Classifications

• • 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
  • A61K31/16—Amides, e.g. hydroxamic acids
  • A61K31/164—Amides, e.g. hydroxamic acids of a carboxylic acid with an aminoalcohol, e.g. ceramides
• • A—HUMAN NECESSITIES
  • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
  • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
  • 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
  • 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
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P17/00—Drugs for dermatological disorders
  • A61P17/16—Emollients or protectives, e.g. against radiation
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Definitions

• composition comprising proanthocyanidins and sphingolipids
• the present invention is effective in preventing skin dullness, rough skin, improving skin color such as spots, and preventing wrinkles, and can be used regularly as a food and can be continuously ingested.
• the present invention relates to supplementary foods that have the cause of anxiety, so-called supplements suitable for so-called supplements, and compositions containing proanthocyanidins and sphingolipids, and foods that are processed easily.
• proanthocyanidins are flavonoid compounds that collectively refer to a group of compounds in which two or more polycondensation units are mainly composed of flavan 3-ol and Z or flavan 3,4-diol. It is.
• OPC has functions such as anti-acidic action, strength of blood vessels, restoration of elasticity, reduction of blood cholesterol and LDL, reduction of blood pressure against hypertension, prevention of cholesterol adhesion, etc. These functions are known to be used to protect blood vessels, improve blood flow, and prevent arteriosclerosis.
• proanthocyanin has a strong astringency, bitterness or astringency, it is resistant to ingestion as it is, and attempts have been made to improve it.
• Patent Document 1 a proanthocyanidin preparation which has been mixed and dissolved with a starch hydrolyzate having a molecular weight of 1000 to 2000 and then dried by a method such as spray drying is described.
• sphingolipid is a general term for a group of compounds containing in the molecule an amide bond between sphingosine or a long-chain amino alcohol having a structure similar to this and a fatty acid such as a long-chain fatty acid.
• ceramides that are widely known as representative compounds of sphingolipids.
• Sphingolipid attracts attention as a substance having functions such as skin moisturization, moisture regulation, elasticity retention, collagen protection, and vitamin C and E stability. And is used in the field of food. Recently, it has been found that it is effective to suppress or prevent the entry of antigenic substances from the outside world into the body, and is effective in suppressing atopic dermatitis.
• Patent Document 2 Health foods containing ceramides
• Patent Document 3 cosmetic materials containing glycolipids, cosmetics and foods
• Patent Document 4 using sphingolipids, especially ceramides, in cosmetics and foods.
• Collagenase inhibitors, moisturizers, and cosmetics and foods containing them are known.
• Patent Document 5 Patent Document 6, Patent Document 7, and Patent Document 8
• moisturizing by orally ingesting sphingolipid Reported to have beauty effects such as beautiful skin, rough skin prevention, wrinkle prevention Speak (see Non-Patent Document 1 and Non-Patent Document 2).
• Sphingolipids have a peculiar taste to lipids, and when taken alone, the bad aftertaste remains in the mouth forever. It has become one.
• sphingolipid is added to agar, casein, dextrin, cyclodextrin, gelatin, pectin, starch, cellulose, carboxymethylcellulose, carrageenan, alginic acid or a salt thereof, protein, calcined or uncalcined calcium, Ingestion of power that is powdered by spray drying method and freeze-drying method together with calcium carbonate, silicon dioxide, silicon dioxide, etc., the aftertaste will never remain in the oral cavity forever In an inevitable situation.
• Patent Document 1 JP 2001-188996
• Patent Document 2 JP-A-11 113530
• Patent Document 3 Japanese Patent Laid-Open No. 11 92781
• Patent Document 4 Japanese Patent Laid-Open No. 2000-26228
• Patent Document 5 Japanese Translation of Hei 6-507653
• Patent Document 6 JP-A-11 92781
• Patent Document 7 Japanese Patent Laid-Open No. 2001-97983
• Patent Document 8 Japanese Patent Laid-Open No. 2003-3192
• Non-Patent Document 1 Fragrance Journal Vol. 23, No. 1, 81-89, 1995
• Non-Patent Document 2 New Drugs and Clinical Vol. 5, No. 9, 62 (890) -72 (900), 2002 Disclosure of Invention
• the present invention can be applied if the taste such as astringency, bitterness or astringent taste based on the above-mentioned proanthocyanidin and poor aftertaste based on sphingolipid is improved.
• the taste such as astringency, bitterness or astringent taste based on the above-mentioned proanthocyanidin and poor aftertaste based on sphingolipid is improved.
• Proanthers with a taste driven by the temptation to continue and regularly consume The object is to provide a composition comprising a din and a sphingolipid.
• composition or food according to the present invention can be obtained by mixing (a) proanthocyanidin and sphingolipid, or (b) mixing a premix containing these, Furthermore, in order to obtain an appropriate form that can be ingested as a food, it is provided by adding an appropriate excipient and processing.
• the present invention provides:
• composition comprising proanthocyanin and sphingolipid
• composition according to the above (1), wherein the ratio of proanthocyanin and sphingolipid is from 3.7: 1 to 150: 1 by weight
• composition according to the above (1), wherein the ratio of proanthocyanidin and sphingolipid is 8.3 to 1 to 100 to 1 by weight ratio
• a food comprising the composition according to any one of (1) to (9),
• a skin quality improving agent comprising the composition according to any one of (1) to (9),
• the present invention also provides:
• a method for improving the taste of proanthocyanin and sphingolipid which comprises adding sphingolipid to proanthocyanidin,
• sphingolipid is a substance containing a long-chain fatty acid amide structure of sphingosin
• the present invention also provides:
• a skin quality improving method comprising administering to a mammal the composition according to any one of (1) to (9), It is about.
• the present invention also provides:
• proanthocyanidin is a condensation polymer of flavan-3-ol and Z or flavan 3,4-diol.
• sphingolipid is a substance containing a long-chain fatty acid amide structure of sphingosin
• the result of proanthocyanidin having a unique bitter taste, astringency, or a poor aftertaste of astringent taste and sphingolipid is changed by mixing the two.
• a taste-improved composition that is, a composition that is not resistant to continuous use, is provided, and a taste newly born from the mixture of the two allows the user to
• a composition, food or pharmaceutical product can be obtained in which the usefulness of proanthocyanidins and sphingolipids can be felt after ingestion.
• the proanthocyanidins used in the present invention are composed of a group of compounds generically called flavonoids, and are mainly composed of flavan 1-ol and Z or flavan 3,4-diol. Refers to a group of compounds containing a polycondensation polymer having as a structural unit.
• flavones for example, flavones, flavonols, flavonanols, isoflavones, catechins (for example, epicatechin, epicatechin gallate, epigalcatechin, epigalocatechin gallate, etc.)
• catechins for example, epicatechin, epicatechin gallate, epigalcatechin, epigalocatechin gallate, etc.
• Proanthocyanidins include flavones, flavonols, flavonanols, isoflavones or catechins including these, and are referred to as proanthocyanidins in the present invention and are the object of the present invention.
• Proanthocyanin is also called the seventh nutrient next to dietary fiber, and for the human body it has nothing to take in other than ingestion, sometimes also called polyphenol, which is very powerful as described above. It has anti-acid strength.
• the proanthocyanin used in the present invention is pine, persimmon, yam, etc. husk, grape, blueberry, raspberry, cranberry, strawberry, avocado, -sea acacia, berry fruit or seed, barley , Wheat, soybeans, black soybeans, cacao, red beans, tochi husks, peanut skins, sweet potato leaves, West African cola nuts, Peruvian lanana roots, Japanese green tea Has been.
• These include a large amount of oligomeric proanthocyanidins (OPC) mainly composed of the aforementioned flavan 1-ol and Z or flavan 3,4-diol.
• POC oligomeric proanthocyanidins
• Proanthocyanidins can be obtained by using those that are distributed in the market as powdered extracts or additives from the above plants.
• proanthocyanidin food raw materials such as husks, fruit or seed crushed material containing a large amount of OPC, or extracts thereof may be used. It is preferable. In particular, it is preferable to use an extract of pine husk. Pine husk is rich in OPC among proanthocyanidins, and is therefore preferred as a raw material for proanthocyanidins in the present invention. Can be used favorably.
• Pine pine bark extract includes Pinus Martima, larch, black pine, waka pine, Japanese pine, pine pine, Korean pine, Chinese pine, Ryukyu pine, Ukushi pine, Daio pine, white pine, Canada's Quebec region
• An extract of a bark of a plant belonging to the order of pine is preferably used. Above all, U, prefers pine husk extract of French coastal pine (Pinus Martima).
• French coastal pine is a marine pine that grows on the Atlantic coast of southern France.
• This French maritime pine husk contains proanthocyanins, organic acids, and other physiologically active ingredients.
• the main ingredient, proanthocyanidins, is a strong and antioxidant agent that removes active oxygen. It is known that there is.
• the pine mushroom extract is obtained by extracting the pine mushroom skin with water or an organic solvent.
• water warm water or hot water is used.
• organic solvent used for extraction organic solvents that are acceptable for the production of foods or drugs are used, such as methanol, ethanol, 1 propanol, 2-propanol, 1-butanol, 2-butanol, acetone, hexane, Cyclohexane, Propylene glycol, Hydrous ethanol, Hydrous propylene glycol, Ethyl methyl ketone, Glycerin, Methyl acetate, Ethyl acetate, Jetyl ether, Dichloromethane, Edible oils and fats, 1, 1, 1, 2-tetrafluoroethane , And 1, 1, 2-trichloroetene.
• hot water, hydrous ethanol, and hydrous propylene glycol are preferably used.
• a method for extracting proanthocyanidins from pine mushrooms is not particularly limited, and for example, a warm extraction method, a supercritical fluid extraction method, or the like is used.
• the supercritical fluid extraction method is a method of performing extraction using a supercritical fluid, which is a fluid that exceeds the critical point (critical temperature, critical pressure) of the gas-liquid of the substance.
• a supercritical fluid is a fluid that exceeds the critical point (critical temperature, critical pressure) of the gas-liquid of the substance.
• the supercritical fluid carbon dioxide, ethylene, propane, nitrous acid nitrogen (laughing gas) or the like is used, and carbon dioxide is preferably used.
• the supercritical fluid extraction method includes an extraction process for extracting a target component with a supercritical fluid and a separation process for separating the target component and the supercritical fluid. In the separation step, extraction separation by pressure change, extraction separation by temperature change, or extraction separation using an adsorbent / absorbent may be performed.
• Supercritical fluid extraction may also be performed by an entrainer addition method.
• ethanol, propanol, n-xane, acetone, toluene, other aliphatic lower alcohols, aliphatic hydrocarbons, aromatic hydrocarbons, or ketones are added to the supercritical fluid at about 220 WZV%.
• Addition and supercritical fluid extraction with the resulting extraction fluid dramatically increase the solubility of the target extract, such as OPC and catechins, in the extraction fluid, or enhance separation selectivity This is a method for efficiently obtaining a pine husk extract.
• the supercritical extraction method can be operated at a relatively low temperature, so it can be applied to substances that are altered or decomposed at high temperatures; the advantage that the extraction fluid does not remain; Etc. can be omitted, and the process is simplified.
• extraction from pine bark may be performed by a liquid carbon dioxide batch method, a liquid diacid / carbon reflux method, a supercritical diacid / carbon reflux method, or the like.
• Extraction from pine husk may be combined with a plurality of extraction methods. By combining a plurality of extraction methods, it is possible to obtain pine husk extract with various compositions.
• the proanthocyanidins used in the present invention in particular, OPCs, which are provided on the market as extracts from the above-mentioned plants can be preferably used.
• OPCs which are provided on the market as extracts from the above-mentioned plants
• products such as trade name Flavangenol [made by Toyo Shinyaku Co., Ltd.] and trade name Pycnogenol [made by Tradepia Co., Ltd.] can be mentioned.
• the sphingolipid referred to in the present invention is a group of compounds (referred to as ceramides) in which a higher amino alcohol having 1622 carbon atoms, mainly 18 carbon atoms, and a fatty acid are amide-bonded, referred to as sphingosin. , Ru) is preferred!
• fatty acids exist depending on the length of the fatty acid chain, which may be either a saturated fatty acid or an unsaturated fatty acid.
• the present invention is not limited to those having a specific chain length. It covers all what is called quality.
• the chain length of the fatty acid provided for the amide bond is not particularly limited, it may be a linear or branched chain having 8 to 26 carbon atoms, preferably 14 to 18 carbon atoms. It may be substituted with one or more hydroxyl groups.
• the higher amino alcohol constituting the sphingolipid preferably has two or more hydroxyl groups. There may be one sugar, phosphoric acid, sialic acid, choline, ethanolamine, etc. on the hydroxyl group! It can be used as a sphingolipid. It is preferable that 1 to 4 glucoses are bonded to the hydroxyl group, particularly those having glucose, mannose, galactose or the like bonded thereto as sugars.
• the ceramide referred to in the present invention includes glycosylceramide in which a sugar (mainly galactose) is bonded to a glycosyl ether in the sphingolipid.
• the sphingolipid used in the present invention can be obtained by extracting seed forces such as rice, soybean, corn, bebana, sesame, rape, sunflower, oil palm, coconut palm, olive, cotton, wheat and the like containing this. Can be preferably used.
• seed forces such as rice, soybean, corn, bebana, sesame, rape, sunflower, oil palm, coconut palm, olive, cotton, wheat and the like containing this.
• As the extraction method a method already described in the above-mentioned patent document and publicly known may be adopted.
• the extracted sphingolipid is agar, casein, dextrin, cyclic oligosaccharide, gelatin, pectin, starch, cellulose, carboxymethylcellulose, carboxymethylcellulose calcium, carrageenan, alginic acid or a salt thereof, protein, Since it is solidified and powdered by a method such as spray drying or freeze drying together with carbonic acid lucium, silicon dioxide, calcined or uncalcined calcium, etc., it can be used. Therefore, the products obtained at these factories may not necessarily be 100% sphingolipids. For example, sphingolipids are sold with a content of about 3wZw% to 6wZw%! / Some things. They are! The slippage can also be used in the present invention as a sphingolipid.
• Examples of sphingolipids that can also be obtained from Kayabacho include, for example, the trade name Orizaceramide I P [Orisa Oil Chemical Co., Ltd.], the trade name Konjac Ceramide (powder type) [Unitika Ltd.] Name Nissan N-ceramide [Nippon Yushi Co., Ltd.], Nippunceramide RPS [Nippon Flour Mills Co., Ltd.] and the like.
• composition according to the present invention comprises proanthocyanidin and sphingolipid, but in addition, it is possible to add an appropriate additive without any problem, and the composition contains an additive. Is the subject of the present invention.
• the ratio of proanthocyanidin to sphingolipid is about 3.7 to 1 to about 150 to 1, and preferably about 8.3 to 1 by weight. About 100 to 1.
• the relationship with the taste of the composition according to the present invention is also an important factor.
• foods especially health foods that are intended to replenish elements that provide beneficial effects, it is essential that they be consumed continuously, so the taste during consumption is extremely important. It is simply a force that can be forgotten if it is not possible to get a sense of fulfillment from the taste that can be expected not only for sweetness, acidity, hotness, and bitterness, but also for effect.
• the taste of the material is not erased or changed.
• the effect is expected, and it is attracted by its taste, and it makes you want to continue taking it. From such a meaning, in the present invention, the expression of efficacy is used.
• the product may contain various additive agents in addition to the proanthocyanidin or sphingolipid. Even when these products are used, the use of additives can be appropriately performed without hindrance.
• additives such as vitamins (vitamin C, etc.), lactose, cellulose, sucrose, glucose, corn starch, potato starch, wheat starch, dextrin, sorbitol, mannitol, etc. The ones that are
• lubricants such as magnesium stearate, calcium stearate, sucrose fatty acid ester, talc, hydroxypropylcellulose, hydroxypropylmethylcell
• binders such as loin, gelatin and starch paste, as well as disintegrants such as carboxymethylcellulose calcium, colorants, and flavoring agents can be used as appropriate.
• the composition according to the present invention can be produced by mixing the proanthocyanidin extracted from plant strength and sphingolipid, optionally further mixed with appropriate additives.
• additives may be added to the extracted proanthocyanidins and sphingolipids, or may be mixed with the above-mentioned proanthocyanidins or sphingolipid products provided in the market, optionally using additives.
• the total amount of proanthocyanidins in the yarn and composition is about 10 mg to 300 mg, preferably about 40 mg to 200 mg per person per capita. It ’s good to decide.
• a method having a stirring and mixing function such as a commonly used V-type mixer, fluidized bed granulator, and mixer mixer can be used.
• composition according to the present invention may be a mixture of a proanthocyanidin and a sphingolipid evenly granulated using a binder that is preferably mixed, but is simply a mixture. May be.
• the form of the food or pharmaceutical product according to the present invention is not particularly limited.
• the form of jelly, yoghurt, baked goods, and breads also reaches tablets, capsules, granules, and troches like pharmaceuticals.
• it may be in any form, it is preferably in the form of a tablet in terms of convenience of carrying, ease of ingestion by chewing, etc. and ease of handling.
• Such a tablet can be produced in accordance with a method commonly used in the field of food and medicine, for example, a method described in the Japanese Pharmacopoeia, and can be appropriately colored by coating or the like.
• the above-mentioned mixed composition can be compression-molded by a conventional method using a rotary tableting machine or the like.
• Evaluation of the composition obtained by the present invention employs a method based on a sensory test by five professional panelists.
• the paneler should include 0.3 g of the proposed powder directly in the mouth, disperse it in the mouth with saliva, check the taste, and evaluate it according to the following criteria.
• Astringency, astringency, aftertaste, etc. are inferior, but have a high sense of efficacy.
• 1 point Good taste, such as astringency, astringency, and aftertaste, but almost no efficacy. Based on the above, evaluation is performed in increments of 0.5 points, and the average value is obtained by summing the scores, and those that are not less than 2.0 and not more than 3.5 are suitable. 2. More than 0 and not exceeding 3.0 is more suitable.
• Table 1 shows the change in the mixing ratio and the evaluation of the manufactured composition.
• “%” represents “% by weight” (the same applies to Tables 2 to 5 below).
• Table 2 shows the change in the mixing ratio and the evaluation of the produced composition.
• Example 1 except that wheat extract [trade name: Nissan N-ceramide (including 4% by weight of sufingo lipid, including purified wheat flour and silicon dioxide), manufactured by Nippon Oil & Fats Co., Ltd.] was used as a sphingolipid-containing substance.
• a composition was produced in the same manner as described above and evaluated in the same manner.
• Table 3 shows the change in the mixing ratio and the evaluation of the manufactured composition.
• Example 1 except that rice germ extract [trade name: -Punceramide RPS (6% by weight of sphingolipid, including cyclic oligosaccharide) manufactured by Nihon Flour Co., Ltd.] was used as the sphingolipid-containing material. Similarly, a composition was produced and evaluated in the same manner.
• rice germ extract trade name: -Punceramide RPS (6% by weight of sphingolipid, including cyclic oligosaccharide) manufactured by Nihon Flour Co., Ltd.
• Table 4 shows the change in the mixing ratio and the evaluation of the produced composition.
• Table 5 shows the change in the mixing ratio and the evaluation of the produced composition.
• Example 1 69 g of cocoon sample 6, fire thorn extract 777 g, vitamin C [VC-80R, manufactured by Nippon Oil & Fats Co., Ltd.] 11 lg, sucrose fatty acid ester [Lyoto Sugar Ester S-370F, Mitsubishi Igaku Foods Co., Ltd. [25 g] and fine-grained nitric acid silicate [Silopage 760, Fuji Silysia Chemical Co., Ltd.] 18 g were weighed and mixed. The obtained mixture was pressure-molded so that the weight of one tablet was 290 mg to obtain tablets.
• Example 6 Using the tablets prepared in Example 6, the skin beautifying effect was evaluated.
• Example 6 The tablet of Example 6 was used as a test food, and a double-blind test with placebo was performed.
• the subjects were 13 healthy women in their 40s and 50s, and the study was randomly divided into 6 test food groups and 7 placebo groups.
• the placebo was prepared with the same appearance as the test food. That is, lactose L sugar (200M), Megret Japan Co., Ltd.
• the intake period was 2 months.
• the test food and placebo were to be taken freely in groups of 4 tablets per day.
• the test was performed immediately before the start of intake and immediately after the end of intake (2 months after intake).
• the evaluation items were skin melanin, skin moisture, and skin moisture transpiration as indicators of skin beautifying effects.
• the measurement site for melanin and water content was the buttocks, and the measurement site for water transpiration was the upper arm.
• the melanin amount was measured using “Courage + Khazaka Electronic GmbHttrMexameter MX18”. This device measures the light reflected by the skin force by irradiating light with wavelengths of 660 nm and 880 nm.
• the moisture content of U is determined by Courage + Khazaka Electronic GmbH “Corneometer
• CM825 was used. This device uses the fact that the electrokinetic constant of water is significantly different from the dielectric constant of other substances, and calculates the amount of stratum corneum indirectly from the capacitance that varies depending on the amount of water in the stratum corneum. .
• composition of the present invention has a skin beautifying effect such as prevention of dull skin, prevention of rough skin, improvement of skin color, or prevention of wrinkles.
• composition according to the present invention is capable of assisting a dietary life as a food, especially a health food, a so-called supplement. Therefore, the present invention is used for industries in the field.

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