WO2012113494A1 - Procédé d'obtention de métabolites secondaires végétaux au moyen d'une membrane à groupes échangeurs de cations - Google Patents

Procédé d'obtention de métabolites secondaires végétaux au moyen d'une membrane à groupes échangeurs de cations Download PDF

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Publication number
WO2012113494A1
WO2012113494A1 PCT/EP2012/000191 EP2012000191W WO2012113494A1 WO 2012113494 A1 WO2012113494 A1 WO 2012113494A1 EP 2012000191 W EP2012000191 W EP 2012000191W WO 2012113494 A1 WO2012113494 A1 WO 2012113494A1
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Prior art keywords
membrane
positively charged
groups
plant
group
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PCT/EP2012/000191
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German (de)
English (en)
Inventor
Wolfgang Demmer
René FABER
Louis VILLAIN
Hans-Heinrich HÖRL
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Sartorius Stedim Biotech Gmbh
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Publication of WO2012113494A1 publication Critical patent/WO2012113494A1/fr

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08—Selective adsorption, e.g. chromatography
    • B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/36—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving ionic interaction
    • B01D15/361—Ion-exchange
    • B01D15/362—Cation-exchange
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/14—Dynamic membranes
    • B01D69/141—Heterogeneous membranes, e.g. containing dispersed material; Mixed matrix membranes
    • B01D69/147—Heterogeneous membranes, e.g. containing dispersed material; Mixed matrix membranes containing embedded adsorbents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06—Organic material
    • B01D71/08—Polysaccharides
    • B01D71/10—Cellulose; Modified cellulose
    • 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
    • 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
    • A23V2300/00—Processes
    • A23V2300/30—Ion-exchange
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • A61K2236/30—Extraction of the material
    • A61K2236/39—Complex extraction schemes, e.g. fractionation or repeated extraction steps
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2311/00—Details relating to membrane separation process operations and control
    • B01D2311/26—Further operations combined with membrane separation processes
    • B01D2311/2626—Absorption or adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2325/00—Details relating to properties of membranes
    • B01D2325/14—Membrane materials having negatively charged functional groups

Definitions

  • the present invention relates to a process for isolating phenolic secondary plant ingredients from plant material and to a food supplement obtainable by this process.
  • Herbal ingredients especially the so-called secondary plant ingredients, which have no greater caloric value, are increasingly attracting the attention of science and food technology, where they are under the keyword "Functional Food” as dietary supplements or food additives of interest.
  • reactive oxygen species reactive oxygen-containing molecules, such as hydroxyl radicals OH-, superoxide O2, hydrogen peroxide H 2 O 2 , Singlet oxygen, which can react with nitric oxide NO to peroxynitrite ONO2, as well as inactivate hypobromite and hypochlorite.
  • reactive oxygen species reactive oxygen-containing molecules, such as hydroxyl radicals OH-, superoxide O2, hydrogen peroxide H 2 O 2 , Singlet oxygen, which can react with nitric oxide NO to peroxynitrite ONO2, as well as inactivate hypobromite and hypochlorite.
  • the cardioprotective effect associated with regular red wine consumption is caused, inter alia, by OH-substituted diphenols such as resveratrol.
  • Resveratrol is a substance that, as an antioxidant, presumably reduces the sensitivity to oxidation of low density lipoprotein (LDL) in the blood, inhibits aggregation of platelets, and inhibits endogenous cholesterol biosynthesis by inhibiting squalene monooxygenase.
  • LDL low density lipoprotein
  • DE 10 2009 024 410 A1 discloses a method for the isolation of phenolic secondary plant ingredients from plant material, such. Plums, in which the plant ingredients are adsorbed on a microporous membrane with affinity ligands from the group of boronates or metal chelates and subsequently eluted from the membrane.
  • WO 2008/136741 A1 discloses a process for the removal of polyphenols from beverages, in which the beverages are treated with a polymer matrix on which are fixed ether ligands, preferably polyether ligands with CC multiple bonds.
  • the polymer matrix can be present as a particulate or membrane-shaped adsorbent.
  • the polyphenols are not isolated as end products and target substances of this method.
  • WO 2008/097154 A1 discloses a process for removal of suspended matter from beverages.
  • the polymer matrices based on crosslinked polysaccharides used have a polyether coating, which can be prepared by grafting, for example, polyethylene glycol or diethylene glycol vinyl ether.
  • the polyether functionalization of the matrices allows efficient removal of undesirable polyphenols from beverages.
  • the polyphenols are not isolated as end products and target substances of this method.
  • No. 5,141,611 discloses a process for removing polyphenols from beverages using polyamide membranes or particles with a glutaraldehyde / resorcinol-based or glutaraldehyde-based surface modification in combination with melamine, 1,6-hexamethylenediamine or various amino acids , Likewise, the polyphenols are not isolated as end products and target substances of this process.
  • EP 0806474 A1 discloses a method in which chromatography gels based on Sepharose ®, which cation exchanging ligands have (sulfopropyl or carboxymethyl groups), used for beverage clarification or stabilization.
  • the polyphenols are simultaneously removed with accompanying proteins as undesirable contaminants from beer.
  • the cation exchangers can be regenerated by reuse of water, caustic soda or saline for reuse.
  • the process known from EP 0 806 474 A1 does not contain any steps which permit isolation of the polyphenols as target substances, ie no steps which permit separation of the polyphenols from the accompanying proteins or other contaminants from beer production.
  • the object of the present invention is therefore to provide a process for the isolation of secondary plant constituents from plant material, which can be carried out in a simple manner, with little expenditure of time and at low pH values.
  • This method should also avoid the use of toxicologically objectionable solvents as well as the use of large volumes of solvents to isolate the phytochemicals.
  • an object of the present invention relates to a method for isolating positively charged phenolic plant secondary plant constituents, comprising the steps of:
  • (c) eluting the positively charged phenolic phytochemicals from the membrane to yield a solution containing the positively charged phenolic phytochemicals.
  • isolated also includes obtaining a solution containing the positively charged phenolic phytochemicals of the present invention.
  • the positively charged phenolic phytochemicals may be further purified from this solution and / or the positively charged phenolic phytochemicals may be obtained as such by removal of the solvent.
  • the term "vegetable material” in the present invention includes any vegetable material containing positively charged phenolic phytochemicals.
  • the plant material is selected from the group consisting of fruits, especially berries, vegetables, legumes, tubers, onions, beets, tea, cocoa, coffee, wood, flowers, seeds, leaves and cones of coniferous trees.
  • the vegetable material is fruit skin, fruit juice, fruit pulp, pulp, or whole fruit, which is brought by suitable process steps into a state which permits subsequent efficient extraction of its positively charged secondary ingredients.
  • an extract of plums is provided in step a) of the method according to the invention.
  • second plant ingredients comprises chemical compounds that are produced by plants neither in the energy metabolism nor anabolic or catabolic metabolism, and preferably the defense against pathogens and herbivores, the protection against environmental influences, such as UV radiation, or attracting of pollinators and seed wideners.
  • the secondary plant ingredients are positively charged phenolic compounds.
  • the term "positively charged phenolic compounds” is understood to mean phenols and derivatives of phenols. Such compounds may comprise one or more aromatic rings, wherein the aromatic rings may be fused or may be bridged together by substituted alkyl groups and wherein the derivatives may have further OH groups in addition to the phenolic OH groups.
  • the phenolic OH groups can be derivatized.
  • the secondary plant ingredients may be modified by methylation, acetylation or conversion to their aldehyde or acid function.
  • the molecules of all these compounds have as a common feature a temporary, ie at least during the inventive process producible, or permanent cationic charge, which is compensated by a corresponding counter anion.
  • the present invention relates to the isolation of any suitable phenolic phytochemicals.
  • the secondary plant ingredients are selected from the group consisting of flavonoids, especially flavones, flavonols, flavanols, flavanones, flavanonols, anthocyanins, proanthocyanins, isoflavonoids and biflavonoids.
  • Preferred flavonoids are, for example, flavones, flavonols, flavanols, flavanones, flavanonols, proanthocyanins and anthocyanins.
  • Preferred flavones are, for example, apigenin, luteolin, diosmetin, chrysoeriol, nobiletine, apirgenin, acetacetin, galangin, chrysin, tectochrysin, scutellarein, eupatorin, genkwanin, senensetin and their glycosides such as hyperoside, quercitrin and hesperidin.
  • Examples of preferred flavonols are fighter oil, quercetin, myricetin and their arabinosides, galactosides, glucosides, glycosides, rhamnosides and xylosides.
  • Examples of preferred flavanones are isokuranetin, naringenin, hesperitin, eriodictyol and their glycosides, rutinosyl derivatives and neohesperidosyl derivatives.
  • a preferred flavanonol is, for example, taxifolin.
  • Preferred proanthocyanins are, for example, the glycosides of procyanidins and prodelphinidines, in particular their gallates.
  • Preferred anthocyanins are, for example, the glycosides of pelargonidin, cyanidin, harionidin, delphinidin, petunidin and malvidin.
  • Preferred isoflavonoids are, for example, the isoflavones, especially the soy isoflavones.
  • Preferred isoflavones are, for example, genistein, daidzein, glycetein and their glycosides.
  • Preferred lignans are, for example, the flax lignans, in particular matairesinol and Secoisolariciresinol-diglucosides.
  • Suitable positively charged phenolic phytochemicals are for example, in K. Shetty, G. Paliyath, AL Pometto, RE Levin, "Functional Foods and Biotechnology", CRC Press LLC 2005, Taylor & Francis Group, pp. 152-159.
  • the anthocyanins ie the dyes of various parts of plants, such as fruit skins, berries, or vacuole components, in particular the glycosides of pelargonidin, cyanidin, ubenonidin, delphinidin, petunidin and malvidin, are preferred according to the invention.
  • proanthocyanins are particularly preferred on the structural basis of cathechin or epicathechin, also in the form of their gallates.
  • the skilled person is aware of the diverse plant sources of anthocyanins and other phytochemicals. A list can be found for example in H.-D. Belitz and W. Grosch, "textbook of food chemistry", 4th edition, H. Springer Verlag Berlin, Heidelberg, New York, 1992, pp. 738-754, ISBN 3-540-55449-1.
  • Suitable processes for the preparation of plant extracts from vegetable material are known to the person skilled in the art, and include, for example, the homogenization of plant parts in a disperser or homogenizer.
  • the plant extract can be pretreated before contacting with the membrane, for example by prefiltration. Such prefiltration is used to remove particles and trub substances from the plant extract.
  • the plant extract is not further pretreated after its preparation.
  • the plant extract can be contacted with the membrane without prefiltration.
  • the plant extract contains particles and Trubstoffe and may have a turbidity due to these ingredients.
  • the size of the particles is not limited.
  • the particles contained in the plant extract have a size of not more than 0.5 mm.
  • the method according to the invention may further comprise the step after step (a) and before step (b):
  • microporous membrane in the context of the present invention refers to membranes having a pore size of 0.1 to 20 ⁇ m, preferably 0.5 to 15 ⁇ m and more preferably 1 to 10 ⁇ m.
  • the determination of the pore size can be carried out with a so-called "Capillary Flow Porometry Test” (Capillary Flow Porometer 6.0, CAPWIN Software System, Porous Materials Inc.).
  • the microporous membrane may be in any form suitable for contacting the surfaces of the membrane with the plant extract.
  • the microporous membrane may be integrated into a membrane adsorber module.
  • Suitable membrane adsorber modules are known, for example, from DE 102 36 664 A1.
  • such a membrane adsorber module is particle-like, i. insensitive to clogging by particulate and slurry media.
  • the integration of the microporous membrane into a particle-permeable membrane adsorber module is particularly advantageous when a particle-containing plant extract is used.
  • the particles contained in the plant extract generally do not affect the adsorption of the phenolic secondary plant constituents to be isolated on the membrane. Pre-filtration is not necessary in this case, which simplifies the process according to the invention.
  • microporous membrane all membranes capable of adsorbing the positively charged phenolic secondary plant ingredients can be used.
  • the microporous membranes have suitable cation-exchanging groups.
  • the cation-exchanging groups are selected from the group of weak or strong cation-exchange ligands.
  • the weak cation exchange ligands are particularly preferably methacrylate, carboxymethyl or orthophosphate groups.
  • the strong cation exchange ligands preferred are sulfoalkyl (more preferably sulfopropyl or sulfoethyl), sulfonate and sulfate groups, as well as heparin and derivatives.
  • Particularly preferred cation exchange ligands are carboxymethyl and sulfopropyl groups.
  • Suitable methods for derivatizing microporous membranes with cation-exchanging groups are known to the person skilled in the art and are described, for example, in EP 0 527 992 B1.
  • a microporous membrane suitable for use in the method of the present invention is, for example, a membrane of a cellulose hydrate matrix and pores extending from one major surface to the other major surface of the membrane, the membrane having cation exchange groups for adsorptive separation on its inner and outer surfaces.
  • the starting material for such a microporous membrane is a cellulose ester membrane which is brought into contact with at least one solution under conditions which, on the one hand, lead to swelling of the cellulose ester matrix and, on the other hand, simultaneously, i. in situ, hydrolysis (saponification) of the ester groups to hydroxyl groups, whereby a cellulose hydrate membrane is formed.
  • Cellulose ester membranes may be composed of cellulose monoacetate, cellulose diacetate, cellulose triacetate, cellulose propionate, cellulose butyrate and cellulose acetobutyrate or other suitable cellulose esters or cellulose nitrate, methylcellulose or ethylcellulose, as well as mixtures thereof.
  • the resulting cellulose hydrate matrix is preferably crosslinked by reacting the hydroxyl groups with one or more at least bifunctional reagents. Thereafter, functional groups (cation exchange ligands) are introduced into the crosslinked matrix to enable adsorptive material separation.
  • functional groups for example to the hydroxyl groups, of the crosslinked membrane can be bound. Suitable methods for binding functional groups are known to the person skilled in the art.
  • functional groups are bonded to the cellulose membrane via epoxide groups or aldehyde groups. The introduction of the epoxide groups can take place already in the crosslinking step or subsequently.
  • the step (b) of contacting the plant extract with the microporous membrane comprises all forms of contacting the plant extract with the microporous membrane.
  • the contacting is done in such a way that the positively charged, phenolic secondary plant ingredients contact the cation-exchanging groups of the membrane to be adsorbed to them.
  • Step (b) may be accomplished by, for example, passing the plant extract tangentially along at least one membrane surface.
  • the plant extract is passed through the membrane, which is preferably convective permeable.
  • the term "adsorption” means all possibilities of reversibly binding positively charged, phenolic secondary plant constituents to the cation exchanger ligands. This reversible bond can be chemical and / or physical in nature.
  • step (c) the elution of the positively charged phenolic secondary ingredients from the membrane occurs. In this way, a solution containing the phenolic secondary plant ingredients is obtained.
  • the eluent used in step c) is water or from the group of aqueous solutions of alkali metal or alkaline earth metal salts of inorganic or organic acids, preferably alkali metal and alkaline earth metal salts of mineral acids (preferably hydrochloric, sulfuric, Phosphoric or nitric acid).
  • alkali metal or alkaline earth metal salts of the halogens particularly preferably NaCl.
  • the salts of di- and tricarboxylic acids are preferred, particularly preferred are citric and lactic acids.
  • C1-C4 alcohols such as ethanol or butanol
  • aqueous media for this washing step are those which do not elute the phenolic phytochemicals.
  • water is preferred as the aqueous medium.
  • the cation-exchanging groups are sulfonate groups and the microporous membrane consists of cellulose hydrate, wherein as eluent in step c) a solution of sodium chloride and potassium phosphate in a mixture of water, ethanol and 1- or iso-butanol is used ,
  • the method according to the invention further comprises the step after step (b) and before step (c):
  • the present invention further relates to a food additive which is obtainable by the process according to the invention.
  • Figure 1 the course of the adsorption and elution of anthocyanins at
  • Figure 2 the adsorption of anthocyanins on a strongly acidic membrane adsorber by bilateral overflow with circular promotion.
  • Example 1 Production of a plant extract
  • the plant extract was prepared from commercially available prunes (Prunus domestica) (Unipack Fruits, South Africa).
  • the fruits had a diameter of 7 to 8 cm, a fresh weight of about 150 to 200 g and were characterized by a very dark, purple-colored fruit skin (shell).
  • the extract was diluted 1:50 with the abovementioned buffer, and an adsorption spectrum in the wavelength range of 240-650 nm was recorded with a spectrophotometer of the type Spekord registered by Jenoptik, Jena, Germany. A maximum at 280 nm and 513 nm (broad) was found. The further determination of the concentration of the plant dye was carried out at 513 nm.
  • Example 2 Production of a planar module, which can be overflowed on both sides, with adsorptive membrane for the extraction of anthocyanins from plant material
  • a device for receiving an adsorption membrane was created.
  • Two rectangular plates (upper and lower part) with the dimensions 12 x 6 cm were on the front sides, d. H. provided on the sides facing each other in a parallel arrangement of the plates, each with a, parallel to the narrower side of the plates at a distance of 1 cm extending inlet and outlet channel with a depth of 3 mm.
  • the inlet or outlet channel was connected in each case via a feed bore with a hose nozzle.
  • the elution solution consisted of a mixture of 10% by volume of EtOH, 10% by volume of isobutanol, filled with 80% by volume of buffer to a final volume of 1 l, in which 1 mol / l of NaCl had been dissolved.
  • the unit ml / min indicates the flow rate through the adsorber.
  • AL means the number of extinction units "EE" in the template at the beginning of the experiment indicated by the respective experiment number.
  • DL means the number of extinction units "EE” in the template, or in linear mode ("lin”), in the receiver at the end of the experiment.
  • Geb means the absolute difference between the two values "AL” and “DL”, “Geb%” the corresponding indication of this difference referred to "AL" in percent.
  • EL means the total amount elutable by the adsorber, which can be determined from the extinction at 513 nm, "Rec%” is the proportion of "EL” in relation to "Geb" in
  • An oblique arrow pointing from the upper right to the lower left in the table from a higher line to a lower line means that the depleted solution was recharged onto the adsorber after elution of the adsorber.
  • FIG. 1 shows the decrease in the extinction units (EE) for AL or EL of the starting solution with repeated application of the anthocyanin-depleted solution to the same adsorber with subsequent elution according to the results for the experiments Nos. 8 to 11 according to Table 2.
  • the diamond-shaped symbols of row 1 correspond to the quantity of anthocyanins offered in each case, the symbols in square form of row 2 indicate the respectively eluted material. For each run, about 15 extinction units (RE) are depleted. This amount is found only in the first elution (Experiment 8), in the following three elutions less anthocyanin than the theoretical 15 EE is found. This indicates a non-elutable amount of anthocyanin remaining on the adsorber under these conditions.
  • RE extinction units
  • Figure 2 shows the adsorption of anthocyanins on a strongly acidic membrane adsorber by bilateral overflow with circular promotion.
  • the data are taken from experiment No. 6 of Table 2.
  • E 513 denotes the extinction of the solution studied at 513 nm as a measure of the anthocyanin content, and the x-axis indicates the circulation time in minutes.
  • the symbols in diamond form represent the concentration of anthocyanin in the template measured over the circulation time.
  • the recirculation curve is exponentially decaying and approaching a limit corresponding to the capacity of the adsorbent for anthocyanins under the chosen experimental conditions.
  • a particle-permeable membrane adsorber module was produced.
  • Example 4 Adsorption of anthocyanins on a strongly acidic membrane adsorber
  • M1 by controlled linear overflow of M1
  • the receiver was filled with 500 ml of buffer and circulated through the adsorber module for 5 minutes at a flow rate of 300 ml / min.
  • the buffer was discarded, 300 ml of fresh buffer filled and the process repeated.
  • E Fra k represents the measured value in the respective fraction and EE the total extinction fraction in the fraction as product of E513 and the volume of the respective fraction, ie 50 ml.
  • the bound amount of anthocyanins results from the subtraction of the respective value for "EE (total)" of 42.5 (corresponding to 100%).
  • “E513 cumulated” represents the total amount of anthocyanins bound during the experiment.
  • V / ml denotes the cumulative sample volume at the end of the experiment with the number given in Table 3.
  • the adsorber was washed with buffer until the absorbance value of the liquid in the effluent had dropped to virtually zero.
  • the bound anthocyanins were eluted from the adsorbent with 200 ml of eluant as indicated above by cycling and subsequent drainage.
  • Table 4 shows the mass balance of Example 4 with linear overflow:
  • Example 5 Adsorption of anthocyanins on a strongly acidic membrane adsorber by controlled cyclic overflow of the membrane adsorber M1 50 ml of the crude extract were added to 450 ml of buffer and mixed by means of a magnetic stirrer, which was in operation (speed 500 revolutions / min) throughout the experiment.
  • the original Erlenmeyer flask had a nominal volume of 500 ml, the magnetic stir bar was 3 cm long.
  • the adsorbent was drained by draining the depleted crude extract, washed with buffer and then eluted with the eluent.
  • E2 dead fraction by weight) / E tot (initial solution) * 100% for entries 1) to 4) or
  • Example 6 Serial connection of the membrane adsorber modules M1, M2 and M3

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Abstract

La présente invention concerne un procédé pour isoler des métabolites secondaires végétaux phénoliques chargés positivement à partir d'une matière végétale au moyen d'une membrane à groupes échangeurs de cations, ainsi qu'un additif alimentaire pouvant être obtenu par ce procédé.
PCT/EP2012/000191 2011-02-26 2012-01-18 Procédé d'obtention de métabolites secondaires végétaux au moyen d'une membrane à groupes échangeurs de cations WO2012113494A1 (fr)

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DE102011012569.8 2011-02-26
DE102011012569A DE102011012569A1 (de) 2011-02-26 2011-02-26 Verfahren zur Gewinnung sekundärer Pflanzeninhaltsstoffe unter Verwendung einer Membran mit kationenaustauschenden Gruppen

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103145681A (zh) * 2013-03-15 2013-06-12 中国农业科学院农产品加工研究所 一种提取花青素的方法

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Publication number Priority date Publication date Assignee Title
DE102013017014B4 (de) 2013-10-14 2017-03-30 Sartorius Stedim Biotech Gmbh Sulfatierte Cellulosehydrat-Membran, Verfahren zur ihrer Herstellung und Verwendung der Membran als Adsorptionsmembran für die Virenaufreinigung

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US5141611A (en) 1985-05-16 1992-08-25 Memtec Limited Removing and recovering plant polyphenols
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EP0527992B1 (fr) 1991-03-06 1998-02-18 Sartorius Ag Procede de modification de la surface des membranes microporeuses, objets moules ainsi obtenus et leur utilisation pour la separation de substances par adsorption
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