Three New Lignan Glycosides from the <i>Firmiana simplex</i>

Abstract

In our quest for structurally intriguing compounds from Korean medicinal plant sources, chromatographic separation of the 80% MeOH extract from Firmiana simplex resulted in the isolation and identification of three new lignan glycosides (1-3), together with six known lignan glycosides (4-9). The structures of 1-3 were determined on the basis of spectroscopic analyses, including extensive 2D-NMR and enzyme hydrolysis. Nitric oxide (NO) production was evaluated in the lipopolysaccharide-activated microglial cell line, BV-2 to investigate the anti-neuroinflammatory effects of the isolated compounds (1-9). Compound 7 marginally inhibited NO levels with IC 50 values of 59.83 µM.

Four New Flavonoid C‐Glycosides Isolated from Achyranthes aspera and Their Nitric Oxide Production Inhibitory Activities

“…The known compounds were identified as 2′′‐ O ‐rhamnosylvitexin ( 5 ), [6,7] saropeptate ( 6 ) [9] rosmarinic acid ( 8 ), [10] (7 R ,8 S )‐dehydrodiconiferyl alcohol 4‐O‐β‐D‐glucopyranoside (scorzonoside) ( 9 ), [11] (7 S ,8 R )‐dehydrodiconiferyl alcohol 4‐O‐β‐D‐glucopyranoside ( 10 ), [12] 6‐methoxybenzoxazolione ( 11 ), [13] benzyl glucopyranoside ( 12 ) [14] by comparing their NMR data with those of reported data [11,12] . The absolute configuration of 9 and 10 were identified by their CD spectra.…”

“…The known compounds were identified as 2''-O-rhamnosylvitexin (5), [6,7] saropeptate (6) [9] rosmarinic acid (8), [10] (7R,8S)dehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (scorzonoside) (9), [11] (7S,8R)-dehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (10), [12] 6-methoxybenzoxazolione (11), [13] benzyl glucopyranoside (12) [14] by comparing their NMR data with those of reported data. [11,12] The absolute configuration of 9 and 10 were identified by their CD spectra. Compound 7 was elucidated to be 5,7,3'-trihydroxy-6-methoxycoumaronochromone by analyzing 1D and 2D NMR spectra in comparison its NMR data with the corresponding data of the similar structures.…”

“…Four new flavonoid C-glycosides (named achyasperoside A-D, 1-4) and eight known compounds, including 2''-O-rhamnosylvitexin (5), saropeptate (6), 5,7,3'-trihydroxy-6-methoxycoumaronochromone (7), rosmarinic acid (8), (7R,8S)-dehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (9), (7S,8R)dehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside (10), 6methoxybenzoxazolione (11), and benzyl glucopyranoside (12) were isolated and identified from the aerial parts of Achyranthes aspera. This is also the first identification of 7 from Amaranthaceae family, and 6-methoxybenzoxazolione from the genus Achyranthes.…”