Abstract
5,7-Dihydroxyflavones and their O-methylated flavone analogs were prepared and evaluated their anti-inflammatory activity to decipher the structure-activity relationships. Most of the analogs were achieved from 2,4,6-trihydroxyacetophenone in 4 steps. 5,7-Dihydroxy-4'-methoxyflavone (4c) and 7-hydroxy-4',5-dimethoxyflavone (6c) were prepared following a different synthetic pathway. Among the synthetic flavones tested, 5-hydroxy-7-methoxyflavone analogs (3a-3e) showed moderate inhibitory activities of PGE2 production from LPS-induced RAW 264.7 cells.
Publication types
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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, Non-Steroidal / chemical synthesis*
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Cell Line
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Cell Survival / drug effects
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Cyclooxygenase Inhibitors / pharmacology
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Dinoprostone / antagonists & inhibitors*
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Dinoprostone / biosynthesis
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Flavonoids / chemical synthesis*
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Flavonoids / pharmacology
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Lipopolysaccharides / pharmacology
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Methylation
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Structure-Activity Relationship
Substances
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Anti-Inflammatory Agents, Non-Steroidal
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Cyclooxygenase Inhibitors
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Flavonoids
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Lipopolysaccharides
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chrysin
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Dinoprostone