title: Chemistry and antiinflammatory activities of prodolic-acid and related 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-alkanoic acids. 1.
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: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000627:therapeutic use; D001172:Arthritis, Rheumatoid / Q000188:drug therapy / Q000276:immunology; D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000627:therapeutic use; D005620:Freund's Adjuvant; D007210:Indoleacetic Acids; D007211:Indoles / Q000138:chemical synthesis* / Q000627:therapeutic use; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011714:Pyrans / Q000138:chemical synthesis / Q000627:therapeutic use; D051381:Rats; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000893:Anti-Inflammatory Agents; D002264:Carboxylic Acids; D007210:Indoleacetic Acids; D007211:Indoles; D011714:Pyrans; D005620:Freund's Adjuvant; C009795:prodolic acid