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US20060110517A1 - Novel compositions comprising carotenoids - Google Patents

Novel compositions comprising carotenoids Download PDF

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Publication number
US20060110517A1
US20060110517A1 US10/543,058 US54305805A US2006110517A1 US 20060110517 A1 US20060110517 A1 US 20060110517A1 US 54305805 A US54305805 A US 54305805A US 2006110517 A1 US2006110517 A1 US 2006110517A1
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US
United States
Prior art keywords
pectin
carotenoid
composition
weight
composition according
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.)
Abandoned
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US10/543,058
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English (en)
Inventor
Reinhold Carle
Andreas Schieber
Susanne Mutter
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.)
DSM IP Assets BV
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DSM IP Assets BV
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
Application filed by DSM IP Assets BV filed Critical DSM IP Assets BV
Assigned to DSM IP ASSETS B.V. reassignment DSM IP ASSETS B.V. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: MUTTER, SUSANNE, CARLE, REINHOLD, SCHIEBER, ANDREAS
Publication of US20060110517A1 publication Critical patent/US20060110517A1/en
Priority to US12/385,523 priority Critical patent/US9149430B2/en
Abandoned legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
    • A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
    • 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
    • A23L2/02—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof containing fruit or vegetable juices
    • 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
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
    • A23L29/206—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin
    • A23L29/231—Pectin; Derivatives thereof
    • 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
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40—Colouring or decolouring of foods
    • A23L5/42—Addition of dyes or pigments, e.g. in combination with optical brighteners
    • A23L5/43—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives
    • A23L5/44—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives using carotenoids or xanthophylls
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00—Shaping or working of foodstuffs characterised by the products
    • A23P10/30—Encapsulation of particles, e.g. foodstuff additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the present invention relates to novel compositions comprising carotenoids and/or other physiologically active ingredients, in particular in encapsulated form, to food items comprising such composition, and to a process for their preparation.
  • Carotenoids have been reported to have beneficial effects on health.
  • carotenoids such as ⁇ -carotene are thought to have an effect against colon carcinomas. It is believed that in order to have maximum beneficial effect, the carotenoids should be in such a (physical) form that they pass the stomach and small intestine without degradation or absorption, as it is believed to be desired for the effect on the colon that the carotenoids are available in the colon.
  • the covering agent consists of non-digestible fibrous material. Examples given are: insoluble polysaccharides such as pectin, lignin, vegetable gums, but also soluble polysaccharides such as complex carbohydrates (e.g. fructo- or galactooligosaccharides, beta-glucans, etcetera).
  • insoluble polysaccharides such as pectin, lignin, vegetable gums, but also soluble polysaccharides such as complex carbohydrates (e.g. fructo- or galactooligosaccharides, beta-glucans, etcetera).
  • complex carbohydrates e.g. fructo- or galactooligosaccharides, beta-glucans, etcetera.
  • Example 6 mentions the use of a combination of pectin and inulin for encapsulating Lactobacillus acidophilus.
  • U.S. Pat. No. 5,356,636 describes the preparation of vitamin or carotenoid products in powder form by preparing an aqueous dispersion of the vitamins and carotenoids concerned and film-forming colloids and reducing sugars, converting this dispersion into powder from, and thermally treating the powder.
  • the gelatin is used in combination with organic amino compounds.
  • the content of carotenoids is generally 5-50%.
  • U.S. Pat. No. 4,389,419 discloses a process for encapsulating oils and oil-soluble substances (e.g. vitamin A) in microcapsules.
  • the microcapsules are a shape-retaining alginate matrix filled with a precipitated polysaccharide and enclosing oil droplets.
  • EP 326026 discloses a method for reducing the oxidation of vitamins by combining the vitamins with triglycerides, complexing agents and covering agents, and optionally antioxidants.
  • the covering agents disclosed are proteins, sugars, polysaccharides such as gum arabicum or starch.
  • EP 986963 describes a method for the production of a light- and oxidation-stable lycopene in the form of a dry powder. Said stability is achieved by having at least 20% of the lycopene in a crystalline form.
  • U.S. Pat. No. 5,780,056 discloses microcapsules comprising a carotenoid and an edible oil.
  • the coating material is based on gelatin.
  • the microcapsules prevent the carotenoid from oxidation.
  • WO 91/06292 discloses a method for the production of water-dispersible microparticles containing e.g. carotenoids.
  • the microparticles are prepared by a specific process involving milling in water with a hydrocolloid.
  • the hydrocolloid is reported to be gelatin, gum arabicum, protein or starch.
  • DE 19637517 reports a method for preparing a particulate cold-water dispersible carotenoid preparation. This is achieved by making a dispersion of carotene, optionally oil and/or emulsifier, in an organic solvent, which dispersion is mixed with an aqueous solution of a colloid such as gelatin, starch, dextrin, vegetable protein, pectin, gum arabicum, casein.
  • a colloid such as gelatin, starch, dextrin, vegetable protein, pectin, gum arabicum, casein.
  • an edible composition comprising at least 25% by weight, preferably at least 50% by weight, most preferably about 75% by weight of a pectin, particularly a pectin which gelatinizes by ionotropic gel formation, and at least 0.2% by weight of a carotenoid and/or another physiologically active ingredient, said percentages being based on the dry weight of the total composition.
  • the present invention relates to an edible composition
  • an edible composition comprising at least 25% by weight (based on the dry weight of the total composition) of a pectin, particularly a pectin which gelatinizes by ionotropic gel formation, and at least 0.2% by weight (based on the dry weight of the total composition) of a carotenoid and/or another active ingredient.
  • the pectin which gelatinizes by ionotropic gel formation is typically a pectin having a degree of esterification below 50% which is also referred to as low methoxylated pectin.
  • Preferred pectins for use in the present invention are those having a degree of esterification between about 30 and about 45% and comprise about 70 to 90% of galacturonic acid units.
  • the low methoxylated pectin may be an apple pectin or a citrus pectin whereas beet pectins are unsuitable for inotropic gel formation.
  • compositions can suitably be in the form of a particulate matter, preferably a dry particulate matter.
  • the present invention relates to a process for the preparation of a composition comprising a carotenoid or mixture of carotenoids, and/or other active ingredients, which process includes the following steps:
  • the preparation of the aqueous pectin suspension is suitably carried out with heating, e.g., up to a temperature of about 90° C.
  • the active ingredient (the carotenoid and/or other physiologically active ingredient) is then added at a temperature of about 50-70° C., particularly at about 50-65° C. (step b).
  • Emulsification (step c) is suitably carried out at the same temperature range while lower or higher temperatures, e.g. temperatures in the range of from 30-90° C. are also possible.
  • the ionotropic gel formation of low methoxylated pectin can be induced by cations of two or more valencies, such as Ca++, Mg++ and Al+++, especially Ca++.
  • every sufficiently water-soluble salt of such cations e.g., Ca-lactate, chloride dihydrate, citrate or triphosphate can be used in step d).
  • the concentration of the calcium salt solution is about 0.1 to about 0.6 molar.
  • the so-obtained microparticles can be separated and, if desired, be dried by conventional means, e.g. by centrifugation (step e) or freeze-drying (step f).
  • the present invention relates to food containing a composition comprising a pectin and a carotenoid or mixture of carotenoids, and/or other active ingredient(s), as defined earlier.
  • composition as set out above is very well suitable to deliver the carotenoid (or other appropriate physiologically active ingredient) where they are desired for the purpose.
  • Carotenoids (or other physiologically active ingredients) when encapsulated in pectin can pass the stomach and small intestine in a mostly intact form (i.e. more than 50% of the particles remain intact) and may reach the large intestine (the colon) without substantial uptake at earlier stages of the intestinal tract. Without wishing to be bound by theory, it is believed this is due to the properties of the pectin, which is hard to digest or to break down by the human body's own enzymes.
  • pectin lyases and pectate lyases and polygalacturonases.
  • pectin particles are relatively easy to prepare, and pectin is considered a well-accepted functional ingredient, especially in plant-derived food preparations.
  • compositions according to the invention are preferably such that a carotenoid is encapsulated by or embedded in the pectin.
  • a carotenoid is encapsulated by or embedded in the pectin.
  • Such encapsulated or embedded carotenoids may be used as part of a food or dietetic composition, preferably in an aqueous composition.
  • liquid or viscous food compositions are fruit or vegetable juices and sauces/purees, (dietetic) fruit or vegetable drinks and (sports) drinks.
  • Such food compositions may be prepared by adding an appropriate amount of a pectin composition to the food.
  • up to 1 g of a pectin composition accordinging to the invention is added to 1 litre of a beverage to provide about 20 mg/l of provitamin A and to achieve an appropriately intense colour of the beverage.
  • the composition according to invention comprise at least 1% (by weight, based on the dry weight of the total composition)) of a carotenoid or other physiologically active ingredient(s).
  • a carotenoid or other physiologically active ingredient(s) may be used in the compositions according to the invention.
  • Preferred carotenoids are ⁇ -carotene, ⁇ -carotene, lycopene, astaxanthin, canthaxanthin, lutein, zeaxanthin, or mixtures thereof.
  • other physiologically active ingredients for use in the present invention are polyunsaturated fatty acids such as arachidonic acid or docosahexaenoic acid; tocopherols such as ⁇ -tocopherol; phytosterols; and phytostrogens.
  • the active ingredient is a carotenoid, especially ⁇ -carotene including its (natural) mixtures with other carotenes.
  • compositions according to the invention may comprise further ingredients such as (vegetable or essential) oils in which the carotenoid (or other physiologically active ingredient) may be dispersed or partly or completely dissolved.
  • the carotenoid may be dispersed in oil at a ratio (by weight) of carotenoid:oil between 1:500 and 1:2.
  • pectin as encapsulating material according to the invention provides a further benefit when applied as an additive in fruit/vegetable juices or fruit/vegetable drinks with high fruit contents.
  • Fruits contain a range of polyphenols, which in the presence of protein (e.g. gelatin) may interact to form a deposit of cloud, resulting in unattractive products.
  • protein e.g. gelatin
  • pectin-based carotene compositions avoids protein-polyphenol-reactions and may therefore be suitable for producing attractive juices and drinks.
  • a fortified orange juice may be prepared which contains 0.2-0.5 mg ⁇ -carotene/100 ml to intensify the natural orange colour of the juice.
  • Particle sizes are preferably below 5 micron.
  • An apple juice drink (juice content 25%) with up to 1 mg of carotene/100 ml drink may be prepared using the dried particles as prepared following example 1.
  • the particles are used to yield both a colouring and a nutritional benefit.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nutrition Science (AREA)
  • Epidemiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Jellies, Jams, And Syrups (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Non-Alcoholic Beverages (AREA)
  • Seeds, Soups, And Other Foods (AREA)
  • Medicinal Preparation (AREA)
US10/543,058 2003-01-31 2004-01-24 Novel compositions comprising carotenoids Abandoned US20060110517A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US12/385,523 US9149430B2 (en) 2003-01-31 2009-04-10 Compositions comprising carotenoids

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10304100 2003-01-31
DE10304100.1 2003-01-31
PCT/EP2004/000590 WO2004066750A1 (fr) 2003-01-31 2004-01-24 Nouvelles compositions comprenant des carotenoides

Related Child Applications (1)

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US12/385,523 Continuation US9149430B2 (en) 2003-01-31 2009-04-10 Compositions comprising carotenoids

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US20060110517A1 true US20060110517A1 (en) 2006-05-25

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US12/385,523 Expired - Fee Related US9149430B2 (en) 2003-01-31 2009-04-10 Compositions comprising carotenoids

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Country Status (8)

Country Link
US (2) US20060110517A1 (fr)
EP (1) EP1587375B1 (fr)
JP (2) JP2006516396A (fr)
KR (1) KR101277367B1 (fr)
CN (1) CN1744827B (fr)
ES (1) ES2728781T3 (fr)
TR (1) TR201907898T4 (fr)
WO (1) WO2004066750A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090087464A1 (en) * 2007-09-28 2009-04-02 Conopco, Inc. D/B/A Unilever Particle stabilised emulsion composition
US20090220640A1 (en) * 2007-12-18 2009-09-03 Xinde Xu Method of Supplementing Animals with Carotenoids by Drinking Water
CN112056544A (zh) * 2020-09-21 2020-12-11 华中农业大学 一种可稳定负载脂溶性活性成分的果胶乳液凝胶的制备方法

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EP1964479B1 (fr) * 2007-02-14 2013-05-15 DSM IP Assets B.V. Processus de fabrication d'une poudre contenant des caroténoides
US20130004617A1 (en) * 2011-07-01 2013-01-03 Pepsico, Inc. Coacervate complexes, methods and food products
WO2013049449A1 (fr) * 2011-09-28 2013-04-04 Persico, Inc. Emulsions comestibles stabilisées, procédés d'acidification de préparation et boissons
CN103931971A (zh) * 2014-05-14 2014-07-23 王和绥 一种食品添加剂
EP3319615A1 (fr) 2015-07-10 2018-05-16 DSM IP Assets B.V. Aliment et/ou compositions alimentaires pour prévenir et traiter des maladies inflammatoires
WO2017009203A1 (fr) 2015-07-10 2017-01-19 Dsm Ip Assets B.V. Compositions alimentaires pour gérer le poids corporel
CN105919985A (zh) * 2016-03-23 2016-09-07 李燕铭 一种具有抗氧化、延缓衰老、预防老年性黄斑病变的医药保健品
JP6955113B2 (ja) * 2017-12-08 2021-10-27 チェングアン バイオテック グループ カンパニー リミテッド リコピンマイクロカプセル粉末およびその製造方法
CN108938588B (zh) * 2018-08-16 2021-06-22 广州维奥康药业科技有限公司 一种依折麦布片
CN109432012B (zh) * 2018-12-18 2021-02-23 河南科技大学 一种黄芩素载药纳米棒的制备方法
CN115530317B (zh) * 2022-11-03 2023-08-22 广东省农业科学院蚕业与农产品加工研究所 一种提高芒果皮类胡萝卜素稳定性及其稳态化包埋的方法

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US4519961A (en) * 1981-09-05 1985-05-28 Basf Aktiengesellschaft Production of dry powders of substances which are sensitive to oxidation
US6007856A (en) * 1997-08-08 1999-12-28 The Procter & Gamble Company Oil-in-water dispersions of β-carotene and other carotenoids stable against oxidation prepared from water-dispersible beadlets having high concentrations of carotenoid

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090087464A1 (en) * 2007-09-28 2009-04-02 Conopco, Inc. D/B/A Unilever Particle stabilised emulsion composition
US8236332B2 (en) 2007-09-28 2012-08-07 Conopco Inc. Particle stabilised emulsion composition
US20090220640A1 (en) * 2007-12-18 2009-09-03 Xinde Xu Method of Supplementing Animals with Carotenoids by Drinking Water
CN112056544A (zh) * 2020-09-21 2020-12-11 华中农业大学 一种可稳定负载脂溶性活性成分的果胶乳液凝胶的制备方法

Also Published As

Publication number Publication date
CN1744827A (zh) 2006-03-08
JP2006516396A (ja) 2006-07-06
JP5439427B2 (ja) 2014-03-12
KR20050099981A (ko) 2005-10-17
CN1744827B (zh) 2010-05-26
US9149430B2 (en) 2015-10-06
ES2728781T3 (es) 2019-10-28
US20090203799A1 (en) 2009-08-13
EP1587375B1 (fr) 2019-03-27
WO2004066750A1 (fr) 2004-08-12
KR101277367B1 (ko) 2013-06-20
TR201907898T4 (tr) 2019-06-21
EP1587375A1 (fr) 2005-10-26
JP2011177183A (ja) 2011-09-15

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