IP Library Granted Patent US 12,201,724
Granted Patent B2
US 12,201,724 · App. 17/483,129 · Granted Jan 21, 2025

Lecithin vesicles for oral delivery

Inventor: Alejandro Marangoni (Guelph, CA)
Assignee: CANNACLEAR INC.
A61K9/1274A61K9/1277A61K31/352A61K47/22A61K47/24
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Quick Facts
Patent No.
US 12,201,724
App. No.
17/483,129
Granted
Jan 21, 2025
Kind
B2
Abstract

Giant multi-lamellar vesicles (GMVs) comprising lecithin are provided which are at least about 3 μm in size. Methods for preparing the GMVs, and for preparing large unilamellar vesicles (LUVs) from the GMVs, are provided, as well as methods for encapsulating cargo within the GMVs and LUVs. The present vesicles are useful for the oral delivery of encapsulated cargo.

Claims (20)

1. Large unilamellar vesicles (LUVs) having a size in the range of about 100-400 nm, wherein said LUVs consist of deoiled lecithin comprising phosphatidylcholines in an amount in the range of about 15-50by wt, phosphatidylethanolamines in an amount in the range of about 5-25 wt % and phosphatidic acids in an amount of less than 10% by wt.

2. The vesicles of claim 1 , wherein the lecithin comprises a phosphatidylcholine to phosphatidylethanolamine (PC:PE) ratio of in the range of about 1:1 to 5:1 PC:PE.

3. The vesicles of claim 1 , wherein the lecithin comprises a PC:PE molar or mass ratio of greater than 1.

4. The vesicles of claim 1 , wherein the lecithin comprises about 5-15% by wt phosphatidylethanolamines.

5. The vesicles of claim 1 , wherein the phospholipid content of the vesicles is greater than 50% by weight.

6. The vesicles of claim 1 , prepared by combining the lecithin in a buffer until fully dispersed and mixing at a sufficient rate to form the LUVs.

7. The vesicles of claim 6 , wherein lecithin in an amount of about 2-20% by wt is mixed with the buffer.

8. The vesicles of claim 7 , wherein the buffer is an acidic buffer.

9. The vesicles of claim 7 , wherein lecithin in an amount of 10% (w/w) is mixed with buffer at a pH that is equal to or greater than the effective pK of the phosphate group of the phospholipid mixture in the lecithin.

10. The vesicles of claim 1 , further comprising encapsulated cargo.

11. The vesicles of claim 10 , comprising a cargo to lecithin ratio of at least 1:5 mol:mol.

12. The vesicles of claim 10 , wherein the cargo is a lipophilic compound that may be incorporated within the phospholipid structure of the vesicle.

13. The vesicles of claim 10 , wherein the cargo is hydrophobic.

14. The vesicles of claim 10 , wherein the cargo is hydrophilic.

15. The vesicles of claim 10 , wherein the cargo is naturally occurring or synthetic and selected from the group consisting of proteins, nucleic acids, hormones, polysaccharides, glycoproteins, tocopherols, sterols, vitamins, minerals, therapeutic compounds and flavoring agents.

16. The vesicles of claim 10 , wherein the cargo comprises a cannabinoid or a terpene.

17. The vesicles of claim 10 , additionally comprising an antioxidant.

18. The vesicles of claim 10 , prepared by dissolving the cargo in a solvent and adding a drop at a time to the LUVs for a time sufficient for LUV uptake of the cargo.

19. A preparation comprising large unilamellar vesicles (LUVs) having a size in the range of about 100-400 nm, wherein said LUVs consist of deoiled lecithin, wherein the lecithin comprises phosphatidylcholines (PC) and phosphatidylethanolamines (PE) with a PC:PE molar or mass ratio of greater than 1, 5-25% by wt PE and less than 10% by wt phosphatidic acids and wherein the preparation has a pH of less than 4.5.

20. The vesicles of claim 19 , wherein the phospholipid content of the vesicles is greater than 50% by weight.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2026
From: CANNACLEAR TECHNOLOGIES INC.
To: ELVO FOOD TECH LLC
Reel/Frame 075083/0570 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2024
From: MARANGONI, ALEJANDRO
To: CANNACLEAR INC.
Reel/Frame 069461/0631 →
Continuity (2)
Continuation In Part 16256594 · Jan 24, 2019
Related Publication 20220023214A1 · Jan 27, 2022
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