Hydroquinone and terpene glucosides from Leontopodium leontopodioides and their lipase inhibitory activity

Abstract

Three new glucosides of hydroquinone, monoterpene, and megastigmane, benzyl 2,5-dihydroxybenzoate 5-O-β-d-glucopyranoside (isotrichocarpin, 1), (2S,3R)-3,7-dimethyl-6-octene-1,2,3-triol 2-O-β-d-glucopyranoside (leontopodioside D, 4), and (6R,7R,8R,9S)-6,9-epoxy-7,8-dihydroxymegastigman-4-en-3-one 8-O-β-d-glucopyranoside (leontopodioside E, 7) were isolated from the whole herbs of Leontopodium leontopodioides (Willd.) Beauv. (Asteraceae), along with nebrodenside A (2), pungenin (3), betulalbuside A (5), geranyl O-β-d-glucopyranoside (6), and 3β-hydroxy-β-ionone 3-O-β-d-glucopyranoside (8). Their structure were determined by spectroscopic and chemical methods. All the known compounds were reported from this species for the first time. Compounds 2–6 showed potent in vitro pancreatic lipase inhibitory activity, suggesting their participation in the reductive effect of the herbs on triglyceride absorption.