Abstract
We report an expansion of the scope of our initial discovery that 5-keto-substituted 7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofurans (DHDMBFs) are antiinflammatory and analgesic agents. Several other functional groups have been introduced at the 5 position: amides, amidines, ureas, guanidines, amines, heterocycles, heteroaromatics, and heteroaryl ethenyl substituents in the 5 position all provide active compounds. These compounds are dual cyclooxygenase (COX) and 5-lipoxygenase (5-LOX) inhibitors. They inhibit both COX-1 and COX-2 with up to 33-fold selectivity for COX-2.
MeSH terms
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Analgesics* / chemical synthesis
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Analgesics* / chemistry
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Analgesics* / pharmacology
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Animals
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Anti-Inflammatory Agents, Non-Steroidal* / chemical synthesis
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Anti-Inflammatory Agents, Non-Steroidal* / chemistry
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Anti-Inflammatory Agents, Non-Steroidal* / pharmacology
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Benzofurans* / chemical synthesis
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Benzofurans* / chemistry
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Benzofurans* / pharmacology
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Carrageenan / toxicity
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Cyclooxygenase 1
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Cyclooxygenase 2
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Cyclooxygenase 2 Inhibitors
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Cyclooxygenase Inhibitors* / chemical synthesis
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Cyclooxygenase Inhibitors* / chemistry
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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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Enzyme Inhibitors* / chemical synthesis
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Enzyme Inhibitors* / chemistry
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Enzyme Inhibitors* / pharmacology
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Humans
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Isoenzymes / metabolism*
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Lipoxygenase Inhibitors*
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Membrane Proteins
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Prostaglandin-Endoperoxide Synthases / metabolism*
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Rats
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Structure-Activity Relationship
Substances
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Analgesics
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Anti-Inflammatory Agents, Non-Steroidal
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Benzofurans
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Cyclooxygenase 2 Inhibitors
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Cyclooxygenase Inhibitors
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Enzyme Inhibitors
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Isoenzymes
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Lipoxygenase Inhibitors
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Membrane Proteins
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Carrageenan
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Cyclooxygenase 1
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Cyclooxygenase 2
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PTGS1 protein, human
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PTGS2 protein, human
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Prostaglandin-Endoperoxide Synthases
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Ptgs1 protein, rat