title: Antimicrobial polyurethane thermosets based on undecylenic acid: synthesis and evaluation.
abstract: In the present study, plant oil-derived surface-modifiable polyurethane thermosets are presented. Polyol synthesis is carried out taking advantage of thiol-yne photopolymerization of undecylenic acid derivatives containing methyl ester or hydroxyl moieties. The prepared methyl ester-containing polyurethanes allow surface modification treatment to enhance their hydrophilicity and impart antimicrobial activity through the following two steps: i) grafting poly(propylene glycol) monoamine (Jeffamine M-600) via aminolysis and ii) Jeffamine M-600 layer complexation with iodine. The antimicrobial activity of the iodine-containing polyurethanes is demonstrated by its capacity to inhibit the growth of Staphylococcus aureus, and Candida albicans in agar media.
authors.affiliation: Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, C/Marcel.lí Domingo s/n, 43007, Tarragona, Spain.
authors.forename: Cristina
authors.initials: C
authors.lastname: Lluch
authors.forename: Braulio
authors.initials: B
authors.lastname: Esteve-Zarzoso
authors.forename: Albert
authors.initials: A
authors.lastname: Bordons
authors.forename: Gerard
authors.initials: G
authors.lastname: Lligadas
authors.forename: Juan C
authors.initials: JC
authors.lastname: Ronda
authors.forename: Marina
authors.initials: M
authors.lastname: Galià
authors.forename: Virginia
authors.initials: V
authors.lastname: Cádiz
mesh_terms: D000890:Anti-Infective Agents / Q000737:chemistry / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects* / Q000254:growth & development; D007455:Iodine / Q000378:metabolism / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008855:Microscopy, Electron, Scanning; D015394:Molecular Structure; D058105:Polymerization; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011140:Polyurethanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011409:Propylene Glycols / Q000378:metabolism; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D017550:Spectroscopy, Fourier Transform Infrared; D013211:Staphylococcus aureus / Q000187:drug effects* / Q000254:growth & development; D014476:Undecylenic Acids / Q000737:chemistry*
chemical_list: D000890:Anti-Infective Agents; D011108:Polymers; D011140:Polyurethanes; D011409:Propylene Glycols; D014476:Undecylenic Acids; C024617:polyol; C012504:polypropylene glycol; D007455:Iodine
keywords: antimicrobial biomaterials; fatty acids; plant oils; renewable resources