Considerable efforts have recently been made to discover new analgesic and antiinflammatory agents with increased efficacy and improved side effect profiles. In this context, the compounds obtained from medicinal plants have been extensively studied.1,2) Prenylated aromatic compounds isolated from plant sources are common in the literature, including some that are diprenylated benzoic acids. This class of compounds is present in Rapanea genus and has been demonstrated to have anti-inflammatory activity, 3) then the compound 5-carboxy-2,3-dihydro-2-(1Ј,5Ј-dimethyl-1Ј-hydroxy-4Ј-hexenyl)-7-(3Љ-methyl-2Љ-butenyl) benzofuran, also known as myrsinoic acid B (AMB) (Fig. 1) was chosen in this study. It was first isolated as methyl ester from Rapanea umbellatta 4) and was also reported in R. lancifolia, R. guaianensis, 5) R. Myricoides 6) and R. Seguinii.3) So far only antiinflammatory and methioninase inhibitory activities have been reported for this compound.3,7) We have previously verified that AMB, isolated from the bark of CHCl 3 extract of Rapanea ferruginea, exhibits significant and potent antinociceptive action when evaluated in some pharmacological models of pain in mice. 8) In this study, we investigated some of the possible mechanisms, underlying the antinociceptive action of AMB. Extraction and Isolation of AMB Bark of Rapanea ferruginea (600 g) was dried at 40°C for 2 d, powdered and successively extracted by maceration with CHCl 3 for 7 d at room temperature. The extract was concentrated under reduced pressure, to yield residues (70.2 g). The CHCl 3 extract (60 g) was chromatographed in a silica-gel column with hexane/ ethyl acetate. The fraction eluted with 40% ethyl-acetate in hexane to give impure AMB. This fraction (8.5 g) was rechromatographed in a silica-gel column and with 30% ethyl-acetate in hexane give pure AMB (4.3 g).
MATERIALS AND METHODS
Plant Material