Microencapsulation of fish oil

• US 4,895,725 A
• Filed: 04/04/1988
• Issued: 01/23/1990
• Est. Priority Date: 08/24/1987
• Status: Expired due to Fees

• Current Assignee: Emisphere Technologies, Inc. (Novo Nordisk A/S)
• Original Assignee: Clinical Technologies Associates Incorporated (Novo Nordisk A/S)
• Inventors: Pack, Howard M., Steiner, Solomon S., Kantor, Martin L.
• Primary Examiner(s): Page, Thurman K.
• Application Number:
  US07/177,498
• Time in Patent Office: 659 Days
• Field of Search: 424/492, 424/451, 424/493, 424/455, 424/494, 424/107, 427/213.36, 264/4.1, 264/4.3, 264/4.33, 514/963
• US Class Current: 424/455
• CPC Class Codes: A23P 10/30 Encapsulation of particles, e.g. foodstuff additives
• CPC Class Codes: A61K 9/1652 Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin homeopathic globules A61K9/1623
• CPC Class Codes: A61K 9/5042 Cellulose; Cellulose derivatives, e.g. phthalate or acetate succinate esters of hydroxypropyl methylcellulose
• CPC Class Codes: A61K 9/5047 Cellulose ethers containing no ester groups, e.g. hydroxypropyl methylcellulose
• CPC Class Codes: B01J 13/08 Simple coacervation, i.e. addition of highly hydrophilic material combined with spraying B01J13/043; combined with mechanical division B01J13/04

Abstract

Microcapsules containing oil-based biologically active compounds which are stable over extended time periods for release of the encapsulated compound in the intestine. There are a number of biologically active compounds having an oil base which must be orally ingested in order to have a beneficial effect. An example of one such biologically active oil-based compound is a fish oil having a high content of polyunsaturated omega-3 fatty acids which has been demonstrated to reduce plasma levels of triglycerides, very low density lipoprotein, low density lipoproteins and cholesterol in normal and hyperlipidemic subjects. The disclosed microcapsules eliminate the unfortunate problems of the unpleasant taste and smell of the fish oil, as well as the aftertaste, particularly when ingested in large quantities, and provide a palatable and practical means of ingesting efficacious quantities of fish oil. In addition, the normal oxidation of polyunsaturated fatty acids is inhibited.

Claims

1. Palatable microcapsules comprising a biologically active material and an oxidizable oil having a strong odor and taste encapsulated within a non-oil soluble enteric coating to form microcapsules having no taste or smell derived from the oil, said coating formed by preparing an emulsion of an oil-based biologically active compound and a non-oil soluble enteric coating in a basic solution, atomizing the emulsion into an acidic aqueous solution, and separating the precipitated microcapsules from the acidic aqueous solution.

2. The microcapsules of claim 1 wherein said oil-based biologically active material is fish oil containing polyunsaturated omega-3 fatty acids.

3. The microcapsules of claim 1 wherein said enteric coating is a cellulose derivative.

4. The microcapsules of claim 3 wherein said enteric coating is selected from the group consisting of ethyl cellulose, cellulose acetate trimellitate, and cellulose acetate phthalate.

5. The microcapsules of claim 1 wherein said microcapsules have a diameter of between approximately 0.1 and 500 microns.

6. The microcapsules of claim 5 wherein said microcapsules have a diameter of between approximately 0.5 and 250 microns.

7. The microcapsules of claim 1 wherein the enteric coating and the biologically active oil-based compound are in a ratio of between approximately 1:

0.5 to 1;

10.

8. The microcapsules of claim 1 wherein said microcapsules are formed by preparing an emulsion of the oil-based biologically active compound and enteric coating in a basic aqueous solution and atomizing the emulsion into an acidic solution.

9. The microcapsules of claim 1 blended with an edible food product having a pH of less than the pH at which the enteric coating dissolves.

10. A method for preparing edible microcapsules containing a biologically active compound and an oxidizable oil having a strong odor and taste comprising

preparing an emulsion of an oil-based biologically active compound and a non-oil soluble enteric coating in a basic solution,

atomizing the emulsion into an acidic aqueous solution to precipitate the enteric coating around the oil-based biologically active compound to form microcapsules having no taste or smell derived from the oil, and

removing the precipitated microcapsules from the acidic solution.

11. The method of claim 10 wherein the enteric coating is a derivative of cellulose.

12. The method of claim 10 wherein the enteric coating is selected from the group consisting of ethyl cellulose, cellulose acetate trimellitate, and cellulose acetate phthalate.

13. The method of claim 11 wherein the enteric coating is suspended in an ammonium hydroxide solution.

14. The method of claim 10 wherein the enteric coating and the biologically active oil-based compound are in a ratio of between approximately 1:

0.5 and 1;

10.

15. The method of claim 10 wherein the emulsion is prepared and precipitated under an inert gas atmosphere.

16. The method of claim 10 further comprising washing the microcapsules with a surfactant.

17. The method of claim 10 further comprising mixing the microcapsules with a food having a pH less than the pH at which the enteric coating dissolves.

18. The method of claim 10 wherein the oil-based biologically active compound is fish oil containing polyunsaturated omega-3 fatty acids.

19. The method of claim 10 wherein the emulsion comprises fish oil and a 25% suspension of ethyl cellulose in ammonium hydroxide.

20. The method of claim 10 wherein the emulsion is precipitated to form microcapsules having a diameter of between approximately 0.1 and 500 microns.

21. The method of claim 10 wherein the emulsion is precipitated in an acid selected from the group consisting of acetic acid, phosphoric acid, lactic acid, ascorbic acid, malic acid, and citric acid.