JP2016175842A - Ghg-containing composition, and fat absorption inhibitor using the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a GHG-containing composition containing GHG at high concentration, the composition being derived from a natural product, and to provide a production method thereof.SOLUTION: The characteristics of the invention for solving the above-mentioned subject are as follows. 1. A 1, 2-di-O-galloyl-4,6-O-(S)-hexahydroxydiphenoyl-b-D-glucose-containing composition characterized by being obtained from purple tea from Kenya (Scientific Name: Camellia Sinensis, Cultivar Name: TRFK306) and containing 3-99% of 1,2-di-O-galloyl-4,6-O-(S)-hexahydroxydiphenoyl-b-D-glucose. 2. A production method of a 1,2-di-O-galloyl-4,6-O-(S)-hexahydroxydiphenoyl-b-D-glucose-containing composition characterized by immersing a purple tea from Kenya (Scientific Name: Camellia Sinensis, Cultivar Name: TRFK306) into a polar solvent (including also water), subsequently, heating and refluxing it to extract 1,2-di-O-galloyl-4,6-O-(S)-hexahydroxydiphenoyl-b-D-glucose into a solvent. 3. A fat absorption inhibitor containing purple tea from Kenya (Scientific Name: Camellia sinensis, Cultivar Name: TRFK306) and/or extract thereof as an active ingredient.SELECTED DRAWING: None

Description

  The present invention relates to a composition derived from a plant and containing GHG at a high concentration and a fat absorption inhibitor using the composition. The present invention is widely used for pharmaceuticals, foods and drinks, cosmetics, and the like.

1,2-di-O-galloyl-4,6-O- (S) -hexahydroxydiphenoyl-b-D-glucose (hereinafter abbreviated as “GHG”) is an antioxidant action (DPPH radical scavenging action, SOD ²⁾ and tyrosinase inhibitory action ³⁾ have already been reported (Non-patent document 1, Non-patent document 2, Non-patent document 3).
When GHG is blended in food and drink such as functional foods and health foods, it is preferably derived from natural products from the general concept of food safety. However, a conventionally known natural product containing GHG has a low content, and only a very low content GHG composition can be obtained. Moreover, even if it is contained in a high concentration, it is difficult to obtain a high concentration GHG composition because it is a wild species that is not suitable for cultivation and is difficult to obtain.

  On the other hand, in recent years, the number of people with so-called hyperlipidemia, in which the neutral fat in the blood exceeds the normal value, has increased rapidly due to overeating, lack of exercise, and increased intake of animal fat. Hyperlipidemia is known to cause diseases such as arteriosclerosis, hypertension, myocardial infarction, and cerebrovascular disorder. To prevent these diseases, an increase in the amount of neutral fat in the blood is caused. It is important for modern people to suppress and even lower the elevated blood neutral fat content to the normal range. Therefore, it is desired to develop an edible material that can be ingested or administered on a daily basis and is effective in adjusting the neutral fat in the blood. As such a material, for example, an extract of bitter gourd is known (Patent Document 1).

JP 2006-117658 Gazette

Fukuda T. et al, Phytochemistry, 63, 795-801 (2003) Gao D.F et al, J. Agric. Food Chem., 56,7517-7521 (2008)

Under such a background, the present inventor has found that GHG is contained in a high concentration in Kenya purple tea (scientific name: Camellia sinensis, variety name TRFK306), and further, Kenyan purple tea (scientific name: Camellia).
Sinensis, variety TRFK306) and its extract were found to have an action of inhibiting the absorption of fats, particularly triglycerides, into the blood, thereby completing the present invention.
That is, an object of the present invention is to provide a GHG-containing composition that is a natural product-derived composition containing a high concentration of GHG, and a method for producing the same.
Furthermore, it aims at providing the fat absorption inhibitor which uses a novel plant or its extract as an active ingredient.

The technical features of the present invention for solving the above-described problems are as follows.
1. 3-99% 1,2-di-O-galloyl-4,6-O- (S) -hexahydroxydiphenoyl-b-D-glucose obtained from Kenyan purple tea (scientific name: Camellia sinensis, variety TRFK306) 1,2-di-O-galloyl-4,6-O- (S) -hexahydroxydiphenoyl-b-D-glucose-containing composition characterized by containing.
2. Soaked Kenyan purple tea (scientific name: Camellia sinensis, variety TRFK306) in a polar solvent (including water), then heated to reflux to 1,2-di-O-galloyl-4,6- 1,2-di-O-galloyl-4,6-O- (S) -hexahydroxydiphenoyl-b-D-glucose-containing composition characterized by extracting O- (S) -hexahydroxydiphenoyl-b-D-glucose Manufacturing method.
3. A fat absorption inhibitor containing Kenyan purple tea (scientific name: Camellia sinensis, variety TRFK306) and / or its extract as an active ingredient.

It is a HPLC chromatogram of the purple tea extract of a present Example. It is a graph which shows evaluation of the effect on the blood triglyceride raise in the olive oil load mouse | mouth in the purple tea extract of a present Example. It is a graph which shows the body weight gain inhibitory effect in the high fat diet-fed mouse | mouth in the purple tea extract of a present Example.

  Hereinafter, the present invention will be described in detail.

The GHG-containing composition of the present invention is a Kenyan purple tea (scientific name: Camellia
sinensis, variety name TRFK306, hereinafter simply "purple tea". ), Which contains GHG at a content of 3 to 99% by mass. The shape may be liquid, solid, semi-solid, gel, etc. The solid content of GHG is preferably 3 to 99% by mass, and preferably 3 to 30% by mass. Is more preferable, and it is most preferable that it is 3-10 mass%.

  GHG is represented by the following chemical formula (1).

Purple tea is a tea tree developed by mating by the Kenyan government and is named variety name TRFK306. The tea leaves of TRFK306 contain anthocyanins and are purple due to this, so they are commonly called “purple tea” or “purple tea”. Furthermore, the present inventors have found that TRFK306 contains a specific component, GHG, at a high concentration.
The site of purple tea used in the GHG-containing composition of the present invention is not particularly limited, and leaves, stems, roots, flowers, seeds and the like can be used, but it is particularly preferable to use leaves. This is because a higher concentration of GHG can be obtained.

  The GHG-containing composition of the present invention preferably comprises, for example, pulverized raw or dried purple tea leaves (hereinafter referred to as “purple tea leaves”) and a polar solvent (including water; the same shall apply hereinafter). ) Can be used for extraction. In order to improve the extraction efficiency, the purple tea leaves may be appropriately subjected to chemical treatment such as acid or alkali decomposition, enzyme decomposition, etc., and then extracted.

Specifically, the GHG-containing composition can be produced by the method described below.
That is, first, as the purple tea leaves, raw or dried purple tea leaves may be used, and in order to further improve the extraction efficiency, chemical treatment such as acid or alkali decomposition, enzyme decomposition, etc. is appropriately performed. And then extract from it.

  Then, a polar solvent is added to the purple tea leaves and shaken or heated to reflux to extract GHG in the solvent.

At this time, although the said polar solvent is not specifically limited, Water, alcohol, and ketones can be used. These may be used alone or in combination of two or more.
Further, among these, it is particularly preferable to use a hydrous alcohol or a hydrous ketone.

  As the water-containing alcohol solvent, water-containing solvents such as ethanol, methanol, propanol and the like can be used, and water-containing ethanol is particularly preferable. Further, as the hydrous ketone solvent, hydrous solvents such as acetone, methyl ethyl ketone, diethyl ketone, chloroacetone and the like can be used, and hydrous acetone is particularly preferable.

  As the water content, in the case of water-containing ethanol, it is preferable to contain 20 to 99.9% by mass of ethanol, more preferably 30 to 99% by mass, and most preferably 40 to 80% by mass. In the case of hydrous acetone, it preferably contains 20 to 99.9% by mass of acetone. This is because the above range is excellent in GHG extraction efficiency. Hereinafter, with respect to the description of the water content of the water-containing solvent, for the sake of simplicity, for example, 80% by mass ethanol containing 20% by mass is described as “80% water-containing ethanol”.

  In the method for producing a GHG-containing composition of the present invention, the heating and refluxing can be performed by a known method using the above-mentioned hydrous alcohol solvent or hydrous ketone solvent. The heating temperature is preferably about 30 to 95 ° C., and the reflux time is preferably about 1 to 4 hours.

Moreover, in the manufacturing method of the GHG containing composition of this invention, you may perform shaking, stirring, etc. suitably as needed.

  Moreover, in the manufacturing method of the GHG containing composition of this invention, it is preferable to depressurizingly distill the said solvent after extraction. According to this, it is possible to make a composition that does not contain an organic solvent, and it can be adapted to safety standards as a food material for blending into foods and drinks such as functional foods and health foods. is there.

  In the method for producing a GHG-containing composition of the present invention, stepwise extraction can be performed with a plurality of solvents. Thereby, the GHG containing composition which contains GHG in high concentration can be manufactured with a sufficient yield.

  Specifically, for example, purple tea leaves are added with one of the above hydrous alcohol solvent and the above hydrous ketone solvent, shaken or heated to reflux, and GHG is extracted into the solvent to obtain the first extract. Get. The extract is separated into an extract and a residue not recovered as the extract by centrifugation or the like, and the other unselected solvent is added to the residue, and the mixture is shaken or heated to reflux. GHG is extracted to obtain a second extract. Then, the first extract and the second extract are mixed. Needless to say, the second extract alone can be used as an extract of purple tea leaves.

  Thus, by performing stepwise extraction with a plurality of solvents, purple tea leaves are subjected to the first extraction treatment with the above-mentioned hydrous alcohol solvent or the above hydrous ketone solvent, thereby extracting characteristics such as physical properties. In the case of using the above-mentioned hydrous alcohol solvent or the above hydrous ketone solvent, the other extraction solvent is used in the subsequent second extraction process. Even so, the extraction efficiency can be expected to be improved.

The extract obtained by the above method can be used as it is or concentrated to obtain a liquid GHG-containing composition. Furthermore, it can be pulverized by freeze-drying or spray-drying to obtain a powdery composition as a GHG-containing composition.
Moreover, it is not limited to these forms. The insoluble matter contained in the extract can be appropriately removed by filtration or the like. The insoluble material may be further pulverized into fine particles.

  The primary extract from purple tea leaves obtained as described above is fractionated and purified using GHG as an index by ion exchange, size exclusion column chromatography, HPLC, gel filtration, membrane separation, etc. This can also be used as a GHG-containing composition.

  The GHG-containing composition of the present invention may be added to a pharmaceutically acceptable base or carrier, if necessary, such as tablets, granules, powders, solutions, powders, granules, capsules, jelly-forms, etc. It can be used in the form.

In addition, the fat absorption inhibitor of the present invention is characterized by containing purple tea and / or an extract thereof as an active ingredient.
Furthermore, when using an extract of purple tea as the fat absorption inhibitor of the present invention, the extract can be obtained by the same method as the above-described GHG-containing composition.

  The GHG-containing composition of the present invention and a fat absorption inhibitor (hereinafter simply referred to as “the present composition etc.”) can be used as materials for various foods and drinks. Examples of the food and drink include edible oil (salad oil), confectionery (gum, candy, caramel, chocolate, cookie, snack, jelly, gummy, tablet confection etc.), noodles (soba, udon, ramen etc.), and dairy products ( Milk, ice cream, yogurt, etc.), seasonings (miso, soy sauce, etc.), soups, beverages (juice, coffee, tea, tea, carbonated drinks, sports drinks, etc.) and health foods (tablets , Capsules, etc.) and nutritional supplements (nutrient drinks, etc.). The composition or the like may be appropriately blended with these foods and drinks.

These foods and drinks can be blended with various ingredients depending on the type, for example, glucose, fructose, sucrose, maltose, sorbitol, stevioside, corn syrup, lactose, citric acid, tartaric acid, malic acid, succinic acid. Acid, lactic acid, L-ascorbic acid, dl-α-tocopherol, sodium erythorbate, glycerin, propylene glycol, glycerin fatty acid ester, polyglycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester, propylene glycol fatty acid ester, gum arabic, Food materials such as carrageenan, casein, gelatin, pectin, agar, vitamin Bs, nicotinic acid amide, calcium pantothenate, amino acids, calcium salts, pigments, fragrances and preservatives can be used. In addition, this composition having a health maintenance function includes other antioxidants and health food ingredients such as antioxidants, reduced ascorbic acid (vitamin C), vitamin E, reduced glutatin. , Tocotrienol, vitamin A derivative, lycopene, β-cryptoxanthin, astaxanthin, zeaxanthin, fucoxanthin, uric acid, ubiquinone, coenzyme Q10, folic acid, garlic extract, allicin, sezamin, lignans, catechin, isoflavone, chalcone, tannins, flavonoids , Coumarin, isocoumarins, blueberry extract, arbutin, tannin, anthocyanin, apple polyphenol, grape seed extract, ellagic acid, kojic acid, surge extract health food material, V. (vitamin) A, V.B1, V.B2 , V.B6, V.B12, VC, VD, VE, VP, Choline Niacin, pantothenic acid, calcium folate, EPA, oligosaccharide, dietary fiber, squalene, soy lecithin, taurine, donariella, protein, octacosanol, DHA, egg yolk lecithin, linoleic acid, lactoferrin, magnesium, zinc, chromium, selenium, potassium, heme Iron, oyster meat extract, chitosan, chitin oligosaccharide, collagen, chondroitin, turmeric, licorice, kukoshi, keihi, hawthorn, ginger, ganoderma, swordfish extract, suppon, plantain, chamomile, chamomile, dandelion, hibiscus, honey, boren, Royal jelly, lime, lavender, rosehip, rosemary, sage, bifidobacteria, faecalis, lacris, wheat germ oil, sesame oil, perilla oil, soybean oil, medium chain fatty acid, agaricus, ginkgo biloba extract Turmeric, chondroitin, brown rice germ extract, litchi, onion, DHA, EPA, DPA, cocoon tea, cordyceps, garlic, bee, papaya, puer, propolis, mussels tree, jabushitake, royal jelly, saw palmetto, hyaluronic acid, collagen, Gabba, harp seal oil, shark cartilage, glucosamine, lecithin, phosphatidylserine, paddy carrot, mulberry leaves, soy extract, echinacea, sorghum, barley extract, olive leaf, olive fruit, gymnema, banaba, salasia, garcinia, chitosan , St. John's wort, jujube, carrot, passion flower, broccoli, placenta, pearl barley, grape seeds, peanut seed coat, bilberry, black cohosh, maria thistle, laurel, sage, rosemary, luffa, black vinegar, bitter gourdー, maca, safflower, flax, oolong tea, flower spine, caffeine, capsaicin, xylooligosaccharide, glucosamine, buckwheat, citrus, dietary fiber, protein, prunes, spirulina, barley young leaves, nucleic acid, yeast, shiitake, plum meat, amino acids, Deep sea bream extract, noni, oyster meat, suppon, champignon, plantain, acerola, pineapple, banana, peach, apricot, melon, strawberry, raspberry, orange, fucoidan, mesimacob, cranberry, chondroitin sulfate, zinc, iron, ceramide, silk Peptide, Glycine, Niacin, Chest Tree, Ceramide, L-Cysteine, L-Carnitine, Red Wine Leaf, Millet, Horsetail, Biotin, Centella Asiatica, Hascup, Pycnogenol, Fuki, Rhubarb, Clove, Rosemary, Catechin, Puff -Al, citric acid, brewer's yeast, merirot, black zinger, ginger, gadget, nattokinase, becouge, tocotrienol, lactoferrin, cinnamon, buckwheat, cocoa, yuzu seed extract, perilla seed extract, litchi seed extract, evening primrose extract, black rice extract , Α-lipoic acid, GABA, fresh coffee bean extract, burdock extract, kiwi seed extract, Wenzhou mandarin orange extract, red ginger extract, astaxanthin) and the like.

  As a specific production method, the present composition or the like is used as it is, and in the case of an extract, it is spray-dried or freeze-dried together with powdered dextrin, and this is easily converted into a powder, granule, tablet, or solution. ). If necessary, it can also be mixed with a binder such as gum arabic to form a powder or granules, and added to a solid food.

  You may use this composition etc. as a raw material of a chemical | medical agent (a pharmaceutical and a quasi-drug are included). It can be produced by appropriately blending the present composition with a raw material for a pharmaceutical preparation. In addition, the said chemical | medical agent may be used for a human and may be used for mammals other than a human. Examples of the preparation raw material that can be blended in the present composition include, for example, excipients (glucose, lactose, sucrose, sodium chloride, starch, calcium carbonate, kaolin, crystalline cellulose, cocoa butter, hydrogenated vegetable oil, kaolin, talc, etc.), Binder (distilled water, physiological saline, ethanol water, simple syrup, glucose solution, starch solution, gelatin solution, carboxymethylcellulose, potassium phosphate, polyvinylpyrrolidone, etc.), disintegrant (sodium alginate, agar, sodium bicarbonate, carbonate Calcium, sodium lauryl sulfate, stearic acid monoglyceride, starch, lactose, gum arabic powder, gelatin, ethanol, etc.), disintegration inhibitors (sucrose, stearin, cocoa butter, hydrogenated oil, etc.), absorption accelerators (quaternary ammonium base) , Sodium lauryl sulfate, etc.), adsorbent ( Glycerin, starch, lactose, kaolin, bentonite, silicic acid, etc.), lubricants (purified talc, stearates, polyethylene glycol, and the like) and the like.

  In general, the composition can be administered orally in the form of tablets, pills, soft / hard capsules, fine granules, powders, granules and the like. The water-soluble preparation can be administered orally as a liquid. Furthermore, parenteral administration may be used. When administered as a parenteral preparation, the composition is dispersed in an appropriate solubilizing agent such as ethanol or water, and then applied in a dosage form such as a poultice, lotion, ointment, tincture or cream. be able to. In addition, water-soluble preparations such as this composition can be used as they are or in the form of a poultice, lotion, ointment, tincture, cream, etc. with a dispersant, suspension, stabilizer, etc. added. Can be applied.

  The dose may vary depending on the administration method, medical condition, age of the patient, etc., but for adults, it can be generally administered in an amount of about 5 to 200 mg as an active ingredient per day and usually about 0.5 to 100 mg for children.

  The compounding ratio when using the composition or the like as a drug can be appropriately changed depending on the dosage form, but is usually about 0.01 to 10 wt% when administered orally or by mucosal absorption, parenterally. In the case of administration, it should be about 0.01 to 20 wt%. In addition, since the dose varies depending on various conditions, a dose smaller than the above dose may be sufficient, or it may be necessary to administer beyond the range. In addition to the present composition and the like, the pharmaceutical composition may include other compounds that are commonly used in the pharmaceutical field and compounds that are necessary for molding into a form suitable for oral administration. Examples of such compounds include lactose, starch, hydroxypropyl cellulose, kaolin, talc, calcium carbonate and the like.

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