提供することにある。 Therefore, the object of the present invention is to provide a method for extracting and using isasaponarin from wasabi leaf which extracts iso saponalin at high concentration and uses this isosaponarin for food, medicine and cosmetics to overcome the drawbacks existing in the above-mentioned known techniques. It is in.
 上述の課題を解決するため、本発明のイソサポナリンの抽出方法によれば、ワサビ葉はサイズが比較的小面積、例えば3cm~14cmの範囲のものを用い、ワサビ葉は畑栽培ものを用い、さらにワサビ葉を含水エタノールまたは1,3−ブチレングリコールで抽出することを特徴とする。得られた抽出物を食品素材、医薬品、または化粧品の素材として利用される。 In order to solve the above-mentioned problems, according to the method for extracting isosaponalin of the present invention, the wasabi leaf has a relatively small area, for example, in the range of 3 cm to 14 cm, and the wasabi leaf is used for upland cultivation. It is characterized in that wasabi leaf is extracted with water-containing ethanol or 1,3-butylene glycol. The obtained extract is used as a food material, a medicine, or a cosmetic material.
 本願発明は、使用するワサビ葉のサイズを3cmから14cmの範囲に限定し、さらに栽培方法を畑栽培に限定し、さらに有機溶媒の組成を含水エタノールまたは1,3−ブチレングリコールに限定することにより、高濃度のイソサポナリンを抽出する事が出来る。さらに、この事によりイソサポナリンを高濃度で含有した食品、医薬品、化粧品を提供する事ができる。 In the present invention, the size of the horseradish leaf used is limited to a range of 3 cm to 14 cm, the cultivation method is further limited to upland cultivation, and the composition of the organic solvent is further limited to water-containing ethanol or 1,3-butylene glycol It is possible to extract high concentrations of isosaponalin. Furthermore, this can provide foods, medicines, and cosmetics containing high concentrations of isosaponalin.
ワサビ葉のサイズ・栽培方法とイソサポナリン含有量との関係Relationship between the size and cultivation method of wasabi leaf and isosaponalin content 抽出溶媒の種類とイソサポナリン含有量との関係Relationship between kind of extraction solvent and isosaponalin content
 以下、本発明を具体的に詳述する。
 本発明において、使用するワサビ葉のサイズを選別する事が肝要である。葉のサイズが小さいほどイソサポナリン含有量が多いことが発明者らの研究により分かった。イソサポナリン含有量は葉のサイズが3cmの時が最大で、14cmで半分になる。通常収穫する葉のサイズは5cm~20cmであるので、無選別な収穫は完成品、あるいは商品のイソサポナリン含有率が低下する原因となる。よって、本発明において使用するワサビ葉のサイズは3cm~14cmの範囲に限定するのが効率的である。
 ワサビの栽培方法には水栽培と畑栽培がある。水栽培は山間地方において特殊なワサビ田を作り、湧水を利用して栽培する方法である。ワサビ田の様式には渓流式、地沢式、平地式、畳石式、北駿式が存在する。
 一方、畑栽培は林間の畑地や体耕田などの畑で栽培する方法で、水栽培より管理が容易であり、主に加工用ワサビの栽培方法として広まっている。サイズが15cm以下の葉のイソサポナリン含有量は、水栽培のものと比べて畑栽培の方が高い傾向にあることが発明者らの研究で明らかになった。よって、本発明において使用するワサビ葉は畑栽培に限定するのが効率的である。
 ワサビ葉からイソサポナリンを抽出する際に用いる溶媒は、含水エタノールか1,3−ブチレングリコールが最適である。水、あるいは100重量%エタノールで抽出した場合には回収率が低下する。抽出の際、原料由来の水が混入する事を勘案して、10重量%から90重量%の範囲のもの、更に好ましくは50重量%から75重量%の含水エタノールを使用する。
 1,3−ブチレングリコールは、そのまま、あるいは水で希釈して使用することができる。1,3−ブチレングリコール含有率は10重量%から100重量%の範囲のものが使用できるが、好ましくは75重量%から100重量%である。
 本発明で得られた抽出液はそのまま、あるいは粉末化して食品もしくは医薬品(含水エタノール抽出の場合)、あるいは化粧品(含水エタノール抽出または1,3−ブチレングリコール抽出の場合)の素材として利用される。具体的には、清涼飲料水、茶飲料、ドリンク剤、アルコール飲料等の液体食品、菓子、米飯類、パン類、麺類、調味料等の固形食品、粉末状、顆粒状、カプセル状、錠剤等の医薬品、美容液、乳液、石鹸、パック等の化粧品等に使用することができる。
 以下、本発明を実施例によって具体的に説明する。
Hereinafter, the present invention will be specifically described.
In the present invention, it is important to select the size of the wasabi leaf used. According to the inventors' research, it was found that the smaller the leaf size, the higher the content of isosaponalin. The content of iso saponalin is maximum when the leaf size is 3 cm and halved at 14 cm. Since the size of the leaves to be harvested is usually 5 cm to 20 cm, unsorted harvest causes a decrease in the isosaponalin content of the finished product or goods. Therefore, it is efficient to limit the size of the wasabi leaf used in the present invention to the range of 3 cm to 14 cm.
There are two ways to cultivate wasabi: hydroponics and upland farming. Hydroponics is a method of making special wasabi fields in mountainous areas and cultivating using spring water. There are mountain stream type, geodstone type, flat ground type, tatami stone type, and Hokuto type in the style of Wasabi field.
On the other hand, upland farming is a method of cultivating in upland between forests, upland fields such as body cultivation fields, etc., which is easier to manage than hydroponics, and is widely used as a cultivation method for wasabi for processing. According to the inventors' research, it is revealed that the iso-saponarin content of leaves having a size of 15 cm or less tends to be higher in upland cultivation than in water cultivation. Therefore, it is efficient to limit wasabi leaves used in the present invention to upland farming.
As a solvent used to extract isosaponalin from wasabi leaf, hydrous ethanol or 1,3-butylene glycol is most suitable. When it is extracted with water or 100% by weight ethanol, the recovery rate decreases. In the extraction, in consideration of mixing of water derived from the raw material, 10 wt% to 90 wt%, more preferably 50 wt% to 75 wt% of hydrous ethanol is used.
1,3-butylene glycol can be used as it is or diluted with water. The 1,3-butylene glycol content may be in the range of 10% to 100% by weight, preferably 75% to 100% by weight.
The extract obtained in the present invention is used as it is or as a powder to be used as a food or medicine (in the case of water-containing ethanol extraction) or a cosmetic (in the case of water-containing ethanol extraction or 1,3-butylene glycol extraction). Specifically, liquid foods such as soft drinks, tea beverages, drinks, alcoholic beverages, solid foods such as confections, cooked rice, breads, noodles, seasonings, powders, granules, capsules, tablets, etc. It can be used for cosmetics, such as pharmaceuticals, essences, emulsions, soaps, and packs.
Hereinafter, the present invention will be specifically described by way of examples.
 ワサビ葉からのイソサポナリンの抽出
 ワサビ葉1kgに水あるいは50重量%エタノール、あるいは100重量%エタノール、あるいは100重量%1,3−ブチレングリコールを10リットル添加し、フードプロセッサにより裁断した。これを室温で時々撹拌しながら1時間抽出した。これをNo.1のろ紙でろ過し抽出液とした。ワサビ葉はサイズ毎、栽培方法毎、抽出溶媒毎に分けて抽出を行なった。なお、抽出に使用する葉と溶媒の量は使用目的により適宜スケールアップ、ないしはスケールダウンした。
 ワサビ葉抽出物に含まれるイソサポナリンの分析
 イソサポナリン含有量は高速液体クロマトグラフィー(HPLC)にて測定した。HPLCはウォーターズ2696セパレーションモジュール、996フォトダイオードアレイ検出器(検出波長254nm)(ウォーターズ社製)を用いた。カラムはDevelosil ODS−UG−5(250×4.6mm i.d.、5μm粒径)(野村化学社製)を用いた。送液は20%メタノールから100%メタノールへのグラジエント、0.5ml/分とした。
 ワサビ葉のサイズ・栽培方法とイソサポナリン含有量との関係を図1に示す。抽出溶媒は50%エタノールである。ワサビ葉のサイズが小さいほどイソサポナリン含有量が多く、またワサビ葉のサイズが15cm以下のサイズにおいて、水栽培と比較して畑栽培の方がイソサポナリン含有量が多いことが分かった。よって、使用するワサビ葉のサイズは3cmから14cmの範囲で、なおかつ畑栽培が好ましいことが分かった。
Extraction of Iso-Saponarin from Wasabi Leaves To 1 kg of wasabi leaves was added 10 liters of water, 50% by weight ethanol, 100% by weight ethanol or 100% by weight of 1,3-butylene glycol, and cut by a food processor. It was extracted for 1 hour with occasional stirring at room temperature. No. The resultant was filtered through a filter paper No. 1 to obtain an extract. The wasabi leaves were extracted separately for each size, each cultivation method, and each extraction solvent. The amounts of leaves and solvents used for extraction were scaled up or down as appropriate depending on the purpose of use.
Analysis of Iso-Saponarin Contained in Wasabi Leaf Extract The iso-saponalin content was measured by high performance liquid chromatography (HPLC). The HPLC used a Waters 2696 separation module, a 996 photodiode array detector (detection wavelength 254 nm) (manufactured by Waters). As a column, Develosil ODS-UG-5 (250 × 4.6 mm id, 5 μm particle size) (manufactured by Nomura Chemical Co., Ltd.) was used. The feed was a gradient of 20% methanol to 100% methanol at 0.5 ml / min.
The relationship between the size and cultivation method of wasabi leaf and the content of isosaponalin is shown in FIG. The extraction solvent is 50% ethanol. It was found that the smaller the size of the wasabi leaf is, the higher the content of isosaponalin, and the larger the size of the isabi leaf is up to 15 cm, the more the amount of isosaponalin is in upland cultivation compared to hydroponics. Therefore, it was found that the size of the horseradish leaf to be used is in the range of 3 cm to 14 cm, and upland cultivation is preferable.
 抽出溶媒の種類と抽出効率
 実施例1の方法により各溶媒で抽出した抽出液のイソサポナリン含有量を相対値で図2に示した。使用したワサビ葉のサイズは10cmである。水や100重量%エタノールに比べ、50%エタノールと1,3−ブチレングリコールにおいて含有量が多いことが分かった。
Types of Extraction Solvents and Extraction Efficiency The isosaponalin content of the extract extracted with each solvent according to the method of Example 1 is shown in FIG. 2 as a relative value. The size of the used wasabi leaf is 10 cm. It was found that the content was higher in 50% ethanol and 1,3-butylene glycol compared to water and 100% by weight ethanol.
 食品(飲料)の製造
 実施例1の抽出液(畑栽培で、葉のサイズが3cm~14cmの範囲のものを50重量%のエタノールで抽出したもの)をスプレードライに供し粉体を得た。
 1.精製水          86.986%(以下全て重量%)
 2.ワサビ葉粉体            1%
 3.コラーゲンペプチド         6%
 4.ヒアルロン酸         0.01%
 5.ビタミンB2        0.002%
 6.ビタミンB6        0.002%
 7.アセスルファムK          6%
 上記1~7を混合し、殺菌し(90℃達温後、冷却)、50mlずつガラス瓶に充填し、飲料とした。
Production of Food (Beverage) The extract of Example 1 (in the upland cultivation, the one having a leaf size in the range of 3 cm to 14 cm extracted with 50 wt% of ethanol) was subjected to spray drying to obtain a powder.
1. Purified water 86.986% (all following weight%)
2. Wasabi leaf powder 1%
3. Collagen peptide 6%
4. Hyaluronic acid 0.01%
5. Vitamin B2 0.002%
6. Vitamin B6 0.002%
7. Acesulfamem K 6%
The above 1 to 7 were mixed and sterilized (90 ° C., then cooled), and 50 ml each was filled in a glass bottle to make a beverage.
 医薬品の製造
 実施例3で製造したワサビ葉の紛体を内容量が250mgとなるようにハードカプセルに充填して医薬品を製造した。
Preparation of Pharmaceutical The powder of wasabi leaf prepared in Example 3 was filled in hard capsules to an internal volume of 250 mg to prepare a pharmaceutical.
 化粧品の製造
 実施例1で作製した抽出液(畑栽培で、葉のサイズが3cm~14cmの範囲のものを100重量%の1,3−ブチレングリコールで抽出したもの)を用いて美容液を製造した。
 1.精製水              52.05%(以下全て重量%)
 2.グリセリン             10.0%
 3.ショ糖脂肪酸エステル         1.3%
 4.カルボキシビニルポリマー      17.5%
 5.アルギン酸ナトリウム        15.0%
 6.モノラウリン酸ポリグリセリル     1.0%
 7.コラーゲン              2.0%
 8.実施例1のワサビ葉抽出液      0.15%
 9.スクワラン              1.0%
 上記1~8の水相成分を混合し、75℃にて加熱溶解した。9の油相成分を75℃にて加熱溶解させ、両者を混合して予備乳化を行った。その後、ホモミキサーにて均一に乳化させ、冷却して美容液とした。
Production of Cosmetics A cosmetic solution is produced using the extract prepared in Example 1 (in the upland cultivation, a leaf having a size of 3 cm to 14 cm and extracted with 100% by weight of 1,3-butylene glycol). did.
1. Purified water 52.05% (all following weight%)
2. Glycerin 10.0%
3. Sucrose fatty acid ester 1.3%
4. Carboxy vinyl polymer 17.5%
5. Sodium alginate 15.0%
6. Polyglyceryl monolaurate 1.0%
7. Collagen 2.0%
8. Wasabi leaf extract of Example 1 0.15%
9. Squaran 1.0%
The above aqueous phase components 1 to 8 were mixed, and dissolved by heating at 75 ° C. The oil phase component of No. 9 was heated and dissolved at 75 ° C., and both were mixed to perform pre-emulsification. Thereafter, the mixture was uniformly emulsified with a homomixer and cooled to obtain a cosmetic solution.
 本発明のワサビ葉のイソサポナリンの利用方法は、ワサビから有効成分であるイソサポナリンを高濃度で抽出するように工夫され、それを食品、医薬品、化粧品の製造に利用するものである。この発明を用いることにより、食品や医薬品、化粧品の利用範囲が増大し、産業上の利用可能性が大である。 The method of using isasponalin of wasabi leaves according to the present invention is devised to extract isoponapon, which is an active ingredient, from horseradish at a high concentration, and is used for the production of food, medicine, and cosmetics. By using this invention, the range of use of food, medicines and cosmetics is increased, and the industrial applicability is large.

Claims (8)

  1. 比較的小面積のワサビ葉を含水エタノールまたは1,3−ブチレングリコールで抽出してイソサポナリンを回収することを特徴とするワサビ葉のイソサポナリンの抽出方法。 A method for extracting isasaponaline from wasabi leaf, which comprises extracting a relatively small area of horseradish leaf with aqueous ethanol or 1,3-butylene glycol to recover isosaponalin.
  2. 請求項1において、ワサビ葉が葉茎に直交する方向の葉の最大幅が3cm~14cmの範囲である請求項1に記載の抽出方法。 The extraction method according to claim 1, wherein the maximum width of leaves in a direction perpendicular to the stems of the horseradish leaf is 3 cm to 14 cm.
  3. 請求項1において、ワサビ葉が畑栽培のワサビから得られる請求項1に記載の抽出方法。 The extraction method according to claim 1, wherein the horseradish leaf is obtained from horseradish cultivation.
  4. 請求項1において、含水エタノールのエタノール含有率が10~90重量パーセントである請求項1に記載の抽出方法。 The extraction method according to claim 1, wherein the ethanol content of the water-containing ethanol is 10 to 90 weight percent.
  5. 請求項1において、1,3−ブチレングリコールの含有率が10~100重量パーセントである請求項1に記載の抽出方法。 The extraction method according to claim 1, wherein the content of 1,3-butylene glycol is 10 to 100% by weight.
  6. 請求項1で得られた抽出物が食品素材として利用されるのイソサポナリンの利用方法。 The use method of the iso saponalin by which the extract obtained in Claim 1 is utilized as a foodstuff material.
  7. 請求項1で得られた抽出物が医薬品素材として利用されるイソサポナリンの利用方法。 The usage method of the iso saponalin with which the extract obtained in Claim 1 is utilized as a pharmaceutical material.
  8. 請求項1で得られた抽出物が化粧品として利用されるイソサポナリンの利用方法。 The usage method of the iso saponalin with which the extract obtained in Claim 1 is utilized as cosmetics.
PCT/JP2009/069592 2009-11-12 2009-11-12 Method for extracting isosaponarin from wasabi leaf and method for using same WO2011058661A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/JP2009/069592 WO2011058661A1 (en) 2009-11-12 2009-11-12 Method for extracting isosaponarin from wasabi leaf and method for using same
JP2011540381A JP5550658B2 (en) 2009-11-12 2009-11-12 Extraction and use of isosaponarine from wasabi leaves

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP2009/069592 WO2011058661A1 (en) 2009-11-12 2009-11-12 Method for extracting isosaponarin from wasabi leaf and method for using same

Publications (1)

Publication Number Publication Date
WO2011058661A1 true WO2011058661A1 (en) 2011-05-19

Family

ID=43991340

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2009/069592 WO2011058661A1 (en) 2009-11-12 2009-11-12 Method for extracting isosaponarin from wasabi leaf and method for using same

Country Status (2)

Country Link
JP (1) JP5550658B2 (en)
WO (1) WO2011058661A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016124845A (en) * 2015-01-07 2016-07-11 ニシモト食品株式会社 Wasabia japonica extract and production method thereof, and astringent
WO2017094905A1 (en) * 2015-12-02 2017-06-08 金印株式会社 Hair restoration/growth stimulating agent

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008260747A (en) * 2007-03-19 2008-10-30 Kinjirushi Kk Collagen production promoter, method for promoting the same, cosmetic, food and drink and medicine

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008260747A (en) * 2007-03-19 2008-10-30 Kinjirushi Kk Collagen production promoter, method for promoting the same, cosmetic, food and drink and medicine

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
KEIKO AKITA: "Wasabiha Chushutsubutsu no I-gata Collagen Sansei Sokushin Sayo Oyobi Kan'yo Seibun no Dotei", BIOTECHNOLOGY, AND AGROCHEMISTRY, 2007, pages 287 *
TAKAHIRO HOSOYA ET AL.: "Five novel flavonoids from Wasabia japonica", TETRAHEDRON, vol. 61, 2005, pages 7037 - 7044 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016124845A (en) * 2015-01-07 2016-07-11 ニシモト食品株式会社 Wasabia japonica extract and production method thereof, and astringent
WO2017094905A1 (en) * 2015-12-02 2017-06-08 金印株式会社 Hair restoration/growth stimulating agent
CN108135879A (en) * 2015-12-02 2018-06-08 金印株式会社 Educate generation hair accelerating agent
US11033473B2 (en) 2015-12-02 2021-06-15 Kinjirushi Co., Ltd. Hair restoration/growth stimulating agent
CN113509478A (en) * 2015-12-02 2021-10-19 金印株式会社 Hair-growing agent
CN113509478B (en) * 2015-12-02 2024-01-26 金印株式会社 Hair growth promoter

Also Published As

Publication number Publication date
JPWO2011058661A1 (en) 2013-03-28
JP5550658B2 (en) 2014-07-16

Similar Documents

Publication Publication Date Title
WO2013100105A1 (en) Maillard reaction inhibitor
TWI682721B (en) Black ginger oil extract and its manufacturing method
JP5842640B2 (en) Phosphodiesterase 3 inhibitor
Vanda et al. Natural deep eutectic solvents: From their discovery to their applications
Chinnadurai Potential health benefits of sugarcane
JP5686328B2 (en) Anti-glycation composition
JP2015127339A (en) Composition for anti-saccharification
KR102269270B1 (en) Method for producing extracts of sweet potato with enhanced antioxidative activity
JP6631877B2 (en) Anti-aging agent
WO2011058661A1 (en) Method for extracting isosaponarin from wasabi leaf and method for using same
KR20150087724A (en) Composition containing Artemisia annua extract antioxidant
KR101197101B1 (en) Composition for skin whitening comprising extracts of Microalgae culture medium as an active ingredient
KR20140088982A (en) Method for producing beefsteak plant extract from plant using supercritical carbon dioxide extraction
JP2015025008A (en) Anti-glycation composition
JP4537024B2 (en) Inflammatory disease preventive / therapeutic agent
JP6260804B2 (en) Anti-glycation composition
KR20230019559A (en) Natural aroma composition using citrus flower and manufacturing method thereof
KR102128168B1 (en) Composition comprising the extract of Lentinula edodes and Acer pictum subsp. mono leaf for antioxidant effect
KR102072111B1 (en) Antioxidant composition comprising defatted perilla extract as effective component and manufacturing method thereof
WO2012012887A1 (en) Resveratrol extraction from gnetum africanum
KR101153870B1 (en) Effective Perilla extract for inhibiting neuraminidase
KR20200134657A (en) Anti-inflammation Compound derived from Yuja and Isolating Method Thereof
JP6607418B2 (en) Anti-glycation composition
JP6447848B2 (en) Anti-glycation composition
JP6358422B2 (en) Method for producing Iwabenkei plant extract

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 09851291

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2011540381

Country of ref document: JP

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 09851291

Country of ref document: EP

Kind code of ref document: A1