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-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.
Curini
Massimo
M
Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, Università degli Studi, Via del Liceo, 06123 Perugia, Italy. curmax@unipg.it
Epifano
Francesco
F
Maltese
Federica
F
Marcotullio
Maria C
MC
Tubaro
Aurelia
A
Altinier
Gianmario
G
Gonzales
Sylvia Prieto
SP
Rodriguez
Juan C
JC
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008297:Male; D051379:Mice
D000893:Anti-Inflammatory Agents; D003374:Coumarins