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.
Publication types
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Anti-Bacterial Agents / chemical synthesis
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / pharmacology*
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Antifungal Agents / chemical synthesis
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Antifungal Agents / chemistry
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Antifungal Agents / pharmacology*
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Candida glabrata / drug effects
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Cell Proliferation / drug effects
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Dose-Response Relationship, Drug
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Drug Screening Assays, Antitumor
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Enterococcus faecalis / drug effects
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Furans / chemistry*
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Humans
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MCF-7 Cells
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Molecular Structure
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Monoterpenes / chemical synthesis
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Monoterpenes / chemistry
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Monoterpenes / pharmacology*
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Staphylococcus aureus / drug effects
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Structure-Activity Relationship
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Tropolone / analogs & derivatives*
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Tropolone / chemical synthesis
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Tropolone / chemistry
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Tropolone / pharmacology*
Substances
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Anti-Bacterial Agents
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Antifungal Agents
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Antineoplastic Agents
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Furans
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Monoterpenes
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Tropolone
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beta-thujaplicin
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furan