New Phenolic Glycosides and Lignans from the Roots of Lilium dauricum

Abstract

Three new phenolic glycosides, carvacrol-2-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (1), 1-methyl-3-isopropylphenol-4-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (2), p-methoxythymol-5-O-β-D-apiofuranosyl-(1 → 6)-β-D-glucopyranoside (3), and a pair of new 8-O-4′ neolignan enantiomers (5a/5b), together with 26 known compounds (4, 6 – 30) were isolated from the roots of Lilium dauricum. The structures of the new compounds were elucidated based on extensive spectroscopic and chemical methods, and the absolute configurations of 5a and 5b were established by electronic circular dichroism analysis. Nine compounds (1, 3, 4, 8, 9, 17, 25, 29, and 30) exhibited potent α-glucosidase inhibitory activity with IC50 values ranging from 73.4 µM to 988.2 µM. Besides, compound 19 displayed strong anticomplementary activity (CH50: 71.6 µM).

New Compounds from Terrestrial Plants: A Perspective View

“…(Liliaceae). It is interesting to note that, despite the small structural difference (exchange of the position of the sugars and methyl), a different potency in the α-glucosidase inhibitory action was found [48].…”

“…(Liliaceae). It is interesting to note that, despite the small structural difference (exchange of the position of the sugars and methyl), a different potency in the α-glucosidase inhibitory action was found [48]. We also included the classes of coumarins and anthraquinones in our compounds class section, which even with a relatively smaller number of new compounds elucidated, are among the most important studies on new natural structures.…”

New Compounds from Plants: A Perspective View

“…(Liliaceae). It is interesting to note that, despite the small structural difference (exchange of the position of the sugars and methyl), different potency in the α-glucosidase inhibitory action was found [48].…”

“…A new saponin triterpenoid (48) was isolated from the roots of Gardenia ternifolia Schumach. & (Rubiaceae) and showed antimicrobial activity against Salmonnella typhi [91].…”