Abstract
A novel series of 3,4-dihydroxychalcones was synthesized to evaluate their effects against 5-lipoxygenase and cyclooxygenase. Almost all compounds exhibited potent inhibitory effects on 5-lipoxygenase with antioxidative effects, and some also inhibited cyclooxygenase. The 2',5'-disubstituted 3,4-dihydroxychalcones with hydroxy or alkoxy groups exhibited optimal inhibition of cyclooxygenase. We found that 2',5'-dimethoxy-3,4-dihydroxychalcone (37; HX-0836) inhibited cyclooxygenase to the same degree as flufenamic acid and 5-lipoxygenase, more than quercetin. Finally, these active inhibitors of 5-lipoxygenase inhibited arachidonic acid-induced mouse ear edema more than phenidone.
MeSH terms
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Administration, Topical
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Animals
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Anti-Inflammatory Agents / chemical synthesis*
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Anti-Inflammatory Agents / therapeutic use
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Arachidonic Acid
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Cell Line
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Chalcone / analogs & derivatives*
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Chalcone / chemical synthesis
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Chalcone / pharmacology
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Chalcone / therapeutic use
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Chalcones
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Cyclooxygenase Inhibitors / chemical synthesis*
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Cyclooxygenase Inhibitors / pharmacology
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Edema / chemically induced
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Edema / drug therapy
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Lipid Peroxidation / drug effects
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Lipoxygenase Inhibitors*
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Male
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Mice
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Mice, Inbred ICR
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Molecular Structure
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Sheep
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Structure-Activity Relationship
Substances
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Anti-Inflammatory Agents
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Chalcones
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Cyclooxygenase Inhibitors
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Lipoxygenase Inhibitors
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2',5'-dimethoxy-3,4-dihydroxychalcone
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Arachidonic Acid
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Chalcone