JPH1036280A - Hydroxy radical scavenger - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject agent containing an essence of a plant of the family Labiatae as an active component and capable of effectively suppressing hydroxy radical harmful to human body. SOLUTION: This agent is composed of an essence of a plant of the family Labiatae (preferably spearmint, peppermint, watermint, Japanese mint, sage or rosemary). The essence is preferably the extract of the plant or the residue left after distilling off the solvent from the extract. The extraction is carried out by adding 1-50 pts. (based on 1 pt. of the plant or its processed product) of a solvent (e.g. methanol, ethanol or methyl acetate) and immersing the plant in the solvent for several days at normal temperature or several hours at a temperature near the boiling point of the solvent. The generation of hydroxy radical is easily suppressed by adding the agent to a composition such as cosmetics or foods.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a hydroxy radical scavenger and a composition containing the same, such as a medicine, a cosmetic or a food.

[0002]

2. Description of the Related Art It is said that hydroxy radicals are generated by irradiation of high energy electromagnetic waves such as radiation and ultraviolet rays, and reaction between oxygen radicals and water. Hydroxyl radicals easily react with the nucleic acid base, which is the center of vital activity, in particular, the amino group of purine base in the living body, and form hydroxides of these bases. DNA and RN
When such a partial hydroxide is formed in A etc., DNA
It is known that DNA and RNA are cleaved to induce apoptosis of cells, DNA and RNA are damaged to cause cancer, and have an undesirable effect on living organisms. On the other hand, as a means for suppressing the generation of hydroxyl radicals, only a method of suppressing the generation of oxygen radicals, which contribute to the generation of hydroxy radicals, with an antioxidant or the like is known. The method of suppression was not yet known. That is, although a method for suppressing hydroxy radicals generated by oxygen radicals is known, it is not an exaggeration to say that there is no measure against irradiation of hydroxy radicals caused by irradiation of electromagnetic waves such as radiation or ultraviolet rays.

[0003]

SUMMARY OF THE INVENTION The present invention has been made in view of such circumstances, and it is an object of the present invention to provide a general-purpose means for suppressing hydroxyl radicals.

[0004]

In view of such a situation,
The present inventors have conducted intensive studies for a substance that inhibits a hydroxyl radical, and as a result, have found such an action in the essence of a Labiatae plant. Furthermore, they have found that by adding such an essence to a composition such as a cosmetic or food, it is possible to easily suppress the generation of hydroxyl radicals, and have completed the invention. Hereinafter, the present invention will be described in more detail focusing on embodiments of the invention.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION

(1) Hydroxy radical scavenger of the present invention The hydroxy radical scavenger of the present invention comprises the essence of a Labiatae plant. Here, the essence refers to a part or all of the plant itself, a processed product obtained by drying, pulverizing, shredding, or the like, a part or the whole of the plant, a solvent for a part or all of the plant, or a processed product thereof. In addition, it refers to the collective term for extracts that have been processed, and fractions obtained by column chromatography, liquid-liquid extraction, and the like. As Labiatae plants that can be used in the present invention, for example, spearmint, peppermint, water mint, Japanese peppermint, lemon balm,
Catnip, sage, rosemary, marjoram, thyme, tarragon, lavender and the like can be preferably exemplified. Preferred among these are spare mint, peppermint, water mint, Japanese peppermint, sage, and rosemary. Among them, a cross cultivar of spare mint and water mint and a cross cultivar of Salvia officinalis bar latifolia and salvia officinalis bar alba in sage are particularly preferred. As the essence, an extract or a solvent distillate thereof is preferable. Extraction may be performed by adding a solvent in an amount of 1 to 50 times the amount of a plant or a processed product thereof, and immersing for several days at room temperature or several hours at a temperature near the boiling point. As the solvent, for example, methanol, ethanol, 1,3-
Alcohols such as butanediol, esters such as ethyl acetate and methyl formate, nitriles such as acetonitrile,
Examples thereof include ethers such as diethyl ether and tetrahydrofuran, halogenated hydrocarbons such as chloroform and methylene chloride, ketones such as acetone and methyl ethyl ketone, and water. These solvents may be used alone or as a mixture of two or more. The most preferred of these is a 30-70% aqueous ethanol solution. More preferably, the extract is charged into Diaion HP-20, washed with water, and then eluted with a 20% aqueous ethanol solution to evaporate the solvent. The essence thus obtained has an excellent hydroxyl radical scavenging action as shown in Test Examples.

[Production Example 1] 1 kg of fresh leaves of spare mint
Then, 30 l of a 50% aqueous ethanol solution was added thereto, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. Hydroxy radical scavenger 1 was obtained.

[Production Example 2] 1 kg of fresh leaf of peppermint
Then, 30 l of a 50% aqueous ethanol solution was added thereto, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. Hydroxy radical scavenger 2 was obtained.

[Production Example 3] Fresh leaf of water mint 1K
30 g of a 50% aqueous ethanol solution was added to g, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. Hydroxy radical scavenger 3 was obtained.

[Production Example 4] 1 liter of fresh leaves of a hybrid variety of spare mint and water mint and 30 l of 50%
An aqueous ethanol solution was added, and the mixture was refluxed for 2 hours.
After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. Hydroxy radical scavenger 4 was obtained.

[Production Example 5] 3 parts per 1 kg of fresh leaves of Japanese peppermint
0 l of a 50% aqueous ethanol solution was added and refluxed for 2 hours. After filtration, concentrated, dissolved and dispersed in distilled water,
DIAION HP-20 charged with distilled water and 1
After washing with 1 l of water, 2 l of a 20% aqueous ethanol solution was flowed and eluted, and this was distilled off under reduced pressure to obtain 23 g of a hydroxy radical scavenger 5.

[Production Example 6] Salvia officinalis
30kg 50% of 1kg of fresh leaves of Bar Latifolia
An aqueous ethanol solution was added, and the mixture was refluxed for 2 hours.
After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. Hydroxy radical scavenger 6 was obtained.

[Production Example 7] Salvia officinalis
30 l of a 50% aqueous ethanol solution was added to 1 kg of fresh leaves of Barr alba, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and washed with water.
A 2% aqueous ethanol solution was flowed and eluted, and this was distilled off under reduced pressure to obtain 15 g of the hydroxy radical scavenger 7.

[Production Example 8] Salvia officinalis
Bar Latifolia and Salvia Officinalis
30 l for 1 kg of fresh leaves of the crossed varieties of bur alba
Was added thereto, and refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. A hydroxy radical scavenger 8 was obtained.

Production Example 9 To 1 kg of fresh leaves of lemon balm, 30 l of a 50% aqueous ethanol solution was added and refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. Hydroxy radical scavenger 9 was obtained.

[Production Example 10] Fresh leaves of catnip 1K
30 g of a 50% aqueous ethanol solution was added to g, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. A hydroxy radical scavenger 10 was obtained.

[Production Example 11] 1 kg of fresh leaves of marjoram
Then, 30 l of a 50% aqueous ethanol solution was added thereto, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 L of water, and eluted by flowing 2 L of a 20% aqueous ethanol solution. A hydroxy radical scavenger 11 was obtained.

[Production Example 12] 30 kg per 1 kg of fresh thyme leaves
One liter of a 50% aqueous ethanol solution was added, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 charged with distilled water, and added to 1 l.
The residue was eluted by flowing 2 l of a 20% aqueous ethanol solution, and distilled under reduced pressure to obtain 11 g of a hydroxy radical scavenger 12.

[Production Example 13] 3 kg per 1 kg of fresh leaves of tarragon
0 l of a 50% aqueous ethanol solution was added and refluxed for 2 hours. After filtration, concentrated, dissolved and dispersed in distilled water,
DIAION HP-20 charged with distilled water and 1
After washing with 1 l of water, 2 l of a 20% aqueous ethanol solution was flowed and eluted, and this was distilled off under reduced pressure to obtain 21 g of the hydroxy radical scavenger 13.

[Production Example 14] 1 kg of fresh leaves of rosemary
Then, 30 l of a 50% aqueous ethanol solution was added thereto, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. A hydroxy radical scavenger 14 was obtained.

[Production Example 15] To 1 kg of fresh lavender leaves, 30 l of a 50% aqueous ethanol solution was added and refluxed for 2 hours. After filtration, the mixture was concentrated, dissolved and dispersed in distilled water, charged with DIAION HP-20 filled with distilled water, washed with 1 l of water, and eluted by flowing 2 l of a 20% aqueous ethanol solution. Hydroxy radical scavenger 15 was obtained.

[Production Example 16] 1 kg of fresh spearmint leaves
Then, 30 l of a 50% aqueous ethanol solution was added thereto, and the mixture was refluxed for 2 hours. After filtration, the mixture was concentrated to obtain 54 g of a hydroxy radical scavenger 16.

[Preparation Example 17] 1 l of fresh leaves of Salvia officinalis varlatifolia was added with 10 l of 1,3-
Butanediol was added, the mixture was heated at 90 ° C. for 3 hours, and filtered to obtain 9.8 l of the hydroxy radical scavenger 17.

[Test Example] Using a hydroxyl radical generated by the Fenton reaction, the oxygen consumed by the micellarized linoleic acid in the process of peroxidation was dissolved in a dissolved oxygen meter (Central Kagaku's highly sensitive dissolved oxygen meter for biochemistry, Oxygraph 9). The rate of decrease of oxygen was measured by the above-mentioned method, and the hydroxyl radical scavenging rate of the hydroxy radical scavenger of the present invention was determined from this. That is, 950 μl of TTBA micelle of linoleic acid and 0.0% of the sample were placed in a closed cell of a dissolved oxygen meter kept at 25 ° C.
100 μl of water in which 81 mg was dissolved was weighed, the temperature was kept at 25 ° C., and 100 μl of 100 mM hydrogen peroxide solution, Fe
100 μl of 30 mM SO4 was added and the rate of oxygen depletion was measured. From this, the hydroxyl radical (.OH) elimination rate (%) was determined according to the following equation 1. Table 1 shows the results
Shown in

Hydroxy radical scavenging rate (%) = (oxygen consumption time−0.85) × 3.57 Equation 1

[0025]

[Table 1]

(2) Composition of the Present Invention The composition of the present invention is characterized by containing the above-mentioned hydroxy radical scavenger. The composition of the present invention has an action of protecting nucleic acids in a living body from damage due to hydroxyl radicals and killing cells. For example, it can be used as a composition for protecting cell damage due to strong light or for protecting the human body at the time of irradiation with radiation or the like. Specific applications include cosmetics, foods, pharmaceuticals, and the like for protecting such hydroxy radicals or preventing disorders. The composition of the present invention can contain, in addition to the above-mentioned hydroxy radical scavenger, optional components commonly used in these preparations. As such optional components, in the case of cosmetics, hydrocarbons such as petrolatum and microcrystalline wax, esters such as jojoba oil and gay wax, triglycerides such as tallow, olive oil, and higher alcohols such as cetanol and oleyl alcohol , Stearic acid, fatty acids such as oleic acid, polyhydric alcohols such as glycerin and 1,3-butanediol, nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, ethanol, carbopol Thickeners, preservatives, ultraviolet absorbers, antioxidants, pigments, powders, etc. can be exemplified. In the case of pharmaceuticals, excipients, binders, coating agents, lubricants, sugar coatings, disintegration Agents, bulking agents, flavoring agents, emulsifying / solubilizing / dispersing agents, stabilizers, pH adjusters, isotonic agents, and the like. , Thickening agents, flavoring agents,
Taste agents, sweeteners, sour agents, coloring agents and the like can be exemplified. The preferred content of the hydroxy radical scavenger in the composition of the present invention is 0.01 to 20% by weight, more preferably 0.05 to 10% by weight, and still more preferably 0.1 to 10% by weight.
1 to 5% by weight. In addition, the preferred dose of the hydroxy radical scavenger in pharmaceuticals is as follows:
0.1 to 10000 mg is preferred. This amount of the hydroxy radical scavenger can be administered at once, or can be administered in several divided doses. This is because the hydroxy radical scavenger of the present invention is excellent in safety since herbs are used as base plants.

[0027]

EXAMPLES The present invention will be described in detail below with reference to examples, but it goes without saying that the present invention is not limited to only these examples. The numerical values represent parts by weight.

Examples 1-4 Formulation Examples Lotions were prepared according to the formulations shown in Table 2. That is, the ingredients were stirred and solubilized at room temperature to obtain a lotion.

[0029]

[Table 2]

Examples 5 to 8 Formulation Examples A lotion was prepared according to the formulation shown in Table 3. That is, the ingredients were stirred and solubilized at room temperature to obtain a lotion.

[0031]

[Table 3]

Examples 9 to 11 Formulation Examples Creams were prepared according to the formulations shown in Table 4 below. That is, (a), (b) and (c) were each heated and dissolved at 80 ° C., (b) was gradually added to (a), and (c) was further added and emulsified. The homogenized particles were homogenized by a homomixer and cooled to obtain a cream.

[0033]

[Table 4]

Example 12 Formulation Example A foundation was prepared according to the following formulation. That is, a, b, and c are each heated and melted at 80 ° C, kneaded well with b, diluted with b, dispersed in d, gradually added with c, emulsified, stirred and cooled to form a foundation. Obtained. A 70% aqueous solution of maltitol 10 1,3-butanediol 5 methyl paraben 0.3 triglycerin diisostearate 4 b liquid paraffin 16 light liquid isoparaffin 4 butyl paraben 0.1 c water 40.6 titanium dioxide 10 talc 5 yellow Iron oxide 3.5 Bengala 0.5 Hydroxy radical scavenger 12 0.5 Hydroxy radical scavenger 13 0.5

Example 13 Formulation Example A hair tonic was prepared according to the following formulation. That is, the ingredients were stirred and solubilized at room temperature to obtain a hair tonic. Pepper tincture 0.1 Ethinyl estradiol 0.1 Menthol 0.1 Fragrance 0.1 Hydroxy radical scavenger 14 0.1 Ethanol 60 Water 39.5

Example 14 Formulation Example Bread was prepared according to the following formulation. That is, the ingredients were kneaded well, subjected to primary fermentation at 37 ° C. for 45 minutes, formed, then subjected to secondary fermentation for 30 minutes, and baked in a 200 ° C. oven for 30 minutes to obtain bread. This bread did not lose its flavor even one week after it was made. Strong flour 500 Sugar 30 Butter 50 Salt 5 Dry yeast 12 Hydroxy radical scavenger 15 3 Water 250

Examples 15-17 Formulation Examples Candies were prepared according to the formulation shown in Table 5 below. That is, the ingredients were heated and dissolved at 120 ° C., cooled to 110 ° C., poured into a mold and solidified, and removed from the mold to obtain a candy.

[0038]

[Table 5]

Example 18 Formulation Example A cookie was prepared according to the following recipe. That is, knead butter and sugar well, add egg yolk and mix well, and further add flour, baking powder, almond poodle and hydroxy radical scavenger 2 and mix and shape. I got a baked cookie.
This cookie did not lose its buttery flavor after standing for one month. Light flour 150 Almond poodle 50 Sugar 80 Butter 50 Egg yolk 2 baking powder 1 Hydroxy radical scavenger 8 1

Example 19 Formulation Example A granule was prepared according to the following formulation. That is, the prescription components are mixed well by a Glad granulator, and 50 parts by weight of a 50% aqueous ethanol solution is sprayed and added thereto. After granulation, the mixture is blown dry at 40 ° C. for 48 hours and sieved to obtain granules. Was. Lactose 50 Crystalline cellulose 40 Hydroxypropyl cellulose 5 Hydroxy radical scavenger 4 5

Example 20 Formulation Example An external preparation for skin was prepared according to the following formulation. That is, the prescription components were well kneaded to obtain a skin external preparation. Vaseline 90 Hydroxy radical scavenger 8 10

[0042]

The hydroxy radical scavenger of the present invention is excellent in the action of scavenging hydroxy radicals, so that it can be easily suppressed by administering a composition containing the same, such as a cosmetic, food or pharmaceutical. .

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁶ Identification code Agency reference number FI Technical display location A23G 3/00 102 A23G 3/00 102 A23L 1/221 A23L 1/221 C 1/30 1/30 B A61K 7/00 A61K 7/00 K 7/02 7/02 Z 7/06 7/06 7/40 7/40 7/48 7/48 (72) Inventor Masaki Okada Takashimadai, Kanagawa-ku, Yokohama-shi, Kanagawa-ken 27-1 Pola Chemical Industry Co., Ltd. Yokohama Institute

Claims (9)

[Claims] 1. A hydroxy radical scavenger comprising an essence of a Labiatae plant. 2. The Labiatae plant is any of spearmint, peppermint, water mint, Japanese peppermint, sage, rosemary, marjoram, catnip, lavender, thyme, tarragon, and lemon balm.
The hydroxyl radical scavenger according to claim 1. 3. A composition for scavenging or suppressing the generation of hydroxy radicals, comprising the hydroxy radical scavenger according to claim 1 or 2. 4. The composition according to claim 3, wherein the use is a medicament. 5. The composition according to claim 3, wherein the composition is used for cosmetics. 6. The composition according to claim 3, wherein the composition is used for food. 7. A cosmetic for scavenging or suppressing the generation of hydroxyl radicals, containing an essence of a Labiatae plant. 8. The cosmetic according to claim 7, wherein the Labiatae plant is any of spearmint, peppermint, water mint, Japanese peppermint, sage, rosemary, marjoram, catnip, lavender, thyme, tarragon, and lemon balm. . 9. Use of an essence of a Labiatae plant for eliminating or suppressing the generation of hydroxyl radicals.