Abstract
Four undescribed compounds, guhypoxylonols A (1), B (2), C (3), and D (4), were isolated from the mangrove endophytic fungus Aspergillus sp. GXNU-Y45, together with seven previously reported metabolites. The structures of 1–4 were elucidated based on analysis of HRESIMS and NMR spectroscopic data. The absolute configurations of the stereogenic carbons in 1–3 were established through a combination of spectroscopic data and electronic circular dichroism (ECD). Compounds 1–11 were evaluated for their anti-inflammatory activity. Compounds 1, 3, 4, and 6 showed an inhibitory activity against the production of nitric oxide (NO), with the IC50 values of 14.42 ± 0.11, 18.03 ± 0.14, 16.66 ± 0.21, and 21.05 ± 0.13 μM, respectively.
Highlights
Marine-derived endophytic fungi have drawn considerable attention for drug discovery, and have been shown to produce various constituents, including sesquiterpenes, alkaloids, and polyketides [1]
The molecular formula C21 H18 O6 was determined from the quasimolecular ion at m/z 389.1004 ([M + Na]+, calcd for C21 H18 O6 Na, 389.1001) from a high resolution electrospray ionization mass spectrum (HRESIMS) and the 13 C NMR spectrum (Table 1)
GXNU-Y45 resulted in the isolation of four undescribed compounds (1–4), and seven previously reported metabolites (5–11)
Summary
Marine-derived endophytic fungi have drawn considerable attention for drug discovery, and have been shown to produce various constituents, including sesquiterpenes, alkaloids, and polyketides [1]. Fungi are prolific producers of a variety of biologically active secondary metabolites, including anti-inflammatory, antibiotics, and cytotoxic compounds [1,2]. The investigation of the constituents of a fungus Pleosporales sp., isolated from diverse marine environments has led to the discovery of broad-spectrum cytotoxic secondary metabolites, such as dipleosporalones A and B [3]. As part of our ongoing project to discover anti-inflammatory polyketide derivatives from mangrove endophytic fungi, modifications of the composition of the culture medium were employed to reinvestigate the secondary metabolites of Aspergillus sp. Screening of 1–11 in Supplementary Materials for their ability to prevent NO production of lipopolysaccharide (LPS)-stimulated
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