A new α-pyrone derivative from Annulohypoxylon stygium SWUF09-030

Abstract

A new α-pyrone derivative, namely annulopyronoate (1), together with the known isobenzofuranone, diphenyl ether, sesquiterpene, phenolic and diketopiperazine derivatives (2–12) were isolated from a filamentous fungus Annulohypoxylon stygium SWUF09-030. The structures were determined by analysis of spectroscopic and MS data. The absolute configuration of 1 was determined by comparison of experimental and calculated Electronic Circular Dichroism (ECD) spectra. Compounds 3–5 and 7 exhibited both anti-proliferative effects against HeLa, HT29, HCT116, MCF-7 and Vero cell lines and inhibition of nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophage cells.

Graphical abstract

Keywords:

• Annulohypoxylon
• A. stygium
• α-pyrone
• phenolic
• diketopiperazine

Acknowledgements

Thank you to the Development and Promotion of Science and Technology Talents Project (DPST) for financial support and the Centre of Excellence for Innovation in Chemistry (PERCH-CIC), Ministry of Higher Education, Science, Research and Innovation is gratefully acknowledged.

Disclosure statement

No potential conflict of interest was reported by the authors.