Synthesis and anti-inflammatory activity of natural and semisynthetic geranyloxycoumarins

Nine new 7-geranyloxycoumarin derivatives differently substituted at position 8 were semi-synthesised. Their topical anti-inflammatory activity was evaluated using the Croton oil ear test in mice as a model of acute inflammation. Auraptene (7-geranyloxycoumarin), its 8-methoxy (collinin, 1) and 8-ac...

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Published in:Bioorganic & medicinal chemistry letters 2004-05, Vol.14 (9), p.2241-2243
Main Authors: CURINI, Massimo, EPIFANO, Francesco, MALTESE, Federica, MARCOTULLIO, Maria C, TUBARO, Aurelia, ALTINIER, Gianmario, PRIETO GONZALES, Sylvia, RODRIGUEZ, Juan C
Format: Article
Language:English
Subjects:
Animals
Anti-Inflammatory Agents - chemical synthesis
Anti-Inflammatory Agents - chemistry
Anti-Inflammatory Agents - pharmacology
Biological and medical sciences
Bones, joints and connective tissue. Antiinflammatory agents
Coumarins - chemical synthesis
Coumarins - chemistry
Coumarins - pharmacology
Male
Medical sciences
Mice
Pharmacology. Drug treatments
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Summary:Nine new 7-geranyloxycoumarin derivatives differently substituted at position 8 were semi-synthesised. Their topical anti-inflammatory activity was evaluated using the Croton oil ear test in mice as a model of acute inflammation. Auraptene (7-geranyloxycoumarin), its 8-methoxy (collinin, 1) and 8-acetoxy derivatives (5) (1 micromol/cm(2)) provoked 50% oedema reduction, similarly to 0.25 micromol/cm(2) of the reference drug indomethacin, a nonsteroidal anti-inflammatory drug.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2004.02.009