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Abad T, McNaughton-Smith G, Fletcher WQ, Echeverri F, Diaz-Penate R, Tabraue C, Ruiz de Galarreta CM, Lopez-Blanco F, Luis JG: Isolation of (S)-(+)-naproxene from Musa acuminata. Planta Med. 2000 Jun;66(5):471-3. Inhibitory effect of naproxene and its 7-methoxy isomer on constitutive COX-1 and inducible COX-2.. The isolation and characterisation of (S)-(+)-6-methoxy-alpha-methyl-2-naphthaleneacetic acid, a well known synthetic non-steroidal anti-inflammatory drug (naproxene), from a natural source is described for the first time. We evaluated the ability of naproxene and its 7-methoxy isomer to abrogate constitutive COX-1 and inducible COX-2 activity in human A549 cells. Naproxene inhibited COX-1 (IC50 = 3.42 microM) and COX-2 (IC50 = 1.53 microM), whereas the 7-methoxy isomer had no appreciable effect on COX-1 (IC50 >> 100 microM) but also abrogated the activity of COX-2 enzyme (IC50 = 14.42 microM). |
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