JPH0759181B2 - Anti-fading agent for carotenoid pigments - Google Patents

Anti-fading agent for carotenoid pigments

Info

Publication number
JPH0759181B2
JPH0759181B2 JP60267500A JP26750085A JPH0759181B2 JP H0759181 B2 JPH0759181 B2 JP H0759181B2 JP 60267500 A JP60267500 A JP 60267500A JP 26750085 A JP26750085 A JP 26750085A JP H0759181 B2 JPH0759181 B2 JP H0759181B2
Authority
JP
Japan
Prior art keywords
extract
fading agent
tea
added
carotenoid pigments
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.)
Expired - Lifetime
Application number
JP60267500A
Other languages
Japanese (ja)
Other versions
JPS62126953A (en
Inventor
至 田村
治 稲波
聡子 井門
成郎 畑江
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.)
T Hasegawa Co Ltd
Original Assignee
T Hasegawa Co Ltd
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 T Hasegawa Co Ltd filed Critical T Hasegawa Co Ltd
Priority to JP60267500A priority Critical patent/JPH0759181B2/en
Publication of JPS62126953A publication Critical patent/JPS62126953A/en
Publication of JPH0759181B2 publication Critical patent/JPH0759181B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Description

【発明の詳細な説明】 イ.産業上の利用分野 本発明はカロチノイド系色素用退色防止剤に関し,更に
詳しくは茶類の溶媒抽出物を有効成分として含有するこ
とを特徴とするカロチノイド系色素用退色防止剤に関す
る。
Detailed Description of the Invention a. TECHNICAL FIELD The present invention relates to an anti-fading agent for carotenoid pigments, and more specifically to an anti-fading agent for carotenoid pigments, which comprises a solvent extract of tea as an active ingredient.

ロ.従来の技術 パプリカ色素,β−カロチン等に代表されるカロチノイ
ド系色素類は,飲食品に好ましい黄色ないし橙黄色を付
与する着色料として多用されているが,光,酸素等によ
って或いは経時的に著しく変退色するという欠点があ
る。
B. 2. Description of the Related Art Carotenoid pigments represented by paprika pigment and β-carotene are often used as coloring agents that give a preferable yellow or orange-yellow color to foods and drinks, but they are remarkably changed by light, oxygen, or with time. It has the drawback of discoloration.

従来,かかるカロチノイド系色素の退色防止方法として
は,例えばルチン,ケルセチン及びモリン等を添加する
ことからなるパプリカ色素の退色防止方法(特公昭52−
31947号公報,特公昭53−8790号公報,及び特公昭55−4
6147号公報),或いは,クロロゲン酸,カフェー酸,な
どを添加するパプリカ色素その他の色素の退色防止剤
(特開昭57−117566号公報,特開昭58−65761号公
報),またローズマリー,セージからヘキサン,エタノ
ールなどの溶剤を用いて得られた抽出物を添加すること
からなるパプリカ色素の退色防止方法(特公昭59−2961
9号公報),更には糖類の褐変反応生成物及び/又は糖
類とアミノ酸類の褐変反応生成物を有効成分とするパプ
リカ色素用退色防止剤,(特開昭56−41259号公報),
また更には柑橘類の果皮または全果からエタノール,
水,メタノールなどの溶剤を用いて抽出した成分を主剤
とするカロチノイド色素の退色防止剤(特開昭59−8527
2号公報)など多数の提案がなされてきたが,退色防止
効果及び取り扱い易さ,更には飲食物の香味への影響な
どの点において、必ずしも満足すべき結果が得られてい
ないのが実情である。
Conventionally, as a method for preventing discoloration of such carotenoid pigments, for example, a method for preventing discoloration of paprika pigments by adding rutin, quercetin, morin, etc. (Japanese Patent Publication No.
31947, Japanese Patent Publication No. 53-8790, and Japanese Patent Publication 55-4
6147), or an anti-fading agent for paprika dye or other dyes added with chlorogenic acid, caffeic acid, etc. (JP-A-57-117566, JP-A-58-65761), rosemary, A method for preventing fading of paprika pigments by adding an extract obtained from sage using a solvent such as hexane or ethanol (Japanese Patent Publication No. 59-2961).
No. 9), and an anti-fading agent for paprika dye containing a browning reaction product of a saccharide and / or a browning reaction product of a saccharide and an amino acid as an active ingredient, (JP-A-56-41259),
Furthermore, from citrus peels or whole fruits, ethanol,
An anti-fading agent for carotenoid pigments whose main component is a component extracted with a solvent such as water or methanol (JP-A-59-8527).
Although many proposals have been made, such as in Japanese Patent No. 2), in the actual situation, satisfactory results have not been obtained in terms of the effect of preventing discoloration and handling, and the influence on the flavor of food and drink. is there.

ハ.発明が解決しようとする問題点 本発明者等は,カロチノイド系色素の退色防止剤の開発
について研究を行つてきた。
C. Problems to be Solved by the Invention The present inventors have conducted research on the development of anti-fading agents for carotenoid pigments.

その結果,従来消臭剤或いは油脂類の酸化防止剤として
利用されてきた茶類の溶媒抽出物が,カロチノイド系色
素の退色防止に優れた効果があり,更にこれらの色素を
含有する飲食物(嗜好品を包含する)に不都合な香味変
調を生ずることなしに,優れた退色防止効果を付与で
き,更に取り扱い易さの点でも優れた退色防止剤である
ことがわかった。
As a result, a solvent extract of tea, which has been conventionally used as a deodorant or an antioxidant for oils and fats, has an excellent effect of preventing fading of carotenoid pigments, and foods and drinks containing these pigments ( It has been found that it is an anti-fading agent that can impart an excellent anti-fading effect without causing inconvenient flavor modulation (including favorite products) and is easy to handle.

従って本発明の目的は、カロチノイド系色素用のユニー
クな退色防止剤を提供するにある。
Therefore, an object of the present invention is to provide a unique anti-fading agent for carotenoid pigments.

本発明の上記目的及び更に多くの他の目的ならびに利点
は,以下の記載から一層明かになるであろう。
The above objects and many other objects and advantages of the present invention will become more apparent from the following description.

ニ.問題点を解決するための手段 本発明におけるカロチノイド系色素としては,例えば,
α−カロチン,β−カロチン,γ−カロチン,ルティ
ン,リコピン,クリプトキサンチン,キサントフイル,
ゼアキサンチン,ロドキサンチン,カプサンチン,クロ
セチン等の色素化合物,或いはこれらの化合物の複数種
を含有する例えば,ニンジン,トマト,トウモロコシ,
アンズ,モモ,クチナシ,大豆,オレンジ,グレープフ
ルーツ,カボチャ,パプリカ等から得られるカロチノイ
ド系天然色素等を例示することができる。
D. Means for Solving Problems Examples of the carotenoid pigment in the present invention include:
α-carotene, β-carotene, γ-carotene, rutin, lycopene, cryptoxanthin, xanthophyll,
Pigment compounds such as zeaxanthin, rhodoxanthin, capsanthin, and crocetin, or containing plural kinds of these compounds, such as carrot, tomato, corn,
Examples thereof include carotenoid natural pigments obtained from apricot, peach, gardenia, soybean, orange, grapefruit, pumpkin, paprika and the like.

また本発明において利用することのできる茶類の抽出物
としては,例えば,茶生葉のほか,緑茶,紅茶,ウーロ
ン茶などの不醗酵茶,半醗酵茶及び醗酵茶などの茶類
を,例えば,水,メタノール,エタノール,アセトン,
イソプロピルアルコール,酢酸エチル等の水混和性溶媒
を用いて,それ自体公知の抽出手段によって得られる茶
抽出液を,所望により脱色,脱臭処理し,更に溶媒を回
収して得られる濃縮物,或いは乾燥物の如き茶類抽出物
を例示することができる。かかる茶抽出物に代えて市販
されている茶エキス,或いは例えば市販の緑茶フラボノ
イド類等の市場で入手可能な茶類の溶媒抽出物を利用す
ることができる。
Examples of the tea extract that can be used in the present invention include, in addition to fresh tea leaves, green tea, black tea, tea such as oolong tea, tea such as semi-fermented tea and fermented tea, for example, water. , Methanol, ethanol, acetone,
Concentrate obtained by decolorizing and deodorizing the tea extract obtained by a per se known extraction means using a water-miscible solvent such as isopropyl alcohol and ethyl acetate, and further collecting the solvent, or drying. A tea extract such as a thing can be illustrated. Instead of such a tea extract, a commercially available tea extract or a commercially available solvent extract of tea such as green tea flavonoids can be used.

本発明のカロチノイド系色素用退色防止剤は,上述の如
き茶類抽出物を有効成分として含有する。
The antifading agent for carotenoid pigments of the present invention contains the tea extract as described above as an active ingredient.

本発明退色防止剤は,これら茶類抽出物単独から成って
いても良もよいし,所望により,従来から酸化防止剤と
して利用されている例えば,ビタミンC,ビタミンE,カフ
ェー酸,フェルラ酸,クロロゲン酸,糖アミノ反応生成
物,ローズマリーもしくはセージなどの抽出物等を配合
又は併用しても良い。
The anti-fading agent of the present invention may consist of these tea extracts alone, and if desired, it may be conventionally used as an antioxidant such as vitamin C, vitamin E, caffeic acid, ferulic acid, Chlorogenic acid, sugar amino reaction product, extract such as rosemary or sage, etc. may be blended or used together.

また,本発明の退色防止剤は,使用目的に応じて,例え
ば,油脂,水,エタノール,プロピレングリコール,グ
リセリン等の溶媒あるいは,アラビアガム,デキストリ
ン,グルコース,シュークロース,界面活性剤などを配
合して,粉末状,顆粒状,液状,乳液状,ペースト状そ
の他適宜剤形の組成物とすることができ,更に所望によ
り,この組成物に予めカロチノイド系色素を配合してお
くこともできる。
Further, the anti-fading agent of the present invention contains, for example, a solvent such as oil and fat, water, ethanol, propylene glycol, glycerin, or gum arabic, dextrin, glucose, sucrose, a surfactant, etc., depending on the purpose of use. The composition can be in the form of powder, granules, liquid, emulsion, paste or any other suitable dosage form, and if desired, a carotenoid dye can be added to the composition in advance.

本発明の退色防止剤の添加量は,例えば,カロチノイド
系色素類で着色した飲食品,香粧品,医薬品等にあって
は,該色素の添加量に応じて退色防止剤の添加量も適宜
に変更することができ,例えば,該飲食品重量の約0.00
5〜約0.1重量%,好ましくは約0.01〜約0.05重量%の如
き添加量を例示することができる。
The addition amount of the anti-fading agent of the present invention is, for example, in the case of foods, drinks, cosmetics, pharmaceuticals and the like colored with carotenoid pigments, the addition amount of the anti-fading agent is appropriately determined according to the addition amount of the pigment. It can be changed, for example, about 0.00 of the weight of the food or drink.
The addition amount can be exemplified as 5 to about 0.1% by weight, preferably about 0.01 to about 0.05% by weight.

以下実施例により本発明の数態様を更に詳しく説明す
る。
Hereinafter, several embodiments of the present invention will be described in more detail with reference to examples.

ホ.実施例 実施例1. 紅茶100gに95%エタノール500gを添加し還流条件下に1
時間攪拌抽出を行った。冷却後遠心分離によって不溶物
を徐き抽出液390gを得た。次いでこの抽出液をロータリ
ーエバポレーターを用いて濃縮,乾固して紅茶抽出物15
gを得た。
E. Examples Example 1. To 100 g of black tea was added 500 g of 95% ethanol, and the mixture was refluxed under conditions of 1
Stirring extraction was performed. After cooling, the insoluble matter was gradually removed by centrifugation to obtain 390 g of an extract. Next, this extract was concentrated and dried to dryness using a rotary evaporator.
got g.

実施例2. 緑茶100gにメタノール600gを添加し,還流条件下に2時
間攪拌抽出を行った。冷却後遠心分離によって不溶物を
徐き,抽出液460gを得た。次いでこの抽出液に活性炭15
gを添加し室温にて30分攪拌後,活性炭を濾過して脱色
液を得,これをロータリーエバポレーターで濃縮乾固し
て,緑茶抽出物13gを得た。
Example 2. 600 g of methanol was added to 100 g of green tea, and the mixture was stirred and extracted under reflux conditions for 2 hours. After cooling, the insoluble matter was removed by centrifugation to obtain 460 g of extract. The extract is then activated charcoal 15
After adding g and stirring at room temperature for 30 minutes, activated carbon was filtered to obtain a decolorizing solution, which was concentrated to dryness with a rotary evaporator to obtain 13 g of a green tea extract.

実施例3. 緑茶(粉茶)100gに水800gを加え95℃にて1時間攪拌抽
出を行った。冷却後ケイソウ土濾過を行って抽出液635g
を得た。この抽出液をロータリーエバポレーターを用い
て濃縮乾固し,緑茶抽出物27gを得た。
Example 3 800 g of water was added to 100 g of green tea (powdered tea), and the mixture was extracted with stirring at 95 ° C. for 1 hour. After cooling, diatomaceous earth is filtered to extract 635g
Got This extract was concentrated to dryness using a rotary evaporator to obtain 27 g of a green tea extract.

実施例4. パプリカオレオレジンを植物油脂に溶解した色素溶液
を,30%アラビアガム水溶液で乳化し,パプリカ色素製
剤を調製した。
Example 4. A paprika dye preparation was prepared by emulsifying a dye solution in which paprika oleoresin was dissolved in vegetable oil and fat with an aqueous 30% gum arabic solution.

次いでこの色素製剤を,pH3.0,Brix.12°の糖液に1/1000
(0.1重量%)添加して,着色シロップを調製した。こ
の着色シロップを二分し,片方に実施例1で得られた紅
茶抽出物を1/10000(0.01重量%)添加した後,各3本
宛透明ガラス瓶にホットパックし,冷却後直ちに,各1
本宛開栓し,色差計(日本電色工業ND−101D型)にて日
光照射前のL,a,b値を測定した。
Next, this dye preparation was added to a sugar solution of pH 3.0, Brix.
(0.1% by weight) was added to prepare a colored syrup. This colored syrup was divided into two parts, and 1/10000 (0.01% by weight) of the black tea extract obtained in Example 1 was added to one of them, which was then hot-packed into transparent glass bottles for 3 bottles each, and immediately after cooling, 1 cup each was prepared.
The book was unsealed, and the L, a, and b values before sunlight irradiation were measured with a color difference meter (Nippon Denshoku Industries ND-101D type).

残りの各2本を晴天日の直射日光に暴露した。積算光量
計(スガ試験機PH−51−T)にて,1500ラングレー(Cal
/cm2)に達したところで照射を止め,再び色差計を用い
て日光照射後のL,a,b値を測定した。
Each of the remaining two was exposed to direct sunlight on a sunny day. With a total light meter (Suga Tester PH-51-T), 1500 Langley (Cal
/ cm 2 ), the irradiation was stopped, and the L, a, b values after sunlight irradiation were measured again using a color difference meter.

紅茶抽出物添加品及び無添加品それぞれについて,2本の
平均測定値をとり日光照射前のL,a,bとの色差ΔEを算
出した。その結果を第1表に示す。
For each of the black tea extract-added product and the black tea extract-free product, two averaged measured values were taken to calculate the color difference ΔE from L, a, and b before sunlight irradiation. The results are shown in Table 1.

第1表の結果から明かな如く,本発明の紅茶抽出物添加
品は日光照射後の色差ΔE4.63であり,無添加品のそれ
は10.03であって,無添加品に比較してその退色は僅少
であった。
As is clear from the results in Table 1, the black tea extract-added product of the present invention has a color difference ΔE4.63 after sunlight irradiation, and the additive-free product has a color difference of 10.03. It was scarce.

実施例5. β−カロチンを植物油に溶解し,実施例4と同様にして
アラビアガム溶液で乳化し,β−カロチン色素製剤を調
製した。得られた色素製剤を実施例4に於て用いたと同
じ糖液に0.1重量%添加して着色シロップを調製した。
Example 5 β-carotene was dissolved in vegetable oil and emulsified with a gum arabic solution in the same manner as in Example 4 to prepare a β-carotene pigment preparation. The obtained dye preparation was added to the same sugar solution as used in Example 4 in an amount of 0.1% by weight to prepare a colored syrup.

この着色シロップを二分し,片方に実施例2で得られた
緑茶抽出物を1/10000(0.01重量%)添加した後,実施
例4と同様の方法によって日光照射試験を行い(但し照
射光量のみ1000ラングレーとした),緑茶抽出物添加品
及び無添加品それぞれのΔEを算出した。その結果を第
2表に示す。
This colored syrup was divided into two parts, and 1/10000 (0.01% by weight) of the green tea extract obtained in Example 2 was added to one side of the colored syrup, and then a sunlight irradiation test was conducted in the same manner as in Example 4 (however, only the amount of irradiation light was changed). 1000 Langley), green tea extract-added product and non-added product were respectively calculated ΔE. The results are shown in Table 2.

第2表の結果から明かな如く,本発明の緑茶抽出物を添
加したβ−カロチン着色シロップの日光照後におけるΔ
Eは,1.46で,日光照射前の鮮明な黄色が殆ど変化して
いないのに対し,無添加品はΔE19.63で,外観的にも僅
かに黄色を帯びた乳白色であった。
As is clear from the results in Table 2, the Δ of the β-carotene-colored syrup to which the green tea extract of the present invention was added was measured after sunlight irradiation.
E was 1.46, and the clear yellow color before sunlight irradiation hardly changed, whereas the additive-free product was ΔE19.63, which was a milky white with a slight yellowish appearance.

実施例6. クチナシ黄色色素(色価2000)を水に0.1重量%添加溶
解して着色水溶液を調製した。
Example 6. A gardenia yellow dye (color number 2000) was added to water in an amount of 0.1% by weight and dissolved to prepare a colored aqueous solution.

この溶液の440nmにおける吸収は1.95であった。この着
色水溶液を二分し片方に実施例3で得られた緑茶抽出物
を1/10000(0.01重量%)添加し,それぞれ透明ガラス
瓶に充填して実施例4と同様に日光照射試験を行った。
The absorption of this solution at 440 nm was 1.95. This colored aqueous solution was divided into two parts, and 1/10000 (0.01% by weight) of the green tea extract obtained in Example 3 was added to one of the two, and each was filled in a transparent glass bottle, and the sunlight irradiation test was conducted in the same manner as in Example 4.

積算光量が620ラングレーに達した時点で照射を中止
し,再び440nmにおける吸収を測定した。それぞれの得
られた数値を照射前の数値で徐して,色素残存率を%で
表した。その結果を第3表に示す。
The irradiation was stopped when the accumulated light amount reached 620 Langley, and the absorption at 440 nm was measured again. Each of the obtained values was divided by the value before irradiation, and the dye residual rate was expressed in%. The results are shown in Table 3.

第3表の結果より明かな如く本発明の緑茶抽出物添加品
の色素残存率は無添加品のそれに比べ著しく優れてい
た。
As is clear from the results shown in Table 3, the dye residual ratio of the green tea extract-added product of the present invention was remarkably superior to that of the additive-free product.

ヘ.発明の効果 本発明のカロチノイド系色素用退色防止剤は,従来,酸
化防止剤,或いは消臭剤としての利用法しか知られてい
なかた茶類の抽出物を,カロチノイド系色素類,或いは
該色素類を含有する飲食品,香粧品,及び医薬品等に添
加配合するという簡単な手段によって,該色素類の変退
色を顕著に防止し,その色調を長期間に亘って安定に保
持することができ,工業的に極めて有利なカロチノイド
系色素類の退色防止剤である。
F. EFFECTS OF THE INVENTION The anti-fading agent for carotenoid pigments of the present invention has been conventionally known only to be used as an antioxidant or a deodorant, but is not limited to tea extract, carotenoid pigments, or the pigments. It is possible to remarkably prevent discoloration and fading of the pigments by a simple means of adding and blending them to foods and beverages, cosmetics, pharmaceuticals, etc. containing, and to maintain their color tone stably for a long period of time. It is an industrially extremely advantageous anti-fading agent for carotenoid pigments.

フロントページの続き (56)参考文献 特開 昭58−65761(JP,A) 特開 昭59−85272(JP,A) 特開 昭57−31962(JP,A) 特開 昭54−52740(JP,A)Continuation of the front page (56) Reference JP-A-58-65761 (JP, A) JP-A-59-85272 (JP, A) JP-A-57-31962 (JP, A) JP-A-54-52740 (JP , A)

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】茶類の水及び/又は水混和性有機溶媒によ
る抽出物を有効成分として含有することを特徴とするカ
ロチノイド系色素用退色防止剤。
1. An anti-fading agent for carotenoid pigments, which comprises an extract of tea and water and / or a water-miscible organic solvent as an active ingredient.
JP60267500A 1985-11-29 1985-11-29 Anti-fading agent for carotenoid pigments Expired - Lifetime JPH0759181B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP60267500A JPH0759181B2 (en) 1985-11-29 1985-11-29 Anti-fading agent for carotenoid pigments

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP60267500A JPH0759181B2 (en) 1985-11-29 1985-11-29 Anti-fading agent for carotenoid pigments

Publications (2)

Publication Number Publication Date
JPS62126953A JPS62126953A (en) 1987-06-09
JPH0759181B2 true JPH0759181B2 (en) 1995-06-28

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
JP60267500A Expired - Lifetime JPH0759181B2 (en) 1985-11-29 1985-11-29 Anti-fading agent for carotenoid pigments

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Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02135070A (en) * 1988-11-15 1990-05-23 San Ei Chem Ind Ltd Method for stabilizing carotenoid dye
US5059437A (en) * 1990-05-16 1991-10-22 Kalamazoo Holdings, Inc. Color-stabilized paprika pigment compositions and foods colored therewith having increased resistance to oxidative color fading
EP0793917B1 (en) * 1996-03-07 2002-12-18 Societe Des Produits Nestle S.A. Process for the preparation of fruits and vegetables conatining carotenoids
JP2001342460A (en) * 2000-05-31 2001-12-14 Ogawa & Co Ltd Discoloration inhibitor
JP2002249770A (en) * 2001-02-22 2002-09-06 Mitsubishi Chemicals Corp Antioxidant
JP5586859B2 (en) * 2009-02-25 2014-09-10 長谷川香料株式会社 Antioxidant composition
JP2011080086A (en) * 2010-12-24 2011-04-21 Mitsubishi Chemicals Corp Synergistic improvement method of active oxygen scavenging capability of antioxidant
JP6440356B2 (en) * 2013-12-20 2018-12-19 太陽化学株式会社 Dye fading inhibitor
WO2017171091A1 (en) * 2016-04-01 2017-10-05 三栄源エフ・エフ・アイ株式会社 Method for stabilizing solid dye

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5452740A (en) * 1977-10-04 1979-04-25 Sanei Kagaku Kogyo Kk Method of preventing discoloration of paprika pigment
JPS5731962A (en) * 1980-08-05 1982-02-20 T Hasegawa Co Ltd Paprika coloring matter composition having excellent stability
JPS5865761A (en) * 1981-10-14 1983-04-19 T Hasegawa Co Ltd Fading inhibitor for coloring matter and utilization thereof
JPS5985272A (en) * 1982-07-13 1984-05-17 San Ei Chem Ind Ltd Prevention of fading and change in color of carotenoid dyestuff

Also Published As

Publication number Publication date
JPS62126953A (en) 1987-06-09

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