Isolamento e determinação estrutural de metabólitos secundários de Pinus strobus var. chiapensis (Martinez)

Abstract

The correlation of the secundary metabolites from the tropical Pinus species by Sirex noctilio (Sericidae) "wood's wasp" motivated to investigat the substances from Pinus strobus var chiapensis that was supplied by technicians from DURAFLORA S/A (Agudos - SP - Brazil). The hexanic extract of the wood of P. strobus var. chiapensis (Martinez) after chromatographic fractionation and recrystallisation afforded sitosterol, 3-O-acylsitosterol, lariciresinol, four flavonoids [4-hydroxy-7-methoxy-flavanone (pinostrobin), 6-methylpinostrobin, 4-hydroxy-7-methoxy-flavone (tectochysin) and 6-methyl-tectochrysin], four stilbene [3-methoxy-5-hydroxystilbene (pino sylvin-monomethylether), 3-methoxy-5- hydroxystilbene (dihydropinosylvin-monomethylether), 3,5 -dimethoxy-dihydro stilbene (dihydropinosylvin-dimethylether) and 3,5-dimethoxy-stilbene (pinosylvin dimethylether)] and two diterpenes (isopimaric acid and dehydroabietic acid). The structures were determined based on IR, NMR and MS spectral data includin two dimensional tecniques and NOE experiments of the natural compounds as well as of the acetylated and methylated derivatives.