JP2845349B2 - Method for producing germ extract - Google Patents
Method for producing germ extractInfo
- Publication number
- JP2845349B2 JP2845349B2 JP7519461A JP51946196A JP2845349B2 JP 2845349 B2 JP2845349 B2 JP 2845349B2 JP 7519461 A JP7519461 A JP 7519461A JP 51946196 A JP51946196 A JP 51946196A JP 2845349 B2 JP2845349 B2 JP 2845349B2
- Authority
- JP
- Japan
- Prior art keywords
- germ
- extract
- weight
- defatted
- ethanol
- Prior art date
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/12—Ketones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/017—Esters of hydroxy compounds having the esterified hydroxy group bound to a carbon atom of a six-membered aromatic ring
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Non-Alcoholic Beverages (AREA)
Description
【発明の詳細な説明】 技術分野 本発明は安定性に優れた胚芽抽出エキスの製造法及び
該抽出エキスを含有する胚芽飲料に関する。Description: TECHNICAL FIELD The present invention relates to a method for producing a germ extract having excellent stability and a germ beverage containing the extract.
背景技術 胚芽は、必須脂肪酸であるリノール酸を多量に含み、
且つ各種の水溶性ビタミン、主としてビタミンB1、B2、
B6等；各種の脂溶性ビタミン、主としてビタミンＥ等も
含有し、さらにＫ、Na、Ca、Mg、その他微量必須元素を
含んでいるため、胚芽は胚芽油の原料として利用されて
いる。また、脱脂胚芽は食品原料、飼料、肥料等に利用
されており、さらに適当に焙煎して健康食品として用い
られているが、それ以外には特に有用な用途は開発され
ていない。Background Art Germs contain a large amount of linoleic acid, an essential fatty acid,
And various water-soluble vitamins, mainly vitamin B 1, B 2,
B 6 and the like; various fat-soluble vitamins, also mainly vitamin E and the like containing, because it contains more K, Na, Ca, Mg, and other essential trace elements, germ are utilized as raw materials for germ oil. The defatted germ is used as a food material, feed, fertilizer, and the like, and is appropriately roasted and used as a health food. However, no other useful application has been developed.
本発明者は先に、穀類胚芽を殿粉加水分解酵素の添加
存在下に約70℃以上の温度で熱水抽出し、固液分離する
ことなしに更に煮沸処理した後、固液分離することを特
徴とする胚芽成分の抽出法を提案したが（特公昭55−10
27号公報）、この抽出エキスを用いて胚芽飲料を製造す
ると、それに含まれる糖や蛋白等が「おり」となって経
時的に沈殿し、これが胚芽又は脱脂胚芽を原料とする飲
料の製造の大きなネックとなっている。The present inventor previously performed cereal germ extraction with hot water at a temperature of about 70 ° C. or higher in the presence of starch hydrolase, and further subjected to boiling treatment without solid-liquid separation, followed by solid-liquid separation. A method for extracting germ components characterized by
No. 27), when a germ beverage is produced using this extract, sugars and proteins contained therein become "cages" and precipitate over time, and this is used for producing beverages using germ or defatted germ as a raw material. It is a big neck.
本発明の主たる目的は、胚芽又は脱脂胚芽中の特有の
成分であるフラボノイド、ビタミン、ミネラル等を豊富
に含む保存安定性の良好な飲料をつくるのに適した、安
定性に優れた胚芽抽出エキスを提供することである。A main object of the present invention is to provide a germ extract having excellent stability, which is suitable for producing a beverage having good storage stability, which is rich in flavonoids, vitamins, minerals, etc., which are specific components in germ or defatted germ. It is to provide.
発明の開示 本発明者は、長期間にわたり保存しても「おり」を生
ずることがなく、味、香りにも変化をきたさない保存安
定性の良好な胚芽飲料をつくるのに適した、安定性に優
れた水可溶性の胚芽抽出エキスを開発すべく鋭意研究を
行なった結果、脱脂胚芽を含水率が或る濃度以下のメタ
ノール又はエタノールで抽出することにより、上記の目
的を達成することができることを見い出し本発明を完成
した。DISCLOSURE OF THE INVENTION The present inventor has proposed a method of producing a germ beverage having a good storage stability which does not cause "cage" even when stored for a long period of time and does not cause a change in taste or aroma. As a result of intensive studies to develop an excellent water-soluble germ extract, it was found that the above object can be achieved by extracting defatted germ with methanol or ethanol having a water content of a certain concentration or less. The present invention has been completed.
かくして、本発明によれば、脱脂胚芽を含水率が80重
量％以下のメタノール又はエタノールで抽出することを
特徴とする安定性に優れた胚芽抽出エキスの製造法が提
供される。Thus, according to the present invention, there is provided a method for producing a germ extract having excellent stability, characterized by extracting defatted germ with methanol or ethanol having a water content of 80% by weight or less.
本発明に従って抽出処理される脱脂胚芽としては、穀
類胚芽、例えば、小麦胚芽、玄米胚芽、コーン胚芽等の
胚芽を脱脂したものが挙げられ、中でも小麦の脱脂胚芽
が好適である。Examples of the defatted germ to be subjected to the extraction treatment according to the present invention include defatted cereal germs such as wheat germ, brown rice germ, and corn germ, and among them, defatted germ of wheat is preferable.
これら脱脂胚芽の抽出処理に使用するメタノール又は
エタノールは、実質的に水を含まない無水の状態のもの
であってもよいが、含水メタノール又は含水エタノール
を使用することもできる。しかしそのような含水アルコ
ールの含水率は80重量％以下、好ましくは75重量％以
下、さらに好ましくは65重量％以下、最も好ましくは40
重量％以下であることが望ましい。また、メタノールよ
りもエタノールを使用するのが望ましく、実際的には含
水率が10〜75重量％のエタノールが有利に使用される。Methanol or ethanol used for the extraction treatment of these defatted germs may be in an anhydrous state containing substantially no water, but may be hydrated methanol or hydrated ethanol. However, the water content of such hydrous alcohols is up to 80% by weight, preferably up to 75% by weight, more preferably up to 65% by weight, most preferably up to 40% by weight.
It is desirable that the content be not more than weight%. Further, it is desirable to use ethanol rather than methanol, and in practice, ethanol having a water content of 10 to 75% by weight is advantageously used.
抽出処理の温度は、アルコールの種類等に応じて変え
ることができるが、一般には室温乃至溶媒の沸点、好ま
しくは室温乃至約50℃の範囲内の温度が使用される。ま
た、場合によっては抽出は加圧釜中で加圧下に行なって
もよく、或いは溶媒を加熱還流させながら行なってもよ
い。The temperature of the extraction treatment can be changed according to the type of alcohol and the like, but generally, a temperature in the range of room temperature to the boiling point of the solvent, preferably room temperature to about 50 ° C is used. In some cases, extraction may be performed under pressure in a pressure vessel, or may be performed while heating and refluxing the solvent.
脱脂胚芽に対する上記アルコールの使用割合もまた厳
密に規定されるものではなく、使用するアルコールの含
水率等に応じて変えることができるが、通常、脱脂胚芽
１重量部あたり約１〜約20重量部、特に約２〜15重量
部、さらに特に約３〜約10重量部の範囲内とすることが
でき、より具体的に例えば含水率が20重量％のエタノー
ルで抽出する場合には、脱脂胚芽１重量部あたり、該エ
タノールを３〜10重量部の範囲内で用いるのが好都合で
ある。The use ratio of the above alcohol to the defatted germ is not also strictly defined, and can be changed according to the water content of the alcohol to be used. However, usually, about 1 to about 20 parts by weight per 1 part by weight of the defatted germ is used. In particular, it can be in the range of about 2 to 15 parts by weight, more particularly in the range of about 3 to about 10 parts by weight. More specifically, for example, when extracting with ethanol having a water content of 20% by weight, Conveniently, the ethanol is used in a range of 3 to 10 parts by weight per part by weight.
抽出は、以上に述べた条件下で大体0.5〜24時間、好
ましくは0.5〜12時間行なうのが好都合である。Conveniently, the extraction is carried out under the conditions described above for approximately 0.5 to 24 hours, preferably 0.5 to 12 hours.
抽出液はそれ自体既知の方法、例えば、濾過、遠心分
離等によって分離することができ、抽出溶媒を蒸発、蒸
留等によって除去することにより、胚芽抽出エキスが得
られる。該抽出エキスは抽出液を濃縮した濃厚エキスの
形態とすることができ、又は凍結乾燥、噴霧乾燥等によ
り粉末化することもできる。噴霧乾燥は例えば110〜250
℃、好ましくは120〜200℃程度の熱風を導入することに
より行なうことができる。また、溶媒の除去又は乾燥粉
末化に先立って、抽出液又は抽出エキスに、例えば、デ
キストリン、サイクロデキストリン、ガム等の賦形剤；
ビタミンB2、B6、B12、ビタミンＣ等のビタミン類；メ
チオニン、タウリン、トリプトファン、リジン、シスチ
ン等のアミノ酸類；ナトリウム、カリウム、カルシウ
ム、マグネシウム、鉄、マンガン、亜鉛、セレン、ホウ
素、海草ミネラル等のミネラル類；ブドウ糖、果糖、蔗
糖、異性化糖、麦芽糖、液糖等の糖類；クエン酸、乳
酸、酒石酸、リンゴ酸等の酸類；レモン香料、リンゴ香
料、イチゴ香料、シナモン、ミント、ジンジャー等の香
辛料等を配合することができる。特に、粉末化に際し
て、抽出エキスの固形分１重量部に対して一般に0.1〜
５重量部、好ましくは0.5〜２重量部のデキストリンを
添加して噴霧乾燥するのが好適である。The extract can be separated by a method known per se, for example, filtration, centrifugation, or the like, and an embryo extract can be obtained by removing the extraction solvent by evaporation, distillation, or the like. The extract may be in the form of a concentrated extract obtained by concentrating the extract, or may be powdered by freeze-drying, spray-drying or the like. Spray drying is for example 110-250
C., preferably about 120-200.degree. C. by introducing hot air. In addition, prior to removal of the solvent or dry pulverization, excipients such as dextrin, cyclodextrin, and gum are added to the extract or extract.
Vitamins such as vitamins B 2 , B 6 , B 12 , and vitamin C; amino acids such as methionine, taurine, tryptophan, lysine, and cystine; sodium, potassium, calcium, magnesium, iron, manganese, zinc, selenium, boron, and seaweed Minerals such as minerals; sugars such as glucose, fructose, sucrose, isomerized sugar, maltose, and liquid sugar; acids such as citric acid, lactic acid, tartaric acid, and malic acid; lemon flavor, apple flavor, strawberry flavor, cinnamon, mint, Spices such as ginger can be blended. In particular, at the time of powdering, generally 0.1 to 1 part by weight of the solid content of the extracted extract
Suitably, 5 parts by weight, preferably 0.5 to 2 parts by weight, of dextrin are added and spray-dried.
かくして得られる胚芽抽出エキスは水溶性が良好であ
り、飲料水に配合することによって胚芽飲料とすること
ができる。その際、該飲料の嗜好性を向上させるため
に、該飲料に、必要に応じて、例えば、ビタミンB2、
B6、B12等のビタミン類；メチオニン、タウリン、トリ
プトファン、リジン、シスチン等のアミノ酸類；ナトリ
ウム、カリウム、カルシウム、マグネシウム、鉄、マン
ガン、亜鉛、セレン、ホウ素、海草ミネラル等のミネラ
ル類；ブドウ等、果糖、蔗糖、異性化糖、麦芽糖、液糖
等の糖類；クエン酸、乳酸、酒石酸、リンゴ酸等の酸
類；レモン香料、リンゴ香料、イチゴ香料、シナモン、
ミント、ジンジャー等の香辛料等を配合することができ
る。例えば、１種又はそれ以上の糖類を合計で約５〜約
20重量％、好ましくは約７〜約15重量％の濃度で配合す
ることができ、これにビタミンＣ及びクエン酸を少量添
加することができる。The germ extract thus obtained has good water solubility, and can be made into an germ drink by mixing with drinking water. At that time, in order to improve the taste of the beverage, the beverage, if necessary, for example, vitamin B 2 ,
Vitamins such as B 6, B 12; methionine, taurine, tryptophan, lysine, amino acids such as cystine; sodium, potassium, calcium, magnesium, iron, manganese, zinc, selenium, boron, minerals such as seaweed minerals; grape Sugars such as fructose, sucrose, isomerized sugar, maltose, and liquid sugar; acids such as citric acid, lactic acid, tartaric acid, and malic acid; lemon flavor, apple flavor, strawberry flavor, cinnamon,
Spices such as mint and ginger can be blended. For example, one or more saccharides may be combined for a total of about 5 to about
It can be formulated at a concentration of 20% by weight, preferably about 7 to about 15% by weight, to which vitamin C and citric acid can be added in small amounts.
飲料水に対する胚芽抽出エキスの配合量は、特に制限
されるものではなく任意に変えることができるが、飲料
中の胚芽抽出エキスの濃度は一般に0.1〜５重量％、好
ましくは0.5〜３重量％とすることができる。The amount of the germ extract extract in the drinking water is not particularly limited and can be arbitrarily changed, but the concentration of the germ extract extract in the beverage is generally 0.1 to 5% by weight, preferably 0.5 to 3% by weight. can do.
さらに、本発明に従う胚芽抽出エキスは、各種の飲
料、例えば清涼飲料水、乳製品、酒類等に配合すること
も可能である。Furthermore, the germ extract according to the present invention can be incorporated into various beverages, for example, soft drinks, dairy products, alcoholic beverages and the like.
実施例 以下、実施例により本発明をさらに具体的に説明す
る。なお、％は特にことわらない限り重量基準である。Examples Hereinafter, the present invention will be described more specifically with reference to Examples. The percentages are by weight unless otherwise specified.
実施例１ 脱脂小麦胚芽1kgに含水率が20％エタノール9kgを加
え、攪拌しながら室温（18〜20℃）で１時間抽出を行
う。濾過後、抽出液から蒸留によりエタノールを除去
し、得られる抽出エキスにその固形分と等量のデキスト
リンを添加し、入口温度140℃、出口温度80℃の条件下
で噴霧乾燥する。その結果、脱脂小麦胚芽1kgより220g
の胚芽抽出エキスを得た。Example 1 9 kg of ethanol having a water content of 20% is added to 1 kg of defatted wheat germ, and extraction is performed at room temperature (18 to 20 ° C) for 1 hour with stirring. After filtration, ethanol is removed from the extract by distillation, and a dextrin equivalent to the solid content of the extract is added to the extract, which is spray-dried at an inlet temperature of 140 ° C and an outlet temperature of 80 ° C. As a result, 220 g from 1 kg of defatted wheat germ
Was obtained.
実施例２ 実施例１において含水率が20％のエタノール9kgの代
わりに含水率が40％のエタノール5kgを用いる以外実施
例１と同様にして抽出及び乾燥操作を行い、脱脂胚芽1k
gより300gの胚芽抽出エキスを得た。Example 2 Extraction and drying operations were carried out in the same manner as in Example 1 except that 5 kg of ethanol having a water content of 40% was used instead of 9 kg of ethanol having a water content of 20%, and defatted germ 1 k
300 g of the germ extract was obtained.
実施例３ 実施例１において含水率が20％のエタノール9kgの代
わりに含水率が20％のメタノール7kg用いる以外実施例
１と同様にして抽出及び乾燥操作を行い、脱脂胚芽1kg
より胚芽抽出エキス250gを得た。Example 3 Extraction and drying were carried out in the same manner as in Example 1 except that 7 kg of methanol having a water content of 20% was used instead of 9 kg of ethanol having a water content of 20%, and 1 kg of defatted germ was obtained.
From this, 250 g of an embryo extract was obtained.
実施例４ 実施例１で得た小麦胚芽抽出エキスを用いて次の組成
の飲料を製造し、95℃で１時間加熱処理後、１時間室温
で保存したが、味、香り共に安定であった。Example 4 A beverage having the following composition was produced using the wheat germ extract obtained in Example 1, heated at 95 ° C. for 1 hour, and stored at room temperature for 1 hour, but both taste and aroma were stable. .
グラニュー糖 7％ 液糖 3％ クエン酸 0.2 ％ ビタミンＣ 0.1 ％ 小麦胚芽抽出エキス 1％ 実施例５ 実施例３で得た小麦胚芽抽出エキスを果糖と異性化糖
の等量混合物の10％水溶液に添加し、95℃で１時間加熱
処理後、１年間室温で放置したが沈殿が生成せず、味、
香り共に安定であった。Granulated sugar 7% Liquid sugar 3% Citric acid 0.2% Vitamin C 0.1% Wheat germ extract 1% Example 5 Wheat germ extract obtained in Example 3 is added to a 10% aqueous solution of an equal mixture of fructose and isomerized sugar. After heating for 1 hour at 95 ° C, the mixture was left at room temperature for 1 year, but no precipitate was formed.
Both aromas were stable.
実施例６ 脱脂玄米胚芽1kgに含水率が20％のエタノール9kgを加
え、攪拌しながら室温（18〜20℃）で１時間抽出を行
う。濾過後、抽出液から蒸留によりエタノールを除去
し、得られる抽出エキスにその固形分と等量のデキスト
リンを添加し、入口温度140℃、出口温度80℃の条件下
に噴霧乾燥する。その結果、脱脂玄米胚芽1kgより220g
の胚芽抽出エキスを得た。Example 6 9 kg of ethanol having a water content of 20% is added to 1 kg of defatted brown rice germ, and extraction is performed at room temperature (18 to 20 ° C) for 1 hour with stirring. After filtration, ethanol is removed from the extract by distillation, dextrin equivalent to the solid content is added to the obtained extract, and spray drying is performed under the conditions of an inlet temperature of 140 ° C and an outlet temperature of 80 ° C. As a result, 220 g from 1 kg of defatted brown rice germ
Was obtained.
実施例７ 脱脂コーン胚芽1kgに含水率が20％のエタノール9kgを
加え、攪拌しながら室温（18〜20℃）で１時間抽出を行
う。濾過後、抽出液から蒸留によりエタノールを除去
し、得られる抽出エキスにその固形物と等量のデキスト
リンを添加し、入口温度140℃、出口温度80℃の条件下
に噴霧乾燥する。その結果、脱脂コーン胚芽1kgより220
gの胚芽抽出エキスを得た。Example 7 9 kg of ethanol having a water content of 20% is added to 1 kg of defatted corn germ, and extraction is performed at room temperature (18 to 20 ° C) for 1 hour with stirring. After filtration, ethanol is removed from the extract by distillation, dextrin in an amount equivalent to that of the solid matter is added to the obtained extract, and spray drying is performed at an inlet temperature of 140 ° C and an outlet temperature of 80 ° C. As a result, 220 g from 1 kg of defatted corn germ
g of embryo extract was obtained.
実施例８ 実施例６で得た玄米胚芽抽出エキスを用いて次の組成
の飲料を製造した。Example 8 Using the extract from brown rice germ extract obtained in Example 6, a beverage having the following composition was produced.
グラニュー糖 7％ ブドウ糖 3％ クエン酸 0.2 ％ ビタミンＣ 0.1 ％ 玄米胚芽抽出エキス 1％ 本飲料を95℃で１時間加熱処理後、１年間室温で放置
したが、味、香り共に安定であった。Granulated sugar 7% Glucose 3% Citric acid 0.2% Vitamin C 0.1% Brown rice germ extract 1% This beverage was heated at 95 ° C for 1 hour and then left at room temperature for 1 year, but the taste and aroma were stable.
実施例９ 実施例７で得たコーン抽出エキスを用いて次の組成の
飲料を製造した。Example 9 A beverage having the following composition was produced using the corn extract obtained in Example 7.
グラニュー糖 7％ 果糖 3％ クエン酸 0.2 ％ ビタミンＣ 0.1 ％ コーン胚芽抽出エキス 1％ 本飲料を95℃で１時間加熱処理後、１年間室温で放置
したが、味、香り共に安定であった。Granulated sugar 7% Fructose 3% Citric acid 0.2% Vitamin C 0.1% Corn germ extract 1% This beverage was heat-treated at 95 ° C for 1 hour and then left at room temperature for 1 year, but the taste and aroma were stable.
産業上の利用可能性 以上述べたとおり、本発明に従い、脱脂胚芽を含水率
が70％以下のメタノール又はエタノールで抽出すること
により得られる胚芽抽出エキスは安定で水溶性に優れて
おり、該胚芽抽出エキスを含有する飲料は長期にわたり
保存しても「おり」が生じることがなく、味、香りも変
化せず、極めて安定であって、健康保持及び増進のため
の飲料として適している。INDUSTRIAL APPLICABILITY As described above, an extract of germ obtained by extracting defatted germ with methanol or ethanol having a water content of 70% or less according to the present invention is stable and excellent in water solubility. The beverage containing the extracted extract does not cause "origin" even when stored for a long period of time, does not change its taste and aroma, is extremely stable, and is suitable as a beverage for maintaining and promoting health.
Claims (13)
ール又はエタノールで抽出することを特徴とする安定性
に優れた胚芽抽出エキスの製造法。1. A method for producing an extract of germ extract having excellent stability, comprising extracting defatted germ with methanol or ethanol having a water content of 80% by weight or less.
タノールで抽出する請求の範囲第１項記載の方法。2. The method according to claim 1, wherein the extraction is carried out with methanol or ethanol having a water content of 75% by weight or less.
する請求の範囲第１項記載の方法。3. The method according to claim 1, wherein the extraction is carried out with ethanol having a water content of 10 to 75% by weight.
芽である請求の範囲第１項記載の方法。4. The method according to claim 1, wherein the defatted germ is defatted germ of wheat, brown rice or corn.
第１項記載の方法。5. The method according to claim 1, wherein the defatted germ is a wheat defatted germ.
う請求の範囲第１項記載の方法。6. The method according to claim 1, wherein the extraction is carried out at a temperature between room temperature and the boiling point of the solvent.
タノール又はエタノールを用いて抽出する請求の範囲第
１項記載の方法。7. The method according to claim 1, wherein the extraction is performed using 1 to 20 parts by weight of methanol or ethanol per 1 part by weight of the defatted germ.
タノール又はエタノールを用いて抽出する請求の範囲第
１項記載の方法。8. The method according to claim 1, wherein the extraction is performed using 2 to 15 parts by weight of methanol or ethanol per 1 part by weight of the defatted germ.
ることにより粉末化する請求の範囲第１項記載の方法。9. The method according to claim 1, wherein the embryo extract is powdered by freeze-drying or spray-drying.
た後噴霧乾燥して粉末化する請求の範囲第９項記載の方
法。10. The method according to claim 9, wherein dextrin is added to the germ extract, followed by spray-drying to obtain a powder.
で得られた胚芽抽出エキス。11. An extract of an embryo obtained by the method according to any one of claims 1 to 10.
により得られた胚芽抽出エキスを含有する胚芽飲料。12. A germ drink containing an extract of germ extract obtained by the method according to any one of claims 1 to 10.
で含有する請求の範囲第12項記載の飲料。13. The beverage according to claim 12, which contains the germ extract in a concentration of 0.1 to 5% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7519461A JP2845349B2 (en) | 1994-01-19 | 1995-01-17 | Method for producing germ extract |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1772594 | 1994-01-19 | ||
| JP6-17725 | 1994-01-19 | ||
| IT94A002568 | 1994-12-20 | ||
| JP7519461A JP2845349B2 (en) | 1994-01-19 | 1995-01-17 | Method for producing germ extract |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003434456A Division JP2004131509A (en) | 1994-12-20 | 2003-12-26 | Chalcone complex having antiproliferation activity against tumors of uterine, ovarian and mammary |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH10511346A JPH10511346A (en) | 1998-11-04 |
| JP2845349B2 true JP2845349B2 (en) | 1999-01-13 |
Family
ID=26354291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7519461A Expired - Fee Related JP2845349B2 (en) | 1994-01-19 | 1995-01-17 | Method for producing germ extract |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2845349B2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2004096198A1 (en) * | 2003-05-02 | 2006-07-13 | タカラバイオ株式会社 | Therapeutic agent |
| US7498357B2 (en) | 2003-12-05 | 2009-03-03 | Takara Bio Inc. | Chalcone compounds |
| US7714025B2 (en) * | 2006-05-10 | 2010-05-11 | Arizona Biomedical Research Commission | Modified chalcone compounds as antimitotic agents |
-
1995
- 1995-01-17 JP JP7519461A patent/JP2845349B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH10511346A (en) | 1998-11-04 |
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