Modified polycationic polymers

Patent metadata

Field	Value
Publication number	US-10010627-B2
Application number	US-201615173313-A
Country	US
Kind code	B2
Filing date	Jun 3, 2016
Priority date	Jun 3, 2016
Publication date	Jul 3, 2018
Grant date	Jul 3, 2018

Abstract

A polymeric material comprising a polyethylenimine-based material including the following moiety:

attached thereto, wherein R1 is a group including at least one carbon atom and n is from 2 to 4 is disclosed. A method for preparing a polyethylenimine-based material is disclosed. A gene therapy method using a polymeric material including polyethylenimine-based material is also disclosed.

First claim

What is claimed is:

1. A polymeric material, comprising:
a polyethylenimine-based component having a structure:

and including a group attached thereto at the starred bond location having the general structure:

wherein
each instance of R2 is independently one of a hydrogen atom, a linear polyethylenimine segment, a branched polyethylenimine segment, a copolymeric segment including a linear polyethylenimine segment, or a copolymeric segment including a branched polyethylenimine segment,
m is greater than two,
R1 includes a carbon atom, and
n is from 2 to 4.

2. The polymeric material according to claim 1 , wherein n is equal to 2.

3. The polymeric material according to claim 1 , wherein n is equal to 3.

4. The polymeric material according to claim 1 , wherein n is equal to 4.

5. The polymeric material according to claim 1 , wherein R1 is an alkyl group.

6. The polymeric material according to claim 5 , wherein R1 is a methyl group.

7. The polymeric material according to claim 1 , wherein R1 is a polymeric group.

8. The polymeric material according to claim 1 , wherein R1 comprises a linkage to a poly(ethylene glycol).

9. The polymeric material according to claim 1 , wherein the polyethylenimine-based component is linear.

10. The polymeric material according to claim 1 , wherein the polyethylenimine-based component is branched.

11. The polymeric material according to claim 1 , wherein polyethylenimine-based component is dendrimeric.

12. The polymeric material according to claim 1 , wherein the polyethylenimine-based component is branched, n is equal to 2, R1 is methyl, and the polymeric material has a weight-average molecular weight (Mw) of between 10 kDA to 50 kDa.

13. The polymeric material according to claim 1 , wherein the polyethylenimine-based component is in a complex with a genetic material.

14. A method of making a polymeric material, comprising:
contacting a polyethylenimine-based material having the general structure

with a cyclic phosphotriester having the general structure

wherein
R1 includes a carbon atom,
n is from 2 to 4,
each instance of R2 is independently one of a hydrogen atom, a linear polyethylenimine segment, or a branched polyethylenimine segment, and
m is such that a weight-average molecular weight (Mw) of the polyethylenimine-based material is between 100 Da to 10 7 Da.

15. The method of claim 14 , wherein n is equal to 2.

16. The method of claim 14 , wherein R1 is a methyl group or an ethyl group.

17. The method of claim 14 , wherein the polyethylenimine-based material is dissolved in a solvent.

18. The method of claim 14 , wherein at least one instance of R2 is a branched polyethylenimine segment.

19. A method for forming polymeric delivery vehicles for transfecting a target body with genetic material, comprising:
complexing a genetic material and a polymeric material including a polyethylenimine-based component having the structure:

and having a group attached thereto at the starred bond with a structure corresponding to the following:

wherein
each instance of R2 is independently one of a hydrogen atom, a linear polyethylenimine segment, a branched polyethylenimine segment, a branched polyethylenimine segment, a coplymeric segment including a linear polyethylenimine segment, or a copolymeric segment including a branched polyethylenimine segment,
m is greater than two,
R1 includes a carbon atom, and
n is from 2 to 4.

20. The method of claim 19 , further comprising:
administering the genetic material to a target body while the genetic material is complexed with the polymeric material.

Assignees

• IBM

Inventors

• Boday Dylan J
• Garcia Jeannette M
• Hedrick James L
• Wojtecki Rudy J

Classifications

• C08G73/0213

  Preparatory process · CPC title

• A61K48/0041 Primary

  the non-active part being polymeric · CPC title

• C08G73/0206

  Polyalkylene(poly)amines · CPC title