title: Flustramine inspired synthesis and biological evaluation of pyrroloindoline triazole amides as novel inhibitors of bacterial biofilms.
abstract: Anti-biofilm agents have been developed based upon the flustramine family of alkaloids isolated from Flustra foliacea. A Garg interrupted Fischer indolization reaction was employed to access a core pyrroloindoline scaffold that was subsequently employed to create a pyrroloindoline triazole amide library. Screening for the ability to modulate biofilm formation against strains of Gram-positive and Gram-negative bacteria identified several compounds with low micromolar, non-toxic IC(50) values.
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695, USA.
authors.forename: Cynthia
authors.initials: C
authors.lastname: Bunders
authors.forename: John
authors.initials: J
authors.lastname: Cavanagh
authors.forename: Christian
authors.initials: C
authors.lastname: Melander
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects*; D018441:Biofilms / Q000187:drug effects*; D026121:Indole Alkaloids / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D021281:Quantitative Structure-Activity Relationship; D054852:Small Molecule Libraries / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000577:Amides; D000900:Anti-Bacterial Agents; D026121:Indole Alkaloids; D007211:Indoles; D011758:Pyrroles; D054852:Small Molecule Libraries; C511648:flustramine C; C057812:indoline