Antibacterial nanofiber

Patent metadata

Field	Value
Publication number	US-2019091167-A1
Application number	US-201816138577-A
Country	US
Kind code	A1
Filing date	Sep 21, 2018
Priority date	Sep 22, 2017
Publication date	Mar 28, 2019
Grant date	—

Abstract

Bacteria-responsive core-shell nanofibers and a process for the preparation thereof are described. The nanofibers release of an antibacterial agent in response to the presence of bacteria. The core of the nanofiber comprises a biocompatible polymer together with an antibacterial agent such as a quaternary ammonium compound, for example benzyl dimethyl tetradecyl ammonium chloride (BTAC). Surrounding the core is shell comprised of a bacterially degradable polymer, which is susceptible to break-down by bacterial enzymes such as lipase, or to acidic pH conditions. The shell may comprise, for example, polycaprolactone (PCL) and poly(ethylene succinate) (PES). The nanofibers may be incorporated into wound dressings

First claim

What is claimed is:

1 . A core-shell nanofiber comprising:
a core comprising an antibacterial agent and a biocompatible polymer; and a shell surrounding the core comprising a bacterially degradable polymer.

2 . The core-shell nanofiber of claim 1 , wherein the antibacterial agent comprises a quaternary ammonium compound (QAC).

3 . The core-shell nanofiber of claim 1 , wherein the antibacterial agent comprises benzyl dimethyl tetradecyl ammonium chloride (BTAC).

4 . The core-shell nanofiber of claim 1 , wherein the biocompatible polymer of the core comprises poly(vinylpyrrolidone) (PVP).

5 . The core-shell nanofiber of claim 1 , wherein the core comprises BTAC and PVP.

6 . The core-shell nanofiber of claim 1 , wherein the bacterially degradable polymer is degraded by bacterial enzyme activity or by a pH of 6 or less.

7 . The core-shell nanofiber of claim 6 , wherein the enzyme is lipase.

8 . The core-shell nanofiber of claim 1 , wherein the shell comprises polycaprolactone (PCL) or poly(ethylene succinate) (PES).

9 . The core-shell nanofiber of claim 8 , wherein the shell comprises polycaprolactone (PCL) and poly(ethylene succinate) (PES).

10 . A core-shell nanofiber comprising:
a core comprising benzyl dimethyl tetradecyl ammonium chloride (BTAC) and poly(vinylpyrrolidone) (PVP); and a shell comprising polycaprolactone (PCL) and poly(ethylene succinate) (PES).

11 . The core-shell nanofiber of claim 10 , wherein the core consists of BTAC and PVP;
and the shell consists of PCL and PES.

12 . The core-shell nanofiber of claim 10 , wherein the BTAC is present in an amount of from about 1% to about 10%, by weight of the core, such as from 2% to 5%.

13 . The core-shell nanofiber of claim 10 , wherein the ratio of PCL to PES is from about 1:5 to about 5:1, such as 1:1.

14 . The core-shell nanofiber of claim 1 , wherein the ratio of the core to the shell is from about 1:5 to about 5:1 by weight, such as from 1:2 to 2:1 by weight.

15 . A process for preparation of an antibacterial core-shell nanofiber comprising: coaxially electrospinning a fiber from a core material within a shell material to thereby form the antibacterial core-shell nanofiber; wherein:
the core material comprises an antibacterial agent and a biocompatible polymer; and the shell material comprises a bacterially degradable polymer.

16 . The process of claim 15 , wherein the electrospinning comprises application of a voltage from about 5 kV to about 50 kV, such as 20 kV.

17 . The core-shell nanofiber of claim 1 , when prepared by the process comprising of coaxially electrospinning a fiber from a core material within a shell material to thereby form the antibacterial core-shell nanofiber; wherein:
the core material comprises an antibacterial agent and a biocompatible polymer; and the shell material comprises a bacterially degradable polymer.

18 . A nanofiber mat comprising a plurality of core-shell nanofibers according to claim 1 .

19 . An antibacterial wound dressing comprising the core-shell nanofiber of claim 1 .

20 . A method of treating a wound comprising applying to the wound the antibacterial wound dressing of claim 19 .

21 . An electrospun antibacterial nanofiber comprising polycaprolactone (PCL), poly(ethylene succinate) (PES), and from about 2 to 5% (by weight) TBAC as an antibacterial agent.

Assignees

• Univ Manitoba

Inventors

• Liu Song
• Logsetty Sarvesh

Classifications

• A61L15/24

  Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof {(A61L15/225 takes precedence)} · CPC title

• A61P31/04

  Antibacterial agents · CPC title

• D01D5/0007 Primary

  Electro-spinning (non-woven fabrics produced by electro-spinning D04H1/728) · CPC title

• A61K9/0092

  Hollow drug-filled fibres, tubes of the core-shell type, coated fibres, coated rods, microtubules or nanotubes · CPC title

• A61P17/02

  for treating wounds, ulcers, burns, scars, keloids, or the like · CPC title