RESUMO

Five new linear acetylenic compounds, namely, pentadeca-6,8,10-triynoic acid (1), octadeca-8,10,12-triynoic acid (2), trans-pentadec-10-en-6,8-diynoic acid (3), cis-hexadec-11-en-7,9-diynoic acid (4), and cis-octadec-12-en-7,9-diynoic acid (5), were isolated from the bark of Heisteria acuminata by bioassay-guided fractionation, using cyclooxygenase (COX) and 5-lipoxygenase (5-LO) assays as models for antiinflammatory activity. The structures of compounds 1-5 were established by NMR, MS, IR, and Raman spectroscopy. These isolated compounds were found to be potent inhibitors of COX. Compounds 4 and 5 were the most potent inhibitors of 5-LO, whereas the other compounds only showed a weak inhibition at the same concentration.

Assuntos

Acetileno/análogos & derivados , Acetileno/isolamento & purificação , Anti-Inflamatórios/isolamento & purificação , Epiderme Vegetal/química , Plantas Medicinais/química , Acetileno/farmacologia , Anti-Inflamatórios/farmacologia , Inibidores de Ciclo-Oxigenase/isolamento & purificação , Inibidores de Ciclo-Oxigenase/farmacologia , Equador , Inibidores de Lipoxigenase/isolamento & purificação , Inibidores de Lipoxigenase/farmacologia , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Espectrofotometria Infravermelho , Espectrofotometria Ultravioleta , Esteroides