JPS62111671A - Production of natural antioxidant for food from raw coffee bean - Google Patents

Production of natural antioxidant for food from raw coffee bean

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Publication number
JPS62111671A
JPS62111671A JP25229285A JP25229285A JPS62111671A JP S62111671 A JPS62111671 A JP S62111671A JP 25229285 A JP25229285 A JP 25229285A JP 25229285 A JP25229285 A JP 25229285A JP S62111671 A JPS62111671 A JP S62111671A
Authority
JP
Japan
Prior art keywords
coffee beans
green coffee
antioxidant
raw coffee
pulverization
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.)
Granted
Application number
JP25229285A
Other languages
Japanese (ja)
Other versions
JPH0559696B2 (en
Inventor
Hide Oosawa
大沢 ヒデ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ajinomoto AGF Inc
Original Assignee
Ajinomoto General Foods Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ajinomoto General Foods Inc filed Critical Ajinomoto General Foods Inc
Priority to JP25229285A priority Critical patent/JPS62111671A/en
Publication of JPS62111671A publication Critical patent/JPS62111671A/en
Publication of JPH0559696B2 publication Critical patent/JPH0559696B2/ja
Granted legal-status Critical Current

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  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)

Abstract

PURPOSE:To produce an antioxidant for food having high stability and excellent antioxidation activity, by subjecting raw coffee beans to defatting, fine pulverization and hot-water extraction. CONSTITUTION:Raw coffee beans are roughly crushed, defatted and finely pulverized to an average diameter of <=100mum, preferably <=40mum with a jet mill or by freeze-drying process. As an alternative method, raw coffee beans are directly pulverized to fine powder and defatted. The obtained fine powder is added to e.g. 5-30 times volume of hot water and boiled for about 5-30min to effect the hot-water extraction. If necessary, the extracted liquid is concentrated and/or dried.

Description

【発明の詳細な説明】 産業上の利用分野 本発明は食品用天然抗酸化剤の製造方法に関する。更に
詳MKは、本発明は微粉砕工程と熱水抽出とくよシ生コ
ーヒー豆から抗酸化物質を抽出して食品添加用天然抗酸
化剤を製造する方法に関する。
DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to a method for producing natural antioxidants for food. More specifically, the present invention relates to a method for producing natural antioxidants for food additives by extracting antioxidants from green coffee beans through a pulverization process and hot water extraction.

従来技術 生コーヒー豆中にはコーヒー酸誘導体である、クロロゲ
ン酸、力7工酸、7エルラ酸、p−クマール酸などが含
まれていることが知られている。
BACKGROUND OF THE INVENTION It is known that green coffee beans contain caffeic acid derivatives such as chlorogenic acid, 7-erulic acid, 7-erulic acid, and p-coumaric acid.

これらの各成分がそれぞれ抗酸化特性を持つことは報告
されている。
It has been reported that each of these components has antioxidant properties.

例えば、コーヒー酸の抗酸化性能はG L 1mon 
を等によって検討されている。(Oll and 5o
pp 23251(1946) )この報告によれば、
ラードを使用した試験において、コーヒー酸なα02チ
添加することによシ、吸収酸素の測定による酸化時間が
10倍以上に延長されている。
For example, the antioxidant performance of caffeic acid is GL 1mon
have been considered by et al. (Oll and 5o
pp 23251 (1946)) According to this report,
In a test using lard, the addition of caffeic acid α02 extended the oxidation time measured by absorbed oxygen by more than 10 times.

更に、 A、J、Ge1pi等はコーヒー酸化誘導体で
あるエチルジヒドロカフエートは生クリームの低温貯蔵
時に添加して有効であることを報告している( J 、
 Dairy  Sci、匪、  199(1955)
 )。しかしながら、これらの抗酸化物質は、それらが
単独で存在するよシもコーヒー豆中に存在するようにそ
れらの複数が混在している場合に抗酸化性能が相乗的に
大きくなっていることが報告されている(特開昭58−
138347号公報)。
Furthermore, A, J, Ge1pi et al. reported that ethyl dihydrocafaate, a coffee oxidation derivative, is effective when added to fresh cream during low-temperature storage (J,
Dairy Sci, 匪, 199 (1955)
). However, it has been reported that the antioxidant performance of these antioxidants is greater synergistically when they are present alone or when multiple of them are mixed as present in coffee beans. (Unexamined Japanese Patent Publication No. 1983-
138347).

生コーヒー豆から抗酸化物質類を抽出する方法も報告さ
れている。すなわち、特開昭58−138347号公報
には生コーヒー豆をセルラーゼ、酸性プロテアーゼ等を
用いて細胞壁および細胞膜を俗解して、抗酸化物質誘導
体であるクロロゲン酸、カフェー酸、クマール酸および
フェルラ醒等を抽出している。
A method for extracting antioxidants from green coffee beans has also been reported. Specifically, Japanese Patent Application Laid-open No. 58-138347 discloses that green coffee beans are treated with cellulase, acidic protease, etc. to break down cell walls and cell membranes, and antioxidant derivatives such as chlorogenic acid, caffeic acid, coumaric acid, ferulic acid, etc. is extracted.

発明が解決しようとする問題点 生コーヒー豆から抗酸化物質を抽出するためにセル2−
ゼおよび酸性プロテアーゼを使用すると、抽出液中に酵
素が残存して、抗酸化剤の安定性に悪影響を及ぼす。ま
た、抽出液から酵素を除くのは煩雑である。
Problems to be Solved by the InventionCell 2-
When using enzymes and acid proteases, the enzymes remain in the extract, which adversely affects the stability of the antioxidant. Furthermore, it is complicated to remove enzymes from the extract.

従って、本発明は酵素を用いることなく、簡単にしかも
効率的に生コーヒー豆から抗酸化物質を抽出して、食品
用天然抗酸化剤の製造方法を提供するものである。更に
、本発明は生コーヒー豆中に存在する抗酸化性物質の活
性を損わずにこれを効率良く抽出する方法を提供するも
のである。
Therefore, the present invention provides a method for producing natural antioxidants for foods by simply and efficiently extracting antioxidants from green coffee beans without using enzymes. Furthermore, the present invention provides a method for efficiently extracting antioxidant substances present in green coffee beans without impairing their activity.

問題点を解決するための手段 本発明は、酵素処理を行うことなく生コーヒー豆から抗
酸化物質を効率的に抽出する方法を提供するものである
SUMMARY OF THE INVENTION The present invention provides a method for efficiently extracting antioxidants from green coffee beans without enzymatic treatment.

本発明の方法は生コーヒー豆を脱脂、微粉砕。The method of the present invention defatts and finely grinds green coffee beans.

および熱水抽出することにより、効率的に抗酸化物質を
抽出することから成り、しかも予期されなかったことで
あるが本発明の方法によって抽出された抗酸化物質は安
定であり、かつ従来の酵素処理によって抽出されたもの
に比較しても高い抗酸化能を示すことが見出された。
and hot water extraction to efficiently extract antioxidants, and unexpectedly, the antioxidants extracted by the method of the present invention are stable and can be extracted using conventional enzymes. It was found that the antioxidant capacity was higher than that extracted by the treatment.

生コーヒー豆は常法により脱脂を行う。脱脂はへキサン
または石油エーテル等の有機浴剤により生コーヒー豆中
の油脂成分を抽出除去する。この抽出効率を高めかつ陵
で行う微粉砕を容易にするために抽出前に粗粉砕を行う
ことが好ましい。特にジェットミルを行う場合には粗粉
砕を行うことが一般的でおる。粗粉砕は慣用の方法で行
うことができるが、生コーヒー豆中の各成分の安定化お
よび粉砕の効率を上げるため生コーヒー豆を急速凍結後
コーヒーグラインダーまたは衝撃式粉砕機等によって約
8〜60メツシユ程度に粉砕する。
Green coffee beans are defatted using conventional methods. Degreasing involves extracting and removing fat and oil components in green coffee beans using an organic bath agent such as hexane or petroleum ether. In order to increase the extraction efficiency and facilitate the fine pulverization performed in the mill, it is preferable to perform coarse pulverization before extraction. Particularly when using a jet mill, it is common to perform coarse pulverization. Coarse pulverization can be carried out by a conventional method, but in order to stabilize each component in the green coffee beans and increase the efficiency of pulverization, the green coffee beans are quickly frozen and then ground to approximately 8 to 60 ml using a coffee grinder or impact grinder. Grind to a pulp.

粗粉砕された生コーヒー豆を有機溶剤で抽出する。抽出
温度は通常室温で行うのが好都合であるが、昇温または
冷却温度で行うこともできる。室温静置条件下では0.
2〜′Lθ時間程度で脱脂を行うことができる。必要に
応じて、抽出操作を2回またはそれ以上繰返して脱脂を
完全に行うこともできる。
Coarsely ground green coffee beans are extracted with an organic solvent. The extraction temperature is usually conveniently carried out at room temperature, but it can also be carried out at elevated or cooled temperatures. 0 under room temperature standing conditions.
Degreasing can be carried out in about 2-'Lθ hours. If necessary, the extraction operation can be repeated two or more times to complete defatting.

脱脂後、粗粉砕生コーヒー豆から濾過および/または風
乾等忙よって有機浴剤を除去する。
After defatting, the organic bath agent is removed from the coarsely ground green coffee beans by filtration and/or air drying.

脱脂後生コーヒー豆をジェットミル粉砕または凍結微粉
砕により平均粒径100μ扉以下、好ましくは40μm
以下に微粉砕する。工程の簡略化および抽出効率からみ
て、凍結微粉砕を行うことが好ましい。又、生コーヒー
豆を粗粉砕することなく亘ちに平均粒径100μ簿以下
に微粉砕し、次いで脱脂処理を行っても良い。
After defatting, green coffee beans are pulverized by a jet mill or freeze-pulverized to an average particle size of 100 μm or less, preferably 40 μm.
Finely pulverize as follows. In terms of process simplification and extraction efficiency, freezing and pulverization is preferred. Alternatively, the green coffee beans may be finely ground to an average particle size of 100 μm or less without being coarsely ground, and then subjected to a degreasing treatment.

粗粉砕脱脂、微粉砕した生コーヒー又は微粉砕後脱脂し
た生コーヒーは次いで熱水抽出を行う。
The coarsely ground defatted, finely ground green coffee, or the finely ground and defatted green coffee is then subjected to hot water extraction.

微粉砕物を適量の、例えば5〜30重量倍の熱水に混合
し、5〜30分程度、好ましくは10〜20分程度沸騰
させることにより抗酸化物質の熱水抽出を行う。
The pulverized product is mixed with an appropriate amount of hot water, for example, 5 to 30 times its weight, and boiled for about 5 to 30 minutes, preferably about 10 to 20 minutes, to perform hot water extraction of the antioxidant.

抽出汲、抽出済み微粉砕生コーヒーを例えばテ過により
除き、Ffをそのま\、または濃縮および/または乾燥
して抗酸化剤として使用する。
The extracted finely ground green coffee is removed, for example by filtering, and the Ff is used as an antioxidant, either as is or after being concentrated and/or dried.

本発明の方法によって製造される抗酸化剤は従来の酵素
処理の方法によって得られる生コーヒー豆からの抽出物
に比較して強い抗酸化力を持つばかりで女<、その製造
工程も簡単でかつ効率も良いことが判った。
The antioxidant produced by the method of the present invention not only has stronger antioxidant power than the extract from green coffee beans obtained by the conventional enzyme treatment method, but also has a simple manufacturing process. It was also found to be efficient.

本発明を更に実施例および実験例によシ説明する。The present invention will be further explained with reference to Examples and Experimental Examples.

実施例1 生コーヒー豆51をドライアイスで急速冷凍麦、コーヒ
ーグラインダーで粗粉砕した。35メツシユスクリーン
で篩分けし、スクリーン上に残った粒径の大きい部分は
再粉砕を行った。おメツシュスクリーンを通過した部分
35?に250mA!の石油エーテルを添加して攪拌混
合した後、室温で60分間静置して脱脂した。濾過によ
り粉砕物を回収し、再度250dの石油エーテルによシ
室温で釦分間装置処理し、脱脂を完全に行った。
Example 1 Green coffee beans 51 were quickly frozen using dry ice and coarsely ground using a coffee grinder. The particles were sieved using a 35 mesh screen, and the large particles remaining on the screen were re-pulverized. Part 35 that passed through the mesh screen? 250mA! After adding petroleum ether and stirring and mixing, the mixture was allowed to stand at room temperature for 60 minutes to degrease. The pulverized material was collected by filtration and treated again with 250 d of petroleum ether at room temperature to completely degrease it.

濾過により固形分を回収し、次いで風乾して石油エーテ
ルを除去した。脱脂固形分をジェットミル(日本ニュー
マツチク社製、モデルAFS−10(LT) )にかけ
て平均粒径8〜10μmK微粉砕した。微粉砕品20P
を200m1の沸騰水に添加し、15分間加熱沸騰させ
て抽出を行め、その後直ちに濾過を行い微粉砕コーヒー
粉末を除去した。
The solids were collected by filtration and then air dried to remove petroleum ether. The defatted solid content was finely pulverized using a jet mill (model AFS-10 (LT), manufactured by Nippon New Matsushiku Co., Ltd.) with an average particle size of 8 to 10 μm. Finely ground product 20P
was added to 200 ml of boiling water and boiled for 15 minutes to perform extraction, followed by immediate filtration to remove finely ground coffee powder.

得られた涙液に蒸留水を加えて全量200コとし、冷蔵
保管して抗酸化特性を調べるための試験用サンプルとし
た(この液をA液とする)。
Distilled water was added to the obtained tear fluid to make a total volume of 200 drops, which was stored in a refrigerator to be used as a test sample for examining antioxidant properties (this solution was referred to as Solution A).

A液中の可溶性固形分濃度は0.9%(W/W)  で
あり、生コーヒー豆からの収率は約5.4%であつた。
The concentration of soluble solids in liquid A was 0.9% (W/W), and the yield from green coffee beans was about 5.4%.

実施例2 生コーヒー豆1ゆを衝撃式ミル(東洋酸素株式会社製)
で凍結微粉砕し、平均粒径10〜25μ雇の微粉砕物約
900y−を得た。この微粉砕物51を採、り、400
−のn−ヘキサンを用い室温でω分間脱脂処理を行い、
同じ操作を繰返して脱脂した。濾過および風乾によって
溶剤を除去し、乾燥固形分42tを得た。
Example 2 Impact mill for 1 cup of green coffee beans (manufactured by Toyo Sanso Co., Ltd.)
The mixture was frozen and finely pulverized to obtain about 900 y of finely pulverized material with an average particle size of 10 to 25 μm. This finely pulverized material 51 was collected and
- Perform degreasing treatment for ω minutes at room temperature using n-hexane,
The same operation was repeated to degrease. The solvent was removed by filtration and air drying, yielding 42 tons of dry solids.

この乾燥脱脂コーヒー微粉砕物205’を採り、沸騰水
400−に添加し、15分間加熱沸騰して抽出を行った
。抽出後、直ちK濾過により固形分を除去し、P液を急
冷した。これを蒸留水により全量400 gとしく固形
分濃度、1%(w/v))、冷蔵して抗酸化特性の試験
に付した(この液をB液とする)。
205' of this dried defatted coffee finely ground material was taken, added to 400° of boiling water, and heated to boiling for 15 minutes to perform extraction. Immediately after the extraction, the solid content was removed by K filtration, and the P solution was rapidly cooled. This was adjusted to a total amount of 400 g with distilled water (solid content concentration: 1% (w/v)), refrigerated, and subjected to a test for antioxidant properties (this solution is referred to as Solution B).

得られた抽出固形分の収率は生コーヒー豆重量に基づき
、約1a1%であった。
The yield of the extracted solids obtained was about 1a1% based on the weight of green coffee beans.

実験例1:本発明製品の抗酸化力試験 試験法(ロダン法) 実施例1および2でそれぞれ調製した抗酸化物質を含む
A液およびB液をそれぞれ下記の表に示すように蒸留水
で稀釈し、各5d採9、これに蒸留水7.5−およびエ
タノール12.5dを混合した。
Experimental Example 1: Antioxidant power test method for products of the present invention (Rodan method) Solutions A and B containing antioxidants prepared in Examples 1 and 2, respectively, were diluted with distilled water as shown in the table below. Then, 9 d of each sample was mixed with 7.5 d of distilled water and 12.5 d of ethanol.

別途、共栓三角フラスコ(5mA’容)にリノール酸0
.14y−を採り、上記混合液を添加混合してリノール
酸を分散させて検液とした。
Separately, add 0 linoleic acid to a stoppered Erlenmeyer flask (5 mA' volume).
.. 14y- was taken, and the above mixture was added and mixed to disperse linoleic acid to prepare a test solution.

別途、上記AiまたはB液に代えて蒸留水5m/を用い
て同様に調製して対照液を得た。
Separately, a control solution was prepared in the same manner using 5 m/m of distilled water in place of the above Ai or B solution.

各検液および対照液の入った三角フラスコを密栓し、5
0Cにセットした恒温水槽中に保持し、経時的に液を採
取してリノール酸の変成度を測定した。
Seal the Erlenmeyer flask containing each test solution and control solution, and
It was kept in a constant temperature water bath set at 0C, and the liquid was sampled over time to measure the degree of denaturation of linoleic acid.

変成度の測定には検液(または対照液) Q、 l m
lを採シ、エタノール(75v/v%)4.7mA!、
チオシアン酸アンモニウム試液(30w/v fy )
 0.1 mlおよび0.02M塩化第一鉄試液0.1
−を加え、かきまぜた後、波長500nmにおける吸光
度(−1ogT)を測定した。この吸光度は過酸化物価
に相当する。
To measure the degree of alteration, test solution (or control solution) Q, l m
1, ethanol (75v/v%) 4.7mA! ,
Ammonium thiocyanate test solution (30w/v fy)
0.1 ml and 0.02M ferrous chloride test solution 0.1
- was added and stirred, and the absorbance (-1ogT) at a wavelength of 500 nm was measured. This absorbance corresponds to the peroxide value.

尚、ブランク試験としてはo、t mJの蒸留水を用い
た。
Incidentally, o, t mJ of distilled water was used as a blank test.

一般に過酸化物価が0.3以上になったときが変敗点と
されており、変敗点に達するまでの日数をその抗酸化物
質の誘導期間として評価した。
Generally, the point of failure is when the peroxide value reaches 0.3 or more, and the number of days until the point of failure is reached was evaluated as the induction period of the antioxidant.

実験例2:コーヒー濃縮液に対する安定化効果コーヒー
抽出液を凍結濃縮して得たコーヒー濃縮液(34w/w
%)K1実施例2で調製した抗酸化物質を固形分比で0
.29 (w/w) %添加し、−20Cで保管したも
のと、40Cで24時間放置したものまたは40Cで2
4時間更に32Cで24時間放置したものとについて酸
度の上昇を比較検討した。併せて抗酸化物質無添加の試
料を対照として示した。
Experimental Example 2: Stabilizing effect on coffee concentrate Coffee concentrate obtained by freezing and concentrating coffee extract (34w/w
%) K1 The antioxidant prepared in Example 2 was added to the solid content ratio of 0.
.. 29 (w/w)% added and stored at -20C, and those left at 40C for 24 hours or 29% at 40C.
The increase in acidity was compared with that left for 4 hours and then for 24 hours at 32C. A sample to which no antioxidant was added was also shown as a control.

発明の効果 本発明の方法によって製造される抗酸化剤は実験例に見
られるように優れた抗酸化力を示すことが確認された。
Effects of the Invention It was confirmed that the antioxidant produced by the method of the present invention exhibits excellent antioxidant power as seen in the experimental examples.

また、製造に際しては酵素処理を行わないため、処理後
の酵素の失活、分離等の煩雑さがなく、しかも酵素(蛋
白質)の残存にょる異味、異臭を生じることがない点で
も優れている。
In addition, since no enzyme treatment is performed during production, there is no need to deactivate or separate the enzyme after treatment, and it is also superior in that it does not produce any off-taste or odor due to residual enzymes (proteins). .

特許出願人  味の素ゼネラルフーヅ株式会社(外5名
Patent applicant: Ajinomoto General Foods Co., Ltd. (5 others)

Claims (1)

【特許請求の範囲】 1)生コーヒー豆を粗粉砕し、脱脂し、次いで平均粒径
100μm以下に微粉砕するか又は生コーヒー豆を直ち
に平均粒径100μm以下に微粉砕し、次いで脱脂し、
得られた微粉末を熱水抽出し、抽出液を必要に応じて濃
縮及び/又は乾燥することから成る、食品用天然抗酸化
剤の製造方法。 2)前記微粉砕をジェットミル粉砕または凍結粉砕によ
つて行うことを特徴とする特許請求の範囲第1項記載の
方法。 3)前記微粉砕により平均粒径を40μm以下にするこ
とを特徴とする特許請求の範囲第1項記載の方法。
[Scope of Claims] 1) Coarsely grinding green coffee beans, defatting, and then finely grinding to an average particle size of 100 μm or less, or immediately pulverizing green coffee beans to an average particle size of 100 μm or less, and then defatting;
A method for producing a natural antioxidant for food, which comprises extracting the obtained fine powder with hot water and concentrating and/or drying the extract as necessary. 2) The method according to claim 1, wherein the fine pulverization is carried out by jet mill pulverization or freeze pulverization. 3) The method according to claim 1, characterized in that the pulverization reduces the average particle size to 40 μm or less.
JP25229285A 1985-11-11 1985-11-11 Production of natural antioxidant for food from raw coffee bean Granted JPS62111671A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP25229285A JPS62111671A (en) 1985-11-11 1985-11-11 Production of natural antioxidant for food from raw coffee bean

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP25229285A JPS62111671A (en) 1985-11-11 1985-11-11 Production of natural antioxidant for food from raw coffee bean

Publications (2)

Publication Number Publication Date
JPS62111671A true JPS62111671A (en) 1987-05-22
JPH0559696B2 JPH0559696B2 (en) 1993-08-31

Family

ID=17235227

Family Applications (1)

Application Number Title Priority Date Filing Date
JP25229285A Granted JPS62111671A (en) 1985-11-11 1985-11-11 Production of natural antioxidant for food from raw coffee bean

Country Status (1)

Country Link
JP (1) JPS62111671A (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05236918A (en) * 1992-02-27 1993-09-17 Umezawa:Kk Production of natural antioxidation preservative for food
EP0714968A2 (en) 1994-12-02 1996-06-05 Ucc Ueshima Coffee Co., Ltd. Natural antioxidant and method of preparing the same
JPH1042787A (en) * 1996-08-05 1998-02-17 Ogawa Koryo Kk Suppressant for thermal deterioration for flavor
WO2005032570A1 (en) * 2003-10-06 2005-04-14 Oryza Oil & Fat Chemical Co., Ltd. Dietetic composition
JP2006335758A (en) * 2003-10-06 2006-12-14 Oriza Yuka Kk Composition for diet
KR100687546B1 (en) * 1999-05-13 2007-02-27 가부시키가이샤 도요학코 Composition having SOD activity, and blood-pressure controlling agent containing the same
US7713566B2 (en) 1999-12-21 2010-05-11 Zapp Loretta M Method for enhancing post-processing content of beneficial compounds in beverages
WO2012005293A1 (en) 2010-07-06 2012-01-12 花王株式会社 Process for production of purified chlorogenic acid-containing pharmaceutical preparation
GB2482032A (en) * 2010-07-16 2012-01-18 Kraft Foods R & D Inc Coffee milling process
US9101648B2 (en) 2009-03-26 2015-08-11 Intercontinental Great Brands Llc Pharmaceutical composition comprising mannooligosaccharides derived from coffee for treatment of lifestyle-related disease, and food useful for treatment of lifestyle-related disease
WO2018211845A1 (en) 2017-05-18 2018-11-22 花王株式会社 Food composition
WO2019069981A1 (en) 2017-10-03 2019-04-11 花王株式会社 Hot flash ameliorant

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05236918A (en) * 1992-02-27 1993-09-17 Umezawa:Kk Production of natural antioxidation preservative for food
EP0714968A2 (en) 1994-12-02 1996-06-05 Ucc Ueshima Coffee Co., Ltd. Natural antioxidant and method of preparing the same
JPH1042787A (en) * 1996-08-05 1998-02-17 Ogawa Koryo Kk Suppressant for thermal deterioration for flavor
KR100687546B1 (en) * 1999-05-13 2007-02-27 가부시키가이샤 도요학코 Composition having SOD activity, and blood-pressure controlling agent containing the same
US7713566B2 (en) 1999-12-21 2010-05-11 Zapp Loretta M Method for enhancing post-processing content of beneficial compounds in beverages
US8357419B2 (en) 1999-12-21 2013-01-22 Loretta Zapp Method for enhancing post-processing content of beneficial compounds in beverages naturally containing same
JP4499665B2 (en) * 2003-10-06 2010-07-07 オリザ油化株式会社 Diet composition
JPWO2005032570A1 (en) * 2003-10-06 2007-11-15 オリザ油化株式会社 Diet composition
JP2006335758A (en) * 2003-10-06 2006-12-14 Oriza Yuka Kk Composition for diet
WO2005032570A1 (en) * 2003-10-06 2005-04-14 Oryza Oil & Fat Chemical Co., Ltd. Dietetic composition
US8802164B2 (en) 2003-10-06 2014-08-12 Oryza Oil & Fat Chemical Co., Ltd. Method for promoting carnitine palmitoyltransferase activity using green coffee bean extract
US9101648B2 (en) 2009-03-26 2015-08-11 Intercontinental Great Brands Llc Pharmaceutical composition comprising mannooligosaccharides derived from coffee for treatment of lifestyle-related disease, and food useful for treatment of lifestyle-related disease
WO2012005293A1 (en) 2010-07-06 2012-01-12 花王株式会社 Process for production of purified chlorogenic acid-containing pharmaceutical preparation
GB2482032A (en) * 2010-07-16 2012-01-18 Kraft Foods R & D Inc Coffee milling process
GB2482032B (en) * 2010-07-16 2013-04-10 Kraft Foods R & D Inc Coffee products and related processes
US9357791B2 (en) 2010-07-16 2016-06-07 Kraft Foods R & D, Inc. Coffee products and related processes
US10194675B2 (en) 2010-07-16 2019-02-05 Kraft Foods R&D, Inc. Coffee products and related processes
WO2018211845A1 (en) 2017-05-18 2018-11-22 花王株式会社 Food composition
WO2019069981A1 (en) 2017-10-03 2019-04-11 花王株式会社 Hot flash ameliorant

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