JP5357372B2 - Skin symptom improving agent - Google Patents

Description

  The present invention relates to a skin symptom improving agent such as a bear for eyes, dry skin, and poor skin color.

Skin symptoms such as dark circles, dry skin, poor skin color, etc. appear due to stress, lack of sleep, changes in the external environment, etc., and are one of the major concerns for men as well as women from the viewpoint of beauty and health. . For improvement of these skin symptoms, sleep, cosmetic application, massage, etc. are usually performed (Patent Documents 1 to 6).
Japanese Patent Laid-Open No. 08-26967 JP 2002-65404 A JP 2004-2218 A Japanese Patent Laid-Open No. 2004-2277 Japanese Patent Laid-Open No. 2002-200020 JP 2001-104354 A

However, most conventional skin symptom improving agents are applied to the skin such as cosmetics to conceal the original skin color and do not improve the skin symptom itself.
Accordingly, an object of the present invention is to provide a composition that improves the skin symptoms themselves.

Therefore, as a result of various investigations to find out a component having an effect of improving skin symptoms such as poor skin color from among highly safe components that can be taken or ingested for a long period of time, the present inventor has obtained chlorogenic acids, caffeic acid, ferrule It has been found that at least one selected from acids and pharmaceutically acceptable salts thereof has an excellent skin symptom improving effect. Moreover, since the raw material of this invention was easy to take in daily life, it discovered that it was useful as a safe health food and a pharmaceutical.
That is, this invention provides the skin symptom improving agent which uses as an active ingredient 1 or more types chosen from chlorogenic acids, caffeic acid, ferulic acid, and those pharmacologically acceptable salts.

  The skin symptom improving agent of the present invention improves bears on the eyes, dry skin, and poor skin color. Since these are highly safe and can be taken orally for a long period of time, they are useful not only as pharmaceuticals but also as functional foods and foods for specified health use.

  The chlorogenic acids, caffeic acid, and ferulic acid used in the present invention can be extracted from natural products containing them, particularly plants, and can be industrially produced by chemical synthesis.

  The chlorogenic acids, caffeic acid, and ferulic acid in the present invention have stereoisomers, and in the present invention, pure stereoisomers or a mixture thereof can be used. Specific examples of the chlorogenic acids in the present invention include 3-caffeylquinic acid, 4-caffeylquinic acid, 5-caffeylquinic acid, 3,4-dicaffeylquinic acid, 3,5-dicaffeylquinic acid, 4,5- Dicaffeylquinic acid, 3-ferrylquinic acid, 4-ferrylquinic acid, 5-ferrylquinic acid, 3-ferryl-4-caffeylquinic acid, etc. (Nakabayashi et al., Chemistry and Technology of Coffee Roasting, Kogaku Publishing Co., Ltd.) , P166-167).

  Chlorogenic acids, caffeic acid, and ferulic acid can improve water solubility and increase physiological effectiveness by making them into salts. These salts may be pharmaceutically acceptable salts. Examples of such basic substances for salt formation include hydroxides of alkali metals such as lithium hydroxide, sodium hydroxide and potassium hydroxide; hydroxides of alkaline earth metals such as magnesium hydroxide and calcium hydroxide. Products; inorganic bases such as ammonium hydroxide, basic amino acids such as arginine, lysine, histidine, ornithine; organic bases such as monoethanolamine, diethanolamine, and triethanolamine are used, particularly alkali metals or alkaline earth metals Hydroxides are preferred. In the present invention, these salts may be prepared and then added to a composition comprising other components, or chlorogenic acids and salt-forming components may be separately added to the composition. What formed the salt in it may be used.

Natural product extracts containing chlorogenic acids and caffeic acid, especially plant extracts include, for example, coffee, cabbage, lettuce, arch chalk, tomato, eggplant, potato, carrot, apple, pear, plum, peach, apricot, cherry Those extracted from plants such as sunflower, morroheiya, sweet potato, southern leaves, blueberries and wheat are preferred.
For example, chlorogenic acids are preferably extracted from plants such as green coffee beans, southern leaves, and unripe apples. Furthermore, what was obtained by extracting from the seeds of coffee arabica LINNE with warm ascorbic acid, an aqueous citric acid solution or hot water is more preferable.

  Specifically, Hasegawa Fragrance Co., Ltd. “Flavor Folder” as raw coffee bean extract, Nikka Whiskey Co., Ltd. “Applephenon” as apple extract, Dainippon Ink Chemical Co., Ltd. as sunflower seed extract Industrial Co., Ltd. “Heliant” and the like.

  As a natural product extract containing ferulic acid, in particular, a plant extract, for example, coffee, onion, radish, lemon, nematode, toki, pine, auren, agi, sweet potato, corn, barley, wheat, rice and the like are preferable, Rice is particularly preferable. The rice in the present invention means raw or dried products such as seeds of Oryza sativa LINNE.

  As a method for extracting ferulic acid from plants, for example, rice bran oil obtained from rice bran was distributed with water-containing ethanol and hexane under weak alkalinity at room temperature, and then ferulic acid obtained in the water-containing ethanol fraction was used. Examples thereof include a method obtained by hydrolyzing and purifying an ester with sulfuric acid under pressure and under heat. In addition, bacteria (Pseudomonas) are cultured in a culture solution containing clove oil obtained by steam distillation from buds and leaves of Syzygium aromaticum MERRILL et PERRY, or eugenol obtained by purification from clove oil. The culture solution can also be obtained by separation and purification.

  Ferulic acid can also be produced by chemical synthesis, for example, a condensation reaction between vanillin and malonic acid (Journal of American Chemical Society, 74, 5346, 1952).

  Two or more of the above components of the present invention may be used in combination. These components are preferably taken in an amount of 10 mg to 10 g, more preferably 35 mg to 5 g, still more preferably 70 mg to 1 g per day for an adult (body weight 60 kg) from the viewpoint of obtaining an effect of improving skin symptoms.

The skin symptoms referred to in the present invention, the eyes of the bear, skin drying, skin color bad, rough skin, non-Kumi, sagging, is included is it only the texture and the like. These symptoms are evaluated by appearance observation.

  One or more selected from chlorogenic acids, caffeic acid, ferulic acid and pharmaceutically acceptable salts thereof are 0.01 to 80% by weight, more preferably 0.05 to 60% by weight, especially in the skin symptom improving agent. It is preferable to mix 0.1 to 60% by weight.

When the skin symptom improving agent of the present invention is used as a pharmaceutical product, a pharmaceutically acceptable carrier can be added to the above active ingredient to make an oral or parenteral composition, but oral use is more preferable. .
Oral compositions include solid preparations or powders such as tablets, granules, fine granules, pills, powders, capsules (including hard capsules and soft capsules), troches, chewables, and supplements. Formulation etc. are mentioned. These preparations may be used as foods such as supplements.
The content of the component of the present invention in these preparations is preferably 0.1 to 80% by weight, particularly 10 to 60% by weight in consideration of the effective intake per day.

When the skin symptom-improving agent of the present invention is used as a food, the form of the food includes liquids such as beverages, soy sauce, milk, yogurt, miso, and the like, in addition to the above-mentioned preparations, and conventional food additives in addition to active ingredients Or milky or pasty foods; semi-solid foods such as jelly and gummi; cookie, gum, tofu and the like.
The content of the component of the present invention in the liquid, milky or pasty food or semi-solid food is 0.01 to 50% by weight, particularly 0.05 to 10% by weight in consideration of the effective intake per day. Is preferred.

  Examples of the parenteral composition include intravenous preparations such as injections, suppositories, and external preparations for skin.

  The skin symptom-improving agent of the present invention is excellent in safety, and healthy, semi-healthy, sick people can eat and drink everyday, no problem, forms of supplements such as tablets and granules, various beverage forms, You may use in the form of various foodstuffs, especially the form of food for specific health.

Test Example 1 Effects on skin symptoms i) Experimental materials and methods 30 mL of vegetable fruit drink (containing 33 mg of chlorogenic acids) mixed with raw coffee bean extract as an example for five women, and raw coffee bean extract as a comparative example An unmixed vegetable fruit drink (30 mL) (containing 1.7 mg of chlorogenic acids) was prepared, and changes in skin symptoms were evaluated.
In the test, after evaluating the degree of morning symptom, a drink was taken and the degree of symptom in the afternoon was evaluated. The degree of symptom was evaluated by the following 5 grades and evaluated by an improvement score.

Score 1 Feeling symptoms 2 Feeling symptoms a little 3 Not being able to say 4 Not feeling symptoms 5 Not feeling symptoms Improvement score = Score after intake-Score before intake

ii) Results Table 1 shows the skin color defect and Table 2 shows the result of dullness. In the present invention, the improvement score was high for any symptom, and reduction of these symptoms was recognized.

Example 1 (soft capsule)
Gelatin 70.0 (wt%)
Glycerin 22.9
Methyl paraoxybenzoate 0.15
Propyl paraoxybenzoate 0.51
Water 6.44
Soft capsule skins (oval type, weight 150 mg) having the above composition were filled with 400 mg soybean oil, 50 mg caffeic acid and 50 mg ferulic acid by a conventional method to produce soft capsules.

Example 2
Next, the usage example as a drink is shown.
Nonfat dry milk 3.5 (wt%)
Milk casein enzyme degradation product 3.5
Fructose 9.0
Chlorogenic acid 0.3
Sodium ferulate 1.0
Citric acid 0.1
Ascorbic acid 0.1
Fragrance 0.1
Water 82.4
The beverage having the above composition had high storage stability and good flavor.

Claims (3)

3-Caffeylquinic acid, 4-caffeylquinic acid, 5-caffeylquinic acid, 3,4-dicaffeylquinic acid, 3,5-dicaffei , which comprises a raw coffee bean extract as an active ingredient and contained in the raw coffee bean extract 10 mg to 10 g per adult per day selected from one or more selected from luquinic acid, 4,5-dicaffeylquinic acid, 3-ferrylquinic acid, 4-ferrylquinic acid, 5-ferrylquinic acid and pharmaceutically acceptable salts thereof Oral solution for improving poor skin color or dull skin symptoms at a time when it is taken orally in the morning and effective in the afternoon . The oral liquid preparation according to claim 1, wherein the skin symptom of poor skin color or dullness is due to stress or lack of sleep. The oral liquid according to claim 1 or 2 , wherein the compounding amount of the active ingredient in the oral liquid is 0.05 to 60% by weight.