IP Library Granted Patent US 10,463,688
Granted Patent B2
US 10,463,688 · App. 15/198,588 · Granted Nov 5, 2019

Nylon-3 polymers active against

Inventors: Samuel H. Gellman (Madison, WI); Runhui Liu (Madison, WI); Bernard Weisblum (Madison, WI); Shonna M. McBride (Atlanta, GA)
Assignee: Wisconsin Alumni Research Foundation
A61K31/787
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Quick Facts
Patent No.
US 10,463,688
App. No.
15/198,588
Granted
Nov 5, 2019
Kind
B2
Abstract

A method and corresponding composition to inhibit outgrowth of C. difficile spores and/or to inhibit growth of C. difficile vegetative cells in a mammal in which an amount of a nylon-3 polymer or nylon-3 copolymer or a pharmaceutically suitable salt thereof is administered to the subject.

Claims (26)

1. A method of inhibiting outgrowth of C. difficile spores and/or inhibiting growth of C. difficile vegetative cells comprising contacting the spores or cells with an amount of a nylon-3 polymer or nylon-3 copolymer or a pharmaceutically suitable salt thereof, wherein the amount is effective to inhibit outgrowth of the C. difficile spores and/or to inhibit growth of the C. difficile vegetative cells.

2. The method of claim 1 , wherein the nylon-3 polymer or copolymer comprises subunits selected from the group consisting of

wherein:

R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of hydrogen, substituted or unsubstituted C 1 -C 6 -alkyl, aryl, C 1 -C 6 -alklyaryl, amino, protected-amino, amino-C 1 -C 6 -alkyl, protected-amino-C 1 -C 6 -alkyl, guanidine, thioalkyl, alkylthioalkyl, amino-substituted alkylthioalkyl, or R 3 and R 4 combined define a cyclic substituent selected from the group consisting of C 4 -C 12 cycloalkyl, C 4 -C 12 cycloalkenyl, and five- to twelve-membered heterocyclic;

“n” is an integer from 0 to 8; and

“A” is selected from the group consisting of substituted or unsubstituted C 4 -C 12 cycloalkyl, C 4 -C 12 cycloalkenyl, and five- to twelve-membered heterocyclic.

3. The method of claim 1 , wherein the nylon-3 polymer or copolymer has an average chain length of at least 5 subunits.

4. The method of claim 1 , wherein the nylon-3 polymer or copolymer has an average chain length at of least 15 subunits.

5. The method of claim 1 , wherein the nylon-3 polymer or copolymer has an average chain length at of at least 20 subunits.

6. The method of claim 1 , wherein the nylon-3 polymer or copolymer has an average chain length at of between 5 and 120 subunits.

7. The method of claim 1 , wherein the nylon-3 polymer or copolymer is selected from the group consisting of:

wherein R is selected from the same group of substituents as R 3 through R 6 .

8. A method of inhibiting outgrowth of C. difficile spores and/or inhibiting growth of C. difficile vegetative cells in a mammal comprising administering to the mammal an amount of a nylon-3 polymer or nylon-3 copolymer or a pharmaceutically suitable salt thereof, wherein the amount is effective to inhibit outgrowth of the C. difficile spores and/or to inhibit growth of the C. difficile vegetative cells in the mammal.

9. The method of claim 8 , wherein the nylon-3 polymer or copolymer comprises subunits selected from the group consisting of

wherein:

R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of hydrogen, substituted or unsubstituted C 1 -C 6 -alkyl, aryl, C 1 -C 6 -alklyaryl, amino, protected-amino, amino-C 1 -C 6 -alkyl, protected-amino-C 1 -C 6 -alkyl, guanidine, thioalkyl, alkylthioalkyl, amino-substituted alkylthioalkyl, or R 3 and R 4 combined define a cyclic substituent selected from the group consisting of C 4 -C 12 cycloalkyl, C 4 -C 12 cycloalkenyl, and five- to twelve-membered heterocyclic;

“n” is an integer from 0 to 8; and

“A” is selected from the group consisting of substituted or unsubstituted C 4 -C 12 cycloalkyl, C 4 -C 12 cycloalkenyl, and five- to twelve-membered heterocyclic.

10. The method of claim 8 , wherein the nylon-3 polymer or copolymer has an average chain length at of at least 5 subunits.

11. The method of claim 8 , wherein the nylon-3 polymer or copolymer has an average chain length at of at least 15 subunits.

12. The method of claim 8 , wherein the nylon-3 polymer or copolymer has an average chain length at of at least 20 subunits.

13. The method of claim 8 , wherein the nylon-3 polymer or copolymer has an average chain length at of between 5 and 120 subunits.

14. The method of claim 8 , wherein the nylon-3 polymer or copolymer is selected from the group consisting of:

wherein R is selected from the same group of substituents as R 3 through R 6 .

15. The method of claim 8 , wherein the amount of the nylon-3 polymer or copolymer is administered enterally.

16. The method of claim 8 , wherein the amount of the nylon-3 polymer or copolymer is administered parenterally.

Assignments (3)
CONFIRMATORY LICENSE Recorded May 16, 2018
From: WISCONSIN ALUMNI RESEARCH FOUNDATION
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 046171/0887 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2016
From: GELLMAN, SAMUEL; LIU, RUNHUI; WEISBLUM, BERNARD
To: WISCONSIN ALUMNI RESEARCH FOUNDATION
Reel/Frame 039263/0030 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2016
From: MCBRIDE, SHONNA M.
To: EMORY UNIVERSITY
Reel/Frame 039263/0194 →
Continuity (2)
Provisional Application 62187872 · Jul 2, 2015
Related Publication 20170000818A1 · Jan 5, 2017