New Furan and Cyclopentenone Derivatives from the Sponge-Associated Fungus Hypocrea Koningii PF04

Marine Drugs
Li-Jian DingHou-Wen Lin

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.

References

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Citations

Aug 5, 2016·Journal of Natural Products·Li-Jian DingHou-Wen Lin
May 6, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marina DellaGrecaAnna Andolfi
May 30, 2019·Natural Product Research·Glaucia H BraunRosemeire C L R Pietro
Feb 23, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mei-Mei ChengGuo-Qiang Li
Jul 23, 2020·Brazilian Journal of Microbiology : [publication of the Brazilian Society for Microbiology]·Perumal Karthick, Raju Mohanraju
Mar 16, 2017·Natural Product Reports·John W BluntMichèle R Prinsep
May 21, 2018·ACS Omega·Nagaraju MupparapuQazi Naveed Ahmed
Aug 27, 2021·Marine Drugs·Roberta EspositoMaria Costantini

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Methods Mentioned

BETA
circular dichroism
NMR

Software Mentioned

Gaussian
GraphPad Prism

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