title: Synthesis and antimicrobial evaluation of cationic low molecular weight amphipathic 1,2,3-triazoles.
abstract: A library of 28 small cationic 1,4-substituted 1,2,3-triazoles was prepared for studies of antimicrobial activity. The structures addressed the pharmacophore model of small antimicrobial peptides and an amphipathic motif found in marine antimicrobials. Eight compounds showed promising antimicrobial activity, of which the most potent compound 10b displayed minimum inhibitory concentrations of 4-8μg/mL against Streptococcus agalacticae, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, and Enterococcus faecalis. The simple syntheses and low degree of functionalization make these 1,4-substituted 1,2,3-triazoles interesting for further optimizations.
authors.affiliation: Department of Chemistry, Norwegian University of Science and Technology (NTNU), NO-7491 Trondheim, Norway.
authors.forename: Thomas A
authors.initials: TA
authors.lastname: Bakka
authors.affiliation: Department of Pharmacy, Faculty of Health Sciences, University of Tromsø, NO-9037 Tromsø, Norway.
authors.forename: Morten B
authors.initials: MB
authors.lastname: Strøm
authors.affiliation: Marbio, Faculty of Biosciences, Fisheries and Economics, University of Tromsø, NO-9037 Tromsø, Norway.
authors.forename: Jeanette H
authors.initials: JH
authors.lastname: Andersen
authors.affiliation: Department of Chemistry, Norwegian University of Science and Technology (NTNU), NO-7491 Trondheim, Norway. Electronic address: odd.r.gautun@ntnu.no.
authors.forename: Odd R
authors.initials: OR
authors.lastname: Gautun
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002412:Cations; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008970:Molecular Weight; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D002412:Cations; D014230:Triazoles
keywords: 1,2,3-Triazoles; Antibacterial; Click chemistry; Marine natural product mimics; Peptidomimetics