Intrinsically antibacterial materials based on polymeric derivatives of eugenol for biomedical applications.
Infections are the most common cause of biomaterial implant failure representing a constant challenge to the more widespread application of medical implants. This study reports on the preparation and characterization of novel hydrophilic copolymeric systems provided with antibacterial properties coming from eugenol residues anchored to the macromolecular chains. Thus, high conversion copolymers were prepared from the hydrophilic monomer 2-hydroxyethyl methacrylate (HEMA) and different eugenol monomeric derivatives, eugenyl methacrylate (EgMA) and ethoxyeugenyl methacrylate (EEgMA), by bulk polymerization reaction. Thermal evaluation revealed glass transition temperature values in the range 95-58 degrees C following the order HEMA-co-EgMA > PHEMA > HEMA-co-EEgMA and a clear increase in thermal stability with the presence of any eugenyl monomer in the system. In vitro wettability studies showed a reduction of water sorption capacity and surface free energy values with increasing the content of eugenol residues in the copolymer. The antimicrobial activity of copolymeric discs was evaluated by determining their capacity to reduce or inhibit colony formation by different bacterial species. All eugenyl containing materials showed bacteria growth inhibition, this one being higher for the EEgMA derivative copolymers.
Rojo
Luis
L
Institute of Polymer Science and Technology, CSIC, and CIBER-BBN, C/ Juan de la Cierva 3, 28006 Madrid, Spain. rojodelolmo@ictp.csic.es
Barcenilla
Jose M
JM
Vázquez
Blanca
B
González
Ramón
R
San Román
Julio
J
D000327:Adsorption; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001704:Biopolymers / Q000737:chemistry / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects* / Q000254:growth & development; D005054:Eugenol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D008422:Materials Testing; D008689:Methacrylates / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011102:Polyhydroxyethyl Methacrylate / Q000737:chemistry*; D013295:Streptococcus mutans / Q000187:drug effects* / Q000254:growth & development; D013499:Surface Properties; D013696:Temperature; D017155:Wettability
D000900:Anti-Bacterial Agents; D001704:Biopolymers; D008689:Methacrylates; C534572:eugenyl methacrylate; D011102:Polyhydroxyethyl Methacrylate; D005054:Eugenol; C005044:hydroxyethyl methacrylate