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Five flavonol O-glycosides and 4 C-glycosylflavones were isolated from the flowers of the Himalayan Megacodon stylophorus (Gentianaceae). They were characterized as quercetin 3- O-glucoside (1), quercetin 3- O-rutinoside (2), kaempferol 3- O-glucoside (3), isorhamnetin 3- O-glucoside (4) and kaempferol 3,7-di- O-glucoside (5) (flavonols), and isovitexin (6), isoorientin (7), isovitexin X″- O-arabinoside (8) and isovitexin 4′- O-glucoside (9) ( C-glycosylflavones) by ultraviolet, liquid chromatography-mass spectrometry, acid hydrolysis, nuclear magnetic resonance, and/or high-performance liquid chromatography and thin-layer chromatography comparisons with authentic samples. On the other hand, 5 C-glycosylflavones were isolated from the leaves and identified as 6, 7, 9, vitexin (10), and orientin (11). Although many C-glycosylflavones and xanthones have been reported from Gentianaceae species, flavonols are minor occurrence in the family. Flavonoids were reported from the Megacodon species for the first time.

Flavonoids From the Flowers and Leaves of the Himalayan Megacodon stylophorus (Gentianaceae)