Prenylated furanocoumarin and flavonoids of Cervaria cervariifolia from Iran

Cervaria cervariifolia (C.A Mey.) Pimenov from tribe of peucedaneae and subfamily of Apioidae family of Apiaceae was collected from Golestan Province of Iran in May 2007. The plant parts were dried at ambient temperature in the shade. The root of C. cervariifolia were powdered and extracted by percolation with 80% methanol. The solvent was evaporated under vacuum to give a crude extract (CE). The CE was re-extracted with chloroform (nonpolar fraction). The powdered aerial parts of plant percolated with 80% methanol, hydroalcoholic solution was dried at vacuum and re extracted with hexan and chloroform (discarded). Remainder was a gummy residue (polar fraction). Non-polar fraction of root was chromatographed on silicagel by column chromatography and substances were purified on PTLC with different solvent systems and crystallization. Four coumarins, a terpenoid and a carbohydrate from C. cervariifolia were isolated and identified by spectroscopic methods such as 1H, 13C-NMR, UV, IR and mass spectroscopy. The compounds of polar fraction of aerial parts were isolated with paper chromatography on Watman No. 3 and purified on Sephadex LH-20 with different solvent systems. Four glycosylated flavonols were identified. The isolated compounds were: bergapten (1), xanthotoxin (2), 5-prenyl,12-methoxyfuranocoumarin (3), 12-methoxyfuranocoumarin (4), beta-sitostrole, mannitol, quercetin 3-O-glucoside, quercetin 3,7-O-diglucoside, kaempferol 3-O-glucoside and kaempferol 3,7-O-diglucoside. 5-prenyl,12-methoxy-furanocoumarin is reported for the first time.