Abstract
A series of 6-hydroxy-7-methoxychroman-2-carboxylic acid N-substitutedphenylamides (2a-n) were synthesized and their ability to inhibit nuclear factor-kappaB activity was evaluated in lipopolysaccharide (LPS)-stimulated macrophage RAW 264.7 cells. While compounds bearing -OH, or -OCH3 substituents were inactive, compounds with -CH3, -CF3, or -Cl substituents were potent inhibitors (IC50: 6.0-60.2 microM). The most active compound, 2n, contained a 4-Cl substituent on the phenyl ring and was four times more potent than the compound KL-1156.
Publication types
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Comparative Study
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anti-Inflammatory Agents / chemistry
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Anti-Inflammatory Agents / pharmacology*
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Cell Line
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Chromans / chemistry
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Chromans / pharmacology*
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Dose-Response Relationship, Drug
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Drug Design*
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Lipopolysaccharides / pharmacology
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Macrophages / drug effects*
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Macrophages / metabolism
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Mice
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Molecular Structure
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NF-kappa B / antagonists & inhibitors*
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NF-kappa B / genetics
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NF-kappa B / metabolism
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Structure-Activity Relationship
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Transcription, Genetic / drug effects*
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Transfection
Substances
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6-hydroxy-7-methoxychroman-2-carboxylic acid phenylamide
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Anti-Inflammatory Agents
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Chromans
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Lipopolysaccharides
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NF-kappa B