JP3029270B2 - Ginkgo extract and its manufacturing method - Google Patents
Ginkgo extract and its manufacturing methodInfo
- Publication number
- JP3029270B2 JP3029270B2 JP2071812A JP7181290A JP3029270B2 JP 3029270 B2 JP3029270 B2 JP 3029270B2 JP 2071812 A JP2071812 A JP 2071812A JP 7181290 A JP7181290 A JP 7181290A JP 3029270 B2 JP3029270 B2 JP 3029270B2
- Authority
- JP
- Japan
- Prior art keywords
- extract
- water
- aqueous solution
- ginkgo biloba
- solution
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Fee Related
Links
Landscapes
- Medicines Containing Plant Substances (AREA)
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、フラボン配糖体を含有するイチョウエキス
及びその製造法に関する。Description: TECHNICAL FIELD The present invention relates to a ginkgo extract containing a flavone glycoside and a method for producing the same.
イチョウ葉の抽出エキスはフラボン及び／又はフラボ
ン配糖体を多く含み、血管拡張、血流増大、等の作用が
あり、血管系の老化防止に有効であるため、老人ボケ、
末梢血流障害、等の治療を目的とした療法に用いられて
いる。有効成分は一群のフラボン配糖体と言われてお
り、西欧では、これらを24％含有するエキスが主に使わ
れている。Ginkgo biloba leaf extract contains a large amount of flavones and / or flavone glycosides, and has effects such as vasodilation and blood flow increase, and is effective in preventing aging of the vascular system.
It is used for the treatment of peripheral blood flow disorder and the like. The active ingredient is said to be a group of flavone glycosides, and in Western Europe, extracts containing 24% of these are mainly used.
しかし、これらは、水に対する溶解度が低く、２％以
上の水溶液において、目視で不溶物が観測されるため、
実際には水／アルコール混液で可溶化されている。例え
ば、特公昭46−28091号公報記載の方法によって調製し
たイチョウエキスの水（25℃）に対する溶解度は、1.7g
である。したがって、食品、特に澄明な製品が要求され
る飲料やゼリー等のような液体またはゲル状食品に、こ
れらのエキスを応用することはできず、水に対する溶解
度の高いイチョウエキスの開発が要望されてきた。However, these have low solubility in water, and insolubles are visually observed in an aqueous solution of 2% or more.
Actually, it is solubilized with a water / alcohol mixture. For example, the solubility of ginkgo biloba extract prepared by the method described in JP-B-46-28091 in water (25 ° C.) is 1.7 g.
It is. Therefore, these extracts cannot be applied to foods, especially liquid or gel foods such as beverages and jellies, which require clear products, and development of ginkgo biloba extract having high solubility in water has been demanded. Was.
また、現在、ヨーロッパで用いられているイチョウエ
キスの製造法は、抽出に低級脂肪族ケトン類やアルコー
ル類を使用しており、精製には低級脂肪族ハロゲン化炭
化水素が用いられている。これらの有機溶媒、特にハロ
ゲン化炭化水素類は生体内に残留することが知られてお
り、この方法で抽出、精製されたイチョウエキスの連続
服用では、慢性毒性の可能性も考えられ、毒性の強い有
機溶媒を使用しない抽出、精製法が要望されていた。さ
らに、精製過程で液液抽出や溶剤留去の工程が必要なた
め、操作が繁雑であり、この点についても改良がもとめ
られていた。In addition, in the method for producing ginkgo biloba extract currently used in Europe, lower aliphatic ketones and alcohols are used for extraction, and lower aliphatic halogenated hydrocarbons are used for purification. It is known that these organic solvents, particularly halogenated hydrocarbons, remain in the living body.Consequently taking ginkgo extract extracted and purified by this method may cause chronic toxicity. There has been a demand for an extraction and purification method that does not use a strong organic solvent. Furthermore, since steps of liquid-liquid extraction and solvent distillation are required in the purification process, the operation is complicated, and improvement in this respect has been demanded.
本発明は、西欧医薬品と同等量のフラボン配糖体を含
み、且つ、水に対する溶解度が高いイチョウエキス及び
該イチョウエキスを毒性のある有機溶剤を使用すること
なく、且つ、簡便な方法により製造する方法を確立する
ことを目的とし鋭意研究し、本発明を完成した。The present invention contains a flavone glycoside in an amount equivalent to that of a Western medicine, and has high solubility in water and a ginkgo extract without using a toxic organic solvent, and is produced by a simple method. The present inventors have made intensive studies to establish a method and completed the present invention.
本発明者らは、上記目的を達成すべく、鋭意研究の結
果、請求項２の方法により、フラボン配糖体を15％以上
含有し、且つ、水に対する溶解度が５％以上のイチョウ
エキスを得ることに成功した。Means for Solving the Problems The present inventors have assiduously studied to achieve the above object, and as a result of the method of claim 2, obtain a ginkgo biloba extract containing flavone glycosides of 15% or more and a solubility in water of 5% or more. Succeeded.
すなわち、本発明は、イチョウ葉抽出液を弱アルカリ
性にしたのち、この液を、非極性多孔性樹脂を充填した
カラムに通液し、水または低アルコール濃度の水溶液で
洗浄後、次いで高アルコール濃度の水溶液で溶出させる
ことを特徴とするイチョウエキスの製造法であり、ま
た、前記の方法により製造されるイチョウエキスが、フ
ラボン配糖体を15％以上含有し、且つ、水に対する溶解
度が５％以上であることを特徴とするイチョウエキスで
あり、これを上記製造法とともに提供するものである。That is, in the present invention, the ginkgo biloba leaf extract is made weakly alkaline, and then the solution is passed through a column filled with a nonpolar porous resin, washed with water or an aqueous solution having a low alcohol concentration, and then washed with a high alcohol concentration. A method for producing ginkgo biloba extract, wherein the ginkgo biloba extract produced by the above method contains 15% or more of a flavone glycoside and has a solubility in water of 5%. A ginkgo extract characterized by the above, which is provided together with the above-mentioned production method.
まず、請求項２記載のイチョウ葉抽出液とはイチョウ
葉を水中で加熱し葉を濾別したものであり、この時の抽
出液のpHは4.5前後である。次に、NaOH,KOH等のアルカ
リ水溶液を用いpH＝７〜10、好ましくはpH7.5〜９に調
整し、これを非極性多孔性樹脂を充填したカラムに通液
する。この工程でイチョウ葉抽出液中のフラボン配糖体
は樹脂に吸着される。次に、水または低アルコール濃度
の水溶液でカラムを洗浄し、つづいて高アルコール濃度
の水溶液でフラボン配糖体を溶出させるが、この時、低
アルコール濃度の水溶液としては５〜30％アルコール
を、高アルコール濃度の水溶液として50〜70％アルコー
ルをそれぞれ用いる。また、アルコールとしては、メタ
ノール、エタノール、イソプロパノール、等の低級脂肪
族アルコールが使用できるが、毒性の低いエタノールが
望ましい。溶出液は、溶剤を留去して粉末エキスとす
る。First, the ginkgo leaf extract according to the second aspect is obtained by heating ginkgo leaves in water and filtering the leaves, and the pH of the extract at this time is about 4.5. Next, the pH is adjusted to 7 to 10, preferably 7.5 to 9 using an aqueous alkali solution such as NaOH or KOH, and the solution is passed through a column filled with a nonpolar porous resin. In this step, the flavone glycoside in the ginkgo biloba leaf extract is adsorbed on the resin. Next, the column is washed with water or a low alcohol concentration aqueous solution, and then the flavone glycoside is eluted with a high alcohol concentration aqueous solution. At this time, 5 to 30% alcohol is used as the low alcohol concentration aqueous solution. 50-70% alcohol is used as the high alcohol concentration aqueous solution. As the alcohol, lower aliphatic alcohols such as methanol, ethanol and isopropanol can be used, but ethanol having low toxicity is desirable. The eluate is a powder extract by removing the solvent.
より具体的には、例えば、水洗後、60％アルコール水
溶液にて溶出を行った場合、フラボン配糖体含量が20％
前後の粉末エキスを得ることができる。また、５％アル
コールにより洗浄を行った後、60％アルコール水溶液で
溶出すると、フラボン配糖体含量が24％前後の粉末エキ
スが得られる。非極性多孔性樹脂の具体例としては、例
えば、三菱化成工業（株）製のダイヤイオンHP−10,HP
−20,HP−21,HP−30,HP−40,HP−50,MCI GEL CHL−20P,
セパビーズSP−206,SP−207,SP−800,SP−900、ダイヤ
モンド・シャムロック社製のデュオライトＳ−861,ES−
863,S−862,ES−865,ES−866,ES−8610、ローム・アン
ド・ハース社製のアンバーライトXAD−2,XAD−４等の市
販品があげられる。More specifically, for example, when eluted with a 60% alcohol aqueous solution after washing with water, the flavone glycoside content is 20%
The powder extract before and after can be obtained. After washing with 5% alcohol and eluting with a 60% alcohol aqueous solution, a powder extract having a flavone glycoside content of around 24% is obtained. Specific examples of the non-polar porous resin include, for example, Diaion HP-10, HP manufactured by Mitsubishi Kasei Kogyo Co., Ltd.
-20, HP-21, HP-30, HP-40, HP-50, MCI GEL CHL-20P,
Sepabeads SP-206, SP-207, SP-800, SP-900, Duolite S-861, ES- manufactured by Diamond Shamrock Co.
Commercial products such as 863, S-862, ES-865, ES-866, ES-8610 and Amberlite XAD-2, XAD-4 manufactured by Rohm and Haas Co. are available.
また、本発明で述べるフラボン配糖体とは、クエルセ
チン−３−Ｏ−α−（６−ｐ−クマロイルグルコシル
−β−1,2−ラムノシド）、ケンフェロール−３−Ｏ−
α−（６−ｐ−クマロイルグルコシル−β−1,2−ラ
ムノシド）（特開昭63−10798号）、ケンフェロール−
３−ルチノシド、ルチン、等の公知化合物であり、これ
らの定量はHPLCにより行うことができる。より具体的に
はシリカゲルを担体とするＣ−８あるいはＣ−18の逆相
系充填剤を用い、0.5％リン酸水溶液／メタノールを溶
離液とし、UV吸収によりフラボン配糖体を検出、定量す
る。The flavone glycosides described in the present invention include quercetin-3-O-α- (6-p-coumaroylglucosyl-β-1,2-rhamnoside) and kaempferol-3-O-.
α- (6-p-coumaroylglucosyl-β-1,2-rhamnoside) (JP-A-63-10798), kaempferol-
It is a known compound such as 3-rutinoside, rutin, and the like, and can be quantified by HPLC. More specifically, a flavone glycoside is detected and quantified by UV absorption using a C-8 or C-18 reversed phase packing material using silica gel as a carrier and eluent of 0.5% phosphoric acid aqueous solution / methanol. .
また、水に対する溶解度は、目視にて濁りの有無を判
定するが、本発明の方法で製造したイチョウエキスのは
そのフラボン配糖体の含量が15％にも拘らず水に対する
溶解度は５％以上であり、５％水溶液において、濁りを
認めない。更に、本発明のイチョウエキスはタンニンの
含量が非常に低い特徴をもっている。The solubility in water is visually determined to determine the presence or absence of turbidity. Ginkgo biloba extract produced by the method of the present invention has a solubility in water of 5% or more despite the fact that the content of the flavone glycoside is 15%. And no turbidity is observed in a 5% aqueous solution. Furthermore, the ginkgo biloba extract of the present invention is characterized by a very low tannin content.
本発明により、イチョウ葉より低級脂肪族ハロゲン化
炭化水素を使用せず且つ繁雑な精製工程によらず、フラ
ボン配糖体を高濃度に含み且つ水溶液の高いイチョウエ
キスを製造することができ、よって、得られるエキス
は、その特性から食品用素材として広範囲に利用でき
る。According to the present invention, a ginkgo biloba extract containing a high concentration of flavone glycosides and having a high aqueous solution can be produced without using lower aliphatic halogenated hydrocarbons from ginkgo biloba leaves and without complicated purification steps. The resulting extract can be widely used as a food material because of its properties.
以下に本発明の実施例を示す。 Hereinafter, examples of the present invention will be described.
実施例１ 乾燥イチョウ葉1kgを水に12に浸し80〜90℃で２時
間抽出を行い、圧搾処理などにより抽出液をイチョウ葉
から分離し粗抽出液を得る。次に、得られた粗抽出液を
濾過し、濾液を10％NaOHにてpH8.5に調整し、再度濾過
し、ダイヤイオンHP−10樹脂（三菱化成工業（株）社
製）を充填したカラム（700〜200ml）に負荷する。負荷
後、カラムの３倍量の水で水洗を行い、カラムの２倍量
の60％エタノール水溶液で溶出し濃縮後噴霧乾燥すると
35gの粉体が得られる。Example 1 1 kg of dried ginkgo leaves are immersed in water 12 and extracted at 80-90 ° C for 2 hours, and the extract is separated from the ginkgo leaves by squeezing or the like to obtain a crude extract. Next, the obtained crude extract was filtered, the filtrate was adjusted to pH 8.5 with 10% NaOH, filtered again, and filled with Diaion HP-10 resin (manufactured by Mitsubishi Kasei Kogyo Co., Ltd.). Load the column (700-200 ml). After loading, wash the column with 3 times the volume of water, elute with 2 times the volume of 60% ethanol aqueous solution, concentrate and spray dry.
35 g of powder are obtained.
得られた粉体は、以下のHPLC条件で分析した結果、17
％のフラボン配糖体を含有していた。The obtained powder was analyzed under the following HPLC conditions.
% Flavone glycoside.
カラム：逆相シリカゲル（Ｃ−18） 溶離液:0.5％リン酸水溶液：メタノール＝1:1 検 出:UV（265nm） また、同粉体5gを100mlの水に溶解させて得られた液
は澄明であり、全く沈澱物が認められなかった。Column: reverse phase silica gel (C-18) Eluent: 0.5% phosphoric acid aqueous solution: methanol = 1: 1 Detection: UV (265 nm) Also, the solution obtained by dissolving 5 g of the same powder in 100 ml of water is as follows: It was clear and no precipitate was observed.
実施例２ 実施例１と同様にして得られる粗抽出液を濾過し、濾
液を10％NaOHにてpH7に調整し、再度濾過し、ダイヤイ
オンHP−20樹脂（三菱化成工業（株）社製）を充填した
カラム（700〜200ml）負荷する。次いで、カラムの３倍
量の水で水洗を行い７％メタノールをカラムの10倍量で
洗浄し、カラムの２倍量の60％エタノール水溶液で溶出
し濃縮後噴霧乾燥すると25gの粉体が得られる。Example 2 The crude extract obtained in the same manner as in Example 1 was filtered, the filtrate was adjusted to pH 7 with 10% NaOH, filtered again, and Diaion HP-20 resin (manufactured by Mitsubishi Kasei Kogyo Co., Ltd.) ) Is loaded onto the column (700-200 ml). Next, the column is washed with 3 times the volume of water, and 7% methanol is washed with 10 times the volume of the column. The column is eluted with 2 times the volume of a 60% aqueous ethanol solution, concentrated and spray-dried to obtain 25 g of powder. Can be
得られたエキス中のフラボン配糖体含量は24％で、同
エキスは水100gに対して7g以上溶解し、澄明な溶液を与
える 実施例３ 実施例１と同様にして得られる粗抽出液を濾過し、濾
液を10％NaOHにてpH9に調整し、再度濾過し、ダイヤイ
オンHP−50樹脂（三菱化成工業（株）社製）を充填した
カラム（700〜200ml）に負荷する。次いで、カラムの３
倍量の水で水洗を行い、７％エタノールをカラムの10倍
量で洗浄し、カラムの２倍量の60％エタノール水溶液で
溶出し濃縮後噴霧乾燥すると28gの粉体が得られる。The extract has a flavone glycoside content of 24%, and the extract dissolves at least 7 g in 100 g of water to give a clear solution. Example 3 A crude extract obtained in the same manner as in Example 1 After filtration, the filtrate is adjusted to pH 9 with 10% NaOH, filtered again, and loaded on a column (700 to 200 ml) packed with Diaion HP-50 resin (manufactured by Mitsubishi Kasei Kogyo KK). Then, in column 3
After washing with twice the volume of water, washing with 7% ethanol with 10 times the volume of the column, eluting with 2 times the volume of a 60% aqueous ethanol solution, concentrating and spray-drying, 28 g of powder is obtained.
得られたエキス中のフラボン配糖体含量は24％で、同
エキスは水100gに対して8g以上溶解し、澄明な溶液を与
える。The extract has a flavone glycoside content of 24%, and the extract dissolves in an amount of 8 g or more in 100 g of water to give a clear solution.
Claims (1)
後、この液を、非極性多孔性樹脂を充填したカラムに通
液し、水または低アルコール濃度の水溶液で洗浄後、次
いで高アルコール濃度の水溶液で溶出させて得られる、
フラボン配糖体を15％以上含有し、且つ、水に対する溶
解度が５％以上であるイチョウエキスの製造法。(1) After making a ginkgo biloba extract solution weakly alkaline, the solution is passed through a column filled with a non-polar porous resin, washed with water or an aqueous solution having a low alcohol concentration, and then washed with an aqueous solution having a high alcohol concentration. Obtained by elution with an aqueous solution,
A method for producing a ginkgo biloba extract containing at least 15% of a flavone glycoside and having a solubility of 5% or more in water.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2071812A JP3029270B2 (en) | 1990-03-23 | 1990-03-23 | Ginkgo extract and its manufacturing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2071812A JP3029270B2 (en) | 1990-03-23 | 1990-03-23 | Ginkgo extract and its manufacturing method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03275629A JPH03275629A (en) | 1991-12-06 |
| JP3029270B2 true JP3029270B2 (en) | 2000-04-04 |
Family
ID=13471352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2071812A Expired - Fee Related JP3029270B2 (en) | 1990-03-23 | 1990-03-23 | Ginkgo extract and its manufacturing method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3029270B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH686556A5 (en) * | 1994-07-14 | 1996-04-30 | Flachsmann Ag Emil | Process for the preparation of pesticide-poor concentrates of active ingredient from plants. |
| US6030621A (en) | 1998-03-19 | 2000-02-29 | De Long; Xie | Ginkgo biloba composition, method to prepare the same and uses thereof |
| CN1315481C (en) * | 2004-07-16 | 2007-05-16 | 北京国仁堂医药科技发展有限公司 | Ginkgo leaf extract and its extracting method |
-
1990
- 1990-03-23 JP JP2071812A patent/JP3029270B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03275629A (en) | 1991-12-06 |
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