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WO2010066235A1 - Method for producing plant tissues suitable for consumption and having an increased content of quercetin and/or quercetin derivatives - Google Patents

Method for producing plant tissues suitable for consumption and having an increased content of quercetin and/or quercetin derivatives Download PDF

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Publication number
WO2010066235A1
WO2010066235A1 PCT/DE2009/001711 DE2009001711W WO2010066235A1 WO 2010066235 A1 WO2010066235 A1 WO 2010066235A1 DE 2009001711 W DE2009001711 W DE 2009001711W WO 2010066235 A1 WO2010066235 A1 WO 2010066235A1
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Prior art keywords
fruit
quercetin
impregnating solution
vacuum
derivatives
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German (de)
French (fr)
Inventor
Beate Schulze
Sandra Schmidt
Eva Maria Hubbermann
Karin Schwarz
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Christian Albrechts Universitaet Kiel
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Christian Albrechts Universitaet Kiel
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105Plant extracts, their artificial duplicates or their derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L19/00Products from fruits or vegetables; Preparation or treatment thereof
    • A23L19/03Products from fruits or vegetables; Preparation or treatment thereof consisting of whole pieces or fragments without mashing the original pieces
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the invention relates to pulp enriched with secondary plant ingredients and to a process for its production.
  • Secondary plant ingredients have a variety of biological effects, which may include antibacterial, anti-inflammatory, antiallergic, antithrombotic, antiviral and anticarcinogenic nature. Studies show that the associated group of polyphenols reduces the risk of cardiovascular disease when ingested. In particular, flavonoids are said to have preventive properties for heart health and as anti-oxidants against free radicals.
  • free radicals have a negative influence on the development and progression of cancers, rheumatism, arteriosclerosis, immune deficiency disorders, hepatopathies, inflammatory diseases and various infectious diseases.
  • the body's own protection systems against free radicals lose their efficiency in the case of illnesses, sports, environmental conditions and with advancing age, therefore they require a targeted external support.
  • Regular and adequate consumption of fruit and vegetables provides protection against chronic diseases, with polyphenols being given a special role.
  • the average Western polyphenols intake is 23 mg per day and is covered to 60-75% by quercetin [Hertog, M.G.L., E.J.M. Feskens, et al. (1993).
  • Polyphenols occur naturally in various plants as flavoring and coloring agents. As flavorings, they are responsible for the protection against predators for the sensory experience of bitterness and astringency. As dyes, they significantly affect the external appearance and, in addition, can lead to enzymatic browning reactions upon the entry of oxygen.
  • functional polyphenols are incorporated as additives in the formulation of foods.
  • olive oil with polyphenols from leaves of the olive tree, muffins with apple peel powder and pasta with isoflavones of the soybean meal or chicken soup were enriched by the addition of polyphenol-rich plant extracts [Paiva-Martins, F., R. Correia, et al. (2007). "Effects of enrichment of refined olive oil with phenolic compounds from olive leaves.” J. Agric. Food Chem. 55 (10): 4139-4143, Rupasinghe, H.P.V., L. Wang, et al. (2008).
  • the object of the invention is therefore to develop a method which makes it possible to provide plants or parts of plants with intact tissue, e.g. Fruits, with increased polyphenol content possible.
  • Another object is to provide apple pulp, in particular enriched with polyphenols, from intact tissue without the disadvantage of undesirable sensory properties, such as bitterness and astringency.
  • the impregnating solution 1.0 - contains 50 g polyphenols / L.
  • the fruit pieces should remain fixed in the impregnating solution for up to 30 minutes before applying the vacuum.
  • the time in which the vacuum is applied should advantageously be 1 to 30 minutes.
  • the vacuum should preferably be between 50 to 800 hPa.
  • the time in which the fruit pieces remain in the solution after restoring the atmospheric pressure should advantageously be 1 to 60 minutes.
  • the polyphenol is quercetin or a glycosylated derivative of quercetin.
  • the fruit pieces are apple fruit pieces.
  • the determination of the content of polyphenols and the increase of the polyphenol content in the pulp produced by the method can be measured by means of HPLC.
  • pulp contains practically no quercetin.
  • the shell has levels of the various quercetin derivatives such as isoquercitrin, hyperin, quercitrin, reynoutrin and avicularin [Wolfe, KL and RH Liu (2003). "Apple peels as a value added food ingredient.”].
  • the possible salary increases vary.
  • polyphenols differ structurally significantly.
  • the polyphenols with their subclasses hydroxycinnamic acids, hydroxybenzoic acids, anthocyanidins, flavonols, flavanols, isoflavones, stilbenes and lignans are characterized by an aromatic ring structure which may be linked to hydroxyl groups, acid groups and carbohydrates. Quercetin, a flavonol, is composed of two aromatic rings and one heterocyclic ring and contains five hydroxy groups.
  • quercetin Polyphenols are often glycosylated and are therefore linked to various sugar residues. Transport into the intact tissue of the pulp was not expected in such compounds due to their size and their limited solubility.
  • Figure 1 shows the quercetin content in apple Elstar, in relation to an untreated apple.
  • Table 1 shows the comparison of Quercetinglykosidgehalte of apple slices according to the invention with commercial apple chips
  • Table 1 Comparison of quercetin glycoside contents, including quercetin, of apple slices of the invention with commercial apple chips
  • quercetin and quercetin glycosides calculated as quercetin-3-glucoside equivalents As plants or parts of plants are root, shoot, leaves and especially fruits in question, which are used as fruit or vegetables.
  • the products according to the invention are eminently suitable for use in compound foods to which dry fruits are added, e.g. Muesli, cereal bar.
  • Elstar apples are sliced and dipped into the impregnating solution.
  • a device which prevents the discs from rising it can be ensured that the plant material is in the solution during the entire impregnation phase.
  • an isotonic impregnation solution is used.
  • a 0.3% apple peel extract added apple juice with 11.3 ° Brix was used.
  • the extract obtained from the skins of apples also contains other typical aphypal polyphenols which are enriched during treatment.
  • the vacuum treatment of the samples in a vacuum oven at 100 mbar for a period of 5 minutes. During this vacuum phase, the air of the porous apple tissue bubbles out.
  • the atmospheric pressure is restored and the apple slices remain in the impregnating solution for 10 minutes.
  • the fluid including the polyphenols, is sucked into the intercellular spaces of the tissue.
  • the fully soaked samples can be removed from the solution and dripped off. Finally, the apple slices are dried.
  • Wavelength of 365 nm by means of reversed-phase HPLC (Agilent technology, Waldbronn).

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Botany (AREA)
  • Mycology (AREA)
  • Preparation Of Fruits And Vegetables (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)

Abstract

A method for producing a fruit that is suitable for consumption and has an increased content of quercetin and/or quercetin derivatives in the pulp, characterized by the following steps: cutting the fruit; immersing the cut fruit into an impregnating solution containing quercetin and/or quercetin derivatives; applying a vacuum to the impregnating solution containing the fruit for a predetermined time period; restoring atmospheric pressure; removing the fruit from the solution.

Description

Verfahren zur Herstellung von für den Verzehr geeignetem Pflanzengewebe mit einem erhöhten Gehalt an Quercetin und/oder Quercetinderivaten Process for the preparation of vegetable tissue suitable for consumption with an increased content of quercetin and / or quercetin derivatives

Die Erfindung betrifft mit sekundären Pflanzeninhaltsstoffen angereichertes Fruchtfleisch sowie ein Verfahren zu dessen Herstellung.The invention relates to pulp enriched with secondary plant ingredients and to a process for its production.

Sekundäre Pflanzeninhaltsstoffe weisen eine Vielzahl von biologischen Wirkungen auf, die unter anderem antibakterieller, entzündungshemmender, antiallergischer, antithrombotischer, antiviraler und antikarzinogener Natur sein können. Studien belegen, dass die dazugehörige Gruppe der Polyphenole bei erhöhter Aufnahme das Risiko für kardiovaskuläre Erkrankungen senkt. Insbesondere den Flavonoiden werden präventive Eigenschaften für die Herzgesundheit sowie als Antioxidantien gegen freie Radikale zugeschrieben.Secondary plant ingredients have a variety of biological effects, which may include antibacterial, anti-inflammatory, antiallergic, antithrombotic, antiviral and anticarcinogenic nature. Studies show that the associated group of polyphenols reduces the risk of cardiovascular disease when ingested. In particular, flavonoids are said to have preventive properties for heart health and as anti-oxidants against free radicals.

Nach dem gegenwärtigen Stand der Erkenntnisse haben freie Radikale einen negativen Einfluss auf die Entstehung und den Verlauf von Krebserkrankungen, Rheuma, Arteriosklerose, Immunabwehrstörungen, Hepatopathien, entzündlichen Erkrankungen und verschiedenen Infektionserkrankungen. Die körpereigenen Schutzsysteme gegen freie Radikale verlieren bei Belastungen durch Erkrankungen, Sport, Umweltbedingungen und mit fortschreitendem Lebensalter an Effizienz, daher bedürfen sie einer gezielten Unterstützung von außen. Ein regelmäßiger und ausreichender Verzehr von Obst und Gemüse bietet Schutz vor chronischen Erkrankungen, hierbei wird den Polyphenolen eine besondere Rolle beigemessen. Die durchschnittliche Zufuhr an Polyphenolen nach westlicher Ernährungsweise liegt bei 23 mg pro Tag und wird zu 60-75 % durch Quercetin gedeckt [Hertog, M. G. L., E. J. M. Feskens, et al. (1993). "Dietary antioxidant flavonoids and risk of coronary heart disease: the Zutphen Elderly Study." The Lancet 342(8878): 1007-101 1 , Stockt, J.-C, T. Chataigneau, et al. (2004). "Vascular protection by dietary polyphenols." European Journal of Pharmacology 500(1-3): 299-313].According to the current state of knowledge, free radicals have a negative influence on the development and progression of cancers, rheumatism, arteriosclerosis, immune deficiency disorders, hepatopathies, inflammatory diseases and various infectious diseases. The body's own protection systems against free radicals lose their efficiency in the case of illnesses, sports, environmental conditions and with advancing age, therefore they require a targeted external support. Regular and adequate consumption of fruit and vegetables provides protection against chronic diseases, with polyphenols being given a special role. The average Western polyphenols intake is 23 mg per day and is covered to 60-75% by quercetin [Hertog, M.G.L., E.J.M. Feskens, et al. (1993). "Dietary Antioxidant Flavonoids and Risk of Coronary Heart Disease: The Zutphen Elderly Study." The Lancet 342 (8878): 1007-101 1, Stockt, J.-C, T. Chataigneau, et al. (2004). "Vascular protection by dietary polyphenols." European Journal of Pharmacology 500 (1-3): 299-313].

Polyphenole kommen natürlicherweise in verschiedenen Pflanzen als Geschmacks- und Farbstoffe vor. Als Geschmackstoffe sind sie, zum Schutz vor Fressfeinden, verantwortlich für das sensorische Erlebens der Bitterkeit und des Adstringens. Als Farbstoffe beeinflussen sie das äußere Erscheinungsbild deutlich und können darüber hinaus bei Zutritt von Sauerstoff zu enzymatischen Bräunungsreaktionen führen.Polyphenols occur naturally in various plants as flavoring and coloring agents. As flavorings, they are responsible for the protection against predators for the sensory experience of bitterness and astringency. As dyes, they significantly affect the external appearance and, in addition, can lead to enzymatic browning reactions upon the entry of oxygen.

Eine Anreicherung von Polyphenolen in Pflanzen durch den Einfluss von UV-Strahlung findet nur in den äußeren Randschichten, z.B. Schalen, nicht aber im Fruchtfleisch selber statt [Hagen, S. F., G. I. A. Borge, et al. (2007). "Phenolic Contents and other health and sensory related properties of apple fruit {Malus domestica Borkh., cv. Aroma): Effect of postharvest UV-B irradiation." Postharvest Biology and Technology 45(1): 1-10.].Enrichment of polyphenols in plants by the influence of UV radiation occurs only in the outer marginal layers, e.g. Peel, but not in the pulp itself [Hagen, S.F., G.I.A. Borge, et al. (2007). "Phenolic Contents and other health and sensory related properties of apple fruit" (Malus domestica Borkh., Cv. Aroma): Effect of postharvest UV-B irradiation. " Postharvest Biology and Technology 45 (1): 1-10.].

Bisher ist es üblich, gesundheitsfördernde Polyphenol-Zubereitungen separat zur Nahrung in Form von Tabletten Kapseln, Dragees, Salben oder Pulver darzureichen [vgl. bspw. DE 196 27 344 Al].So far, it has been customary to administer health-promoting polyphenol preparations separately for food in the form of tablets, capsules, dragees, ointments or powders [cf. For example, DE 196 27 344 Al].

Alternativ werden funktionell wirkende Polyphenole als Zusätze in die Rezeptur von Lebensmitteln eingebracht. So wurden beispielsweise Olivenöl mit Polyphenolen aus Blättern des Olivenbaumes, Muffins mittels Apfelschalenpulver und Pasta mit Isoflavonen des Sojakeimes oder aber Hühnersuppe durch die Zugabe polyphenolreicher Pflanzenextrakte angereichert [Paiva-Martins, F., R. Correia, et al. (2007). "Effects of enrichment of refined olive oil with phenolic Compounds from olive leaves." J. Agric. Food Chem. 55(10): 4139- 4143, Rupasinghe, H. P. V., L. Wang, et al. (2008). "Effect of baking on dietary fibre and phenolics of muffins incorporated with apple skin powder." Food Chemistry 107(3): 1217- 1224, Clerici, C, K. D. R. Setchell, et al. (2007). "Pasta naturally enriched with isoflavone aglycons from soy germ reduces serum lipids and improves markers of cardiovascular risk." L Nutr. 137(10): 2270-2278, Llorach, R., F. A. Tomäs-Barberän, et al. (2005). "Functionalisation of commercial chicken soup with enriched polyphenol extract from vegetable by-products." European Food Research and Technology 220: 31-36].Alternatively, functional polyphenols are incorporated as additives in the formulation of foods. Thus, for example, olive oil with polyphenols from leaves of the olive tree, muffins with apple peel powder and pasta with isoflavones of the soybean meal or chicken soup were enriched by the addition of polyphenol-rich plant extracts [Paiva-Martins, F., R. Correia, et al. (2007). "Effects of enrichment of refined olive oil with phenolic compounds from olive leaves." J. Agric. Food Chem. 55 (10): 4139-4143, Rupasinghe, H.P.V., L. Wang, et al. (2008). "Effect of baking on dietary fiber and phenolics of muffins incorporated with apple skin powder." Food Chemistry 107 (3): 1217-1224, Clerici, C, K.D. R. Setchell, et al. (2007). "Pasta naturally enriched with isoflavone aglycons from soy germ reduces serum lipids and improves markers of cardiovascular risk." L Nutr. 137 (10): 2270-2278, Llorach, R., F.A. Tomäs-Barberän, et al. (2005). "Functionalization of commercial chicken soup with enriched polyphenol extract from vegetable by-products." European Food Research and Technology 220: 31-36].

Den Polyphenolgehalt in nativem, zusammenhängenden, intaktem Pflanzengewebe, z.B. Apfelfruchtstücke, durch Einbringen von Polyphenolen in diese Gewebe zu erhöhen, ist hingegen bislang noch nicht beschrieben. Die Einbringung von Sekundärstoffen mit gesundheitlichem Nutzen in intakte Gewebe ist nur für Mineralien und Vitamine bekannt, wie beispielsweise die Einbringung von Ascorbinsäure in Eier, Vitamin E in Apfelgewebe und das Imprägnieren mit Kalzium und Zink zur Vorbeugung vor Osteoporose zeigt [US7166314 B2, Park, S.-L, I. Kodihalli, et al. (2005). "Nutritional, sensory, and physicochemical properties of vitamin E- and mineral-fortified fresh-cut apples by use of vacuum impregnation." Journal of Food Science 70(9): S593- S599].The polyphenol content in native, coherent, intact plant tissue, such as apple fruit pieces, by introducing polyphenols into these tissues to increase, however, has not yet been described. Incorporation of secondary beneficial agents into intact tissues is known only for minerals and vitamins, such as the incorporation of ascorbic acid in eggs, vitamin E in apple tissue and impregnation with calcium and zinc to prevent osteoporosis [US7166314 B2, Park, S I.-L, I. Kodihalli, et al. (2005). "Nutritional, sensory, and physicochemical properties of vitamin E and mineral-fortified fresh-cut apples by use of vacuum impregnation." Journal of Food Science 70 (9): S593-S599].

Aufgabe der Erfindung ist es daher, ein Verfahren zu entwickeln, das die Bereitstellung von Pflanzen oder Pflanzenteilen mit intaktem Gewebe, z.B. Früchten, mit erhöhtem Polyphenolgehalt ermöglicht.The object of the invention is therefore to develop a method which makes it possible to provide plants or parts of plants with intact tissue, e.g. Fruits, with increased polyphenol content possible.

Eine weitere Aufgabe ist es, insbesondere mit Polyphenolen angereichertes aus intaktem Gewebe bestehendes Fruchtfleisch von Äpfeln ohne den Nachteil unerwünschter sensorischer Eigenschaften, wie Bitterkeit und Adstringens bereitzustellen.Another object is to provide apple pulp, in particular enriched with polyphenols, from intact tissue without the disadvantage of undesirable sensory properties, such as bitterness and astringency.

Die Aufgabe wird durch das Verfahren mit den Merkmalen von Anspruch 1 gelöst. Die Unteransprüche geben vorteilhafte Ausgestaltungen der Erfindung wieder.The object is achieved by the method having the features of claim 1. The subclaims reflect advantageous embodiments of the invention.

Überraschenderweise kann eine besonders vorteilhafte Anreicherung von Polyphenol in intaktem pflanzlichem Gewebe erzielt werden, wenn das aus folgenden Schritten bestehende bevorzugt ausgestaltete Verfahren angewendet wird:Surprisingly, a particularly advantageous enrichment of polyphenol in intact plant tissue can be achieved if the method comprising the following steps is used:

Zerteilen der pflanzlichen Frucht in Stücke der später benötigten Form und Größe unter Erhalt von Fruchtfleisch aus intaktem Gewebe Eintauchen der Fruchtstücke in eine polyphenolhaltige Imprägnierlösung Fixieren der Fruchtstücke in der polyphenolhaltigen Imprägnierlösung Vakuumbehandlung der die Fruchtstücke enthaltenden Imprägnierlösung Wiederherstellung des Atmosphärendrucks - Verbleiben der Fruchtstücke in der Imprägnierlösung unter AtmosphärendruckCutting the vegetable fruit into pieces of the shape and size required later to obtain pulp from intact tissue. Dipping the fruit pieces in a polyphenol impregnating solution. Fixing the fruit pieces in the impregnating solution containing polyphenol. Vacuum treatment of the impregnating solution containing the fruit pieces Restoring the atmospheric pressure - The fruit pieces remain in the impregnating solution under atmospheric pressure

- Entnahme der Fruchtstücke aus der Lösung- Remove the fruit pieces from the solution

- Trocknung der Fruchtstücke, durch Mikrowellenvakuumtrocknung oder Gefriertrocknung.- Drying of fruit pieces, by microwave vacuum drying or freeze-drying.

Es kann sich als Vorteil erweisen, wenn die Fruchtstücke beim Zerteilen gleich in eine handelsübliche Form gebracht werden.It may prove to be an advantage if the pieces of fruit are brought to the same time in a commercial form when dividing.

Um keine Zellschäden während der Anreicherung hervorzurufen, ist es vorteilhaft eine isotonische Imprägnierlösung zu verwenden.In order not to cause cell damage during the enrichment, it is advantageous to use an isotonic impregnation solution.

Weiterhin ist es vorteilhaft wenn die Imprägnierlösung 1.0 - 50 g Polyphenole/L enthält.Furthermore, it is advantageous if the impregnating solution 1.0 - contains 50 g polyphenols / L.

Vorteilhafterweise sollten die Fruchtstücke vor Anlegen des Vakuums bis zu 30 Minuten in der Imprägnierlösung fixiert bleiben.Advantageously, the fruit pieces should remain fixed in the impregnating solution for up to 30 minutes before applying the vacuum.

Die Zeit in der das Vakuum angelegt ist, sollte vorteilhafterweise 1 bis 30 Minuten betragen.The time in which the vacuum is applied should advantageously be 1 to 30 minutes.

Das Vakuum sollte vorzugsweise zwischen 50 bis 800 hPa liegen.The vacuum should preferably be between 50 to 800 hPa.

Die Zeit in der die Fruchtstücke nach Wiederherstellen des Atmosphärendrucks in der Lösung verbleiben, sollte vorteilhafterweise 1 bis 60 Minuten betragen.The time in which the fruit pieces remain in the solution after restoring the atmospheric pressure should advantageously be 1 to 60 minutes.

Besonders vorteilhaft ist es, wenn das Polyphenol Quercetin oder ein glykosiliertes Derivat des Quercetin ist.It is particularly advantageous if the polyphenol is quercetin or a glycosylated derivative of quercetin.

Es erweist sich als besonderer Vorteil wenn die Fruchtstücke Apfel-Fruchtstücke sind.It proves to be a particular advantage if the fruit pieces are apple fruit pieces.

Die Bestimmung des Gehaltes an Polyphenolen und die durch das Verfahren hervorgerufene Steigerung des Polyphenolgehaltes im Fruchtfleisch kann mittels HPLC gemessen werden. Natürlicherweise enthält Fruchtfleisch praktisch kein Quercetin. Die Schale dagegen weist Gehalte der verschiedenen Quercetinderivate wie Isoquercitrin, Hyperin, Quercitrin, Reynoutrin und Avicularin auf [Wolfe, K. L. and R. H. Liu (2003). "Apple peels as a value- added food ingredient."].The determination of the content of polyphenols and the increase of the polyphenol content in the pulp produced by the method can be measured by means of HPLC. Naturally, pulp contains practically no quercetin. The shell, on the other hand, has levels of the various quercetin derivatives such as isoquercitrin, hyperin, quercitrin, reynoutrin and avicularin [Wolfe, KL and RH Liu (2003). "Apple peels as a value added food ingredient."].

Mit Hilfe des erfϊndungsgemäßen Verfahrens ist es möglich, eine deutliche Anreicherung des Fruchtfleisches mit Polyphenolen in der Trockenmasse zu erlangen.With the aid of the method according to the invention, it is possible to obtain a significant enrichment of the pulp with polyphenols in the dry mass.

Im Vergleich zu den in Schalen enthaltenen Polyphenolen ist die Verfügbarkeit der Polyphenole im Fruchtfleisch erhöht.Compared to the polyphenols contained in trays, the availability of polyphenols in the pulp is increased.

In Abhängigkeit von der Fruchtsorte, der Größe der Fruchtstücke, der Vakuumeinstellung, Zeitdauer der Behandlung, der gewählten Imprägnierlösung und entsprechender Extraktzugabe variieren die möglichen Gehaltssteigerungen.Depending on the type of fruit, the size of the fruit pieces, the vacuum setting, the duration of the treatment, the impregnation solution chosen and the appropriate extract addition, the possible salary increases vary.

Die erzielte Anreicherung von Polyphenolen im Fruchtfleisch stellt ein überraschendes Ergebnis dar, da im Gegensatz zu Mineralien und Vitaminen, für die bereits eine Anreicherung im Fruchtfleisch beschrieben wurde, Polyphenole sich strukturell deutlich unterscheiden. Die Polyphenole mit ihren Unterklassen Hydroxyzimtsäuren, Hydroxybenzoesäuren, Anthocyanidine, Flavonole, Flavanole, Isoflavone, Stilbene und Lignane zeichnen sich durch eine aromatische Ringstruktur aus, welche mit Hydroxygruppen, Säuregruppen und Kohlenhydraten verbunden sein kann. Quercetin, ein Flavonol, wird, ist aus zwei aromatischen Ringen und einem heterozyklischen Ring aufgebaut und enthält fünf Hydroxygruppen.The achieved accumulation of polyphenols in the pulp is a surprising result, since, in contrast to minerals and vitamins, for which an enrichment in the pulp has already been described, polyphenols differ structurally significantly. The polyphenols with their subclasses hydroxycinnamic acids, hydroxybenzoic acids, anthocyanidins, flavonols, flavanols, isoflavones, stilbenes and lignans are characterized by an aromatic ring structure which may be linked to hydroxyl groups, acid groups and carbohydrates. Quercetin, a flavonol, is composed of two aromatic rings and one heterocyclic ring and contains five hydroxy groups.

Figure imgf000007_0001
Figure imgf000007_0001

Quercetin Polyphenole liegen oft glykosiliert vor, sind demnach noch mit verschiedenen Zuckerresten verknüpft. Ein Transport in das intakte Gewebe des Fruchtfleisches war bei derartigen Verbindungen aufgrund ihrer Größe und ihrer begrenzten Löslichkeit nicht zu erwarten.quercetin Polyphenols are often glycosylated and are therefore linked to various sugar residues. Transport into the intact tissue of the pulp was not expected in such compounds due to their size and their limited solubility.

Die mit zunehmendem Polyphenolgehalt zu erwartende Steigerung von Bitterkeit und Adstringens der Proben konnte überraschenderweise vermieden werden, indem an das Imprägnierverfahren ein Gefrier- oder ein Mikrowellenvakuumtrocknungsschritt angeschlossen wurde. Ein sensorischer Geschmackstest ergab keine Steigerung der Bitterkeit und kein Adstringens der Proben.The increase in bitterness and astringency of the samples to be expected with increasing polyphenol content could surprisingly be avoided by connecting a freezing or a microwave vacuum drying step to the impregnation process. A taste sensory test showed no increase in bitterness and no astringency of the samples.

Diese Kopplung führte zu einem polyphenolreichen Produkt mit positiven sensorischen Eigenschaften und angenehmer Konsistenz. Unerwünschte Farbveränderungen durch enzymatische Bräunungsreaktionen und Oxidationsreaktionen infolge der erhöhten Polyphenolgehalte werden wider Erwarten nicht beobachtet.This coupling resulted in a polyphenol-rich product with positive sensory properties and pleasant consistency. Undesirable color changes due to enzymatic browning reactions and oxidation reactions due to increased polyphenol contents are unexpectedly not observed.

Abbildung 1 zeigt den Quercetingehalt im Apfel Elstar, im Verhältnis zu einem unbehandelten Apfel.Figure 1 shows the quercetin content in apple Elstar, in relation to an untreated apple.

Tabelle 1 zeigt den Vergleich der Quercetinglykosidgehalte von erfindungsgemäßen Apfelscheiben mit handelsüblichen ApfelchipsTable 1 shows the comparison of Quercetinglykosidgehalte of apple slices according to the invention with commercial apple chips

Tabelle 1 : Vergleich der Quercetinglykosidgehalte, einschließlich Quercetin, von erfindungsgemäßen Apfelscheiben mit handelsüblichen ApfelchipsTable 1: Comparison of quercetin glycoside contents, including quercetin, of apple slices of the invention with commercial apple chips

Figure imgf000008_0001
Figure imgf000008_0001

Gehalt an Quercetin und Quercetinglykosiden berechnet als Quercetin-3-Glukosid- quivalente AIs Pflanzen oder Pflanzenteile kommen Wurzel, Spross, Blätter und insbesondere Früchte in Frage, die als Obst oder Gemüse Verwendung finden.Content of quercetin and quercetin glycosides calculated as quercetin-3-glucoside equivalents As plants or parts of plants are root, shoot, leaves and especially fruits in question, which are used as fruit or vegetables.

Werden Obst, insbesondere Äpfel verwendet, eignen sich die erfindungsgemäß hergestellten Produkte hervorragend für die Verwendung in zusammengesetzten Lebensmitteln, denen Trockenfrüchte zugesetzt werden z.B. Müsli, Cerealienriegel.When fruit, in particular apples, are used, the products according to the invention are eminently suitable for use in compound foods to which dry fruits are added, e.g. Muesli, cereal bar.

Material und Methoden:Material and methods:

Die Erfindung wird anhand eines bevorzugt ausgestalteten Ausfuhrungsbeispiels näher erläutert:The invention will be explained in more detail with reference to a preferred exemplary embodiment:

Äpfel der Sorte Elstar werden in Scheiben geschnitten und in die Imprägnierlösung getaucht. Mit Hilfe einer Vorrichtung, die das Aufsteigen der Scheiben verhindert, kann gewährleistet werden, dass sich das Pflanzenmaterial während der gesamten Imprägnierphase in der Lösung befindet. Um keine Zellschäden während der Anreicherung hervorzurufen, wird eine isotonische Imprägnierlösung verwendet. Im Experiment wurde ein mit 0,3 % Apfelschalenextrakt versetzter Apfelsaft mit 11,3 °Brix eingesetzt. Der aus den Schalen von Äpfeln gewonnene Extrakt enthält neben Quercetin auch andere apfeltypische Polyphenole, die während der Behandlung angereichert werden. Im nächsten Schritt erfolgt die Vakuumbehandlung der Proben im Vakuumschrank bei 100 mbar für die Dauer von 5 Minuten. Während dieser Vakuumphase perlt die Luft des porösen Apfelgewebes aus. Im Anschluss wird der Atmosphärendruck wiederhergestellt und die Apfelscheiben verbleiben 10 Minuten in der Imprägnierlösung. In dieser Phase wird das Fluid inklusive der Polyphenole in die Interzellulärräume des Gewebes gesaugt. Nach der Standzeit können die voll gesogenen Proben aus der Lösung entnommen werden und abtropfen. Abschließend erfolgt die Trocknung der Apfelscheiben.Elstar apples are sliced and dipped into the impregnating solution. By means of a device which prevents the discs from rising, it can be ensured that the plant material is in the solution during the entire impregnation phase. In order not to cause cell damage during enrichment, an isotonic impregnation solution is used. In the experiment, a 0.3% apple peel extract added apple juice with 11.3 ° Brix was used. In addition to quercetin, the extract obtained from the skins of apples also contains other typical aphypal polyphenols which are enriched during treatment. In the next step, the vacuum treatment of the samples in a vacuum oven at 100 mbar for a period of 5 minutes. During this vacuum phase, the air of the porous apple tissue bubbles out. Subsequently, the atmospheric pressure is restored and the apple slices remain in the impregnating solution for 10 minutes. In this phase, the fluid, including the polyphenols, is sucked into the intercellular spaces of the tissue. After the service life, the fully soaked samples can be removed from the solution and dripped off. Finally, the apple slices are dried.

Die Flavonoidbestimmung und die durch das Imprägnierverfahren hervorgerufene Steigerung der Quercetinderivatgehalte erfolgt mittels HPLC-DAD bei 365 nm. HPLC MethodeThe Flavonoidbestimmung and caused by the impregnation process increase Quercetinderivatgehalte by means of HPLC-DAD at 365 nm. HPLC method

Die Detektion der Gehalte an Quercetin und Quercetinderivaten erfolgte bei einerThe detection of the contents of quercetin and quercetin derivatives took place in a

Wellenlänge von 365 nm mittels Reversed-Phase-HPLC (Agilent Technologie, Waldbronn).Wavelength of 365 nm by means of reversed-phase HPLC (Agilent technology, Waldbronn).

Dioden Array Detektor: HP l lOO Series, G 1315 ADiode Array Detector: HP l 100 Series, G 1315 A

Autosampier: HP l lOO Series, G 1313 AAutosampler: HP l 100 Series, G 1313 A

Pumpe: HP l lOO Series, G 1311 APump: HP l 100 Series, G 1311 A

Degasser: HP l lOO Series, G 1322 ADegasser: HP l 100 Series, G 1322 A

Säule: CC 125/4 Nucleodur Sphinx RP, 5 μm (Macherey-Nagel,Column: CC 125/4 Nucleodur Sphinx RP, 5 μm (Macherey-Nagel,

Düren)Düren)

Temp.: 30 °CTemp .: 30 ° C

Injektionsvolumen: 10 μl Flussrate: 1 mL/min Eluent A: 0,5 % Ameisensäure (Carl Roth GmbH& Co., Karlsruhe) Eluent B: Acetonitril (HPLC grade; Carl Roth GmbH& Co., Karlsruhe)Injection volume: 10 μl Flow rate: 1 ml / min Eluent A: 0.5% formic acid (Carl Roth GmbH & Co., Karlsruhe) Eluent B: acetonitrile (HPLC grade, Carl Roth GmbH & Co., Karlsruhe)

Tab. 2: GradientenprogrammTab. 2: Gradient program

Zeit [min] % AcetonitrilTime [min]% acetonitrile

0 50 5

25 2025 20

28 3528 35

30 8030 80

35 535 5

38 5 38 5

Claims

ANSPRÜCHE 1. Verfahren zur Herstellung einer für den Verzehr geeigneten Frucht mit einem im Fruchtfleisch erhöhten Gehalt an Quercetin und/oder Quercetinderivaten,1. A method for producing a fruit suitable for consumption with an increased content of quercetin and / or quercetin derivatives in the pulp, gekennzeichnet durch die Schritte:characterized by the steps: - Anschneiden der Frucht;- cutting the fruit; - Tauchen der angeschnitten Frucht in eine Quercetin und/oder Quercetinderivate enthaltende Imprägnierlösung;- dipping the sliced fruit in an impregnating solution containing quercetin and / or quercetin derivatives; - Anlegen eines Vakuums an die die Frucht enthaltende Imprägnierlösung für einen vorbestimmten Zeitraum;Applying a vacuum to the impregnation solution containing the fruit for a predetermined period of time; - Wiederherstellen des Atmosphärendrucks;- restore the atmospheric pressure; - Entnehmen der Frucht aus der Lösung.- Remove the fruit from the solution. 2. Verfahren nach Anspruch 1 , dadurch gekennzeichnet, dass das Quercetinderivat ein glykosiliertes Derivat des Quercetin ist.2. The method according to claim 1, characterized in that the quercetin derivative is a glycosylated derivative of quercetin. 3. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Imprägnierlösung einen Gehalt von 0,1 bis 5 % Quercetin und/oder Quercetinderivate enthält.3. The method according to any one of the preceding claims, characterized in that the impregnating solution contains a content of 0.1 to 5% quercetin and / or quercetin derivatives. 4. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Frucht vor Anlegen des Vakuums bis 30 min in der Imprägnierlösung getaucht verbleibt. 4. The method according to any one of the preceding claims, characterized in that the fruit remains immersed in the impregnating solution for 30 minutes prior to application of the vacuum. 5. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass das Vakuum 50 bis 800 hPa beträgt.5. The method according to any one of the preceding claims, characterized in that the vacuum is 50 to 800 hPa. 6. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass das Vakuum wenigstens für 1 min und längstens für 30 min angelegt wird.6. The method according to any one of the preceding claims, characterized in that the vacuum is applied at least for 1 min and at the longest for 30 min. 7. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Frucht nach Wiederherstellen des Atmosphärendrucks 1 min bis 60 min in der Imprägnierlösung getaucht verbleibt.7. The method according to any one of the preceding claims, characterized in that the fruit remains after recovering the atmospheric pressure for 1 min to 60 min immersed in the impregnating solution. 8. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass das Anschneiden der Frucht unter Herstellen von in eine handelsübliche Form zugeschnittenen Stücken erfolgt.8. The method according to any one of the preceding claims, characterized in that the cutting of the fruit is carried out to produce cut into a commercial shape pieces. 9. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Frucht in der Imprägnierlösung fixiert wird.9. The method according to any one of the preceding claims, characterized in that the fruit is fixed in the impregnating solution. 10. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Imprägnierlösung isotonisch ist.10. The method according to any one of the preceding claims, characterized in that the impregnating solution is isotonic. 11. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Frucht zwischen dem Wiederherstellen des Atmosphärendrucks und dem Entnehmen der Frucht aus der Imprägnierlösung für eine vorbestimmte Zeit in der Imprägnierlösung verbleibt. 11. The method according to any one of the preceding claims, characterized in that the fruit between the restoring of the atmospheric pressure and the removal of the fruit from the impregnating solution for a predetermined time remains in the impregnating solution. 12. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die aus der Imprägnierlösung entnommene Frucht getrocknet wird.12. The method according to any one of the preceding claims, characterized in that the fruit removed from the impregnating solution is dried. 13. Verfahren nach Anspruch 12, dadurch gekennzeichnet, dass das Trocknen mittels Mikrowellenvakuumtrocknung oder Gefriertrocknung erfolgt.13. The method according to claim 12, characterized in that the drying takes place by means of microwave vacuum drying or freeze-drying. 14. Verfahren nach einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, dass die Frucht ein Apfel ist. 14. The method according to any one of the preceding claims, characterized in that the fruit is an apple.
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