JPH08224068A - Agent for preventing fading of pigment - Google Patents

Abstract

PURPOSE: To obtain a fading-preventing agent containing the extract of Nandina domestica leaves as an active ingredient, and capable of preventing the fading of anthocyanin pigments and/or carotenoid pigments which are natural pigments. CONSTITUTION: The leaves of Nandina domestica are ground and subsequently extracted with water and/or a polar organic solvent (e.g. ethanol). The extract is concentrated and subsequently purified by a resin adsorption purification method, etc., to obtain a Nandina Nomestica extract. The Nandina domestica extract is used as a fading-preventing agent in wide fields using anthocyanin pigments or carotenoid pigments, and does not cause flavor change troublesome to beverages and foods.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to an anti-fading agent for dyes. More specifically, the anti-fading agent for anthocyanin pigment and / or carotenoid pigment containing the extract of leaf of Nanten as an active ingredient and the extract are obtained by extraction with water and / or a polar organic solvent. The present invention relates to an anti-fading agent for anthocyanin dye and / or carotenoid dye.

[0002]

2. Description of the Related Art Conventionally, tar-based synthetic pigments have been widely used as food-use pigments, but since the safety of synthetic pigments became a problem, natural pigments collected from natural materials have been used. The reality is that it has been replaced by. At present, natural pigments such as anthocyanin pigments and carotenoid pigments are used in fields such as foods and drinks, cosmetics, health care and pharmaceuticals, and are widely used especially for coloring foods and drinks. However, these natural pigments are unstable, and there is a problem in use that the commercial value is remarkably reduced due to a change in color tone and fading over time due to, for example, light, oxygen and heat.

For the purpose of solving the above-mentioned problems, some proposals have been made for preventing discoloration such as fading or browning of foods and drinks. For example, anthocyanins utilizing antioxidant properties such as chlorogenic acid and caffeic acid. Anti-fading agent for dyes (see Japanese Patent Publication No. 1-22872), anthocyanin dye-containing food and drink (see JP-A-1-132344), method for preventing fading of paprika dye (Japanese Patent Publication No. 59-50).
No. 265) are disclosed. Further, a method for preventing browning of sugars by caffeic acid, ferulic acid, chlorogenic acid and the like (see JP-A-57-115147) and a method for producing a candy without browning utilizing the effect of preventing browning of sugars (Japanese Patent Publication No. 58-32855). (See Japanese Patent Publication) and the like are also proposed.

On the other hand, with regard to the extract of the leaves of the southern sky, for example, the leaves of the southern sky are crushed and dried, the non-polar substance is removed with a non-polar organic solvent, the polar substance is extracted with the polar organic solvent, dried under reduced pressure, and then dried. Adjust the pH to 3 to remove the chloroform-soluble part, adjust the water-soluble part to pH 12 to extract the chloroform-soluble part, extract again to dryness under reduced pressure, and obtain the natural antioxidant obtained by preparative thin-layer chromatography. A method for producing a substance has been disclosed (see Japanese Patent Application Laid-Open No. 5-271654).

[0005]

However, although the conventional techniques proposed for solving the troubles such as fading or discoloration caused by natural pigments have achieved some results, they are not always satisfactory. It was In addition, in the conventional proposal for producing a natural antioxidant from the leaves of Nanten, it has been described that the antioxidant has an antioxidant effect on linoleic acid, but it does not affect natural pigments. It has not been suggested or proposed that it has an anti-fading effect, and the development of an excellent anti-fading agent for natural pigments is strongly desired.

[0006]

[Means for Solving the Problems] The present inventors have focused on the functionality of various natural extracts including crude drugs,
In particular, we have earnestly conducted research on natural product extracts having a function of preventing fading of natural pigments. As a result, the extract of Nanten leaf, which is conventionally not known as an anti-fading agent for anthocyanin pigments and / or carotenoid pigments, exerts an effect of preventing fading of the pigment, particularly water and / or polar. It was discovered that the extract of leaf of Nanten obtained by extraction with an organic solvent has an excellent anti-fading effect. Furthermore, the extract of Nanten leaf, which is an active ingredient of the product of the present invention, is useful as an anti-fading agent in a wide field where these pigments as described above are used, and particularly in the food and drink field containing these pigments. It has been found that it can be suitably used and can impart an excellent anti-fading effect without causing inconvenient flavor modulation in food and drink.

An object of the present invention is to provide an anthocyanin pigment containing an extract of leaves of southern sky as an active ingredient and / or
Another object is to provide an anti-fading agent for carotenoid pigments. Another object of the present invention is to provide an anti-fading agent for anthocyanin pigments and / or carotenoid pigments, which contains, as an active ingredient, an extract of Nanten leaf obtained by extraction with water and / or a polar organic solvent. is there.

The present invention will be described in more detail below. Nanten (Nandina domestic) used in the present invention
stica Thunb) is wild in the warm rural mountains of Japan or is planted in garden trees.
Its leaves are used as an adjunct to prepared foods, and its fruits are used as crude drugs (antitussives), which are easily available. The leaves of Nanten may be fresh or dried, and it is preferable to use leaves crushed in advance in order to improve the extraction efficiency.

Extraction of crushed Nanten leaves is not particularly limited and can be carried out by a conventionally known extraction method such as polar or non-polar organic solvent extraction, water extraction or supercritical extraction. Preferable examples include polar organic solvent extraction, water extraction, and a water-containing polar organic solvent obtained by mixing water and a polar organic solvent. Therefore, there is no limitation on the mixing ratio of water and the polar organic solvent, and the ratio of the solvent to water is 0 to 10
A range of 0% by weight can be exemplified. The polar organic solvent may be, for example, methanol, ethanol, acetone or the like.

In a preferred embodiment of extraction, for example, about 5 to about 20 times by weight of water or alcohols such as methanol and ethanol or hydrous alcohols are added to crushed southern leaves, for example, about 30 times. ℃ ~ 80 ℃, about 1
Stir and extract while heating for about 20 hours to about 20 hours. At the time of extraction, it is preferable to perform treatment in the presence of an adsorbent such as activated carbon for the purpose of adsorbing and removing pigment components such as chlorophyll that elute from the leaves of Nanten. After completion of the extraction treatment, the extract is cooled, insoluble solids are separated and removed, and filtered with a filter paper, and the filtrate is concentrated to obtain a concentrated liquid. The concentrated liquid thus obtained can be used as the active ingredient of the present invention, but it is preferable to further purify and use the concentrated liquid. As a purification means, a commonly used method may be used, for example, SepaBeads SP-207 [trade name of Mitsubishi Chemical Co., Ltd.], Diaion HP-20 [trade name of Mitsubishi Chemical Co., Ltd.], Duolite XAD- A resin adsorption purification method in which a porous resin such as No. 7 and a concentrated solution are brought into contact with each other can be adopted. The active ingredient adsorbed on the resin is eluted with ethanol or the like, and the eluate is concentrated to obtain the southern leaf extract used in the present invention.

Examples of the anthocyanin pigments mentioned here include elderberry pigments, red cabbage pigments and grape skin pigments. These dyes can be obtained as commercial products, and can be easily produced by a conventionally known method.

On the other hand, examples of carotenoid dyes include paprika dye, marigold dye, annatto dye,
Examples include carotene dyes. These dyes can be obtained as commercial products, but can be easily produced by a conventionally known method.

The anti-fading agent of the present invention may contain only the extract of Nanten leaf obtained as described above, or in the form of a composition of the extract and a suitable diluent or carrier. It may be. Examples of such diluents or carriers include solid diluents or carriers such as gum arabic, dextrin, glucose and sucrose, and liquid diluents or carriers such as water, ethanol, propylene glycol, glycerin and surfactants. can do. The anti-fading agent of the present invention may be used in any dosage form, for example, powder, granule, liquid, emulsion liquid, paste or any other suitable dosage form. For example, gum arabic, dextrin, etc. may be added to be used in the form of powder, granules, or the like, or, for example, dissolved in ethanol, propylene glycol, glycerin, or a mixture thereof to be used as a liquid dosage form. You can also do it. Further, in the present invention, it may be in the form of a mixture containing the anti-fading agent of the present invention and other known anti-fading agents such as L-ascorbic acid, rutin and quercetin.

The anti-fading agent containing the extract of leaf of Nanten of the present invention as an active ingredient is directly added to and mixed with an anthocyanin pigment and / or a carotenoid pigment, so that the pigment can be exposed to light, oxygen, heat or humidity. Discoloration can be prevented, or by adding and blending with a product colored with the dye, discoloration of the product due to light, oxygen, heat or humidity can be effectively prevented. Examples of such products include food / drinks / favorites, feed / feeds, health / medicines, and cosmetics. For example, beverages such as fruit juice-free beverages, beverages containing fruit juice, lactic acid bacteria beverages and powdered beverages; frozen desserts such as ice cream, sherbet, frozen desserts; desserts such as pudding, jelly, bavarois, yogurt; other drops,
Beverages and foods such as candy, chocolate, bean paste, processed meat products, grilled meat sauce, pickles, etc .; health care such as tablets, liquid oral medicines, powdered oral medicines, poultices, etc.
Pharmaceuticals; useful as anti-fading agent for cosmetics such as soap, detergent and shampoo.

The amount of the anti-fading agent of the present invention to be added can be appropriately selected depending on the amount of the anthocyanin dye and / or carotenoid dye added to the product. A range of about 5 to about 50% by weight is often used. If desired, a conventionally known anti-fading agent, synergist or reducing agent, such as L-ascorbic acid, rutin, quercetin, etc. may be added to the extract of leaves of Nanten, if any, in the above case. Is about the same.

[0016]

EXAMPLES Hereinafter, the anti-fading agent of the present invention will be described in more detail with reference to examples. (Production Example 1 of the active ingredient of the product of the present invention) 750 g of water and 1.5 g of activated carbon were added to 50 g of dried crushed southern leaf, and the mixture was heated to 70 ° C. for 1 hour.
It was extracted with stirring for an hour. After cooling, the insoluble solid content was removed by filtration with filter paper to obtain 680 g of an extract. Next, this extract was gradually flown through a column packed with 100 ml of Sepabeads SP-207 resin. Then, the resin was thoroughly washed with water, and then 150 g of a 50% ethanol aqueous solution was flowed to elute the substance adsorbed on the resin. The obtained solution was concentrated under reduced pressure and then dried to obtain 13.3 g of Nanten Leaf Extract (the same applies to Production Examples 2 and 3 which are abbreviated as Product 1 of the present invention in the following Examples and Tables).

(Production Example 2 of the active ingredient of the product of the present invention) To 50 g of dried crushed southern leaves, 500 g of 50% aqueous ethanol solution and 1.5 g of activated carbon were added, and the mixture was extracted with stirring at 70 ° C. for 1 hour. After cooling, filter with filter paper to remove insoluble solids,
402 g of extract was obtained. The extract thus obtained was concentrated under reduced pressure and then dried to obtain 13.3 g of southern leaf extract (invention product 2).

(Production Example 3 of Active Ingredient of the Present Invention) 500 g of ethanol was added to 50 g of dried crushed southern leaves and 70 ° C.
It was extracted with stirring for 1 hour. After cooling, the insoluble solid content was removed by filtration with filter paper to obtain 410 g of an extract. The extract thus obtained was subjected to ethanol recovery under reduced pressure, filtered through diatomaceous earth, and then dried to obtain 13.3 g of southern leaf extract (invention product 3).

Examples 1 and 2 and Comparative Examples 1 and 2 (Effect of Elderberry Dye Discoloration Prevention) Elderberry dye syrup solutions were prepared according to the formulations shown in Table 1 (unit: g). The various elderberry dye syrups were hot-packed in a colorless and transparent 200 ml bottle and then cooled. Then, each of the various types of elderberry dye syrup was irradiated with sunlight, and changes in the absorbance at 515 nm due to the irradiation of sunlight were measured over time to determine the residual dye ratio. The results are shown in Table 2. From this table, it can be seen that the anti-fading agent of the present invention has a remarkable anti-fading effect on the elderberry dye.

[0020]

[Table 1]

[0021]

[Table 2]

(Examples 3 to 4, Comparative Examples 3 to 4) (Effect of preventing fading of paprika dye) Syrup solutions of various paprika dyes were prepared according to the formulations shown in Table 3 (unit: g). These paprika dye syrups were hot-packed in a colorless transparent 200 ml bottle and then cooled. Then, these paprika dye syrups were irradiated with sunlight to measure the change in color difference over time. The color difference (ΔE) due to sunlight irradiation was calculated by measuring L, a, and b of reflected light with a color difference meter. The results are shown in Table 4. From this table, it can be seen that the anti-fading agent of the present invention has a remarkable anti-fading effect on the paprika pigment.

[0023]

[Table 3]

[0024]

[Table 4]

[0025]

INDUSTRIAL APPLICABILITY According to the present invention, light and heat can be reduced by incorporating the extract of Nanten leaf, especially the extract of leaf of Nanten obtained by extraction with water and / or a polar organic solvent, as an active ingredient. It is possible to effectively prevent fading of the anthocyanin pigment and / or the carotenoid pigment due to the above.

Claims (2)

[Claims] 1. An anti-fading agent for anthocyanin pigments and / or carotenoid pigments, which contains an extract of leaf of Nanten as an active ingredient. 2. The anti-fading agent according to claim 1, which is obtained by extracting the extract with water and / or a polar organic solvent.