JPH10202002A - Improved method for extracting extract of guava leaf - Google Patents
Improved method for extracting extract of guava leafInfo
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- JPH10202002A JPH10202002A JP9046858A JP4685897A JPH10202002A JP H10202002 A JPH10202002 A JP H10202002A JP 9046858 A JP9046858 A JP 9046858A JP 4685897 A JP4685897 A JP 4685897A JP H10202002 A JPH10202002 A JP H10202002A
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- extract
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- extraction
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- Extraction Or Liquid Replacement (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、グアバ葉から、良質の
エキスを得るための改良抽出法に関する。The present invention relates to an improved extraction method for obtaining a high quality extract from guava leaves.
【０００２】[0002]
【従来技術と発明が解決すべき課題】古来、中国を始め
東南アジア諸国において、グアバ葉を煎じた水溶液を止
瀉、胃腸薬として飲用されているほか、パーラ茶と称し
茶の代用ともなっている。近年、我が国でも、グアバ葉
抽出液が糖尿病を始め、高血圧、便秘、肥満、下痢等に
有効であるとして、注目を集めている。グアバ葉には多
量のタンニン、ビタミン類、フラボノール、精油等が含
まれており、それらのいずれかの成分が単独で、あるい
は総合的に上記の効果を奏すると考えられている。従っ
て、特定の疾患の治療のみならず一般的な健康維持のた
めにもグアバ葉エキスの需要が高まっているが、長時間
煎じる方法は、極めて面倒で困難なため、より簡便に利
用でき、流通に適したグアバ葉エキスが市場に提供され
ている。それらのエキスは、主に水−アルコール又は低
級ケトン溶媒で工業的にグアバ葉を抽出することで得ら
れるが、このようにして得られるエキスは青臭い不快臭
があって不味い上、水溶解性も良くない（１ｇを水２０
０ｍｌに溶かしても濁る）等の問題点を有していた。2. Description of the Related Art Since ancient times, in China and other Southeast Asian countries, aqueous solutions in which guava leaves have been decocted have been used as antidiarrheals and as a gastrointestinal medicine. In recent years, in Japan, guava leaf extract has attracted attention as being effective for diabetes, hypertension, constipation, obesity, diarrhea, and the like. Guava leaves contain a large amount of tannins, vitamins, flavonols, essential oils, and the like, and it is considered that any one of these components alone or in combination has the above effects. Therefore, there is an increasing demand for guava leaf extract not only for the treatment of specific diseases but also for general health maintenance, but the method of infusing for a long time is extremely cumbersome and difficult, so that it can be more easily used and distributed. Guava leaf extract is available on the market. These extracts are mainly obtained by industrially extracting guava leaves with a water-alcohol or lower ketone solvent, but the extracts obtained in this way have a nasty unpleasant odor and are not only tasteless but also soluble in water. Not good (1 g water 20
(It becomes turbid even if dissolved in 0 ml).
【０００３】[0003]
【課題を解決するための手段】本発明者らは、風味と水
溶解性の良いグアバ葉エキスを効率良く得る方法を開発
するために鋭意、研究を重ねた結果、グアバ葉を抽出溶
媒で抽出して得られる抽出液を適宜濃縮して得られる部
分濃縮液から、難溶性の成分を除去すると、従来のグア
バ葉エキスにおける風味や水溶解性に関する問題が解決
されることを見い出し、本発明を完成した。即ち、本発
明は、グアバ葉を水又は親水性溶媒、又はこれらの混合
物により抽出し、得られた抽出液を部分濃縮し、部分濃
縮液から抽出溶媒に難溶性の物質を除去した後、部分濃
縮液を再度濃縮することを特徴とするグアバ葉エキスの
製造方法を提供するものである。このようにして得られ
たグアバ葉エキス（以下、エキスということもある）
は、従来のエキスに特有の不快臭や不味さがなく、風味
が良い上、水溶解性にも優れており、食品、医薬品、医
薬部外品等に用いることができる。Means for Solving the Problems The present inventors have conducted intensive studies to develop a method for efficiently obtaining a guava leaf extract having good flavor and water solubility, and as a result, extracted guava leaves with an extraction solvent. From the partially concentrated solution obtained by appropriately concentrating the extract obtained by removing the poorly soluble component, it was found that the problems related to flavor and water solubility in conventional guava leaf extract were solved, and the present invention completed. That is, the present invention provides a method for extracting guava leaves with water or a hydrophilic solvent, or a mixture thereof, partially concentrating the obtained extract, removing a substance that is hardly soluble in the extraction solvent from the partially concentrated solution, It is intended to provide a method for producing a guava leaf extract, which comprises concentrating the concentrated solution again. Guava leaf extract obtained in this manner (hereinafter sometimes referred to as extract)
Has no unpleasant odor or taste that is peculiar to conventional extracts, has good flavor, and has excellent water solubility, and can be used for foods, pharmaceuticals, quasi-drugs and the like.
【０００４】[0004]
【発明を実施するための最良の形態】本発明方法は、
１）グアバ葉の抽出、２）部分濃縮及び濃縮液の処理、
及び３）再濃縮の３工程に大別できるが、第１の工程
は、従来グアバ葉の抽出に用いられていた既知の方法で
行うことができる。しかしながら、良質のエキスを効率
良く得るには、グアバ葉を、水又は親水性溶媒、又はこ
れらの混合物で抽出する。親水性溶媒としては第一級ア
ルコール又は低級ケトンが好ましく、メタノール、エタ
ノール、ブタノール等のアルコール及びアセトンがより
好ましい。最も好ましいのは、エタノールである。ま
た、水溶性成分とアルコール又は低級ケトンに可溶性の
成分とを充分に抽出するために、水とこれらの親水性溶
媒との混合溶媒で抽出することが好ましい。通常、水と
混合溶媒の配合比は、６：４〜３：７の範囲であるが、
これに限定されない。また、抽出溶媒の使用量はグアバ
葉の状態によって異なるが、乾燥グアバ葉の場合、重量
比で８〜１０倍の溶媒を用いる。抽出温度も任意である
が、５０〜７０℃に加温し、常圧又は１〜１．５ｋｇ／
ＣＭ２の加圧下に、数十分から数時間抽出する。BEST MODE FOR CARRYING OUT THE INVENTION
1) extraction of guava leaves, 2) partial concentration and treatment of concentrated liquid,
And 3) Reconcentration can be roughly divided into three steps. The first step can be performed by a known method conventionally used for extracting guava leaves. However, to obtain a good quality extract efficiently, guava leaves are extracted with water or a hydrophilic solvent, or a mixture thereof. As the hydrophilic solvent, primary alcohols or lower ketones are preferable, and alcohols such as methanol, ethanol and butanol and acetone are more preferable. Most preferred is ethanol. In order to sufficiently extract a water-soluble component and a component soluble in alcohol or lower ketone, it is preferable to extract with a mixed solvent of water and a hydrophilic solvent thereof. Usually, the mixing ratio of water and the mixed solvent is in the range of 6: 4 to 3: 7,
It is not limited to this. The amount of the extraction solvent used varies depending on the state of guava leaves. In the case of dried guava leaves, a solvent having a weight ratio of 8 to 10 times is used. The extraction temperature is also arbitrary, but it is heated to 50 to 70 ° C., and at normal pressure or 1 to 1.5 kg /
Under pressure of the CM 2, extracted from a few tens of minutes to several hours.
【０００５】部分濃縮するためには、抽出液を、室温〜
７０℃、好ましくは３０〜４０℃で体積が原液の約１〜
１０割、好ましくは約５〜６割になるまで、減圧濃縮す
る。濃縮液から抽出溶媒に難溶性の物質を除去する方法
としては、部分濃縮液を低温条件下で放置し、固液分離
して沈降性物質を除去する方法（沈降法）と、部分濃縮
液を炭化水素溶剤で処理し、有機溶剤可溶性成分を除去
する方法（抽出法）があり、いずれの方法でも目的の良
質のエキスを得ることができる。或いは、これらの方法
を適宜併用してもよい。沈降法の場合、部分濃縮液を０
〜５０℃、好ましくは５〜２０℃の低温条件下で、沈降
するに十分な時間、通常、５〜２４時間放置して不溶性
成分を沈降させ、遠心分離又は減圧ろ過して固液分離す
る。また、抽出法の場合、部分濃縮液を、その約０．５
〜３倍の容量の炭化水素系溶剤、例えばヘキサン、ヘプ
タン等で、室温で抽出し、分液して該溶剤に可溶性の成
分を除去する。[0005] In order to partially concentrate the extract, the extract is kept at room temperature to
70 ° C., preferably 30 to 40 ° C., having a volume of about 1 to
The solution is concentrated under reduced pressure to 100%, preferably about 50 to 60%. As a method for removing a substance that is hardly soluble in the extraction solvent from the concentrated liquid, a method in which the partially concentrated liquid is left under low-temperature conditions and solid-liquid separation is performed to remove a sedimentable substance (sedimentation method) There is a method (extraction method) of treating with a hydrocarbon solvent to remove organic solvent-soluble components, and any of these methods can provide a desired high-quality extract. Alternatively, these methods may be appropriately used in combination. In the case of the sedimentation method, use
Under low-temperature conditions of ５０50 ° C., preferably 5-20 ° C., the insoluble components are allowed to settle by allowing them to stand for a time sufficient for sedimentation, usually 5 to 24 hours, and then subjected to centrifugation or filtration under reduced pressure to perform solid-liquid separation. In the case of the extraction method, the partially concentrated liquid
Extraction is performed at room temperature with a hydrocarbon solvent of up to three times the volume, for example, hexane, heptane, or the like, and liquid separation is performed to remove components soluble in the solvent.
【０００６】次いで、処理後の部分濃縮液を上記同様
に、そのまま又は減圧下に適当な量まで濃縮する。得ら
れた最終濃縮液（液状エキス）はこのままでも使用でき
るが、スプレードライ又は凍結乾燥して粉末エキスとし
てもよい。この粉末エキスは、従来法で得られたグアバ
葉エキスは水溶解性に優れ（１ｇ／２００ｍｌでも濁ら
ない）、淡色で、青臭み等の不快な匂いや味がなく、飲
食に適する。なお、上記の部分濃縮及び／又は得られた
部分濃縮液の処理における条件等（濃縮の程度、沈降の
程度、抽出溶媒の種類等）を適宜選択することにより、
所望の性質を備えたエキスを得ることができ、そのよう
な改良法も本発明の範囲に包含される。Next, the treated partially concentrated solution is concentrated to an appropriate amount as it is or under reduced pressure in the same manner as described above. The obtained final concentrate (liquid extract) can be used as it is, but may be spray-dried or freeze-dried to obtain a powder extract. The guava leaf extract obtained by the conventional method is excellent in water solubility (it does not become cloudy even at 1 g / 200 ml), is light-colored, has no unpleasant odor or taste such as blue odor, and is suitable for eating and drinking. In addition, by appropriately selecting the conditions (the degree of concentration, the degree of sedimentation, the type of extraction solvent, etc.) in the above-mentioned partial concentration and / or the treatment of the obtained partially concentrated liquid,
An extract having desired properties can be obtained, and such improved methods are also included in the scope of the present invention.
【０００７】このように、本発明方法によれば、通常の
抽出法で抽出される成分中、有用な成分は含有するが、
味、臭い、色等に好ましくない影響を及ぼす成分を含有
しない良質のエキスを得ることができる。このことは、
タンニン等の有用成分をより濃縮し、かつ品質が向上さ
れうることを意味する。加えて、本発明方法によれば、
既存の設備を用いて、効率良く簡便に良質のエキスが得
られるのである。得られたエキスは、グアバ葉の有用成
分を含有しているので、健康食品、健康飲料、医薬品等
の原料として、広範囲に利用できる。As described above, according to the method of the present invention, useful components are contained in the components extracted by the ordinary extraction method.
It is possible to obtain a high-quality extract containing no components that adversely affect the taste, smell, color, and the like. This means
It means that useful components such as tannin can be more concentrated and quality can be improved. In addition, according to the method of the present invention,
Using existing equipment, a high-quality extract can be obtained efficiently and easily. Since the obtained extract contains useful components of guava leaves, it can be widely used as a raw material for health foods, health drinks, pharmaceuticals and the like.
【０００８】以下に実施例を挙げて本発明を説明する。 実施例１ 粉砕した乾燥グアバ葉２００ｇに水−エタノール（１：
１）の混合液１３２０ｍｌを加え、６０〜６２℃で１時
間加熱する。濾紙でろ過し、残渣に上記と同様の混合液
６８０ｍｌを加えて再度抽出し、合計１４４０ｍｌのろ
液を得た。このろ液から４０ｍｌを取り、約４０℃で減
圧濃縮してアルコールを除去した後、凍結乾燥をして原
液抽出工キス０．９３ｇを得た。残りのろ液１４００ｍ
ｌを２８０ｍｌずつに５等分（Ａ〜Ｅ）し、それぞれ、
以下のように処理した。 Ａ：そのまま５℃の冷蔵庫に入れ、１０時間沈降させた
後、２０００ｒｐｓｘ６ｍｉｎで遠心分離して固液分離
する。沈殿はそのまま冷凍乾燥し、沈殿Ａ０．３２ｇを
得た。液体は上記と同様、約４０℃で減圧濃縮してアル
コールを除去した後、凍結乾燥しで、抽出エキスＡ６．
３ｇを得た。 Ｂ：約４０℃で１８０ｍｌまで減圧濃縮し、濃縮液を上
記のＡの場合と同様に、５℃での沈降、遠心による固液
分離処理を行い、液体は約４０℃で減圧濃縮してアルコ
ールを除去した後、凍結乾燥して、抽出エキス末Ｂ５．
６ｇを得た。固体はそのまま冷凍乾燥して沈殿Ｂ０．８
５ｇを得た。 Ｃ〜Ｅ：Ｃは、約４０℃で１５０ｍｌまで、Ｄは１３０
ｍｌまで、Ｅは１００ｍｌまでそれぞれ減圧濃縮した
後、上記Ｂと同様に処理して、抽出エキスＣ、Ｄ、Ｅ及
び沈殿Ｃ、Ｄ、Ｅを得た。得られた各エキス末及び沈殿
のタンニン含有量を定量した。結果を以下の表１に示
す。Hereinafter, the present invention will be described with reference to examples. Example 1 Water-ethanol (1: 1) was added to 200 g of crushed dried guava leaves.
1320 ml of the mixture of 1) is added, and the mixture is heated at 60 to 62 ° C. for 1 hour. The mixture was filtered through filter paper, and 680 ml of the same mixture as above was added to the residue, followed by extraction again, to obtain a total of 1440 ml of filtrate. 40 ml was taken from the filtrate, concentrated under reduced pressure at about 40 ° C. to remove the alcohol, and lyophilized to obtain 0.93 g of a stock extract extract. 1400m of remaining filtrate
l is divided into 5 equal portions (A to E) in 280 ml portions,
The treatment was as follows. A: It is put in a refrigerator at 5 ° C. as it is and settled for 10 hours, and then centrifuged at 2,000 rps × 6 min to perform solid-liquid separation. The precipitate was freeze-dried to obtain 0.32 g of precipitate A. The liquid was concentrated under reduced pressure at about 40 ° C. to remove the alcohol in the same manner as described above, and then freeze-dried, and the extract A6.
3 g were obtained. B: Concentrate under reduced pressure to 180 ml at about 40 ° C, subject the concentrated liquid to solid-liquid separation by sedimentation at 5 ° C and centrifugation as in A above, and concentrate the liquid under reduced pressure at about 40 ° C , And then freeze-dried to obtain an extract powder B5.
6 g were obtained. The solid is freeze-dried as it is and the precipitate B0.8
5 g were obtained. C to E: C is up to 150 ml at about 40 ° C., D is 130
After concentration under reduced pressure to 100 ml and E to 100 ml, respectively, the mixture was treated in the same manner as in B to obtain extract extracts C, D and E and precipitates C, D and E. The tannin content of each obtained extract powder and precipitate was quantified. The results are shown in Table 1 below.
【０００９】実施例２ 粉砕した乾燥グアバ葉５０ｇに水−エタノール（１：
１）の混合液３３０ｍｌを加え、６５℃で１時間加熱し
た。濾紙でろ過し、残渣に上記と同様の混合液１７０ｍ
ｌを加えて再び抽出し、合計３６０ｍｌのろ液を得た。
このろ液を約４０℃で１６０ｍｌまで減圧濃縮し、２等
分（Ｆ及びＧ）し、それぞれ、以下のように処理した。 Ｆ：１５℃の冷蔵庫に入れ、一晩沈降させた後、２００
０ｒｐｓｘ６ｍｉｎで遠心分離して固液分離する。沈殿
はそのまま冷凍乾燥し、沈殿Ｆ１．１ｇを得た。液体は
上記と同様、約４０℃で減圧濃縮してアルコールを除去
した後、凍結乾燥して、抽出エキス末Ｆ３．２ｇを得
た。 Ｇ：５０ｍｌのｎ−ヘキサンで３回抽出した後、分液に
よりｎ−ヘキサン層を除き、水層を約４０℃で減圧濃縮
して有機溶剤を除去した後、凍結乾燥して２．３ｇのヘ
キサン処理エキス（抽出エキスＧ）を得た。得られた各
エキス末Ｆ及びＧのタンニン含有量を定量した結果、両
者のタンニン含有量はほぼ同様（Ｆ：Ｇ＝１：１．０
１）であった。 ☆Example 2 Water-ethanol (1: 1) was added to 50 g of crushed dried guava leaves.
330 ml of the mixture of 1) was added, and the mixture was heated at 65 ° C. for 1 hour. The mixture was filtered with filter paper, and the residue was mixed with 170 m of the same mixture as above.
1 and the mixture was extracted again to obtain a total of 360 ml of filtrate.
The filtrate was concentrated under reduced pressure at about 40 ° C. to 160 ml, divided into two equal parts (F and G), and treated as follows. F: Put in a refrigerator at 15 ° C. and settle overnight, then 200
The mixture is centrifuged at 0 rpsx6 min to perform solid-liquid separation. The precipitate was freeze-dried to obtain 1.1 g of precipitate F. The liquid was concentrated under reduced pressure at about 40 ° C. to remove alcohol, and then freeze-dried to obtain 3.2 g of extract powder F as described above. G: After extracting three times with 50 ml of n-hexane, the n-hexane layer was removed by liquid separation, the aqueous layer was concentrated under reduced pressure at about 40 ° C. to remove the organic solvent, and then lyophilized to 2.3 g. A hexane-treated extract (extracted extract G) was obtained. As a result of quantifying the tannin content of each of the obtained extract powders F and G, the tannin content of both was almost the same (F: G = 1: 1.0
1). ☆
【表１】 [Table 1]
【００１０】実施例３ 粉砕した乾燥グアバ葉２００ｇに水−エタノール（１：
１）の混合液１３２０ｍｌを加え、６０〜６２℃で１時
間加熱した。濾紙でろ過し、残渣に上記と同様の混合液
６８０ｍｌを加えて再び抽出し、合計１５４０ｍｌのろ
液を得た。このろ液を約４０℃で８５０ｍｌまで部分濃
縮した。この部分濃縮液は５℃の冷蔵庫に入れ、１０時
間沈降させた後、減圧ろ過による固液分離処理を行い、
液体は約４０℃で減圧濃縮してアルコールを除去した
後、凍結乾燥して抽出エキスＨ３１．９ｇを得た。固体
はそのまま凍結乾燥して沈殿Ｈ６．３３ｇを得た。得ら
れた抽出エキスＨ及び沈殿Ｈの成分分析を行った。結果
を以下の表２に示す。 ☆Example 3 Water-ethanol (1: 1) was added to 200 g of crushed dried guava leaves.
1320 ml of the mixture of 1) was added, and the mixture was heated at 60 to 62 ° C. for 1 hour. The mixture was filtered with filter paper, and 680 ml of the same mixture as above was added to the residue, followed by extraction again to obtain a total of 1540 ml of filtrate. The filtrate was partially concentrated at about 40 ° C. to 850 ml. This partially concentrated solution was placed in a refrigerator at 5 ° C., allowed to settle for 10 hours, and then subjected to solid-liquid separation treatment by vacuum filtration.
The liquid was concentrated under reduced pressure at about 40 ° C. to remove alcohol, and then lyophilized to obtain 31.9 g of extract H. The solid was freeze-dried to obtain 6.33 g of precipitated H. The components of the extracted extract H and the precipitate H thus obtained were analyzed. The results are shown in Table 2 below. ☆
【表２】 [Table 2]
【００１１】[0011]
【発明の効果】上記実施例、及び表１及び２に記載の結
果から明らかなように、本発明方法によれば、良質のグ
アバ葉エキスを得ることができる。As is clear from the above examples and the results shown in Tables 1 and 2, according to the method of the present invention, high quality guava leaf extract can be obtained.
Claims (5)
らの混合物により抽出し、得られた抽出液を部分濃縮
し、部分濃縮液から抽出溶媒に難溶性の物質を除去した
後、部分濃縮液を再度濃縮することを特徴とするグアバ
葉エキスの製造方法。1. Guava leaves are extracted with water or a hydrophilic solvent, or a mixture thereof, and the obtained extract is partially concentrated. After removing a substance which is hardly soluble in the extraction solvent from the partially concentrated solution, the extract is partially concentrated. A method for producing a guava leaf extract, comprising concentrating the solution again.
である請求項１記載の方法。2. The method according to claim 1, wherein the hydrophilic solvent is an alcohol or a lower ketone.
の抽出液の体積の１〜１０割まで減圧濃縮することによ
り行われる請求項１又は２記載の方法。3. The method according to claim 1, wherein the partial concentration is performed at room temperature to 70 ° C. by concentration under reduced pressure to 10 to 10% of the volume of the original extract.
温条件下で放置して沈降する物質を除去すること、及び
／又は、部分濃縮液を炭化水素溶剤で処理し、有機溶剤
可溶性成分を除去することにより行う請求項１〜３のい
ずれかに記載の方法。4. The method of removing a hardly soluble substance comprises removing the substance which precipitates by leaving the partially concentrated liquid under low temperature conditions, and / or treating the partially concentrated liquid with a hydrocarbon solvent, The method according to any one of claims 1 to 3, which is performed by removing a component.
度０〜５０℃において、沈降するに充分な時間放置する
ことであり、炭化水素溶剤がヘキサン又はヘプタンであ
る請求項４記載の方法。5. The method according to claim 4, wherein the step of leaving the partially concentrated liquid under low-temperature conditions is to leave the liquid at a temperature of 0 to 50 ° C. for a time sufficient for sedimentation, and the hydrocarbon solvent is hexane or heptane. Method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP04685897A JP4109731B2 (en) | 1997-01-23 | 1997-01-23 | Improved guava leaf extract extraction method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP04685897A JP4109731B2 (en) | 1997-01-23 | 1997-01-23 | Improved guava leaf extract extraction method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH10202002A true JPH10202002A (en) | 1998-08-04 |
| JP4109731B2 JP4109731B2 (en) | 2008-07-02 |
Family
ID=12759046
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP04685897A Expired - Lifetime JP4109731B2 (en) | 1997-01-23 | 1997-01-23 | Improved guava leaf extract extraction method |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2173047A1 (en) * | 2001-03-21 | 2002-10-01 | Aplicaciones Farmacodinamicas | Procedure for obtaining the different fractions of atomised spanish guava and their use for the treatment of type II diabetes mellitus |
| JP2006089543A (en) * | 2004-09-22 | 2006-04-06 | Shiseido Co Ltd | Method for producing natural perfume |
| US7037536B2 (en) * | 2000-03-10 | 2006-05-02 | Kabushiki Kaisha Yakult Honsha | α-amylase activity inhibitors |
| WO2007053865A1 (en) * | 2005-11-09 | 2007-05-18 | Omnica Gmbh | Pharmaceutical use of a compound |
| WO2011083586A1 (en) * | 2010-01-07 | 2011-07-14 | 株式会社 エコビジネス | Combination food material of dairy product containing polyphenol component extract obtained by extracting guava leaves |
| WO2011111600A1 (en) | 2010-03-08 | 2011-09-15 | 株式会社協和機設 | Extraction method using microbubbles and extracting liquid |
-
1997
- 1997-01-23 JP JP04685897A patent/JP4109731B2/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7037536B2 (en) * | 2000-03-10 | 2006-05-02 | Kabushiki Kaisha Yakult Honsha | α-amylase activity inhibitors |
| ES2173047A1 (en) * | 2001-03-21 | 2002-10-01 | Aplicaciones Farmacodinamicas | Procedure for obtaining the different fractions of atomised spanish guava and their use for the treatment of type II diabetes mellitus |
| EP1245234A1 (en) * | 2001-03-21 | 2002-10-02 | Laboratorio de Aplicaciones Farmacodinamicas, S.A. | Procedure for obtaining the different fractions of atomised spanish guava and their use for the treatment of type II diabetes mellitus |
| JP2006089543A (en) * | 2004-09-22 | 2006-04-06 | Shiseido Co Ltd | Method for producing natural perfume |
| WO2007053865A1 (en) * | 2005-11-09 | 2007-05-18 | Omnica Gmbh | Pharmaceutical use of a compound |
| JP2009514901A (en) * | 2005-11-09 | 2009-04-09 | オムニカ ゲーエムベーハー | Pharmaceutical use of compounds |
| WO2011083586A1 (en) * | 2010-01-07 | 2011-07-14 | 株式会社 エコビジネス | Combination food material of dairy product containing polyphenol component extract obtained by extracting guava leaves |
| WO2011111600A1 (en) | 2010-03-08 | 2011-09-15 | 株式会社協和機設 | Extraction method using microbubbles and extracting liquid |
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|---|---|
| JP4109731B2 (en) | 2008-07-02 |
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