IP Library Granted Patent US 10,266,823
Granted Patent B2
US 10,266,823 · App. 15/318,260 · Granted Apr 23, 2019

Small molecules that enhance the activity of oligonucleotides

Inventors: Rudolph Juliano (Chapel Hill, NC); William P. Janzen (Chapel Hill, NC); Joseph A. Maddry (Birmingham, AL); Canhong Cao (Chapel Hill, NC); Xin Ming (Chapel Hill, NC); Bing Yang (Chapel Hill, NC)
Assignees: The University of North Carolina at Chapel Hill; Southern Research Institute
C12N15/113A61K31/4985A61K31/7088C12N15/111C12N2310/11C12N2310/14C12N2310/315C12N2310/321C12N2310/346C12N2310/351C12N2320/32
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Quick Facts
Patent No.
US 10,266,823
App. No.
15/318,260
Granted
Apr 23, 2019
Kind
B2
Abstract

Methods of administering an oligonucleotide of interest into a cell in vitro or in vivo are described. In the methods, a small organic compound active agent is concurrently administered to the cell in an amount effective to increase the delivery of the oligonucleotide into the cell, and/or increase the activity of said oligonucleotide in the cell. Compositions useful for carrying out the method are also described.

Claims (52)

1. A method of administering an oligonucleotide of interest to a cell, the method comprising:

concurrently administering an active agent to said cell in an amount effective to increase the delivery and/or increase the activity of said oligonucleotide in said cell;

wherein said active agent is a compound of Formula I:

wherein:

R is ethyl or a linking group;

R 1 is methyl or a linking group;

R 2 is methyl;

R 3 and R 4 are each independently H, lower alkyl; lower alkoxy, halo, amino, aryl, or heteroaryl;

or a pharmaceutically acceptable salt thereof; and

wherein the oligonucleotide is not targeted to a bacterial pathogen.

2. The method of claim 1 , wherein said cell is a mammalian cell.

3. The method of claim 1 , wherein said method is carried out in vitro or in vivo.

4. The method of claim 1 , wherein said method is carried out by administering said oligonucleotide to a subject in need thereof, and concurrently administering said active agent to said subject.

5. The method of claim 1 , wherein said active agent is administered after said oligonucleotide.

6. The method of claim 1 , wherein said oligonucleotide is single stranded.

7. The method of claim 1 , wherein said oligonucleotide is from 2, 4, 6 or 8 to 100 or 200 nucleotides in length.

8. The method of claim 1 , wherein said oligonucleotide is negatively charged.

9. The method of claim 1 , wherein said oligonucleotide is an antisense oligonucleotide.

10. The method of claim 1 , wherein said oligonucleotide is a splice switching oligonucleotide.

11. The method of claim 1 , wherein said active agent is selected from the group consisting of:

and pharmaceutically acceptable salts thereof.

12. A composition comprising:

(a) an oligonucleotide and;

(b) an active agent, in combination in

(c) a pharmaceutically acceptable carrier;

wherein said active agent is a compound of Formula:

wherein:

R is ethyl or a linking group;

R 1 is methyl or a linking group;

R 2 is methyl;

R 3 and R 4 are each independently H, lower alkyl; lower alkoxy, halo, amino, aryl, or heteroaryl;

or a pharmaceutically acceptable salt thereof; and

wherein the olignucleotide is not targeted to a bacterial pathogen.

13. The composition of claim 12 , wherein said oligonucleotide is single stranded.

14. The composition of claim 12 , wherein said oligonucleotide is from 2, 4, 6 or 8 to 100 or 200 nucleotides in length.

15. The composition of claim 12 , wherein said oligonucleotide is negatively charged.

16. The composition of claim 12 , wherein said oligonucleotide is an antisense oligonucleotide.

17. The composition of claim 12 , wherein said oligonucleotide is a splice switching oligonucleotide.

18. The composition of claim 12 , wherein said active agent is selected from the group consisting of:

and pharmaceutically acceptable salts thereof.

19. A composition comprising:

(a) an oligonucleotide and;

(b) an active agent, in combination in

(c) a pharmaceutically acceptable carrier;

wherein said active agent is selected from the group consisting of:

and pharmaceutically acceptable salts thereof; and

wherein the oligonucleotide is not targeted to a bacterial pathogen.

20. A method of administering an oligonucleotide of interest to a cell, the method comprising:

concurrently administering an active agent to said cell in an amount effective to increase the delivery and/or increase the activity of said oligonucleotide in said cell;

wherein said active agent is selected from the group consisting of:

and pharmaceutically acceptable salts thereof; and

wherein the oligonucleotide is not targeted to a bacterial pathogen.

Assignments (3)
CONFIRMATORY LICENSE Recorded Jun 5, 2019
From: UNIVERSITY OF NORTH CAROLINA, CHAPEL HILL
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 049372/0554 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 6, 2017
From: MADDRY, JOSEPH A.
To: SOUTHERN RESEARCH INSTITUTE
Reel/Frame 044315/0859 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2017
From: JULIANO, RUDOLPH; JANZEN, WILLIAM P.; CAO, CANHONG; MING, XIN; YANG, BING
To: THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL
Reel/Frame 041399/0095 →
Continuity (2)
Provisional Application 62019549 · Jul 1, 2014
Related Publication 20170130222A1 · May 11, 2017