Abstract
As an extension of structure/activity investigations of resveratrol (1), phenstatin (2c), and the cancer antiangiogenesis drug sodium combretastatin A-4 phosphate (2b), syntheses of certain related stilbenes (14) and benzophenones (16) were undertaken. The trimethyl ether derivative of (Z)-resveratrol (4a) exhibited the strongest activity (GI(50) = 0.01-0.001 microg/mL) against a minipanel of human cancer cell lines. A monodemethylated derivative (14c) was converted to prodrug 14n (sodium resverastatin phosphate) for further biological evaluation. The antitubulin and antimicrobial activities of selected compounds were also evaluated.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Anti-Bacterial Agents
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Anti-Infective Agents / chemical synthesis
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Anti-Infective Agents / chemistry
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Anti-Infective 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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Bacteria / drug effects
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Biopolymers
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Cell Division / drug effects
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Drug Screening Assays, Antitumor
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Fungi / drug effects
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Humans
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Microbial Sensitivity Tests
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Organophosphates / chemical synthesis*
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Organophosphates / chemistry
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Organophosphates / pharmacology
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Prodrugs / chemical synthesis*
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Prodrugs / chemistry
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Prodrugs / pharmacology
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Resveratrol
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Stereoisomerism
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Stilbenes / chemical synthesis*
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Stilbenes / chemistry*
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Stilbenes / pharmacology
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Structure-Activity Relationship
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Tubulin / chemistry
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Tumor Cells, Cultured
Substances
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Anti-Bacterial Agents
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Anti-Infective Agents
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Antineoplastic Agents
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Biopolymers
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Organophosphates
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Prodrugs
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Stilbenes
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Tubulin
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resverstatin phosphate
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Resveratrol