Abstract
Two new furan derivatives, hypofurans A and B (1 and 2), and three new cyclopentenone derivatives, hypocrenones A–C (3–5), along with seven known compounds (6–12), were isolated from a marine fungus Hypocrea koningii PF04 associated with the sponge Phakellia fusca. Among them, compounds 10 and 11 were obtained for the first time as natural products. The planar structures of compounds 1–5 were elucidated by analysis of their spectroscopic data. Meanwhile, the absolute configuration of 1 was determined as 2R,3R by the comparison of the experimental and calculated electronic circular dichroism (ECD) spectra. All the isolates were evaluated for their antibacterial and antioxidant activity. Compounds 1, 10, and 12 all showed modest antibacterial activity against Staphylococcus aureus ATCC25923 (MIC, 32 μg/mL). In addition, compounds 1, 10 and 11 exhibited moderate DPPH radical scavenging capacity with IC50 values of 27.4, 16.8, and 61.7 µg/mL, respectively.
Highlights
Marine fungi harbor the potential to generate a multitude of structurally novel chemicals with diverse biological activities in part owing to harsh habitats [1,2]
Semi-preparative reversed-phase HPLC (RP-HPLC) was performed on a YMC-Pack Pro C18 RS column (5 μm, 250 × 10 mm id; YMC, Kyoto, Japan) with a Waters 1525 separation module equipped with a Waters
Thin-Layer chromatography (TLC) analysis was performed on silica gel HSGF 254 plates and visualized by spraying with 10% anisaldehyde-H2SO4 reagent
Summary
Marine fungi harbor the potential to generate a multitude of structurally novel chemicals with diverse biological activities in part owing to harsh habitats [1,2]. More than one thousand new natural products have hitherto been harvested from marine-derived fungi. As an epitome of particular marine habitats, sponges often possess remarkable microbial biomass and diversity, and their microbial symbionts represent a precious wellspring of new scaffolds for drug discovery [7]. New compounds 1 and 2 are furan derivatives, and 3–6 encompass cyclopentenone subunits. Both furan and cyclopentenone moieties are prevalent in natural products and pharmaceuticals [17,18]. We described the details of the isolation, structure elucidation, possible biosynthetic pathways, and biological activities of these compounds
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