EP2506726A1 - Composition agissant comme émulsifiant pour des composés hydrophobes de solubilisats solubles dans l'eau - Google Patents
Composition agissant comme émulsifiant pour des composés hydrophobes de solubilisats solubles dans l'eauInfo
- Publication number
- EP2506726A1 EP2506726A1 EP10785350A EP10785350A EP2506726A1 EP 2506726 A1 EP2506726 A1 EP 2506726A1 EP 10785350 A EP10785350 A EP 10785350A EP 10785350 A EP10785350 A EP 10785350A EP 2506726 A1 EP2506726 A1 EP 2506726A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- sucrose
- soluble
- water
- emulsifier
- hydrophobic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 30
- 239000003995 emulsifying agent Substances 0.000 title claims abstract description 28
- 230000002209 hydrophobic effect Effects 0.000 title claims description 12
- 150000001875 compounds Chemical class 0.000 title description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 22
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 17
- 239000000194 fatty acid Substances 0.000 claims abstract description 17
- 229930195729 fatty acid Natural products 0.000 claims abstract description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 15
- 239000013543 active substance Substances 0.000 claims abstract description 12
- 239000001959 sucrose esters of fatty acids Substances 0.000 claims abstract description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims abstract description 7
- 150000002148 esters Chemical class 0.000 claims description 14
- AGBQKNBQESQNJD-UHFFFAOYSA-N lipoic acid Chemical compound OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 claims description 14
- 239000011785 micronutrient Substances 0.000 claims description 12
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- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims description 8
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- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 7
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- XZAGBDSOKNXTDT-UHFFFAOYSA-N Sucrose monopalmitate Chemical compound CCCCCCCCCCCCCCCC(O)=O.OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(CO)O1 XZAGBDSOKNXTDT-UHFFFAOYSA-N 0.000 claims description 5
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- QIZPVNNYFKFJAD-UHFFFAOYSA-N 1-chloro-2-prop-1-ynylbenzene Chemical compound CC#CC1=CC=CC=C1Cl QIZPVNNYFKFJAD-UHFFFAOYSA-N 0.000 claims 3
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Definitions
- Emulsifying composition for water-soluble solubilisates of hydrophobic compounds Emulsifying composition for water-soluble solubilisates of hydrophobic compounds
- Body cell (6) shown schematically.
- Step 1 Formation and reception of
- Lipophilic micronutrients such as vitamins A, D, E and K, but also carotenoids, omega-3 fatty acids, alpha-lipoic acid and coenzyme Q10, etc.
- hydrophobic compounds such as fat-soluble vitamins, various barriers of the intestinal mucosa can be overcome and absorbed.
- the fat-soluble compounds such as vitamins A, D, E and K, omega-3 fatty acid, alpha-lipoic acid, coenzyme Q10, etc. are brought into a water-soluble packaging form and can only in the thin water film of the cell membranes The mucosal cells (3) of the small intestine penetrate and be absorbed.
- This 1st step that is the icell mich of the lipophilic substances, is regarded as indispensable condition for the fat absorption and likewise as
- Step 2 Free, fat-soluble micronutrients (10) are made water-soluble by means of lipoprotein chylomircones and are thus removed from the lymphatic system (4).
- the fat-soluble micronutrients After the absorption of the fat-soluble micronutrients in the cells of the small intestine they are there free and not in micellar bound form.
- the fat-soluble ones can also be used.
- Packaging like the micelle are absorbed.
- FIG. 2 schematically shows on the left a conventional fine emulsion in aqueous solution and in the middle a micellar solution.
- the conventional fine emulsion in aqueous solution is cloudy and unstable, the
- micellar solution is clear and stable, the absorption occurs without the physiological micelle formation.
- FIG. 3 shows photographic images of conventional emulsions in aqueous solution.
- 2.2 Micellar formulation in aqueous solution
- FIG. 4 shows photographic images of micellar formulations in aqueous solution.
- Carrier systems for fat-soluble substances :
- FIG. 5 shows a comparison of AQUANOVA solubilisates with liposomes and conventional emulsions as a function of the particle size.
- Aquanova solubilisates (20) are acid stable, no phase separation.
- Nano / fine emulsions, v emulsions, liposomes (30) are acid unstable,
- micellar formulations as
- the invention is due to the mentioned in the above-mentioned position 3 serious disadvantages of polysorbate or lecithin-containing micelle formers, the object of proposing a natural analogous carrier system "product micelle", which at least partially the replacement of polysorbates and / or phospholipids allows the creation of product micelles and, when used, leads to solubilisates which are found in foods or
- Nutritional supplements have the required thermal, pH and mechanical stability and whose product micelles so intact after oral ingestion reaches the mucosa cells of the small intestine, thus absorbing the trapped in the micelle
- Vitamins such as vitamins A, D, E and K, carotenoids, omega-3 fatty acids, alpha-lipoic acid and coenzyme Q10, to optimize.
- sugar esters of fatty acids (E 473) and auxiliaries are used.
- an emulator system by either individual sugar esters of fatty acids (E 473) or mixtures of at least two sugar esters of fatty acids, each in a
- a composition combined with at least one further constituent, which carrier is at least one OH group, such as water and / or ethanol and / or Glycerol, are used as an emulsifier and are used in combination with polysorbates or in their place.
- Suitable sugar esters of fatty acids are, in particular, sucrose mono-laurate, sucrose-di-laurate,
- Fatty acids and a carrier of at least one OH group may further comprise at least one medium chain
- Triglyceride (medium chain triglyceride, MCT).
- the invention provides a composition having an HLB value greater than 10, which acts as an emulsifier for a solubilizate of at least one raw and / or active substance which is not or only sparingly soluble in water, and one or more sugar esters of a fatty acid (E 473) in combination with at least one constituent which is a carrier of at least one OH group, in particular water and / or ethanol and / or glycerol.
- the composition may consist of one or more sugar esters of a fatty acid fatty acid (E 473) and at least one constituent which is a carrier of at least one OH group, in particular water and / or ethanol and / or glycerol.
- the invention further provides a solubilizate which contains at least one raw and / or active substance which is insoluble or sparingly soluble in water, the raw and / or active substance being selected in particular from the coarse containing the vitamins A, D, E and K,
- solubilizate contains at least one emulsifier-acting composition described above.
- the solubilizate can in particular from the at least one raw and / or
- Active substance which is insoluble or sparingly soluble in water, the raw and / or active substance being selected in particular from the coarse containing vitamins A, D, E and K, carotenoids, flavonoids, omega-3 fatty acids, enzymes, Coenzymes, dyes, plant extracts,
- Secondary plant materials isoflavones
- polyphenols polyphenols
- essential oils and antioxidants such as alpha-lipoic acid and / or carnosic acid and quercetin, and at least one, as described above acting as an emulsifier composition.
- compositions which act as emulsifier are, for example, the following, wherein in percent (%) the respective weight fraction is indicated:
- Emulsifier Composition A Emulsifier Composition A
- Emulsifier Composition B Emulsifier Composition B
- Emulsifier composition C Emulsifier composition C
- emulsifier compositions To prepare the emulsifier compositions, all components are mixed together at room temperature, stirred well and thereby homogenized. For support, a slight warming to, for example, about 48 ° C to 52 ° C can be performed.
- an AGT material no. specified This is a test number that assigns the applicant for each substance used and on the basis of which the identity of the ingredient used in each case for the solubilizate can be traced. For these solubilisates were partially the
- Vitamin E-Actetate Solubilisate (with Emulsifier B)
- Particle size measurements were made with the ParticleMetrix NANOTRAC Backscatter Particle Analyzer.
- the measuring principle is based on dynamic light scattering (DLS) in a 180 ° heterodyne backscatter arrangement. With this geometry, the scattered light becomes part of the
- the laser light of a wavelength of 780 nm is coupled on one side of a light fiber fork:
- the reflected laser light, irradiated together and reflected light (42) and the backscattered light (43) from the sample Both split evenly on the two light guide branches.
- the detector (60) of the second branch of the optical fiber fork the mixed light, the scattered and reflected light (44) is registered.
- Fluctuation of the signal resulting from the Brown's motion in the scattered light and thus in the overall signal is converted into a particle size distribution via the Stokes-Einstein relationship and a fast Fourier analysis.
- the color of the sample does not affect the quality of the sample
- the detectable particle size range extends from 0.8 nm to 6500 nm.
- the measurements were carried out in 1000 times the aqueous dilution.
- Solubilisate was dissolved with stirring in water. It is completely soluble in water. This solution is stable, transparent.
- the turbidity of a sample is due to the fact that incident light is scattered on the suspended particles of undissolved, finely divided substances. If a straight light beam strikes these particles (50), the light is scattered in all directions. For turbidity measurement, a scattered light measurement was carried out with infrared light. At low turbidity levels, a small number of undissolved ingredients can be assumed.
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Abstract
L'invention concerne une composition avec une valeur HLB supérieure à 10, qui agit comme émulsifiant pour un solubilisat d'au moins une matière première et/ou matière active qui n'est pas soluble ou n'est que difficilement soluble dans l'eau, et contient un ou plusieurs esters de sucre d'un acide gras alimentaire (E 473) en combinaison avec au moins un ingrédient qui est porteur d'au moins un groupe OH, notamment de l'eau et/ou de l'éthanol et/ou du glycérol.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE202009016292U DE202009016292U1 (de) | 2009-12-01 | 2009-12-01 | Als Emulgator wirkende Zusammensetzung für wasserlösliche Solubilisate hydrophober Verbindungen |
PCT/EP2010/007237 WO2011066937A1 (fr) | 2009-12-01 | 2010-11-30 | Composition agissant comme émulsifiant pour des composés hydrophobes de solubilisats solubles dans l'eau |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2506726A1 true EP2506726A1 (fr) | 2012-10-10 |
Family
ID=43498787
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10785350A Withdrawn EP2506726A1 (fr) | 2009-12-01 | 2010-11-30 | Composition agissant comme émulsifiant pour des composés hydrophobes de solubilisats solubles dans l'eau |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP2506726A1 (fr) |
DE (1) | DE202009016292U1 (fr) |
WO (1) | WO2011066937A1 (fr) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20130004619A1 (en) * | 2011-06-28 | 2013-01-03 | Kemin Industries, Inc. | Method of Forming Encapsulated Compositions with Enhanced Solubility and Stability |
DE202012012130U1 (de) * | 2012-12-19 | 2014-03-21 | Aquanova Ag | Curcuminsolubilisat |
DE102013017165A1 (de) * | 2013-10-16 | 2015-04-16 | Eberhard Karls Universität Tübingen Medizinische Fakultät | Zusammensetzung zur Immunmodulation |
ES2839748T3 (es) | 2016-06-14 | 2021-07-05 | Aquanova Ag | Producto de la solubilización de resveratrol |
DE202019104734U1 (de) * | 2019-08-29 | 2020-12-01 | Aquanova Ag | Folsäure-Solubilisat |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5525430A (en) * | 1978-08-10 | 1980-02-23 | Nippon Saafuakutanto Kogyo Kk | Thickening and gelling agent |
KR100343664B1 (ko) * | 1993-12-20 | 2002-11-27 | 산에이겐 에후.에후. 아이. 가부시키가이샤 | 안정된유화조성물및그를함유하는식품 |
US6140375A (en) * | 1996-05-23 | 2000-10-31 | Taisho Pharmaceutical Co., Ltd. | Microemulsion |
US20080131515A1 (en) * | 2006-12-01 | 2008-06-05 | Fujifilm Corporation | Emulsion composition, and foods and cosmetics containing the emulsion composition |
EP2192160B1 (fr) * | 2008-12-01 | 2016-08-17 | Aquanova Ag | Protection contre l'oxydation intégrée micellaire pour couleurs naturelles |
JP5680275B2 (ja) * | 2009-01-20 | 2015-03-04 | 富士フイルム株式会社 | エマルション組成物、該エマルション組成物を含む食品及び化粧品 |
-
2009
- 2009-12-01 DE DE202009016292U patent/DE202009016292U1/de not_active Expired - Lifetime
-
2010
- 2010-11-30 EP EP10785350A patent/EP2506726A1/fr not_active Withdrawn
- 2010-11-30 WO PCT/EP2010/007237 patent/WO2011066937A1/fr active Application Filing
Non-Patent Citations (1)
Title |
---|
MONZER FANUN: "Properties of microemulsions with sugar surfactants and peppermint oil", COLLOID AND POLYMER SCIENCE ; KOLLOID-ZEITSCHRIFT UND ZEITSCHRIFT FÜR POLYMERE, SPRINGER, BERLIN, DE, vol. 287, no. 8, 12 May 2009 (2009-05-12), pages 899 - 910, XP019712796, ISSN: 1435-1536 * |
Also Published As
Publication number | Publication date |
---|---|
WO2011066937A1 (fr) | 2011-06-09 |
DE202009016292U1 (de) | 2011-04-07 |
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