Synthesis and anti-inflammatory activity of 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans propenoic acid and its ester derivatives.
Different esters of 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans propenoic acid (1), an anti-inflammatory principle of Acronychia baueri Schott (Rutaceae), were synthesized. Their topical anti-inflammatory activity was evaluated using the Croton oil ear test in mice as a model of acute inflammation. The activity of the paracetamol, guaiacol and hydroquinone esters of (1) was higher than that of the parent compound, being similar to that exerted by indomethacin, used as reference drug.
Epifano
Francesco
F
Dipartimento di Scienze del Farmaco, Via dei Vestini 31, Università "G. D'Annunzio", Chieti-Pescara 66013 Chieti Scalo (CH), Italy. fepifano@unich.it
Genovese
Salvatore
S
Sosa
Silvio
S
Tubaro
Aurelia
A
Curini
Massimo
M
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D004952:Esters / Q000737:chemistry*; D007249:Inflammation / Q000188:drug therapy / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D011422:Propionates / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D013329:Structure-Activity Relationship
C506371:3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans-propenoic acid; D000893:Anti-Inflammatory Agents; D004224:Diterpenes; D004952:Esters; D011422:Propionates