JPS58194974A - Production of natural antioxidant component - Google Patents

Abstract

PURPOSE:To obtain the titled component useful as an additive for fat and fat- contg. foods, by treating an aq. alkaline alcoholic soln. contg. an antioxidant component of resemary and/or sage with a porous resin adsorbent, and acidifying the treated soln. to solidify the desired component. CONSTITUTION:An aq. alklaine alcoholic soln. having an alcohol concn. of 80wt% or lower is formed from an alcoholic soln. contg. an antioxidant component of resemary and/or sage and the pigment component is precipitated to decolor the soln. and to recover a green pigment. The soln. is treated with a porous polymer resin adsorbent to remove the fragrant component. The treated soln. is acidified to obtain the natural antioxidant component which is colorless, tasteless and odorless.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing a naturally sourced antioxidant component that exhibits excellent antioxidant properties when added to fats and oils or foods containing fats and oils.

More specifically, an alcoholic solution containing an antioxidant component of rosemary and/or sage is made into an alkaline hydroalcoholic solution with an alcohol concentration of about 80% by weight or less, and the solution is treated with a porous resin adsorbent, and the resulting treatment The present invention relates to a method for producing naturally sourced antioxidant ingredients, which comprises making a liquid acidic and collecting the solid content formed. □:' gae, 2, -o, □i), more, □i1. It is known that rosemary and sage have anti-oxidant effects, and many research reports have been made on rosemary and sage, which have particularly strong antioxidant properties.

For example, when rosemary and sage powders, petroleum ether extracts of the powders, and ethanol extracts of the petroleum ether extraction residues were added to lard, significant antioxidant effects were observed (Food R
ag, 17, 46 (1952)), and rosemary or sage, respectively, were extracted with water.

Alternatively, when extracted with ethanol, the ethanol extract exhibits excellent antioxidant properties for lard, and it is said that most of the antioxidant components contained in spices are extracted by ethanol. Food Lord Yu, 14)
, 181 (ts7n)) *However, the extract obtained by the above method, or bexane, acetone, methanol, ethanol, methylene chloride, ethylene stock, etc.

Oleoresins obtained by removing the solvent from the extract after extraction with an organic solvent such as loride, or essential oils obtained by means such as steam distillation, are both unique to spices derived from the raw material rosemary and/or sage. Because of their flavor, when they are added to foods and drinks for the purpose of preventing oxidation, they have an adverse effect on the flavor of the foods and drinks. Therefore, the amount of addition thereof is severely limited, resulting in insufficient antioxidant effects on nuclear foods and drinks.

In order to improve these drawbacks, various methods have been proposed for removing flavoring components and coloring components from rosemary or sage solvent extracts.

For example, a method of extracting antioxidant M(' by treating a plant of the Lamiaceae family or the Umbelliferae family with a basic aqueous solution with a pH of 1 to 10 (TF! Alternatively, sage is treated with 40 to 60% carbon content water-containing methanol or water-containing ethanol to extract antioxidant components, and then water is added to the resulting extract to precipitate water-insoluble antioxidant components. Furthermore, activated carbon was added, stirred, and filtered to obtain a mixture of water-insoluble antioxidant components and activated carbon.

A mixture of kernels is treated with methanol or ethanol to extract water-insoluble antioxidant components, and the solvent is distilled off from this extract to obtain a water-insoluble antioxidant concentrate; A method has been proposed in which a water-soluble anti-oxidant is obtained by distilling off the solvent from a mixture of aqueous antioxidant components and activated carbon through t-filtration (Japanese Patent Application Laid-open No. 355-18435). However, the antioxidant substances obtained by any method
It had a flavor unique to spices, and was not completely satisfactory.

In order to further improve these drawbacks, various attempts have been made to add a deodorizing step to obtain tasteless and odorless antioxidant substances.

For example, extract rosemary or sage powder with a low-boiling organic solvent, concentrate the resulting extract, wash the fine particles with hot water, and then add the concentrate to a low-boiling solvent such as methanol. The solution is dissolved and decolorized by adding an adsorbent such as activated carbon, activated clay, or silicic acid, and then the treated solution is concentrated, the resulting concentrate is dissolved or suspended in oils and fats, etc., and this is steam distilled. , or a method for producing a tasteless and odorless antioxidant substance by removing aroma components through distillation treatment such as molecular distillation [USP, 3,950,266 (1976)]
Alternatively, the animal and vegetable oil layer obtained by heating rosemary, sage, or basil powder with animal and vegetable oils and fats at about 80 to about 180°C for about 30 minutes to 3 hours, and then removing the insoluble solids, is heated under reduced pressure at about 120-100°C. A method of producing an antioxidant substance by distilling off aroma components by heat treatment for about 10 to about 60 minutes [USF.

732,111 (197 Mustache 10.su), and further, by adding distillation media such as monoglycerides and fats and oils to crushed plant materials containing oxidation inhibitors or low-boiling solvent extracts thereof, and carrying out molecular distillation. , a method for collecting the distillation medium containing an oxidation-inhibiting substance (4? 1982-48281), herp spices, the residue of their essential oil collection, oleoresin obtained by organic solvent extraction, or oleoresin extraction residue, etc. After extracting with a polar solvent such as raw material ethanol to obtain an extract, an adsorbent such as activated carbon, diatomaceous earth, or acid clay is added to the extract for decolorization, and then the adsorbent is separated to obtain a liquid solution. A method of producing a preservative by collecting the insoluble portion of the steam distillation residue after concentration and steam distillation (Japanese Patent Application Laid-Open No.
5-102508), herp spices, their essential oil collection residues, herp spice oleoresins, and other raw materials in a mixed solvent of polar and nonpolar solvents (volume ratio 2:98~s
The resulting extract was decolorized by adding activated carbon, diatomaceous earth, acidic clay, etc., to decolorize it.
゛Water is added to the solution obtained by separating this adsorbent to separate it into three layers: a non-polar solvent layer, a water-containing polar solvent layer, and a precipitation layer.Antioxidant substances are collected from each layer (7゜required). Many proposals have been made, including a method for producing a preservative by steam distillation (Japanese Patent Laid-Open No. 144078/1983).

However, all of the above-mentioned methods are complicated as production methods, and the antioxidant substances obtained by such methods are still unsatisfactory in terms of flavor.

The present inventors prepared an alcohol solution containing anti-acid components of rosemary and/or sage with an alcohol concentration of approximately 801%.
The above solution can be decolorized by precipitating the pigment component as the following alkaline hydroalcoholic solution, and the aroma component can be removed by treating the solution with a porous polymeric resin adsorbent. The inventors discovered that by making the liquid acidic, it was possible to obtain a colorless, tasteless, and odorless naturally occurring antioxidant component gold, which led to the completion of the present invention.

Therefore, the object of the present invention is to use Fi, a colorless and tasteless material containing rosemary and/or sage antioxidant components.

To provide an industrially advantageous method for producing an odorless, naturally sourced antioxidant component with strong antioxidant power in a high yield.

The above objects and many other objects and advantages of the present invention will become more apparent from the following description.

The antioxidant component-containing alcohol solution of rosemary and/or sage used in the present invention can be obtained by extracting the antioxidant component-containing material of rosemary and/or sage with alcohol.

The above-mentioned materials containing antioxidant components of rosemary and/or sage include, for example, finely ground raw and fw tree and/or sage; residual essential oil collection residue obtained by steam distilling cough spice to obtain essential oil tW; These materials i% - pentane, impentane.

Nine-hexane, petroleum ether, ligroin, acetone,
Methyl acetate, ethyl acetate, methanol, ethanol%n
-f Lonohiranol, isozolotuyanol.

A preferred example is oleolethon obtained by extraction with an organic solvent such as n-butanol or a mixture of a plurality of these and removing the solvent from the extract.

Examples of alcohols used for extracting the rosemary and/or sage antioxidant component-containing material include methanol and ethanol.

Glononol, isopro-nool, glycerin, mixtures of multiple types of these alcohols, or small amounts of water-containing substances, etc.
L F[,z*/-x+'kt t,<fFl;yt
, 6C1f can be done.

The extraction conditions for the above-mentioned extracts of quartz and/or sage can be selected as appropriate. For example, approximately α2
After addition of about 50 times the weight of the alcohol, extraction can be carried out by allowing the mixture to stand for about 5 minutes to about 24 hours under normal pressure at room temperature or the boiling point temperature of the solvent used, or by stirring.

In addition, as another extraction processing mode, 1, for example, the above-mentioned antioxidant component-containing material, particularly preferably a crushed product of rosemary and/or sage, or a crushed or shredded product of the residual liquid from which the essential oil has been collected, is packed into an extraction column. .

An example of a method for extracting mosquitoes by continuously introducing alcohol from the top or bottom of a mosquito column can be given. ,, In addition, as another complicated extraction processing mode, alcohols are added to the antioxidant ingredient-containing material as described in 1 above,
A method of heat treatment at about 906° C. to about 180° C. under pressurized conditions can be mentioned.

After the extraction is completed, an alcoholic solution containing rosemary and/or 7-zoan antioxidant components can be obtained by separating and removing the insoluble solids, and if necessary, the insoluble solids can be separated and removed. Alcohol may be added to the residue and the extraction process may be repeated in the same manner as above.

In the present invention, any of the above-mentioned extraction treatment methods may be employed, but it is also possible to use activated carbon, acid clay, silica, porous polymer resin, etc. in the rosemary and/or sage antioxidant component-containing material. After adding a solid adsorbent such as activated clay, extraction treatment with pulcols may be carried out as described above, and a decolorized alcoholic solution containing antioxidant components can be obtained by the method described above.

The rosemary and/or sage antioxidant component-containing alcohol solution used in the present invention can also be obtained by extracting the antioxidant component-containing material as described above with an organic solvent other than Algol, and removing the organic solvent from the extract. and can be obtained by dissolving it in alcohols, such as non-polar solvents such as intane, isopentane, petroleum ether, hexane, ligroin, methylene tetraride, and ethylene isochloride. Polar solvents such as ethyl ether, acetone, methyl acetate, ethyl acetate.

Alternatively, an extraction treatment is performed using a mixed bath of such a non-polar solvent and a polar solvent in the same manner as the above-mentioned extraction treatment method using alcohols, and then the obtained extract is distilled under normal pressure or reduced pressure to remove the solvent. to obtain a concentrate, to which about α5 to 3
Add 00 times the weight of an alcohol such as methanol, ethanol, %-gropanol, imprononol, propylene dalicol, glycerin, a mixture thereof, or a water content thereof, preferably ethanol, and thoroughly mix and stir; Filter insoluble material if necessary.

It can be removed by operations such as centrifugation and decantation to obtain an alcoholic solution containing antioxidant components.

The method of the present invention can be carried out, for example, as follows. For example, about 1 to about 30% by weight aqueous alkaline solution such as sodium hydroxide, potassium hydroxide, and sodium hydrogen carbonate is added to the alcoholic solution containing antioxidant components of rosemary and/or sage.

Potassium bicarbonate, barium hydroxide and diphosphoric acid)
Add a water channel liquid of IJum or a mixture of multiple types thereof, and if necessary, further add water to reduce the alcohol concentration to about 80% by weight or less. Add N so that the pH of the solution is approximately □7 or higher! I l, an alkaline hydroalcoholic solution of antioxidant components. When the hydroalcohol concentration is 80% by weight or more, it is difficult to sufficiently remove coloring components and aromatic components, and when it is 20% or less, the yield of antioxidant components decreases, which is not preferable. The conditions for adding the alkaline aqueous solution can be selected as appropriate, but for example, the alkaline aqueous solution is added to the alcoholic solution containing the antioxidant component of rosemary and/or sage at a temperature of room temperature to about 50°C, and the alkaline aqueous solution is added for about 10 minutes to about 3 This can be done by stirring for hours. Through this treatment, the green pigment component is precipitated, and by separating the cough pigment component by solid-liquid separation means such as filtration, centrifugation, or decantation, it is possible to obtain a decolorized alkaline alcohol solution containing nine antioxidant components. and the separated nuclear pigment can be recovered.

Next, by treating the above 7'-order potassium hydroalcoholic solution with a porous polymer resin, a treatment liquid from which the iF gas acid component has been removed can be obtained. Examples of such porous polymeric resins include porous synthetic resins in which styrene and zobulbenzene are polymerized to have a large pore volume within a specific area. For example, one method for treating the porous polymer resin is as follows.

This can be carried out by mixing and stirring the hydrous alcoholic solution containing the antioxidant component and the porous polymer resin, but preferably, the hydrous alcoholic solution containing the antioxidant component is added continuously from the top of a column packed with the porous polymeric resin. However, such a method is also convenient for recycling the resin. Adding acids to the treatment solution thus obtained to make the system acidic,
Antioxidant, precipitates ingredients. Examples of the acid used include inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid; organic acids such as acetic acid, citric acid, malic acid, tartaric acid, and lactic acid; and mixtures thereof. The amount of acid to be added can be selected as appropriate, but it is best to add it to the amount necessary to neutralize the alkaline added to the alcoholic solution containing antioxidant components, such that the pH is <1, for example, approximately 5 or less. be able to.

The solid matter precipitated by this operation is filtered.

Colorless, tasteless, and odorless antioxidant components can be obtained by separation using appropriate solid-liquid separation means such as centrifugation or decantation, and further, the carcass antioxidant components can be washed with hot water and dehydrated. It can also be dried into powder form.

t'#: ... In the method of the present invention, before the above-mentioned antioxidant component-containing alcohol solution is made into an alkaline hydrous alcohol solution, the antioxidant component-containing alcohol solution is
Solid adsorbent treatment and/or cation exchange 411!1 treatment can be performed. By such treatment, it is possible to obtain a highly purified and excellent antioxidant component. Examples of solid adsorbents include activated carbon, diatomaceous earth, activated aluna, activated clay, acid clay, bentonite, microcrystalline cell, i
Examples include the above-mentioned porous polymer resin, a mixture or a combination of these, and preferred examples include activated carbon and/or porous polymer resin.

Further, l is also preferably exemplified by porous polymer resin. Also as a cation exchange resin.

For example, a strongly acidic cation exchange resin in which a sulfonic acid group is introduced into a three-dimensional polymeric base of the r type or porous produced by polymerizing styrene and divinylbenzene, and a weakly acidic cation exchange resin in which a sulfonic acid group is introduced into the polymeric base. Examples include acidic cation exchange resins.

Particularly preferred examples include strongly acidic cation exchange resins. Such solid adsorbent treatment or ion exchange resin treatment can be carried out, for example, as follows.

A solid adsorbent is added to an alcohol solution containing 1% of the antioxidant component of the above-mentioned sage or sage and electrostatically applied at room temperature to the boiling point temperature of the alcohol solution for about 10 minutes to about 30 hours, or Stir. Although the solid adsorbent can be appropriately selected depending on the content of the solid adsorbent component, it is usually preferable to perform the adsorbent treatment using an amount of the adsorbent that is at least equal to the content of the color chart component.

Next, the solid adsorbent can be separated and removed from the treated product by operations such as filtration, decantation, or centrifugation to obtain a treated liquid.

In addition, when using porous polymer resin as a solid adsorbent,
The resin is packed in a column RC, and by the same operation as the porous resin treatment, an alcoholic solution containing an antioxidant component is passed from the upper part of the column, and a treatment liquid from which the pigment component has been removed can be obtained from the lower part of the column. . □, 1. : Furthermore, when a porous polymer resin is used for adsorbent treatment, the natural green pigment adsorbed to the resin can be recovered by extracting the resin after the treatment with acetone. can.

It is preferable to recover the green pigment from the resin after it has been treated with a porous polymer resin using a column such as the one described above. 77 tons was passed through the column to elute the pigment component adsorbed on the resin, and the eluate flowing out from the bottom of the column was extracted with acetone until it became almost colorless. By distilling the acetone solution obtained under normal pressure to reduced pressure to remove the solvent, an almost odorless natural green pigment can be recovered.

Further, the treatment of the antioxidant component-containing alcohol with a cation exchange resin can be carried out in the same manner as in the case of treating a porous polymer tree using a column, for example. Furthermore, the treatment liquid obtained by the above-mentioned antioxidant component-containing alcohol tS/ion exchange resin treatment may be treated with a porous polymer resin, or the antioxidant component-containing alcohol decolorized by the solid adsorbent treatment as described above. The solution may be treated using a cation exchange tree.

The amount of the cation exchange resin to be used can be appropriately selected depending on the aroma component content in the alcohol solution or the strength of the fragrance of the Fi cough bath solution.
A volume of FOI to about 5 times is preferable, and a deodorized treatment liquid can be obtained by treating with the resin.

Antioxidant component-containing alcohol solution of decolored and/or deodorized rosemary and/or sage obtained by such solid adsorbent treatment and/or cation exchange resin treatment #
i. In the same manner as the above method, an alkaline aqueous solution with an alcohol concentration of about 80% by weight or less and an alkaline hydroalcoholic solution are used.

A colorless, tasteless, and odorless naturally sourced antioxidant component can be obtained by treating the solution with a porous polymer resin, acidifying the resulting treatment i, and collecting the solid content formed.

The antioxidant substances obtained by the present invention are, for example, animal fats and oils such as lard, head oil, chicken oil, tallow, milk fat, fish oil, liver oil, safflower oil, soybean oil, corn oil, rapeseed oil, sesame oil, etc. Vegetable oils and fats such as 12 oil, cottonseed oil, sunflower oil, peanut oil, noterm oil, nocoum kernel oil, coffee oil, rice oil, putter, cheese, margarine, shortening.

Oily foods such as mayonnaise and dressing,
Foods and drinks such as meat processed foods such as sausages, processed seafood foods, fried noodles, fried sweets, delicacies, grilled meat sauce, dried vegetables, milk drinks, soft drinks% alcoholic beverages, etc. Health medicines such as tablets, liquid oral medicines, powdered oral medicines, over-the-counter medicines, etc.1 Soap1. Cosmetics such as detergent, shampoo, etc.

For example, it can be used in crowded fields such as natural essential oil additives such as lemon oil, lime oil, grape oil, orange oil, etc.

Some embodiments of carrying out the method of the present invention will be illustrated in more detail in the following Examples.

Example 1 500 tons of 95% ethanol was added to 100 tons of sage powder, and the mixture was stirred at about 75° C. for 2 hours. Next, insoluble solids were separated and removed by centrifugation to obtain an alcoholic solution containing antioxidant components. Next, add 10f1 of 10% sodium hydroxide aqueous solution to this solution! - It was made alkaline by gradual addition at room temperature, and then 250 f of water was added to adjust the alcohol concentration to about 65% to precipitate the green pigment. Next, the precipitate was removed by heating, and 710 tons of decolorized alkaline hydrous alkonyl solution containing antioxidant components and 1.5 tons of crude green pigment were added.
I got t. Then, porous polymer resin (trade name: Meikigren HP-20) 10 immersed in water-containing alcohol of about 65%
A glass column packed with 0d (diameter 4 degrees, height 20 cI
The above alkaline hydrous alcohol solution was dropped from the upper part of L) to obtain a porous polymer resin treatment liquid 780f. Next, while stirring the treatment solution, 9 tons of 10% hydrochloric acid was gradually added to adjust the pH to 1f13.5, and the solution was stirred at room temperature for 30 minutes to precipitate insoluble antioxidant components. Next, the insoluble solids were filtered through t-F paper, washed with water, and dried under reduced pressure to obtain colorless,
A tasteless and odorless antioxidant component 6.1f'i was obtained (product of the present invention 1) Example 2 0-Zuma! J-Powdert OOfVc%-Hexane 1,
OOOf was added and stirred at about 60°C for 3 hours.

Next, insoluble solids were separated and removed by centrifugation, and the resulting hexane solution was distilled at about 70° C. under normal pressure to remove the solvent, yielding rosemary oleoresin 5f. Next, 200 tt of 95% ethanol was added to this, thoroughly stirred and mixed, and insoluble matter was filtered through a filter paper to obtain 195 tt of an alcoholic solution of rosemary oleoresin. Next, 2 tons of activated carbon was added to this alcohol solution, stirred at room temperature for about 30 minutes, and heated in a filter paper oven. SK-116) SOwl was dropped from the top of a glass column (diameter 301. height 151) to obtain an ion exchange resin treatment liquid 215f.

Next, 5% of a 10% aqueous sodium hydroxide solution was added to this treatment solution.
Add F and 200 f of water to make an alkaline hydroalcoholic solution with an alcohol concentration of approximately 50%.

Next, after removing insoluble materials, the solution of the radish was passed through the same porous polymer resin column as in Example 1 to obtain an adsorbent-treated solution of 4@5tt.

To this treatment solution, 10% hydrochloric acid was added at about 42°C to adjust the pH to about 10 to precipitate the antioxidant components, and the precipitate was washed twice with hot water at about 85°C and then dried to form a colorless, tasteless, and odorless solution. Natural source antioxidant component λ2t was obtained. (Example 3 of the present invention product 42) 9.
5% ethanol L200F was added, and the mixture was stirred and extracted at about 60°C for 5 hours. Next, insoluble solids were separated by centrifugation to obtain an alcoholic solution containing antioxidant components 1100F. Furthermore, add 90% ethanol 40 to the above extraction residue.
After adding 01 and stirring for extraction at about 80°C for 2 hours, insoluble solids were removed to obtain 400 ft'' of alcohol solution.

N Next, the above alcohol solution was combined and a porous polymer resin (Takayama:
・、：、。

A glass column (diameter 4 scratches, height 20clII) filled with 10G- (product name: Diaio/HF-60), then
A glass column (diameter 4cIIL, height 20cm) packed with 2oo* of strongly acidic cation exchange resin (trade name Diaion 5K-1B) soaked in 93% ethanol in advance
) The processing liquid 167O
I got f. Furthermore, approximately 2,502 ml of acetone is poured from the top of the porous resin column after the alcohol solution has been treated to desorb the dye component adsorbed to the resin, and then the acetone solution is distilled under normal pressure to remove the solvent. Dye 4t was obtained.

On the other hand, an alkaline aqueous solution was added to the above treatment liquid.

Processed in the same manner as in Example 1, a colorless, tasteless and odorless antioxidant component powder 17. I got Of. (Product of the present invention-1 3) :, 1: Example 4 A 420 ft strong acidic cation exchange resin column (Example 3 (same column used in )
480 ft- of processing liquid was obtained. Next, to this treatment solution, 12V of 9um aqueous solution (10% hydroxide) and 300f' of water were added.
! +JP' was added, pH 11.5 and L were stirred and filtered through P paper to obtain decolorized P liquid '850 f. On the other hand, 1.8 f of a crude green pigment was obtained from the precipitate which was separated by furnace. Next, the decolorized solution was transferred to a porous polymer resin column (Example 1).
The colorless,
A tasteless and odorless naturally sourced antioxidant ingredient as ft-obtained.

Nine antioxidant substances obtained by the method of the present invention are lard IC.
Table 1 shows the results of measuring the antioxidant concentration after adding 0.02%.

The peroxide value (POV) was determined by blowing clean air at z3 ad/sec at 97.8°C into each test tube containing 2 or 2 lard containing the product of the present invention.
The time taken for the tocopherols to reach 30 was measured, and the results shown in Table 90 show that all of the products of the present invention have significantly higher antioxidant properties than tocopherols.

Patent applicant: Hasegawa Perfume Co., Ltd. Agent: Patent attorney: Taira Yoshihaka Odajima, 1 person S: Procedural amendment dated July 14, 1980, Japan Patent Office Wakasugi ＞L Husband, Indicator mark in case No. 1, 57- No. 75989 No. 2, Title of Invention Natural Fi Antioxidant Fraction fl”1iii: Method 3 Relation to the Nagisa Case for Amendment Address of Patent Applicant Address: 4th Representative, 9th District, 4-chome, Nihon-Atsuhon-cho, Nakaya-ku, Kobeki 107 (1) In line 4 and line 7 of No. 17J of the specification, “
Before it says ``hydrous alcohol,'' add ``alkaline.''

+2) On page 17 of the 8A specification, line 10, it says, ``It's convenient.

'', then join the following.

The amount of the porous polymer resin to be used can be appropriately selected depending on the strength of the aroma of the alkaline hydroalcoholic solution containing the antioxidant component, but it is usually about 0.001 to 100% of the amount of the solution.
A preferable example is about twice the capacity, and the treated liquid that has been deodorized by the resin treatment can be served. j (3) In the 6th line from the bottom and the 3rd line from the bottom of page 21 of Specification V,
Each one says ``alcohol.''

"Alcohol solution" and d” correct.

(4) Delete "alkaline aqueous solution" from line 5-J4 from the bottom of item 11, item 22.

(In the 3rd line from the bottom of page 24 of the 518A small tatami, the text "rl, sy" is corrected to rl&J.

(6) On page 28, line 8 of the specification, it says r41J.

"2I" I am corrected.

(7) On page 29, line 5 of the specification, it says, “Gold with x and sB.

r　1. I IIJ correct it as

Claims (1)

[Claims] 1. An alcoholic solution containing antioxidant components of rosemary and/or sage is made into an alkaline hydroalcoholic solution with an alcohol concentration of about 80% by weight or less, and the solution is treated with a porous resin adsorbent. . A method for producing a naturally sourced antioxidant ingredient, which comprises acidifying the obtained treatment liquid and collecting the solid content formed. 2 Alkaline hydroalcoholic solution and eggplant iiJ rc
The method according to claim 1, characterized in that the alcoholic solution containing antioxidant components is treated with a solid adsorbent and/or a cation exchange resin. 3. The antioxidant component-containing alcoholic solution is rosemary and/or sage, or the residue from which their essential oils have been collected. Nine rosemary and/
Or an extract obtained by extracting a material containing antioxidant components of sage with alcohol; or an extract obtained by extracting the core material with an organic solvent other than alcohol; removing the organic solvent from the extract; The method according to claim 1 or 2, wherein the method is a solution dissolved in alcohol. 3. The method according to claim 2, wherein the solid adsorbent is activated carbon and/or a porous resin adsorbent.・ 5. The solid adsorbent is a porous resin adsorbent, and after the solid adsorbent treatment, the S + fat adsorbent in □ is extracted with an aliquot, and the natural green color adsorbed on the adsorbent is extracted. The manufacturing method according to claim 2, characterized in that the votes are collected. a. An alcohol solution containing antioxidant components of rosemary and/or sage is mixed with alkaline water-containing alcohol having an alcohol concentration of about 80% by weight or less to precipitate a green pigment,
The method according to claim 1, characterized in that the green pigment is recovered.