NZ550059A - Chitosan embedded or encapsulated capsule - Google Patents

Chitosan embedded or encapsulated capsule

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Publication number
NZ550059A
NZ550059A NZ550059A NZ55005904A NZ550059A NZ 550059 A NZ550059 A NZ 550059A NZ 550059 A NZ550059 A NZ 550059A NZ 55005904 A NZ55005904 A NZ 55005904A NZ 550059 A NZ550059 A NZ 550059A
Authority
NZ
New Zealand
Prior art keywords
chitosan
embedded
capsule
encapsulated capsule
content
Prior art date
Application number
NZ550059A
Inventor
William T H Chang
James H Y Chen
Original Assignee
Lytone Enterprise Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Lytone Enterprise Inc filed Critical Lytone Enterprise Inc
Priority to NZ550059A priority Critical patent/NZ550059A/en
Priority claimed from PCT/US2004/008768 external-priority patent/WO2005102292A1/en
Publication of NZ550059A publication Critical patent/NZ550059A/en

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  • General Preparation And Processing Of Foods (AREA)

Abstract

Disclosed is a chitosan embedded or encapsulated capsule, comprising a chitosan content which is a chitosan, a salt thereof, and an edible gum embedding or encapsulating the chitosan content.

Description

New Zealand Paient Spedficaiion for Paient Number 550059 50 0 59 WO 2005/102292 PCT/US2004/008768 CmTOSAN-EMBEDDED OR ENCAPSULATED CAPSULE Field of the Invention The present invention relates to a chitosan-embedded or encapsulated capsule, which comprises a chitosan content, which is chitosan, a 5 salt thereof, or a derivative thereof, and an edible gum embedding or encapsulating the content.
Background of the Invention Chitosan is a polysaccharide composed of (1 -> 4)-linked 2-acetamido-2-deoxy-P-D-glucopyranosyl residues, and is produced by folly or partially deacetylating chitin.
Products containing chitosan of various molecular weights, e.g. 10 to 1,000 kDa, are commercially available. The deacetylation degree of the chitosan content of commercial products is in general 70% to 90%. Chitosan is widely used in cosmetics, foods, nutrition supplements and pharmaceuticals.
Chitosan has been shown to be capable of interfering the absorption of lipids. See, for instance, Kanauchi et al., Biosci. Biotechnol. Biochem., 59(5), 786-790 (1995). Chitosan can hardly be digested. It is capable of dissolving and adsorbing lipids and cholesterol, and is thus used for reducing body weight and cholesterol.
For food and pharmaceutical applications, chitosan is mainly used in an anhydrous state, e.g., in the form of a tablet and capsule. Conventional chitosan and modified chitosan is sparsely soluble. Its water retention and bioavailability is thus limited. USP 6,638,918 discloses modified chitosan with a better solubility and bioavailability.
When dissolved in an acidic solution, chitosan is positively charged; therefore it may be .hardly compatible with other ingredients in the solution and may result in the problem of instability. The positive charge of chitosan also results in a strong mouth-puclcering taste. The forms and applications of foods INTELLECTUAL PHQPERTY OFFICE OF N.Z. -4 0C12008 received and pharmaceuticals comprising chitosan are thus limited. USP 6,458,938 discloses a conjugate of chitosan and polypropylene glycol, which has an improved solubility and compatibility with other compounds.
Nonetheless, up to now, no prior art reference has ever disclosed a chitosan product which does not have the mouth-puckering taste of chitosan but also keeps a lipid absorbing activity and where applicable, other desired \ functions, or a method for achieving such products.
PRIOR ART In this specification where reference has been made to patent specifications, other external documents, or other sources of information, this is generally for the purpose of providing a context for discussing the features of the invention. Unless specifically stated otherwise, reference to such external documents is not to be construed as an admission that such documents, or such sources of information, in any jurisdiction, are prior art, or form part of the common general knowledge in the art.
Summary of the Invention The present invention relates to a chitosan embedded or encapsulated capsule, which comprises a chitosan content which is chitosan, a salt thereof, or a derivative thereof, and an edible gum embedding or encapsulating the chitosan content.
Detailed Description of the Invention It is surprisingly found that the above-mentioned problems of chitosan, i.e., the mouth-puckering taste, the low solubility in water solutions, and the instability and incompatibility with other compounds thus resulted, can be solved by embedding or encapsulating it with an edible gum.
The invention thus provides a chitosan embedded or encapsulated capsule, which comprises a chitosan content which is chitosan, a salt thereof, or a derivative thereof, and an edible gum embedding or encapsulating the content.
The "chitosan-embedded capsule" of the invention refers to a capsule wherein the chitosan content is mixed with or embedded in an edible gum. The "chitosan-encapsulated capsule" of the invention refers to a capsule wherein the chitosan content is coated or encapsulated with an edible gum. 2 (followed by page 2a) 2a (fbHowed by page 3} COMPRISING The term "comprising" as used in this specification means "consisting at least in part of'. When interpreting each statement in this specification that includes the term "comprising", features other than that or those prefaced by the term may also be present. Related terms such as "comprise" and "comprises" are to be interpreted in the same manner.
Chitosan Content All forms of chitosan are suitable for use in the invention. For instance, chitosan can be produced by deacetylating polysaccharide chitin derived INTELLECTUAL PROPERTY I OFFICE OF N.Z - 3 OCT 2008 received 1657650_1.DOC WO 2005/102292 PCT/US2004/008768 from the biomass of shellfish such as shrimp and crab, squid, an insect source, or a fungal source, and isolating and purifying the resultant products. Commercial products of various degrees of deacetylation (the number of free amino groups), purity, molecular weight distribution and viscosity can also be used in the 5 invention.
In accordance with the invention, the salt of chitosan can be a salt formed between chitosan and an organic or inorganic acid. Examples of organic acid salts of chitosan include, but not limited to, chitosan methylate, chitosan ethylate, chitosan propylate, chitosan chloroethylate, chitosan 10 hydroxyethylate, chitosan butylate, chitosan isobutylate, chitosan propenylate, chitosan citrate, chitosan tartrate, and the mixture thereof. Examples of inorganic acid salts of chitosan include, but not limited to, chitosan hydrochloride, chitosan hydrobromide, chitosan phosphorate and the mixture thereof.
Chitosan derivatives suitable for use in the invention include, but 15 not limited to, a middle or long chain N-alkyl or N-alkanoyl chitosan. The term "a middle chain N-alkyl or N-alkanoyl" used herein refers to an N-alkyl or N-alkanoyl group containing 8 to 13 carbon atoms. The term "a long chain N-alkyl or N-alkanoyl " used herein refers to an N-alkyl or N-alkanoyl group containing 14 to 18 carbon atoms.
It is known that the effect of chitosan on lipid digestion and absorption increases along with the degree of deacetylation thereof. See Deuchi, K. et al., 1995, Biosci. Biotechnol. Biochem., 59(5), 781-785. In accordance with one embodiment of the invention, .the degree of deacetylation of the chitosan content of the capsule of the invention is 75% or more, preferably 25 90% or more, and most preferably 95% or more.
In accordance with another embodiment of the invention, the molecular weight of the chitosan moiety of the chitosan content of the capsule of the invention is 1,000 to 1,000,000, preferably 30,000 to 300,000, and most preferably 100,000 to 200,000. .4.
In accordance with a further embodiment of the invention, the average particle size of the chitosan content of the capsule of the invention is less than 40 to 50 meshes, preferably less than 60 to 100 meshes, and most preferably less than 100 to 150 meshes.
In accordance with an even further embodiment of the invention, the chitosan moiety in the chitosan content of the capsule of the invention comprise, on the basis of the weight of the embedding edible gum solutions, 0.5% to 30%, preferably 5% to 15%.
Edible Gums Any edible gums, reversible or irreversible, can be used in the invention to embed the chitosan content. Examples of edible gums suitable for use in the invention include, but not limited to, locust bean gum, agar gel, sodium alginate, Konjac gum, guar gum, gum Arabic, carrageenan, xanthan gum, pectin, tragacanth gum, gelatin, and the mixture thereof.
In response to multivalent metal ion (such as Ca2+) exchanges, or to the change in pH value or temperature, edible gums, which contain glycosides, will form insoluble gels through a cross linking reaction,. In accordance with the invention, edible gums in an acidic form or in a form containing a metal ion can also be used. In addition, other synthetic or improved materials having similar properties to the above-described edible gums can also be used in the invention.
In accordance with an embodiment of the invention, the edible gum is preferably sodium alginate, guar gum, gum Arabic, carrageenan, xanthan gum, pectin, tragacanth gum or the mixture thereof. More preferably, the edible gum is sodium alginate, guar gum, gum Arabic and carrageenan, or the mixture thereof. Most preferably, the edible gum is sodium alginate. Sodium alginate is not toxic. It is a processed product of the extract of edible algae, and is widely used in food industry as viscosity enhancing agent and stabilizer. It is also as the main ingredient of analogue bionical food. .Moreover, sodium alginate reacts with calcium to form a gel of Ca-alginate, which is highly heat-and acid- stable, and has a high intestinal solubility.
According to an embodiment of the invention, the edible gum comprises 0.5% to 30.0% by wet weight of the capsule of the invention, 5 preferably 1.0% to 2.0%.
According to another embodiment of the invention, the chitosan embedded or encapsulated capsule comprises sodium alginate and gelatin or Konjac gum. The amount of gelatin or Konjac gum, if added, comprises 0.3% to 6% by weight of the edible gum.
Other Components To improve the values, varieties, flavors and palatability, the chitosan embedded or encapsulated capsule of the invention may favorably comprises health enhancing components, and/or general food additives, such as flavoring agents, sweetening agents, coloring agents, other additives that may 15 adjust or improve palatability, and the mixture thereof.
Any components that may enhance health can be embedded or encapsulated in the capsule together with chitosan. Examples of such components include, but not limited to, red yQZsX{Monascus), blue algae, green algae, green tea, blue berry, mushroom, Ganoderma lucidum, Cordyceps sinensis, 20 Antrodia camphorata, Ginseng, lactic acid bacterial, Bifidobacteria, cellulose and the mixture thereof. These components can be added in the form of dry pulverized extract powder, liquid, or semi-liquid (e.g., paste), and in the amount of 0.1% to 10% by wet weight of the capsule.
The flavoring agents used in the invention can be any natural or 25 synthetic flavoring agents that provide a smell of fruits, flowers or nuts, including, but not limited to, a smell of apples, strawberries, lemons, oranges, grapes, cherries, peaches, cocoa, teas, roses, jasmine, sweet osmanthus, almonds and the like.
Hie coloring agents used in the invention can be any natural or synthetic coloring agents. Examples for coloring agents suitable for use in the invention include, but not limited to, Gardenia, beet root, Lycopene, Perilla colors, Tartrazine, cochineal Red A, and the like.
The sweetening agents used in the invention can be any natural or synthetic sweetening agents, including, but not limited to, sucrose, fructose, glucose, stevioside and aspartame.
Preparation of Chitosan Embedded or Encapsulated Capsule Conventional methods of gelation can be used to embed or 10 encapsulate the chitosan content of the chitosan capsule of the invention with a suitable edible gum. In one embodiment of the invention, the capsule of the invention is prepared by mixing the chitosan content and edible gum, and coagulating the resultant mixture in accordance with the mode of gelation of the edible gum. For instance, USP 4,692,284 and USP 5,472,648 disclose 15 polymeric materials exhibiting gelling properties, such as sodium alginate, and the large-scale production of capsules comprising the materials. The patents in their entire contents are incorporated herewith as references of the invention.
In another embodiment of the invention, the capsule of the invention is prepared by encapsulating the chitosan content with the edible gum.
Utility of Chitosan Embedded Capsule Embedding or encapsulating chitosan with an edible gum in accordance with the invention can effectively solve the mouth-puckering taste of chitosan present in foods in a liquid form. Embedding or encapsulated chitosan with an edible gum in accordance with the invention also significantly increases 25 the amount of chitosan in liquid foods up to 20% by weight, but does not result in the unpleasant taste or cause a problem in viscosity or stability after chitosan is dissolved. The chitosan-embedded or encapsulated capsule of the invention breaks through the application limitations of chitosan due to its properties, and 2005/102292 can be used in food products containing a high percentage of water, such as jelly, pudding, and confectionery. The chitosan-embedded or encapsulated capsule of the invention can avoid the problems caused by adding chitosan in a powder or liquid form, such as the mouth-puckering taste, poor palatability and appearance, and instability. It also increases the amount of the chitosan content of food products. Furthermore, the capsule of the invention may comprise additives such as health enhancing components, flavoring agents, and coloring agents, which increase the values, varieties, compliance and convenience of products containing chitosan.
Examples Example 1 Preparation of Chitosan-Sodium Alginate Capsules The example illustrates the general method for preparing the chitosan embedded capsule of the invention.
A 1% sodium alginate solution was prepared. After the sodium alginate was completely dissolved through strong stirring, 20 gm of chitosan powder (Premix, FG95 ChitoClear) was added to and blended with 200 ml of the 1% sodium alginate solution. The resultant mixture was put into a 50-ml syringe with a 0.8 mm needle. Capsules of chitosan-sodium alginate mixture were produced by pushing the mixture out of the syringe and into a 1.5% CaCI2 solution. Capsules of an average diameter of ca. 2.0 mm were formed and cured via ion-exchange of Ca2+. The chitosan-sodium alginate capsules were allowed to stay in the CaCl2 solution for 30 min., and wiashed with distilled water. The resultant capsules can directly be used in beverage and other foods. Alternatively, the chitosan-sodium alginate capsules can be dehydrated to form dried products, and reconstituted with water right before use. -8-Example 2 Preparation of Red Yeast-Chitosan Capsules This example illustrates the preparation of capsules comprising red yeast and chitosan.
Capsules were prepared in a way similar to that described in Example 1, except that, in addition to 20 gm of chitosan, 2gm of dry red yeast powder was added, with stirring, to 200 ml of 1% sodium alginate solution to produce a sodium alginate solution comprising chitosan and red yeast . In a way similar to that described in Example 1, the solution was put into and then pushed through a syringe. The resultant capsules were dropped into a 1.5% CaCl2 solution to be cured. After washing and drying, capsules comprising red yeast and chitosan were produced.
In a way similar to that described in this example, other additives, such as green algae powder, green tea powder, flavoring agents, coloring agents and sweetening agents, can be added to the capsules of the invention. The amount of these additives can be adjusted as desired. In general, the amount of the optional additives ranges from 0.1% to 10% of the weight of the sodium alginate solution.
Example 3 Sensory Evaluation of Chitosan Embedded Capsules A sensory evaluation was performed to compare the mouth-puckering taste of the chitosan embedded capsules prepared in Example 1 and unembedded chitosan powder. The unembedded chitosan powder and chitosan embedded capsules were added to sports drink, juice or yogurt. The products were randomly evaluated by five persons. The score corresponding to the puckering taste is as follows: 1 = no taste, 2 = very weak, 3 = weak, 4 = medium, 5 = slightly strong, 6 = strong and 7 = very strong. The average scores of the chitosan embedded capsules and the unembedded chitosan powder were 1.4

Claims (22)

WO 2005/102292 PCT/US2004/008768 and 6.8, respectively. The test results show that the chitosan-sodium alginate capsules can effectively reduce the puckering taste caused by chitosan. -10- Clairos
1. A chitosan embedded or encapsulated capsule, comprising a chitosan content which is a chitosan, a salt thereof or a derivative thereof, and an edible gum embedding or encapsulating the chitosan content.
2. The chitosan embedded or encapsulated capsule of Claim 1, wherein the deacetylation degree of the chitosan content is 75% or more.
3. The chitosan embedded or encapsulated capsule of Claim 2, wherein the deacetylation degree of the chitosan content is 90% or more.
4. The chitosan embedded or encapsulated capsule of Claim 3, wherein the deacetylation degree of the chitosan content is 95% or more.
5. The chitosan embedded or encapsulated capsule of Claim 1, wherein the molecular weight of the chitosan moiety of the chitosan content is 1,000 to 1,000,000.
6. The chitosan embedded or encapsulated capsule of Claim 5, wherein the molecular weight of the chitosan moiety of the chitosan content is 30,000 to 300,000.
7. The chitosan embedded or encapsulated capsule of Claim 6, wherein the molecular weight of the chitosan moiety of the chitosan content is 100,000 to 200,000.
8. The chitosan embedded or encapsulated capsule of Claim 1, wherein the average particle size of the chitosan content is in the range of 40 to 50 meshes.
9. The chitosan embedded or encapsulated capsule of Claim 8, wherein the average particle size of the chitosan content is in the range of 60 to 100 meshes. propIStvI OFFICE OF N.2. - 3 OCT .Received -11 -
10. The chitosan embedded or encapsulated capsule of Claim 9, wherein the average diameter of the chitosan content is in the range of 100 to 150 meshes.
11. The chitosan embedded or encapsulated capsule of Claim 1, wherein the amount of the chitosan content is 0.5% to 30% by wet weight of the capsule. 5
12. The chitosan embedded or encapsulated capsule of Claim 11, wherein the amount of the chitosan content is 5% to 15% by wet weight of the capsule.
13. The chitosan embedded or encapsulated capsule of Claim 1, wherein the salt of chitosan is an inorganic salt selected from the group consisting of 10 chitosan hydrochloride, chitosan hydrobromide, chitosan phosphorate, and the mixture, or an organic salt selected from the group consisting of chitosan methylate, chitosan ethylate, chitosan propylate, chitosan chloroethylate, chitosan hydroxyethylate, chitosan butylate, chitosan isobutylate, chitosan propenylate, chitosan citrate, chitosan tartrate, and the mixture thereof. 15
14. The chitosan embedded or encapsulated capsule of Claim 1, wherein the derivative of chitosan is Cg-Cia N-alkyl or Cg-C is N-alkanoyl chitosan.
15. The chitosan embedded or encapsulated capsule of Claim 1, wherein the edible gum is selected from the group consisting of locust bean gum, agar gel, sodium alginate, Konjac gum, guar gum, Arabic gum, carrageenan, xanthan gum, 20 pectin, tragacanth gum, gelatin or the mixture thereof.
16. The chitosan embedded or encapsulated capsule of Claim 1, wherein the edible gum is sodium alginate.
17. The chitosan embedded or encapsulated capsule of Claim 1, wherein the amount of the edible gum comprises 0.5% to 5.0% by wet weight of the 25 capsule.
18. The chitosan embedded or encapsulated capsule of Claim 17, wherein the amount of the edible gum comprises 1.0% to 2.0% by wet weight of INTELLECTUAL PROPERTY I OFFICE OF N Z ' -3 OCT received -12- the capsule.
19. The chitosan embedded or encapsulated capsule of Claim 1, wherein the edible gum further comprises, on the basis of the weight of the edible gum, 0.3% to 6% of gelatin and Konjac gum. 5
20. The chitosan embedded or encapsulated capsule of Claim 1, further comprising health-enhancing components or food additives.
21. The chitosan embedded or encapsulated capsule of Claim 1, which can effectively reduce the mouth-puckering taste of chitosan.
22. A chitosan embedded or encapsulated capsule as defined in claim 1 substantially as hereinbefore described with reference to any example thereof. "3 OCT2008 i received
NZ550059A 2004-03-23 2004-03-23 Chitosan embedded or encapsulated capsule NZ550059A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
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Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NZ550059A NZ550059A (en) 2004-03-23 2004-03-23 Chitosan embedded or encapsulated capsule
PCT/US2004/008768 WO2005102292A1 (en) 2004-03-23 2004-03-23 Chitosan embedded or encapsulated capsule

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NZ550059A true NZ550059A (en) 2008-11-28

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Owner name: LYTONE ENTERPRISE, INC., TW

Free format text: OLD OWNER(S): WILLIAM T.H. CHANG; JAMES H.Y. CHEN

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Free format text: PATENT RENEWED FOR 7 YEARS UNTIL 23 MAR 2024 BY AJ PARK

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