JP2011068622A - Vegetable extract composition and method for producing the same - Google Patents

Vegetable extract composition and method for producing the same Download PDF

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JP2011068622A
JP2011068622A JP2009223185A JP2009223185A JP2011068622A JP 2011068622 A JP2011068622 A JP 2011068622A JP 2009223185 A JP2009223185 A JP 2009223185A JP 2009223185 A JP2009223185 A JP 2009223185A JP 2011068622 A JP2011068622 A JP 2011068622A
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extract composition
alcohol
extraction
acid
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JP5509495B2 (en
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Toru Takahashi
徹 高橋
Tatsuya Abe
竜也 阿部
Fumi Okiura
文 沖浦
Masahiro Kono
雅弘 河野
Keita Saito
圭太 齋藤
Takayuki Mejiro
貴之 目代
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Toyo Institute of Food Technology
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a vegetable extract composition containing functional ingredients of rutin, cafe malic acid, isopsoralenoside glucoside and the like extracted from a part other than a fruit of a single plant, and a method for producing the vegetable extract composition which can extract these functional ingredients efficiently. <P>SOLUTION: The vegetable extract composition includes rutin, cafe malic acid, and isopsoralenoside glucoside as a functional ingredient extracted from a single plant body. In addition, a method for producing the vegetable extract composition includes performing an extract treatment in which either one of alcohol or water-containing alcohol which is an extraction solvent is added to a plant body and the vegetable extract composition containing rutin, cafe malic acid, and isopsoralenoside glucoside as a functional ingredient is obtained. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

本発明は、植物体から抽出した機能性成分を含有する植物抽出組成物およびその製造方法に関する。   The present invention relates to a plant extract composition containing a functional component extracted from a plant and a method for producing the same.

植物は様々な機能性成分を含んでいる。機能性成分としては例えば抗酸化物質が挙げられる。抗酸化物質とは、活性酸素やフリーラジカルを消去する抗酸化作用を有する物質のことである。例えばβカロテン・ビタミンC・ビタミンE・ポリフェノール類などが抗酸化物質として知られている。   Plants contain various functional ingredients. Examples of the functional component include an antioxidant. The antioxidant substance is a substance having an antioxidant action that eliminates active oxygen and free radicals. For example, β-carotene, vitamin C, vitamin E, polyphenols and the like are known as antioxidants.

イチジクの葉にはポリフェノールの一種であるルチンやクロロゲン酸が含まれている事が知られている(非特許文献1)。また、抗酸化物質であるカフェリンゴ酸はイラクサやレタスなどの少数の植物に含まれていることが知られている(非特許文献2,3)。カフェリンゴ酸は抗酸化能だけではなく、アセチルコリン(ACh)に誘導される痙攣を穏やかに鎮める効果(非特許文献4)や、喘息のようなアレルギー症状に効果があることが示唆されている(非特許文献5)。   It is known that fig leaves contain rutin and chlorogenic acid, which are polyphenols (Non-Patent Document 1). Moreover, it is known that caffe malic acid, which is an antioxidant, is contained in a small number of plants such as nettle and lettuce (Non-patent Documents 2 and 3). It is suggested that caffeic acid is effective not only in antioxidant capacity, but also in the effect of gently calming convulsions induced by acetylcholine (ACh) (non-patent document 4) and allergic symptoms such as asthma ( Non-patent document 5).

機能性成分としては、その他にイソプソラル酸グルコシド(Isopsoralenoside glycoside:以下、IPGと称する)が公知である。非特許文献6には、漢方生薬の原料であるマメ科植物Psoralea corylifoliaの果実から抽出されたIPGが記載してある。   In addition, isopsoralenoside glycoside (hereinafter referred to as IPG) is known as a functional component. Non-Patent Document 6 describes IPG extracted from the fruit of a leguminous plant Psoralea corylifolia, which is a raw material of herbal medicine.

植物に含まれる機能性成分を薬効成分や香り成分として利用するべく、種々の植物を混合して飲料の材料として利用することが広く行なわれている(例えば特許文献1〜4)。
特許文献1には、薬用植物として柿、ドクダミ、イチジク、熊笹、松、ヨモギ、雪の下、アロエ、ビワ、桑、ウコギ、ハトムギ、クコ、センブリのうちの1種又は2種以上を使用して健康茶を作製することが記載してある。
特許文献2には、乾燥された柑橘頚、ジャスミン、ベルガモット、葡萄、イチジクその他の植物、果物から抽出した香料液を香料成分として利用することが記載してある。
特許文献3には、健康飲料材の一成分として、イチジク葉1〜25重量部を含有することが記載してある。
特許文献4には、老化防止皮膚化粧料の一成分として、イチジクの葉および実の混合物からの抽出物を利用することが記載してある。
In order to use a functional component contained in a plant as a medicinal component or a scent component, it is widely performed that various plants are mixed and used as a beverage material (for example, Patent Documents 1 to 4).
In Patent Document 1, as a medicinal plant, one or more of the following species are used: health, moths, dokudami, figs, bears, pine, mugwort, snow, aloe, loquat, mulberry, mugwort, pearl barley, wolfberry, assembly. It describes making tea.
Patent Document 2 describes that a fragrance liquid extracted from dried citrus neck, jasmine, bergamot, persimmon, fig and other plants and fruits is used as a fragrance component.
Patent Document 3 describes that 1 to 25 parts by weight of fig leaf is contained as one component of a health drink material.
Patent Document 4 describes that an extract from a mixture of fig leaf and fruit is used as one component of an anti-aging skin cosmetic.

植物体から機能性成分を抽出する手法としては、熱湯水200mLで2分間抽出すること(特許文献3)、水およびプロピレングリコールの混合抽出液によって抽出温度10〜30℃の低温で抽出すること(特許文献4)が記載してある。   As a method for extracting functional components from a plant body, extraction with 200 mL of hot water for 2 minutes (Patent Document 3), extraction with a mixed extract of water and propylene glycol at a low temperature of 10 to 30 ° C. ( Patent Document 4) is described.

上述した植物のうち、例えばイチジクは、稀にその葉を飲用茶として利用することがある。
イチジク葉(イチジク茶葉)の製茶工程の一例を以下に説明する。
1.蒸し(殺青:さっせい)
「蒸し」は、熱で酵素を失活させる処理である。イチジク茶葉を収容した回転する胴筒の中に100℃の蒸気を吹き込む。加熱時間は100℃で30〜40秒が標準的で、深蒸しでは50〜90秒である。胴筒の回転数はイチジク茶葉の状態や蒸し度により調節する。胴の内径が0.24mの場合、普通の葉を標準蒸しする際は毎分35回転程度となる。蒸し終わった葉は、速やかにムラ無く室温程度(34℃以下)に冷却する。
Among the plants described above, for example, figs rarely use their leaves as drinking tea.
An example of the tea making process for fig leaf (Fig tea leaves) will be described below.
1. Steamed (killing blue)
“Steaming” is a process of deactivating enzymes with heat. Steam at 100 ° C. is blown into a rotating barrel containing fig tea leaves. The heating time is typically 30 to 40 seconds at 100 ° C., and 50 to 90 seconds for deep steaming. The number of rotations of the barrel is adjusted according to the state of fig tea leaves and the degree of steaming. When the inner diameter of the trunk is 0.24 m, it is about 35 revolutions per minute when standard steaming of ordinary leaves is performed. The steamed leaves are quickly cooled to room temperature (34 ° C. or less) without unevenness.

2.揉捻
茶葉全体が効率よく均一に乾燥するように水分を移動させる事を主目的とした処理である。また、本処理では、葉に含まれる成分が抽出されやすい状態にする作用もある。
蒸煮直後の水分を多量に含んだイチジク茶葉を、最終的に含水率13%程度になるまで、50〜60℃の温風に曝す。揉捻処理は、粗揉・中揉・精揉の三段階に分けられる。この時、茶葉そのものの温度は34〜35℃に保つ。
粗揉は、イチジク茶葉を撹拌して、主に表面に付いた水を除去する。初めはイチジク茶葉に加重をかけず、乾燥するにつれて徐々に転がすように加重をかける。約45分行なう。
中揉は、イチジク茶葉の中心部分の水分を表面まで滲み出させ、イチジク茶葉をしなやかにして撚れ易くするために行う。適度な重りで圧力をかけながら、イチジク茶葉を旋回運動させ、イチジク茶葉同士が転がりながら互いに揉まれあう状態を保って処理する。30〜40分で含水率32〜35%にする。
精揉は、40〜50分をかけて、含水率を12〜13%程度までに乾燥させつつ、適度に撚れた状態に仕上げる。
2. Acupuncture The main purpose is to move moisture so that the entire tea leaves are dried efficiently and uniformly. In addition, this process also has an effect of making it easy to extract the components contained in the leaves.
Fig tea leaves containing a large amount of water immediately after cooking are exposed to hot air of 50-60 ° C. until the water content is finally about 13%. The twisting process can be divided into three stages: coarse, medium and precise. At this time, the temperature of the tea leaves itself is maintained at 34 to 35 ° C.
The coarse koji stirs the fig tea leaves to remove mainly the water attached to the surface. Initially, the fig tea leaves are not weighted, but are weighted so that they roll gradually as they dry. Do for about 45 minutes.
The middle pot is used to exude water from the center of the fig tea leaf to the surface, making the fig tea leaf supple and easy to twist. While applying pressure with an appropriate weight, the fig tea leaves are swirled, and the fig tea leaves are rolled and kept in a state of being rubbed together. The water content is 32 to 35% in 30 to 40 minutes.
The sperm is finished in a moderately twisted state, taking 40-50 minutes to dry the moisture content to about 12-13%.

3.乾燥
イチジク茶葉の保存性を高めるために行う。含水率13%程度のイチジク茶葉を、穴の開いたベルトコンベヤで移動させながら、70〜76℃の温風に35分〜40分間当て、含水率4〜5%に乾燥させて仕上げる行程である。温度が高すぎると、茶色く変色し、また香りも変化してしまうので、80℃以下で処理するのがよい。
3. Dried to increase the shelf life of fig tea leaves. This is a process of finishing fig tea leaves with a moisture content of about 13% by applying them to a warm air of 70 to 76 ° C. for 35 to 40 minutes while moving them on a belt conveyor with holes and drying them to a moisture content of 4 to 5%. . If the temperature is too high, it will turn brown and the scent will also change.

特開平5−56772号公報JP-A-5-56772 特開平9−233998号公報JP-A-9-233998 特開2002−315547号公報JP 2002-315547 A 特表2005−532375号公報JP 2005-532375 A

Teixeira D.M., Patao R.F., Coelho A.V. and Da Costa C.T.:Comparison between Sample Disruption Methods and Solid-liquid Extraction (SLE) to Extract Phenolic Compounds from Ficus carica Leaves,J. Chromatography,1103(1),p22−28(2006).Teixeira DM, Patao RF, Coelho AV and Da Costa CT: Comparison between Sample Disruption Methods and Solid-liquid Extraction (SLE) to Extract Phenolic Compounds from Ficus carica Leaves, J. Chromatography, 1103 (1), p22-28 (2006) . Pinelli, P.,Ieri, F,Vignolini, P,Bacci, L,Baronti, S and Romani A.:Extraction and HPLC Analysis of Phenolic Compounds in Leaves, Stalks, and Textile Fibers of Urtica dioica L.,J. Agric Food Chem.,56(19),9127−9132(2008).Pinelli, P., Ieri, F, Vignolini, P, Bacci, L, Baronti, S and Romani A .: Extraction and HPLC Analysis of Phenolic Compounds in Leaves, Stalks, and Textile Fibers of Urtica dioica L., J. Agric Food Chem., 56 (19), 9127-9132 (2008). Bauer, S.,Klaiber, R.G.,Koblo, A. and Carle, R.:Effect of Different Washing Procedures on Phenolic Metabolism of Shredded Packaged Iceberg Lettuce During Storage,J. Agric Food Chem.,52(23),7017−7025(2004).Bauer, S., Klaiber, RG, Koblo, A. and Carle, R .: Effect of Different Washing Procedures on Phenolic Metabolism of Shredded Packaged Iceberg Lettuce During Storage, J. Agric Food Chem., 52 (23), 7017-7025. (2004). Boegge, S.C.,Kesper, S.,Verspohl, E.J. and Nahrstedt, A.:Redution of ACh-induced Contraction of Rat Isolated Ileum by Coptisine, (+)-Caffeoylmalic Acid, Chelidonium majus, and Corydalis lutea extracts,Planta Med.,62(2),173−174(1996).Boegge, SC, Kesper, S., Verspohl, EJ and Nahrstedt, A .: Redution of ACh-induced Contraction of Rat Isolated Ileum by Coptisine, (+)-Caffeoylmalic Acid, Chelidonium majus, and Corydalis lutea extracts, Planta Med., 62 (2), 173-174 (1996). Kimura, Y.,Okuda, H.,Okuda, T.,Hatano, T. and Arichi, S.:Studies on the Activities of Tannins and Related Compounds, X. Effects of Caffeetannins and Related Compounds on Arachidonate Metabolism in Human Polymorphonuclear Leukocytes,J. Natural Prod.,50(3),392−399(1987).Kimura, Y., Okuda, H., Okuda, T., Hatano, T. and Arichi, S .: Studies on the Activities of Tannins and Related Compounds, X. Effects of Caffeetannins and Related Compounds on Arachidonate Metabolism in Human Polymorphonuclear Leukocytes , J. Natural Prod., 50 (3), 392-399 (1987). Qiao, C.-F., Han, Q.-B., Mo, S.-F., Song, J.-Z., Xu, L.-J., Chen, S.-L., Yang, D.-J., Kong, L.-D., Kung, H.-F. and Xu, H.-X.:Psoralenoside and Isopsoralenoside, Two New Benzofuran Glycosides from Psoralea corylifolia,Chem. Pharm. Bull.,54 (5),p714 ―716 (2006).Qiao, C.-F., Han, Q.-B., Mo, S.-F., Song, J.-Z., Xu, L.-J., Chen, S.-L., Yang, D.-J., Kong, L.-D., Kung, H.-F. and Xu, H.-X .: Psoralenoside and Isopsoralenoside, Two New Benzofuran Glycosides from Psoralea corylifolia, Chem. Pharm. Bull., 54 (5), p714-716 (2006).

植物に含まれる機能性成分を薬効成分や香り成分として利用するには、多種類の植物体を混合して抽出処理を行う必要があるため、当該抽出処理が煩雑となっていた。   In order to use a functional component contained in a plant as a medicinal component or a scent component, it is necessary to mix and extract various kinds of plants, and thus the extraction process is complicated.

また、茶の木以外の樹木の葉が利用されることは少ない。例えばイチジクは、果実を食する以外では、上述したようにごく一部の地域でイチジク葉を飲用茶に加工されるのみである。そのため、果実以外の部位は殆ど破棄されており、有効利用されていないのが現状である。   In addition, leaves of trees other than tea trees are rarely used. For example, figs are only processed into drinking tea in some areas, as described above, except for eating fruit. For this reason, most of the parts other than the fruit have been discarded and are not effectively used.

従って、本発明の目的は、単一の植物体の果実以外の部位から抽出したルチン、カフェリンゴ酸およびイソプソラル酸グルコシドなどの機能性成分を含有する植物抽出組成物、および、効率よくこれら機能性成分を抽出できる植物抽出組成物の製造方法を提供することにある。   Therefore, an object of the present invention is to provide a plant extract composition containing functional components such as rutin, caffemalic acid and isopsolar acid glucoside extracted from a part other than the fruit of a single plant, and these functionalities efficiently. It is providing the manufacturing method of the plant extraction composition which can extract a component.

上記目的を達成するための本発明に係る植物抽出組成物の第一特徴構成は、単一の植物体から抽出した機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する点にある。   The first characteristic configuration of the plant extract composition according to the present invention for achieving the above object is that it contains rutin, caffemalic acid, and isopsolar acid glucoside as functional components extracted from a single plant.

本構成によれば、抗酸化物質であるルチン、カフェリンゴ酸およびイソプソラル酸グルコシド(IPG)を含んだ植物抽出組成物を、単一種類の植物体から取得することができる。このように本構成では多種類の植物体を混合して抽出処理を行う必要が無くなるため、当該植物抽出組成物の抽出処理が簡便となる。
また、単一の植物体から複数の所望の機能性成分が抽出できるため、効率よく機能性成分を抽出することができるようになる。
According to this structure, the plant extract composition containing the antioxidants rutin, caffeic acid, and isopsolar acid glucoside (IPG) can be obtained from a single type of plant. Thus, in this structure, since it is not necessary to mix and extract many kinds of plant bodies, the extraction process of the said plant extraction composition becomes simple.
In addition, since a plurality of desired functional components can be extracted from a single plant body, the functional components can be extracted efficiently.

本発明に係る植物抽出組成物の第二特徴構成は、前記植物体をイチジクとした点にある。   The 2nd characteristic structure of the plant extract composition which concerns on this invention exists in the point which made the said plant body the FIG.

上述したように、従来、イチジクの葉にはポリフェノールの一種であるルチンやクロロゲン酸が含まれている事が知られていた。本発明者らは、鋭意研究の結果、イチジク葉にカフェリンゴ酸およびIPGが含有されていることを新たに見出した。
本構成によれば、これら所望の機能性成分を含む植物抽出組成物を得るために、イチジク葉など、果実以外の部位をも利用することができる。そのため、イチジクの植物体を有効利用することができる。
As described above, it has been conventionally known that fig leaves contain rutin and chlorogenic acid, which are types of polyphenols. As a result of intensive studies, the present inventors have newly found that caffeic acid and IPG are contained in the fig leaf.
According to this structure, in order to obtain the plant extraction composition containing these desired functional components, parts other than fruits, such as a fig leaf, can also be utilized. Therefore, the fig plant can be used effectively.

本発明に係る植物抽出組成物の第三特徴構成は、前記植物体をイチジクの新梢先端部の若葉とした点にある。   The third characteristic configuration of the plant extract composition according to the present invention is that the plant body is a young leaf at the tip of the shoot of the fig.

本構成によれば、植物体の部位を新梢先端部の若葉とすることにより、本発明で所望する機能性成分を多く含んだ植物抽出組成物を効率よく取得することができる。   According to this structure, the plant extract composition containing many functional components desired by this invention can be acquired efficiently by making the site | part of a plant body into the young leaf of a shoot tip part.

本発明に係る植物抽出組成物の第四特徴構成は、前記イチジクをテマリイチジク又はプレコス・ロンデ・ド・ボルドーとした点にある。   A fourth characteristic configuration of the plant extract composition according to the present invention is that the fig is a Temari fig or Precos Ronde de Bordeaux.

後述の実施例3において、各機能性成分を効率よく抽出できるイチジクの品種を調べたところ、ルチンとカフェリンゴ酸はテマリイチジクが顕著に多く、IPGはプレコス・ロンデ・ド・ボルドーが顕著に多いことが判明している。
したがって、本構成によれば、所望の機能性成分を効率よく得るための品種を特定することができる。
In Example 3 to be described later, fig varieties from which each functional component can be efficiently extracted were examined. As a result, rutin and caffemalic acid were remarkably abundant in Temari figs, and IPG was remarkably abundant in Precos Ronde de Bordeaux. It has been found.
Therefore, according to this configuration, it is possible to specify a variety for efficiently obtaining a desired functional component.

本発明に係る植物抽出組成物の製造方法の第一特徴構成は、単一の植物体に抽出溶媒であるアルコールまたは含水アルコールの何れかを添加し、機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する抽出組成物を取得する抽出処理を行なう点にある。   The first characteristic constitution of the method for producing a plant extract composition according to the present invention is that any one of alcohols or hydrous alcohols as an extraction solvent is added to a single plant, and rutin, caffemalic acid and isopsoral as functional components It exists in the point which performs the extraction process which acquires the extraction composition containing an acid glucoside.

後述の実施例1において機能性成分を抽出する溶媒を検討したところ、水ではカフェリンゴ酸やIPGが殆ど抽出されないのに対して、溶媒としてアルコールまたは含水アルコールを使用すれば、機能性成分が効率よく抽出できることが判明している(実施例(1−2)の結果参照)。
従って、本構成によれば、所望の機能性成分を効率よく得るための溶媒を特定することができる。
尚、本明細書における当該含水アルコールとは、アルコールと水との混合液のことをいう。
When the solvent which extracts a functional component in Example 1 mentioned later was examined, while a caffeic acid and IPG are hardly extracted with water, if an alcohol or a hydrous alcohol is used as a solvent, a functional component will be efficient. It has been found that it can be extracted well (see results of Example (1-2)).
Therefore, according to this structure, the solvent for obtaining a desired functional component efficiently can be specified.
In addition, the said hydrous alcohol in this specification means the liquid mixture of alcohol and water.

本発明に係る植物抽出組成物の製造方法の第二特徴構成は、前記アルコールおよび前記含水アルコールに含まれるアルコールをメタノール又はエタノールとした点にある。   The 2nd characteristic structure of the manufacturing method of the plant extract composition which concerns on this invention exists in the point which used alcohol contained in the said alcohol and the said hydrous alcohol as methanol or ethanol.

後述の実施例1において機能性成分を抽出する溶媒を検討したところ、溶媒として使用するアルコールおよび含水アルコールに含まれるアルコールをメタノール又はエタノールとすれば、機能性成分をより効率よく抽出できることが判明している(実施例(1−2,1−3)の結果参照)。
従って、本構成によれば、所望の機能性成分をより効率よく得るための溶媒を特定することができる。
When a solvent for extracting a functional component in Example 1 described later was examined, it was found that the functional component can be extracted more efficiently if the alcohol used as the solvent and the alcohol contained in the hydrous alcohol are methanol or ethanol. (Refer to the results of Examples (1-2, 1-3)).
Therefore, according to this structure, the solvent for obtaining a desired functional component more efficiently can be specified.

本発明に係る植物抽出組成物の製造方法の第三特徴構成は、前記含水アルコールにおいて、水とアルコールとの混合比率を1:1〜1:3とした点にある。   The 3rd characteristic structure of the manufacturing method of the plant extract composition which concerns on this invention exists in the point which set the mixing ratio of water and alcohol to 1: 1 to 1: 3 in the said hydrous alcohol.

本構成によれば、所望の機能性成分をより効率よく得るための含水アルコールのアルコール比率を特定することができる。   According to this structure, the alcohol ratio of the hydrous alcohol for obtaining a desired functional component more efficiently can be specified.

本発明に係る植物抽出組成物の製造方法の第四特徴構成は、前記抽出溶媒を、前記アルコールに酸を終濃度が0.1〜5%となるように添加した酸−アルコール溶媒とした点にある。   The 4th characteristic structure of the manufacturing method of the plant extract composition which concerns on this invention made the said extraction solvent into the acid-alcohol solvent which added the acid to the said alcohol so that final concentration might be 0.1-5%. It is in.

後述の実施例1において機能性成分を抽出する溶媒を検討したところ、溶媒として使用するメタノールに塩酸を添加すれば、機能性成分を効率よく抽出できることが判明している(実施例(1−1)の結果参照)。
従って、本構成によれば、所望の機能性成分をより効率よく得るための溶媒およびその濃度を特定することができる。
Examination of a solvent for extracting a functional component in Example 1 described later has revealed that the functional component can be efficiently extracted by adding hydrochloric acid to methanol used as the solvent (Example (1-1). ) Result).
Therefore, according to this structure, the solvent and its density | concentration for obtaining a desired functional component more efficiently can be specified.

本発明に係る植物抽出組成物の製造方法の第五特徴構成は、単一の植物体を蒸煮する加熱処理、前記加熱処理を行った植物体を揉念する揉念処理、前記揉念処理を行った植物体を乾燥する乾燥処理、前記乾燥した植物体に抽出溶媒である熱水を添加し、機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する抽出組成物を取得する抽出処理、を行なう点にある。   The fifth characteristic configuration of the method for producing a plant extract composition according to the present invention includes a heat treatment for steaming a single plant, an ambush treatment for the plant body that has been subjected to the heat treatment, and the ambush treatment. A drying process for drying the plant body performed, an extraction process for adding the hot water as an extraction solvent to the dried plant body and obtaining an extraction composition containing rutin, caffemalic acid and isopsolar acid glucoside as functional components , Is to do.

後述の実施例2において、機能性成分の抽出効率を向上させるために有効な抽出方法を検討したところ、加熱処理、揉念処理、乾燥処理および抽出処理を行い、抽出に使用する抽出溶媒を熱水とすることで、機能性成分を効率よく抽出できることが判明している。
従って、本構成によれば、有機溶媒を使用することなく、所望の機能性成分を効率よく抽出できる。
In Example 2 to be described later, an effective extraction method for improving the extraction efficiency of the functional component was examined. As a result, a heat treatment, a beard treatment, a drying treatment, and an extraction treatment were performed, and the extraction solvent used for the extraction was heated. It has been found that functional components can be extracted efficiently by using water.
Therefore, according to this structure, a desired functional component can be efficiently extracted without using an organic solvent.

本発明に係る植物抽出組成物の製造方法の第六特徴構成は、前記加熱処理を95℃〜100℃の蒸気で0.5〜10分間行い、前記揉念処理を茶葉温が35〜60℃となる状態で25〜40分間行い、前記乾燥処理を55〜65℃で2〜5時間行なう点にある。   The 6th characteristic structure of the manufacturing method of the plant extract composition which concerns on this invention performs the said heat processing for 0.5 to 10 minutes with the steam of 95 degreeC-100 degreeC, and the tea leaf temperature is 35-60 degreeC. In this state, it is performed for 25 to 40 minutes and the drying treatment is performed at 55 to 65 ° C. for 2 to 5 hours.

本構成によれば、加熱処理、揉念処理および乾燥処理の好適な条件を特定することができる。   According to this configuration, it is possible to specify suitable conditions for the heat treatment, the idea processing, and the drying treatment.

本発明に係る植物抽出組成物の製造方法の第七特徴構成は、前記植物体を、樹脂フィルム袋で包装し、低温で所定期間保管する低温貯蔵処理を行ったイチジク葉とした点にある。   A seventh characteristic configuration of the method for producing a plant extract composition according to the present invention is that the plant body is a fig leaf that has been subjected to a low-temperature storage treatment in which the plant body is packaged in a resin film bag and stored at a low temperature for a predetermined period.

後述の実施例6において、イチジク葉に対して低温貯蔵処理を行った場合に、機能性成分がどのように変動するかを検討したところ、ルチン、カフェリンゴ酸およびIPGのいずれも約1〜2割程度増加することが判明している。
従って、本構成によれば、所望の機能性成分をより効率よく得るための条件を特定することができる。
In Example 6 described later, when the low temperature storage treatment was performed on the fig leaf, it was examined how the functional component fluctuated. As a result, all of rutin, caffeic acid and IPG were about 1-2. It has been found that it increases by about 10%.
Therefore, according to this structure, the conditions for obtaining a desired functional component more efficiently can be specified.

抽出溶媒を水とした場合の生葉より調製した抽出液の波長250nmにおけるHPLCクロマトグラムの分析結果を示す図である。It is a figure which shows the analysis result of the HPLC chromatogram in wavelength 250nm of the extract prepared from the raw leaf at the time of making an extraction solvent into water. 抽出溶媒を0.1%塩酸添加メタノールとした場合の生葉より調製した抽出液の波長250nmにおけるHPLCクロマトグラムの分析結果を示す図である。It is a figure which shows the analysis result of the HPLC chromatogram in wavelength 250nm of the extract prepared from the raw leaf at the time of using 0.1% hydrochloric acid addition methanol as an extraction solvent. 製茶処理済みのイチジク葉における80℃熱水抽出液の波長250nmにおけるHPLCクロマトグラムの分析結果を示す図である。It is a figure which shows the analysis result of the HPLC chromatogram in the wavelength of 250 nm of the 80 degreeC hot-water extract in the fig leaf which has been tea-processed. 製茶処理を行わずに凍結乾燥したイチジク葉における80℃熱水抽出液の波長250nmにおけるHPLCクロマトグラムの分析結果を示す図である。It is a figure which shows the analysis result of the HPLC chromatogram in the wavelength of 250 nm of the 80 degreeC hot-water extract in the lyophilized fig leaf which does not perform tea processing.

以下、本発明の実施例を図面に基づいて説明する。
本発明は、単一の植物体から抽出した機能性成分として、ルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する植物抽出組成物である。
植物体は、機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有するものであれば特に限定されるものではない。本実施形態では、当該植物体としてイチジクを使用する場合について説明する。
Embodiments of the present invention will be described below with reference to the drawings.
The present invention is a plant extract composition containing rutin, caffemalic acid and isopsolar acid glucoside as functional components extracted from a single plant.
The plant body is not particularly limited as long as it contains rutin, caffemalic acid and isopsolar acid glucoside as functional components. This embodiment demonstrates the case where a fig is used as the said plant body.

「機能性成分」とは、生体リズムの調整や神経のバランス、免疫の調節などを正常に保つ作用のある成分のことであり、例えば抗酸化物質などが挙げられる。「抗酸化物質」とは、活性酸素やフリーラジカルを消去する抗酸化作用を有する物質であり、ルチンおよびカフェリンゴ酸の他、βカロテン・ビタミンC・ビタミンE・ポリフェノール類などを含む。   The “functional component” is a component having an action of maintaining normal biological rhythm adjustment, nerve balance, immunity adjustment, and the like, and examples thereof include antioxidants. The “antioxidant” is a substance having an antioxidative action that scavenges active oxygen and free radicals, and includes β-carotene, vitamin C, vitamin E, polyphenols and the like in addition to rutin and caffemalic acid.

抗酸化物質は老化を防止し、ガン・心臓病・脳血栓などの成人病の危険率を下げ、関節炎・アトピー性皮膚炎・花粉症などのアレルギー体質の改善に役立つとされている。
抗酸化物質が有する抗酸化作用としては、他に、食品・化粧品等を酸化して劣化させることを防止する、すなわち油脂類の変質、色素の退色、香味の劣化、褐変現象等を防止することが知られている。
Antioxidants are said to prevent aging, reduce the risk of adult diseases such as cancer, heart disease, and cerebral thrombosis, and help improve allergic conditions such as arthritis, atopic dermatitis, and hay fever.
Antioxidant action of antioxidants is to prevent food and cosmetics from being oxidized and deteriorated, that is, to prevent deterioration of fats and oils, fading of pigments, deterioration of flavor, browning phenomenon, etc. It has been known.

本発明で用いる植物体は、植物体の根から葉の先端までの全てである全草を利用することができるが、好ましくは葉を利用するとよい。植物体としてイチジクを利用する場合、特に新梢先端部の若葉を利用するのが好ましい。本明細書では、例えばイチジク等の植物の全草或いはその一部を「植物体」と称する。
新梢とは、新しく伸びた枝のことで、当年枝(とうねんし)とも呼ばれる。
若葉とは、生えたばかりの葉のことを指す。例えば、イチジクの場合、出葉した後14日程度までの葉で、新梢先端部から第5節程度までの葉を使用するのがよい。
植物体は、生でも乾燥物でもよい。抗酸化物を抽出する際に使用する植物体の大きさ(粉砕程度)は特に制限されないが、例えば粉末状態〜粗切り状態が好ましい。
As the plant used in the present invention, the whole plant from the root of the plant to the tip of the leaf can be used, but preferably the leaf is used. When figs are used as the plant body, it is particularly preferable to use young leaves at the tip of the shoot. In the present specification, for example, a whole plant of a plant such as a fig or a part thereof is referred to as a “plant”.
A new treetop is a newly grown branch, also called the current branch.
Wakaba refers to freshly grown leaves. For example, in the case of FIG., It is preferable to use the leaves from the tip of the new treetop to about the fifth node with about 14 days after the leaves emerge.
The plant body may be raw or dry. The size of the plant used for extracting the antioxidant (the degree of pulverization) is not particularly limited. For example, a powder state to a rough cut state is preferable.

本発明に適用されるイチジク(Ficus carica L.)は、クワ科イチジク属の植物である。本発明の植物抽出組成物は、例えば栽培品種であるテマリイチジク、プレコス・ロンデ・ド・ボルドー、ネグロ・ラーゴ、ショートブリッジ、桝井ドーフィン、ダルマティー、ネグローネ、シュガー、早生ドーフィンなどを使用するとよい。これらのうちで、特にテマリイチジク、プレコス・ロンデ・ド・ボルドーであれば、機能性成分が多い植物抽出組成物が得られる。   The fig (Ficus carica L.) applied to the present invention is a plant belonging to the genus Figaceae. The plant extract composition of the present invention may be, for example, cultivars such as Temari fig, Precos Ronde de Bordeaux, Negro Lago, Short Bridge, Sakurai Dauphin, Dalmaty, Negrone, Sugar, Premature Dauphin and the like. Of these, especially temari figs and precos ronde de bordeaux, plant extract compositions rich in functional components can be obtained.

<植物抽出組成物の製造方法(1)>
本発明の植物抽出組成物は、単一の植物体に抽出溶媒であるアルコールまたは含水アルコールの何れかを添加し、機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する抽出組成物を取得する抽出処理を行なうことによって製造する。
<Method for producing plant extract composition (1)>
The plant extract composition of the present invention comprises an extract composition containing rutin, caffemalic acid and isopsolar acid glucoside as functional components, by adding either an alcohol or hydrous alcohol as an extraction solvent to a single plant. It manufactures by performing the extraction process to acquire.

抽出溶媒は、アルコールまたは含水アルコールの何れかを使用する。アルコールは、炭素数1〜8、好ましくは炭素数1〜4の直鎖状又は分岐鎖状の飽和アルコールを使用するとよい。具体的には、例えば、メタノール、エタノール、n−ブタノール等が挙げられ、これらの中でも、メタノール、エタノールが好ましい。
含水アルコールのアルコール濃度は、20〜80重量%、好ましくは50〜75重量%とする。尚、例えばアルコール濃度50重量%の含水アルコールとは、アルコール50重量部と水50重量部を別々に量った後、一つの容器に両者を入れて良く混合したものを言う。
As the extraction solvent, either alcohol or hydrous alcohol is used. The alcohol may be a linear or branched saturated alcohol having 1 to 8 carbon atoms, preferably 1 to 4 carbon atoms. Specifically, methanol, ethanol, n-butanol, etc. are mentioned, for example, Among these, methanol and ethanol are preferable.
The alcohol concentration of the hydrous alcohol is 20 to 80% by weight, preferably 50 to 75% by weight. For example, a hydrous alcohol having an alcohol concentration of 50% by weight refers to a mixture in which 50 parts by weight of alcohol and 50 parts by weight of water are separately weighed and mixed together in one container.

抽出時の温度としては、植物原料の種類等にもよるが、通常室温〜90℃、好ましくは50〜80℃の範囲である。更に好ましくは、常圧にて含水アルコールが還流する程度の温度である。このとき、抽出器は解放系でも閉鎖系でもよい。抽出時間は、原料及び抽出温度等にもよるが、通常0.5〜10時間、好ましくは1〜4時間である。   The temperature during extraction depends on the type of plant material and the like, but is usually room temperature to 90 ° C, preferably 50 to 80 ° C. More preferably, the temperature is such that the hydrous alcohol is refluxed at normal pressure. At this time, the extractor may be an open system or a closed system. The extraction time is usually 0.5 to 10 hours, preferably 1 to 4 hours, although it depends on the raw materials and the extraction temperature.

<植物抽出組成物の製造方法(2)>
また、本発明の植物抽出組成物は、単一の植物体を蒸煮する加熱処理、加熱処理を行った植物体を揉念する揉念処理、揉念処理を行った植物体を乾燥する乾燥処理、乾燥した植物体に抽出溶媒である熱水を添加し、機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する抽出組成物を取得する抽出処理、を行なうことによって製造する。
<Method for producing plant extract composition (2)>
In addition, the plant extract composition of the present invention includes a heat treatment for cooking a single plant, an astringent treatment for abandoning a plant subjected to the heat treatment, and a drying treatment for drying the plant subjected to the astringent treatment. It is produced by adding hot water as an extraction solvent to a dried plant body and performing an extraction process for obtaining an extraction composition containing rutin, caffemalic acid and isopsolar acid glucoside as functional components.

加熱処理は、熱により植物体の酵素を失活させる処理であり、例えば植物体を100℃の水蒸気に曝すことにより行なう。加熱温度は、当該酵素が失活する温度であればよいため、100℃に限定されるものではなく、例えば80〜100℃、好ましくは95〜100℃の範囲で行なえばよい。加熱処理時間は、確実に酵素活性を失活させる時間を設定すればよく、例えば0.5〜10分程度とする。加熱処理は、回転可能な筒胴や蒸し器などで行なうが、これに限られるものではない。   The heat treatment is a treatment for inactivating the enzyme of the plant body by heat, for example, by exposing the plant body to water vapor at 100 ° C. The heating temperature is not limited to 100 ° C., as long as the enzyme is deactivated. For example, the heating temperature may be 80 to 100 ° C., preferably 95 to 100 ° C. What is necessary is just to set the time which heat-activates enzyme activity reliably as heat processing time, for example, it shall be about 0.5 to 10 minutes. The heat treatment is performed with a rotatable cylinder or steamer, but is not limited thereto.

揉念処理は、均一に乾燥するように水分を移動させるため、ならびに植物体から機能性成分を抽出しやすくするために行う処理である。揉念処理は、例えば茶葉温が35〜60℃となる状態で25〜40分間揉む処理を行う。揉念処理により、植物体の含水率は13〜30%程度になっていると考えられる。   The idea process is a process performed to move moisture so as to be uniformly dried and to easily extract a functional component from a plant body. For example, the astringency process is carried out for 25 to 40 minutes while the tea leaf temperature is 35 to 60 ° C. It is considered that the moisture content of the plant body is about 13 to 30% by the careful process.

乾燥処理は、植物体の保存性を高めるために行う。好ましくは、含水率が4〜5%になるように植物体を乾燥させる。乾燥処理は、例えば55〜65℃で2〜5時間乾燥させる処理を行う。   The drying treatment is performed in order to improve the storage stability of the plant body. Preferably, the plant body is dried so that the moisture content is 4 to 5%. A drying process performs the process dried at 55-65 degreeC for 2 to 5 hours, for example.

本方法の抽出処理では、抽出溶媒として有機溶媒は使用せずに、熱水で行なう。熱水は、例えば1気圧で80〜100℃の温度にするとよい。   The extraction process of this method is carried out with hot water without using an organic solvent as the extraction solvent. Hot water is good to make it the temperature of 80-100 degreeC, for example at 1 atmosphere.

<植物抽出組成物の製造方法(3)>
上述した植物抽出組成物の製造方法において、当該植物抽出組成物を得るに際して、採取した直後の植物体を利用するか、或いは、所定の条件で保管した植物体を利用するとよい。当該保管は、例えば、植物体を樹脂フィルム袋で包装し、低温で所定期間保管する低温貯蔵処理を行うとよい。樹脂フィルム袋は、例えば厚さ0.02〜0.04mm程度の低密度ポリエチレン袋とし、温度条件は例えば0〜8℃程度とし、所定期間は例えば10日以上とする。
<Method for producing plant extract composition (3)>
In the above-described method for producing a plant extract composition, when the plant extract composition is obtained, the plant body immediately after collection may be used, or a plant body stored under a predetermined condition may be used. For example, the storage may be performed by a low-temperature storage treatment in which a plant body is packaged in a resin film bag and stored at a low temperature for a predetermined period. The resin film bag is, for example, a low-density polyethylene bag having a thickness of about 0.02 to 0.04 mm, the temperature condition is, for example, about 0-8 ° C., and the predetermined period is, for example, 10 days or more.

〔実施例1〕
イチジク葉に含まれる機能性成分の抽出方法を検討した。本実施例では、生の葉から機能性成分を抽出する溶媒を検討した。イチジク葉は、プレコス・ロンデ・ド・ボルドー種およびネグロ・ラーゴ種のイチジク樹より採取した。採取した葉を約2センチ角に刻み、直ちに冷凍保存した。以下のように、溶媒として、水、含水アルコール、アルコール溶媒を使用した場合について、各機能性成分の抽出状態を比較した。
[Example 1]
The extraction method of functional components contained in the fig leaf was examined. In this example, a solvent for extracting functional components from raw leaves was examined. Fig leaves were collected from the fig trees of the Precos Ronde de Bordeaux and Negro Lago species. The collected leaves were cut into approximately 2 cm squares and immediately stored frozen. As described below, the extraction state of each functional component was compared when water, hydrous alcohol, or alcohol solvent was used as the solvent.

機能性成分は、分析用試料の10μLを液体クロマトグラフ−質量分析計(LC−MS装置:アジレント社製)に注入して検出・定量した。分析条件は以下の通りである(表1)。   The functional component was detected and quantified by injecting 10 μL of the sample for analysis into a liquid chromatograph-mass spectrometer (LC-MS apparatus: manufactured by Agilent). The analysis conditions are as follows (Table 1).

Figure 2011068622
Figure 2011068622

(1−1)溶媒として水を使用した場合
冷凍状態のイチジク葉(プレコス・ロンデ・ド・ボルドー種)に対して9倍量(重量比)の水を加え、ミキサーで破砕した後、破砕液をガーゼで濾過し、次に遠心(500g×5分間)して上清を得た。適宜希釈し、ポアサイズ0.45μmのメンブランフィルターで濾過して分析用試料を得た。
尚、比較対照として、抽出溶媒として水の代わりに、メタノールに塩酸を終濃度が0.1%となるように添加した塩酸−メタノール溶媒を使用したこと以外は同じ条件で分析用試料を得た。
尚、塩酸−メタノール溶媒の濃度は0.1〜5%の範囲で設定するとよい。また、アルコールはメタノールの他にエタノールを使用してもよく、酸は塩酸の他に蟻酸、酢酸などを使用してもよい。
(1-1) When water is used as a solvent Nine times the amount (weight ratio) of water is added to a frozen fig leaf (Precos Ronde de Bordeaux species) and crushed with a mixer. Was filtered through gauze and then centrifuged (500 g × 5 min) to obtain a supernatant. The sample was appropriately diluted and filtered through a membrane filter having a pore size of 0.45 μm to obtain a sample for analysis.
As a comparative control, a sample for analysis was obtained under the same conditions except that a hydrochloric acid-methanol solvent in which hydrochloric acid was added to methanol to a final concentration of 0.1% was used instead of water as an extraction solvent. .
The hydrochloric acid-methanol solvent concentration is preferably set in the range of 0.1 to 5%. Further, ethanol may be used in addition to methanol, and formic acid, acetic acid and the like may be used in addition to hydrochloric acid.

検出波長250nmにおけるHPLCクロマトグラムの分析結果を、図1(溶媒:水),図2(溶媒:0.1%塩酸添加メタノール)に示す。   The analysis results of the HPLC chromatogram at a detection wavelength of 250 nm are shown in FIG. 1 (solvent: water) and FIG. 2 (solvent: 0.1% hydrochloric acid-added methanol).

この結果、水による抽出では、ルチンは抽出されているが、カフェリンゴ酸やIPGが殆ど抽出されない事が判明した(図1)。一方、塩酸添加メタノール抽出液では、ルチンだけでなく、カフェリンゴ酸やIPGのピークも相対的に大きく検出されるため、これら機能性成分を効率よく抽出できるものと認められた。水抽出でカフェリンゴ酸やIPGがほとんど含まれていなかった原因としては、当該成分の抽出効率が極めて低い、或いは、酵素が活性を保っていてそれにより分解されたことなどが考えられる。   As a result, it was found that in the extraction with water, rutin was extracted, but caffeic acid and IPG were hardly extracted (FIG. 1). On the other hand, in the hydrochloric acid-added methanol extract, not only rutin but also peaks of caffeic acid and IPG were detected relatively large, and it was recognized that these functional components could be extracted efficiently. Possible causes of the fact that caffeic acid and IPG were hardly contained in the water extraction may be that the extraction efficiency of the component is extremely low, or that the enzyme has maintained its activity and has been decomposed thereby.

(1−2)溶媒として含水アルコールを使用した場合
凍結乾燥したイチジク葉(プレコス・ロンデ・ド・ボルドー種)を粉砕し、その0.2gを三角フラスコに入れ、30mLの抽出溶媒を加えた。抽出溶媒は水1重量部に対して、アルコール類(メタノール、エタノール、プロパノール)1重量部を混合したものをそれぞれ用いた。
室温で3時間、毎分120回転で円運動で振盪しながら抽出した。その後、毎分12000回転で10分間遠心し、上清を回収した。残渣に10mLの抽出溶媒を加えて撹拌し、再び毎分12000回転で10分間遠心し、上清を回収した。残渣に、再度、抽出溶媒10mLを加えて攪拌・遠心した後、上清を回収した。回収した上清を合わせて50mLに定容した後、適宜水で希釈し、ポアサイズ0.45μmのメンブランフィルターで濾過して分析用試料を得た。
(1-2) When hydrous alcohol was used as a solvent Lyophilized fig leaf (Precos Ronde de Bordeaux species) was pulverized, 0.2 g thereof was placed in an Erlenmeyer flask, and 30 mL of extraction solvent was added. As the extraction solvent, 1 part by weight of water and 1 part by weight of alcohol (methanol, ethanol, propanol) were mixed.
Extraction was carried out at room temperature for 3 hours at 120 revolutions per minute with circular motion shaking. Thereafter, centrifugation was performed at 12,000 rpm for 10 minutes, and the supernatant was collected. 10 mL extraction solvent was added to the residue and stirred, and centrifuged again at 12,000 rpm for 10 minutes, and the supernatant was collected. The residue was again added with 10 mL of extraction solvent, stirred and centrifuged, and then the supernatant was collected. The collected supernatants were combined and made up to a volume of 50 mL, diluted with water as appropriate, and filtered through a membrane filter having a pore size of 0.45 μm to obtain a sample for analysis.

各機能性成分のピーク面積を比較した結果を表2に示す。   The results of comparing the peak areas of the functional components are shown in Table 2.

Figure 2011068622
Figure 2011068622

この結果、ルチンおよびカフェリンゴ酸は、三種の含水アルコールの何れにおいても効率よく抽出できるものと認められた。ルチンやカフェリンゴ酸に関してはメタノール水溶液を用いた場合が最も良く成分を抽出できる事が判明した。IPGは、ルチンおよびカフェリンゴ酸より少量であるが、抽出されている。   As a result, it was recognized that rutin and caffeic acid can be efficiently extracted from any of the three types of hydrous alcohols. As for rutin and caffeic acid, it was found that the components can be extracted best when an aqueous methanol solution is used. IPG is a small amount but extracted from rutin and caffeic acid.

(1−3)溶媒として含水アルコールを使用し、アルコールの比率を変更した場合
凍結乾燥したイチジク葉(プレコス・ロンデ・ド・ボルドー種およびネグロ・ラーゴ種)を粉砕し、その0.2gを三角フラスコに入れ、30mLの抽出溶媒を加えた。抽出溶媒は、プレコス・ロンデ・ド・ボルドー種には水1重量部とメタノール1又は3重量部とを混合したものを用い、ネグロ・ラーゴ種には水1重量部とエタノール1又は3重量部とを混合したものを用いた。尚、比較対照として、プレコス・ロンデ・ド・ボルドー種を使用した場合においては、メタノールのみを抽出溶媒としたものを用いた。
(1-3) When hydrous alcohol is used as a solvent and the ratio of alcohol is changed Lyophilized fig leaves (Precos Ronde de Bordeaux species and Negro Lago species) are pulverized and 0.2 g of them is triangular Place in a flask and add 30 mL of extraction solvent. The extraction solvent is a mixture of 1 part by weight of water and 1 or 3 parts by weight of methanol for Precos Ronde de Bordeaux, and 1 part by weight of water and 1 or 3 parts by weight of ethanol for Negro-Lago. And a mixture thereof. As a control for comparison, when Precos Ronde de Bordeaux was used, a methanol-only extraction solvent was used.

各機能性成分のピーク面積を比較した結果を表3,4に示す。   Tables 3 and 4 show the results of comparing the peak areas of the functional components.

Figure 2011068622
Figure 2011068622

Figure 2011068622
Figure 2011068622

水とメタノールの混合比を変えた溶媒で抽出した結果(表3)、メタノール比率を高めるとIPGの抽出は向上するものと認められた。水とエタノールの混合比を変えた溶媒で抽出した結果(表4)、メタノールの場合と同様の傾向が観察された。   As a result of extraction with a solvent in which the mixing ratio of water and methanol was changed (Table 3), it was recognized that the extraction of IPG was improved when the methanol ratio was increased. As a result of extraction with a solvent in which the mixing ratio of water and ethanol was changed (Table 4), the same tendency as in the case of methanol was observed.

以上より、生の葉からの機能性成分を抽出する場合、水ではカフェリンゴ酸やIPGが殆ど抽出されないのに対して、溶媒として含水アルコールを使用すれば、機能性成分が効率よく抽出できるものと認められた。当該アルコールとしては、メタノールおよびエタノールが好ましく、水およびアルコールの混合比率は1:1〜1:3が好ましいことが判明した。
また、IPGの抽出効率を向上させたい場合は、メタノールの混合比率を上昇させればよく、好ましくは、メタノールのみで抽出するとよいことが判明した。
From the above, when extracting functional components from raw leaves, water can hardly extract caffeic acid and IPG, but if water-containing alcohol is used as a solvent, functional components can be extracted efficiently. It was recognized. As the alcohol, methanol and ethanol are preferable, and it has been found that the mixing ratio of water and alcohol is preferably 1: 1 to 1: 3.
Further, it has been found that in order to improve the extraction efficiency of IPG, it is sufficient to increase the mixing ratio of methanol, and it is preferable to extract only with methanol.

〔実施例2〕
機能性成分の抽出効率を向上させるために有効な抽出方法を検討した。本実施例では、植物体に対して加熱処理、揉念処理、乾燥処理、および、抽出処理を行う。抽出に使用する抽出溶媒は熱水とした。
植物体のイチジク葉はショートブリッジ種のイチジク樹より、新梢先端から第5節までの葉(若葉)を採取した。採取した葉を約2センチ角に刻み、その一部を直ちに製茶用に供し、残りを冷凍保存した。
[Example 2]
An effective extraction method was investigated to improve the extraction efficiency of functional components. In the present embodiment, a heat treatment, a care process, a drying process, and an extraction process are performed on the plant body. The extraction solvent used for extraction was hot water.
As the fig leaf of the plant body, leaves (young leaves) from the tip of the new treetop to the fifth node were collected from the fig tree of the short bridge type. The collected leaves were cut into approximately 2 cm squares, a part of which was immediately used for making tea, and the rest was stored frozen.

(製茶処理)
刻んだイチジク葉を蒸し器に収容し、蒸煮した(加熱処理)。本実施例の加熱処理では、蒸し始めから終わりまでの時間を約4分間に設定したため、イチジク葉が100℃で加熱される時間は概ね70〜80秒である。
ホットプレート天板にクラフト紙を敷き、その上に加熱処理を終えたイチジク葉を移した。ホットプレートの天板を70〜100℃程度に加熱しながら上で、手作業でイチジク葉を揉捻した(揉念処理)。本実施例の揉念処理では、イチジク葉の温度を40〜45℃程度になるようにした。処理時間は、約30分であった。揉念処理後のイチジク葉を送風式乾燥器に入れ、60℃で4時間乾燥させた(乾燥処理)。乾燥処理後、直ちにアルミ箔をラミネートした樹脂フィルム袋で密封包装し、冷凍保存した。
(Tea processing)
The chopped fig leaves were placed in a steamer and cooked (heat treatment). In the heat treatment of this example, the time from the start to the end of steaming was set to about 4 minutes, so the time for heating the fig leaf at 100 ° C. is approximately 70 to 80 seconds.
Kraft paper was laid on the hot plate top, and the fig leaf after the heat treatment was transferred onto it. While heating the top plate of the hot plate to about 70 to 100 ° C., the fig leaf was twisted manually (relief process). In the idea process of this example, the temperature of the fig leaf was set to about 40 to 45 ° C. The processing time was about 30 minutes. The fig leaf after the elaborate treatment was placed in a blower dryer and dried at 60 ° C. for 4 hours (drying treatment). Immediately after the drying treatment, it was hermetically sealed in a resin film bag laminated with an aluminum foil and stored frozen.

(機能性成分の抽出)
上述した製茶処理済みのイチジク葉、および、製茶処理を行わずに凍結乾燥したイチジク葉のそれぞれ1gに、80℃の湯100mLを添加し、3分間、静置した。3分経過後に撹拌し、200メッシュのナイロンメッシュで濾過して抽出液を得た(抽出処理)。抽出液は室温になるまで放置した。適宜水で希釈し、ポアサイズ0.45μmのメンブランフィルターで濾過して分析用試料とした。
(Extraction of functional ingredients)
100 g of 80 ° C. hot water was added to 1 g of each of the above-described fig-treated tea leaves and fig leaves lyophilized without performing the tea-treatment, and allowed to stand for 3 minutes. After 3 minutes, the mixture was stirred and filtered through a 200 mesh nylon mesh to obtain an extract (extraction treatment). The extract was left to reach room temperature. The sample was appropriately diluted with water and filtered through a membrane filter having a pore size of 0.45 μm to obtain a sample for analysis.

機能性成分の分析方法は、分析用試料の10μLを液体クロマトグラフ−質量分析計(LC−MS装置:アジレント社製)に注入して検出・定量した。分析条件は、実施例1と同様の条件で行なった(表1)。   The analysis method of the functional component was detected and quantified by injecting 10 μL of the analysis sample into a liquid chromatograph-mass spectrometer (LC-MS apparatus: manufactured by Agilent). The analysis conditions were the same as in Example 1 (Table 1).

製茶処理済みのイチジク葉、および、製茶処理を行わずに凍結乾燥したイチジク葉における80℃熱水抽出液の波長250nmにおけるHPLCクロマトグラムの分析結果を、図3(製茶処理済みイチジク葉),図4(凍結乾燥イチジク葉)に示す。また、各機能性成分のピーク面積を比較した結果を表5に示す。   Fig. 3 (tea-treated fig leaf) and Fig. 3 (tea-treated fig leaf) of the fig leaf that had been tea-treated and the fig leaf that had been freeze-dried without tea-treatment and the 80 ° C hot water extract at a wavelength of 250 nm. 4 (freeze-dried fig leaf). Table 5 shows the results of comparison of the peak areas of the functional components.

Figure 2011068622
Figure 2011068622

この結果、凍結乾燥イチジク葉から抽出した抽出液に比べて、製茶処理済みイチジク葉から抽出した抽出液には、機能性成分であるルチン・カフェリンゴ酸・IPGが多量に含まれることが判明した。即ち、植物体に対して加熱処理、揉念処理、乾燥処理、および、抽出処理を行うことで、機能性成分を効率よく取得できるものと認められた。   As a result, it was found that the extract extracted from the tea-treated fig leaves contained a large amount of functional components rutin, caffeic acid, and IPG, compared to the extract extracted from freeze-dried fig leaves. . That is, it was recognized that the functional component can be efficiently obtained by performing a heat treatment, a care process, a drying process, and an extraction process on the plant body.

〔実施例3〕
植物体の若葉における機能性成分の含有量を調べた。本実施例では、5品種(テマリイチジク、プレコス・ロンデ・ド・ボルドー、桝井ドーフィン、ダルマティー、ネグローネ)のイチジク樹より、新梢先端から第5節までの葉(若葉)を6月に採取した。採取した葉を約2センチ角に刻み、直ちに冷凍保存した。
Example 3
The content of functional components in young leaves of the plant was examined. In this example, leaves (young leaves) from the tip of the new treetop to the 5th node are collected in June from the fig tree of five varieties (Temari fig, Precos Ronde de Bordeaux, Sakurai Dauphin, Dalmaty, Negrone). did. The collected leaves were cut into approximately 2 cm squares and immediately stored frozen.

(機能性成分の抽出)
イチジク葉は凍結乾燥した後に粉砕し、0.2gを三角フラスコに入れ、30mLの抽出溶媒を加えた。抽出溶媒は、ルチンおよびカフェリンゴ酸の抽出には水1重量部とメタノール3重量部を混合したものを用い、IPGの抽出には0.1%塩酸添加メタノールを使用した。抽出溶媒を添加した後、室温で3時間、毎分120回転で円運動で振盪しながら抽出した。その後、毎分12000回転で10分間遠心し、上清を回収した。残渣に、再度、抽出溶媒を10mL加えて撹拌・遠心した後、上清を回収する操作を二回繰り返した。回収した上清を合わせて50mLに定容した後、適宜水で希釈し、ポアサイズ0.45μmのメンブランフィルターで濾過して分析用試料を得た。
(Extraction of functional ingredients)
Fig leaves were lyophilized and then ground, 0.2 g was placed in an Erlenmeyer flask, and 30 mL of extraction solvent was added. The extraction solvent used was a mixture of 1 part by weight of water and 3 parts by weight of methanol for the extraction of rutin and caffeic acid, and 0.1% hydrochloric acid-added methanol was used for the extraction of IPG. After the extraction solvent was added, extraction was performed at room temperature for 3 hours at 120 revolutions per minute with circular motion shaking. Thereafter, centrifugation was performed at 12,000 rpm for 10 minutes, and the supernatant was collected. The operation of adding 10 mL of the extraction solvent to the residue again, stirring and centrifuging, and then collecting the supernatant was repeated twice. The collected supernatants were combined and made up to a volume of 50 mL, diluted with water as appropriate, and filtered through a membrane filter having a pore size of 0.45 μm to obtain a sample for analysis.

機能性成分は、分析用試料の5μLを液体クロマトグラフ−質量分析計(LC−MS装置:アジレント社製)に注入して検出・定量した。分析条件は以下の通りである(表6)。   The functional component was detected and quantified by injecting 5 μL of the sample for analysis into a liquid chromatograph-mass spectrometer (LC-MS apparatus: manufactured by Agilent). The analysis conditions are as follows (Table 6).

Figure 2011068622
Figure 2011068622

各機能性成分の含有量を比較した結果を表7に示す。単位は乾物1g当たりの重量(mg)である。   Table 7 shows the results of comparing the contents of the functional components. The unit is weight (mg) per gram of dry matter.

Figure 2011068622
Figure 2011068622

この結果、ルチンとカフェリンゴ酸は「テマリイチジク」が顕著に多く、IPGは「プレコス・ロンデ・ド・ボルドー」が顕著に多いことが判明した。   As a result, it was found that “Temari fig” was remarkably many for rutin and caffeic acid, and “Precos Ronde de Bordeaux” was remarkably many for IPG.

〔実施例4〕
イチジク3品種(シュガー、早生ドーフィン、ショート・ブリッジ)について、新梢における着生位置によって機能性成分がどのように変動するかを調査した。
新梢の先端部より第5節目までの葉を若葉、新梢の中位(10節目程度)に着生する葉を成葉(成熟葉)とした。採取した葉を約2センチ角に刻み、その一部を直ちに製茶用に供し、残りを冷凍保存した。
本実施例の製茶処理は実施例2に記載の製茶処理と同様の手法で行なった。
また、本実施例の機能性成分の抽出は、抽出溶媒を水1重量部とメタノール3重量部を混合したものに統一したこと以外は、実施例3に記載の機能性成分の抽出と同様の手法で行ない、製茶処理済みイチジク葉については実施例2に記載の機能性成分の抽出と同様の手法で行なった。
機能性成分の分析は、実施例3に記載の手法によって行なった(表6)。
Example 4
We investigated how the functional components of three fig varieties (sugar, early dough fin, and short bridge) fluctuate depending on the location of the new shoots.
The leaves from the tip of the new treetop to the fifth node were young leaves, and the leaves that grew in the middle of the new tree (about the tenth node) were adult leaves (mature leaves). The collected leaves were cut into approximately 2 cm squares, a part of which was immediately used for making tea, and the rest was stored frozen.
The tea production process of this example was performed by the same method as the tea production process described in Example 2.
In addition, the extraction of the functional component of this example was the same as the extraction of the functional component described in Example 3 except that the extraction solvent was unified to a mixture of 1 part by weight of water and 3 parts by weight of methanol. For the fig-treated tea leaves, the same procedure as the extraction of functional components described in Example 2 was performed.
The functional component was analyzed by the method described in Example 3 (Table 6).

製茶処理済みのイチジク葉、および、製茶処理を行わずに凍結乾燥したイチジク葉における各機能性成分の含有量を比較した結果を表8(凍結乾燥イチジク葉),表9(製茶処理済みイチジク葉)に示す。単位は乾物1g当たりの重量(mg)である。   Table 8 (freeze-dried fig leaf) and Table 9 (tea-treated fig leaf) show the results of comparing the content of each functional component in the tea leaf-treated fig leaf and the fig leaf freeze-dried without tea-making. ). The unit is weight (mg) per gram of dry matter.

Figure 2011068622
Figure 2011068622

Figure 2011068622
Figure 2011068622

凍結乾燥イチジク葉(表8)および製茶処理済みイチジク葉(表9)においては、全ての品種・成分で若葉の方が多かった。   In freeze-dried fig leaves (Table 8) and tea-treated fig leaves (Table 9), there were more young leaves in all varieties / components.

〔実施例5〕
イチジク樹において、機能性成分が最も多い時期を調査した。調査対象は、プレコス・ロンデ・ド・ボルドー種における新梢先端部より第5節目までの若葉とした。調査は、出葉から落葉までの期間である6〜11月までのイチジク葉において、6月と8月に採取することにより行なった。採取した葉を約2センチ角に刻み、その一部を直ちに製茶用に供し、残りを冷凍保存した。
本実施例の製茶処理は実施例2に記載の製茶処理と同様の手法で行なった。
また、本実施例の機能性成分の抽出は、凍結乾燥イチジク葉についてはIPGの抽出における抽出溶媒をメタノールとしたこと以外は、実施例3に記載の機能性成分の抽出と同様の手法で行ない、製茶処理済みイチジク葉については実施例2に記載の機能性成分の抽出と同様の手法で行なった。
機能性成分の分析は、実施例3に記載の手法によって行なった(表6)。
Example 5
In the fig tree, the period when the functional component was the most was investigated. The survey subjects were young leaves from the tip of the shoot to the 5th node in the Precos Ronde de Bordeaux species. The survey was carried out by collecting in June and August on fig leaves from June to November, which is the period from emergence to fallen leaves. The collected leaves were cut into approximately 2 cm squares, a part of which was immediately used for making tea, and the rest was stored frozen.
The tea production process of this example was performed by the same method as the tea production process described in Example 2.
Further, the functional component extraction of this example is performed in the same manner as the functional component extraction described in Example 3 except that methanol is used as the extraction solvent in the extraction of IPG for freeze-dried fig leaves. In addition, the tea leaf-treated fig leaves were obtained in the same manner as the functional component extraction described in Example 2.
The functional component was analyzed by the method described in Example 3 (Table 6).

製茶処理済みのイチジク葉、および、製茶処理を行わずに凍結乾燥したイチジク葉における各機能性成分の含有量を比較した結果を表10(凍結乾燥イチジク葉),表11(製茶処理済みイチジク葉)に示す。単位は乾物1g当たりの重量(mg)である。   Table 10 (freeze-dried fig leaf) and Table 11 (tea-treated fig leaf) show the results of comparing the content of each functional component in the tea leaf-treated fig leaf and the fig leaf freeze-dried without tea treatment. ). The unit is weight (mg) per gram of dry matter.

Figure 2011068622
Figure 2011068622

Figure 2011068622
Figure 2011068622

この結果、ルチンとカフェリンゴ酸は6月に採取した葉の方が多く、IPGは8月採取の方が多くなるものと認められた。   As a result, it was recognized that more rutin and caffeic acid were collected in June, and more IPG was collected in August.

〔実施例6〕
イチジク樹から採取したイチジク葉に対して低温貯蔵処理を行った場合に、機能性成分がどのように変動するかを調査した。
Example 6
When the low-temperature storage treatment was performed on the fig leaf collected from the fig tree, how the functional component fluctuated was investigated.

桝井ドーフィン種のイチジク樹より新梢先端から第5節までの葉(若葉)を採取した。採取した葉を約2センチ角に刻み、約100gを厚さ0.04mm、大きさ260×380mmの低密度ポリエチレン(LDPE)袋に密封し、4℃で10日間貯蔵した(低温貯蔵処理)。
低温貯蔵処理が終わったイチジク葉は、その一部を直ちに製茶用に供し、残りを冷凍保存した。
本実施例の製茶処理は実施例2に記載の製茶処理と同様の手法で行なった。
また、本実施例の機能性成分の抽出は、実施例4に記載の機能性成分の抽出と同様の手法で行ない、製茶処理済みイチジク葉については実施例2に記載の機能性成分の抽出と同様の手法で行なった。
機能性成分の分析は、実施例3に記載の手法によって行なった(表6)。
Leaves (young leaves) from the tip of the new treetop to the fifth node were collected from the fig tree of the Sakurai Dauphin species. The collected leaves were cut into about 2 cm squares, and about 100 g was sealed in a low density polyethylene (LDPE) bag having a thickness of 0.04 mm and a size of 260 × 380 mm, and stored at 4 ° C. for 10 days (low temperature storage treatment).
A portion of the fig leaf that had undergone the low-temperature storage treatment was immediately subjected to tea making, and the rest was stored frozen.
The tea production process of this example was performed by the same method as the tea production process described in Example 2.
In addition, the extraction of the functional component of this example is performed in the same manner as the extraction of the functional component described in Example 4, and the extraction of the functional component described in Example 2 for the tea-treated fig leaves is performed. The same method was used.
The functional component was analyzed by the method described in Example 3 (Table 6).

製茶処理済みのイチジク葉、および、製茶処理を行わずに凍結乾燥したイチジク葉における各機能性成分の含有量を比較した結果を表12(凍結乾燥イチジク葉:乾物1g当たりの重量(mg))、表13(製茶処理済みイチジク葉:茶液100ml当たりの成分mg(mg/100ml))に示す。   Table 12 shows the results of comparing the content of each functional component in fig leaves that have been tea-treated and figs that have been freeze-dried without tea treatment (freeze-dried fig leaves: weight per gram of dry matter (mg)). Table 13 (tea-treated fig leaves: component mg per 100 ml of tea liquid (mg / 100 ml)).

Figure 2011068622
Figure 2011068622

Figure 2011068622
Figure 2011068622

この結果、凍結乾燥イチジク葉においては、低温貯蔵処理を行うことにより、カフェリンゴ酸が約1割程度増加しており、ルチン・IPGは微増することが確認できた。
また、製茶処理済みイチジク葉においては、低温貯蔵処理を行うことにより、ルチン、カフェリンゴ酸、IPGのいずれも約1〜2割程度増加することが確認できた。また、ポリフェノールの一種であるクロロゲン酸についても、無処理の場合(57)に比べて低温貯蔵処理の場合(78)は34%増加することが確認できた(ピーク面積比)。
As a result, in freeze-dried fig leaves, it was confirmed that the low-temperature storage treatment increased caffe malic acid by about 10% and slightly increased rutin / IPG.
In addition, it was confirmed that in the fig-treated tea leaves, all of rutin, caffeic acid and IPG increased by about 10 to 20% by performing a low temperature storage treatment. It was also confirmed that chlorogenic acid, a kind of polyphenol, increased 34% in the case of low temperature storage treatment (78) compared to the case of no treatment (57) (peak area ratio).

本発明は、植物体から抽出した機能性成分を含有する植物抽出組成物およびその製造方法に利用できる。   INDUSTRIAL APPLICATION This invention can be utilized for the plant extraction composition containing the functional component extracted from the plant body, and its manufacturing method.

Claims (11)

単一の植物体から抽出した機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する植物抽出組成物。   A plant extract composition comprising rutin, caffemalic acid and isopsolar acid glucoside as functional components extracted from a single plant. 前記植物体がイチジクである請求項1に記載の植物抽出組成物。   The plant extract composition according to claim 1, wherein the plant body is a fig. 前記植物体がイチジクの新梢先端部の若葉である請求項2に記載の植物抽出組成物。   The plant extract composition according to claim 2, wherein the plant body is a young leaf at a tip of a new shoot of a fig. 前記イチジクがテマリイチジク又はプレコス・ロンデ・ド・ボルドーである請求項2又は3に記載の植物抽出組成物。   The plant extract composition according to claim 2 or 3, wherein the fig is Temari fig or Precos Ronde de Bordeaux. 単一の植物体に抽出溶媒であるアルコールまたは含水アルコールの何れかを添加し、機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する抽出組成物を取得する抽出処理を行なう植物抽出組成物の製造方法。   A plant extract composition that performs extraction processing to obtain an extract composition containing rutin, caffemalic acid and isopsolar acid glucoside as functional components by adding either alcohol or hydrous alcohol as an extraction solvent to a single plant body Manufacturing method. 前記アルコールおよび前記含水アルコールに含まれるアルコールがメタノール又はエタノールである請求項5に記載の植物抽出組成物の製造方法。   The method for producing a plant extract composition according to claim 5, wherein the alcohol and the alcohol contained in the hydrous alcohol are methanol or ethanol. 前記含水アルコールにおいて、水とアルコールとの混合比率が1:1〜1:3である請求項5又は6に記載の植物抽出組成物の製造方法。   The method for producing a plant extract composition according to claim 5 or 6, wherein in the hydrous alcohol, the mixing ratio of water and alcohol is 1: 1 to 1: 3. 前記抽出溶媒が、前記アルコールに酸を終濃度が0.1〜5%となるように添加した酸−アルコール溶媒である請求項6に記載の植物抽出組成物の製造方法。   The method for producing a plant extract composition according to claim 6, wherein the extraction solvent is an acid-alcohol solvent obtained by adding an acid to the alcohol so that the final concentration is 0.1 to 5%. 単一の植物体を蒸煮する加熱処理、
前記加熱処理を行った植物体を揉念する揉念処理、
前記揉念処理を行った植物体を乾燥する乾燥処理、
前記乾燥した植物体に抽出溶媒である熱水を添加し、機能性成分としてルチン、カフェリンゴ酸およびイソプソラル酸グルコシドを含有する抽出組成物を取得する抽出処理、
を行なう植物抽出組成物の製造方法。
Heat treatment to boil a single plant,
A remembrance treatment to devour the heat-treated plant,
A drying treatment for drying the plant body that has undergone the above-mentioned conception treatment,
Extraction treatment to add hot water as an extraction solvent to the dried plant body to obtain an extraction composition containing rutin, caffemalic acid and isopsolar acid glucoside as functional components,
A method for producing a plant extract composition.
前記加熱処理は95℃〜100℃の蒸気で0.5〜10分間行い、前記揉念処理は茶葉温が35〜60℃となる状態で25〜40分間行い、前記乾燥処理は55〜65℃で2〜5時間行なう請求項9に記載の植物抽出組成物の製造方法。   The heat treatment is performed with steam at 95 ° C. to 100 ° C. for 0.5 to 10 minutes, the careful treatment is performed for 25 to 40 minutes with the tea leaf temperature being 35 to 60 ° C., and the drying treatment is 55 to 65 ° C. The method for producing a plant extract composition according to claim 9, which is performed for 2 to 5 hours. 前記植物体が、樹脂フィルム袋で包装し、低温で所定期間保管する低温貯蔵処理を行ったイチジク葉である請求項5〜10の何れか一項に記載の植物抽出組成物の製造方法。   The method for producing a plant extract composition according to any one of claims 5 to 10, wherein the plant body is a fig leaf that has been subjected to a low-temperature storage treatment in which the plant body is packaged in a resin film bag and stored at a low temperature for a predetermined period.
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JP2011184310A (en) * 2010-03-04 2011-09-22 Toyo Institute Of Food Technology Antiallergic composition derived from fig and method for producing the same

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JP2007284373A (en) * 2006-04-14 2007-11-01 Okinawa Green Life:Kk Anthocyanidin and method for extracting the same
JP2008308630A (en) * 2007-06-18 2008-12-25 Azabu Jui Gakuen Antioxidant derived from compositae plant, method for producing the same, and 2,4-hexadienal derivative
JP2009108025A (en) * 2008-06-19 2009-05-21 Tsujido Kagaku Kk Therapeutic agent
CN101843665A (en) * 2010-06-01 2010-09-29 山东大学 Fig leaf extract lozenges

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6279761A (en) * 1985-10-02 1987-04-13 Tsuneo Yasuda Production of fig tea using new shoot and leaf of fig
JP2007284373A (en) * 2006-04-14 2007-11-01 Okinawa Green Life:Kk Anthocyanidin and method for extracting the same
JP2008308630A (en) * 2007-06-18 2008-12-25 Azabu Jui Gakuen Antioxidant derived from compositae plant, method for producing the same, and 2,4-hexadienal derivative
JP2009108025A (en) * 2008-06-19 2009-05-21 Tsujido Kagaku Kk Therapeutic agent
CN101843665A (en) * 2010-06-01 2010-09-29 山东大学 Fig leaf extract lozenges

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011184310A (en) * 2010-03-04 2011-09-22 Toyo Institute Of Food Technology Antiallergic composition derived from fig and method for producing the same

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