WO2006067865A1 - Food capable of antioxidant potency enhancement - Google Patents
Food capable of antioxidant potency enhancement Download PDFInfo
- Publication number
- WO2006067865A1 WO2006067865A1 PCT/JP2004/019789 JP2004019789W WO2006067865A1 WO 2006067865 A1 WO2006067865 A1 WO 2006067865A1 JP 2004019789 W JP2004019789 W JP 2004019789W WO 2006067865 A1 WO2006067865 A1 WO 2006067865A1
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- WIPO (PCT)
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- antioxidant
- pine
- extract
- food
- proanthocyanidins
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Classifications
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- 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
Definitions
- the present invention relates to a food with enhanced in vivo antioxidant capacity.
- oxygen While oxygen is essential to living organisms, it is known to damage living organisms. This oxygen damage is caused by reactive oxygen species such as superoxide radical ( ⁇ 2 ⁇ ), hydrogen peroxide (H 2 0 2 ), and OH radical ( ⁇ ⁇ ). Excited molecular species such as oxygen (O 2 ); and unsaturated fatty acid peroxy radicals (LOO *), unsaturated fatty acid radicals (L ⁇ ), unsaturated fatty acid hydroperoxides (LOOH), unsaturated fatty acid alkoxy radicals (Caused by oxides of unsaturated lipids such as LO.
- reactive oxygen species such as superoxide radical ( ⁇ 2 ⁇ ), hydrogen peroxide (H 2 0 2 ), and OH radical ( ⁇ ⁇ ).
- Excited molecular species such as oxygen (O 2 ); and unsaturated fatty acid peroxy radicals (LOO *), unsaturated fatty acid radicals (L ⁇ ), unsaturated fatty acid hydroperoxides (LOOH), unsaturated fatty acid al
- Living organisms have various mechanisms for the elimination of active oxygen in order to prevent damage caused by oxygen.
- active oxygen in the living body is captured by the action of oxygen itself, low molecular weight compounds such as ascorbic acid, or superoxide dismutase (SOD).
- SOD superoxide dismutase
- active oxygen generation suppression or elimination does not function sufficiently, or under physical and chemical environmental conditions (for example, aging, extrinsic stress, etc.) where the generation of active oxygen increases, the target is increased by active oxygen.
- Molecules are oxidized, which can cause, for example, protein or DNA cleavage, lipid peroxidation, and other disorders and diseases.
- Oxidizing agents In order to prevent oxidation by active oxygen in the living body as described above, Oxidizing agents have been proposed.
- proanthocyanidins consisting of a condensation polymer having a degree of polymerization of flavan 1-ol and / or flavan 1-3,4-diol as a constituent unit and having a polymerization degree of 2 or more have an antioxidant activity, particularly high radical scavenging activity.
- Japanese Patent No. 1 6 4 3 1 01, Japanese Patent No. 3 0 4 0 9 9 2 Japanese Patent Laid-Open No. 2 0 0-3 2 5 0 3 9 And U.S. Pat. No. 4,698,3600.
- proanthocyanidins are water-soluble like flavonides, they have radical scavenging activity against alkoxy radicals generated from fatty acids through the intervention of transition metal ions, etc., compared to other radicals. There is a problem that is low. Disclosure of the invention
- the present inventors have intensively studied foods that enhance the antioxidant capacity in vivo. Surprisingly, the combination of proanthocyanidins and fat-soluble antioxidants has high antioxidant activity in the living body. As a result, it was found that the antioxidant ability in the living body was effectively increased, and the present invention was completed.
- the in vivo food for enhancing antioxidant capacity of the present invention contains proanthocyanidins and a fat-soluble antioxidant.
- the fat-soluble antioxidant is at least one selected from the group consisting of astaxanthin, ubiquinone, lignans, curcumin, and curcumin derivatives.
- the proanthocyanidins are derived from pine bark.
- fat-soluble antioxidants include astaxanthin, ubiquinone, rig Use of nanan, curcumin, or a curcumin derivative is preferable in that it exhibits a superior effect of enhancing the antioxidant capacity in vivo.
- the food of the present invention is useful for diseases related to oxidation, such as dementia; aging of new blood vessels such as stroke and arteriosclerosis; cataract; and allergy.
- antioxidant capacity-enhancing food is composed of proanthocyanidin (hereinafter also referred to as “A component”) and a fat-soluble antioxidant (hereinafter referred to as “component A”). (It may be called B component).
- a component proanthocyanidin
- component A fat-soluble antioxidant
- B component fat-soluble antioxidant
- proanthocyanidins mean a compound group consisting of a condensation polymer having a degree of polymerization of 2 or more as a constituent unit of flavan-1-ol and / or flavan-3,4-diol as described above.
- the proanthocyanidins those containing a large amount of a condensation polymer having a low degree of polymerization are preferably used.
- a condensation polymer having a low degree of polymerization a condensation polymer having a degree of polymerization of 2 to 30 (2 to 30 mer) is preferable, and a condensation polymer having a degree of polymerization of 2 to 10 (2 to 10 mer).
- a condensation polymer having a degree of polymerization of 2 to 4 (2 to 4 mer) is more preferable.
- This polycondensation polymer having a degree of polymerization of 2 to 4 is referred to as oligomeric proanthocyanidin (hereinafter referred to as OPC).
- Proanthocyanidins are a kind of polyphenols, It is a powerful antioxidant produced by things, concentrated in plant leaves, bark, fruit peels or seed parts.
- Proanthocyanidins, especially OPC specifically, the bark of plants such as pine, cocoons, and wild peaches; grapes, blueberries, citrus, avogad, false acacia, berries or seeds of barley; wheat; soybeans; black soybeans Cocoa; red beans; tochi nut shell; peanut thin skin; ichiyo leaves. It is also known that West African cola nuts, Peruvian rattan roots, and Japanese green tea contain OPC. OPC is a substance that cannot be produced in the human body.
- proanthocyanidins used in the antioxidant-enhancing food of the present invention food ingredients such as the above-mentioned bark, fruit or seed meal, or extracts thereof can be used.
- an extract derived from pine husk it is preferable to use an extract derived from pine husk.
- pine husks are preferably used as raw materials for proanthocyanidins because they contain abundant OPC.
- an example of using pine bark rich in OPC as a raw material plant will be described with reference to a method for preparing an extract containing puffer anthocyanidin as a main component.
- Pine bark extract includes French coastal pine (Pinus Martima), larch, black pine, akamatsu, himekomatsu, pine pine, pine pine, wild pine, eucalyx pine, pine pine, pine pine, white pine, Canadian quebec An extract of a bark of a plant belonging to the order of pine is preferably used. Above all, the bark extract of French coastal pine (Pinus Martima) is preferred.
- French coastal pine is a marine pine that grows on the Atlantic coast of southern France.
- This French coastal pine husk contains proanthocyanidins, organic acids, and other physiologically active ingredients.
- the main ingredient, proanthocyanidins is a strong antioxidant agent that removes active oxygen. It is known that there is.
- the pine bark extract is obtained by extracting the pine bark with water or an organic solvent. When water is used, it is preferable to use warm water or hot water. In order to improve the extraction efficiency, it is preferable to add a salt such as sodium chloride to these waters.
- organic solvent used for extraction organic solvents that are acceptable for the production of foods or pharmaceuticals are used.
- methanol, ethanol, 1-propanol, 2_propanol, 1-butanol, 2-butanol, and acetone For example, methanol, ethanol, 1-propanol, 2_propanol, 1-butanol, 2-butanol, and acetone.
- water and organic solvents may be used alone or in combination.
- hot water, hydrous ethanol, and hydrous propylene glycol are preferably used.
- a method for extracting proanthocyanidins from pine bark is not particularly limited, and for example, a warm extraction method, a supercritical fluid extraction method, or the like is used.
- Supercritical fluid extraction is a method that uses a supercritical fluid, which is a fluid that exceeds the critical point (critical temperature, critical pressure) of a substance's gas-liquid.
- a supercritical fluid which is a fluid that exceeds the critical point (critical temperature, critical pressure) of a substance's gas-liquid.
- the supercritical fluid carbon dioxide, ethylene, propane, nitrous oxide (laughing gas) and the like are used, and carbon dioxide is preferably used.
- the supercritical fluid extraction method performs an extraction process of extracting a target component with a supercritical fluid and a separation process of separating the target component and the supercritical fluid.
- the separation step any of extraction separation by pressure change, extraction separation by temperature change, or extraction separation using an adsorbent / absorbent may be performed.
- supercritical fluid extraction may be performed by an entrainer addition method. In this method, for example, ethanol, propanol, n-hexane, acetone, toluene, other aliphatic lower alcohols, aliphatic hydrocarbons, aromatic hydrocarbons, or ketones are added to a supercritical fluid.
- the solubility of the target extract such as OPC and catechins (described later) in the extraction solvent is dramatically increased.
- it is a method for enhancing the selectivity of separation, and a method for efficiently obtaining a pine bark extract.
- the supercritical fluid extraction method can be operated at a relatively low temperature, so it can be applied to substances that are altered and decomposed at high temperatures; the advantage is that the extraction fluid does not remain; and the recycling of the solvent is possible. There is an advantage that the solvent process can be omitted and the process becomes simple.
- Extraction from pine bark may be performed by a liquid carbon dioxide batch method, a liquid carbon dioxide reflux method, a supercritical carbon dioxide reflux method, or the like in addition to the above method.
- a plurality of extraction methods may be combined. By combining multiple extraction methods, it is possible to obtain pine bark extracts of various compositions.
- the pine bark extract obtained by the above extraction may be purified for the purpose of increasing the content of proanthocyanidins.
- a solvent such as ethyl acetate is usually used, but from the viewpoint of safety as a food or pharmaceutical, a method that does not use a solvent, for example, ultrafiltration or Diaion HP-20, Cefadex Sue LH It is preferable to purify by a column method or a batch method using an adsorbent carrier such as 20 or chitin.
- the pine bark extract containing proanthocyanidin as a main component is specifically prepared by the following method, but this is an example and is not limited to this method.
- 1 kg of French pine bark is placed in 3 L of a saturated solution of salted chick natrium and extracted at 100 ° C for 30 minutes to obtain an extract (extraction process). Thereafter, the extract is filtered, and the resulting insoluble matter is washed with 50 O mL of a saturated solution of sodium chloride to obtain a washing solution (washing step). The extract and washing solution are combined to obtain a crude extract of pine bark.
- the precipitate is dissolved in ethyl acetate 10 O m 1 and then added to 1 L of black mouth form again for precipitation, followed by a washing step of repeating twice.
- ethyl acetate 10 O m 1 for example, about 5 g of pine husk extract containing 20% by weight or more of OPC and 5% by weight or more of powerful techins can be obtained.
- the extract derived from the raw material plant such as pine bark preferably contains 40% by weight or more of proanthocyanidins. Further, the extract derived from the raw material plant preferably contains 20% by weight or more of OPC, more preferably 30% by weight or more.
- a pine peel extract is preferably used as a raw material containing proanthocyanidins at a high ratio.
- the plant extract such as the above-mentioned pine peel extract preferably contains catechins together with proanthocyanidins, particularly OPC. Catechin is a general term for polyhydroxyl flavan 1-3-ol.
- the catechins are: (+)-force techin (referred to as catechin in the narrow sense), (1) one-epipe force tekin, (+)-gallocatechin, (1) one-epigalocatechin, epicarocatechin gallate, epicatechin gallate, Afzerekin is known. From the above-mentioned extracts derived from raw materials such as pine bark, in addition to the above (+)-power techin, gallocatechin, afuzerekin, (+)-catechin 3-galloyl derivative, and 3-galloyl derivative of gallocatechin It has been isolated. Catechin alone has poor water solubility and low physiological activity. However, catechins have the property of being activated at the same time as water solubility increases in the presence of OPC, and act effectively when ingested with OPC.
- Catechins are preferably contained in the raw material plant extract in an amount of 5% by weight or more, preferably 10% by weight or more. More preferably, the extract contains 20% by weight or more of OPC and 5% by weight or more of catechins. For example, if the catechin content of the extract is less than 5% by weight, force techins may be added to adjust the final content to 5% by weight or more. It is most preferable to use a pine husk extract containing 20% by weight or more of OPC and 5% by weight or more of strength techins.
- Fat-soluble antioxidant component B
- the fat-soluble antioxidant used in the present invention is a fat-soluble substance having an antioxidant action in vivo.
- This fat-soluble antioxidant can be combined with proanthocyanidins to obtain an excellent in vivo antioxidant capacity enhancing effect.
- an antioxidant having a high activity for scavenging radicals generated from fatty acids, particularly alkoxy radicals is preferable.
- examples of such fat-soluble antioxidative agents having high scavenging activity for alkoxy radicals include, for example, wastaxanthin and its analogs (excluding i3_carotene), canthaxanthin, ubiquinone (especially CoQ10).
- ubiquinone, cunorecmine, sesamin, and sesamolin are usually weak in the ability to remove active oxygen in foods, but when absorbed into the living body, their chemical structure changes and strong radical scavenging. Since it has an activity (particularly an alkoxy radical scavenging activity), it can be used particularly suitably in terms of stability and safety.
- the above fat-soluble antioxidants may be used alone or in combination, and may further be a plant containing a substance having a fat-soluble oxidizing action and an extract of the plant.
- Such plants include sesame, eucalyptus, plants used as spices (eg, turmeric, pepper, ginger, perilla, mouth mary, nutmeg, cinnamon, clove, sage, and thyme).
- ⁇ -carotene and vitamin ⁇ ⁇ are typically known as fat-soluble antioxidants. It is an analog of astaxanthin] 3-Kuchiguchi Ten is superior in antioxidant power, because it has a strong ability to scavenge singlet oxygen, and it has radical scavenging activity such as alkoxy radicals. Because it is low, care must be taken when the purpose is to eliminate radicals in the lipid oxidation chain reaction. Vitamin ⁇ ⁇ ⁇ suppresses the oxidation of lipids by radicals, but does not eliminate the radicals themselves, resulting in a weaker antioxidant effect in vivo. Furthermore, since it is easily oxidized in foods, it is appropriately used depending on the purpose.
- the food of the present invention further contains various ingredients that are usually used in foods as necessary.
- such components include excipients, fillers, binders, thickeners, emulsifiers, lubricants, wetting agents, suspending agents, coloring agents, fragrances, nutritional ingredients, food additives, and the like.
- Nutritional ingredients include, for example, royal jelly, vitamins, protein, calcium-containing materials (eg eggshell calcium), Chin, Chlorella powder, Ashitaba powder, Moroheiya powder, etc.
- food additives include stevia powder, matcha powder, lemon powder, honey, reduced maltose, lactose, sugar solution, and seasonings. (4) Antioxidant enhancing food
- the antioxidant capacity-enhancing food of the present invention contains proanthocyanidin and a fat-soluble antioxidant, and the ratio thereof is arbitrary.
- the fat-soluble antioxidative agent is contained in an amount of 0.01 to 3000 parts by weight, more preferably 0.05 to 2000 parts by weight with respect to 100 parts by weight of proanthocyanidins.
- the content of proanthocyanidins in the food of the present invention is not particularly limited, but the daily intake is preferably 2 mg to 100 mg, more preferably 10 mg to 500 mg as proanthocyanidins. It is preferable to be contained in.
- the food of the present invention contains each of the above components, and can be obtained by applying various processes that can be easily performed by those skilled in the art.
- examples of such forms include capsules such as hard capsules and soft capsules, powders, granules, tea bags, bowl-like viscous liquids, liquids, and pastes.
- a pine bark extract containing proanthocyanidins, a fat-soluble antioxidant, and an excipient are mixed into a tablet, pill, or the like, or a powder or other form. Can be.
- the method for ingesting the food of the present invention is not particularly limited.
- the food of the present invention in its form Depending on the condition or preference, you can eat and drink as it is, or you can drink it by dissolving it in water, hot water, milk, etc., or you can drink a brewed ingredient.
- Pine bark extract (trade name: Flavangenol, Toyo Shinyaku Co., Ltd.) containing 40% by weight of proanthocyanidins (20% by weight as OPC) and 5% by weight of techin, Co QIO (Nisshin Falma) Co., Ltd.) and excipients (containing crystalline cellulose, sucrose ester, silicon dioxide, and eggshell calcium) are mixed in the proportions shown in Table 1 to produce tablets (about 200 mg per tablet) (Tablet 1).
- Example 6 Except for not using Co Q 10 of Example 1, the same as Example 1, Tablets (about 200 mg per tablet) were produced by mixing at the ratio shown in Table 1 (referred to as tablet 6).
- Example 6 Evaluation of in vivo antioxidant capacity enhancing effect 1 (DNA protective effect)
- Tablet 1 to 5 obtained in Examples 1 to 5 and Tablet 6 obtained in Comparative Example 1 were administered and DNA was added.
- the DNA protective effect was evaluated by measuring changes in the amount of 8-hydroxydoxyguanosine (8-OHdG), which is an index of damage. Details are shown below.
- Vitamin E ⁇ ⁇ ⁇ ⁇ 1 ⁇ Crystalline cellulose 10 10 10 10 10 10 10 Sucrose Estesole 5 5 5 5 5 5 Form
- Example 1 The pine bark extract of Example 1, CoQ 10, and vitamin E-free feed (F 2EDD: Oriental Yeast Co., Ltd.) were mixed at the ratios shown in Table 3 to prepare a feed (referred to as feed 1). (Examples 8 to: I 1: Preparation of feed 2 to 5)
- a feed was prepared by mixing in the proportions shown in Table 3 in the same manner as in Example 7 except that CoQ 10 of Example 7 was not used (referred to as Feed 6).
- the balance is vitamin E-free feed
- a food with enhanced in vivo antioxidant capacity containing proanthocyanidins and a fat-soluble antioxidant can be obtained in this way.
- this food By ingesting this food, it exhibits high antioxidant activity in vivo, and as a result, the antioxidant activity in vivo is effectively enhanced.
- fat-soluble antioxidants include astaxanthin, ubiquinone, lignans, kunolecmin, or curcumin derivatives from the viewpoint of exhibiting a more excellent in vivo antioxidant capacity enhancing effect.
- the food of the present invention is useful for diseases related to oxidation, such as dementia; aging of new blood vessels such as stroke and arteriosclerosis; cataracts; and allergies.
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PCT/JP2004/019789 WO2006067865A1 (en) | 2004-12-24 | 2004-12-24 | Food capable of antioxidant potency enhancement |
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PCT/JP2004/019789 WO2006067865A1 (en) | 2004-12-24 | 2004-12-24 | Food capable of antioxidant potency enhancement |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ITTO20110901A1 (en) * | 2011-10-10 | 2013-04-11 | Medestea Biotech S P A | SYNERGIC COMPOSITION FOR THE PREVENTION AND TREATMENT OF DISTURBANCES RELATED TO AGING |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08332052A (en) * | 1995-06-06 | 1996-12-17 | Kikkoman Corp | Stabilization of color of astaxanthin-containing material |
JP2003064360A (en) * | 2001-08-28 | 2003-03-05 | Nissui Pharm Co Ltd | Antioxidant |
JP2005021098A (en) * | 2003-07-03 | 2005-01-27 | Toyo Shinyaku:Kk | Antioxidant ability-enhancing food |
-
2004
- 2004-12-24 WO PCT/JP2004/019789 patent/WO2006067865A1/en not_active Application Discontinuation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08332052A (en) * | 1995-06-06 | 1996-12-17 | Kikkoman Corp | Stabilization of color of astaxanthin-containing material |
JP2003064360A (en) * | 2001-08-28 | 2003-03-05 | Nissui Pharm Co Ltd | Antioxidant |
JP2005021098A (en) * | 2003-07-03 | 2005-01-27 | Toyo Shinyaku:Kk | Antioxidant ability-enhancing food |
Non-Patent Citations (1)
Title |
---|
KUGO H.: "Kyoi no Seibun France Kaigan Matsu Ekisu", KABUSHIKI KAISHA KUSOMOTOWAN HEISEI 12 NEN 12 GATSU 1 NICHI, pages 3 - 7, 39 - 42 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ITTO20110901A1 (en) * | 2011-10-10 | 2013-04-11 | Medestea Biotech S P A | SYNERGIC COMPOSITION FOR THE PREVENTION AND TREATMENT OF DISTURBANCES RELATED TO AGING |
WO2013054267A1 (en) * | 2011-10-10 | 2013-04-18 | Medestea Biotech S.P.A. | Synergistic composition for preventing and treating disorders connected with ageing |
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