The anti-bacterial poly(caprolactone)-poly(quaternary ammonium salt) as drug delivery carriers

Abstract

Anti-bacterial materials play significant role in biomedical field. Researches and applications of new anti-bacterial materials are necessary. Novel linear and star-shaped copolymers of poly(caprolactone)-poly(quaternary ammonium salt) (PCL-PJDMA) were synthesized by a combination of ring-opening polymerization and atom transfer radical polymerization. The structures of the copolymers were confirmed by nuclear magnetic resonance ((1)H-NMR) and Fourier transform infrared spectroscopy. The copolymers self-assembled into ball-shaped micelles with low critical micelle concentration (10(-4) ∼ 10(-3) mg/ml). An anti-bacterial drug, triclosan, was chosen as a model drug to investigate the potential application of the copolymers in drug-controlled release. The anti-bacterial experiments against Escherichia coli indicated that all the copolymer micelles had anti-bacterial ability and drug-loaded star-shaped PCL-PJDMA micelles were the best. The slow release of the drug from the drug-loaded micelles prolonged anti-bacterial effect. Therefore, PCL-PJDMA themselves have not only anti-bacterial ability but also the copolymer micelles can be used as carriers for anti-bacterial drugs.

Quaternary ammonium-based biomedical materials: State-of-the-art, toxicological aspects and antimicrobial resistance

“…For example, Leng et al reported the synthesis of copolymer micelles of poly(caprolactone)-poly(quaternary ammonium salt) by a combination of ROP and ATRP. These copolymer micelles do not only possess antibacterial ability but may also be employed as carriers for antibacterial drugs [175].…”

Self‐Assembled Star‐Shaped sPCL–PEG Copolymer Nanomicelles with pH‐Sensitivity for Anticancer Drug Delivery

“…It is well known that amphiphilic block polymers can self‐assemble into aggregates in the selective solvent. [ 44 ] From the TEM images ( Figure A,B), it can be found that all the assembly sPP micelles possess clearly monodisperse core–shell spherical shapes and good dispersity with nanoscale sizes of 60 ± 15 nm. The hydrophilic PEG segments serve as the shells stabilizing the micelles and the hydrophobic PCL segments constitute the cores of the micelles.…”

Current Options and Emerging Biomaterials for Periprosthetic Joint Infection

“…When combined with the antibacterial drug triclosan, investigators showed that these micelles also have the ability to function as carriers for drug delivery. The combination of poly(caprolactone)-poly(quaternary ammonium salt) micelles with triclosan had a synergistic antimicrobial effect when tested against Escherichia coli [78]. Finally, polymeric drug-eluting “sleeves” or covers for orthopedic devices have been patented by Boston Scientific Inc. and Control Delivery Systems Inc.; however, they have not been widely implemented in clinical settings [79,80].…”