Adjuvant nanoemulsions with phospholipids

Patent metadata

Field	Value
Publication number	US-10357568-B2
Application number	US-201214005525-A
Country	US
Kind code	B2
Filing date	Mar 23, 2012
Priority date	Mar 24, 2011
Publication date	Jul 23, 2019
Grant date	Jul 23, 2019

Abstract

To formulate amphiphilic pharmacological agents (in particular, amphiphilic immunopotentiators) in oil-in-water emulsions the invention provides an oil-in-water emulsion comprising an aqueous phase, an oil phase, a surfactant, and a phospholipid.

First claim

The invention claimed is:

1. An oil-in-water emulsion comprising an aqueous phase, an oil phase comprising squalene, a surfactant comprising polysorbate 80, a phospholipid, and a lipophilic small molecule immune potentiator (SMIP), wherein the average droplet size in the emulsion is less than 250 nm, wherein the SMIP is palmitoyl-Cys(2[R],3-dilauroyloxy-propyl)-Abu-D-Glu-NH2 or a salt thereof, and wherein the phospholipid is 1,2-Distearoyl-sn-Glycero-3-phosphatidylcholine (DSPC).

2. The emulsion of claim 1 , wherein the aqueous phase comprises a buffer.

3. The emulsion of claim 1 , comprising 2-20% (by volume) oil and 0.001%-8% (by weight) surfactant.

4. The emulsion of claim 1 , wherein the weight ratio of oil to surfactant is between 4:1 and 5:1.

5. A process for preparing an immunogenic composition, comprising a step of mixing an immunogen with the emulsion of claim 1 .

6. A method for raising an immune response in a mammal comprising the step of administering to the mammal the composition of claim 1 .

7. A process for preparing the oil-in-water emulsion of claim 1 , comprising a step of homogenising a mixture comprising an aqueous component, an oil component, and a surfactant component, wherein the phospholipid and the SMIP are added to the mixture before, during or after homogenisation.

8. A process for preparing the oil-in-water emulsion of claim 1 , comprising a step of homogenising a mixture comprising an aqueous component, an oil component, and a surfactant component, wherein the oil component includes the phospholipid, and wherein the SMIP is be added (i) to the mixture before during or after homogenisation, or (ii) to the oil component before homogenisation.

Assignees

• Brito Luis
• Singh Manmohan
• Ohagan Derek
• Glaxosmithkline Biologicals Sa

Inventors

• Brito Luis
• Singh Manmohan
• O'Hagan Derek

Classifications

• A61K2039/55566

  Emulsions, e.g. Freund's adjuvant, MF59 · CPC title

• A61K47/24 Primary

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

• A61K39/39 Primary

  characterised by the immunostimulating additives, e.g. chemical adjuvants · CPC title

• 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