WO2004096950A1 - Antioxidative composition - Google Patents

Antioxidative composition Download PDF

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Publication number
WO2004096950A1
WO2004096950A1 PCT/JP2003/009139 JP0309139W WO2004096950A1 WO 2004096950 A1 WO2004096950 A1 WO 2004096950A1 JP 0309139 W JP0309139 W JP 0309139W WO 2004096950 A1 WO2004096950 A1 WO 2004096950A1
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WIPO (PCT)
Prior art keywords
proline
catechins
antioxidant
composition
parts
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PCT/JP2003/009139
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French (fr)
Japanese (ja)
Inventor
Toru Murayama
Hiroshi Horikawa
Shigesaburo Makino
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Itochu Feed Mills Co., Ltd.
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Publication of WO2004096950A1 publication Critical patent/WO2004096950A1/en

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3526—Organic compounds containing nitrogen
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3544—Organic compounds containing hetero rings
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/17—Amino acids, peptides or proteins
    • A23L33/175—Amino acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/401—Proline; Derivatives thereof, e.g. captopril
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the present invention relates to an antioxidant composition containing L-proline and phytotechins.
  • antioxidants for example, ethoxyquin, butylhydroxydisole (BHA), butylhydroxytoluene (BHT), gallic acid, vitamin C, vitamin E, rutin, carnosine and the like are used.
  • Antioxidants used in feeds, foods, cosmetics, and pharmaceuticals require not only antioxidant power but also safety.
  • ethoxyquin a synthetic product, has strong antioxidant activity, but its safety has not been sufficiently confirmed.
  • the synthetic compounds BHA and BHT have relatively strong antioxidant activity, but their safety has not been confirmed sufficiently.
  • natural products such as gallic acid, vitamin C, vitamin E, rutin, and carnosine are highly safe but have low antioxidant power, and in particular, are generally poorly preserved (eg, hot and humid). When it is blended, it cannot exhibit sufficient antioxidant power.
  • Proline is one of the amino acids and is a highly safe natural product. Proline itself has antioxidant activity (Hiraoka et al., “Ehime Pref. Research Report, Vol. 21, p9-28, published in 1983), and has the effect of enhancing the antioxidant power of other antioxidants (eg, vitamin E) (Chibatake et al., “New Food Industry (New Food Industry) ) ", Vol. 11, No. 8, p. 10-14, published in 1969). It is believed that proline enhances the antioxidant activity by proline chelating metals that are pro-oxidants (Chibata et al., “New Food Industry J, 11 Vol. 8, No. 11, plO-14, 1969).
  • catechins are components of tea and are highly safe natural products. It is a well-known fact that catechins have antioxidant power, and antioxidants containing catechins and amino acids are known (Japanese Patent Application Laid-Open No. 9-1241637). Disclosure of the invention
  • An object of the present invention is to provide an antioxidant composition excellent in antioxidant power and safety.
  • the present inventors have found that, when L-proline and catechins, which are highly safe natural products, are blended at a certain ratio, excellent antioxidant power is exhibited due to a synergistic effect, thereby completing the present invention.
  • excellent antioxidant power is exhibited due to a synergistic effect, thereby completing the present invention.
  • the antioxidant composition of the present invention is an antioxidant composition containing L-proline and phytokines, wherein the content of L-proline is 500 to 100 parts by weight of catechins. To 300 parts by weight.
  • FIG. 1 is a graph showing the relationship between the mixing ratio of proline and catechin and the antioxidant power per unit concentration.
  • the content of L-proline in the antioxidant composition of the present invention is 50 to 300 parts by weight based on 100 parts by weight of catechins. If the content of L-proline is less than 50 parts by weight relative to 100 parts by weight of catechins, the synergistic effect of L-proline and catechins is not sufficiently exhibited, and excellent antioxidant power is obtained. On the other hand, if it exceeds 300 parts by weight with respect to 100 parts by weight of catechins, a synergistic effect corresponding to the increased content of L-proline will not be exhibited, and the economic efficiency will be impaired.
  • the content of L-proline is preferably 100 parts by weight based on 100 parts by weight of catechins. At this time, the synergistic effect between L-proline and catechins is exhibited most, and the most excellent antioxidant power is exhibited.
  • catechins means polyoxy derivatives of 3-oxyflavan. Specific examples of the compounds belonging to the catechin class include force techin, force tekin gallate, epicatechin, epicatechin gallate, epigallocatechin, epigallocatechin gallate, gallocatechin, gallocate chin gallate, and the like. The product may contain only one of these compounds, or may contain two or more compounds.
  • Catechins can be obtained, for example, by extraction from plants containing catechins.
  • commercially available tetekins can also be used.
  • a specific example of a plant containing force techins includes tea (Thea sinensis).
  • the constituent parts of the plant used as the extraction raw material are not particularly limited, and for example, constituent parts such as leaves, branches, bark, etc. can be used as the extraction raw material.
  • the type of the extraction solvent is not particularly limited as long as it can extract catechins. These mixtures can be used.
  • Water that can be used as an extraction solvent includes water that has been subjected to various treatments (eg, purification, heating, sterilization, filtration, ion exchange, adjustment of osmotic pressure, buffering, etc.), for example, purified water, hot water And ion-exchanged water, physiological saline, phosphate buffer, phosphate buffered saline, and the like.
  • the organic solvent that can be used as an extraction solvent include lower aliphatic alcohols such as methanol, ethanol, propyl alcohol, isopropyl alcohol, and butanol; and 1,3-butylene glycol, propylene glycol cornole, and glycerin.
  • Polyhydric alcohols such as acetone and methinoethyl ketone; and hydrophilic organic solvents such as mixtures thereof.
  • the mixing ratio thereof can be appropriately adjusted.
  • the raw material for the extraction is put into a treatment tank filled with the extraction solvent, and stirred occasionally to elute the soluble component. Thereafter, the residue is filtered to remove the extraction residue, and the obtained extract is concentrated and dried to obtain dextrins.
  • the obtained extract can be directly mixed with any composition as an antioxidant component, but it is preferable to mix it after making into a concentrated solution or a dried product.
  • the extract may be subjected to a purification treatment such as an activated carbon treatment, an adsorption resin treatment, or an ion exchange resin treatment.
  • L-proline also includes salts having an antioxidant effect.
  • L-Proline can be obtained, for example, from a hydrolyzate of gelatin as Reineke salt or oral mite phosphate. Alternatively, commercially available L-proline can be used.
  • the form of the antioxidant composition of the present invention is not particularly limited as long as it has an antioxidant effect, and examples thereof include a pharmaceutical composition, a food and drink composition, a feed composition and the like.
  • the antioxidant composition of the present invention may be composed of only L-proline and catechins, or may contain components other than L-proline and catechins. Components other than L-proline and catechins can be appropriately selected according to the form of the composition, and include, for example, other components having an antioxidant effect.
  • compositions can be manufactured, for example, by formulating L-proline and catechins using pharmaceutically acceptable excipients and any other additives, which are used as antioxidants. can do.
  • additives such as excipients, binders, disintegrants, lubricants, stabilizers, flavoring agents, diluents, and solvents for injections can be used.
  • excipient examples include sugar derivatives such as lactose, sucrose, glucose, mannitol, and sorbitol; starch derivatives such as corn starch, potato starch, Hi-starch, dextrin, carboxymethyl starch; and crystals.
  • Cellulose derivatives such as cenorellose, hydroxypropynoresenorelose, hydroxypropizole methinoresenolose, canoleboximetinoresenorelose, and potassium oleboximetinorecellose calcium; gum arabic; dextran; pullulan; light anhydrous Silicate derivatives such as silicic acid, synthetic aluminum silicate, and magnesium metasilicate aluminate; phosphate derivatives such as calcium phosphate; carbonate derivatives such as calcium carbonate; sulfate derivatives such as calcium sulfate; As an example, In addition to the above-mentioned excipients, gelatin; polyvinylpyrrolidone; magrogol and the like can be mentioned.
  • Lubricants include, for example, talc; stearic acid; metal stearate such as calcium stearate and magnesium stearate; Dosilica; Vegum, Borax; Daricol; Carboxylic acids such as fumaric acid and adipic acid; Sodium salts of carboxylic acids such as sodium benzoate; Sulfates such as sodium sulfate; Leucine; Sodium lauryl sulfate, Lauryl sulfate Lauryl sulfates such as magnesium; silicic acids such as silicic anhydride and silicic acid hydrate; starch derivatives; and the like.
  • Stabilizers include, for example, paraoxybenzoic acid esters such as methylparaben and propylparaben; Alcohols such as glue, benzinoleanorecole and feninoleetinoleanorecole; benzalkonidium chloride; acetic anhydride; sorbic acid; and the like; Injectable solvents include, for example, water, ethanol, Glycerin and the like.
  • Examples of the administration route of the pharmaceutical composition include parenteral administration such as oral administration and enteral administration.
  • Examples of the dosage form of the pharmaceutical composition include sprays, capsules, tablets, granules, and syrups. Preparations, emulsions, suppositories, injections, ointments, tapes and the like. The dose can be appropriately selected depending on the intended effect, administration method, treatment period, age, body weight, etc.
  • Food and drink compositions include, for example, L-proline and catechins, saccharides such as dextrin and starch; proteins such as gelatin, soy protein, and corn protein; amino acids such as araene, glutamine, and isoleucine; Polysaccharides such as rubber; and fats and oils such as soybean oil and medium-chain fatty acid triglycerides can be blended.
  • Examples of the form of the food and drink composition include soft drinks, carbonated drinks, nutritional drinks, fruit drinks, lactic acid drinks, and the like (including concentrated stock solutions of these drinks and powder for adjustment); ice cream, ice sorbet, shaved ice, etc.
  • Frozen desserts soba, udon, harame, gyoza skin, syrup skin, Chinese food, instant food, etc .; candy, chi Ewing gum, candy, gum, chocolate, tablet confectionery, snack confectionery, biscuit, jelly, jam, cream, baked confectionery, etc .; kamaboko, ham, sausage, etc., processed dairy products, processed milk, Dairy products such as fermented milk; salad oil, tempura oil, margarine, mayonnaise, short jung, whipped cream, dressing, and other fats and oils and fats and processed foods; sauces, sauces and other seasonings; Enteral nutrition diet; functional foods and the like.
  • the feed composition includes, for example, L-proline and catechins, corn, wheat, barley, rye, my mouth, etc .; Bran such as bran, wheat bran, rice bran, defatted rice bran; manufactured lees such as corn dalten meal and corn jam meal; animal feed such as fish meal, skim milk powder, whey, yellow grease, and tallow; Yeasts such as beer yeast; mineral feeds such as tricalcium phosphate and calcium carbonate; oils and fats; simple amino acids; sugars; Examples of the form of the feed composition include pet food, livestock feed, fish feed, and the like.
  • Bran such as bran, wheat bran, rice bran, defatted rice bran
  • manufactured lees such as corn dalten meal and corn jam meal
  • animal feed such as fish meal, skim milk powder, whey, yellow grease, and tallow
  • Yeasts such as beer yeast
  • mineral feeds such as tricalcium phosphate and calcium carbonate
  • oils and fats
  • feed composition for laying hens contains paprika pigment for the purpose of coloring the yolk, and conventionally ethoxyquin to prevent the fading of the paprika pigment due to oxidation. Since the safety of ethoxyquin has not been sufficiently confirmed, the use of L-proline and catechins in a fixed ratio in place of ethoxyquin will produce and sell a highly safe feed composition, as well as safety. Production and sale of high-quality livestock foods becomes possible.
  • paprika unsaponified adsorbate (Caulkins Chemical) are those paprika pigment extracted from paprika O Les oleosin adsorbed onto defatted rice bran, xanthophylls the ll ⁇ 1 3 g / / kg containing.
  • the ASTA simple method (AO AC method (Official Methods of Analysis of the A0AC, 15thEd., Vol. 2, Xanthophyll content was measured by a modified method of 1990, p.999).
  • a modification of the AO AC method was performed as follows. Unsaponifiable adsorbate of papri force was weighed accurately, placed in a 100-mL brown volumetric flask, added with 50 mL of acetone, mixed gently, and stirred in a warm bath at 56 ° C for 10 minutes. did. After cooling, acetone was added to make the total volume 10 mL, and 5 mL of each was transferred to a 25 mL brown volumetric flask, and acetone was added to make the total volume 25 mL. Using acetone as a control solution, the absorbance at a wavelength of 460 nm was measured, and the xanthophyll content (gZkg) was calculated based on the following formula.
  • 16.4 is AST A (American Spice Trade Association) ⁇ dye coefficient.
  • test plot 1 Based on the xanthophyll content in the ethoxyquin plot (test plot 1), the xanthophyll content ratio in other test plots was calculated and used as an index of antioxidant power. The results are shown in Table 2 and FIG.
  • the antioxidant power per unit concentration was found to be maximum when the mixture ratio of proline and catechin was 1: 1. In other words, when proline and catechin are mixed in a ratio of 1: 1, a synergistic effect It was found that more excellent antioxidant power was exhibited.
  • an antioxidant composition having excellent antioxidant power and safety is provided.

Abstract

It is intended to provide an antioxidative composition having an excellent antioxidative effect and a high safety. Namely, an antioxidative composition containing L-proline and a catechin characterized in that the content of L-proline ranges from 50 to 300 parts by weight per 100 parts by weight of the catechin.

Description

抗酸化組成物  Antioxidant composition
技術分野 Technical field
本発明は、 L—プロリン及び力テキン類を含有する抗酸化組成物に関 する。  The present invention relates to an antioxidant composition containing L-proline and phytotechins.
明 背景技術  Akira Background technology
書  book
飼料、 食品、 化粧品、 医薬品等の各種組成物は酸化によって商品価値 や効力を損なうため、 これを防止するために抗酸化剤が配合される。 抗 酸化剤としては、 例えば、 エ トキシキン、 ブチルヒ ドロキシァ二ソール ( B H A )、 プチルヒ ドロキシトルエン （B H T )、 没食子酸、 ビタミン C、 ビタミン E、 ルチン、 カルノシン等が使用されている。  Various compositions, such as feed, food, cosmetics, and pharmaceuticals, impair the commercial value and efficacy due to oxidation. Antioxidants are added to prevent this. As antioxidants, for example, ethoxyquin, butylhydroxydisole (BHA), butylhydroxytoluene (BHT), gallic acid, vitamin C, vitamin E, rutin, carnosine and the like are used.
飼料、 食品、 化粧品及び医薬品に配合される抗酸化剤には、 抗酸化力 だけでなく、 安全性が求められる。 しかしながら、 合成物であるエトキ シキンは、 抗酸化力は強いが安全性は十分に確認されていない。 また、 合成物である B H A及び B H Tは、 抗酸化力は比較的強いが安全性は十 分に確認されていない。 一方、 天然物である没食子酸、 ビタミン C， ビ タミン E , ルチン、 カルノシン等は、 安全性は高いが抗酸化力は弱く、 特に、 一般的に保存状態が粗雑な （例えば、 高温多湿） 飼料に配合され る場合には十分な抗酸化力を発揮し得ない。  Antioxidants used in feeds, foods, cosmetics, and pharmaceuticals require not only antioxidant power but also safety. However, ethoxyquin, a synthetic product, has strong antioxidant activity, but its safety has not been sufficiently confirmed. The synthetic compounds BHA and BHT have relatively strong antioxidant activity, but their safety has not been confirmed sufficiently. On the other hand, natural products such as gallic acid, vitamin C, vitamin E, rutin, and carnosine are highly safe but have low antioxidant power, and in particular, are generally poorly preserved (eg, hot and humid). When it is blended, it cannot exhibit sufficient antioxidant power.
このよ うな状況の下、 抗酸化力及び安全性に優れた抗酸化剤の開発が 求められている。  Under such circumstances, the development of an antioxidant having excellent antioxidant power and safety is required.
プロリンは、 アミノ酸の 1種であり、 安全性の高い天然物である。 そ して、 プロリンは、 それ自体が抗酸化力を有する （平岡ら， 「愛媛県ェ技 研究報告」， 21卷， pl9-28, 1983年発行） とともに、 その他の抗酸化物質 (例えば、 ビタミン E )の抗酸化力を増強させる作用を有する （千畑ら， 「ェユー フード ィンダストリー （New Food Industry)」， 11巻， 8号， p 10 - 14, 1969年発行） ことが報告されている。 プロリンによる抗酸化力の 増強作用は、 プロリンが酸化促進物質である金属をキレートすることに より発揮されると考えられている （千畑ら， 「ニュー フード インダス ト リー （New Food Industry) J , 11巻， 8号， plO- 14， 1969年発行）。 Proline is one of the amino acids and is a highly safe natural product. Proline itself has antioxidant activity (Hiraoka et al., “Ehime Pref. Research Report, Vol. 21, p9-28, published in 1983), and has the effect of enhancing the antioxidant power of other antioxidants (eg, vitamin E) (Chibatake et al., “New Food Industry (New Food Industry) ) ", Vol. 11, No. 8, p. 10-14, published in 1969). It is believed that proline enhances the antioxidant activity by proline chelating metals that are pro-oxidants (Chibata et al., “New Food Industry J, 11 Vol. 8, No. 11, plO-14, 1969).
また、 カテキン類は、 茶の成分であり、 安全性の高い天然物である。 そして、 カテキン類が抗酸化力を有することは公知の事実であり、 カテ キン類及びアミノ酸を含有する酸化防止剤が知られている （特開平 9一 2 4 1 6 3 7号）。 発明の開示  In addition, catechins are components of tea and are highly safe natural products. It is a well-known fact that catechins have antioxidant power, and antioxidants containing catechins and amino acids are known (Japanese Patent Application Laid-Open No. 9-1241637). Disclosure of the invention
本発明は、 抗酸化力及び安全性に優れた抗酸化組成物を提供すること を目的とする。  An object of the present invention is to provide an antioxidant composition excellent in antioxidant power and safety.
本発明者は、 安全性の高い天然物である L—プロリン及びカテキン類 を一定の割合で配合すると、 相乗効果により優れた抗酸化力が発揮され ることを見出し、 本発明を完成するに至った。  The present inventors have found that, when L-proline and catechins, which are highly safe natural products, are blended at a certain ratio, excellent antioxidant power is exhibited due to a synergistic effect, thereby completing the present invention. Was.
すなわち、 本発明の抗酸化組成物は、 L一プロリン及び力テキン類を 含有する抗酸化組成物であって、 L一プロリ ンの含有量が、 カテキン類 1 0 0重量部に対して 5 0〜 3 0 0重量部であることを特徴とする。 図面の簡単な説明  That is, the antioxidant composition of the present invention is an antioxidant composition containing L-proline and phytokines, wherein the content of L-proline is 500 to 100 parts by weight of catechins. To 300 parts by weight. BRIEF DESCRIPTION OF THE FIGURES
図 1は、 プロリンとカテキンの混合比と単位濃度あたりの抗酸化力と の関係を表す図である。 発明を実施するための最良の形態 ' FIG. 1 is a graph showing the relationship between the mixing ratio of proline and catechin and the antioxidant power per unit concentration. BEST MODE FOR CARRYING OUT THE INVENTION ''
以下、 本発明について詳細に説明する。  Hereinafter, the present invention will be described in detail.
本発明の抗酸化組成物における L一プロリンの含有量は、 カテキン類 1 0 0重量部に対して 5 0〜 3 0 0重量部である。 L一プロリンの含有 量が、 カテキン類 1 0 0重量部に対して 5 0重量部未満であると、 L一 プロリンとカテキン類との相乗効果が十分に発揮されず、 優れた抗酸化 力が発揮されない一方、 カテキン類 1 0 0重量部に対して 3 0 0重量部 を越えると、 L一プロリンの含有増加分に見合う相乗効果が発揮されず、 経済性を損なう。  The content of L-proline in the antioxidant composition of the present invention is 50 to 300 parts by weight based on 100 parts by weight of catechins. If the content of L-proline is less than 50 parts by weight relative to 100 parts by weight of catechins, the synergistic effect of L-proline and catechins is not sufficiently exhibited, and excellent antioxidant power is obtained. On the other hand, if it exceeds 300 parts by weight with respect to 100 parts by weight of catechins, a synergistic effect corresponding to the increased content of L-proline will not be exhibited, and the economic efficiency will be impaired.
本発明の抗酸化組成物において、 L一プロリンの含有量が、 カテキン 類 1 0 0重量部に対して 1 0 0重量部であることが好ましい。このとき、 L一プロリンとカテキン類との相乗効果が最も発揮され、 最も優れた抗 酸化力が発揮される。  In the antioxidant composition of the present invention, the content of L-proline is preferably 100 parts by weight based on 100 parts by weight of catechins. At this time, the synergistic effect between L-proline and catechins is exhibited most, and the most excellent antioxidant power is exhibited.
本発明において、 「カテキン類」 とは、 3—ォキシフラバンのポリオキ シ誘導体を意味する。 カテキン類に属する化合物の具体例としては、 力 テキン、 力テキンガレート、 ェピカテキン、 ェピカテキンガレート、 ェ ピガロカテキン、 ェピガロカテキンガレ一ト、 ガロカテキン、 ガロカテ キンガレート等が挙げられ、 本発明の抗酸化組成物は、 これらの化合物 のうち、 1種のみを含有していてもよいし、 2種以上の化合物を含有し ていてもよい。  In the present invention, “catechins” means polyoxy derivatives of 3-oxyflavan. Specific examples of the compounds belonging to the catechin class include force techin, force tekin gallate, epicatechin, epicatechin gallate, epigallocatechin, epigallocatechin gallate, gallocatechin, gallocate chin gallate, and the like. The product may contain only one of these compounds, or may contain two or more compounds.
カテキン類は、 例えば、 力テキン類を含有する植物からの抽出により 得ることができる。 また、 市販の力テキン類を使用することもできる。 力テキン類を含有する植物の具体例としては、 茶 （Thea sinensi s) 等 が挙げられる。 抽出原料として用いる植物の構成部位は特に限定される ものではなく、 例えば、 葉部、 枝部、 樹皮等の構成部位を抽出原料とし て使用することができる。 また、 抽出溶媒の種類は、 力テキン類を抽出 し得る限り特に限定されるものではなく、 例えば、 水、 有機溶媒又はこ れらの混合物を使用することができる。 抽出溶媒として使用し得る水に は、 水に各種処理 （例えば、 精製、 加熱、 殺菌、 ろ過、 イオン交換、 浸 透圧の調整、 緩衝化等） を施したもの、 例えば、 精製水、 熱水、 イオン 交換水、 生理食塩水、 リン酸緩衝液、 リン酸緩衝生理食塩水等も含まれ る。抽出溶媒として使用し得る有機溶媒としては、例えば、メタノール、 エタノール、 プロピルアルコール、 イ ソプロピルアルコール、 ブタノー ル等の低級脂肪族アルコール ； 1 ， 3—プチレングリコール、 プロピレ ングリ コーノレ、 グリセリ ン等の多価ァノレコーノレ ； アセ トン、 メチノレエチ ルケトン等の低級脂肪族ケトン；又はこれらの混合物等の親水性有機溶 媒が挙げられる。 2種以上の混合物を抽出溶媒として使用する場合、 そ の混合比は適宜調整することができる。 Catechins can be obtained, for example, by extraction from plants containing catechins. In addition, commercially available tetekins can also be used. A specific example of a plant containing force techins includes tea (Thea sinensis). The constituent parts of the plant used as the extraction raw material are not particularly limited, and for example, constituent parts such as leaves, branches, bark, etc. can be used as the extraction raw material. The type of the extraction solvent is not particularly limited as long as it can extract catechins. These mixtures can be used. Water that can be used as an extraction solvent includes water that has been subjected to various treatments (eg, purification, heating, sterilization, filtration, ion exchange, adjustment of osmotic pressure, buffering, etc.), for example, purified water, hot water And ion-exchanged water, physiological saline, phosphate buffer, phosphate buffered saline, and the like. Examples of the organic solvent that can be used as an extraction solvent include lower aliphatic alcohols such as methanol, ethanol, propyl alcohol, isopropyl alcohol, and butanol; and 1,3-butylene glycol, propylene glycol cornole, and glycerin. Polyhydric alcohols; lower aliphatic ketones such as acetone and methinoethyl ketone; and hydrophilic organic solvents such as mixtures thereof. When a mixture of two or more types is used as the extraction solvent, the mixing ratio thereof can be appropriately adjusted.
植物から力テキン類を抽出するにあたり特殊な抽出方法を採用する必 要はなく、 室温又は還流加熱下で、 任意の装置を用いて抽出することが できる。 具体的には、 抽出溶媒を満たした処理槽に抽出原料を投入し、 時々撹拌して可溶性成分を溶出させる。その後濾過して抽出残渣を除き、 得られた抽出液を濃縮、 乾燥することにより力テキン類を得ることがで きる。 得られた抽出液は、 そのまま抗酸化成分として任意の組成物に配 合することができるが、 濃縮液又は乾燥物とした後に配合することが好 ましい。 また、 抽出液には、 活性炭処理、 吸着樹脂処理、 イオン交換樹 脂処理等の精製処理を施してもよい。  There is no need to employ a special extraction method for extracting phytotechins from plants, and extraction can be performed using an arbitrary device at room temperature or under reflux. Specifically, the raw material for the extraction is put into a treatment tank filled with the extraction solvent, and stirred occasionally to elute the soluble component. Thereafter, the residue is filtered to remove the extraction residue, and the obtained extract is concentrated and dried to obtain dextrins. The obtained extract can be directly mixed with any composition as an antioxidant component, but it is preferable to mix it after making into a concentrated solution or a dried product. The extract may be subjected to a purification treatment such as an activated carbon treatment, an adsorption resin treatment, or an ion exchange resin treatment.
本発明において、 「L一プロリン」 には、 抗酸化作用を有する塩も含ま れる。  In the present invention, “L-proline” also includes salts having an antioxidant effect.
L一プロリンは、 例えば、 ゼラチンの加水分解物よりライネケ塩又は 口ダニリン酸塩として得ることができる。 また、 市販の L—プロリンを 利用することもできる。  L-Proline can be obtained, for example, from a hydrolyzate of gelatin as Reineke salt or oral mite phosphate. Alternatively, commercially available L-proline can be used.
本発明の抗酸化組成物の形態は、 抗酸化作用を有する限り特に限定さ れるものではなく、 例えば、 医薬組成物、 飲食品組成物、 飼料組成物等 が挙げられる。 本発明の抗酸化組成物は、 L—プロリン及びカテキン類のみから構成 されていてもよいし、 L—プロリン及びカテキン類以外の成分を含有し ていてもよい。 L—プロリン及びカテキン類以外の成分は、 組成物の形 態に応じて適宜選択することができ、 例えば、 その他の抗酸化作用を有 する成分が挙げられる。 The form of the antioxidant composition of the present invention is not particularly limited as long as it has an antioxidant effect, and examples thereof include a pharmaceutical composition, a food and drink composition, a feed composition and the like. The antioxidant composition of the present invention may be composed of only L-proline and catechins, or may contain components other than L-proline and catechins. Components other than L-proline and catechins can be appropriately selected according to the form of the composition, and include, for example, other components having an antioxidant effect.
医薬組成物は、 例えば、 L一プロリ ン及びカテキン類を、 薬学的に許 容され得る賦形剤その他任意の添加剤を用いて製剤化することにより製 造でき、 これを抗酸化剤として使用することができる。 製剤化にあたつ ては、 賦形剤、 結合剤、 崩壌剤、 滑沢剤、 安定剤、 矯味矯臭剤、 希釈剤、 注射剤用溶剤等の添加剤を使用することができる。  Pharmaceutical compositions can be manufactured, for example, by formulating L-proline and catechins using pharmaceutically acceptable excipients and any other additives, which are used as antioxidants. can do. For formulation, additives such as excipients, binders, disintegrants, lubricants, stabilizers, flavoring agents, diluents, and solvents for injections can be used.
賦形剤としては、 例えば、 乳糖、 白糖、 ブドウ糖、 マンニット、 ソル ビッ ト等の糖誘導体； トウモロコシデンプン、 馬鈴薯デンプン、 ひ一デ ンプン、デキス ト リ ン、カルボキシメチルデンプン等のデンプン誘導体； 結晶セノレロース、 ヒ ドロキシプロピノレセノレロース、 ヒ ドロキシプロ ピゾレ メチノレセノレロース、 カノレボキシメチノレセノレロース、 力ノレボキシメチノレセ ルロースカルシウム等のセルロース誘導体； アラビアゴム ； デキス トラ ン ； プルラン ；軽質無水珪酸、 合成珪酸アルミニウム、 メタ珪酸アルミ ン酸マグネシウム等の珪酸塩誘導体； リン酸カルシウム等のリン酸塩誘 導体；炭酸カルシウム等の炭酸塩誘導体；硫酸カルシウム等の硫酸塩誘 導体等が挙げられ、 結合剤としては、 例えば、 上記賦形剤の他、 ゼラチ ン ；ポリビニルピロ リ ドン ； マグロゴール等が挙げられ、 崩壌剤として は、 例えば、 上記賦形剤の他、 クロスカルメロースナトリウム、 カルボ キシメチルスターチナトリウム、 架橋ポリビュルピロリ ドン等の化学修 飾されたデンプン又はセルロース誘導体等が挙げられ、滑沢剤としては、 例えば、 タルク ； ステアリ ン酸 ； ステアリ ン酸カルシウム、 ステアリ ン 酸マグネシウム等のステアリン酸金属塩； コロイ ドシリカ ； ビーガム、 ゲイ口ゥ等のヮックス類；硼酸； ダリコール； フマル酸、 アジピン酸等 のカルボン酸類；安息香酸ナトリゥム等のカルボン酸ナトリゥム塩；硫 酸ナトリゥム等の硫酸類塩； ロイシン ； ラウリル硫酸ナトリウム、 ラウ リル硫酸マグネシウム等のラウリル硫酸塩；無水珪酸、 珪酸水和物等の 珪酸類；デンプン誘導体等が挙げられ、 安定剤としては、 例えば、 メチ ルパラベン、 プロピルパラベン等のパラォキシ安息香酸エステル類； ク 口ロブタノ一ノレ、 ベンジノレアノレコーノレ、 フエニノレエチノレアノレコーノレ等の アルコール類；塩化ベンザルコニゥム ；無水酢酸； ソルビン酸等が挙げ られ、 矯味矯臭剤としては、 例えば、 甘味料、 酸味料、 香料等が挙げら れ、 注射剤用溶剤としては、 例えば、 水、 エタノール、 グリセリン等が 挙げられる。 Examples of the excipient include sugar derivatives such as lactose, sucrose, glucose, mannitol, and sorbitol; starch derivatives such as corn starch, potato starch, Hi-starch, dextrin, carboxymethyl starch; and crystals. Cellulose derivatives such as cenorellose, hydroxypropynoresenorelose, hydroxypropizole methinoresenolose, canoleboximetinoresenorelose, and potassium oleboximetinorecellose calcium; gum arabic; dextran; pullulan; light anhydrous Silicate derivatives such as silicic acid, synthetic aluminum silicate, and magnesium metasilicate aluminate; phosphate derivatives such as calcium phosphate; carbonate derivatives such as calcium carbonate; sulfate derivatives such as calcium sulfate; As an example, In addition to the above-mentioned excipients, gelatin; polyvinylpyrrolidone; magrogol and the like can be mentioned. Chemically modified starch or cellulose derivatives such as burpyrrolidone and the like. Lubricants include, for example, talc; stearic acid; metal stearate such as calcium stearate and magnesium stearate; Dosilica; Vegum, Borax; Daricol; Carboxylic acids such as fumaric acid and adipic acid; Sodium salts of carboxylic acids such as sodium benzoate; Sulfates such as sodium sulfate; Leucine; Sodium lauryl sulfate, Lauryl sulfate Lauryl sulfates such as magnesium; silicic acids such as silicic anhydride and silicic acid hydrate; starch derivatives; and the like. Stabilizers include, for example, paraoxybenzoic acid esters such as methylparaben and propylparaben; Alcohols such as glue, benzinoleanorecole and feninoleetinoleanorecole; benzalkonidium chloride; acetic anhydride; sorbic acid; and the like; Injectable solvents include, for example, water, ethanol, Glycerin and the like.
医薬組成物の投与経路としては、 例えば、 経口投与、 経腸投与等の非 経口投与が挙げられ、医薬組成物の投与剤形としては、例えば、噴霧剤、 カプセル剤、 錠剤、 顆粒剤、 シロップ剤、 乳剤、 座剤、 注射剤、 軟膏、 テープ剤等が挙げられる。 投与量は、 目的とする作用効果、 投与方法、 治療期間、年齢、体重等に応じて適宜選択することができ、投与回数は、 Examples of the administration route of the pharmaceutical composition include parenteral administration such as oral administration and enteral administration. Examples of the dosage form of the pharmaceutical composition include sprays, capsules, tablets, granules, and syrups. Preparations, emulsions, suppositories, injections, ointments, tapes and the like. The dose can be appropriately selected depending on the intended effect, administration method, treatment period, age, body weight, etc.
1 0 1回から数回の範囲から適宜選択することができる。 It can be appropriately selected from the range of 10 times to several times.
飲食品組成物は、 例えば、 L—プロリン及びカテキン類に、 デキス ト リン、 デンプン等の糖類；ゼラチン、 大豆タンパク、 トウモロコシタン パク等のタンパク質 ； ァラエン、 グルタミン、 イソロイシン等のアミノ 酸類；セルロース、 アラビアゴム等の多糖類；大豆油、 中鎖脂肪酸ト リ グリセリ ド等の油脂類等を配合して製造することができる。 飲食品組成 物の形態としては、 清涼飲料、 炭酸飲料、 栄養飲料、 果実飲料、 乳酸飲 料等の飲料（これらの飲料の濃縮原液及び調整用粉末を含む）；アイスク リーム、 アイスシャーベット、 かき氷等の冷菓；そば、 うどん、 はるさ め、 ぎょ うざの皮、 しゅうまいの皮、 中華麵、 即席麵等の麵類；飴、 チ ユーインガム、 キャンディー、 ガム、 チョコレート、 錠菓、 スナック菓 子、 ビスケッ ト、 ゼリー、 ジャム、 クリーム、 焼き菓子等の菓子類 ； か まぼこ、 ハム、 ソーセージ等の水産■ 畜産加工食品 ；加工乳、 発酵乳等 の乳製品 ； サラダ油、 てんぷら油、 マーガリン、 マヨネーズ、 ショート ユング、 ホイップクリーム、 ドレッシング等の油脂及び油脂加工食品 ； ソース、 たれ等の調味料； スープ、 シチュー、 サラダ、 惣菜、 漬物、 パ ン；経腸栄養食；機能性食品等が挙げられる。 Food and drink compositions include, for example, L-proline and catechins, saccharides such as dextrin and starch; proteins such as gelatin, soy protein, and corn protein; amino acids such as araene, glutamine, and isoleucine; Polysaccharides such as rubber; and fats and oils such as soybean oil and medium-chain fatty acid triglycerides can be blended. Examples of the form of the food and drink composition include soft drinks, carbonated drinks, nutritional drinks, fruit drinks, lactic acid drinks, and the like (including concentrated stock solutions of these drinks and powder for adjustment); ice cream, ice sorbet, shaved ice, etc. Frozen desserts; soba, udon, harame, gyoza skin, syrup skin, Chinese food, instant food, etc .; candy, chi Ewing gum, candy, gum, chocolate, tablet confectionery, snack confectionery, biscuit, jelly, jam, cream, baked confectionery, etc .; kamaboko, ham, sausage, etc., processed dairy products, processed milk, Dairy products such as fermented milk; salad oil, tempura oil, margarine, mayonnaise, short jung, whipped cream, dressing, and other fats and oils and fats and processed foods; sauces, sauces and other seasonings; Enteral nutrition diet; functional foods and the like.
飼料組成物は、 例えば、 L一プロリン及ぴカテキン類に、 トウモロコ シ、 小麦、 大麦、 ライ麦、 マイ口等の穀類；大豆油粕、 ナタネ油粕、 ャ シ油粕、 アマ-油粕等の植物性油粕類； フスマ、 麦糠、 米糠、 脱脂米糠 等の糠類 ； コーンダルテンミール、 コーンジャムミール等の製造粕類； 魚粉、 脱脂粉乳、 ホエー、 イェローグリース、 タロー等の動物性飼料類 ； トラル酵母、 ビール酵母等の酵母類；第三リン酸カルシウム、 炭酸カル シゥム等の鉱物質飼料； 油脂類； 単体ァミノ酸；糖類等を配合して製造 することができる。 飼料組成物の形態と しては、 ペッ トフード、 家畜飼 料、 養魚飼料等が挙げられる。  The feed composition includes, for example, L-proline and catechins, corn, wheat, barley, rye, my mouth, etc .; Bran such as bran, wheat bran, rice bran, defatted rice bran; manufactured lees such as corn dalten meal and corn jam meal; animal feed such as fish meal, skim milk powder, whey, yellow grease, and tallow; Yeasts such as beer yeast; mineral feeds such as tricalcium phosphate and calcium carbonate; oils and fats; simple amino acids; sugars; Examples of the form of the feed composition include pet food, livestock feed, fish feed, and the like.
産卵鶏用飼料 成物には、 一般的に、 卵黄着色の目的でパプリカ色素 が配合され、 酸化によるパプリカ色素の退色を防止するために従来から ェトキシキンが配合されている。 ェトキシキンは安全性が十分に確認さ れていないので、 ェトキシキンの代わりに L—プロリン及びカテキン類 を一定の配合比で使用することにより、 安全性の高い飼料組成物の製造 販売、 並びに安全性の高い畜産食品の製造販売が可能となる。  In general, feed composition for laying hens contains paprika pigment for the purpose of coloring the yolk, and conventionally ethoxyquin to prevent the fading of the paprika pigment due to oxidation. Since the safety of ethoxyquin has not been sufficiently confirmed, the use of L-proline and catechins in a fixed ratio in place of ethoxyquin will produce and sell a highly safe feed composition, as well as safety. Production and sale of high-quality livestock foods becomes possible.
〔実施例〕 、 〔Example〕 ,
L—プロリン （以下 「プロリン」 という。） （シグマアルドリ.ツチジャ パン）、 茶由来ェピガロカテキンガレート （以下 「カテキン」 という。） (シグマアルドリツチジャパン）、 ェトキシキン （東京化成） を表 1に示 す濃度 （p pm = m g/k g) でパプリカ未けん化吸着物に添加する試 験区 1〜 8を設定した。 なお、 パプリカ未けん化吸着物 （コーキン化学） は、 パプリカォレオレシンから抽出したパプリカ色素を脱脂米糠に吸着 させたもので、 キサントフィルを l l〜1 3 g/ /k g含有する。 L-proline (hereinafter referred to as “proline”) (Sigma aldri. Tsuchija bread), tea-derived epigallocatechin gallate (hereinafter referred to as “catechin”) (Sigma Aldrich Japan) and ethoxyquin (Tokyo Kasei) were added to the unsaponifiable adsorbate of paprika at the concentrations shown in Table 1 (ppm = mg / kg). Incidentally, paprika unsaponified adsorbate (Caulkins Chemical) are those paprika pigment extracted from paprika O Les oleosin adsorbed onto defatted rice bran, xanthophylls the ll~1 3 g / / kg containing.
[表 1]  [table 1]
Figure imgf000010_0001
温度 4 0°C、 湿度 7 5 %、 遮光条件下で一定期間保存した後、 保存 2 8日目に A S T A簡便法（AO AC法（Official Methods of Analysis of the A0AC, 15thEd. , Vol.2, 1990， p.999) の変法） によりキサント フィル含有量を測定した。
Figure imgf000010_0001
After storing for a certain period of time at a temperature of 40 ° C and a humidity of 75% and protected from light, on the 28th day of storage, the ASTA simple method (AO AC method (Official Methods of Analysis of the A0AC, 15thEd., Vol. 2, Xanthophyll content was measured by a modified method of 1990, p.999).
AO AC法の変法は次のように行った。 パプリ力未けん化吸着物 0. l gを精秤し、 1 0 0 m Lの褐色メスフラスコに入れ、 アセ トン 5 0m Lを加えて軽く振り混ぜ、 5 6°Cの温浴中で 1 0分間攪拌した。冷却後、 ァセトンを加えて全体量を l O OmLとし、 ぞのうち 5 mLを 2 5mL の褐色メスフラスコに移し、ァセトンを加えて全体量を 2 5mLとした。 アセ トンを対照溶液とし、 波長 4 6 0 nmにおける吸光度を測定し、 下 記式に基づいてキサントフィル含有量 （gZk g) を算出した。 A modification of the AO AC method was performed as follows. Unsaponifiable adsorbate of papri force was weighed accurately, placed in a 100-mL brown volumetric flask, added with 50 mL of acetone, mixed gently, and stirred in a warm bath at 56 ° C for 10 minutes. did. After cooling, acetone was added to make the total volume 10 mL, and 5 mL of each was transferred to a 25 mL brown volumetric flask, and acetone was added to make the total volume 25 mL. Using acetone as a control solution, the absorbance at a wavelength of 460 nm was measured, and the xanthophyll content (gZkg) was calculated based on the following formula.
キサントフィル含有量 = (AX 1 6. 4/B) X (C/40) 式中、 Aは吸光度、 Bはサンプル重量、 Cは希釈倍率 （= 5) であり、 Xanthophyll content = (AX16.4 / B) X (C / 40) where A is the absorbance, B is the sample weight, C is the dilution factor (= 5),
1 6. 4は AS T A (American Spice Trade Association)■■色素係数で ある。 16.4 is AST A (American Spice Trade Association) ■■ dye coefficient.
エトキシキン区 （試験区 1) におけるキサントフィル含有量を基準に して他の試験区におけるキサントフィル含有量割合を算出し、 これを抗 酸化力の指標とした。 結果を表 2及び図 1に示す。  Based on the xanthophyll content in the ethoxyquin plot (test plot 1), the xanthophyll content ratio in other test plots was calculated and used as an index of antioxidant power. The results are shown in Table 2 and FIG.
[表 2]  [Table 2]
Figure imgf000011_0001
Figure imgf000011_0001
表 2及び図 1に示すように、 単位濃度あたりの抗酸化力は、 プロリ ン とカテキンの混合比が 1 ： 1であるときに最大となることが判明した。 すなわち、 プロリンとカテキンを 1 ： 1の割合で配合すると、 相乗効果 により優れた抗酸化力が発揮されることが判明した。 産業上の利用の可能性 As shown in Table 2 and FIG. 1, the antioxidant power per unit concentration was found to be maximum when the mixture ratio of proline and catechin was 1: 1. In other words, when proline and catechin are mixed in a ratio of 1: 1, a synergistic effect It was found that more excellent antioxidant power was exhibited. Industrial potential
本発明により、 抗酸化力及び安全性に優れた抗酸化組成物が提供され る。  According to the present invention, an antioxidant composition having excellent antioxidant power and safety is provided.

Claims

求 の 範 Scope of request
1 . L一プロリン及び力テキン類を含有する抗酸化組成物であって、 L—プロリンの含有量が、 カテキン類 1 0 0重量部に対して 5 0〜 3 0 0重量部であることを特徴とする前記抗酸化組成物。 1. An antioxidant composition containing L-proline and phytotechins, wherein the content of L-proline is 50 to 300 parts by weight based on 100 parts by weight of catechins. The antioxidant composition as described above.
2 . L—プロリ ンの含有量が、 カテキン類 1 0 0重量部に対して 1 0 0重量部であることを特徴とする請求項 1記載の抗酸化組成物。  2. The antioxidant composition according to claim 1, wherein the content of L-proline is 100 parts by weight based on 100 parts by weight of the catechins.
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JPH09241637A (en) * 1996-03-14 1997-09-16 Chugai Pharmaceut Co Ltd Composition for removing active oxygen free radical and removal thereof

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