WO2011058661A1 - Procédé d'extraction d'isosaponarine à partir de feuilles de wasabi et procédé d'utilisation - Google Patents

Procédé d'extraction d'isosaponarine à partir de feuilles de wasabi et procédé d'utilisation Download PDF

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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
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WIPO (PCT)
Prior art keywords
wasabi
leaf
leaves
extracting
isosaponarin
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PCT/JP2009/069592
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English (en)
Japanese (ja)
Inventor
陽介 三浦
雅 永井
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金印株式会社
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Publication date
Application filed by 金印株式会社 filed Critical 金印株式会社
Priority to JP2011540381A priority Critical patent/JP5550658B2/ja
Priority to PCT/JP2009/069592 priority patent/WO2011058661A1/fr
Publication of WO2011058661A1 publication Critical patent/WO2011058661A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C07H1/06—Separation; Purification
    • C07H1/08—Separation; 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

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  • 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)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Cosmetics (AREA)
  • Saccharide Compounds (AREA)

Abstract

Cette invention concerne un procédé d'extraction d'isosaponarine à une concentration élevée à partir de feuilles de wasabi (Wasabia japonica). Un procédé d'extraction d'une substance à usage alimentaire, médicamenteux et cosmétique est également décrit. L'isosaponarine est extraite à une concentration élevée à partir de feuilles de wasabi, lesdites feuilles de wasabi étant restreintes aux feuilles de wasabi à petites tailles de feuilles ayant, par exemple, une largeur de feuille maximale de 3 à 14 cm dans le sens perpendiculaire à la tige de la feuille et étant également restreintes aux feuilles de wasabi cultivées sur les hauts plateaux. L'extraction est effectuée avec de l'éthanol aqueux ou du 1,3-butylène glycol et permet d'obtenir des aliments, des médicaments et des produits cosmétiques contenant de l'isosaponarine à une concentration élevée.
PCT/JP2009/069592 2009-11-12 2009-11-12 Procédé d'extraction d'isosaponarine à partir de feuilles de wasabi et procédé d'utilisation WO2011058661A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2011540381A JP5550658B2 (ja) 2009-11-12 2009-11-12 ワサビ葉のイソサポナリンの抽出および利用方法
PCT/JP2009/069592 WO2011058661A1 (fr) 2009-11-12 2009-11-12 Procédé d'extraction d'isosaponarine à partir de feuilles de wasabi et procédé d'utilisation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP2009/069592 WO2011058661A1 (fr) 2009-11-12 2009-11-12 Procédé d'extraction d'isosaponarine à partir de feuilles de wasabi et procédé d'utilisation

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WO2011058661A1 true WO2011058661A1 (fr) 2011-05-19

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016124845A (ja) * 2015-01-07 2016-07-11 ニシモト食品株式会社 ワサビ抽出物とその製造方法、及び整肌剤
WO2017094905A1 (fr) * 2015-12-02 2017-06-08 金印株式会社 Agent de régénération/stimulation de la pousse capillaire

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008260747A (ja) * 2007-03-19 2008-10-30 Kinjirushi Kk コラーゲン産生促進剤、促進方法、香粧品、飲食品および医薬品

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008260747A (ja) * 2007-03-19 2008-10-30 Kinjirushi Kk コラーゲン産生促進剤、促進方法、香粧品、飲食品および医薬品

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 (ja) * 2015-01-07 2016-07-11 ニシモト食品株式会社 ワサビ抽出物とその製造方法、及び整肌剤
WO2017094905A1 (fr) * 2015-12-02 2017-06-08 金印株式会社 Agent de régénération/stimulation de la pousse capillaire
CN108135879A (zh) * 2015-12-02 2018-06-08 金印株式会社 育发生发促进剂
US11033473B2 (en) 2015-12-02 2021-06-15 Kinjirushi Co., Ltd. Hair restoration/growth stimulating agent
CN113509478A (zh) * 2015-12-02 2021-10-19 金印株式会社 育发生发促进剂
CN113509478B (zh) * 2015-12-02 2024-01-26 金印株式会社 育发生发促进剂

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JPWO2011058661A1 (ja) 2013-03-28

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