Emulsified krill phospholipid compositions

Patent metadata

Field	Value
Publication number	US-10080803-B2
Application number	US-201515306352-A
Country	US
Kind code	B2
Filing date	Apr 24, 2015
Priority date	Apr 25, 2014
Publication date	Sep 25, 2018
Grant date	Sep 25, 2018

Abstract

Oil-in-water emulsions are prepared using phospholipids purified from krill.

First claim

The invention claimed is:

1. A process for preparing an oil-in-water emulsion, comprising steps of: (a) combining an aqueous carrier and a krill lipid mixture comprising at least 80% by weight of krill phospholipids to provide an aqueous phospholipid mixture; (b) combining the aqueous phospholipid mixture with a metabolizable oil to form the oil-in-water emulsion.

2. The process according to claim 1 , wherein the krill lipid mixture: (i) comprises less than 400 μg astaxanthin per gram of krill phospholipids; (ii) comprises less than 10 mg vitamin A per gram of krill phospholipids; or (iii) comprises less than 40 mg vitamin E per gram of krill phospholipids.

3. The process of claim 1 , wherein the metabolizable oil comprises at least 90% by weight of triglycerides.

4. The process according to claim 1 , wherein the metabolizable oil is selected from the group consisting of vegetable oils, marine oils and mixtures thereof.

5. The process according to claim 4 , wherein the marine oil comprises omega-3 fatty acids in an amount of at least 40% by weight of the total fatty acid content of the marine oil.

6. The process according to claim 5 , wherein the metabolizable oil comprises eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) in a combined amount of at least 30% by weight of the total fatty acid content of the metabolizable oil.

7. The process according to claim 1 , further comprising the step of reducing the particle size of the oil-in-water emulsion.

8. An oil-in-water emulsion comprising a metabolizable oil, an aqueous carrier, and krill phospholipids, wherein the emulsion comprises: (i) less than 400 μg astaxanthin per gram of krill phospholipids; and (ii) less than 10 mg vitamin A per gram of krill phospholipids and/or less than 40 mg vitamin E per gram of krill phospholipids.

9. The oil-in-water emulsion according to claim 8 , comprising less than 10 mg vitamin A per gram of krill phospholipids and less than 40 mg vitamin E per gram of krill phospholipids.

10. The oil-in-water emulsion according to claim 8 , wherein the metabolizable oil is selected from the group consisting of vegetable oils, marine oils and mixtures thereof.

11. The oil-in-water emulsion according to claim 8 , comprising less than 40 mg/L astaxanthin and/or less than 1 g/L vitamin A and/or less than 4 mg/L vitamin E.

12. The oil-in-water emulsion according to claim 8 , comprising (i) the krill phospholipids in an amount of from 0.05 to 100 g/L; and/or (ii) the metabolizable oil in an amount of from 10 to 300 g/L.

13. The oil-in-water emulsion according to claim 8 , wherein the weight ratio of metabolizable oil to water is in the range of from 30:70 to 1:98.

14. The oil-in-water emulsion according to claim 8 , wherein the average particle diameter of the oil droplets is in the range of 50 to 500 nm; optionally, wherein the polydispersity index (PdI) of the oil droplets is less than 0.4.

15. The oil-in-water emulsion according to claim 8 , wherein the zeta potential of the emulsion is within the range of −5 mV to −30 mV.

16. The oil-in-water emulsion according to claim 8 , which is suitable for parenteral administration.

17. The oil-in-water emulsion according to claim 8 , further comprising one or more active pharmaceutical ingredients.

18. A process for preparing a pharmaceutical composition, comprising: (i) preparing an oil-in-water emulsion by a process as defined in claim 1 ; and (ii) formulating the oil-in-water emulsion as a pharmaceutical composition.

19. A pharmaceutical composition comprising an oil-in-water emulsion as defined in claim 1 .

Assignees

• Aker Biomarine Antarctic As
• Aker Biomarine Antartic As

Inventors

• Hupfeld Stefan

Classifications

• A61K9/1075

  Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers (A61K9/0026 takes precedence) · CPC title

• A61K47/14

  Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters · CPC title

• A61K47/24

  containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids · CPC title

• A61K47/46 Primary

  Ingredients of undetermined constitution or reaction products thereof, e.g. skin, bone, milk, cotton fibre, eggshell, oxgall or plant extracts · CPC title

• A61K9/0019

  Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner (non-active ingredients are additionally classified in A61K47/00) · CPC title