np6b00698_si_001.pdf (2.87 MB)
Download fileIsochromans and Related Constituents from the Endophytic Fungus Annulohypoxylon truncatum of Zizania caduciflora and Their Anti-Inflammatory Effects
journal contribution
posted on 2016-12-23, 12:33 authored by Wei Li, Changyeol Lee, Sung Hee Bang, Jin Yeul Ma, Soonok Kim, Young-Sang Koh, Sang Hee ShimSix new isochroman derivatives (annulohypoxylomans
A–C, 1–3; annulohypoxylomanols
A and B, 6 and 7; and annulohypoxyloside, 8), an isocoumarin (annulohypoxylomarin A, 4),
and an
azaphilone derivative (xylariphilone, 5) were isolated
from an ethyl acetate extract derived from cultures of the endophytic
fungus JS540 found in the leaves of Zizania caduciflora. The JS540 strain was identified as Annulohypoxylon truncatum. The structures of the isolated compounds were elucidated by one-
and two-dimensional nuclear magnetic resonance and mass spectrometry
and by comparison with related compounds from the literature. The
anti-inflammatory activities of the isolated compounds were evaluated
in lipopolysaccharide (LPS)-stimulated bone marrow-derived dendritic
cells. Xylariphilone (5) exhibited significant inhibitory
effects on LPS-induced interleukin (IL)-6, IL-12 p40, and tumor necrosis
factor (TNF)-α production with IC50 values of 5.3,
19.4, and 37.6 μM, respectively.