Bioactive α-pyrone meroterpenoids from mangrove endophytic fungus Penicillium sp.

Abstract

Five α-pyrone meroterpenoids, including one new 3-epiarigsugacin E (1) and four known compounds, arisugacin D (2), arisugacin B (3), territrem C (4) and terreulactone C (5) were obtained from the marine fungus Penicillium sp. SK5GW1L. Their structures were identified by MS and NMR experiments, and the absolute configuration of compound 1 was further confirmed by low temperature (150 K) single crystal X-ray diffraction with Cu Kα radiation. Compounds 3, 4 and 5 showed strong inhibitory activities against acetylcholinesterase (AchE) with IC₅₀ values of 3.03, 0.23 and 0.028 μM, respectively.

Keywords:

• α-pyrone meroterpenoids
• Penicillium sp.
• acetylcholinesterase

Funding

This work was supported by the National Natural Science Foundation of China [grant number 21472251], [grant number 41276146]; the Science & Technology Plan Project of Guangdong Province of China [grant number 2013B021100011]; Special Financial Fund of Innovative Development of Marine Economic Demonstration Project [grant number GD2012-D01-001]; China’s Marine Commonweal Research Project [grant number 201305017]; Guangzhou Project of Science & Technology Planning [grant number KYHZ2013B17]; The Fundamental Research Funds for the Central Universities [grant number 141gjc16]; Supercomputing Center of Chinese Academy of Sciences (SCCAS) for generous support.