WO2010124936A1 - Food or beverage composition comprising unroasted coffee solids - Google Patents

Food or beverage composition comprising unroasted coffee solids Download PDF

Info

Publication number
WO2010124936A1
WO2010124936A1 PCT/EP2010/054941 EP2010054941W WO2010124936A1 WO 2010124936 A1 WO2010124936 A1 WO 2010124936A1 EP 2010054941 W EP2010054941 W EP 2010054941W WO 2010124936 A1 WO2010124936 A1 WO 2010124936A1
Authority
WO
WIPO (PCT)
Prior art keywords
beverage
coffee
product
food
coffee solids
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2010/054941
Other languages
French (fr)
Inventor
Christian Milo
François VANDON
Ching-Jung Kuo
Aneela Kamal
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nestec SA
Original Assignee
Nestec SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to CA2777462A priority Critical patent/CA2777462A1/en
Priority to CN2010800227570A priority patent/CN102448316A/en
Priority to EP10713662A priority patent/EP2424381A1/en
Priority to KR1020117028191A priority patent/KR20120012822A/en
Priority to BRPI1015267A priority patent/BRPI1015267A2/en
Priority to US13/266,700 priority patent/US8455019B2/en
Priority to JP2012507666A priority patent/JP2012525126A/en
Priority to RU2011148139/10A priority patent/RU2011148139A/en
Application filed by Nestec SA filed Critical Nestec SA
Priority to MX2011011507A priority patent/MX2011011507A/en
Priority to AU2010243802A priority patent/AU2010243802A1/en
Publication of WO2010124936A1 publication Critical patent/WO2010124936A1/en
Anticipated expiration legal-status Critical
Priority to ZA2011/08700A priority patent/ZA201108700B/en
Priority to US13/897,053 priority patent/US20130251854A1/en
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
    • A23F5/00—Coffee; Coffee substitutes; Preparations thereof
    • A23F5/02—Treating green coffee; Preparations produced thereby
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; PREPARATION THEREOF
    • A23C9/00—Milk preparations; Milk powder or milk powder preparations
    • A23C9/152—Milk preparations; Milk powder or milk powder preparations containing additives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
    • A23F5/00—Coffee; Coffee substitutes; Preparations thereof
    • A23F5/24—Extraction of coffee; Coffee extracts; Making instant coffee
    • A23F5/26—Extraction of water soluble constituents
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
    • A23F5/00—Coffee; Coffee substitutes; Preparations thereof
    • A23F5/24—Extraction of coffee; Coffee extracts; Making instant coffee
    • A23F5/36—Further treatment of dried coffee extract; Preparations produced thereby, e.g. instant coffee
    • A23F5/40—Further treatment of dried coffee extract; Preparations produced thereby, e.g. instant coffee using organic additives, e.g. milk, sugar
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
    • A23F5/00—Coffee; Coffee substitutes; Preparations thereof
    • A23F5/46—Coffee flavour; Coffee oil; Flavouring of coffee or coffee extract
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/38—Other non-alcoholic beverages
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/02—Nutrients, e.g. vitamins, minerals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants

Definitions

  • the present invention relates to a food or beverage composition comprising unroasted coffee solids.
  • Coffee contains antioxidants that are thought to have beneficial effects on the health of human beings or animals consuming it.
  • coffee is consumed as a water extract of roasted coffee beans. It is however known that the amount of antioxidants is reduced by the roasting process, therefore there has been interest in using the green, unroasted coffee beans to increase antioxidant content of coffee products and for use as an ingredient in other food products.
  • the green coffee beans do not have the typical flavour of coffee and consequently extracts of green coffee have only been used in low concentrations in foods and beverages.
  • Coffee beans also comprise arabinogalactans which may have positive health effects such as prebiotic and immuno stimulatory effects and positively influence gut health and digestion in humans and animals.
  • US 2,758,927 discloses extraction of green coffee beans with water, the dried green coffee extract is subsequently subjected to a roasting process to produce the typical roasted coffee aroma.
  • WO 2006/108578 to Nestec SA discloses a process wherein both roasted and green coffee beans are extracted to yield a product high in antioxidant content but with a taste and aroma including the typical aroma of roasted coffee.
  • a food or beverage composition comprising unroasted coffee solids and arabinogalactan has a pleasant refreshing taste and aroma
  • the invention relates to a food or beverage composition comprising at least 0.1% coffee solids and at least 20 milligram of arabinogalactan per gram of coffee solids, wherein at least 80% of said coffee solids are water soluble, and at least 92% of said coffee solids are unroasted coffee solids.
  • Coffee solids according to the invention are any compounds derived from coffee, excluding water. Coffee solids according to the invention are preferably derived from coffee beans.
  • the composition of the invention comprises at least 0.1% (by weight) coffee solids, such as at least 0.2%, 0.3% or at least 0.4% coffee solids.
  • the composition of the invention comprises up to 20% coffee solids, such as up to 10% or up to 5% coffee solids, e.g. between 0.1% and 20%, between 0.2% and 10%, or between 0.2% and 5% coffee solids.
  • the coffee solids of the composition of the invention are preferably water soluble. By water soluble is meant soluble in water at 9O 0 C.
  • at least 80% (by weight) of the coffee solids of the composition of the invention are water soluble, such as at least 90% or at least 95%. Water soluble coffee solids may e.g. be obtained by extraction of coffee beans with water.
  • At least 92% of the coffee solids of the composition of the invention are unroasted coffee solids. In one embodiment at least 95%, such as at least 98%, of the coffee solids of the composition of the invention are unroasted coffee solids. In one embodiment of the invention all the coffee solids of the composition are unroasted coffee solids.
  • unroasted coffee solids are meant coffee solids that have not been subjected to a roasting process. Roasting of coffee solids are normally performed on the raw green coffee beans before grinding and extraction of the beans, but may also be performed on the ground beans or on an extract of soluble coffee solids that has been dried. By roasting is meant a heat treatment of the dry, or almost dry, coffee solids as opposed to e.g. cooking of coffee solids in water, e.g. under pressure.
  • roasting is thus different from the heat treatment in water which may take place during extraction of coffee at elevated temperatures.
  • the purpose of roasting of coffee is usually to develop the specific flavour notes characteristic of roasted coffee.
  • unroasted coffee solids are coffee solids that have not been subjected to heat treatment at a temperature above 100 0 C at a moisture level below 30% (by weight), preferably below 20%.
  • the moisture level is understood as the proportion of water contained in the coffee solids composition, e.g. coffee beans or dried coffee extract, or in a mixture of the coffee solids with water, e.g. a mixture of whole coffee beans with water, a slurry of ground coffee beans in water, or a coffee extract dissolved in water.
  • the coffee solids of the composition of the invention may be obtained by any suitable method.
  • coffee solids originate from extraction of raw, also called green, coffee beans.
  • the green coffee beans may be whole or ground when extracted.
  • the green coffee beans are preferably extracted with water, preferably without addition of any organic solvent.
  • Green coffee beans may be extracted with water in any suitable manner.
  • Methods for water extraction of green and/or roasted coffee beans are well known in the art. E.g. US 5,972,409, which is incorporated herein by reference, discloses suitable methods for extraction of green coffee beans.
  • the proportion of arabinogalactan extracted from the coffee beans increases with temperature.
  • green coffee beans are preferably extracted with water at a temperature above 13O 0 C, such as above 14O 0 C, or above 15O 0 C. Extraction may be performed in one or more stages at different temperatures, e.g. a first stage at less than 12O 0 C and a second stage at above 14O 0 C.
  • Arabinogalactan is a family of polysaccharides (proteoglycans) implicated in plant growth and development.
  • the major part of arabinogalactan consists of polysaccharide, composed mainly of b-(l-3)galactan chains with b-(l-6)-galactosyl side chains terminated primarily with arabinosyl residues.
  • the composition of the invention comprises at least 20 mg of arabinogalactan per g of coffee solids. In one embodiment the composition of the invention comprises at least 40 mg, such as at least 60 mg or at least 80 mg of arabinogalactan per g of coffee solids.
  • the arabinogalactan of the composition of the invention is preferably obtained by extraction of coffee beans.
  • composition of the invention has a pleasant aroma and may have typical notes of coffee.
  • 2-methylpropanal is a compound known for contributing a coffee-like aroma and the inventors have found that 2-methylpropanal is a good marker for this aroma characteristic of the product of the invention.
  • the composition of the invention comprises at least 10 microgram of 2-methylpropanal per gram of coffee solids, such as at least 15 microgram of 2-methylpropanal per gram of coffee solids.
  • Chlorogenic acids are compounds with antioxidant activity.
  • the amount of chlorogenic acids is determined as the sum of the amounts of the chlorogenic acid homologues 3-caffeoylquinic acid (3-CQA), 4- caffeoylquinic acid (4-CQA), 5-caffeoylquinic acid (5-CQA), 3,4 dicaffeoylqunic acid (3,4-diCQA), 3,5-dicaffeoylquinic acid (3,5-diCQA), 4,5-dicaffeoylquinic acid (4,5- diCQA), 4-feruloylquinic acid (4-FQA), and 5-feruloylquinic acid (5-FQA).
  • the chlorogenic acid isomers may be determined by HPLC with UV detection at 320 nm using 5-CQA as external standard to calculate the concentrations.
  • the composition of the invention comprises at least 120 milligram of chlorogenic acids per gram of coffee solids, preferably at least 150 milligram or at least 200 milligram of chlorogenic acids per gram of coffee solids.
  • the composition may e.g. comprise between 120 and 350 milligram of chlorogenic acids per gram of coffee solid, or between 200 and 300 milligram of chlorogenic acids per gram of coffee solid.
  • a food or beverage composition according to the invention may be any food or beverage composition, including pet food composition, meant to be consumed by a human or animal, such as e.g. a beverage, e.g. a coffee beverage, a cocoa or chocolate beverage, a malted beverage, a fruit or juice beverage, a carbonated beverage, a soft drink, or a milk based beverage; a performance nutrition product, e.g. a performance nutrition bar, powder or ready-to-drink beverage; a medical nutrition product; a dairy product, e.g. a milk drink, a yogurt or other fermented dairy product; an ice cream product; a confectionary product, e.g. a chocolate product; a functional food or beverage, e.g. a slimming product, a fat burning product, a product for improving mental performance or preventing mental decline, or a skin improving product.
  • a beverage e.g. a coffee beverage, a cocoa or chocolate beverage, a malted beverage, a fruit or juice
  • a composition of the invention is a beverage.
  • a beverage according to the invention may e.g. be in the form of a powder or liquid concentrate to be mixed with a suitable liquid, e.g. water or milk, before consumption, or a ready-to- drink beverage.
  • a ready-to-drink beverage is meant a beverage in liquid form ready to be consumed without further addition of liquid.
  • a beverage according to the invention may comprise any other suitable ingredients known in the art for producing a beverage, such as e.g. sweeteners, e.g. sugar, such as invert sugar, sucrose, fructose, glucose, or any mixture thereof, natural or artificial sweetener; aromas and flavours, e.g.
  • a beverage of the invention may be carbonated, carbon dioxide may be added by any suitable method known in the art.
  • a beverage comprises up to 10% sucrose or another sweetener in an amount yielding an equal degree of sweetness, more preferably between 2% and 5% sucrose or another sweetener in an amount yielding an equal degree of sweetness.
  • the inventors have found that the refreshing and coffee-like character is best achieved if the level of sweetener is not too high.
  • the optimal level of sweetener may depend on the amount of coffee solids, thus in a preferred embodiment the amount of sweetener is equal to or less than the amount giving a sweetness effect equal to a sucrose level (in percent by weight) of 5 times the amount of coffee solids (in percent by weight) plus 1.
  • the beverage is a liquid concentrate or a ready-to-drink beverage it may be subjected to a heat treatment to increase the shelf life or the product, e.g. by retorting, UHT (Ultra High Temperature) treatment, HTST (High Temperature Short Time) treatment, pasteurisation, or hot fill.
  • a green coffee extract was prepared by extracting whole green coffee beans with water in a two-stage extraction process with a temperature in the first stage of HO 0 C and in the second stage of 18O 0 C, and drying the resulting extract by spray drying.
  • 3 liquid beverage products, Al, A2 and A3 were prepared from this green coffee extract by mixing the ingredients in the table below.
  • a beverage, B, based on roasted coffee was prepared by substituting the green coffee extract of the recipe of product Al of example 1 with a water extract of roasted coffee (NESCAFE®). 129 panellists tasted product Al and B and were asked to rate how refreshing each beverage was on a 7 point scale. Product Al was given an average score of 3.2, whereas product B scored 2.8 on average. When asked which product was most refreshing, 66% of panellists found product Al most refreshing.
  • Beverages C and D were prepared by substituting the green coffee extract of the recipe of product Al of example 1 with commercial green coffee extracts.
  • product C SVETOL® (Naturex SA, France) was used
  • product D a green coffee extract from Oryza Oil and Fat chemical Co., Ltd., Japan (“Oryza”) was used.
  • 14 panellists evaluated products Al, B, C, D as well as 4 commercial beverages containing coffee extract (Aqua Ligne Cafe Minceur a boir (Laboratoires Vitarmonyl), Gayelord Hauser Minceur (Gayelord Hauser, France), CELLI FLORE® Stick Minceur (Laboratoires Juva Sante, France), and XLS Draineur Purifieur (Omega Pharma NV, Belgium)).
  • Products Al, B, C, D were analysed for content of 2-methylpropanal before and after a heat treatment at 121 0 C for 5 minutes. Results are shown in the table below in microgram per gram of coffee solids.
  • the amount of chlorogenic acids was determined as the sum of the amounts of the chlorogenic acid isomers 3-caffeoylquinic acid (3-CQA), 4- caffeoylquinic acid (4- CQA), 5-caffeoylquinic acid (5-CQA), 3,4 dicaffeoylqunic acid (3,4-diCQA), 3,5- dicaffeoylquinic acid (3,5-diCQA), 4,5-dicaffeoylquinic acid (4,5-diCQA), 4- feruloylquinic acid (4-FQA), and 5-feruloylquinic acid (5-FQA).
  • the chlorogenic acid isomers were determined by HPLC on a Spherisorb ODSl column using a water/acetonitrile/phosphate gradient with UV detection at 320 nm using 5-CQA as external standard to calculate the concentrations.
  • the arabinogalactan content was expressed as the sum of total arabinose and galactose determined by anion exchange chromatography (AEC)
  • AEC anion exchange chromatography
  • the total amount of arabinose and galactose, respectively was determined as the sum the free sugar analysed by AEC before and after hydrolysis of the polysaccharide (expressed as anyhdrosugar). Results are shown in the table below, all values given as percent by weight.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Obesity (AREA)
  • Nutrition Science (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Dermatology (AREA)
  • Toxicology (AREA)
  • Biochemistry (AREA)
  • Tea And Coffee (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Confectionery (AREA)

Abstract

The present invention relates to a food or beverage composition comprising unroasted coffee solids and arabinogalactans, for example a ready-to-drink beverage.

Description

FOOD OR BEVERAGE COMPOSITION COMPRISING UNROASTED
COFFEE SOLIDS
Field of the invention
The present invention relates to a food or beverage composition comprising unroasted coffee solids.
Background
Coffee contains antioxidants that are thought to have beneficial effects on the health of human beings or animals consuming it. Traditionally, coffee is consumed as a water extract of roasted coffee beans. It is however known that the amount of antioxidants is reduced by the roasting process, therefore there has been interest in using the green, unroasted coffee beans to increase antioxidant content of coffee products and for use as an ingredient in other food products. The green coffee beans do not have the typical flavour of coffee and consequently extracts of green coffee have only been used in low concentrations in foods and beverages. Coffee beans also comprise arabinogalactans which may have positive health effects such as prebiotic and immuno stimulatory effects and positively influence gut health and digestion in humans and animals.
US 2,758,927 discloses extraction of green coffee beans with water, the dried green coffee extract is subsequently subjected to a roasting process to produce the typical roasted coffee aroma. WO 2006/108578 to Nestec SA discloses a process wherein both roasted and green coffee beans are extracted to yield a product high in antioxidant content but with a taste and aroma including the typical aroma of roasted coffee. FR 2734479 to Berkem SA and EP 1674106 to Oryza Oil & Fat Chemical Company Ltd. both disclose processes for extraction of green coffee beans wherein organic solvents are used to obtain an extract enriched in bioactive components without the typical aroma of coffee.
There is a need for food and beverage products comprising unroasted coffee solids having a pleasant taste and aroma and delivering the beneficial effects associated with green coffee, especially a food or beverage product with a refreshing, yet coffee-like, character.
Summary of the invention
The inventors have now found that a food or beverage composition comprising unroasted coffee solids and arabinogalactan has a pleasant refreshing taste and aroma, accordingly the invention relates to a food or beverage composition comprising at least 0.1% coffee solids and at least 20 milligram of arabinogalactan per gram of coffee solids, wherein at least 80% of said coffee solids are water soluble, and at least 92% of said coffee solids are unroasted coffee solids.
Detailed description of the invention
Coffee solids
Coffee solids according to the invention are any compounds derived from coffee, excluding water. Coffee solids according to the invention are preferably derived from coffee beans. The composition of the invention comprises at least 0.1% (by weight) coffee solids, such as at least 0.2%, 0.3% or at least 0.4% coffee solids. In one embodiment of the invention, the composition of the invention comprises up to 20% coffee solids, such as up to 10% or up to 5% coffee solids, e.g. between 0.1% and 20%, between 0.2% and 10%, or between 0.2% and 5% coffee solids. The coffee solids of the composition of the invention are preferably water soluble. By water soluble is meant soluble in water at 9O0C. According to the invention at least 80% (by weight) of the coffee solids of the composition of the invention are water soluble, such as at least 90% or at least 95%. Water soluble coffee solids may e.g. be obtained by extraction of coffee beans with water.
At least 92% of the coffee solids of the composition of the invention are unroasted coffee solids. In one embodiment at least 95%, such as at least 98%, of the coffee solids of the composition of the invention are unroasted coffee solids. In one embodiment of the invention all the coffee solids of the composition are unroasted coffee solids. By unroasted coffee solids are meant coffee solids that have not been subjected to a roasting process. Roasting of coffee solids are normally performed on the raw green coffee beans before grinding and extraction of the beans, but may also be performed on the ground beans or on an extract of soluble coffee solids that has been dried. By roasting is meant a heat treatment of the dry, or almost dry, coffee solids as opposed to e.g. cooking of coffee solids in water, e.g. under pressure. Roasting is thus different from the heat treatment in water which may take place during extraction of coffee at elevated temperatures. The purpose of roasting of coffee is usually to develop the specific flavour notes characteristic of roasted coffee. In one embodiment of the invention, unroasted coffee solids are coffee solids that have not been subjected to heat treatment at a temperature above 1000C at a moisture level below 30% (by weight), preferably below 20%. The moisture level is understood as the proportion of water contained in the coffee solids composition, e.g. coffee beans or dried coffee extract, or in a mixture of the coffee solids with water, e.g. a mixture of whole coffee beans with water, a slurry of ground coffee beans in water, or a coffee extract dissolved in water.
The coffee solids of the composition of the invention may be obtained by any suitable method. In a preferred embodiment coffee solids originate from extraction of raw, also called green, coffee beans. The green coffee beans may be whole or ground when extracted. The green coffee beans are preferably extracted with water, preferably without addition of any organic solvent. Green coffee beans may be extracted with water in any suitable manner. Methods for water extraction of green and/or roasted coffee beans are well known in the art. E.g. US 5,972,409, which is incorporated herein by reference, discloses suitable methods for extraction of green coffee beans. The proportion of arabinogalactan extracted from the coffee beans increases with temperature. To extract the required proportion of the arabinogalactan, green coffee beans are preferably extracted with water at a temperature above 13O0C, such as above 14O0C, or above 15O0C. Extraction may be performed in one or more stages at different temperatures, e.g. a first stage at less than 12O0C and a second stage at above 14O0C.
Arabinogalactan
Arabinogalactan is a family of polysaccharides (proteoglycans) implicated in plant growth and development. The major part of arabinogalactan consists of polysaccharide, composed mainly of b-(l-3)galactan chains with b-(l-6)-galactosyl side chains terminated primarily with arabinosyl residues. The composition of the invention comprises at least 20 mg of arabinogalactan per g of coffee solids. In one embodiment the composition of the invention comprises at least 40 mg, such as at least 60 mg or at least 80 mg of arabinogalactan per g of coffee solids. The arabinogalactan of the composition of the invention is preferably obtained by extraction of coffee beans.
2-methylpropanal
The composition of the invention has a pleasant aroma and may have typical notes of coffee. 2-methylpropanal is a compound known for contributing a coffee-like aroma and the inventors have found that 2-methylpropanal is a good marker for this aroma characteristic of the product of the invention. In one embodiment, the composition of the invention comprises at least 10 microgram of 2-methylpropanal per gram of coffee solids, such as at least 15 microgram of 2-methylpropanal per gram of coffee solids.
Chloro genie acids
Chlorogenic acids are compounds with antioxidant activity. For the purpose of the present invention, the amount of chlorogenic acids is determined as the sum of the amounts of the chlorogenic acid homologues 3-caffeoylquinic acid (3-CQA), 4- caffeoylquinic acid (4-CQA), 5-caffeoylquinic acid (5-CQA), 3,4 dicaffeoylqunic acid (3,4-diCQA), 3,5-dicaffeoylquinic acid (3,5-diCQA), 4,5-dicaffeoylquinic acid (4,5- diCQA), 4-feruloylquinic acid (4-FQA), and 5-feruloylquinic acid (5-FQA). The chlorogenic acid isomers may be determined by HPLC with UV detection at 320 nm using 5-CQA as external standard to calculate the concentrations. In one embodiment the composition of the invention comprises at least 120 milligram of chlorogenic acids per gram of coffee solids, preferably at least 150 milligram or at least 200 milligram of chlorogenic acids per gram of coffee solids. The composition may e.g. comprise between 120 and 350 milligram of chlorogenic acids per gram of coffee solid, or between 200 and 300 milligram of chlorogenic acids per gram of coffee solid.
Food or beverage composition
A food or beverage composition according to the invention may be any food or beverage composition, including pet food composition, meant to be consumed by a human or animal, such as e.g. a beverage, e.g. a coffee beverage, a cocoa or chocolate beverage, a malted beverage, a fruit or juice beverage, a carbonated beverage, a soft drink, or a milk based beverage; a performance nutrition product, e.g. a performance nutrition bar, powder or ready-to-drink beverage; a medical nutrition product; a dairy product, e.g. a milk drink, a yogurt or other fermented dairy product; an ice cream product; a confectionary product, e.g. a chocolate product; a functional food or beverage, e.g. a slimming product, a fat burning product, a product for improving mental performance or preventing mental decline, or a skin improving product.
In a preferred embodiment a composition of the invention is a beverage. A beverage according to the invention may e.g. be in the form of a powder or liquid concentrate to be mixed with a suitable liquid, e.g. water or milk, before consumption, or a ready-to- drink beverage. By a ready-to-drink beverage is meant a beverage in liquid form ready to be consumed without further addition of liquid. A beverage according to the invention may comprise any other suitable ingredients known in the art for producing a beverage, such as e.g. sweeteners, e.g. sugar, such as invert sugar, sucrose, fructose, glucose, or any mixture thereof, natural or artificial sweetener; aromas and flavours, e.g. fruit, cola, coffee, or tea aroma and/or flavour; fruit or vegetable juice or puree; milk; stabilizers; emulsifiers; natural or artificial colour; preservatives; antioxidants, e.g. ascorbic acid; and the like. Any suitable acid or base may be used to achieve a desired pH of the product, e.g. citric acid or phosphoric acid. A beverage of the invention may be carbonated, carbon dioxide may be added by any suitable method known in the art. In a preferred embodiment a beverage comprises up to 10% sucrose or another sweetener in an amount yielding an equal degree of sweetness, more preferably between 2% and 5% sucrose or another sweetener in an amount yielding an equal degree of sweetness. The inventors have found that the refreshing and coffee-like character is best achieved if the level of sweetener is not too high. The optimal level of sweetener may depend on the amount of coffee solids, thus in a preferred embodiment the amount of sweetener is equal to or less than the amount giving a sweetness effect equal to a sucrose level (in percent by weight) of 5 times the amount of coffee solids (in percent by weight) plus 1. If the beverage is a liquid concentrate or a ready-to-drink beverage it may be subjected to a heat treatment to increase the shelf life or the product, e.g. by retorting, UHT (Ultra High Temperature) treatment, HTST (High Temperature Short Time) treatment, pasteurisation, or hot fill.
EXAMPLES
Example 1
A green coffee extract was prepared by extracting whole green coffee beans with water in a two-stage extraction process with a temperature in the first stage of HO0C and in the second stage of 18O0C, and drying the resulting extract by spray drying. 3 liquid beverage products, Al, A2 and A3, were prepared from this green coffee extract by mixing the ingredients in the table below.
Figure imgf000007_0001
Example 2
A beverage, B, based on roasted coffee was prepared by substituting the green coffee extract of the recipe of product Al of example 1 with a water extract of roasted coffee (NESCAFE®). 129 panellists tasted product Al and B and were asked to rate how refreshing each beverage was on a 7 point scale. Product Al was given an average score of 3.2, whereas product B scored 2.8 on average. When asked which product was most refreshing, 66% of panellists found product Al most refreshing.
Example 3
Beverages C and D were prepared by substituting the green coffee extract of the recipe of product Al of example 1 with commercial green coffee extracts. For product C SVETOL® (Naturex SA, France) was used, for product D a green coffee extract from Oryza Oil and Fat chemical Co., Ltd., Japan ("Oryza") was used. 14 panellists evaluated products Al, B, C, D as well as 4 commercial beverages containing coffee extract (Aqua Ligne Cafe Minceur a boir (Laboratoires Vitarmonyl), Gayelord Hauser Minceur (Gayelord Hauser, France), CELLI FLORE® Stick Minceur (Laboratoires Juva Sante, France), and XLS Draineur Purifieur (Omega Pharma NV, Belgium)). The products were sorted and grouped based on sensory attributes by principal component analysis. Product Al was described by the attributes "Coffee" and "Roasty" and grouped with product B and the commercial product Celli Flore Stick Minceur. Products C and D were grouped together and described by the attributes "Fruity" and "Warm brown spice". The commercial products Aqua Ligne Minceur a boir and Gayelord Hauser Minceur were grouped together and primarily described as "Fruity". Commercial product XLS was grouped by itself and primarily described by the attribute "Cooling". Based on the ingredients list and chemical analysis it was estimated that all the commercial products contained at most 0.14% green coffee solids.
Products Al, B, C, D were analysed for content of 2-methylpropanal before and after a heat treatment at 1210C for 5 minutes. Results are shown in the table below in microgram per gram of coffee solids.
Figure imgf000008_0001
Example 4
Two batches of a dry green coffee extract produced as in example 1, and the two commercial green coffee extracts were analysed for some compositional parameters. The amount of chlorogenic acids was determined as the sum of the amounts of the chlorogenic acid isomers 3-caffeoylquinic acid (3-CQA), 4- caffeoylquinic acid (4- CQA), 5-caffeoylquinic acid (5-CQA), 3,4 dicaffeoylqunic acid (3,4-diCQA), 3,5- dicaffeoylquinic acid (3,5-diCQA), 4,5-dicaffeoylquinic acid (4,5-diCQA), 4- feruloylquinic acid (4-FQA), and 5-feruloylquinic acid (5-FQA). The chlorogenic acid isomers were determined by HPLC on a Spherisorb ODSl column using a water/acetonitrile/phosphate gradient with UV detection at 320 nm using 5-CQA as external standard to calculate the concentrations. The arabinogalactan content was expressed as the sum of total arabinose and galactose determined by anion exchange chromatography (AEC) The total amount of arabinose and galactose, respectively, was determined as the sum the free sugar analysed by AEC before and after hydrolysis of the polysaccharide (expressed as anyhdrosugar). Results are shown in the table below, all values given as percent by weight.
Figure imgf000009_0001
n.d.: not determined

Claims

Claims
1. A food or beverage composition comprising at least 0.1% coffee solids and at least 20 milligram of arabinogalactans per gram of coffee solids, wherein at least 80% of said coffee solids are water soluble, and at least 92% of said coffee solids are unroasted coffee solids.
2. The food or beverage composition of claim 1 further comprising at least 10 microgram of 2-methylpropanal per gram of coffee solids.
3. The food or beverage composition of claim 1 or 2 further comprising between 120 and 350 milligram of chlorogenic acids per gram of coffee solids.
4. The food or beverage composition of any of the preceding claims comprising between 0.2% and 20% coffee solids.
5. The food or beverage composition of any of the preceding claims wherein coffee solids originate from extraction of green coffee beans.
6. The food or beverage composition of claim 5, wherein coffee solids originate from extraction of green coffee beans with water at a temperature above 13O0C.
7. The food or beverage product of any of the preceding claims being a beverage, e.g. a coffee beverage, a cocoa or chocolate beverage, a malted beverage, a fruit or juice beverage, a carbonated beverage, a soft drink, or a milk based beverage; a performance nutrition product, e.g. a performance nutrition bar, powder or ready-to-drink beverage; a medical nutrition product; a dairy product, e.g. a milk drink, a yogurt or other fermented dairy product; an ice cream product; a confectionary product, e.g. a chocolate product; a functional food or beverage, e.g. a slimming product, a fat burning product, a product for improving mental performance or preventing mental decline, or a skin improving product.
8. The food or beverage composition of any of the preceding claims being a liquid ready-to-drink beverage.
9. The ready-to-drink beverage of claim 8 further comprising up to 10% sucrose or another sweetener in an amount yielding an equal degree of sweetness.
10. The food or beverage composition of any of claims 1 -7 being a soluble coffee product.
PCT/EP2010/054941 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids Ceased WO2010124936A1 (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
JP2012507666A JP2012525126A (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted solid coffee
EP10713662A EP2424381A1 (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids
KR1020117028191A KR20120012822A (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids
BRPI1015267A BRPI1015267A2 (en) 2009-04-28 2010-04-15 food or beverage composition comprising unroasted coffee solids
US13/266,700 US8455019B2 (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids
RU2011148139/10A RU2011148139A (en) 2009-04-28 2010-04-15 COMPOSITION OF FOOD OR DRINK CONTAINING DRY SUBSTANCES OF UNRECAINTED COFFEE
MX2011011507A MX2011011507A (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids.
CA2777462A CA2777462A1 (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids
CN2010800227570A CN102448316A (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids
AU2010243802A AU2010243802A1 (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids
ZA2011/08700A ZA201108700B (en) 2009-04-28 2011-11-25 Food or beverage composition comprising unroasted coffee solids
US13/897,053 US20130251854A1 (en) 2009-04-28 2013-05-17 Food or beverage composition comprising unroasted coffee solids

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US17327009P 2009-04-28 2009-04-28
US61/173,270 2009-04-28
US22066509P 2009-06-26 2009-06-26
US61/220,665 2009-06-26

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US13/897,053 Continuation US20130251854A1 (en) 2009-04-28 2013-05-17 Food or beverage composition comprising unroasted coffee solids

Publications (1)

Publication Number Publication Date
WO2010124936A1 true WO2010124936A1 (en) 2010-11-04

Family

ID=42236770

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2010/054941 Ceased WO2010124936A1 (en) 2009-04-28 2010-04-15 Food or beverage composition comprising unroasted coffee solids

Country Status (14)

Country Link
US (2) US8455019B2 (en)
EP (1) EP2424381A1 (en)
JP (1) JP2012525126A (en)
KR (1) KR20120012822A (en)
CN (1) CN102448316A (en)
AU (1) AU2010243802A1 (en)
BR (1) BRPI1015267A2 (en)
CA (1) CA2777462A1 (en)
CL (1) CL2011002724A1 (en)
CO (1) CO6390086A2 (en)
MX (1) MX2011011507A (en)
RU (1) RU2011148139A (en)
WO (1) WO2010124936A1 (en)
ZA (1) ZA201108700B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012069359A1 (en) * 2010-11-23 2012-05-31 Nestec S.A. Products with improved foaming properties
WO2013028620A1 (en) * 2011-08-22 2013-02-28 Vella Thomas J Whole green coffee bean products and methods of production and use
WO2013029193A1 (en) 2011-08-31 2013-03-07 Barry Callebaut Ag Cocoa composition, process and product
WO2017005549A1 (en) * 2015-07-06 2017-01-12 Nestec S.A. Beverage composition comprising solids of green coffee and hops
JPWO2015050240A1 (en) * 2013-10-03 2017-03-09 サントリーホールディングス株式会社 Organic acid glycosides in coffee beans

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5972778B2 (en) * 2012-12-18 2016-08-17 サントリー食品インターナショナル株式会社 Carbonated coffee drink
CN103271153A (en) * 2013-04-26 2013-09-04 蚌埠市福淋乳业有限公司 Pearl powder-containing coffee yoghourt and preparation method thereof
US9210948B2 (en) 2013-07-19 2015-12-15 Brandeis University Par-baked and milled coffee beans for use in foods, beverages and dietary supplements
US20150327718A1 (en) 2014-02-14 2015-11-19 Remington Designs, Llc Apparatuses and methods for solute extraction
US9783358B2 (en) 2015-01-08 2017-10-10 Rajiv Dhand Segmented yogurt container
WO2018230032A1 (en) * 2017-06-15 2018-12-20 花王株式会社 Chlorogenic acid-containing composition
JP2019180273A (en) * 2018-04-05 2019-10-24 林 陽 Method for producing solid coffee snack
CN109258885A (en) * 2018-09-28 2019-01-25 普洱爱伲庄园咖啡有限公司 A kind of dark chocolate bar coffee bean and preparation method thereof and device
CN109258884A (en) * 2018-09-28 2019-01-25 普洱爱伲庄园咖啡有限公司 A kind of white chocolate coffee bean and preparation method thereof and device
GB2580323B (en) 2018-12-28 2021-06-16 Douwe Egberts Bv Coffee extraction process
CN114727619A (en) * 2019-09-18 2022-07-08 可口可乐公司 Full-pressed coffee berry juice
CN112841371A (en) * 2020-12-31 2021-05-28 德宏依诺纯咖啡有限公司 Composite coffee solid beverage and preparation method and device thereof
KR20230124232A (en) 2022-02-18 2023-08-25 홍순명 Process for preparing liquid coffee with high content of chlorogenic acid

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2758927A (en) 1953-02-18 1956-08-14 American Home Prod Process of making soluble coffee concentrate
FR2734479A1 (en) 1995-05-23 1996-11-29 Berkem Sa Prepn. of unroasted coffee extracts for use as UV filter in cosmetics and pharmaceuticals
US5972409A (en) 1995-02-08 1999-10-26 Nestec S.A. Soluble instant coffee prepared from extract obtained from green coffee
EP1600461A1 (en) * 2004-05-24 2005-11-30 Nestec S.A. Arabinogalactan isolate from green and roasted coffee for food and delivery applications and process for its production
EP1674106A1 (en) 2003-10-06 2006-06-28 Oryza Oil & Fat Chemical Co., Ltd Dietetic composition
WO2006108578A1 (en) 2005-04-12 2006-10-19 Nestec S.A. Coffee product
US20090010904A1 (en) * 2006-03-01 2009-01-08 Kazuya Iwai Immunostimulating Agent and Method for Production Thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1024741C (en) * 1988-12-01 1994-06-01 通用食品公司 Hydrolysis of partially extracted roasted and ground coffee
US4900575A (en) * 1989-04-17 1990-02-13 General Foods Corporation Aroma recovery from the thermal hydrolysis of spent grounds

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2758927A (en) 1953-02-18 1956-08-14 American Home Prod Process of making soluble coffee concentrate
US5972409A (en) 1995-02-08 1999-10-26 Nestec S.A. Soluble instant coffee prepared from extract obtained from green coffee
FR2734479A1 (en) 1995-05-23 1996-11-29 Berkem Sa Prepn. of unroasted coffee extracts for use as UV filter in cosmetics and pharmaceuticals
EP1674106A1 (en) 2003-10-06 2006-06-28 Oryza Oil & Fat Chemical Co., Ltd Dietetic composition
EP1600461A1 (en) * 2004-05-24 2005-11-30 Nestec S.A. Arabinogalactan isolate from green and roasted coffee for food and delivery applications and process for its production
WO2006108578A1 (en) 2005-04-12 2006-10-19 Nestec S.A. Coffee product
US20090010904A1 (en) * 2006-03-01 2009-01-08 Kazuya Iwai Immunostimulating Agent and Method for Production Thereof

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
NUNES F M ET AL: "Rhamnoarabinosyl and rhamnoarabinoarabinosyl side chains as structural features of coffee arabinogalactans", PHYTOCHEMISTRY, PERGAMON PRESS, GB LNKD- DOI:10.1016/J.PHYTOCHEM.2008.01.021, vol. 69, no. 7, 1 May 2008 (2008-05-01), pages 1573 - 1585, XP022616345, ISSN: 0031-9422, [retrieved on 20080317] *
See also references of EP2424381A1

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012069359A1 (en) * 2010-11-23 2012-05-31 Nestec S.A. Products with improved foaming properties
US10086031B2 (en) 2011-08-22 2018-10-02 Gobean Green Coffee Products, Llc Whole green coffee bean products and methods of production and use for focus and concentration
CN103917101A (en) * 2011-08-22 2014-07-09 托马斯·J·维拉 Whole coffee green bean product, production method and application
US9034410B2 (en) 2011-08-22 2015-05-19 Thomas J. Vella Whole green coffee bean products and methods of production and use
CN103917101B (en) * 2011-08-22 2018-05-04 托马斯·J·维拉 Whole coffee green bean product and its production process and use
WO2013028620A1 (en) * 2011-08-22 2013-02-28 Vella Thomas J Whole green coffee bean products and methods of production and use
WO2013029193A1 (en) 2011-08-31 2013-03-07 Barry Callebaut Ag Cocoa composition, process and product
EP2750513B1 (en) 2011-08-31 2019-05-15 Barry Callebaut AG Cocoa composition , process and product
JPWO2015050240A1 (en) * 2013-10-03 2017-03-09 サントリーホールディングス株式会社 Organic acid glycosides in coffee beans
EP3064505A4 (en) * 2013-10-03 2017-07-12 Suntory Holdings Limited Organic acid glycoside contained in coffee beans
US11382338B2 (en) 2013-10-03 2022-07-12 Suntory Holdings Limited Organic acid glycoside contained in coffee beans
WO2017005549A1 (en) * 2015-07-06 2017-01-12 Nestec S.A. Beverage composition comprising solids of green coffee and hops
US20190328000A1 (en) * 2015-07-06 2019-10-31 Nestec S.A. Beverage composition comprising solids of green coffee and hops

Also Published As

Publication number Publication date
AU2010243802A1 (en) 2011-11-24
EP2424381A1 (en) 2012-03-07
CN102448316A (en) 2012-05-09
ZA201108700B (en) 2013-05-29
US20130251854A1 (en) 2013-09-26
RU2011148139A (en) 2013-06-10
US8455019B2 (en) 2013-06-04
CO6390086A2 (en) 2012-02-29
KR20120012822A (en) 2012-02-10
CA2777462A1 (en) 2010-11-04
BRPI1015267A2 (en) 2019-09-24
US20120040027A1 (en) 2012-02-16
CL2011002724A1 (en) 2012-06-22
MX2011011507A (en) 2011-11-18
JP2012525126A (en) 2012-10-22

Similar Documents

Publication Publication Date Title
US8455019B2 (en) Food or beverage composition comprising unroasted coffee solids
US8784914B2 (en) Beverage capsule with green coffee extract and method of making said extract
JP4568490B2 (en) Method for producing volatile component, food and drink containing volatile component, and method for producing coffee beverage or tea beverage
KR101314132B1 (en) Latte beverage oriental raisin tree fruit and making method of thereof
JP2008535506A (en) Coffee products
CN104540391B (en) coffee beverage
JP6320553B2 (en) Taste improving agent for food and drink
KR101335786B1 (en) Method of manufacturing the enzymatically modified coffee extract,and coffee drink containing the same
JP2000050800A (en) Method for adjusting flavor of coffee beverage and coffee beverage obtained thereby
KR20160006070A (en) Preparation method of coffee bean extract with low caffeine using low temperature extraction, and preparation method of capsule coffee using the same
JP7803149B2 (en) Method for improving the flavor of roasted green tea beverages
JP7521659B1 (en) Unpleasant odor reducer
JP7767436B2 (en) Coffee bean extract, food and drink, packaged beverage with improved flavor, and method for producing the coffee bean extract
JP2024062565A (en) Coffee beverage and composition for instant coffee beverage
JP2026009084A (en) Concentrated coffee drink and its manufacturing method
WO2019112083A1 (en) Coffee bead manufacturing method and coffee beads manufactured thereby
JP2025011678A (en) Heat-sterilized packaged coffee drink and its manufacturing method
JP2024142514A (en) Beverage and instant beverage composition
JP2025138202A (en) Coffee drink with reduced afterbitterness and method for producing same
JP2025149357A (en) Method for improving the flavor and aroma of coffee extract
JP2025138259A (en) Dairy-containing coffee drink with reduced after-bitterness and its manufacturing method
KR20170111629A (en) The food or beverage composition comprising coffee solids
JPH11113493A (en) Milk flavored beverage

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 201080022757.0

Country of ref document: CN

121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 10713662

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2777462

Country of ref document: CA

Ref document number: 13266700

Country of ref document: US

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 2011002724

Country of ref document: CL

Ref document number: 2012507666

Country of ref document: JP

Ref document number: 8384/DELNP/2011

Country of ref document: IN

Ref document number: MX/A/2011/011507

Country of ref document: MX

WWE Wipo information: entry into national phase

Ref document number: 2010713662

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 11157942

Country of ref document: CO

ENP Entry into the national phase

Ref document number: 2010243802

Country of ref document: AU

Date of ref document: 20100415

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: a201113867

Country of ref document: UA

ENP Entry into the national phase

Ref document number: 20117028191

Country of ref document: KR

Kind code of ref document: A

ENP Entry into the national phase

Ref document number: 2011148139

Country of ref document: RU

Kind code of ref document: A

REG Reference to national code

Ref country code: BR

Ref legal event code: B01A

Ref document number: PI1015267

Country of ref document: BR

ENP Entry into the national phase

Ref document number: PI1015267

Country of ref document: BR

Kind code of ref document: A2

Effective date: 20111028