JP2019000099A - Chlorogenic acid-containing composition - Google Patents

Abstract

To provide a chlorogenic acid-containing composition that has excellent moisture absorption resistance, has inhibited foreign odors and astringent tastes, and does not impair original flavors of food and drink.SOLUTION: A chlorogenic acid-containing composition contains following components (A)-(C): (A) chlorogenic acid, (B) arabinogalactan, and (C) arabinose, with a mass ratio between component (A) and component (B) [(B)/(A)] of 0.060-1.3, and a mass ratio between component (A) and component (C) [(C)/(A)] of 0.0050-0.15.SELECTED DRAWING: None

Description

  The present invention relates to a chlorogenic acid-containing composition.

  Various materials have been proposed as materials having physiologically active functions. For example, polyphenols are those having physiologically active functions such as an antioxidant action, a blood pressure lowering action, and a liver function improving action. Chlorogenic acids, one of the polyphenols, have been reported to have a high blood pressure lowering effect, and are expected to be applied to supplements and foods and drinks.

Coffee beans are a material that contains a large amount of chlorogenic acids. Coffee beans with a high roasting degree are rich in fragrance and have high palatability, but the roasting decomposes a considerable amount of chlorogenic acids present in the coffee beans. In order to make maximum use of chlorogenic acids in coffee beans, it is advantageous to use raw coffee beans that have not been roasted. However, green coffee beans have a strong bean odor such as a blue odor, and are therefore likely to be an obstacle to continuous consumption.
Conventionally, in a food or beverage composition containing 0.1% or more of coffee solids derived from green coffee beans, the content of arabinogalactan per 1 g of coffee solids is 20 mg or more, so that a pleasant and refreshing taste In addition, it has been reported that fragrance can be imparted (Patent Document 1).

Special table 2012-525126 gazette

The present inventor studied to develop a chlorogenic acid-containing composition that can be widely used as a raw material for producing foods and drinks. As a result, it has been found that handling properties are liable to decrease when solidified because of its high hygroscopicity in the solid state. Moreover, since the chlorogenic acid-containing composition derived from green coffee beans is likely to produce a strange odor and astringency, it has been found that the original flavor of food and drink may be impaired.
An object of the present invention is to provide a chlorogenic acid-containing composition that is excellent in moisture absorption resistance, has an unpleasant odor and astringency, and is unlikely to impair the original flavor of food and drink.

  As a result of various investigations, the present inventor has improved the hygroscopicity in the solid state by controlling the mass ratio of the chlorogenic acids and the specific polysaccharides and monosaccharides to within a specific range, thereby suppressing off-flavors and astringency. Therefore, it discovered that the chlorogenic acid containing composition which is hard to impair the original flavor of food-drinks was obtained.

That is, the present invention includes the following components (A) to (C):
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.060 to 1.3, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is 0.0050 to 0.15,
A chlorogenic acid-containing composition is provided.

  According to the present invention, it is possible to provide a chlorogenic acid-containing composition that is excellent in moisture absorption resistance, has an unpleasant odor and astringent taste, and hardly impairs the original flavor of food and drink. Therefore, the chlorogenic acid-containing composition of the present invention can be widely used as a raw material for producing food and drink.

The chlorogenic acid-containing composition of the present invention contains chlorogenic acids as the component (A).
The content of the component (A) per solid content in the chlorogenic acid-containing composition of the present invention can be selected as appropriate, but is preferably 8% by mass or more from the viewpoint of improving physiological effects and suppressing off-flavors, and is 10% by mass. The above is more preferable, 13% by mass or more is further preferable, 20% by mass or more is further preferable, 21% by mass or more is particularly preferable, and 40% by mass or less is preferable from the viewpoint of suppressing astringency, and 35% by mass or less. Is more preferably 33% by mass or less, still more preferably 30% by mass or less, and particularly preferably 29% by mass or less. The range of the content of the component (A) per solid content is preferably 8 to 40% by mass, more preferably 10 to 35% by mass, still more preferably 13 to 33% by mass, and further preferably 13 to 30% by mass. %, More preferably 13 to 29% by mass, still more preferably 20 to 29% by mass, and still more preferably 21 to 29% by mass. Here, in the present specification, “(A) chlorogenic acids” means 3-caffeoylquinic acid, 4-caffeoylquinic acid and monocaffeoylquinic acid of 5-caffeoylquinic acid, 3-ferlaquinic acid, It is a collective term for 4-ferlaquinic acid and 5-ferlaquinic acid monoferlaquinic acid together, and the content of component (A) is defined based on the total amount of the above six types. In the present invention, at least one of the above six types of chlorogenic acids may be contained, but it is preferred that all six types are contained. The content of the component (A) can be measured by an analysis method suitable for the state of the measurement sample among the commonly known measurement methods. For example, the analysis methods described in the examples below are listed. be able to. In the present specification, “solid content” refers to a residue obtained by drying a sample for 3 hours in an electric constant temperature dryer at 105 ° C. to remove volatile substances.

  The chlorogenic acid-containing composition of the present invention contains arabinogalactan as the component (B). As used herein, “(B) arabinogalactan” is a polysaccharide whose constituent sugars are mainly arabinose and galactose. The component (B) according to the present invention is not particularly limited as long as the basic structure is a combination of an arabinose residue and a galactose residue. For example, 1,4-β-D-galactan is used as the main chain. A arabinofuranosyl- (1,5) -arabinofuranose residue may be bonded to the 0-3 position of the galactose residue of the galactose residue, or 1,3-β-D-galactan as the main chain; Sugar residues such as arabinose residue, arabinopyranosyl- (1,3) -arabinofuranosyl residue, (1,6) -β-D-galactan residue at 0-6 position of the galactose residue A group to which a group is bonded may be used. Moreover, you may have sugar residues other than arabinose and galactose. The component (B) may be derived from a blending component or newly added.

  In the chlorogenic acid-containing composition of the present invention, the content of the component (B) per solid content is preferably 1.0% by mass or more from the viewpoint of suppressing off-flavors and improving moisture absorption resistance, and is 1.7% by mass. The above is more preferable, 2.0% by mass or more is further preferable, 2.7% by mass or more is more preferable, and 2.71% by mass or more is particularly preferable, and from the viewpoint of suppressing off-flavors and improving moisture absorption resistance, It is preferably 30% by mass or less, more preferably 25% by mass or less, further preferably 20% by mass or less, further preferably 18% by mass or less, still more preferably 16% by mass or less, and particularly preferably 15.7% by mass or less. The range of the content of the component (B) per solid content is preferably 1.0 to 30% by mass, more preferably 1.0 to 25% by mass, still more preferably 1.0 to 20% by mass, and further It is preferably 1.7 to 18% by mass, more preferably 2.0 to 16% by mass, still more preferably 2.7 to 16% by mass, and even more preferably 2.71 to 15.7% by mass. In addition, in this specification, content of a component (B) is defined based on the total amount of the polysaccharide which makes a basic structure what combined the arabinose residue and the galactose residue, and hydrolysis of a polysaccharide (anhydrosugar) It is determined as the difference between the total amount of arabinose and galactose before and after. For example, the content of the component (B) can be analyzed by the method described in the examples below.

The chlorogenic acid-containing composition of the present invention contains arabinose as the component (C). In the present invention, the component (C) may be D-form, L-form, or racemic form.
In addition, the component (C) may be derived from a blending component or newly added.

  In the chlorogenic acid-containing composition of the present invention, the content of the component (C) per solid content is preferably 0.030% by mass or more, more preferably 0.10% by mass or more from the viewpoint of suppressing astringency. 0.16% by mass or more is more preferable, 0.20% by mass or more is further preferable, 0.30% by mass or more is more preferable, 0.50% by mass or more is particularly preferable, and from the viewpoint of improving moisture absorption resistance, 3.5 mass% or less is preferable, 2.5 mass% or less is more preferable, 2.0 mass% or less is further more preferable, and 1.5 mass% or less is especially preferable. The range of the content of the component (C) per solid content is preferably 0.030 to 3.5% by mass, more preferably 0.10 to 2.5% by mass, and still more preferably 0.16 to 2%. 0.5% by mass, more preferably 0.20 to 2.5% by mass, still more preferably 0.30 to 2.5% by mass, even more preferably 0.50 to 2.0% by mass, and still more preferably 0.8%. It is 50-1.5 mass%. The content of component (C) is defined based on the total amount of D-form and L-form, and can be measured by an analysis method suitable for the state of the measurement sample among the commonly known measurement methods. Yes, for example, the analysis methods described in the Examples below can be mentioned.

  In the chlorogenic acid-containing composition of the present invention, the mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.060 to 1.3. From the viewpoint of improving hygroscopicity, 0.07 or more is preferable, 0.08 or more is more preferable, 0.10 or more is further preferable, and from the viewpoint of suppressing off-flavors and improving moisture absorption resistance, 1.1 or less is preferable. Preferably, it is 0.80 or less, more preferably 0.70 or less, still more preferably 0.65 or less, and even more preferably 0.64 or less. The range of the mass ratio [(B) / (A)] is preferably 0.060 to 1.1, more preferably 0.07 to 0.80, still more preferably 0.05 to 0.70, and further Preferably it is 0.10-0.70, More preferably, it is 0.10-0.65, Most preferably, it is 0.10-0.64.

The chlorogenic acid-containing composition of the present invention has a mass ratio [(C) / (A)] of the component (A) to the component (C) of 0.0050 to 0.15. Therefore, 0.0055 or more is preferable, 0.0060 or more is more preferable, 0.0069 or more is further preferable, 0.010 or more is further more preferable, 0.020 or more is particularly preferable, suppression of off-flavor, and moisture absorption resistance From the viewpoint of improving the property, it is preferably 0.14 or less, more preferably 0.10 or less, still more preferably 0.080 or less, and particularly preferably 0.062 or less. The range of the mass ratio [(C) / (A)] is preferably 0.0055 to 0.14, more preferably 0.0060 to 0.10, still more preferably 0.0069 to 0.10, and further Preferably it is 0.010-0.10, More preferably, it is 0.020-0.080, Most preferably, it is 0.020-0.062.
In the chlorogenic acid-containing composition of the present invention, the mass ratio [(B) / (A)] is 0.060 to 1.3, and the mass ratio is from the viewpoint of suppressing off-flavors and improving moisture absorption resistance. [(C) / (A)] is preferably 0.010 to 0.10, the mass ratio [(B) / (A)] is 0.07 to 0.80, and the mass ratio is [(C) / (A)] is more preferably 0.020 to 0.080, the mass ratio [(B) / (A)] is 0.10 to 0.70, and the mass The ratio [(C) / (A)] is particularly preferably 0.020 to 0.080. Here, when the said mass ratio [(B) / (A)] and mass ratio [(C) / (A)] are in the said range, content of a component (A) is 20-30 mass%. From the viewpoint of physiological function, the content of the component (B) is preferably from 2.7 to 15.7% by mass from the viewpoint of suppressing off-flavors and astringency and improving moisture absorption resistance.

  Furthermore, the chlorogenic acid-containing composition of the present invention can contain caffeine as the component (D). The component (D) may be derived from the blending component or newly added.

  In the chlorogenic acid-containing composition of the present invention, the content of the component (D) per solid content is preferably 0.0001% by mass or more, more preferably 0.0010% by mass or more, from the viewpoint of promoting basal metabolism, 0.0050% by mass or more is more preferable, 0.010% by mass or more is more preferable, 0.020% by mass or more is more preferable, and from the viewpoints of suppressing off-flavors and astringency and improving moisture absorption, 8 0.0 mass% or less is preferable, 6.1 mass% or less is more preferable, 4.8 mass% or less is further more preferable, and 4.4 mass% or less is especially preferable. The content range of the component (D) per solid content is preferably 0.0001 to 8.0% by mass, more preferably 0.0010 to 8.0% by mass, and still more preferably 0.0050 to 6%. 0.1% by mass, more preferably 0.010 to 4.8% by mass, and still more preferably 0.020 to 4.4% by mass. The content of component (D) can be measured by an analysis method suitable for the state of the measurement sample among the commonly known measurement methods. For example, the analysis method described in the examples below Can be mentioned.

  In the chlorogenic acid-containing composition of the present invention, the mass ratio [(D) / (A)] of the component (A) to the component (D) is preferably 0.00010 or more from the viewpoint of enhancement of basal metabolism. 0.00000 or more is more preferred, 0.00069 or more is more preferred, 0.014 or more is particularly preferred, and 0.40 or less is preferred from the standpoint of suppressing off-flavors and astringency and improving moisture absorption resistance. 32 or less is more preferable, 0.28 or less is more preferable, 0.20 or less is still more preferable, and 0.18 or less is even more preferable. The range of the mass ratio [(D) / (A)] is preferably 0.00010 to 0.40, more preferably 0.00030 to 0.32, still more preferably 0.00069 to 0.20, and more. More preferably, it is 0.00069-0.18, Most preferably, it is 0.014-0.18.

  Although the chlorogenic acid containing composition of this invention can take an appropriate | suitable form, a liquid, a slurry, a semi-solid, a solid etc. can be mentioned, for example. Among these, the chlorogenic acid-containing composition is preferably solid from the viewpoint of antiseptic / antibacterial properties, handling properties, and the like, and examples of the solid include powders, granules, and tablets. In the case of a solid form, the solid content of the chlorogenic acid-containing composition is preferably 85% by mass or more, more preferably 90% by mass or more, and still more preferably 95% by mass or more. In addition, the upper limit of this amount of solid content is not specifically limited, You may be 100 mass%.

  When the chlorogenic acid-containing composition of the present invention is solid, it can contain an acceptable carrier as necessary. For example, excipients (for example, monosaccharides such as glucose, galactose, fructose, disaccharides such as sucrose, lactose, maltose, sugar alcohols such as xylitol and sorbitol, starch degradation products such as dextrin and powder cake); binders (Eg, hydroxypropylmethylcellulose, hydroxypropylcellulose, gelatin, pregelatinized starch, polyvinylpyrrolidone, polyvinyl alcohol, pullulan, methylcellulose, hydrogenated oil, etc.); disintegrants (eg, carmellose, carmellose calcium, croscarmellose sodium, crospovidone) Corn starch, low substituted hydroxypropyl cellulose, etc.); lubricants (eg calcium stearate, magnesium stearate, sucrose fatty acid ester, sodium stearyl fumarate, Flavor, silicon dioxide, etc.); flavoring agents (eg, stevia); oligosaccharides, crystalline cellulose, light anhydrous silicic acid, calcium hydrogen phosphate, extenders, surfactants, dispersants, buffers, antioxidants, Examples include carriers such as preservatives, quality stabilizers, and diluents. The content of the carrier can be appropriately set within a range that does not impair the object of the present invention.

As described above, the chlorogenic acid-containing composition of the present invention is useful as a raw material for producing foods and beverages and supplements, in particular, a raw material for beverages, because it is excellent in moisture absorption resistance and has an unpleasant odor and astringency.
The food / beverage products containing the chlorogenic acid containing composition of this invention can comprise the said characteristic about mass ratio [(B) / (A)] and mass ratio [(C) / (A)].
Although content of the chlorogenic acid containing composition in food / beverage products can be suitably selected with the form of food / beverage products, for example, when food / beverage products are drinks, content of chlorogenic acids in drinks is preferably 0. The amount may be 0.0010 to 2.0% by mass, more preferably 0.0050 to 1.0% by mass, and still more preferably 0.010 to 0.50% by mass. In this case, it is also possible to dilute with water or the like so as to obtain a desired chlorogenic acid content. As water, tap water, distilled water, ion-exchanged water, natural water or the like can be appropriately selected and used. Among these, ion-exchanged water is preferable from the viewpoint of taste. The pH (25 ° C.) of the beverage containing the chlorogenic acid-containing composition is preferably 1 to 7, more preferably 2 to 6.5, and still more preferably 3 to 6.

The beverage can be a packaged beverage. The container is not particularly limited as long as it is a normal packaging container. For example, a molded container mainly composed of polyethylene terephthalate (so-called PET bottle), a metal can, a paper container combined with a metal foil or a plastic film, a bottle, etc. Can be mentioned.
The beverage may be heat sterilized. The heat sterilization method is not particularly limited as long as it conforms to the conditions stipulated by applicable laws and regulations (the food sanitation law in Japan). Examples thereof include a retort sterilization method, a high temperature short time sterilization method (HTST method), and an ultra high temperature sterilization method (UHT method). It is also possible to select the heat sterilization method according to the type of container. For example, if the container can be heat sterilized after filling the container, such as a metal can, retort sterilization is adopted. can do. As for PET bottles and paper containers that cannot be sterilized by retort, aseptic filling, hot-pack filling, etc., in which beverages are heat-sterilized in advance under the same sterilization conditions as described above and sterilized in an aseptic environment Can be adopted.

  Furthermore, for foods and drinks containing a chlorogenic acid-containing composition, an antioxidant, sweetener, acidulant, emulsifier, cocoa powder, amino acid, protein, flavor, pigment, fruit juice extract, fruit piece, fruit powder, if desired One or more additives such as vegetable extracts, herbs, inorganic salts, pH adjusters, quality stabilizers and the like can be contained. In addition, content of these additives can be suitably selected within the range which does not inhibit the objective of this invention.

The chlorogenic acid-containing composition of the present invention can be produced by an appropriate method as long as the above requirements are satisfied for components (A) to (C). For example, the following methods (i) to (iii) can be mentioned.
(I) The chlorogenic acid preparation is subjected to various types of chromatography such as reverse phase chromatography and liquid chromatography to fractionate components (A) to (C), and mass ratio [(B) / (A)] and mass ratio A method of controlling [(C) / (A)] within the above range.
(Ii) A method of mixing two or more chlorogenic acid preparations so that the mass ratio [(B) / (A)] and the mass ratio [(C) / (A)] are within the above ranges.
(Iii) The components (A), (B) and () are added to the chlorogenic acid preparation so that the mass ratio [(B) / (A)] and the mass ratio [(C) / (A)] are within the above ranges. A method of mixing one or more of the reagents of C). In this case, one or more chlorogenic acid preparations may be used.

Examples of chlorogenic acid preparations include extracts from plants containing chlorogenic acids. Examples of plants containing chlorogenic acids include coffee beans, sunflower seeds, unripe apples, Simon leaves, pine cones, pine seed shells, sugar cane, southern leaves, burdock, eggplant skin, ume Fruit, dandelion, grape plant and the like.
Among these, coffee beans are preferable from the viewpoint of chlorogenic acid content.
Examples of the bean species of coffee beans include arabica species, Robusta species, revelica species, and Arabsta species. Examples of the coffee bean producing area include Brazil, Colombia, Tanzania, Mocha, Kilimanjaro, Mandelin, Blue Mountain, Guatemala, Vietnam, Indonesia, and the like. In the present invention, two or more kinds of coffee beans having different bean types and production areas can be mixed and used.
The coffee beans may be unroasted green coffee beans or roasted coffee beans, and the roasting degree of the roasted coffee beans can be appropriately selected. There is no limitation in particular as a roasting method, A well-known method is employable. The green coffee beans and roasted coffee beans may be decaffeinated. For the decaffeination treatment, for example, a known method such as a water method, a supercritical carbon dioxide extraction method, or an organic solvent extraction method can be employed.
The coffee beans used for extraction may be unground or crushed. The extraction method is not particularly limited, and known methods such as a boiling type, an espresso type, a siphon type, a drip type (paper, flannel, etc.), a column type, etc. can be adopted, and the extraction conditions are appropriately determined depending on the extraction method. You can choose.

Moreover, the chlorogenic acid containing composition which satisfy | fills the said requirements about component (A)-(C) can be obtained by carrying out the multistage extraction of the roasted coffee beans of fine roasting at 100-160 degreeC. As used herein, “finely roasted” refers to roasted coffee beans having an L value of 45 to 60, and “L value” refers to black having an L value of 0 and white having an L value of 100. The brightness of roasted coffee beans was measured with a color difference meter. There is no particular limitation on the roasting method, and a known method can be adopted, and the roasting conditions can be appropriately selected so that roasted coffee beans having a desired L value can be obtained. In addition, the bean seed | species and production center of fine roasted coffee beans are not specifically limited, 1 type or 2 types or more of the coffee beans mentioned above can be selected suitably. The finely roasted coffee beans used for extraction may be unground, crushed, or decaffeinated.

  The L value of the finely roasted coffee beans is preferably 46 or more, more preferably 47 or more, still more preferably 48 or more, and preferably 58 or less, from the viewpoint of suppressing off-flavors and astringency, and improving moisture absorption resistance. 55 or less is more preferable, and 53 or less is more preferable. The range of the L value is preferably 46 to 58, more preferably 47 to 55, and still more preferably 48 to 53. In addition, this inventor has a correlation with mass ratio [(C) / (A)], and L value of roasted coffee beans is predetermined | prescribed using roasted coffee beans whose L value is 45-60. It has been found that the mass ratio [(C) / (A)] can be controlled within the above range by performing multistage extraction at a temperature. The raw coffee beans contain almost no arabinose, and the mass ratio [(C) / (A)] is substantially zero.

  The extraction method employs multistage extraction. In this specification, “multistage extraction” refers to an extraction method using an apparatus in which a plurality of independent extraction towers are connected in series by piping. More specifically, the roasted coffee beans are respectively added to a plurality of independent extraction towers, the extraction solvent is supplied to the first stage extraction tower, and the coffee extract is discharged from the extraction tower. Is an extraction method in which the operation of supplying to the extraction tower at the next stage is repeated, and the coffee extract discharged from the extraction tower at the final stage is recovered. The extraction may be performed under normal pressure or under pressure. The extraction conditions can be selected as appropriate.

  Examples of the extraction solvent include water-based solvents such as water, an aqueous alcohol solution, milk, and carbonated water. Among these, water is preferable from the viewpoint of flavor. As water, for example, tap water, distilled water, ion-exchanged water, natural water and the like can be appropriately selected and used. Among these, ion exchange water is preferable. The pH (20 ° C.) of the extraction solvent is usually 4 to 10, and 5 to 7 is preferable from the viewpoint of flavor.

  In the case of an aqueous solvent, for example, the temperature of the extraction solvent is preferably 110 ° C. or higher, more preferably 120 ° C. or higher, further preferably 130 ° C. or higher, more preferably 155 ° C. or lower, and further preferably 150 ° C. or lower. The temperature range of the extraction solvent is preferably 110 to 155 ° C, more preferably 120 to 155 ° C, and still more preferably 130 to 150 ° C. In addition, what is necessary is just to pressurize the inside of an extraction system more than the saturated vapor pressure of the solvent in desired temperature, when processing at the temperature exceeding 100 degreeC.

  The extraction magnification (the mass of the extraction solvent / the mass of the coffee beans) is preferably 1 or more, more preferably 2 or more, further preferably 3 or more, preferably 20 or less, more preferably 15 or less, and still more preferably 10 or less. The range of such extraction magnification is preferably 1 to 20, more preferably 2 to 15, and further preferably 3 to 10.

  Thus, the chlorogenic acid-containing composition of the present invention can be produced, but the obtained chlorogenic acid-containing composition may be used as it is, or may be concentrated or dried. Examples of the concentration method include a normal pressure concentration method in which the solvent is evaporated at normal pressure, a vacuum concentration method in which the solvent is evaporated in a reduced pressure, and a membrane concentration method in which the solvent is removed by membrane separation. Moreover, as a drying method, well-known methods, such as spray drying, drum drying, freeze-drying, are employable, for example. Thus, the chlorogenic acid-containing composition of the present invention can be in various forms such as a liquid, a slurry, a semi-solid, and a solid.

  In relation to the above embodiment, the present invention further discloses the following chlorogenic acid-containing composition or method.

<1a1>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.060 to 1.3, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is a chlorogenic acid-containing composition of 0.010 to 0.10.

<1a2>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.070 to 0.80, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is a chlorogenic acid containing composition which is 0.020-0.080.

<1a3>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.10 to 0.70, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is a chlorogenic acid containing composition which is 0.020-0.080.

<2a>
The chlorogenic acid-containing composition according to any one of <1a1> to <1a3>, wherein the content of the component (A) per solid content is preferably 20 to 30% by mass.
<3a>
The chlorogenic acid-containing composition according to any one of <1a1> to <1a3> and <2a>, wherein the content of the component (B) per solid content is preferably 2.70 to 15.7% by mass. object.
<4a>
The content of the component (C) per solid content is preferably 0.20 to 1.5% by mass, as described in any one of <1a1> to <1a3>, <2a>, and <3a> A chlorogenic acid-containing composition.
<5a>
Preferably, the component (D) contains caffeine, and the content of the component (D) per solid content is preferably 0.0001 to 4.4% by mass, <1a1> to <1a3> and <1a3> The chlorogenic acid-containing composition according to any one of 2a> to <4a>.
<6a>
The chlorogenic acid-containing composition according to <5a>, wherein the mass ratio [(D) / (A)] of the component (A) to the component (D) is preferably 0.0001 to 0.18.
<7a>
The component (A) is preferably one or more selected from 3-caffeoylquinic acid, 4-caffeoylquinic acid, 5-caffeoylquinic acid, 3-ferlaquinic acid, 4-ferlaquinic acid and 5-ferlaquinic acid The chlorogenic acid-containing composition according to any one of <1a1> to <1a3> and <2a> to <6a>, which is two or more, and more preferably all six.

<1b1>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) to the component (B) is set to 0.060 to 1.3, and the mass ratio of the component (A) to the component (C) [(C) / (A)] is adjusted to 0.010 to 0.10, respectively, a method for improving the hygroscopic resistance of a chlorogenic acid-containing composition, or a method for suppressing off-flavors or astringency.

<1b2>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) to the component (B) is set to 0.070 to 0.80, and the mass ratio of the component (A) to the component (C) [(C) / (A)] is adjusted to 0.020 to 0.080, respectively, for improving the moisture absorption resistance of the chlorogenic acid-containing composition, or for suppressing off-flavors or astringency.

<1b3>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) to the component (B) is set to 0.10 to 0.70, and the mass ratio of the component (A) to the component (C) [(C) / (A)] is adjusted to 0.020 to 0.080, respectively, for improving the moisture absorption resistance of the chlorogenic acid-containing composition, or for suppressing off-flavors or astringency.

<2b>
The method according to any one of <1b1> to <1b3>, wherein the content of the component (A) per solid content is preferably 20 to 30% by mass.
<3b>
The method according to any one of <1b1> to <1b3> and <2b>, wherein the content of the component (B) per solid content is preferably 2.70 to 15.7% by mass.
<4b>
The method according to any one of <1b1> to <1b3>, <2b>, and <3b>, wherein the content of the component (C) per solid content is preferably 0.20 to 1.5% by mass. .
<5b>
Preferably, caffeine is contained as component (D), and the content of component (D) per solid content is preferably 0.0001 to 4.4% by mass, <1b1> to <1b3> and <1b3> The method according to any one of 2b> to <4b>.
<6b>
The method according to <5b>, wherein the mass ratio [(D) / (A)] of the component (A) to the component (D) is preferably adjusted to 0.0001 to 0.18.
<7b>
The component (A) is preferably one or more selected from 3-caffeoylquinic acid, 4-caffeoylquinic acid, 5-caffeoylquinic acid, 3-ferlaquinic acid, 4-ferlaquinic acid and 5-ferlaquinic acid The method according to any one of <1b1> to <1b3> and <2b> to <6b>, which is two or more, and more preferably all six.

<1c>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.060 to 1.3, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is a chlorogenic acid containing composition which is 0.0050-0.15.

<2c>
Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) to the component (B) is set to 0.060 to 1.3, and the mass ratio of the component (A) to the component (C) [(C) / (A)] is adjusted to 0.0050 to 0.15, respectively, a method for improving the hygroscopicity of a chlorogenic acid-containing composition, or a method for suppressing off-flavors or astringency.

<3c>
The component (A) is preferably one or more selected from 3-caffeoylquinic acid, 4-caffeoylquinic acid, 5-caffeoylquinic acid, 3-ferlaquinic acid, 4-ferlaquinic acid and 5-ferlaquinic acid The chlorogenic acid-containing composition according to <1c>, or the method for improving moisture absorption of the chlorogenic acid-containing composition according to <2c>, which is two or more, and more preferably all six, Astringency control method (hereinafter, a chlorogenic acid-containing composition or a method for improving the hygroscopicity of a chlorogenic acid-containing composition, or a method for suppressing malodor or astringency is referred to as a “chlorogenic acid-containing composition”).
<4c>
The content of component (A) per solid content is preferably 8% by mass or more, more preferably 10% by mass or more, still more preferably 13% by mass or more, still more preferably 20% by mass or more, and even more preferably 21% by mass. % Or more, preferably 40% by mass or less, more preferably 35% by mass or less, still more preferably 33% by mass or less, still more preferably 30% by mass or less, and even more preferably 29% by mass or less. The chlorogenic acid-containing composition according to any one of 1c> to <3c>.
<5c>
The content of the component (A) per solid content is preferably 8 to 40% by mass, more preferably 10 to 35% by mass, still more preferably 13 to 33% by mass, still more preferably 13 to 30% by mass, and still more preferably. Is a chlorogenic acid-containing composition according to any one of <1c> to <4c> above, which is 13 to 29% by mass, more preferably 20 to 29% by mass, and even more preferably 21 to 29% by mass.
<6c>
The content of the component (B) per solid content is preferably 1.0% by mass or more, more preferably 1.7% by mass or more, still more preferably 2.0% by mass or more, and even more preferably 2.7% by mass. % Or more, particularly preferably 2.71% by weight or more, preferably 30% by weight or less, more preferably 25% by weight or less, still more preferably 20% by weight or less, still more preferably 18% by weight or less, and still more preferably. Is a chlorogenic acid-containing composition according to any one of <1c> to <5c>, which is 16% by mass or less, particularly preferably 15.7% by mass or less.
<7c>
The content of the component (B) per solid content is preferably 1.0 to 30% by mass, more preferably 1.0 to 25% by mass, still more preferably 1.0 to 20% by mass, and still more preferably 1. 7 to 18% by mass, more preferably 2.0 to 16% by mass, still more preferably 2.7 to 16% by mass, and even more preferably 2.71 to 15.7% by mass, <1c> to <6c> The chlorogenic acid-containing composition according to any one of
<8c>
The content of the component (C) per solid content is preferably 0.030% by mass or more, more preferably 0.10% by mass or more, further preferably 0.16% by mass or more, and further preferably 0.20% by mass. More preferably, it is 0.30% by mass or more, particularly preferably 0.50% by mass or more, preferably 3.5% by mass or less, more preferably 2.5% by mass or less, still more preferably 2%. The chlorogenic acid-containing composition or the like according to any one of <1c> to <7c>, which is 0.0% by mass or less, and particularly preferably 1.5% by mass or less.
<9c>
The content of the component (C) per solid content is preferably 0.030 to 3.5% by mass, more preferably 0.10 to 2.5% by mass, and still more preferably 0.16 to 2.0% by mass. More preferably, 0.20 to 2.5% by mass, still more preferably 0.30 to 2.5% by mass, still more preferably 0.50 to 2.0% by mass, and even more preferably 0.50 to 1.% by mass. The chlorogenic acid-containing composition according to any one of <1c> to <8c>, which is 5% by mass.
<10c>
The mass ratio [(B) / (A)] of the component (A) and the component (B) is preferably 0.07 or more, more preferably 0.08 or more, still more preferably 0.10 or more, <1c> to <9c>, preferably 1.1 or less, more preferably 0.80 or less, still more preferably 0.70 or less, even more preferably 0.65 or less, and even more preferably 0.64 or less. Or a chlorogenic acid-containing composition according to any one of the above.

<11c>
The mass ratio [(B) / (A)] of the component (A) to the component (B) is preferably 0.060 to 1.1, more preferably 0.07 to 0.80, still more preferably 0.8. <1c> to <10c>, which are from 05 to 0.70, more preferably from 0.10 to 0.70, still more preferably from 0.10 to 0.65, and even more preferably from 0.10 to 0.64. Or a chlorogenic acid-containing composition according to any one of the above.
<12c>
The mass ratio [(C) / (A)] of component (A) to component (C) is preferably 0.0055 or more, more preferably 0.0060 or more, still more preferably 0.0069 or more, and still more preferably Is 0.010 or more, particularly preferably 0.020 or more, preferably 0.14 or less, more preferably 0.10 or less, still more preferably 0.080 or less, and even more preferably 0.062 or less. The chlorogenic acid-containing composition according to any one of <1c> to <11c>.
<13c>
The mass ratio [(C) / (A)] of the component (A) to the component (C) is preferably 0.0055 to 0.14, more preferably 0.0060 to 0.10, still more preferably 0.00. <1c> to <12c>, which are from 0069 to 0.10, more preferably from 0.010 to 0.10, even more preferably from 0.020 to 0.080, and even more preferably from 0.020 to 0.062. Or a chlorogenic acid-containing composition according to any one of the above.
<14c>
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.060 to 1.3, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is a chlorogenic acid-containing composition according to any one of the above <1c> to <9c>, etc.
<15c>
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.070 to 0.80, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is 0.020 to 0.080, the chlorogenic acid-containing composition according to any one of <1c> to <9c> and the like.
<16c>
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.10 to 0.70, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is 0.020 to 0.080, the chlorogenic acid-containing composition according to any one of <1c> to <9c> and the like.
<17c>
The chlorogenic acid-containing composition or the like according to any one of <1c> to <16c>, which preferably contains caffeine as the component (D).
<18c>
The content of the component (D) per solid content is preferably 0.0001% by mass or more, more preferably 0.0010% by mass or more, further preferably 0.0050% by mass or more, and still more preferably 0.010% by mass. % Or more, particularly preferably 0.020% by weight or more, preferably 8.0% by weight or less, more preferably 6.1% by weight or less, still more preferably 4.8% by weight or less, and still more preferably 4.% by weight or less. The chlorogenic acid-containing composition according to <17c>, which is 4% by mass or less.
<19c>
The content of the component (D) per solid content is preferably 0.0001 to 8.0% by mass, more preferably 0.0010 to 8.0% by mass, and still more preferably 0.0050 to 6.1% by mass. The chlorogenic acid-containing composition or the like according to <17c> or <18c>, more preferably 0.010 to 4.8% by mass, and still more preferably 0.020 to 4.4% by mass.
<20c>
The mass ratio [(D) / (A)] of component (A) to component (D) is preferably 0.00010 or more, more preferably 0.00030 or more, still more preferably 0.00069 or more, and even more preferably. Is 0.014 or more, preferably 0.40 or less, more preferably 0.32 or less, further preferably 0.28 or less, still more preferably 0.20 or less, and even more preferably 0.18 or less. The chlorogenic acid-containing composition according to any one of <17c> to <19c>, and the like.

<21c>
The mass ratio [(D) / (A)] of the component (A) to the component (D) is preferably 0.00010 to 0.40, more preferably 0.00030 to 0.32, and still more preferably 0.0. The composition containing chlorogenic acids according to any one of the above <17c> to <20c>, which is 7069 to 0.20, more preferably 0.00069 to 0.18, and particularly preferably 0.014 to 0.18. Things.
<22c>
Preferably, the component (D) contains caffeine, and the mass ratio [(D) / (A)] of the component (A) and the component (D) is preferably 0.014 to 0.18, The chlorogenic acid-containing composition according to any one of <14c> to <16c>.

1. Analysis of chlorogenic acids and caffeine The analytical instrument used was HPLC. The model numbers of the constituent units of the apparatus are as follows.
・ UV-VIS detector: L-2420 (Hitachi High-Technologies Corporation)
-Column oven: L-2300 (Hitachi High-Technologies Corporation)
・ Pump: L-2130 (Hitachi High-Technologies Corporation)
・ Autosampler: L-2200 (Hitachi High-Technologies Corporation)
Column: Cadenza CD-C18 inner diameter 4.6 mm × length 150 mm, particle diameter 3 μm (Intact Corporation)

The analysis conditions are as follows.
Sample injection volume: 10 μL
・ Flow rate: 1.0 mL / min
UV-VIS detector setting wavelength: 325 nm (chlorogenic acids), 270 nm (caffeine)
-Column oven set temperature: 35 ° C
Eluent A: A solution in which acetonitrile is diluted with water to have an acetonitrile concentration of 5 (V / V)%, which is 0.05 M acetic acid, 0.1 mM 1-hydroxyethane-1,1-diphosphonic acid, and Solution / Eluent B: acetonitrile containing 10 mM sodium acetate

Concentration gradient condition (volume%)
Time Eluent A Eluent B
0.0 minutes 100% 0%
10.0 minutes 100% 0%
15.0 minutes 95% 5%
20.0 minutes 95% 5%
22.0 minutes 92% 8%
50.0 minutes 92% 8%
52.0 minutes 10% 90%
60.0 minutes 10% 90%
60.1 minutes 100% 0%
70.0 minutes 100% 0%

(1) Retention time of chlorogenic acids-Monocaffeoylquinic acid: 5.3 min, 8.8 min, 11.6 min total 3 points-Ferlaquinic acid: 13.0 min, 19.9 min, 21.0 min total 3 points here The content (mass%) of chlorogenic acids was determined from the area% determined in step 5 using 5-CQA as a standard substance.

(2) Caffeine retention time-Caffeine: 19.1 min
The content (mass%) of caffeine was determined from the area% determined here using the reagent caffeine as a standard substance.

2. Analysis of arabinogalactan, arabinose and galactose First, the contents of arabinose and galactose in the sample were analyzed by the method described in (1) below, then the sample was hydrolyzed, and arabinose in the sample after hydrolysis The galactose content was analyzed by the method described in (2) below, and the arabinogalactan content was calculated by the method described in (3) below.

(1) Analysis of free arabinose and free galactose in a sample Water was added to the sample to prepare a 1 mL / mL solution, and 180 μL of the sample solution was collected. Next, 20 μL of 20% sulfosalicylic acid was added to the sample solution, stirred, filtered through a filter, and subjected to high performance liquid chromatographic analysis.

(2) Analysis of arabinose and galactose in the sample after hydrolysis 2 mg of a sample was collected, 200 μL of 6M trifluoroacetic acid was added, and the mixture was stirred at 120 ° C. for 2 hours. Next, the sample was dried under reduced pressure, dissolved in 200 μL of water, and filtered through a filter. Next, the filtrate was diluted 10-fold with water, further diluted 100-fold, and then subjected to high performance liquid chromatography analysis.

The analysis conditions are as follows.
・ HPLC system: LC-20A system (manufactured by Shimadzu Corporation)
・ Detector: Spectrofluorometer RF-10AXL (manufactured by Shimadzu Corporation)
・ Column: TSK-gel Sugar AXG 4.6 mm ID x 15 cm (manufactured by Tosoh Corporation)
・ Column temperature: 70 ℃
-Mobile phase: 0.5 mol / L potassium borate buffer, pH 8.7
・ Mobile phase flow rate: 0.4 mL / min
・ Post-column labeling: Reaction reagent: Solution containing 1 w / v% arginine and 3 w / v% boric acid
Reaction reagent flow rate: 0.5 mL / min
Reaction temperature: 150 ° C
・ Detection wavelength: Ex.320 nm Em.430 nm
・ Injection volume: 50μL

(3) Calculation of content of arabinogalactan Content (% by mass) of arabinogalactan = XY
[In the formula, X represents the total content (mass%) of arabinose and galactose in the sample after hydrolysis, and Y represents the total content (mass%) of arabinose and galactose in the sample. ]

3. Measurement of L value of coffee beans A sample was measured using a color difference meter (Spectrophotometer SE2000 manufactured by Nippon Denshoku Co., Ltd.).

4). Sensory evaluation 1
Coffee beverages and barley tea beverages were prepared using each powdery chlorogenic acid-containing composition, and four specialist panels conducted drinking tests on the off-flavors of each beverage. The drinking test was conducted for each beverage after each panelist agreed to the following evaluation criteria. After that, four expert panels decided the final score by consultation. In the present specification, “unpleasant odor” refers to a blue odor derived from coffee beans.

(1) Preparation of Coffee Beverage 300 mg of each powdery chlorogenic acid-containing composition was added to 2 g of commercially available instant coffee (Excella, Nestlé) and dissolved in 140 g of hot water to prepare a coffee beverage. And according to the following reference | standard, evaluation (N = 4) was implemented compared with the coffee drink which melt | dissolved 2g of commercially available instant coffee (the Excella, Nestle company) in the hot water 140g.
(2) Preparation of Barley Tea Beverage 300 mg of each powdered chlorogenic acid-containing composition was added to 0.8 g of commercially available powdered barley tea (Sarasara Barley Tea, manufactured by ITO EN) and dissolved in 100 g of hot water to prepare a barley tea beverage. . And according to the following reference | standard, evaluation (N = 4) was implemented compared with the barley tea drink which melt | dissolved 0.8 g of commercially available powdered barley teas (sara Sara barley tea, made by ITO EN) in 100 g of hot water.

(3) Evaluation criteria for off-flavors The strength of off-flavors of coffee beverages and barley tea beverages prepared from the chlorogenic acid-containing composition of Example 5 was evaluated as "no off-flavors equivalent to comparative beverages". The strength of the off-flavor of the barley tea beverage prepared from the acid-containing composition was evaluated as “feeling a slightly different odor than the comparative beverage”, and the strength of the off-flavor of the barley tea beverage prepared from the chlorogenic acid-containing composition of Comparative Example 1 was “ "I feel a strong odor stronger than the comparative beverage." Specifically, the evaluation criteria for “offensive odor” are as follows.
5: Even if blended with coffee drinks and barley tea drinks, there is no off-flavor as much as the comparative drinks 4: Coffee drinks do not have any off-flavors as much as the comparative drinks, but barley tea drinks have a slightly off-flavor than the comparative drinks 3: Coffee drinks have no off-flavors as much as comparative drinks, but barley tea drinks have a slightly different smell than comparative drinks 2: Coffee drinks have no off-flavors as much as comparative drinks, but barley tea drinks have no off-flavors Feeling off-flavor 1: Coffee drinks have no off-flavor as much as comparative drinks, but barley tea drinks feel off-flavors stronger than comparative drinks

5. Sensory evaluation 2
Using each chlorogenic acid-containing composition in powder form, a beverage was prepared by dissolving in hot water so that the amount of chlorogenic acid would be 300 mg / 100 mL, and four expert panels conducted a drinking test on the astringency of each beverage. . The drinking test was conducted for each beverage after each panelist agreed to the following evaluation criteria (N = 4). After that, four expert panels decided the final score by consultation.

Evaluation criteria of astringency The astringency of the beverage prepared from the chlorogenic acid-containing composition of Example 5 was rated as “5”, and the astringency of the beverage prepared from the chlorogenic acid-containing composition of Example 4 Is rated as “3”, and the astringency of the beverage prepared from the chlorogenic acid-containing composition of Comparative Example 1 is evaluated as “1”. Specific evaluation criteria are as follows.
5: No astringency (equivalent to or higher than Example 5)
4: There is almost no astringency (it is excellent compared with Example 4, but inferior compared with Example 5).
3: Slight astringency (equivalent to Example 4)
2: There is astringency (it is superior to Comparative Example 1 but inferior to Example 4)
1: Strong astringency (equivalent to or lower than that of Comparative Example 1)

6). Evaluation of moisture absorption resistance Each powdery chlorogenic acid-containing composition is stored in an environment variable room at 37 ° C. and RH 60% for 12 hours, and the appearance of the powder after 12 hours is visually observed. It was evaluated with.

Evaluation criteria of hygroscopicity The appearance of the chlorogenic acid-containing composition of Example 5 was rated as “5”, the appearance of the chlorogenic acid-containing composition of Example 4 was rated as “3”, and the chlorogenic acid-containing composition of Comparative Example 1 Is evaluated with a score of “1”. Specific evaluation criteria are as follows.
5: No change in appearance before storage (equivalent to or higher than Example 5)
4: Slightly granular (excellent compared to Example 4 but inferior to Example 5)
3: Slightly agglomerates (same as Example 4)
2: A part of the surface is solidified (compared to Comparative Example 1 but inferior to Example 4).
1: The surface is solidified as a whole (equivalent to or lower than that of Comparative Example 1).

Production Example 1
Production of Chlorogenic Acids Formulation A 400 g of fresh coffee beans (origin: Vietnam) were dropped into a drip extractor. 0.250 L of bottom hot water was applied to the lower part of the drip extractor. Next, after supplying 1.02 L of hot water at 85 ° C. by shower from the top of the drip extractor, the state was maintained for 10 minutes. After holding, hot water at 85 ° C. was supplied by showering, and the drawing was performed from the lower part of the drip extractor at a rate of 12.5 g / 10 seconds. The collected liquid was stopped when the collected volume reached 2.4 L, and this collected liquid was used as an extract. The obtained extract was dried using a spray dryer to obtain a powdered chlorogenic acid preparation A. The chlorogenic acid preparation A had a chlorogenic acid content of 26% by mass.

Production Example 2
Production of Chlorogenic Acids Formulation B: L29 roasted coffee beans (production area: Vietnam) are crushed so that six cylindrical extraction towers (inner diameter 160 mm × height 660 mm) have a filling amount of 4.2 kg per tower. Filled. Next, 150 ° C. hot water was fed from the lower part to the upper part of the first extraction tower. Next, the coffee extract discharged from the upper part of the first extraction tower was fed from the lower part of the second extraction tower to the upper part. This operation was repeated for the third and subsequent extraction towers, and the coffee extract discharged from the top of the sixth extraction tower was quickly cooled and recovered. All extractions were performed at a flow rate of 20 mL / min under a pressure of 0.3 MPa. The obtained extract was concentrated by heating under reduced pressure at 30 torr and 50 ° C. using a rotary evaporator (N-1100V type, manufactured by Tokyo Science Instrument Co., Ltd.) to obtain a concentrated composition of Brix10. Subsequently, after adding 100 g of activated carbon (Shirakaba WH2C LSS, manufactured by Nippon Envirochemicals) to a cylindrical column (inner diameter 72 mm × height 100 mm) and sterilizing at 80 ° C. for 10 minutes, 2.0 kg of the concentrated composition of Brix 10 was added. The liquid was fed at 25 ° C. and a flow rate of 64.0 mL / min, and 2.4 kg of activated carbon treatment liquid was obtained as a final liquid collection amount from the column outlet. The obtained treatment liquid was dried using a spray dryer to obtain a powdered chlorogenic acid preparation B. The chlorogenic acid preparation B had a chlorogenic acid content of 10% by mass.

Production Example 3
Production of Chlorogenic Acids Formulation C The roasted coffee beans of L50 were filled into five cylindrical extraction towers (inner diameter 40 mm × height 345 mm) so that the filling amount per tower was 120 g. Next, 150 ° C. hot water was fed from the lower part to the upper part of the first extraction tower. Next, the coffee extract discharged from the upper part of the first extraction tower was fed from the lower part of the second extraction tower to the upper part. This operation was repeated for the third and subsequent extraction towers, and 0.66 kg of the coffee extract discharged from the upper part of the sixth extraction tower was quickly cooled and recovered. All extractions were performed at a flow rate of 20 mL / min under a pressure of 0.3 MPa. The obtained extract was dried using a spray dryer to obtain a powdered chlorogenic acid preparation C. The chlorogenic acid preparation C had a content of chlorogenic acids of 27% by mass.

Production Example 4
Production of Chlorogenic Acid Formulation D The roasted coffee beans of L50 were filled into five cylindrical extraction towers (inner diameter 40 mm × height 345 mm) so that the filling amount per tower was 120 g. Next, 150 ° C. hot water was fed from the lower part to the upper part of the first extraction tower. Next, the coffee extract discharged from the upper part of the first extraction tower was fed from the lower part of the second extraction tower to the upper part. This operation was repeated for the third and subsequent extraction towers, and the coffee extract discharged from the top of the sixth extraction tower was quickly cooled and recovered. All extractions were performed at a flow rate of 20 mL / min under a pressure of 0.3 MPa. Subsequently, activated carbon (Shirakaba W) was placed on a cylindrical column (inner diameter 72 mm × height 100 mm).
40 g of H2C LSS (manufactured by Nippon Envirochemicals) was added and sterilized at 80 ° C. for 10 minutes, and then 2.00 kg of the above extract was fed at 25 ° C. and a flow rate of 5.5 mL / min. As a liquid volume, 2.00 kg of activated carbon treatment liquid was obtained. The obtained activated carbon treatment liquid was dried using a spray dryer to obtain a powdered chlorogenic acid preparation D. The chlorogenic acid preparation D had a content of chlorogenic acids of 28% by mass.

Production Example 5
Production of Chlorogenic Acids Formulation E Fresh decaffeinated coffee beans (source: Vietnam) were roasted to L45. Next, the obtained roasted coffee beans were filled into six cylindrical extraction towers (inner diameter 40 mm × height 320 mm) so that the filling amount per tower was 120 g. Next, 150 ° C. hot water was fed from the upper part to the lower part of the first extraction tower. Next, the coffee extract discharged from the lower part of the first extraction tower was fed from the upper part of the second extraction tower to the lower part. This operation was repeated for the third and subsequent extraction towers, and 0.66 kg of the coffee extract discharged from the lower part of the sixth extraction tower was quickly cooled and recovered. All extractions were performed under a pressure of 0.5 MPa and at a flow rate of 20 mL / min. The obtained extract was dried using a spray dryer to obtain a powdered chlorogenic acid preparation E. The chlorogenic acid preparation E had a chlorogenic acid content of 21% by mass.

Production Example 6
Production of Chlorogenic Acids Formulation F Decaffeinated green coffee beans (origin: Vietnam) were roasted to L45. Next, the obtained roasted coffee beans were filled into six cylindrical extraction towers (inner diameter 40 mm × height 320 mm) so that the filling amount per tower was 120 g. Subsequently, 130 degreeC hot water was sent from the upper part of the 1st extraction tower to the lower part. Next, the coffee extract discharged from the lower part of the first extraction tower was fed from the upper part of the second extraction tower to the lower part. This operation was repeated for the third and subsequent extraction towers, and 0.66 kg of the coffee extract discharged from the lower part of the sixth extraction tower was quickly cooled and recovered. All extractions were performed under a pressure of 0.5 MPa and at a flow rate of 20 mL / min. Subsequently, 14 g of activated carbon (WG, manufactured by Osaka Gas Chemical) was added to a cylindrical column (inner diameter 23 mm × height 80 mm), sterilized at 80 ° C. for 10 minutes, and then 0.5 kg of the above extract was added at 25 ° C., flow rate 1 The solution was fed at 35 mL / min, and 0.5 kg of activated carbon treatment liquid was obtained from the column outlet as the final liquid collection amount. The obtained activated carbon treatment liquid was dried using a spray dryer to obtain a powdered chlorogenic acid preparation F. The chlorogenic acid preparation F had a chlorogenic acid content of 29% by mass.

Production Example 7
Production of Chlorogenic Acid Formulation G A powdered chlorogenic acid formulation G was obtained in the same manner as in Production Example 1, except that L50 roasted coffee beans were used instead of green coffee beans in Production Example 1. The chlorogenic acid preparation G had a content of chlorogenic acids of 27% by mass.

Production Example 8
Production of Chlorogenic Acid Formulation H In Production Example 3, except that hot water at 130 ° C. was used instead of hot water at 150 ° C., and that fresh coffee beans were used instead of roasted coffee beans at L50 A powdery chlorogenic acid preparation H was obtained by the same operation as in Production Example 3. The chlorogenic acid preparation H had a chlorogenic acid content of 25% by mass.

Examples 1-8 and Comparative Examples 1-4
Each component shown in Table 1 was mixed to produce a chlorogenic acid-containing composition. The obtained chlorogenic acid-containing composition was analyzed and evaluated. The results are shown in Table 1.

Examples 9-22 and Comparative Examples 5-11
Each component shown in Table 2 was mixed to produce a chlorogenic acid-containing composition. The obtained chlorogenic acid-containing composition was analyzed and evaluated. The results are shown in Table 2.

  From Tables 1 and 2, by controlling each mass ratio of (B) arabinogalacta / (A) chlorogenic acids and (C) arabinose / (A) chlorogenic acids within a specific range, it is excellent in moisture absorption resistance, And it turns out that the chlorogenic acid containing composition which is hard to impair the original flavor of food-drinks is obtained.

Claims (7)

Next components (A) to (C)
(A) chlorogenic acids (B) arabinogalactan, and (C) arabinose,
The mass ratio [(B) / (A)] of the component (A) and the component (B) is 0.060 to 1.3, and the mass ratio of the component (A) and the component (C) [(C ) / (A)] is 0.0050 to 0.15,
A chlorogenic acid-containing composition.   The chlorogenic acid-containing composition according to claim 1, wherein the content of the component (A) per solid content is 8 to 40% by mass.   The chlorogenic acid-containing composition according to claim 1 or 2, wherein the content of the component (B) per solid content is 1.0 to 30% by mass.   The chlorogenic acid-containing composition according to any one of claims 1 to 3, wherein the content of the component (C) per solid content is 0.030 to 3.5 mass%.   The chlorogenic acids according to any one of claims 1 to 4, which contains caffeine as the component (D), and the content of the component (D) per solid content is 0.0001 to 8.0% by mass. Containing composition.   Caffeine is contained as a component (D), and mass ratio [(D) / (A)] of a component (A) and a component (D) is 0.00010-0.40. The chlorogenic acid containing composition of any one of Claims 1.   The chlorogenic acid-containing composition according to any one of claims 1 to 6, wherein the raw material is roasted coffee beans having an L value of 45 to 60.