Abstract
The synthesis and antiinflammatory activities of a series of 23 novel 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-alkanoic acids are described and some relationships between structure and activity are discussed. One of these compounds, 1,3,4,9-tetrahydro-1-propylpyrano[3,4-b]indole-1-acetic acid (prodolic acid, USAN), has been selected for further studies.
MeSH terms
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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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Arthritis, Rheumatoid / drug therapy
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Arthritis, Rheumatoid / immunology
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Carboxylic Acids / chemical synthesis
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Carboxylic Acids / therapeutic use
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Freund's Adjuvant
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Indoleacetic Acids
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Indoles / chemical synthesis*
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Indoles / therapeutic use
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Magnetic Resonance Spectroscopy
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Molecular Conformation
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Pyrans / chemical synthesis
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Pyrans / therapeutic use
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Rats
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Stereoisomerism
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Structure-Activity Relationship
Substances
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Anti-Inflammatory Agents
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Carboxylic Acids
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Indoleacetic Acids
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Indoles
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Pyrans
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Freund's Adjuvant
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prodolic acid