DE4018392A1 - Recovery of plant hydrolysates for bio:cosmetics and pharmaceuticals - by comminuting the plant prods. then adding aq. cellulolytic and pectinolytic enzyme soln. - Google Patents

Recovery of plant hydrolysates for bio:cosmetics and pharmaceuticals - by comminuting the plant prods. then adding aq. cellulolytic and pectinolytic enzyme soln.

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Publication number
DE4018392A1
DE4018392A1 DE4018392A DE4018392A DE4018392A1 DE 4018392 A1 DE4018392 A1 DE 4018392A1 DE 4018392 A DE4018392 A DE 4018392A DE 4018392 A DE4018392 A DE 4018392A DE 4018392 A1 DE4018392 A1 DE 4018392A1
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added
aqueous solution
soln
plant
esp
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Des Erfinders Auf Nennung Verzicht
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KAYSAN ROLF DIPL KAUFM
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KAYSAN ROLF DIPL KAUFM
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    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/14—Preparation of compounds containing saccharide radicals produced by the action of a carbohydrase (EC 3.2.x), e.g. by alpha-amylase, e.g. by cellulase, hemicellulase
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/28—Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/42—Cucurbitaceae (Cucumber family)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A61K36/75—Rutaceae (Rue family)
    • A61K36/752—Citrus, e.g. lime, orange or lemon
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/66—Enzymes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9789—Magnoliopsida [dicotyledons]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biotechnology (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Botany (AREA)
  • Mycology (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Medical Informatics (AREA)
  • Birds (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

The recovery of hydrolysates from plant parts, esp. from blossoms, stems, tubers, rhizomes and/or fruits, by cleavage of celluloses and pectins, comprises comminuting the plant parts and then adding an aq. enzyme-contg. soln.. During the cleavage process, the aq. soln. is kept at a temp. below 60 deg.C, esp. 40-45 deg.C and contains a combination of cellulolytic and pectinolytic enzymes, esp. cellulases, hemicellulases, pectate lyases and pectinases in a concn. of 0.1-0.5wt.%. The aq. soln. also contains preservatives in a concn. up to 1wt.%, esp. 0.1-0.2wt.% and in the presence of alcohol. The alcohol is added to the aq. soln. in a concn. of 10-30 (esp. 17-20) wt.%. After the cleavage process, the coarse cellulose components are sieved off or filtered off, and the rest of the soln. then subjected to ultrafiltration. USE/ADVANTAGE - The substances in the plant are completely liberated, without being affected or destroyed and can be added to biocosmetic and pharmaceutical prepns.. The germ-free extracts contain all the type-specific, biologically active substances which are storage stable.

Description

Die Erfindung bezieht sich auf ein Verfahren zur Gewinnung von Hydrolysaten aus pflanzlichen Produkten, insbesondere aus Blüten, Stengeln, Knollen, Rhizomen und/oder Früchten durch Spalten von Zellulosen und Pektinen.The invention relates to a method for Obtaining hydrolysates from plant products, especially from flowers, stems, bulbs, rhizomes and / or fruits by splitting celluloses and Pectins.

Es sind bereits allgemein Verfahren bekannt, Pflanzen­ stoffe zu extrahieren. Bei diesen Verfahren werden aufgrund der unterschiedlichen physikalischen und chemischen Eigenschaften der Bestandteile, wie zum Beispiel Löslichkeit oder Flüchtigkeit, nur bestimmte Stoffgruppen erfaßt und damit qualitätsbestimmende Zellinhaltsstoffe oftmals nicht oder nur unvollständig extrahiert. Auf diese Weise werden nicht alle in einer Pflanze vorhandenen biologisch aktiven Verbindungen, die verschiedenen Stoffgruppen angehören können, ge­ nutzt. Es ist ferner bekannt, daß der in der Baldrian­ droge enthaltene ätherische Ölbestandteil nur zu einem Drittel wirksam wird (Gestirne, T. und H. Kind, Pharma­ zie 6, 346; 1952).Methods are generally known, plants extract substances. With these procedures due to the different physical and chemical properties of the components, such as Example solubility or volatility, only certain Groups of substances and thus quality-determining Cell contents often not or only incompletely extracted. That way, not all will be in one Plant existing biologically active compounds, the different groups of substances can belong, ge uses. It is also known that in the valerian essential oil ingredient contained in drug only to one Third is effective (Gestirne, T. and H. Kind, Pharma target 6, 346; 1952).

Andere Bemühungen, Pflanzenextrakte vollständig für kosmetische Zwecke zu nutzen, bestehen darin, diese zuerst zu zerkleinern, gefrierzutrocknen und anschlie­ ßend feinst zu pulverisieren, um diese Bestandteile in Salben einzumischen (DE OS 25 39 823/DE OS 20 38 544). Diese Herstellungsverfahren haben den Nachteil, daß die intrazellulär enthaltenen, biologisch aktiven Substanzen durch fehlenden oder mangelhaften Zellenaufschluß nur bedingt nutzbar gemacht werden können.Other efforts to complete plant extracts for To use cosmetic purposes is to use them shred first, freeze-dry and then  finely pulverized to inject these ingredients Mix in ointments (DE OS 25 39 823 / DE OS 20 38 544). These manufacturing processes have the disadvantage that the intracellularly contained, biologically active Substances due to missing or defective Cell disruption can only be used to a limited extent can.

Hier will die Erfindung Abhilfe schaffen und ein Verfahren einsetzen mit dem eine vollständige Freisetzung der pflanzlichen Extraktstoffe möglich ist, ohne diese zu beeinträchtigen oder zu zerstören, so daß sie kosmetischen Präparaten beigesetzt werden können.Here, the invention seeks to remedy the situation Use procedures with which a complete Release of the vegetable extract substances possible without affecting or destroying it, so that they are buried in cosmetic preparations can.

Die Erfindung, wie sie in den Ansprüchen gekennzeichnet ist, löst die Aufgabe, ein Präparat zu schaffen, bei dem die pflanzlichen Produkte zerkleinert und dann mit einer wässerigen, Enzyme enthaltenden Lösung versetzt werden. Die Verwendung von Enzymen in Verbindung mit den pflanzlichen Stoffen in einer wäßrigen Lösung bietet erstmals die Möglichkeit, ein Substrat zu gewinnen, in dem die in den pflanzlichen Produkten enthaltenen, biologisch aktiven Substanzen durch Zellenaufschluß vollständig nutzbar gemacht werden können. Von besonderer Bedeutung ist für die vorliegende Erfindung, daß die wässerige Lösung während des Spaltungsprozesses eine Temperatur niedriger als 60°C, insbesondere zwischen 40°C und 45°C, aufweist und der wässerigen Lösung eine Kombination von zellulolytischen und pektinolytischen Enzymen zugegeben wird. Die Verwendung von Enzymen, insbesondere von pektinoly­ tischen Enzymen, zum Aufschluß von pflanzlichen Produkten kann daher in vorteilhafter Weise dazu eingesetzt werden, Geschmacksstoffe, zum Beispiel aus ätherischen Ölen, zu extrahieren.The invention as set out in the claims is marked, solves the task of a preparation create where the herbal products crushed and then with an aqueous, enzyme containing solution are added. The usage of enzymes in connection with the vegetable substances In an aqueous solution, the Possibility of obtaining a substrate in which the in the vegetable products contained, organic active substances by cell disruption completely can be used. Of special It is important for the present invention that the aqueous solution during the cleavage process Temperature lower than 60 ° C, especially between 40 ° C and 45 ° C, and the aqueous solution a combination of cellulolytic and  pectinolytic enzymes is added. The Use of enzymes, especially pectinoly table enzymes, for the digestion of vegetable Products can therefore do this in an advantageous manner used, flavorings, for example essential oils to extract.

Ferner ist es vorteilhaft, daß der wässerigen Lösung Enzyme, insbesondere Cellulasen, Hemicellulasen, Pec­ tatlyasen Pectinasen, in einem Konzentrationsbereich zwischen 0,01 und 1,0 Gew.% zugegeben werden. Außerdem können die Enzyme in einem Konzentrationsbereich zwischen 0,1 und 0,5 Gew% der wässerigen Lösung zugegeben werden. Der kombinierte Einsatz pektino­ lytischer und zellulolytischer Enzyme bei niedrigen Temperaturen unterhalb von 50°C, insbesondere in einem Temperaturbereich zwischen 40°C und 45°C und kurzen Reaktionszeiten auch unter der Gegenwart von Konservierungsstoffen, führt schließlich zur Frei­ setzung und weitgehenden Erhaltung der Inhaltsstoffe aus den pflanzlichen Rohstoffen. Wird die Hydrolyse in vorteilhafter Weise in Gegenwart von konservierenden Stoffen durchgeführt, so lassen sich hierdurch mikro­ bielle Infektionen mit den Folgen einer möglichen Bildung schädlicher Stoffwechselprodukte, einschließ­ lich Allergien auslösender Faktoren, ausschalten.It is also advantageous that the aqueous solution Enzymes, especially cellulases, hemicellulases, pec tatlyases pectinases, in a concentration range between 0.01 and 1.0% by weight are added. Furthermore the enzymes can be in a concentration range between 0.1 and 0.5% by weight of the aqueous solution be added. The combined use pektino lytic and cellulolytic enzymes at low Temperatures below 50 ° C, especially in a temperature range between 40 ° C and 45 ° C and short response times even in the presence of Preservatives eventually leads to free setting and extensive preservation of the ingredients from the vegetable raw materials. Is the hydrolysis in advantageously in the presence of preservatives Fabric carried out, so this can be micro bial infections with the consequences of a possible Formation of harmful metabolic products, including allergy-triggering factors, switch off.

Vorteilhaft ist es ferner, daß nach dem Spaltungspro­ zeß zuerst die groben Zellulosebestandteile ausge­ siebt oder ausgefiltert werden und dann die restliche Lösung einer Ultrafiltration unterworfen wird. It is also advantageous that after the splitting pro first, take out the coarse cellulose components sieved or filtered out and then the rest Solution is subjected to ultrafiltration.  

Durch das erfindungsgemäße Verfahren ist es außerdem besonders vorteilhaft, daß sich die eingesetzten Enzyme, neben hochmolekularen Spaltprodukten, auf ein­ fache Weise entfernen lassen, Ferner können einge­ schleppte mikrobielle Keime und Sporen entfernt werden.It is also by the method according to the invention particularly advantageous that the used Enzymes, in addition to high molecular cleavage products, on one can be removed in a simple manner, furthermore some dragged away microbial germs and spores will.

In der nachfolgenden Beschreibung ist die Herstellung eines Gurken- und Sonnenblumenextraktes näher be­ schrieben.In the description below is the manufacture of a cucumber and sunflower extract wrote.

Beispiel 1example 1

Für die Herstellung eines Gurkenextraktes werden etwa 10 g Gurken fein zerkleinert und eine Maische gebildet. Durch den Zusatz von 10 g Zitronensäure wird der pH Wert auf ca. 4,5 eingestellt. Nach der Zugabe von 2,0 g Rohament P und 2,0 g Rohament CT sowie 2,0 g Nipagin M wurde die Maische unter mehrmaligem Umrühren 3 Stunden inkubiert. Anschließend wurde das Hydrolysat zunächst über eine Filterpresse ausgefiltert und einer Ultrafiltration von 6,5 L unterzogen.For the preparation of a cucumber extract, for example 10 g of finely chopped cucumber and a mash educated. By adding 10 g of citric acid the pH is adjusted to approx. 4.5. After the encore of 2.0 g Rohament P and 2.0 g Rohament CT and 2.0 g Nipagin M became the mash with repeated stirring Incubated for 3 hours. Then the hydrolyzate first filtered out using a filter press and one Subjected to 6.5 L ultrafiltration.

Beispiel 2Example 2

Zur Herstellung eines Sonnenblumenextraktes werden 5 kg zerkleinerte Sonnenblumenstengel von ausgewachsenen Pflanzen mit 5 l Wasser eingemaischt und durch Zusatz von 7,5 g Zitronensäure auf einen pH Wert von 4,5 eingestellt. Die Inkubation erfolgt nach Zugabe von 1,0 g Rohament P und 2,5 g Rohament CT sowie 1,2 l Äthyl­ alkohol (96 Vol%) bei einer Temperatur von 50°C über eine Zeitdauer von ca. 60 Stunden. Die weitere Extra­ hierung erfolgte mittels Filtration und anschließender Ultrafiltration bis zu einer Ausbeute von 4,2 l.To produce a sunflower extract, 5 kg crushed adult sunflower stems Plants mashed with 5 l of water and added from 7.5 g of citric acid to a pH of 4.5 set. The incubation takes place after the addition of 1.0 g Rohament P and 2.5 g Rohament CT and 1.2 l ethyl  alcohol (96 vol%) at a temperature of 50 ° C above a period of about 60 hours. The further extra This was done by filtration and subsequent Ultrafiltration up to a yield of 4.2 l.

Pflanzenextrakte für biokosmetische und pharmazeu­ tische Präparate werden in vorteilhafter Weise durch Hydrolyse mittels pektinolytischen und zellulo­ lytischen Enzymen in Kombination und in Gegenwart von konservierenden Stoffen und nachfolgender Filtration und Ultrafiltration gewonnen. Der keimfreie Extrakt enthält alle artspezifischen, biologisch aktiven Sub­ stanzen, die lagerstabil sind.Plant extracts for bio-cosmetic and pharmaceutical Table preparations are made in an advantageous manner Hydrolysis using pectinolytic and cellulo lytic enzymes in combination and in the presence of preservatives and subsequent filtration and ultrafiltration gained. The aseptic extract contains all species-specific, biologically active sub punches that are stable in storage.

Claims (8)

1. Verfahren zur Gewinnung von Hydrolysaten aus pflanzlichen Produkten, insbesondere aus Blüten, Stengeln, Knollen, Rhizomen und/oder Früchten durch Spalten von Zellulosen und Pektinen, dadurch gekennzeichnet, daß die pflanzlichen Produkte zerkleinert und dann einer wässerigen, Enzyme enthaltenden Lösung zugegeben werden.1. A method for obtaining hydrolysates from plant products, in particular from flowers, stems, tubers, rhizomes and / or fruits by splitting celluloses and pectins, characterized in that the plant products are crushed and then added to an aqueous solution containing enzymes. 2. Verfahren nach Anspruch 1, dadurch gekennzeich­ net, daß die wässerige Lösung während des Spaltungsprozesses eine Temperatur kleiner als 60°C, insbesondere zwischen 40°C und 45°C aufweist und der wässerigen Lösung eine Kombination von zellulolytischen und pektinolytischen Enzymen zugegeben wird.2. The method according to claim 1, characterized in net that the aqueous solution during the Cleavage process a temperature less than 60 ° C, especially between 40 ° C and 45 ° C and the aqueous solution Combination of cellulolytic and pectinolytic enzymes is added. 3. Verfahren nach Anspruch 1, dadurch gekennzeich­ net, daß der wässerigen Lösung Enzyme, insbeson­ dere Cellulasen, Hemicellulasen, Pectatlyasen, Pectinasen, in einem Konzentrationsbereich zwischen 0,01 und 1,0 Gew.% zugegeben werden.3. The method according to claim 1, characterized in net that the aqueous solution enzymes, in particular other cellulases, hemicellulases, pectate lyases, Pectinases, in a concentration range between 0.01 and 1.0% by weight are added. 4. Verfahren nach Anspruch 1, dadurch gekennzeich­ net, daß die Enzyme in einem Konzentrations­ bereich zwischen 0,1 und 0,5 Gew.% der wässerigen Lösung zugegeben werden. 4. The method according to claim 1, characterized in net that the enzymes in a concentration range between 0.1 and 0.5% by weight of the aqueous Solution are added.   5. Verfahren nach einem oder mehreren der vorher­ gehenden Ansprüche, dadurch gekennzeichnet, daß der wässerigen Lösung neben den Enzymen Konser­ vierungsmittel in einem Konzentrationsbereich bis zu einem Gew.% zugegeben werden.5. Procedure according to one or more of the above outgoing claims, characterized in that the aqueous solution next to the enzyme Konser agent in a concentration range up to a weight% are added. 6. Verfahren nach einem oder mehreren der vorher­ gehenden Ansprüche, dadurch gekennzeichnet, daß der wässerigen Lösung neben den Enzymen Konser­ vierungsmittel in einem Konzentrationsbereich zwischen 0,1 Gew.% und 0,2 Gew.% in der Gegen­ wart von Alkohol zugegeben werden.6. Procedure according to one or more of the above outgoing claims, characterized in that the aqueous solution next to the enzyme Konser agent in a concentration range between 0.1% and 0.2% by weight in the counter were added by alcohol. 7. Verfahren nach Anspruch 6, dadurch gekenn­ zeichnet, daß der Alkohol, der der wässerigen Lösung zugegeben wird, einen Konzentrations­ bereich zwischen 10 und 30 Gew.% oder zwischen 17 und 20 Gew.% aufweist.7. The method according to claim 6, characterized records that the alcohol, that of the watery Solution is added, a concentration range between 10 and 30% by weight or between 17 and 20 wt%. 8. Verfahren nach einem oder mehreren der vorher­ gehenden Ansprüche, dadurch gekennzeichnet, daß nach dem Spaltungsprozeß zuerst die groben Zellulosebestandteile ausgesiebt oder ausgefil­ tert werden und dann die restliche Lösung einer Ultrafiltration unterworfen wird.8. Procedure according to one or more of the above outgoing claims, characterized in that after the splitting process, the rough ones first Cellulose constituents screened out or filtered out be tert and then the remaining solution one Is subjected to ultrafiltration.
DE4018392A 1990-06-08 1990-06-08 Recovery of plant hydrolysates for bio:cosmetics and pharmaceuticals - by comminuting the plant prods. then adding aq. cellulolytic and pectinolytic enzyme soln. Withdrawn DE4018392A1 (en)

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2779346A1 (en) * 1998-06-04 1999-12-10 Silab Sa Plant extract for preventing and treating effects of solar radiation on skin and hair
US7666459B2 (en) 2001-09-12 2010-02-23 The Procter & Gamble Company Pet food compositions
US8563522B2 (en) 1997-07-08 2013-10-22 The Iams Company Method of maintaining and/or attenuating a decline in quality of life
US9404162B2 (en) 2005-05-31 2016-08-02 Mars, Incorporated Feline probiotic bifidobacteria and methods
US9415083B2 (en) 2004-05-10 2016-08-16 Mars, Incorporated Method for decreasing inflammation and stress in a mammal
US9427000B2 (en) 2005-05-31 2016-08-30 Mars, Incorporated Feline probiotic lactobacilli composition and methods
US9580680B2 (en) 2003-12-19 2017-02-28 Mars, Incorporated Canine probiotic bifidobacterium pseudolongum
US9771199B2 (en) 2008-07-07 2017-09-26 Mars, Incorporated Probiotic supplement, process for making, and packaging
US9821015B2 (en) 2003-12-19 2017-11-21 Mars, Incorporated Methods of use of probiotic bifidobacteria for companion animals
US10104903B2 (en) 2009-07-31 2018-10-23 Mars, Incorporated Animal food and its appearance

Citations (1)

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Publication number Priority date Publication date Assignee Title
DE3049773C2 (en) * 1979-08-10 1987-10-22 Sakai Takuo Process for the production of pectin from plant tissues

Patent Citations (1)

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Publication number Priority date Publication date Assignee Title
DE3049773C2 (en) * 1979-08-10 1987-10-22 Sakai Takuo Process for the production of pectin from plant tissues

Non-Patent Citations (4)

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Title
- MASSIOT, Patrice *
Goerg Thieme Verlag Stuttgart - New York, 1989, S.613 *
RÖMPP CHEMIE LEXIKON *
THIBAULT, Jean-Francois: ENZYMIC ANASYSIS OF CARROT CELL-WALL POLY- SACCHARIDES: In: Carbohydrate Research, 190, 1989, S.121-136 *

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8563522B2 (en) 1997-07-08 2013-10-22 The Iams Company Method of maintaining and/or attenuating a decline in quality of life
FR2779346A1 (en) * 1998-06-04 1999-12-10 Silab Sa Plant extract for preventing and treating effects of solar radiation on skin and hair
US7666459B2 (en) 2001-09-12 2010-02-23 The Procter & Gamble Company Pet food compositions
US8663729B2 (en) 2001-09-12 2014-03-04 The Iams Company Pet food compositions
US8728559B2 (en) 2001-09-12 2014-05-20 The Iams Company Pet food compositions
US9580680B2 (en) 2003-12-19 2017-02-28 Mars, Incorporated Canine probiotic bifidobacterium pseudolongum
US9821015B2 (en) 2003-12-19 2017-11-21 Mars, Incorporated Methods of use of probiotic bifidobacteria for companion animals
US9415083B2 (en) 2004-05-10 2016-08-16 Mars, Incorporated Method for decreasing inflammation and stress in a mammal
US9427000B2 (en) 2005-05-31 2016-08-30 Mars, Incorporated Feline probiotic lactobacilli composition and methods
US9404162B2 (en) 2005-05-31 2016-08-02 Mars, Incorporated Feline probiotic bifidobacteria and methods
US9771199B2 (en) 2008-07-07 2017-09-26 Mars, Incorporated Probiotic supplement, process for making, and packaging
US10709156B2 (en) 2008-07-07 2020-07-14 Mars, Incorporated Pet supplement and methods of making
US10104903B2 (en) 2009-07-31 2018-10-23 Mars, Incorporated Animal food and its appearance

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