Abstract
Under the action of PCl(5), the Beckman rearrangement of a 3 : 1 mixture of Z- and E-ketoximes of 18beta-hydroxydihydroquinopimaric acid resulted in 5'-caprolactam and isomeric caprolactams containing fragments of cyclic ether. Z- and E-ketoximes were separated as acetates. Using a carrageenan inflammation model, we demonstrated that the anti-inflammatory activity of quinopimaric acid derivatives was comparable with that of diclofenac.
MeSH terms
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Abietanes / chemical synthesis*
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Abietanes / chemistry
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Abietanes / 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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Antiviral Agents / chemical synthesis
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Antiviral Agents / chemistry
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Antiviral Agents / pharmacology
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Carrageenan
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Edema / chemically induced
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Edema / drug therapy
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Influenza A virus / drug effects
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Mice
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Stereoisomerism
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Structure-Activity Relationship
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Toxicity Tests, Acute
Substances
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Abietanes
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Anti-Inflammatory Agents, Non-Steroidal
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Antiviral Agents
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dihydroquinopymaric acid
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Carrageenan