WO2009144406A2 - Procede d'obtention d'extraits concentres en polyphenols issus du procede de brassage - Google Patents
Procede d'obtention d'extraits concentres en polyphenols issus du procede de brassage Download PDFInfo
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- WO2009144406A2 WO2009144406A2 PCT/FR2009/000417 FR2009000417W WO2009144406A2 WO 2009144406 A2 WO2009144406 A2 WO 2009144406A2 FR 2009000417 W FR2009000417 W FR 2009000417W WO 2009144406 A2 WO2009144406 A2 WO 2009144406A2
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- polyphenols
- resin
- rats
- pvpp
- beer
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12F—RECOVERY OF BY-PRODUCTS OF FERMENTED SOLUTIONS; DENATURED ALCOHOL; PREPARATION THEREOF
- C12F3/00—Recovery of by-products
- C12F3/06—Recovery of by-products from beer and wine
-
- 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
- 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]
- A61K8/9794—Liliopsida [monocotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
-
- 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
- A61Q19/08—Anti-ageing preparations
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12H—PASTEURISATION, STERILISATION, PRESERVATION, PURIFICATION, CLARIFICATION OR AGEING OF ALCOHOLIC BEVERAGES; METHODS FOR ALTERING THE ALCOHOL CONTENT OF FERMENTED SOLUTIONS OR ALCOHOLIC BEVERAGES
- C12H1/00—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages
- C12H1/02—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages combined with removal of precipitate or added materials, e.g. adsorption material
- C12H1/04—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages combined with removal of precipitate or added materials, e.g. adsorption material with the aid of ion-exchange material or inert clarification material, e.g. adsorption material
- C12H1/0416—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages combined with removal of precipitate or added materials, e.g. adsorption material with the aid of ion-exchange material or inert clarification material, e.g. adsorption material with the aid of organic added material
- C12H1/0424—Pasteurisation, sterilisation, preservation, purification, clarification, or ageing of alcoholic beverages combined with removal of precipitate or added materials, e.g. adsorption material with the aid of ion-exchange material or inert clarification material, e.g. adsorption material with the aid of organic added material with the aid of a polymer
-
- 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
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/85—Products or compounds obtained by fermentation, e.g. yoghurt, beer, wine
Definitions
- the present invention relates to the field of recovery of by-products of the brewing industry.
- the invention provides methods for obtaining concentrated extracts of polyphenols from the brewing process, as well as several applications of these extracts, which have remarkable properties.
- Beer is made from cereals (mainly barley, to which can be added other cereals such as wheat, rice or corn), which undergo different treatments.
- the manufacture of beer essentially comprises the following steps:
- This step is used to activate barley enzymes, which will convert starch into sugars during brewing.
- Barley a hard cereal rich in insoluble starch, is transformed into friable malt and rich in soluble compounds, by the succession of the three following stages: the soaking, during which the grain is wet with water, the germination, and the kilning, which stops germination.
- the crushed malt is mixed with 2 to 3 times its volume of water in tanks called “material tanks”; this operation is called “pasting”. After cooking at different temperature stages for 2 to 6 hours, the malt becomes must. During this operation, the starch contained in the malt is transformed into sugar.
- the whole is then mixed to form the cornche. Filtered once and cleared of the envelopes of the grain in the filter-tank, the cornche becomes "bouillon". The whole is then transferred to the hop boiler where the must is baked at 100 ° C. for 1 to 2 hours and added with hops at the rate of 1 to 2 g per liter. Hops add bitterness and aromas to beer and help preserve it thanks to its antiseptic properties.
- brewing is often used to denote the entire process for producing beer (including fermentation).
- the must is inoculated with the yeast which will transform the sugar into alcohol, flavors and carbon dioxide.
- the fermentation lasts a few weeks and is carried out in large fermentation tanks.
- yeasts used are different; for Aie-type beers, Saccharomyces cerevisisae-type high fermentation yeasts are used, whereas for Lager-type bees, Saccharomyces uvarum-type low fermentation strains are used. - Keep :
- the mixture is then filtered to give the "green beer” which is placed in cuvettes at a temperature of 0 ° C. It matures there for several weeks to give birth to the beer of guard. During this phase, the beer is refined slowly and acquires its bouquet and its taste following the work of the yeast and the cold (N. b .: This second fermentation is not carried out systematically in modern brewery).
- the filtration aims to improve the clarity and brightness of the beer by eliminating the last yeasts and colloidal particles still in suspension.
- the beer is filtered on kieselguhr filters, a mineral powder made of diatoms (marine microorganisms) fossilized.
- PVPP polyvinylpolypyrrolidone
- Polyphenols are specific molecules of the plant kingdom.
- the basic structural element is a benzene nucleus to which one or more hydroxyl groups-free or engaged in another chemical function are directly linked. More than 8000 compounds meet this definition. According to their characteristics, they are divided into different families: phenolic acids, flavonoids, tannins and lignans which, with isoflavones, are called phytoestrogens. These compounds are used in industry, in particular for their coloring and antioxidant properties. In this context, the inventors have studied the possibility of recovering the polyphenols removed from the beer at the end of its manufacture. Because of their general biological properties (anti-oxidants, biocides, anti-inflammatories ...), polyphenols are indeed likely to be of interest in various fields:
- the polyphenol extracts currently available on the market are derived from the following plant compounds: olives, coffee, cocoa, tea, grapes, wine, apple, soy, seaweed, blackcurrant or pine bark.
- the inventors have also studied the interest of the polyphenols extracted from the beer manufacturing process, after the fermentation step, in various applications. Indeed, these phenolic compounds have suffered the impact of malting, brewing and fermentation, which has probably led to changes in their structure (binding to proteins, polysaccharides, partial oxidation and polymerization). These modifications may affect their properties, especially their antioxidant properties. Surprisingly, the inventors have demonstrated that polyphenols from the brewing process (taken in the extended sense) have excellent antioxidant properties.
- the present invention thus relates in the first place to the use of a partially purified beer as a raw material for obtaining a polyphenol-rich extract.
- partially purified beer is meant here the beer obtained after removal of yeasts, plant debris and colloidal particles, for example by filtration on kieselguhr filters (other processes, in particular based on centrifugation, have also been described in this document. end).
- a "polyphenol-rich extract”, or “polyphenol extract”, or “polyphenol concentrate” refers here to a plant extract in any form (liquid or solid) whose total polyphenol content is at least 5%, of preferably at least 10% for the liquid form, and at least 50%, preferably at least 60 to 80% or even more for the solid form.
- the Folin-Ciocalteu method (EBC standard) may for example be used to determine the polyphenol content in the concentrates according to the invention (Colin and Ciocalteu, 1927).
- a process for obtaining an extract of polyphenols from the brewing process comprising at least one step of contacting a partially purified beer with a polyphenol-adsorbing resin, followed by a step of recovering the polyphenols adsorbed on said resin is also part of the present invention.
- brewing process must here be understood in its extended sense, denoting the process for manufacturing the beer.
- An example of a resin that can be used to implement this method is PVPP.
- the "recovery" step of the polyphenols adsorbed on the resin after its contact with the partially purified beer implies that these polyphenols are desorbed from said resin, placed under conditions ensuring their stability and, where appropriate, concentrated and / or purified.
- This step may for example be performed using a second resin to recover the polyphenols after their desorption of the first resin.
- this second resin is hydrophobic and nonionic; and allows the desorption of polyphenols by the use of an organic solvent. According to a preferred implementation of the invention, the following steps are carried out:
- PVPP polyvinylpolypyrrolidone resin
- the PVPP may undergo two washes with sodium hydroxide; in this case, only the sodium hydroxide solution of the first washing or, if appropriate, a fraction of this solution, is used in step (iii).
- the concentration of sodium hydroxide is between 1 and 2
- this solution After desorption of the polyphenols by the alkaline solution, this solution will preferably be rapidly neutralized, or even acidified, in order to avoid degradation of the polyphenols. This is particularly advantageous in the case of a batch process. Indeed, in the case of a continuous process, the time during which the polyphenols remain in the alkaline solution can be reduced, so as to overcome the problem of degradation of polyphenols in an alkaline medium and therefore, possibly, the neutralization step or acidification. As described in the experimental section below, phosphoric acid is particularly well suited to neutralize or acidify the alkaline solution after step (ii).
- the second resin, used in step (iii), will advantageously be an adsorbent polymeric resin, hydrophobic and nonionic, preferably aromatic.
- adsorbent polymeric resin hydrophobic and nonionic, preferably aromatic.
- Amberlite TM XAD 1180 resin from Rohm and Haas SAS
- Amberlite TM FPX 68 which is a macroreticulated adsorbent resin designed for the beverage industry, especially for extracting flavonoids.
- Amberlite TM FPX 66 resin which can recover smaller molecules compared to FPX 68, can also be used.
- a rinsing step of the second resin, with an aqueous solution, will preferably be added between steps (iii) and (iv).
- the desorption in step (iv) is carried out by passing an alcohol solution or other organic solvent.
- the polyphenols can then be concentrated, for example, by evaporation of the organic solvent.
- the concentrated solution can be lyophilized or dried, to obtain a powder and improve the stability of the polyphenol concentrate.
- PVPP is the only resin capable of adsorbing polyphenols and is on the list of permitted processing aids in the processing of beer in Europe.
- this list is subject to change.
- a variant of the processes described above is therefore envisaged according to the invention, in which the partially filtered beer is directly contacted with a resin adsorbing the polyphenols and allowing their desorption by an organic solvent.
- an adsorbent resin, hydrophobic and nonionic, and preferably aromatic, such as resins XAD 1180, FPX 68 and FPX 66 mentioned above, can be advantageously used.
- This variant eliminates the steps of regeneration with sodium hydroxide and acid neutralization, decreases the amount of salts and improves the extraction yield and purity of polyphenols.
- Another aspect of the present invention is a polyphenol concentrate obtainable by a method as described above.
- the different stages of the brewing process undergone by these polyphenols confer on them original properties, and in particular a composition rich in catechins, epi-catechins and their polymers.
- a concentrate according to the invention may be presented in solid form, for example in powder form, or in liquid form, for example in aqueous solution, alcoholic solution or in glycerol.
- a polyphenol concentrate according to the invention can be used for the preparation of an antioxidant composition, irrespective of the destination of this composition.
- the antioxidant properties of the concentrates of the invention make them excellent candidates as components of cosmetics.
- These concentrates can indeed be added in a wide variety of cosmetic products, such as moisturizing creams or lotions for the skin, washing or rinsing solutions for the skin or hair, masks, makeup products, etc. .
- the concentrates of the invention can be incorporated into cosmetic products as active products, for example for their antioxidant, moisturizing or stimulating properties, but also as agents facilitating the preservation of cosmetic products.
- a cosmetic product according to the invention can of course be formulated for topical application, but it can also be formulated for oral application, in the form of capsules, lozenges, syrup or any other form.
- the inventors have in fact demonstrated, on a model of skin in culture, a beneficial effect of polyphenols in contact with the epidermal cells, on the quality of the skin.
- the cosmetic products of the invention may in particular be used for moisturizing the skin and / or preventing or slowing down its aging.
- cosmetic compositions comprising between 0.25% and 0.5% of solid extract rich in polyphenols (comprising about 80% of polyphenols) may be advantageously used in these indications.
- the polyphenols resulting from the brewing process are used in a nutraceutical composition such as a functional food or a food supplement.
- a nutraceutical composition such as a functional food or a food supplement.
- functional food is meant a food preparation to be consumed as a normal food although it provides benefits superior to conventional nutrition.
- a functional food comprising polyphenols obtainable according to the invention is therefore an integral part of the present invention.
- functional foods according to the invention mention may be made of fruit juices, sodas and other non-alcoholic beverages, cereal-based products, yogurts and milk preparations, chocolate bars, margarine and other spreads, biscuits, etc.
- the polyphenols of the invention can be used in foods as preservatives, for example to replace certain synthetic products such as vitamin C, BHA (ButylHydroxyAnisol) and BHT. (Butylhydroxytoluene).
- Dietary supplements comprising a polyphenol concentrate obtained according to the invention also form part of the present invention. These supplements may be, for example, in the form of capsules, powders or tablets. Of course, they may contain other active ingredients, such as antioxidant vitamins (C and E in particular), vitamins of group B, vitamin D, calcium, magnesium, omega-3 fatty acids, phospholipids, plant extracts etc.
- “Cognitive performance” here refers, in a broad sense, to memory, learning ability, reasoning, but also ability to concentrate, attention, resistance to stress, speed of reaction, and so on.
- Such a composition may be presented in the form of a dietary supplement, but also in any other form, in particular galenic form.
- the present invention relates to the use of a polyphenol concentrate obtainable by a method described above, for the preparation of an anti-aging composition.
- a polyphenol concentrate obtainable by a method described above
- such a composition can be used to limit or delay the consequences of cerebral aging, such as memory loss, dementia, etc.
- Such an anti-aging composition may be intended for human or veterinary use. All the forms of administration described above can be envisaged for such a composition.
- the polyphenols of the invention may be administered at a rate of 100 to 400 mg per day for an adult human.
- Figure 1 Schematic diagram of PVPP filtration / regeneration.
- Figure 2 Polyphenols present in the regeneration solution as a function of pH.
- Figure 3 Evolution of total polyphenols over time.
- Figure 4 Evolution of antioxidant activity as a function of temperature.
- Figure 5 Evolution of the polyphenol content during a regeneration.
- Figure 6 Diagram of the pilot test.
- Figure 7 Content of polyphenols during regenerations.
- Figure 8 Schematic diagram - replacement of the PVPP with another XAD resin.
- Figure 9 Weight change of the rats during the duration of the experiment (Mean ⁇ SEM).
- Figure 10 Food consumption (g / kg / d) (mean ⁇ SEM).
- Figure 11 Water consumption (g / kg / d) (mean ⁇ SEM).
- Figure 12 Total number of supports on both levers during the 10 minutes of the session of habituation (Average ⁇ ESM).
- Figure 13 Discrimination between the active lever and the idle lever during the 10 minutes of the habituation session (mean ⁇ ESM).
- Figure 14 Total number of supports on both levers during the 20 minutes of the test session (mean ⁇ ESM).
- Figure 15 Discrimination between the active lever and the inactive lever during the 20 minutes of the test session (mean ⁇ SEM).
- Figure 16 Latency (s) to reach the platform area (Mean ⁇ SEM).
- Figure 17 Microscopic observation of untreated explants at OJ (A) and J6 (B).
- Figure 18 Microscopic observation of the explants on day 6, treated with the formulation containing retinol (A) or with the excipient (B).
- Figure 19 Microscopic observation at D6 after staining of GAGs:
- Control (A), Reference (B), treated with 0.5% topical polyphenols (C), and treated with 0.025% polyphenols in the medium.
- FIG. 20 Microscopic observation on day 6, after immunolabelling of laminin-5: Control (A), Reference (B), treated with polyphenols at 0.5% by topic (C), and treated with polyphenols at 0.025% in the middle.
- FIG. 21 Microscopic observation on day 6, after immunolabeling of collagen III: control (A), reference (B), treated with polyphenols at a concentration of 0.5% (C), and treated with 0.025% polyphenols in the medium .
- FIG. 22 Microscopic observation on day 6, after immunolabeling of collagen IV: control (A), Reference (B), treated with polyphenols at 0.5% in topical (C), and treated with 0.025% polyphenols in the medium .
- the beer filtration process is carried out in two stages: 1. Passage through a Kieselguhr filter and removal of residual solid particles ("partially filtered" beer),
- the filtered beer is then stored and packaged. PVPP is added to partially filtered beer at the filter outlet
- the PVPP adsorbs the polyphenols and is then retained on the PVPP filter. Washing the filter with 1.6% hot soda (2 portions of 120 hL) eliminates the polyphenols and regenerates the PVPP for the next use. The first portion of soda is sent to the purification plant, the second is recovered and reused during the next regeneration.
- the use and the regeneration of the PVPP are represented in FIG. 1.
- the "regeneration solution” designates the first portion of sodium hydroxide (Soda 1).
- the stability of the polyphenols in the regeneration solution is determined under different conditions (pH, time, temperature).
- the total polyphenols are assayed at different times for each of the conditions on 5 samples taken. Two hours elapse between the sampling and the first measurement.
- Figure 2 shows the influence of pH on the conservation of polyphenols. In 2 hours, the loss of polyphenols is greater than 55% in non-acidified sodium hydroxide. The basic solution must be neutralized or acidified immediately at the outlet of the PVPP filter to be exploitable. The influence of the temperature between 3 and 80 ° C is null.
- Figure 3 shows the evolution of the total polyphenols in the regeneration solution over a period of 9 days.
- the regeneration solution is taken directly at the output of the PVPP filter.
- the samples are conditioned and immediately acidified with commercial acid. The following conditions have been tested:
- the antioxidant activity (2.11 g eq Trolox / g polyphenols) is stable between 20 and 75 0 C.
- McMurrough et al. performed extraction with ethyl acetate on degassed beer, and then analyzed the extract by HPLC (McMurrough et al., 1984). A first extraction was carried out by this technique, to extract the polyphenols from the regeneration solution.
- the polyphenols were therefore extracted from the PVPP regeneration soda solution by applying the following protocol:
- Ethanol is used or present in many industrial processes (pharmacy) or consumer products (beer, antitussive).
- Table 2 Comparison of extracts obtained by different methods on different samples.
- Example 2 Scale-up, from the laboratory to the production.
- the amount of polyphenols is evaluated by integrating the area under the curve. According to the shape of the curve, about 65% of the polyphenols contained in the regeneration solution are removed during a period of 2 minutes (shaded part in Figure 5). It is therefore during this period of time that approximately 10 hL of sodium hydroxide were taken for carrying out the pilot test.
- Validation of the proposed method required a pilot test to produce approximately 5 to 10 kg of polyphenols.
- the sodium hydroxide sample was taken directly at the outlet of the PVPP filter after suspension of the standard regeneration sequence at the 3 rd minute (FIG. 5, shaded part).
- the solution was immediately acidified with 20 liters of phosphoric acid while filling the transport tank.
- the polyphenol content of the soda removed (800 L) was 19 g / L.
- Acidified sodium hydroxide (H 3 PO 4 , pH 5) was treated in portions of about 100 liters. The installation used is shown schematically in FIG.
- a variant of this installation consists of recirculating the organic solvent (dotted arrow marked with a star *).
- the volume of organic solvent can be decreased.
- 100L of alcohol can be used instead of 1000L as shown in Figure 6.
- This variant has several advantages: (i) polyphenols can be obtained at higher concentrations; (ii) the evaporation becomes optional, even unnecessary, and an evaporator can be dispensed with (this is also true in the version where only one resin is used, as illustrated in FIG. 8); (iii) the removal of the evaporation step, leading to direct freeze-drying of the product, makes the process more economical.
- a metal filter was placed in the Cornelius fluid flow was forced from the bottom up, to avoid clogging problems.
- the extraction yield of 60% can be increased by improving the soda solution treatment conditions.
- the amount of isolated polyphenols was about 9 kg and the purity was over 80%.
- the antioxidant activity of the product obtained was higher than during the laboratory tests because the implementation of the pilot has prevented the entry of air into the circuit when switching between different liquids and therefore the degradation of polyphenols.
- a second possibility for recovering polyphenols is to replace the PVPP with the resin developed by Rohm & Haas (FIG. 8).
- the desorption of this resin being made with alcohol, the salts are only provided by the beer and not by acid neutralized sodium hydroxide (no consumption of sodium hydroxide and acid).
- the amount of recoverable polyphenols increases to 60 kg by regeneration.
- this variant requires a modification of the list of authorized processing aids in the beer processing, as well as a development work to check the impact of these modifications on the physical and organoleptic characteristics of the beer. .
- Example 4 Study of the preventive effects of polyphenols from co-products of the malting industry on the antioxidant activity and on the cognitive sphere following a heat stroke in adult male Sprague Dawley rats 4.1. Introduction
- TCC Heat Coupon light treated with the vehicle and suffering heat stroke
- PP25 treated at a dose of 25 mg / kg of polyphenols and undergoing heat stroke
- the animals were weighed every two days to adjust the amount of polyphenols to administer daily based on their body weight.
- Antioxidant activity was measured using the KRL test (Kirial International, France) (Prost et al., 1992). It involves subjecting a blood sample to free radical aggression under controlled and standardized conditions. All enzymatic and chemical systems in the sample are mobilized to protect the integrity of the cells until they are lysed. The measurement of the decrease of the absorbance makes it possible to follow the progressive disappearance of the cells. The blood resistance to the radical attack is expressed by the time required for the lysis of 50% of the blood cells (half-hemolysis time).
- the test was performed using the KRL Kit (Ref KRLSPI101 / 103/105) in 96-well microplates and the results were analyzed with KRL software (version 3.02).
- KRL Kit Ref KRLSPI101 / 103/105
- KRL software version 3.02
- This model uses rat aversion for a brightly lit environment.
- the rat learns to control its aversive light environment as part of avoidance conditioning: the animal learns to press an active lever to obtain periods of darkness as positive reinforcement (Messaoudi et al. , 1996, Messaoudi et al., 1999).
- the experimental setup consists of an isolated cage (50 x 40 x 37 cm), strongly lit (1200 lux) and having two levers: one active, allowing to obtain 30 seconds of darkness as positive reinforcement when it is activated and the other is inactive.
- Pressing the active lever during the dark period does not provide additional periods of darkness.
- the test battery consisting of 4 conditioning devices, is fully automated and computer controlled.
- the habituation to this device was carried out the day before the heat stroke on day 5.
- the procedure of acquisition of the discriminant learning was carried out over a period of 20 minutes, 3 days after the heat stroke.
- the numbers of active and inactive supports made it possible to evaluate the level of manipulative activity.
- the acquisition of learning (discrimination between the two levers) was evaluated by comparing the cumulative numbers of supports on each of the two levers (LA vs. LI).
- the rat deposited in a circular pool (0150 cm) filled with water, swims and tries to escape the aversive aquatic environment by taking refuge on a submerged platform 2 mm below the surface of the water.
- the test session includes 5 successive trials in which the animal learns to locate the location of the submerged platform and to take refuge there. A rest period of 30 seconds on the platform is observed between two tests to allow the rat to take its spatial references, essential to its orientation in the device.
- parametric (P) or non-parametric (NP) statistical tests were used: analysis of variance (ANOVA) in factorial measurements (P) or Kruskal-Wallis test (NP) followed, where appropriate, by the unpaired t test (P) or the Mann-Whitney (NP) test to compare the treated groups with the control group.
- ANOVA analysis of variance
- P factorial measurements
- NP Kruskal-Wallis test
- NP Mann-Whitney
- the unpaired t-test showed that on days 17 and 22, the weights of the TCC rats were significantly lower than those of the TB group rats. At days 18, 20 and 21, the weights of the TCC rats showed a tendency to be lower than those of the TB group rats. From day 17 to day 22, the weights of the PP25 and PP50 rats were significantly lower than those of the TB group rats.
- the weights of the PP25 and PP50 rats were not significantly different from those of the TCC rats, except on day 17 when the weights of the PP50 rats showed a tendency to be lower than those of the rats.
- TCC group Table 7, Figure 9).
- Table 6 Analysis of the variance of the weights of the rats of the four treatment groups.
- Table 7 Cross-sectional comparison of the weights of the rats of the different groups (unpaired t-test).
- Heat stroke resulted in significant weight loss of the TCC, PP25 and PP50 groups compared to the TB control. There was no significant difference between the TCC group and the PP25 and PP50 groups after the heat stroke, the weight changes of the rats of these groups were similar.
- Table 8 Comparison of the weights of the rats of the different groups between J17 and J20.
- the Kruskal-Wallis test did not show any significant heterogeneity for the dietary intake of the rats of the TB, TCC, PP25 and PP50 groups in weeks 1, 2 and 3.
- Table 9 Comparison of dietary intake of rats from different groups (g / kg / d); (Average ⁇ SEM).
- TCC rats showed a tendency to consume less food after heat stroke than during the first two weeks of the study. Water consumption
- TCC rats tended to consume less water after heat stroke than during the first two weeks of the study.
- Table 13 Total number of supports on both levers during habituation (Mean ⁇ SEM).
- the TESLA was performed on Day 9, three days after the heat stroke.
- Table 15 Total number of supports on both levers during the test (Mean ⁇ SEM).
- Table 16 Discrimination between active and inactive levers during the 20 minutes of the test session (mean ⁇ SEM).
- the Morris Water Labyrinth test was conducted at day 20 and day 21, 4 and 5 days after heat stroke.
- the objective of the study presented in this example was to explore the potential activities of different concentrations of polyphenols from the brewing industry, in formulation or incorporated in culture media, on the epidermal and dermal structures of skin explants. maintained in survival.
- the product to be tested was a polyphenol-rich extract obtained as described in Example 2 above. It has been tested in topical application, incorporated into hydrocerin (a base for master preparations) at a concentration of 0.25%, 0.50%, 0.75% and 1.00%. It was also tested incorporated in the culture medium, at a rate of 0.025%, 0.050%, 0.075% and 0.100%. Two other products were tested to serve as points of comparison: a positive reference containing retinol (Retin-Ox + Night, RoC), and the excipient (hydrocerin)
- explants were prepared from abdominal plastic surgery residues of a 44-year-old Caucasian woman. Adipose tissue was removed and then explants with a diameter of about 10 mm were prepared using a circular knife. The explants were then maintained in survival under standard cell culture conditions for 10 days.
- explants were divided into 15 lots of 6 explants and a control group of 3 explants according to the distribution below:
- topically tested products were applied to the explants at 2 mg per explant (1 mg for the positive reference) at OJ, D2, D4, D6 and D8. Products to be tested in the culture medium have been incorporated at the concentrations indicated. Half of the culture medium was renewed on D2, D4, D6 and D8.
- Sections 7 ⁇ m thick were made from frozen samples and then glued on silanized glass slides to perform immunomarking.
- GAGs glucosaminoglycans
- DEJ dermal-epidermal junction
- Acidic GAGs localized in the epidemic and the papillary dermis are essentially composed of hyaluronic acid, involved in the hydration of the skin.
- GAGs are involved in the elasticity and hydration of the skin.
- the coloring with alkaline blue P.A.S. allows to highlight the expression of neutral GAGs along the JDE, in the form of a purplish pink band.
- the immunolabelings of collagens III and IV were performed on frozen sections.
- the different types of collagen are major elements of extracellular matrices.
- Collagen III is a component of the fibrillar dermis
- collagen IV is a component of the JDE.
- Laminin-5 plays an essential role in the adhesion of keratinocytes to the basement membrane by participating in the formation of anchoring complexes. In vivo, they are involved in the tone and strength of the skin.
- Immunolabeling of collagen III was revealed by DAB, which shows a brown color. Counterstaining with Masson's haemalun was performed on the nuclei of the cells to make them appear blue. Immunolabelling of collagen IV and laminin-5 has been revealed by FITC, a fluorescent molecule that, when excited, emits a green light. Counterstain with propidium iodide was performed on the nuclei of the cells to make them appear red. Microscopic observations
- acanthosis (increase in epidermal thickness) is very clear.
- the epidermal and dermal structures are close to those observed on the untreated explants ( Figure 18).
- epidermal acanthosis is clear, but less than for explants treated with reference containing retinol.
- the epidermal structure is close to that of the explants treated with the excipient.
- the epidermal structure is normal.
- the papillary dermis is more or less dense.
- epidermal acanthosis is very clear.
- collagen forms a more or less dense network along the dermoepidermal junction.
- the epidermal and dermal structure is close to that observed on the untreated explants.
- the epidermis On the explants treated with the formulation P4TM, the epidermis is clearly acanthosic, but with very clear aspects of intolerance. For the other products tested, the epidermal structure is close to that of the explants treated with the excipient. With regard to the collagen network in the papillary dermis, it appears: dense in the papillary dermis on the explants of lot P2M; quite dense on explants treated with P2T, P3T, P4T, P3M and P4TM products; more or less dense, close to that observed on explants not treated with the products PlM, P4M, PlTM, P2TM and P3TM.
- the set of parameters evaluated during the microscopic observation of the morphology made it possible to select two batches on which the subsequent evaluation of the activity was performed. These batches meet several requirements: safety: o absence of intolerance and cellular alterations; effectiveness: o increase in the thickness of the epidemic; o improvement of the compactness of the collagen network in the papillary dermis. cost: o low concentration Staining of GAGs On untreated explants, neutral GAGs are fairly moderately visualized along the dermal-epidermal junction. They are moderately overexpressed on the explants treated with the positive reference.
- IV collagen is clearly visualized along the dermal-epidermal junction. It is not regular and moderately present in the underlying papillary dermis. It is clearly overexpressed on the explants treated with the positive reference.
- Table 21 composition of flavonols and phenolic acids (% niasse).
- Prost, M Process for the determination of free radicals on the antioxidant properties of a living organism or potentially aggressive agents. US Patent, 1992, 5, 135, 850.
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EP09754056.1A EP2276826B1 (fr) | 2008-04-11 | 2009-04-10 | Procédé d'obtention d'extraits concentrés en polyphénols issus du procédé de brassage |
PL09754056T PL2276826T3 (pl) | 2008-04-11 | 2009-04-10 | Sposób otrzymywania stężonych ekstraktów polifenoli pochodzących z procesu warzenia |
CN200980122428.0A CN102307983B (zh) | 2008-04-11 | 2009-04-10 | 由搅拌工艺获得浓缩多酚提取物的方法 |
US12/937,122 US9193944B2 (en) | 2008-04-11 | 2009-04-10 | Method for obtaining concentrated polyphenol extracts from a stirring process |
RU2010145933/10A RU2551783C2 (ru) | 2008-04-11 | 2009-04-10 | Способ получения концентрированных полифенольных экстрактов в результате процесса перемешивания |
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IT201800006908A1 (it) * | 2018-07-04 | 2020-01-04 | Preparazioni cosmetiche comprendenti estratti di birra artigianale, di derivati, mosti e prodotti di scarto della stessa | |
AU2019415387A1 (en) * | 2018-12-28 | 2021-07-15 | Kirin Holdings Kabushiki Kaisha | Fermented composition of coffee cherry flesh and pericarp extract and method for producing same |
MX2022007720A (es) * | 2019-12-19 | 2022-10-07 | Steven Rothstein | Extractos enriquecidos con compuestos polifenolicos y metodos relacionados. |
Citations (5)
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US4910182A (en) * | 1985-03-19 | 1990-03-20 | Westfalia Separator Ag | Process for the secondary purification and stabilization of liquids containing polyphenols and/or proteins, particularly beverages and more especially beer |
US20050191268A1 (en) * | 2000-02-11 | 2005-09-01 | Florence Henry | Polyphenol-and protein-containing extracts of winemaking residues, and methods of using the same |
JP2007039397A (ja) * | 2005-08-04 | 2007-02-15 | Sapporo Breweries Ltd | ビール酵母で発酵させたアルコール飲料からコラーゲン産生促進作用を有する組成物を製造する方法及びその組成物 |
US20070254063A1 (en) * | 2006-04-07 | 2007-11-01 | Chemisch En Biochemisch Onderzoekscentrum (Cbok) | Use of hop polyphenols in beer |
DE102007001349A1 (de) * | 2006-10-31 | 2008-05-08 | Protekum Umweltinstitut Gmbh, Oranienburg | Verwendung von speziell behandelten Trestern und naturbelassenen Extrakten als Einzelfuttermittel für die gesunde Ernährung von Jungtieren und trächtigen Tieren |
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FR2642526B1 (fr) | 1989-01-27 | 1992-11-13 | Spiral Rech & Dev | Utilisation de generateur de radicaux libres dans le domaine des dosages biologiques |
US5972411A (en) * | 1997-04-03 | 1999-10-26 | Miller Brewing Company | Methods of making and using purified kettle hop flavorants |
RU2122014C1 (ru) * | 1997-05-20 | 1998-11-20 | Московский экспериментальный завод напитков | Способ производства пива "хамовническое" |
JP2002531473A (ja) * | 1998-12-11 | 2002-09-24 | ミシガン ステイト ユニヴァーシティー | 酸化防止剤の植物的又は栄養的利益を与えるサクランボ単離物の使用方法 |
EP1702977A3 (fr) * | 2000-07-11 | 2006-12-06 | Sapporo Breweries Limited | Procede de production de boisson alcoolique a base de malt |
CN1906186A (zh) * | 2004-04-26 | 2007-01-31 | 特瓦药厂私人有限公司 | 制备麦考酚酸和其酯衍生物的方法 |
WO2008090460A1 (fr) * | 2007-01-26 | 2008-07-31 | Probelte Pharma, S.A. | Procédé et appareil de production d'extraits contenant de l'hydroxytyrosol à partir d'olives et de résidus solides d'extraction d'huile d'olive |
-
2008
- 2008-04-11 EP EP08290357A patent/EP2108692A1/fr not_active Withdrawn
-
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- 2009-04-10 WO PCT/FR2009/000417 patent/WO2009144406A2/fr active Application Filing
- 2009-04-10 EP EP09754056.1A patent/EP2276826B1/fr not_active Not-in-force
- 2009-04-10 CN CN200980122428.0A patent/CN102307983B/zh not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
---|---|
EP2108692A1 (fr) | 2009-10-14 |
PL2276826T3 (pl) | 2018-03-30 |
US9193944B2 (en) | 2015-11-24 |
EP2276826B1 (fr) | 2017-09-13 |
US20110091582A1 (en) | 2011-04-21 |
CN102307983A (zh) | 2012-01-04 |
RU2010145933A (ru) | 2012-05-20 |
CN102307983B (zh) | 2016-06-01 |
EP2276826A2 (fr) | 2011-01-26 |
RU2551783C2 (ru) | 2015-05-27 |
WO2009144406A3 (fr) | 2011-08-25 |
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