AU768958B2 - Heteroside polymer microgranules of marine origin containing various hydrophilic or hydrophobic substances methods for using same in food, dietetic or pharmaceutical products - Google Patents
Heteroside polymer microgranules of marine origin containing various hydrophilic or hydrophobic substances methods for using same in food, dietetic or pharmaceutical products Download PDFInfo
- Publication number
- AU768958B2 AU768958B2 AU75299/00A AU7529900A AU768958B2 AU 768958 B2 AU768958 B2 AU 768958B2 AU 75299/00 A AU75299/00 A AU 75299/00A AU 7529900 A AU7529900 A AU 7529900A AU 768958 B2 AU768958 B2 AU 768958B2
- Authority
- AU
- Australia
- Prior art keywords
- chitosan
- microgranules
- complex
- anyone
- dietetic
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- 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.)
- Ceased
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- 239000000126 substance Substances 0.000 title claims abstract description 21
- 238000000034 method Methods 0.000 title claims description 5
- 229920000642 polymer Polymers 0.000 title abstract description 8
- 235000005911 diet Nutrition 0.000 title abstract description 5
- 230000000378 dietary effect Effects 0.000 title abstract description 5
- 230000002209 hydrophobic effect Effects 0.000 title abstract description 5
- 239000000825 pharmaceutical preparation Substances 0.000 title abstract 2
- 229940127557 pharmaceutical product Drugs 0.000 title abstract 2
- 229920001661 Chitosan Polymers 0.000 claims description 34
- 239000006229 carbon black Substances 0.000 claims description 10
- 238000003381 deacetylation reaction Methods 0.000 claims description 8
- 230000006196 deacetylation Effects 0.000 claims description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- 239000008103 glucose Substances 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 3
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 3
- 230000027455 binding Effects 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 239000000284 extract Substances 0.000 claims description 3
- 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 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- 229910001385 heavy metal Inorganic materials 0.000 claims description 2
- 230000036571 hydration Effects 0.000 claims description 2
- 238000006703 hydration reaction Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 235000013681 dietary sucrose Nutrition 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 238000004321 preservation Methods 0.000 claims 1
- 238000009738 saturating Methods 0.000 claims 1
- 229960004793 sucrose Drugs 0.000 claims 1
- 239000008187 granular material Substances 0.000 abstract description 4
- 230000000694 effects Effects 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 7
- 239000011325 microbead Substances 0.000 description 6
- 239000011324 bead Substances 0.000 description 5
- 235000016709 nutrition Nutrition 0.000 description 5
- 230000004913 activation Effects 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 229920002101 Chitin Polymers 0.000 description 2
- 229930091371 Fructose Natural products 0.000 description 2
- 239000005715 Fructose Substances 0.000 description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 150000002505 iron Chemical class 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 241000238421 Arthropoda Species 0.000 description 1
- 241000238366 Cephalopoda Species 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- XCPXBCIJMAXSKG-UHFFFAOYSA-K [Na+].P(=O)([O-])([O-])[O-].[C+4] Chemical compound [Na+].P(=O)([O-])([O-])[O-].[C+4] XCPXBCIJMAXSKG-UHFFFAOYSA-K 0.000 description 1
- 229940058573 b-d glucose Drugs 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000009149 molecular binding Effects 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007634 remodeling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- FGCSIJPPCNCQJB-FAOVPRGRSA-M sodium;(2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;chloride Chemical compound [Na+].[Cl-].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O FGCSIJPPCNCQJB-FAOVPRGRSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/04—Making microcapsules or microballoons by physical processes, e.g. drying, spraying
- B01J13/046—Making microcapsules or microballoons by physical processes, e.g. drying, spraying combined with gelification or coagulation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- General Preparation And Processing Of Foods (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Abstract
The invention concerns the use of marine heteroside polymer granules or microgranules containing various hydrophilic or hydrophobic substances in food, dietetic and pharmaceutical products.
Description
HETEROSIDE POLYMER MICROGRANULES OF MARINE ORIGIN CONTAINING VARIOUS HYDROPHILIC OR HYDROPHOBIC SUBSTANCES, METHODS FOR USING SAME FOR NUTRITIONAL, DIETETIC OR PHARMACEUTICAL PURPOSES This invention relates to the use of deacetylated granules or microgranules of chitin or chitosan coating or containing various hydrophilic or lipophilic active principles having a nutritional or therapeutic interest.
We include this invention in the nutritional, dietetic and pharmaceutical field.
Chitin or acetamido-2-deoxy-B-D-Glucose is a polymer entering into the composition of the carapace of arthropods, crustaceans and insects and also the outer membrane of certain fungi. This component makes the rigidity of the endoskeleton of cephalopods possible. It is to the animal kingdom what cellulose is to the plant kingdom.
This substance is rendered inert with respect to numerous substrates through a transformation of its chemical structure, conversion by chemical treatment or N-deacetylation into amino-2-deoxy-B-Glucose or chitosan. This latter substance is easier to use on account of its greater chemical inertness. When the deacetylation is total, regular chitosan or polyglucosamine is obtained. This percentage of deacetylation has an effect on the physical properties of chitosan, solubility and viscosity, and also on its biochemical behavior.
Numerous studies have described the major principles of its mechanisms of action. In its crude flake form, adsorption, and more precisely chemisorption, that is to say the binding of molecules on the surface of the polymer, is well known. It has been demonstrated that the high potentiality of chitosan is the result of a mechanism of absorption in volume, limited by diffusion phenomena. The form of chitosan and the geometry of the material used are then essential. In the crude flake form, the specific surface of chitosan does not exceed a few square centimeters per gram, which singularly limits its significance.
The use of chitosan is interesting in the nutritional and dietetic field because of its very high fiber content, and on the other hand on account of the interesting potential of its structure for forming strong bonds with lipophilic derivatives or other components, but this active principle alone can reach its limits when a significant action with a small amount of substrate is desired or when a progressive effect of this component in time is desired.
In order to limit these negative effects by increasing the binding kinetics of chitosan, various solutions have been proposed, such as grinding, lyophilization of solutions or disruption under pressure, all of these techniques having the objective of increasing the surface-to-mass ratio of the chitosan and concurrently increasing the overall activity of the chitosan.
It seems interesting to make up within these microgranules or granules a chitosan-catalyst complex in order on the one hand to increase the activity of the chitosan and on the other hand to increase the time of activity and the specificity of the activity.
Incorporation of a material with very high specific surface into the web of the chitosan structure will increase its activity not only in terms of binding potentiality but also in terms of kinetics. The incorporation of this catalyst makes it possible to manifestly increase the reaction velocity of the chitosan even if it is present in minute quantity. Thus FR-A-2 700 973 describes microglobules in which chitosan is complexed with carbon black.
Nevertheless the activity of this catalyst-chitosan complex decreases as a function of its water content. A loss of activity results when the system is dried because of condensation of the chitosan on the catalyst. The polymer web that is complexed and dried in this way loses its porosity to the point of expelling all the ionic salts present in the system. In order to avoid these significant problems from the point of view of the activity of the complex, it is necessary to preserve its structure and in particular the hydration and porosity.
In order to increase the activity of the system, it is also possible to create a virtual porosity by doping the complex in the dry state, more preferably with an hygroscopic, non-ionic and water-soluble component. The choice turned to molecules with structures similar to the chitosan polymer, for example, glucose, sucrose or oligofructose.
Once deacetylated, this compound may be used in the form of granules, microgranules or globules, as described, for example, in the patent application FR 2 701 031, "Methods and Devices for the Manufacture of Polymer Globules".
Example 1 Microbeads are obtained from chitosan having a degree of deacetylation of glucose sodium chloride edible carbon black The beads are made from the complex of chitosan and carbon black, the latter substance playing the role of activation catalyst. They are condensed in a dropwise
I
fashion, and then saturated with sodium chloride and glucose and dried.
Example 2 The microbeads are obtained from chitosan having a degree of deacetylation of sodium phosphate carbon black The beads are made from the complex of chitosan and carbon black, the latter substance playing the role of activation catalyst. They are condensed in a dropwise fashion, and then saturated with sodium phosphate'and dried.
Example 3 The microbeads are obtained from -55% chitosan, having a degree of deacetylation of 20 -42% fructose of an iron salt The beads are made from the complex of chitosan and the iron salt, the latter substance playing the role of activation catalyst. They are condensed in a dropwise fashion, and then saturated with fructose and dried.
Example 4 The microbeads are obtained from chitosan, having a degree of deacetylation of -42% oligofructose sugars having well-established nutritional characteristics -10% coffee extracts edible carbon black The beads are made from the complex of chitosan and carbon black, the latter substance playing the role of activation catalyst. They are condensed in a dropwise fashion, and then saturated with oligosaccharides and coffee extracts and dried. The microbeads in this way offer all of the guarantees of quality and reproducibility that are difficult to obtain from natural products.
The microgranules, which may also be designated beads, microbeads or microglobules, are formed from chitosan and from hydrophobic or non-hydrophobic substances, at least one of these substances playing the role of catalytic substance, in this way forming a complex with the chitosan. The microgranules formed in this way have a strong attraction for all substances and in particular for oleaginous substances. According to the first results of clinical studies, use of these microgranules by numerous subjects shows a clear reduction in the weight of these subjects as well as a consequent remodeling of the physical appearance. These two actions are explained by the limitation of lipid absorption as a result of complexes formed between microgranules and oleaginous substances. Other trials that have been carried out show that the use of these microgranules entails a high potentiality for complex formation with substances originating from heavy metals, in this way limiting the absorption of these microparticles by the organism. Through a mechanism of exchange and capture, the formation of microgranules of chitosan complexed with certain substances makes possible the limitation of the formation of the molecules which are designated free radicals, which come into play in many biological reactions.
Claims (8)
1.Microgranules made up of a complex of chitosan or a chitosan derivative and a material with a very high specific surface of the sort to increase the kinetics of binding of the chitosan with lipophilic derivatives or other components, characterized in that said material with a very high specific surface is edible carbon black and characterized in that the microgranules include moreover an hygroscopic, non-ionic and water-soluble component, with a structure similar to chitosan, said hygroscopic component relating to the preservation of the structure and in particular the hydration and porosity of said chitosan-carbon black complex.
2.Microgranules according to claim 1, characterized in that said hygroscopic component is chosen from among the group made up of glucose, saccharose or oligofructose.
3.Microgranules according to claim 1 or 2, characterized in that said chitosan has a degree of deacetylation of 4 9
4.Microgranules according to anyone of claims 1 to 3, characterized in that they also include an extract of coffee. according to anyone of claims 1 to 3, characterized in that they also include sodium chloride.
6.Method of manufacture of microgranules according to anyone of claims 1 to 5, characterized in that it includes steps consistent with condensing said chitosan- carbon black complex in a dropwise fashion and then saturating said complex with said hygroscopic component and drying the whole of it.
7.Use of microgranules according to anyone of claims 1 to 5 to complex oleaginous substances.
8.Use of microgranules according to anyone of claims 1 to 5 to complex heavy metals.
9.Use of microgranules according to anyone of claims 1 to 5 to limit the formation of free radicals.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9914256A FR2800634B1 (en) | 1999-11-08 | 1999-11-08 | MICROGRANULES OF HETEROSIDE POLYMERS CONTAINING HYDROPHILIC OR HYDROPHOBIC SUBSTANCES, PROCEDURES OF USE AND APPLICATIONS IN THE FOOD, DIETARY OR PHARMACEUTICAL FIELDS |
| FR9914256 | 1999-11-08 | ||
| PCT/FR2000/002622 WO2001034289A1 (en) | 1999-11-08 | 2000-09-22 | Heteroside polymer microgranules of marine origin containing various hydrophilic or hydrophobic substances, methods for using same in food, dietetic or pharmaceutical products |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU7529900A AU7529900A (en) | 2001-06-06 |
| AU768958B2 true AU768958B2 (en) | 2004-01-08 |
Family
ID=9552070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU75299/00A Ceased AU768958B2 (en) | 1999-11-08 | 2000-09-22 | Heteroside polymer microgranules of marine origin containing various hydrophilic or hydrophobic substances methods for using same in food, dietetic or pharmaceutical products |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP1230010B1 (en) |
| AT (1) | ATE247519T1 (en) |
| AU (1) | AU768958B2 (en) |
| BR (1) | BR0015375A (en) |
| CA (1) | CA2390021A1 (en) |
| DE (1) | DE60004699T2 (en) |
| ES (1) | ES2204689T3 (en) |
| FR (1) | FR2800634B1 (en) |
| MX (1) | MXPA02004566A (en) |
| PT (1) | PT1230010E (en) |
| WO (1) | WO2001034289A1 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4035187A1 (en) * | 1990-11-06 | 1992-05-07 | Hoechst Ag | Ultrasound contrast agent, vaccine, diagnostic or therapeutic agent |
| FR2700973A1 (en) * | 1993-02-02 | 1994-08-05 | Aber Technologies | Carbon black-chitosan complex and its use in binding and extraction processes |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6440501A (en) * | 1987-08-07 | 1989-02-10 | Asahi Glass Co Ltd | Chitosan carrying material |
| FR2701031B1 (en) * | 1993-02-02 | 1995-04-07 | Aber Technologies | Method and device for the production of biopolymer or protein beads. |
| ES2114502B1 (en) * | 1996-07-29 | 1999-07-01 | Univ Santiago Compostela | APPLICATION OF NANOPARTICLES BASED ON HYDROPHILIC POLYMERS AS PHARMACEUTICAL FORMS. |
-
1999
- 1999-11-08 FR FR9914256A patent/FR2800634B1/en not_active Expired - Fee Related
-
2000
- 2000-09-22 BR BR0015375-3A patent/BR0015375A/en not_active IP Right Cessation
- 2000-09-22 WO PCT/FR2000/002622 patent/WO2001034289A1/en active IP Right Grant
- 2000-09-22 AU AU75299/00A patent/AU768958B2/en not_active Ceased
- 2000-09-22 PT PT00964343T patent/PT1230010E/en unknown
- 2000-09-22 CA CA002390021A patent/CA2390021A1/en not_active Abandoned
- 2000-09-22 EP EP00964343A patent/EP1230010B1/en not_active Expired - Lifetime
- 2000-09-22 MX MXPA02004566A patent/MXPA02004566A/en active IP Right Grant
- 2000-09-22 DE DE60004699T patent/DE60004699T2/en not_active Expired - Fee Related
- 2000-09-22 AT AT00964343T patent/ATE247519T1/en not_active IP Right Cessation
- 2000-09-22 ES ES00964343T patent/ES2204689T3/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4035187A1 (en) * | 1990-11-06 | 1992-05-07 | Hoechst Ag | Ultrasound contrast agent, vaccine, diagnostic or therapeutic agent |
| FR2700973A1 (en) * | 1993-02-02 | 1994-08-05 | Aber Technologies | Carbon black-chitosan complex and its use in binding and extraction processes |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2800634A1 (en) | 2001-05-11 |
| DE60004699D1 (en) | 2003-09-25 |
| FR2800634B1 (en) | 2001-12-14 |
| DE60004699T2 (en) | 2004-07-08 |
| EP1230010A1 (en) | 2002-08-14 |
| BR0015375A (en) | 2002-07-16 |
| EP1230010B1 (en) | 2003-08-20 |
| PT1230010E (en) | 2003-12-31 |
| AU7529900A (en) | 2001-06-06 |
| WO2001034289A1 (en) | 2001-05-17 |
| MXPA02004566A (en) | 2004-09-10 |
| ATE247519T1 (en) | 2003-09-15 |
| ES2204689T3 (en) | 2004-05-01 |
| CA2390021A1 (en) | 2001-05-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGA | Letters patent sealed or granted (standard patent) |