title: The furan route to tropolones: probing the antiproliferative effects of β-thujaplicin analogs.
abstract: A direct route to analogs of the naturally occurring tropolone β-thujaplicin has been developed in just four steps from furan. Using this method, a series of derivatives were synthesized and evaluated. Several of these compounds demonstrated very high levels of potency against bacterial and fungal pathogens with good selectivity over mammalian cells.
authors.affiliation: Department of Pharmaceutical Sciences, University of Connecticut, Storrs, CT 06269, USA.
authors.forename: E Zachary
authors.initials: EZ
authors.lastname: Oblak
authors.forename: Erin S D
authors.initials: ES
authors.lastname: Bolstad
authors.forename: Sophia N
authors.initials: SN
authors.lastname: Ononye
authors.forename: Nigel D
authors.initials: ND
authors.lastname: Priestley
authors.forename: M Kyle
authors.initials: MK
authors.lastname: Hadden
authors.forename: Dennis L
authors.initials: DL
authors.lastname: Wright
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D041221:Candida glabrata / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D013293:Enterococcus faecalis / Q000187:drug effects; D005663:Furans / Q000737:chemistry*; D006801:Humans; D061986:MCF-7 Cells; D015394:Molecular Structure; D039821:Monoterpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship; D014334:Tropolone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D005663:Furans; D039821:Monoterpenes; D014334:Tropolone; C009479:beta-thujaplicin; C039281:furan