IP Library › Granted Patent US 11,608,412
Granted Patent B2
US 11,608,412 · App. 16/663,585 · Granted Mar 21, 2023

Polymer-lipids and compositions

Inventors: James C. Kaczmarek (Somerville, MA); Daniel Griffith Anderson (Framingham, MA); Luke Hyunsik Rhym (Cambridge, MA); Kevin John Kauffman (Somerville, MA); Asha Kumari Patel (Ilford, GB)
Assignee: Massachusetts Institute of Technology
C08G63/685A61K47/28A61K47/544A61K47/593C08G63/56A61K31/7105
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Quick Facts
Patent No.
US 11,608,412
App. No.
16/663,585
Granted
Mar 21, 2023
Kind
B2
Abstract

The present disclosure relates to improvements in the selection and formulation of PBAE polymers using a design of experiment approach, in which statistical methods are used to limit possible experimental conditions. The present disclosure relates to improved PBAE polymers and formulations.

Claims (47)

1. A composition comprising a polymer of Formula (I):

or a pharmaceutically acceptable salt thereof, wherein:

each A independently is A 1 or A 2 ;

A 1 is

A 2 is

B is

and

D is selected from:

each R independently is hydrogen or optionally substituted aliphatic; and

n is 1-10000;

wherein the composition further comprises:

a PEG lipid in an amount of 1-10 mol % with reference to the polymer;

a phospholipid in an amount of up to 20 mol % with reference to the polymer; and

a polynucleotide.

2. The composition of claim 1 , wherein the PEG portion of the PEG lipid has an average molecular weight in the range of 1000-5000 Da.

3. The composition of claim 1 , wherein the PEG lipid is present in the amount of 1-5 mol % with reference to the polymer.

4. The composition of claim 1 , wherein the composition further comprises a steroid.

5. The composition of claim 4 , wherein the steroid is present in the amount of 1-50 mol % with reference to the polymer.

6. The composition of claim 1 , wherein the phospholipid is present in the amount of about 20 mol % with reference to the polymer.

7. The composition of claim 1 , wherein the composition is characterized as having an N/P ratio of 25-100.

8. The composition of claim 1 , wherein the composition is a pharmaceutical composition.

9. A method of delivering a polynucleotide to a cell, comprising exposing the cell to a composition of claim 1 .

10. A method of treating a disease, disorder, or condition from which a subject suffers, comprising administering to the subject in need thereof an effective amount of a composition of claim 1 .

11. The composition of claim 7 , wherein the composition is characterized as having an N/P ratio of 50-100.

12. The composition of claim 1 , wherein the polynucleotide is DNA.

13. The composition of claim 1 , wherein the polynucleotide is RNA.

14. The composition of claim 13 , wherein the RNA is dsRNA, siRNA, shRNA, miRNA, mRNA, or antisense RNA.

15. The composition of claim 1 , wherein the polynucleotide encodes a protein or peptide.

16. The composition of claim 15 , wherein the protein is an antigen.

17. The composition of claim 1 , wherein D is

18. The composition of claim 1 , wherein the composition is in the form of a particle.

19. The composition of claim 18 , wherein the particle is a nanoparticle.

20. The composition of claim 8 , wherein the pharmaceutical composition is formulated for intravenous administration.

21. The composition of claim 1 , wherein the PEG lipid is C18-PEG2000.

22. The composition of claim 4 , wherein the steroid is cholesterol.

23. The composition of claim 1 , wherein the phospholipid is selected from distearoylphosphatidylcholine (DSPC), dioleoylphosphatidylcholine (DOPC), dipalmitoylphosphatidylcholine (DPPC), dioleoylphosphatidylglycerol (DOPG), dipalmitoylphosphatidylglycerol (DPPG), dioleoyl-phosphatidylethanolamine (DOPE), palmitoyloleoylphosphatidylcholine (POPC), palmitoyloleoylphosphatidylethanolamine (POPE), dioleoyl-phosphatidylethanolamine 4-(maleimidomethyl)-cyclohexane-1-carboxylate (DOPE-mal), dipalmitoyl phosphatidyl ethanolamine (DPPE), dimyristoylphosphoethanolamine (DMPE), distearoyl-phosphatidyl-ethanolamine (DSPE), 1-stearoyl-2-oleoyl-phosphatidyethanolamine (SOPE), phosphatidylglycerols, cardiolipins, diacylphosphatidylserines, diacylphosphatidic acids, N-dodecanoyl phosphatidylethanolamines, N-succinyl phosphatidylethanolamines, N-glutarylphosphatidylethanolamines, lysylphosphatidylglycerols, and palmitoyloleyolphosphatidylglycerol (POPG).

24. The composition of claim 23 , wherein the phospholipid is DOPE.

25. The composition of claim 13 , wherein the polynucleotide is mRNA.

26. The composition of claim 1 , wherein the polynucleotide is chemically modified.

27. The method of claim 9 , wherein the polynucleotide is DNA.

28. The method of claim 9 , wherein the polynucleotide is RNA.

29. The method of claim 28 , wherein the RNA is dsRNA, siRNA, shRNA, miRNA, mRNA, or antisense RNA.

30. The method of claim 9 , wherein the polynucleotide is mRNA.

31. The method of claim 9 , wherein the polynucleotide is chemically modified.

32. The method of claim 9 , wherein the polynucleotide encodes a protein or peptide.

33. The method of claim 32 , wherein the protein is an antigen.

34. The method of claim 10 , wherein the disease, disorder, or condition is selected from the group consisting of proliferative disorders, inflammatory disorders, autoimmune disorders, painful conditions, and diseases of the lung, spleen, and liver.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 27, 2020
From: KACZMAREK, JAMES C.; ANDERSON, DANIEL GRIFFITH; RHYM, LUKE HYUNSIK; KAUFFMAN, KEVIN JOHN; PATEL, ASHA KUMARI
To: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Reel/Frame 054222/0328 →
Continuity (2)
Provisional Application 62751116 · Oct 26, 2018
Related Publication 20200172663A1 · Jun 4, 2020
Cited By (2)
US 12,280,147 US 12,433,847