JP2008280539A - Deterioration odor-inhibiting agent for citral or citral-containing product - Google Patents

Deterioration odor-inhibiting agent for citral or citral-containing product Download PDF

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JP2008280539A
JP2008280539A JP2008154884A JP2008154884A JP2008280539A JP 2008280539 A JP2008280539 A JP 2008280539A JP 2008154884 A JP2008154884 A JP 2008154884A JP 2008154884 A JP2008154884 A JP 2008154884A JP 2008280539 A JP2008280539 A JP 2008280539A
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citral
containing product
deterioration odor
extract
odor
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JP4372203B2 (en
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Kenji Adachi
謙次 足立
Shuichi Muranishi
修一 村西
Susumu Kiyohara
進 清原
Hironari Sekiguchi
裕也 関口
Hideki Masuda
秀樹 増田
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Ogawa and Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide an agent and a method of inhibiting deterioration odor derived from citral, having high safety and giving no influence on an original flavor of products, since a structure of citral in citral-containing products is changed by a reaction such as cyclization, hydration, or isomerization in respective stages of production, distribution, storage, etc., and further, extremely vigorous deterioration odor such as of p-cresol or p-methylacetophenone is produced by oxidation reaction. <P>SOLUTION: The agent for inhibiting deterioration odor derived from citral or citral-containing products contains a solvent extract of at least one selected from the group consisting of Angelica keiskei, avocado, fleawort, semi-fermented tea leaves, sickle senna, and Crataegus cuneata. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

本発明は、シトラール又はシトラールを含有する製品に広く適用することができるシトラールの劣化臭生成抑制剤並びその生成抑制方法に関する。   The present invention relates to a citral deterioration odor generation inhibitor and a method for suppressing the generation thereof, which can be widely applied to citral or products containing citral.

シトラールはレモン様の特徴的な香りを有する重要な成分であるが、加熱もしくは経時的に減少しオフフレーバーが生成することが知られている(非特許文献1参照)。特に酸性条件下ではシトラール含有製品中のシトラールは、製造、流通、保存期間中の各段階で減少し、環化、水和、異性化等の反応によりその構造が変化し、その結果フレッシュ感の低下を引き起こす。さらにはシトラール由来の生成物の酸化反応により非常に強い劣化臭原因物質であるp−メチルアセトフェノン及びp−クレゾールが生成することにより著しい製品の品質低下を招く。従来、シトラールから生成する種々の劣化臭原因物質に関して、その発生防止の目的でイソアスコルビン酸等の酸化防止剤の添加(非特許文献2参照)等様々な試みがなされたが、p−クレゾールおよびp−メチルアセトフェノンの生成抑制に関しては有効な方法は見出されていない。   Citral is an important component having a lemon-like characteristic fragrance, but it is known that it is reduced by heating or with time to produce an off-flavor (see Non-Patent Document 1). In particular, under acidic conditions, citral in citral-containing products decreases at each stage during production, distribution, and storage, and the structure changes due to reactions such as cyclization, hydration, and isomerization. Causes a drop. Furthermore, p-methylacetophenone and p-cresol, which are very strong odor-causing substances, are produced by the oxidation reaction of the citral-derived product, resulting in a significant product quality degradation. Conventionally, various attempts have been made with respect to various odor-causing substances produced from citral, such as addition of an antioxidant such as isoascorbic acid (see Non-Patent Document 2) for the purpose of preventing the occurrence thereof, but p-cresol and No effective method has been found for the suppression of p-methylacetophenone production.

そこで加熱若しくは経時的に生成するシトラールの劣化臭、特にp−クレゾール及びp−メチルアセトフェノンの生成に対して強い生成抑制効果を有すると同時に、安全で安価なシトラールの劣化抑制剤もしくは劣化抑制方法が要望されてきた。
Peter Schieberle and Werner Grosch; J. Agric. Food Chem., 36, 797-800(1988) Val E. Peacock and David W. Kuneman; J. Agric. Food Chem., 33, 330-335(1985)
Therefore, a citral deterioration inhibitor or method for suppressing deterioration of citral, which has a strong generation suppressing effect on the generation of citral deterioration odors, particularly p-cresol and p-methylacetophenone, produced over time or over time, is provided. It has been requested.
Peter Schieberle and Werner Grosch; J. Agric. Food Chem., 36, 797-800 (1988) Val E. Peacock and David W. Kuneman; J. Agric. Food Chem., 33, 330-335 (1985)

本発明は上記従来技術における問題点に鑑み、シトラール又はシトラール含有製品の製造、流通、保存等の各段階で、加熱もしくは経時的に生成するシトラール由来の劣化臭原因物質(p−クレゾール及びp−メチルアセトフェノン)の生成を抑制でき、また安全性が高く、しかも最終製品本来の香味又は香気に影響を与えることのない劣化臭生成抑制剤並びに劣化臭生成抑制方法を提供することを目的とする。   In view of the above problems in the prior art, the present invention is a citral-derived deterioration odor-causing substance (p-cresol and p-cresol derived from citral, which is produced with heating or with time at each stage of production, distribution, storage, etc. of citral or a citral-containing product. It is an object of the present invention to provide a deteriorated odor generation inhibitor and a method of suppressing deterioration odor generation that can suppress the production of methyl acetophenone), have high safety, and do not affect the original flavor or aroma of the final product.

本発明者らは、加熱によるシトラールの劣化臭生成について詳細に検討した結果、特定の植物又は半発酵茶葉、発酵茶葉の溶媒抽出物が、シトラール又はシトラール含有製品の非常に強い劣化臭原因物質であるp−クレゾール及びp−メチルアセトフェノンの生成抑制に顕著な効果があることを見出し本発明を完成するに至った。   As a result of detailed investigations on the generation of a deodorant odor of citral by heating, the present inventors found that the solvent extract of a specific plant or semi-fermented tea leaf or fermented tea leaf is a very strong detrimental odor-causing substance of citral or citral-containing products. The inventors have found that the production of certain p-cresol and p-methylacetophenone has a remarkable effect and have completed the present invention.

すなわち、本発明はシトラール又はシトラール含有製品に、アシタバ、アボカド、オオバコ、半発酵茶葉、発酵茶葉、エビスグサおよびサンザシからなる群より選ばれる少なくとも1種の溶媒抽出物を含有することを特徴とするシトラール又はシトラール含有製品の劣化臭生成抑制剤である。
さらに溶媒が水、極性有機溶媒又はこれらの混合物であることを特徴とする。
That is, the present invention contains at least one solvent extract selected from the group consisting of ashitaba, avocado, psyllium, semi-fermented tea leaves, fermented tea leaves, shrimp and hawthorn in citral or a citral-containing product. Or it is a deterioration odor production | generation inhibitor of a citral containing product.
Furthermore, the solvent is water, a polar organic solvent, or a mixture thereof.

本発明の劣化臭生成抑制剤をシトラール又はシトラールを含有する製品に使用することにより、経時変化もしくは加熱によるシトラール由来の劣化臭生成を効果的に抑制することができる。よって、本発明の劣化臭生成抑制剤の使用により、シトラール含有製品中の製造、流通、保存期間中の各段階で徐々に進行する劣化臭の生成を効率的に抑制し、フレッシュ感を維持することにより、安価かつ長期間安定に製品の品質を維持することができる。   By using the deterioration odor production inhibitor of the present invention for citral or a product containing citral, it is possible to effectively inhibit the generation of citral-derived deterioration odor due to aging or heating. Therefore, the use of the deterioration odor production inhibitor of the present invention effectively suppresses the generation of the deterioration odor that gradually proceeds at each stage during the production, distribution, and storage period in the citral-containing product, and maintains a fresh feeling. Thus, the quality of the product can be maintained stably at a low cost for a long period of time.

以下、本発明をさらに詳細に説明する。
(1)原材料
本発明に使用する植物は、下記に列挙した群から選ばれる少なくとも1種であり、これらは単独で又は併せて使用することができる。
アシタバ(学名:Angelica keiskei(Miq.)Koidz.)
アボカド(学名:Persea Americana)
オオバコ(学名:Plantago asiatica L.)
エビスグサ(学名:Cassia obtusifolia L. 又は C. tora L)
サンザシ(学名:Crataegus cuneata Sieb. et Zucc.)
上記の植物については、根、茎(枝幹)、葉、果実を原材料として後述の抽出処理に付される。アシタバについては茎又は葉、アボカドは果皮、サンザシは果実、エビスグサは種子、オオバコは種子又は葉を使用することが好ましい。
半発酵茶葉、発酵茶葉はいずれも茶(Camellia sinensis var. sinensis又はCamellia sinensis var. assamica)の生葉からつくられ、発酵度の違いにより半発酵茶と発酵茶に分類される。半発酵茶は茶の生葉を萎凋・撹拌する際に、生葉のカテキン類などを自らの酸化酵素(ポリフェノールオキシダーゼ)で30〜70%発酵(酸化)させてつくられる。発酵茶は生葉を萎凋・揉捻後、自らの酸化酵素で完全に発酵させてつくられる。半発酵茶の例としてウーロン茶、包種茶、発酵茶の例として紅茶、紅だん茶が挙げられるが、半発酵茶葉としてはウーロン茶葉、発酵茶葉としては紅茶葉を用いることが好ましい。
Hereinafter, the present invention will be described in more detail.
(1) Raw material The plant used for this invention is at least 1 sort (s) chosen from the group enumerated below, and these can be used individually or in combination.
Ashitaba (Scientific name: Angelica keiskei (Miq.) Koidz.)
Avocado (scientific name: Persea Americana)
Plantain (scientific name: Plantago asiatica L.)
Ebisugusa (scientific name: Cassia obtusifolia L. or C. tora L)
Hawthorn (scientific name: Crataegus cuneata Sieb. Et Zucc.)
About said plant, it attaches | subjects to the below-mentioned extraction process by using a root, a stem (branch trunk), a leaf, and a fruit as raw materials. As for Ashitaba, it is preferable to use stems or leaves, avocado as pericarp, hawthorn as fruits, Shrimp as seed, and psyllium as seed or leaf.
Both semi-fermented tea leaves and fermented tea leaves are made from fresh leaves of tea (Camellia sinensis var. Sinensis or Camellia sinensis var. Assamica), and are classified into semi-fermented tea and fermented tea depending on the degree of fermentation. Semi-fermented tea is produced by fermenting (oxidizing) 30 to 70% of catechins of fresh leaves with their own oxidase (polyphenol oxidase) when the fresh leaves of tea are wilted and stirred. Fermented tea is made by completely fermenting fresh leaves with their own oxidase after wilting and twisting. Examples of the semi-fermented tea include oolong tea, baked tea, and examples of the fermented tea include black tea and red tea. It is preferable to use oolong tea leaves as the semi-fermented tea leaves and black tea leaves as the fermented tea leaves.

(2)抽出処理
(ア)溶媒
抽出処理に使用する溶媒は、水又は極性有機溶媒であり、有機溶媒は含水物であっても良い。
極性有機溶媒としては、アルコール、アセトン、酢酸エチル等が上げられる。中でも人体への安全性と取扱性の観点から水またはエタノール、プロパノール、ブタノールのような炭素数2〜4の脂肪族アルコールが望ましい。特に水又はエタノール又はこれらの混合物が望ましい。
抽出に用いる溶媒の量は任意に選択できるが、一般には上記原材料1重量部に対し溶媒量2〜100重量部を使用する。
なお、抽出の前処理としてヘキサン等の非極性有機溶媒であらかじめ脱脂処理をし、後の抽出処理時に余分な脂質が抽出されるのを防止することもできる。またこの脱脂処理で結果的に脱臭等の精製ができる場合がある。また脱臭の目的で抽出前に水蒸気蒸留処理を施してもよい。
(2) Extraction treatment (a) Solvent The solvent used for the extraction treatment is water or a polar organic solvent, and the organic solvent may be a hydrated product.
Examples of the polar organic solvent include alcohol, acetone, ethyl acetate and the like. Of these, water or an aliphatic alcohol having 2 to 4 carbon atoms such as ethanol, propanol, and butanol is desirable from the viewpoint of safety to the human body and handleability. Water or ethanol or a mixture thereof is particularly desirable.
The amount of the solvent used for the extraction can be arbitrarily selected, but generally 2 to 100 parts by weight of the solvent is used with respect to 1 part by weight of the raw material.
It should be noted that as a pretreatment for extraction, degreasing treatment can be performed in advance with a non-polar organic solvent such as hexane to prevent excess lipids from being extracted during the subsequent extraction treatment. Further, this degreasing treatment may result in purification such as deodorization. For the purpose of deodorization, steam distillation treatment may be performed before extraction.

(イ)抽出処理方法
抽出処理方法としては、溶媒の種類、量等により種々の方法を採用することができる。例えば前記各種天然物を粉砕したものを溶媒中に入れ、浸漬法又は加熱還流法で抽出することができる。なお浸漬法による場合は加熱条件下、室温又は冷却条件下のいずれであってもよい。
ついで、溶媒に不溶な固形物を除去して抽出液を得るが、固形物除去方法としては遠心分離、濾過、圧搾等の各種の固液分離手段を用いることができる。
得られた抽出液はそのままでもシトラール劣化臭生成抑制剤として使用できるが、例えば水、エタノール、グリセリン、トリエチルシトレート、ジプロピレングリコール、プロピレングリコール等の液体希釈剤で適宜希釈して使用してもよい。またはデキストリン、シュークロース、ペクチン、キチン等を加えることもできる。これらをさらに濃縮してペースト状の抽出エキスとしても、また凍結乾燥又は加熱乾燥などの処理を行い粉末として使用してもよい。
また超臨界抽出による抽出、分画、または脱臭処理したものも使用可能である。
(A) Extraction processing method As the extraction processing method, various methods can be adopted depending on the type and amount of the solvent. For example, pulverized various natural products can be put in a solvent and extracted by a dipping method or a heating reflux method. In the case of the immersion method, any of heating conditions, room temperature or cooling conditions may be used.
Next, the solid solution insoluble in the solvent is removed to obtain an extract. As the solid material removal method, various solid-liquid separation means such as centrifugation, filtration, and pressing can be used.
The obtained extract can be used as it is as a citral deterioration odor production inhibitor, but can be used after appropriately diluted with a liquid diluent such as water, ethanol, glycerin, triethyl citrate, dipropylene glycol, propylene glycol, etc. Good. Alternatively, dextrin, sucrose, pectin, chitin and the like can be added. These may be further concentrated to obtain a paste-like extract, or may be used as a powder after treatment such as freeze-drying or heat-drying.
Moreover, what was extracted, fractionated, or deodorized by supercritical extraction can also be used.

(ウ)精製
上記方法で得られた抽出物は、そのままシトラール含有製品に配合することができるが、さらに、脱色、脱臭等の精製処理をすることができる。精製処理には活性炭や多孔性のスチレン-ジビニルベンゼン共重合体からなる合成樹脂吸着剤などが使用できる。精製用の合成樹脂吸着剤としては例えば三菱化学株式会社製「ダイヤイオンHP−20(商品名)」やオルガノ株式会社製「アンバーライトXAD−2(商品名)」などが使用できる。
(C) Purification Although the extract obtained by the above method can be directly blended into a citral-containing product, it can be further subjected to purification treatment such as decolorization and deodorization. For the purification treatment, activated carbon or a synthetic resin adsorbent made of porous styrene-divinylbenzene copolymer can be used. As the synthetic resin adsorbent for purification, for example, “Diaion HP-20 (trade name)” manufactured by Mitsubishi Chemical Corporation or “Amberlite XAD-2 (trade name)” manufactured by Organo Corporation can be used.

(3)劣化臭生成抑制剤の調製
劣化臭生成抑制剤は、上記のとおり得られた抽出物を原材料として例えば以下のように調製される。
一般的には各種成分を組み合わせて、例えば水、アルコール、グリセリン、プロピレングリコール等の(混合)溶剤に適当な濃度で溶解させて(具体的には、水/エタノール、水/エタノール/グリセリン、水/グリセリン等の混合溶剤)液剤とする。また、各種成分の溶液に賦形剤(デキストリン等)を添加し噴霧乾燥によりパウダー状にすることも可能であり、用途に応じて種々の剤形を採用することができる。
(3) Preparation of degradation odor production | generation inhibitor A degradation odor production | generation inhibitor is prepared as follows using the extract obtained as mentioned above as a raw material.
In general, various components are combined and dissolved in an appropriate concentration in a (mixed) solvent such as water, alcohol, glycerin, or propylene glycol (specifically, water / ethanol, water / ethanol / glycerin, water / Mixed solvent such as glycerin) solution. Moreover, it is also possible to add excipients (dextrin etc.) to the solution of various components, and it can be made into powder form by spray drying, and various dosage forms can be employ | adopted according to a use.

(4)用法
本発明の劣化臭生成抑制剤又は劣化臭生成抑制方法を適用し得る製品としては特に限定はなく、シトラス系香料の他、食品では店頭陳列される場合が多い炭酸飲料、果汁、果汁飲料、乳性飲料、茶飲料等のシトラス系飲料、シトラール含有のヨーグルト、ゼリー、アイスクリーム等の冷菓、キャンディー、水飴、ガム等の菓子等、食品素材、シトラス系香料等の食品添加物、各種シトラス風味のドレッシング等が挙げられる。食品以外ではシトラールを含有する香水、化粧品、洗口剤、歯磨、洗剤、石鹸、シャンプー、リンス、入浴剤、芳香剤等の香粧品が挙げられる。
(4) Usage There is no particular limitation as a product to which the degradation odor production inhibitor or degradation odor production inhibition method of the present invention can be applied. In addition to citrus flavors, carbonated beverages, fruit juices, Citrus beverages such as fruit juice beverages, milk beverages, tea beverages, citral-containing yogurt, jelly, ice cream and other frozen confectionery, candy, chickenpox, confectionery such as gum, food ingredients, food additives such as citrus flavors, Examples include various citrus-flavored dressings. In addition to foods, citral-containing perfumes, cosmetics, mouthwashes, toothpastes, detergents, soaps, shampoos, rinses, bath agents, fragrances, and other cosmetics are listed.

本発明の劣化臭生成抑制剤はシトラール含有製品の加工段階で適宜添加することができる。添加量については、使用する劣化臭生成抑制剤の成分の純度、あるいは添加対象の種類により異なるが、一般的に1〜500ppmの添加量が適当である。対象製品が食品の場合には、本来の香味にほとんど影響を及ぼさないという観点からは1〜200ppm、特に1〜100ppmが好ましい。
また劣化臭生成抑制剤を2種類以上併用する場合の混合割合は、特に限定されるものではない。混合した抑制剤の添加量については、使用する抑制剤の成分の純度、あるいは添加対象の製品の種類により異なるが、1〜500ppmが適当であり、特に1〜100ppmの範囲が好ましい。
The deterioration smell generation inhibitor of this invention can be suitably added in the process step of a citral containing product. The addition amount varies depending on the purity of the component of the deteriorated odor production inhibitor to be used or the kind of the addition target, but an addition amount of 1 to 500 ppm is generally appropriate. When the target product is a food product, 1 to 200 ppm, particularly 1 to 100 ppm is preferable from the viewpoint of hardly affecting the original flavor.
Moreover, the mixing ratio in the case of using 2 or more types of deterioration odor production | generation inhibitors in combination is not specifically limited. About the addition amount of the mixed inhibitor, although it changes with the purity of the component of the inhibitor to be used, or the kind of the product of addition object, 1-500 ppm is suitable, and the range of 1-100 ppm is especially preferable.

以下、本発明を実施例に基づいてさらに詳細に説明するが、本発明はこれらの実施例に限定されるものではない。
各天然物の抽出例を以下のとおり示す。
EXAMPLES Hereinafter, although this invention is demonstrated further in detail based on an Example, this invention is not limited to these Examples.
Examples of extraction of each natural product are shown below.

〔抽出例1〕
乾燥したアシタバの葉100gに、50重量%エタノール水溶液1000gを加え1時間、加熱還流して抽出した。不溶物を濾過により除去した後、濾液を10gの活性炭にて脱色した。濾過により活性炭を除去後、濾液を150gまで減圧で濃縮した。
この濃縮液50gを多孔性合成吸着剤(ダイヤイオンHP−20)100mlに吸着させた。水400mlを用いて洗浄後、50重量%エタノール水溶液400mlで溶出した。溶出液を減圧濃縮後、凍結乾燥し茶褐色の粉末5.7g(以下「アシタバ抽出物」と呼ぶ)を得た。物性は以下の通りであった。
a) 紫外線吸収スペクトルは図1に示すとおりである( 測定濃度:10ppm、希釈溶剤:50重量%エタノール水溶液)。
λmax:286nm
b) 溶解性:水に可溶、50重量%エタノール水溶液に易溶、エタノールに不溶。
[Extraction Example 1]
To 100 g of dried Ashitaba leaves, 1000 g of a 50 wt% aqueous ethanol solution was added and extracted by heating under reflux for 1 hour. The insoluble material was removed by filtration, and the filtrate was decolorized with 10 g of activated carbon. After removing the activated carbon by filtration, the filtrate was concentrated to 150 g under reduced pressure.
50 g of this concentrated liquid was adsorbed on 100 ml of a porous synthetic adsorbent (Diaion HP-20). After washing with 400 ml of water, elution was performed with 400 ml of a 50 wt% aqueous ethanol solution. The eluate was concentrated under reduced pressure and freeze-dried to obtain 5.7 g of a brown powder (hereinafter referred to as “Ashitaba extract”). The physical properties were as follows.
a) The ultraviolet absorption spectrum is as shown in FIG. 1 (measurement concentration: 10 ppm, diluting solvent: 50 wt% ethanol aqueous solution).
λmax: 286nm
b) Solubility: Soluble in water, easily soluble in 50% by weight ethanol aqueous solution, insoluble in ethanol.

〔抽出例2〕
乾燥したアボカド果皮50gを粉砕し、50重量%エタノール水溶液500gを加え1時間還流して抽出した。
不溶物を濾過により除去した後、濾液を濃縮、凍結乾燥し赤褐色の粉末(以下「アボカド抽出物」と呼ぶ)11.2g得た。この抽出物の物性は以下の通りであった。
a) 紫外線吸収スペクトルは図2に示すとおりである( 測定濃度:10ppm、希釈溶剤:50重量%エタノール水溶液)。
λmax:280nm、201nm
b) 溶解性:水に可溶、50重量%エタノール水溶液に易溶、エタノールに不溶。
[Extraction Example 2]
50 g of dried avocado peel was pulverized, 500 g of a 50 wt% aqueous ethanol solution was added, and the mixture was refluxed for 1 hour for extraction.
Insoluble matter was removed by filtration, and the filtrate was concentrated and freeze-dried to obtain 11.2 g of a reddish brown powder (hereinafter referred to as “Avocado extract”). The physical properties of this extract were as follows.
a) The ultraviolet absorption spectrum is as shown in FIG. 2 (measurement concentration: 10 ppm, diluting solvent: 50 wt% ethanol aqueous solution).
λmax: 280 nm, 201 nm
b) Solubility: Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.

〔抽出例3〕
乾燥したオオバコ種子100gを粉砕し、2kgの25重量%エタノール水溶液に入れ、1時間、加熱還流して抽出した。不溶物を濾過後、濾液を減圧下で濃縮した。濃縮液を凍結乾燥し、暗褐色粉末5.9g(以下「オオバコ抽出物」と呼ぶ)を得た。この抽出物の物性は以下の通りであった。
a) 紫外線吸収スペクトルは図3に示すとおりである( 測定濃度:10ppm、希釈溶剤:25重量%エタノール水溶液)。
λmax:330nm、285nm
b) 溶解性:水に可溶、50重量%エタノール水溶液に易溶、エタノールに不溶。
[Extraction Example 3]
100 g of dried psyllium seeds were pulverized, placed in 2 kg of 25 wt% aqueous ethanol solution, and extracted by heating under reflux for 1 hour. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The concentrated solution was lyophilized to obtain 5.9 g of dark brown powder (hereinafter referred to as “Plant extract”). The physical properties of this extract were as follows.
a) The ultraviolet absorption spectrum is as shown in FIG. 3 (measurement concentration: 10 ppm, diluting solvent: 25 wt% ethanol aqueous solution).
λmax: 330 nm, 285 nm
b) Solubility: Soluble in water, easily soluble in 50% by weight aqueous ethanol solution, insoluble in ethanol.

〔抽出例4〕
紅茶葉50gを、95重量%エタノール水溶液1kg中に入れ、1時間、加熱還流して抽出した。不溶物を濾過により除去した後、濾液に活性炭5gを添加し室温で1時間撹拌した。活性炭を濾過により除去後、減圧濃縮した。
続いて濃縮物を凍結乾燥し茶褐色の粉末10.1g(以下「紅茶抽出物」と呼ぶ)を得た。この抽出物の物性は以下の通りであった。
a) 紫外線吸収スペクトルは図4に示すとおりである( 測定濃度:10ppm、希釈溶剤:95重量%エタノール水溶液)。
λmax:273nm、207nm
b) 溶解性:水に不溶、50重量%エタノール水溶液に可溶、エタノールに易溶
[Extraction Example 4]
50 g of black tea leaves were placed in 1 kg of a 95% by weight aqueous ethanol solution and extracted by heating under reflux for 1 hour. After removing insolubles by filtration, 5 g of activated carbon was added to the filtrate and stirred at room temperature for 1 hour. The activated carbon was removed by filtration and then concentrated under reduced pressure.
Subsequently, the concentrate was freeze-dried to obtain 10.1 g of a brown powder (hereinafter referred to as “tea extract”). The physical properties of this extract were as follows.
a) The ultraviolet absorption spectrum is as shown in FIG. 4 (measurement concentration: 10 ppm, diluting solvent: 95 wt% ethanol aqueous solution).
λmax: 273 nm, 207 nm
b) Solubility: Insoluble in water, soluble in 50 wt% ethanol aqueous solution, easily soluble in ethanol

〔抽出例5〕
ウーロン茶葉100gを、50重量%エタノール水溶液2kg中に入れ、12時間、室温で静置抽出した。不溶物を濾過により除去した後、減圧濃縮し、続いて濃縮物を凍結乾燥して茶褐色の粉末25g(以下「ウーロン茶抽出物」と呼ぶ)を得た。この抽出物の物性は以下の通りであった。
a) 紫外線吸収スペクトルは図5に示すとおりである( 測定濃度:10ppm、希釈溶剤:50重量%エタノール水溶液)。
λmax:274nm、205nm
b) 溶解性:水に可溶、50重量%エタノール水溶液に易溶、エタノールに不溶
[Extraction Example 5]
100 g of oolong tea leaves were placed in 2 kg of a 50 wt% aqueous ethanol solution and extracted by standing at room temperature for 12 hours. Insoluble matters were removed by filtration, followed by concentration under reduced pressure. Subsequently, the concentrate was freeze-dried to obtain 25 g of brown powder (hereinafter referred to as “oolong tea extract”). The physical properties of this extract were as follows.
a) The ultraviolet absorption spectrum is as shown in FIG. 5 (measurement concentration: 10 ppm, diluting solvent: 50 wt% ethanol aqueous solution).
λmax: 274 nm, 205 nm
b) Solubility: Soluble in water, easily soluble in 50 wt% ethanol aqueous solution, insoluble in ethanol

〔抽出例6〕
乾燥したエビスグサの種子50gを粉砕し、50重量%エタノール水溶液1000gで2時間加熱還流し、不溶物を濾過した。濾液を10gの活性炭を添加し室温で1時間撹拌した。活性炭を濾過により除去後、濾液を100gまで減圧下で濃縮した。
この濃縮液100gを多孔性合成吸着剤(ダイヤイオンHP−20)100mlに吸着させた。水400mlを用いて洗浄後、50%重量エタノール水溶液400mlで溶出した。溶出液を減圧濃縮後、凍結乾燥して褐色の粉末2.0g(以下「エビスグサ抽出物」と呼ぶ)を得た。この抽出物の物性は以下の通りであった。
a) 紫外線吸収スペクトルは図6に示すとおりである( 測定濃度:10ppm、希釈溶剤:50重量%エタノール水溶液)。
λmax:277nm、279nm、224nm
b) 溶解性:水に可溶、50重量%エタノール水溶液に易溶、エタノールに不溶。
[Extraction Example 6]
50 g of dried shrimp seeds were pulverized and heated under reflux with 1000 g of 50 wt% aqueous ethanol solution for 2 hours, and insoluble matter was filtered off. 10 g of activated carbon was added to the filtrate and stirred at room temperature for 1 hour. After the activated carbon was removed by filtration, the filtrate was concentrated to 100 g under reduced pressure.
100 g of this concentrated liquid was adsorbed on 100 ml of a porous synthetic adsorbent (Diaion HP-20). After washing with 400 ml of water, elution was performed with 400 ml of 50% by weight ethanol aqueous solution. The eluate was concentrated under reduced pressure and freeze-dried to obtain 2.0 g of a brown powder (hereinafter referred to as “Ebisugusa extract”). The physical properties of this extract were as follows.
a) The ultraviolet absorption spectrum is as shown in FIG. 6 (measurement concentration: 10 ppm, diluting solvent: 50 wt% ethanol aqueous solution).
λmax: 277 nm, 279 nm, 224 nm
b) Solubility: Soluble in water, easily soluble in 50% by weight ethanol aqueous solution, insoluble in ethanol.

〔抽出例7〕
乾燥したサンザシ果実50gを粉砕し、50重量%エタノール水溶液250g中に入れ、1時間、加熱還流して抽出した。不溶物を濾過により除去した後、減圧濃縮し、続いて濃縮物を凍結乾燥して茶褐色の粉末5g(以下「サンザシ抽出物」と呼ぶ)を得た。この抽出物の物性は以下の通りであった。
a) 紫外線吸収スペクトルは図7に示すとおりである( 測定濃度:10ppm、希釈溶剤:50重量%エタノール水溶液)。
λmax:280nm
b) 溶解性:水に可溶、50重量%エタノール水溶液に易溶、エタノールに不溶
[Extraction Example 7]
50 g of dried hawthorn fruit was pulverized, placed in 250 g of a 50 wt% aqueous ethanol solution, and extracted by heating under reflux for 1 hour. Insoluble matter was removed by filtration, followed by concentration under reduced pressure, followed by freeze-drying to obtain 5 g of a brown powder (hereinafter referred to as “hawthorn extract”). The physical properties of this extract were as follows.
a) The ultraviolet absorption spectrum is as shown in FIG. 7 (measurement concentration: 10 ppm, diluting solvent: 50 wt% ethanol aqueous solution).
λmax: 280nm
b) Solubility: Soluble in water, easily soluble in 50 wt% ethanol aqueous solution, insoluble in ethanol

試験例および実施例において単品試薬として以下のものを使用した。
1)L−アスコルビン酸:
ナカライテスク(株)製のL(+)−アスコルビン酸を使用した。
2)ルチン:
ナカライテスク(株)製のルチンを使用した。
3)クロロゲン酸:
和光純薬(株)製のクロロゲン酸を使用した。
In the test examples and examples, the following were used as single reagent.
1) L-ascorbic acid:
L (+)-ascorbic acid manufactured by Nacalai Tesque was used.
2) Rutin:
Rutin manufactured by Nacalai Tesque was used.
3) Chlorogenic acid:
Chlorogenic acid manufactured by Wako Pure Chemical Industries, Ltd. was used.

上記劣化臭生成抑制剤をレモンモデル飲料に添加し、p−クレゾール、p−メチルアセトフェノンの生成抑制効果を評価した。
〔試験例1〕
1/10Mクエン酸−1/5Mリン酸水素二ナトリウムで調整したpH3.0の緩衝溶液に、蔗糖を5重量%、シトラールを10ppmとなるように添加し酸性シトラール溶液を調製した。この溶液に各種劣化臭生成抑制剤及び比較例として強い抗酸化効果を有するL−アスコルビン酸、ルチン、クロロゲン酸を添加し(L−アスコルビン酸は1重量%/水溶液として、それら以外は1重量%/50重量%エタノール水溶液として添加した)、100ml容量のガラスバイアル(ポリテトラフルオロエチレン製キャップ付き)に各100g詰めた。それぞれのバイアルを恒温槽中(50℃)にて7日間保管した。各酸性シトラール溶液をジクロロメタンで抽出後、ガスクロマトグラフィーにてp−クレゾール及びp−メチルアセトフェノンの生成量を測定した。表1にp−クレゾール、p−メチルアセトフェノンの生成量を無添加50℃、7日間保管品でのp−クレゾール、p−メチルアセトフェノンの生成量を100とした場合の相対値で表した。
The said deterioration odor production | generation inhibitor was added to the lemon model drink, and the production | generation inhibitory effect of p-cresol and p-methyl acetophenone was evaluated.
[Test Example 1]
An acidic citral solution was prepared by adding 5% by weight of sucrose and 10 ppm of citral to a buffer solution of pH 3.0 adjusted with 1 / 10M citric acid-1 / 5M disodium hydrogen phosphate. L-ascorbic acid, rutin, and chlorogenic acid having a strong antioxidant effect as a comparative example were added to this solution (L-ascorbic acid was 1% by weight / aqueous solution, otherwise 1% by weight) / 50 wt% ethanol aqueous solution), and 100 g each was filled in a 100 ml capacity glass vial (with a cap made of polytetrafluoroethylene). Each vial was stored in a constant temperature bath (50 ° C.) for 7 days. Each acidic citral solution was extracted with dichloromethane, and the amounts of p-cresol and p-methylacetophenone produced were measured by gas chromatography. In Table 1, the production amounts of p-cresol and p-methylacetophenone are shown as relative values when the production amount of p-cresol and p-methylacetophenone in a product stored for 7 days without addition is set to 100.

Figure 2008280539
Figure 2008280539

〔試験例2〕 レモン風味飲料
砂糖50g、クエン酸1g、シトラールを含有するレモン香料2g及び各種劣化臭生成抑制剤の1重量%/50重量%エターノール水溶液を表2の濃度になるよう適量添加し、精製水で全量を1000gに調整した。同様に、比較例として劣化臭生成抑制剤に代えて酸化防止剤(L−アスコルビン酸、ルチン、クロロゲン酸)の1重量%/50重量%エターノール水溶液各6gを添加した溶液を調製した。この溶液を70℃にて10分間殺菌後、缶につめ、レモン風味飲料を作成し、50℃にて7日間、恒温槽中で保管した。習熟したパネル10名を選んで官能評価を行った。対照レモン風味飲料として劣化臭生成抑制剤及び酸化防止剤無添加の冷蔵保管品(評価点:0)と、劣化臭生成抑制剤および酸化防止剤無添加の50℃、7日間保管品(評価点:4)を使用し、各レモン風味飲料の香味の劣化度合いを相対評価した。その結果は表2のとおりである。
なお、表2中の評価の点数は以下の基準で採点した各パネルの平均点である。
(採点基準)
異味、異臭*を非常に強く感じる:4点
異味、異臭*を強く感じる :3点
異味、異臭*を感じる :2点
異味、異臭*を若干感じる :1点
異味、異臭*を感じない :0点
* p−クレゾール様(薬品臭)、p−メチルアセトフェノン様(桂皮様)の異臭
[Test Example 2] Lemon flavored beverage 50 g of sugar, 1 g of citric acid, 2 g of lemon flavor containing citral, and 1 wt% / 50 wt% aqueous ethanol solution of various odor generation inhibitors were added in appropriate amounts to the concentrations shown in Table 2. The total amount was adjusted to 1000 g with purified water. Similarly, as a comparative example, a solution was prepared by adding 6 g each of a 1 wt% / 50 wt% aqueous ethanol solution of an antioxidant (L-ascorbic acid, rutin, chlorogenic acid) instead of the deterioration odor production inhibitor. This solution was sterilized at 70 ° C. for 10 minutes and then packed in a can to prepare a lemon flavored beverage, which was stored in a thermostatic bath at 50 ° C. for 7 days. Ten experienced panelists were selected for sensory evaluation. Control lemon-flavored beverages containing refrigerated odor-free inhibitors and antioxidants (refrigeration points: 0), and odor-free inhibitors and antioxidants added at 50 ° C for 7 days (evaluation points) : 4) was used, and the degree of flavor deterioration of each lemon flavored beverage was relatively evaluated. The results are shown in Table 2.
In addition, the score of evaluation in Table 2 is an average score of each panel scored according to the following criteria.
(Scoring criteria)
Off-taste, off-odor * very strongly feel: 4 points off-taste, off-flavors * strongly feel: 3 points off-taste, feel off-flavors *: 2 points off-taste, feel slightly off-flavors *: 1 point off-taste, do not feel off-flavors *: 0 point
* p-cresol-like (chemical odor), p-methylacetophenone-like (cinnamon-like) odor

Figure 2008280539
Figure 2008280539

表2から明らかなように、アシタバ、アボカド、オオバコ、紅茶、ウーロン茶、エビスグサ、サンザシ各々の抽出物からなる劣化臭生成抑制剤をレモン風味飲料に添加することにより、p−クレゾール様及びp−メチルアセトフェノン様の劣化臭の生成を強く抑制した。一方、ルチン、クロロゲン酸、L−アスコルビン酸を添加してもp−クレゾール様及びp−メチルアセトフェノン様の劣化臭生成抑制効果はほとんど認められなかった。   As is apparent from Table 2, p-cresol-like and p-methyl were obtained by adding to the lemon-flavored beverages a deodorizing odor formation inhibitor composed of extracts of ashitaba, avocado, psyllium, black tea, oolong tea, ebiscus, and hawthorn. The generation of acetophenone-like odor was strongly suppressed. On the other hand, even when rutin, chlorogenic acid, and L-ascorbic acid were added, the p-cresol-like and p-methylacetophenone-like deterioration odor formation suppressing effects were hardly recognized.

〔試験例3〕 弱酸性リンス用モデルベース(pH 2.95)
下記の処方により弱酸性リンス用モデルベースを作成した。
メチルパラベン 0.1g
ポリオキシエチレン硬化ヒマシ油 0.3g
95%エタノール 1.0g
クエン酸 2.0g
クエン酸ソーダ 0.9g
精製水 96.6g
[Test Example 3] Model base for weak acid rinse (pH 2.95)
A model base for weak acid rinse was prepared according to the following formulation.
Methyl paraben 0.1g
Polyoxyethylene hydrogenated castor oil 0.3g
95% ethanol 1.0g
Citric acid 2.0g
0.9g of sodium citrate
96.6g of purified water

上記モデルベース100gにレモン香料0.5g及び各種劣化臭生成抑制剤の1重量%/50重量%エタノール水溶液を0.3g添加して弱酸性リンス用モデルベースを作成し、40℃にて14日間、恒温槽中で保管した。同様に比較例の酸化防止剤としてルチン、クロロゲン酸、L−アスコルビン酸を表3に示す濃度添加して弱酸性リンス用モデルベースを作成し、40℃にて14日間、恒温槽中で保管し弱酸性リンス用モデルベースを作成した。習熟したパネル10名を選んで官能評価を行った。対照として劣化臭生成抑制剤及び酸化防止剤無添加の香料入りモデルベース冷蔵保管品(評価点:0)と、劣化臭生成抑制剤及び酸化防止剤無添加の香料入り40℃、14日間保管品(評価点:4)を使用し、各種劣化臭生成抑制剤及び酸化防止剤を添加した香料入りモデルベースの劣化度合いを相対評価した。その結果は表3のとおりである。
なお、表3中の評価の点数は以下の基準で採点した各パネルの平均点である。
(採点基準)
異臭*を非常に強く感じる:4点
異臭*を強く感じる :3点
異臭*を感じる :2点
異臭*を若干感じる :1点
異臭*を感じない :0点
* p−クレゾール様(薬品臭)およびp−メチルアセトフェノン様(桂皮様)の異臭
A model base for weak acid rinsing is prepared by adding 0.5 g of a lemon flavor and 0.3 g of a 1% by weight / 50% by weight ethanol aqueous solution of various odor generation inhibitors to 100 g of the above model base, and 14 days at 40 ° C. And stored in a thermostatic bath. Similarly, rutin, chlorogenic acid, and L-ascorbic acid were added as the antioxidants of the comparative examples at the concentrations shown in Table 3 to create a model base for weak acid rinsing and stored in a thermostatic bath at 40 ° C. for 14 days. A model base for weak acid rinse was created. Ten experienced panelists were selected for sensory evaluation. As a control, a model-based refrigerated storage product with no odor generation inhibitor and antioxidant added (evaluation point: 0), and a fragrance with no deterioration odor generation inhibitor and antioxidant added at 40 ° C. for 14 days. (Evaluation point: 4) was used, and the degree of deterioration of the perfume model base to which various deterioration odor production inhibitors and antioxidants were added was relatively evaluated. The results are shown in Table 3.
In addition, the score of evaluation in Table 3 is an average score of each panel scored according to the following criteria.
(Scoring criteria)
Offensive odor * is felt very strongly: 4 points Offensive odor * is strongly felt: 3 points Offensive odor * is felt: 2 points Offensive odor * is slightly felt: 1 point Offensive odor * is not felt: 0 points
* p-cresol-like (chemical odor) and p-methylacetophenone-like (cinnamon-like) odor

Figure 2008280539
Figure 2008280539

表3から明らかなように、アシタバ、アボカド、オオバコ、紅茶、ウーロン茶、エビスグサおよびサンザシ各々の抽出物からなる劣化臭生成抑制剤を弱酸性リンス用モデルベースに添加することにより、p−クレゾール様及びp−メチルアセトフェノン様の劣化臭の生成を強く抑制した。一方、強い酸化防止剤であるルチン、クロロゲン酸、L−アスコルビン酸を添加してもp−クレゾール様及びp−メチルアセトフェノン様の劣化臭生成抑制効果はほとんど認められなかった。   As can be seen from Table 3, by adding a deodorizing odor inhibitor comprising extracts of Ashitaba, Avocado, Psyllium, Black tea, Oolong tea, Shrimp and Hawthorn to the model base for weak acid rinse, p-cresol-like and Generation of p-methylacetophenone-like deodorized odor was strongly suppressed. On the other hand, even when rutin, chlorogenic acid, and L-ascorbic acid, which are strong antioxidants, were added, p-cresol-like and p-methylacetophenone-like deterioration odor formation suppressing effects were hardly recognized.

〔実施例1〕アシタバ抽出物の実施例(殺菌乳酸菌飲料)
発酵乳原液(全固形分54%、無脂乳固形分4%)20gに蒸留水を加えて合計100gとなるように希釈した。レモン香料0.1g及びアシタバ抽出物の1重量%/50重量%エタノール水溶液を0.3g添加し、ガラス容器に充填後、殺菌(70℃、10分間)し、殺菌乳酸菌飲料を完成した。
[Example 1] Example of Ashitaba extract (sterilized lactic acid bacteria beverage)
Distilled water was added to 20 g of fermented milk stock solution (total solid content 54%, non-fat milk solid content 4%) to dilute to a total of 100 g. 0.1 g of lemon fragrance and 0.3 g of 1 wt% / 50 wt% ethanol aqueous solution of Ashitaba extract were added, filled into a glass container and sterilized (70 ° C., 10 minutes) to complete a sterilized lactic acid bacteria beverage.

〔実施例2〕アボカド抽出物、サンザシ抽出物+オオバコ抽出物(重量比1:1混合物)の実施例(ヨーグルト飲料)
牛乳94g、脱脂粉乳6gを混合後、殺菌(90〜95℃、5分間)した。48℃に冷却した後、スターターを接種した。これを40℃、4時間発酵させた。冷却後、5℃にて保存しヨーグルトベースとした。一方、糖液は上白糖20g、ペクチン1g、水79gを混合後、90〜95℃で5分間過熱し、ホットパック充填したものを使用した。上記ヨーグルトベース60g、糖液40g、シトラス香料0.1g、1重量%アボカド抽出物/50重量%エタノール水溶液0.3gを混合し、ホモミキサー処理し完成した。同様にサンザシ抽出物+オオバコ抽出物の重量比1:1混合物についても、混合物としての濃度が1重量%となるように50重量%エタノール水溶液に溶解し、この溶液を上記ヨーグルトベースに0.3g添加してヨーグルト飲料を完成した。
[Example 2] Example of avocado extract, hawthorn extract + plantain extract (mixture of 1: 1 by weight) (yogurt drink)
94 g of milk and 6 g of skim milk powder were mixed and then sterilized (90 to 95 ° C., 5 minutes). After cooling to 48 ° C., a starter was inoculated. This was fermented at 40 ° C. for 4 hours. After cooling, it was stored at 5 ° C. and used as a yogurt base. On the other hand, as the sugar solution, 20 g of white sucrose, 1 g of pectin and 79 g of water were mixed and then heated at 90 to 95 ° C. for 5 minutes and filled with a hot pack. The above-mentioned yogurt base 60 g, sugar solution 40 g, citrus flavor 0.1 g, 1 wt% avocado extract / 50 wt% ethanol aqueous solution 0.3 g were mixed and completed by homomixing. Similarly, a 1: 1 ratio by weight of hawthorn extract + plantain extract was also dissolved in a 50 wt% aqueous ethanol solution so that the concentration as a mixture was 1 wt%, and this solution was added to the above yogurt base in 0.3 g. Addition to complete the yogurt beverage.

〔実施例3〕サンザシ抽出物、エビスグサ抽出物+ウーロン茶抽出物(重量比2:1混合物)の実施例(洗口剤)
以下の処方により洗口剤を作成した。
エタノール 15.00g
グリセリン 10.00g
ポリオキシエチレン硬化ヒマシ油 2.00g
サッカリンナトリウム 0.15g
安息香酸ナトリウム 0.05g
香料(シトラール含有品) 0.30g
リン酸二水素ナトリウム 0.10g
着色剤 0.20g
サンザシ抽出物の1重量%/50重量%エタノール水溶液 0.05g
精製水 72.10g
サンザシ抽出物の場合と同様に、エビスグサ抽出物+ウーロン茶抽出物(重量比2:1混合物)を同濃度添加し洗口剤を作成した。
[Example 3] Example of hawthorn extract, Shrimp extract + oolong tea extract (2: 1 mixture by weight) (mouth wash)
A mouthwash was prepared according to the following formulation.
Ethanol 15.00g
Glycerin 10.00g
Polyoxyethylene hydrogenated castor oil 2.00 g
Saccharin sodium 0.15 g
Sodium benzoate 0.05g
Fragrance (containing citral) 0.30 g
Sodium dihydrogen phosphate 0.10g
Coloring agent 0.20 g
Hawthorn extract 1 wt% / 50 wt% ethanol aqueous solution 0.05 g
72.10 g of purified water
As in the case of hawthorn extract, Ebisugua extract + oolong tea extract (2: 1 mixture by weight) was added at the same concentration to prepare a mouthwash.

〔実施例4〕オオバコ抽出物、エビスグサ抽出物+紅茶抽出物(重量比1:2混合物)の実施例(化粧水)
以下の処方により化粧水を調製した。
1,3−ブチレングリコール 60.0g
グリセリン 40.0g
オレイルアルコール 1.0g
POE(20)ソルビタンモノラウリン酸エステル 5.0g
POE(15)ラウリルアルコールエーテル 5.0g
95%エタノール 100.0g
香料(シトラール含有品) 2.0g
メチルパラベン 1.0g
クチナシ黄色素 0.1g
オオバコ抽出物の1重量%/50重量%エタノール水溶液 4.0g
精製水 781.9g
オオバコ抽出物の場合と同様に、エビスグサ抽出物+紅茶抽出物(重量比1:2混合物)を同濃度添加し化粧水を作成した。
[Example 4] Example of psyllium extract, Shrimp extract + black tea extract (weight ratio 1: 2 mixture) (lotion)
A lotion was prepared according to the following formulation.
1,3-butylene glycol 60.0 g
Glycerin 40.0g
Oleyl alcohol 1.0g
POE (20) sorbitan monolaurate 5.0 g
POE (15) lauryl alcohol ether 5.0g
95% ethanol 100.0 g
Perfume (containing citral) 2.0g
Methyl paraben 1.0g
Gardenia yellow pigment 0.1g
4.0g of 1% / 50% ethanol solution of psyllium extract
Purified water 781.9g
As in the case of psyllium extract, a lotion was prepared by adding the same concentration of Shrimp extract + black tea extract (weight mixture 1: 2).

抽出例1におけるアシタバ抽出物の紫外線吸収スペクトル図UV absorption spectrum of Ashitaba extract in Extraction Example 1 抽出例2におけるアボカド抽出物の紫外線吸収スペクトル図Ultraviolet absorption spectrum of avocado extract in Extraction Example 2 抽出例3におけるオオバコ抽出物の紫外線吸収スペクトル図Ultraviolet absorption spectrum diagram of psyllium extract in Extraction Example 3 抽出例4における紅茶抽出物の紫外線吸収スペクトル図UV absorption spectrum of black tea extract in Extraction Example 4 抽出例5におけるウーロン茶抽出物の紫外線吸収スペクトル図UV absorption spectrum of oolong tea extract in Extraction Example 5 抽出例6におけるエビスグサ抽出物の紫外線吸収スペクトル図Ultraviolet absorption spectrum diagram of the extract of Ebisusa in Extraction Example 6 抽出例7におけるサンザシ抽出物の紫外線吸収スペクトル図UV absorption spectrum of hawthorn extract in Extraction Example 7

Claims (8)

アシタバ、アボカド、オオバコ、半発酵茶葉、エビスグサおよびサンザシからなる群より選ばれる少なくとも1種の溶媒抽出物を含有することを特徴とするシトラール又はシトラール含有製品の劣化臭生成抑制剤。   A deterioration odor production inhibitor for citral or a citral-containing product, comprising at least one solvent extract selected from the group consisting of ashitaba, avocado, psyllium, semi-fermented tea leaves, ebiscus and hawthorn. 前記溶媒抽出物が、水、極性有機溶媒またはこれらの混合物で抽出して得られるものである請求項1記載のシトラール又はシトラール含有製品の劣化臭生成抑制剤。   The deterioration odor production inhibitor for citral or a citral-containing product according to claim 1, wherein the solvent extract is obtained by extraction with water, a polar organic solvent or a mixture thereof. 劣化臭がp−クレゾール及びp−メチルアセトフェノンによる劣化臭である請求項1又は2記載のシトラール又はシトラール含有製品の劣化臭生成抑制剤。   The deterioration odor production inhibitor of citral or a citral-containing product according to claim 1 or 2, wherein the deterioration odor is a deterioration odor due to p-cresol and p-methylacetophenone. シトラール含有製品がシトラス系香料であることを特徴とする請求項1乃至3のいずれかの項に記載のシトラール含有製品の劣化臭生成抑制剤。   The deterioration odor production inhibitor for a citral-containing product according to any one of claims 1 to 3, wherein the citral-containing product is a citrus fragrance. シトラール含有製品がシトラス系飲料又はシトラス系菓子類であることを特徴とする請求項1乃至3のいずれかの項に記載のシトラール含有製品の劣化臭生成抑制剤。   The citral-containing product deterioration odor production inhibitor according to any one of claims 1 to 3, wherein the citral-containing product is a citrus beverage or a citrus confectionery. シトラール含有製品が香粧品であることを特徴とする請求項1乃至3のいずれかの項に記載のシトラール含有製品の劣化臭生成抑制剤。   4. The deterioration odor production inhibitor for a citral-containing product according to any one of claims 1 to 3, wherein the citral-containing product is a cosmetic product. 請求項1乃至6のいずれかの項に記載の劣化臭生成抑制剤を1〜500ppm添加することを特徴とするシトラール又はシトラール含有製品の劣化臭生成抑制方法。   1 to 500 ppm of the deteriorated odor production inhibitor according to any one of claims 1 to 6 is added. A method for suppressing the deterioration odor production of citral or a citral-containing product. 請求項1乃至6のいずれかの項に記載の劣化臭生成抑制剤が1〜500ppm添加されてなるシトラール又はシトラール含有製品。   A citral or citral-containing product to which 1 to 500 ppm of the deteriorated odor production inhibitor according to any one of claims 1 to 6 is added.
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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010061921A1 (en) * 2008-11-28 2010-06-03 株式会社ヤマノ Method for stabilizing l-ascorbic acid, liquid extraction preparation, solid extract, and semi-fluid extract
JP2015080436A (en) * 2013-10-22 2015-04-27 曽田香料株式会社 Flavor deterioration inhibitor for fermented tea beverage or half-fermented tea beverage
JP2016036319A (en) * 2014-08-11 2016-03-22 サントリーホールディングス株式会社 Beverage having citrus fruit flavor
KR20210063105A (en) * 2019-11-22 2021-06-01 대한민국(농촌진흥청장) Method for producing Gastrodia elata with reduced unpleasant odor

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010061921A1 (en) * 2008-11-28 2010-06-03 株式会社ヤマノ Method for stabilizing l-ascorbic acid, liquid extraction preparation, solid extract, and semi-fluid extract
JP2015080436A (en) * 2013-10-22 2015-04-27 曽田香料株式会社 Flavor deterioration inhibitor for fermented tea beverage or half-fermented tea beverage
JP2016036319A (en) * 2014-08-11 2016-03-22 サントリーホールディングス株式会社 Beverage having citrus fruit flavor
KR20210063105A (en) * 2019-11-22 2021-06-01 대한민국(농촌진흥청장) Method for producing Gastrodia elata with reduced unpleasant odor
KR102496820B1 (en) 2019-11-22 2023-02-07 대한민국 Method for producing Gastrodia elata with reduced unpleasant odor

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